32792 Zip Code FL Real Estate, Homes with Formal Dining Room Separate for Sale

4 Beds ⋅ 3 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Experience refined Florida living in this exceptional single-story residence, ideally situated on a quiet cul-de-sac within an intimate gated community in one of Winter Park's most desirable locations. Impeccably maintained, this elegant home offers over 3,000 square feet of thoughtfully designed living space with 4 bedrooms, 3 full baths, a private office, and a desirable three-way split floor plan that provides both privacy and flexibility. Designed for comfortable everyday living and effortless entertaining, the home features formal living and dining rooms, a spacious family room, and a bright breakfast area. The stunning gourmet kitchen is the heart of the home, showcasing timeless white cabinetry, quartz countertops, abundant prep space, a convenient butler's pantry, and an open flow to the main living areas. The generous primary suite offers a spacious walk-in closet and a luxurious retreat, while quality finishes and meticulous attention to detail are evident throughout. Enjoy year-round outdoor living on the private screened lanai, perfect for relaxing or entertaining. Additional highlights include a three-car garage, a durable tile roof, and a fully paid solar energy system, keeping the average monthly electric bill under $100. Combining elegance, energy efficiency, and an outstanding location, this move-in-ready home offers the perfect balance of luxury, comfort, and convenience.

1492 Via Sangro Pl, Winter Park

$600,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code

Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm.

332 Fleet Road, Winter Park

$490,000

4 Beds ⋅ 2 Baths ⋅ Cedar Ridge SubDv. ⋅ 32792 Zip Code

Virtually Staged. Discover space, comfort, and flexibility in this beautifully updated 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community of Winter Park with no HOA. Offering approximately 2,250 square feet of living space, this home also features a versatile flex room ideal as a nursery, home office, guest suite, media room, or private retreat. The 2025 remodeled kitchen offers abundant cabinetry and pantry storage, while the renovated bathrooms feature stylish, modern finishes. Ceramic tile flows throughout most of the home, with warm wood-look flooring in three bedrooms for added comfort. Enjoy peace of mind with major improvements already completed, including a 2024 roof, 2023 whole-home replumbing, and 2023 electrical panel replacement with generator hookup. These significant updates allow you to focus on enjoying your new home instead of tackling major projects. Step outside to an oversized, fully fenced backyard shaded by two magnificent mature oak trees, creating a private setting for relaxing, entertaining, or family gatherings. A side-entry two-car garage adds both curb appeal and everyday convenience. Conveniently located just minutes from Baldwin Park, UCF, shopping, dining, parks, and Seminole County schools, this Cedar Ridge home offers exceptional space, recent major updates, and the convenience of an established Winter Park neighborhood with no HOA.

2008 Houndslake Drive, Winter Park

$440,000

4 Beds ⋅ 3 Baths ⋅ Trinity Bay SubDv. ⋅ 32792 Zip Code

Welcome to 8433 Commander Cove, ideally situated on a quiet cul-de-sac in the highly sought-after Trinity Bay community. Upon entering this spacious home you're greeted by soaring vaulted ceilings, a formal dining area, and a stunning cathedral-style front window that fills the space with natural light. The separate enclosed kitchen offers functionality and charm, with French doors leading to a covered, tiled lanai. Step outside and enjoy a large patio surrounded by mature trees and lush landscaping—an ideal setting for morning coffee, outdoor entertaining, and family barbecues. The inviting family room showcases vaulted ceilings, a grand brick fireplace, and a versatile bonus den/office with a window, perfect for working from home or additional living space. Conveniently located off the family room is an indoor laundry area and half bath. The first-floor primary suite offers privacy and comfort, featuring a dual-vanity bathroom and private French door access to the covered lanai. Upstairs, you'll find three generously sized bedrooms, each equipped with ceiling fans and ample closet space, along with a second dual-vanity full bathroom. Whether you're a first-time homebuyer or looking for room to accommodate a growing family, this home offers exceptional value and functionality. Residents of Trinity Bay enjoy access to a community pool, community playground, and a private neighborhood boat ramp with access to the Lake Burkett and Lake Martha Chain of Lakes, where boating, water skiing, fishing, and other recreational activities are welcomed. Don't miss this opportunity to own a beautiful home in one of the area's most desirable neighborhoods!

8433 Commander Cove, Winter Park

$445,000

3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code

Discover this well maintained 3 bedroom, 2 bathroom home offering 1,676 sq ft of comfortable living space. The home features a spacious layout with inviting living and dining areas that flow seamlessly into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your own private backyard retreat featuring a pool and fully fenced yard, perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

1535 Lawndale Circle, Winter Park

$475,000

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to Winter Park. VIEW VIRTUAL TOUR! The Original Owner has meticulously cared for this home and the pride of ownership shines through. The real showstopper is your private outdoor oasis! Enjoy Florida’s endless sunshine in the expansive, screened-in back porch and pool area—perfect for year-round gatherings, pool parties, and quiet weekends at home. Have your morning coffee or afternoon cocktails sitting out back on the porch enjoying the birds. This large, fenced 120 x 80-foot yard provides plenty of room for little ones and pets to play, gardening, or simply unwinding. for comfortable Florida living! Perfectly situated in a desirable, close-in location and zoned for award-winning Seminole County schools, this remodeled, one-story home offers the ideal setting for all family households. Step inside and discover an inviting split floor plan featuring 3 spacious bedrooms and 2 modern bathrooms. The formal living and dining rooms create an elegant atmosphere for entertaining, while the stunning remodeled kitchen is light and bright, complete with contemporary finishes and new appliances. Relax in the cozy family room, where a charming brick wood-burning fireplace adds warmth and ambiance on cool evenings. You do have formal areas that have a multitude of options for space where YOU Need it. Once you get to the kitchen you will be amazed with the sleek white brand new cabinets with trendy quart counters and a gorgeous back splash. WOW! You can enjoy yourself while you are at the sink and watch whatever is going on in the backyard. No expense spared with banks of drawers too. Additional highlights include a 2-car garage, newer windows for energy efficiency, and NO HOA—giving you the freedom to truly make this home your own. Bring your camper, toys because you have loads of room in the backyard to work on multiple projects. Roof and A/C are 2021 adding to peace of mind with your insurance 4 point inspection. Garage is even 24x21. With ample parking, an amazing outdoor space, and proximity to top-rated schools, shopping, dining, and major highways, 3641 Oak Vista Lane delivers the ultimate Florida lifestyle for your family inside the home and outside. You deserve your own Backyard paradise. Don’t miss the opportunity to make this move-in ready Winter Park gem your forever home. Seminole County schools complete the package. Schedule your private tour today!

3641 Oak Vista Lane, Winter Park

$595,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code

Welcome to this stylishly renovated ranch-style pool home in Kenilworth Shores, a special Winter Park neighborhood known for its connected community, central location, and easy access to everything people love about Winter Park. This beautifully renovated 3-bedroom, 2-bath home sits on nearly a quarter-acre lot and offers the perfect blend of style, comfort, and outdoor living. Step inside and you'll immediately feel the warmth of the home. The renovated kitchen is truly the heart of the space, beautifully designed with stylish tile backsplash, stainless steel appliances, mission style cabinetry, bar seating, and an additional coffee or wine bar area that makes the space feel both functional and elevated. Open to the living room, the kitchen creates an easy flow for everyday living and entertaining. The home has been thoughtfully updated throughout with new flooring, plantation shutters, renovated bathrooms, and designer touches that give the home a fresh, modern feel while still keeping all the charm of a classic Winter Park ranch. A dining room along the back of the home offers views of the yard and access to the covered lanai and custom pergola overlooking the pool. This is truly a backyard retreat! The sparkling pool is surrounded by pavers, lush landscaping, bamboo for privacy, and a fully fenced yard. The covered lanai and custom pergola create the perfect setting for morning coffee, quiet evenings, or hosting friends by the pool. This is the kind of backyard that makes Florida living feel easy. A large storage area and laundry room provide extra space for bikes and yard tools just off the carport. The bedrooms are tucked together along the hall, with the primary bedroom positioned on the back of the home for privacy, with an additional bathroom featuring an updated vanity and shower and a door to the pool area. The additional bedrooms share the hall bathroom with stylish modern updates including all new tile, a frameless glass shower, vanity, and fixtures. The thoughtfully designed spaces feel modern while also remaining timeless and classic. Other notable additions over the years include a metal roof, irrigation on well, lush landscaping, and a refinished pool with tile surround. The 2-car carport provides plenty of covered parking for rainy days! Located in the City of Winter Park, this home offers incredible access to Park Avenue shopping and dining, Audubon Park with Michelin-star restaurants and local favorites, Sprouts Market, Lake Baldwin Dog Park, nearby parks, coffee shops, boutiques, and more. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High. Cady Way Park is nearby with a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and bike trails. Style, location, privacy, sparkling pool! This Winter Park home checks all the boxes. Schedule your private showing today!

508 Dunraven Drive, Winter Park

$1,149,900

5 Beds ⋅ 5 Baths ⋅ Lake Florence Preserve SubDv. ⋅ 32792 Zip Code

Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while enjoying sunset views over the water. This stunning Michelson floorplan offers the perfect blend of elegance, comfort, and functionality with spacious living areas designed for both everyday living and entertaining. Upon entry, you’re welcomed by a private office, formal dining room with custom accent features, recessed lighting throughout, beautiful wood-look tile flooring, and designer details at every turn. The open-concept family room features built-in speakers that continue throughout the main living spaces, upstairs, and outdoor lanai area, creating a seamless entertainment experience throughout the home. The gourmet kitchen is beautifully appointed with quartz countertops, 42” cabinetry, stainless steel appliances, gas cooktop, oversized island, modern backsplash, butler’s pantry with wine fridge, and an incredible walk-in pantry with custom built-in shelving. Massive 12-foot triple sliding glass doors open to the resort-style backyard featuring a beautiful open pool, custom fire pit, pergola seating area, pre-wire for a gas grill, and a backyard perfect for relaxing or entertaining. The first floor also includes a guest suite with a full bath and direct pool access, a mudroom, a coat closet, a convenient half bath, and an oversized three-car tandem garage with overhead storage. Upstairs, a beautiful wood tread staircase leads to an expansive loft and bonus room area along with spacious secondary bedrooms, all featuring walk-in closets. A Jack-and-Jill bathroom with dual sinks, additional full bath, oversized linen closets, and a large laundry room with sink and extensive cabinetry provide exceptional functionality and storage. The luxurious owner’s retreat is a true sanctuary featuring tray ceilings, built-in speakers, a stunning accent wall, coffee bar area, spa-inspired bath with an oversized walk-in shower, abundant storage, and an enormous walk-in closet with multiple sections. Additional highlights include a brand-new A/C unit and countless high-end finishes throughout. Ideally located near top-rated schools, shopping, dining, and major roadways, this meticulously maintained home offers elevated Florida living in one of the area’s most desirable gated communities.

1448 Lake Florence Way, Winter Park

$285,000

2 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 2 SubDv. ⋅ 32792 Zip Code

Location truly matters—and this Winter Park gem delivers. This beautifully maintained 2-bedroom, 2-bath townhouse offers charm, functionality, and a rare bonus: a spacious screened-in lanai and private yard. Tucked within a well-established neighborhood, the home provides a peaceful residential setting while keeping you just minutes from everything Winter Park has to offer. Inside, you’ll find a stunning kitchen with stainless steel appliances, upgraded flooring, and modern countertops—making this home completely move-in ready. Whether you're searching for a primary residence or a smart investment, this property offers the perfect blend of comfort, flexibility, and convenience. Ideally located near Downtown Winter Park, Park Avenue, Rollins College, AdventHealth Winter Park, major highways, shopping, dining, and entertainment. You’ll also enjoy easy access to Downtown Orlando, Baldwin Park, Full Sail University, and Orlando International Airport. Opportunities like this are rare—schedule your private showing today.

3159 Greenwood Street, Winter Park

$390,000

3 Beds ⋅ 2 Baths ⋅ Laurel Springs SubDv. ⋅ 32792 Zip Code

Must see! This adorable three-bedroom, two-bath home is in a great location close to shopping, restaurants and freeways. A 2023 roof and no HOA! The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The bedrooms are spacious and one bedroom offers beautiful closet built-ins for maximum and stylish storage. You'll find updated baths and ample closet space (coat closet in the foyer, pantry, linen closet in the hallway). Sliding glass doors off the family room and dining room lead to the large patio for a wonderful outdoor living space. The home has lots of natural light, you can enjoy the character of the front bay window in the living room as well as the faux fireplaces. This home is a must-see with personality and has been impeccably maintained. Pride in ownership. Schedule your showing today.

7505 Laurel Springs Drive, Winter Park

$514,900

3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally located in desirable Winter Park—just minutes from premier shopping, dining, and entertainment, with easy access to major roadways for a seamless commute. From the moment you step inside, you’re greeted by a warm, modern aesthetic that blends comfort with style. To the right, a spacious step-down living room offers abundant natural light and lovely views of the front yard. To the left, the formal dining room flows effortlessly into the heart of the home—a stunning, fully renovated kitchen and inviting family room overlooking the private pool and patio. The kitchen is designed to impress, featuring solid wood cabinetry, stainless steel appliances, sleek modern lighting, ample counter space, and a center island perfect for gathering. The adjoining family room is anchored by a stylish electric fireplace, creating a cozy ambiance while offering serene views of the outdoor living area. This home features a desirable split-bedroom floor plan, providing privacy and flexibility. The primary suite is tucked away on one side, while two additional bedrooms and a full bathroom are located on the opposite wing—ideal for family or guests. Extensive upgrades provide peace of mind and modern appeal, including a newer roof (2021), a newer AC (2019) fully renovated kitchen and bathrooms, 5-inch baseboards, knockdown ceiling texture, textured walls, luxury vinyl plank flooring throughout, fresh interior and exterior paint, and updated electrical and plumbing fixtures. Step outside to your private oasis—a fully fenced backyard with a screened-in pool enclosure and lanai, perfect for relaxing or entertaining year-round in true Florida style. This move-in-ready gem truly has it all. Don’t miss your opportunity—schedule your private showing today!

1438 Tierra Circle, Winter Park

$565,000

5 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

LOCATION LOCATION! Welcome to this beautifully Updated and Meticulously Maintained Split 5-Bedroom, 3-Full Bathroom Floor Plan, Pool Home with No HOA in highly desirable Winter Park in Seminole County. Situated on an almost one-half-acre lot, this exceptional, spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the welcoming Foyer into the home's flexible layout with multiple living areas for family work and play designed to be personalized for your needs, with generous living areas, great floorplan flow, and abundant natural light throughout. The Living Room is open with lovely, large arched windows leading to the open Dining Room that looks through the Florida Room to the Backyard Pool. The Remodeled Kitchen in the Family Room with a white-washed masonry brick wood-burning fireplace is the heart of the home. Relax and enjoy a cosy fire on cooler days. The Remodeled Kitchen now features Wood 42" soft close cabinetry to the ceiling, Quartz countertops, stylish backsplash Tile, a coffee station, and Stainless Steel Appliances. The large Florida Room anchors the back of the home with windows that bring the outside indoors. This is the perfect place to eat breakfast and lunch! The Primary Master Suite has an Ensuite Bathroom with a Walk-in Closet, a Separate Make-up Vanity, a Granite-topped bathroom Cabinet with a tiled step-in shower. The Master has sliding glass doors opening into the Florida Room. The four Secondary Bedrooms are generous in size, have ceiling fans, and have built-in closets. Two Bedrooms share an Updated Jack and Jill Bathroom. The other two Bedrooms use the Updated Pool/Hall Bathroom. These two Bedrooms are being used as an Office and a Craft/Sewing Room. How will these rooms function for you? Perhaps they will be an Office, Game Room, Play Room, Workout Room, or a multi-generational Suite. The Home has been freshly painted both outside and inside, with the flooring being tile and vinyl for easy cleaning. No carpet here! The expansive backyard is a standout! It is fenced, with a very large, crystal clear pool that is surrounded by a cool deck patio with Palm Trees. The private lawn is expansive, perfect for games, gardening, family fun, and entertaining. The Updated Features of the home include: Remodeled Kitchen and three Bathrooms, Re-plumbed 2026, New Water Heater 2026, Electric/Mechanical Replaced 2022, Roof 2021, HVAC 2018, and Paint Inside and Outside 2026, DOUBLE PANE WINDOWS. This home is just minutes from some of Florida's Best public and private schools, local shopping, Winter Park Avenue Shoppes and Restaurants, Rollins College, major streets, and highways. Contact me to view this well-maintained, move-in-ready, spacious home today. Let's Work Together!

1018 Bradford Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

MULTIPLE OFFERS RECEIVED, SUBMIT YOUR BST OFFER BY 5PM 5/18/2026. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,815 square feet of comfortable living in the established Lost Creek community of Winter Park. This light-filled residence features a thoughtfully designed split floor plan with vaulted ceilings, fresh interior paint (2026), and a blend of formal and casual living spaces. The formal living and dining rooms provide an elegant setting for entertaining, while the inviting family area is anchored by a cozy wood-burning fireplace and enhanced by ceiling fans and abundant natural light throughout. The well-appointed kitchen features warm blond-toned wood cabinetry, stainless steel appliances, and a cozy breakfast nook, perfect for both everyday living and casual dining. The kitchen flows easily into the main living areas, creating a functional and welcoming space for gathering with family and friends. A nearby laundry closet with included washer and dryer adds everyday convenience. The spacious primary suite serves as a private retreat, complete with a ceiling fan and an en-suite bathroom featuring a large double vanity, relaxing garden tub, and a separate shower with sliding doors. Split from the primary suite, the secondary bedrooms are well-sized and versatile, ideal for a growing family and guests, a home office, or additional living space, with easy access to the second full bathroom. Sliding glass doors lead to a screened lanai overlooking a spacious .21-acre lot shaded by mature oak trees and lush landscaping, an ideal setting to relax, unwind, or enjoy outdoor living year-round. Additional highlights include a two-car garage and major system updates including a roof (2018), HVAC (2019), and water heater (2021). Located just minutes from Red Bug Lake Park, top-rated schools, and a variety of shopping, dining, and everyday conveniences, this home offers the perfect balance of tranquility and accessibility. Don’t miss the opportunity to enjoy comfortable living in one of Winter Park’s most desirable and well-established neighborhoods.

1205 Valley Creek Run, Winter Park

$576,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 17 SubDv. ⋅ 32792 Zip Code

Welcome home to the Winter Park Pines where the trees line the streets and the mailman delivers to your door. This beautifully maintained 3-bedroom, 2-bathroom home offering 1,873 square feet of comfortable living in the highly desirable and serene Winter Park Pines community. This light-filled residence features a thoughtfully designed split floor plan with high ceilings, fresh interior paint (2026), skylights, and laminate and tile flooring throughout, creating a bright and inviting atmosphere from the moment you enter. The open living and dining areas are anchored by a charming wood-burning brick fireplace, while crown molding, ceiling fans, and French doors add both style and functionality throughout the home. The well-appointed kitchen includes white and gray cabinetry, stainless steel appliances, and a convenient pantry closet, perfect for both everyday living and entertaining. It flows seamlessly into the main living areas, making it easy to gather with family and friends. The spacious primary suite offers a private retreat, thoughtfully separated from the secondary bedrooms, and features a walk-in closet with custom built-ins, ceiling fan, and French doors leading to the expansive and shaded backyard. The renovated en-suite bathroom showcases double vanities and a beautifully tiled shower with frameless glass enclosure. The secondary bedrooms are well-sized and versatile, with easy access to the renovated hall bathroom featuring a granite double vanity, navy cabinetry, and direct access to the backyard, ideal for indoor-outdoor living. Step outside to enjoy a fully fenced, landscaped backyard situated on a generous .22-acre lot. The expansive patio with terracotta tile flooring provides the perfect space for outdoor dining, entertaining, or simply relaxing in a private setting. Additional highlights include a two-car garage and a Ring home security and surveillance system for added peace of mind. Located just minutes from top-rated Winter Park schools, the Cady Way Trail, Winter Park Pines Golf Course, Advent Health Winter Park campus, Crosby Wellness Center and a variety of shopping and dining options, this home offers both tranquility and convenience. Residents also enjoy access to nearby community amenities including a pool, playground, beach volley ball courts and tennis/pickleball courts. With close proximity to major roadways, downtown Winter Park, and Orlando International Airport, this property truly combines comfort, location, and lifestyle. Don’t miss the opportunity to make this exceptional home yours in one of Winter Park’s most sought-after neighborhoods. Roof 2020, HVAC 2022, Plumbing 2014, Water Heater 2021.

517 Roughbeard Road, Winter Park

$354,900

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

You'll love this single-owner gem in Winter Park! Step inside to a traditional foyer, which welcomes you into a formal living room with excellent natural light and great flow into the dining room. Adjacent, you'll find the centrally located, spacious kitchen which overlooks your family room! A true split plan, the primary bedroom and oversized suite are on one side of the home and the two secondary bedrooms and hall bathroom are on the other. Out back, the real "heart of the home" is the generously sized back porch overlooking an original swimming pool! Solidly built block construction on a slab foundation, this 70s home will have you saying "they just don't make them like this anymore"! The major systems have been carefully updated over the years and the next owner will appreciate the peace of mind that a 2019 roof and 2018 HVAC system provide. The laundry is located in the two-car garage.

5330 Tangerine Avenue, Winter Park

$650,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home!

638 Blairshire Circle, Winter Park

$660,000

4 Beds ⋅ 3 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated home offering the perfect blend of comfort, style and convenience. From the moment you arrive, you’ll notice the inviting tree-lined streets in this quiet residential neighborhood. Step inside to discover a bright, thoughtfully designed layout, filled with natural light, featuring spacious living areas and tasteful updated finishes throughout. The updated, open-concept kitchen is a true centerpiece, complete with modern appliances, ample cabinetry, a generous peninsula, and in eat-in area, ideal for gathering with family and friends. The primary suite provides a relaxing retreat with a recently updated in-suite bathroom and plenty of closet space. Additional bedrooms are generously sized, including a fourth bedroom, perfect for multi-generational living, guests, or a home office. Outside, enjoy a sparkling, screened-enclosed pool, and a private backyard oasis, with plenty of yard space to relax, play, or entertain. Whether you're hosting a weekend barbecue or enjoying a quiet evening, this outdoor space offers endless possibilities. Walk over to the Winter Pines golf course located behind the home, where you can enjoy lunch at the beautifully updated clubhouse, hit the driving range, or enjoy the seasonal community events like Santa in the Park, Movie in the Park, or occasional neighborhood happy hours. Located in the beautiful neighborhood of Winter Park Pines with amenities such as Ward Park, Brookshire Elementary, Winter Park HS, and the Cady Way bike trail, which you can take to Baldwin Park’s main street for shopping and dining, or a stroll around Lake Baldwin. Conveniently located near downtown Orlando, Park Avenue for shopping and dining, or just minutes from the 417 for commuting. Seller offering a home warranty to a buyer for the first year.

927 Fairway Drive, Winter Park

$2,000,000

3 Beds ⋅ 5 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

Tucked behind the gates of Cypress Reserve, this stunning custom-built lakefront home sits on 110 feet of private waterfront along the serene shores of Bear Gully Lake. Inspired by a featured Southern Living plan and thoughtfully expanded, the home blends timeless architecture with generous, well-appointed living spaces — all framed by panoramic water views, rolling greens, and towering oaks and cypress trees that define the lakefront lifestyle at its finest. Inside, the main level offers a gracious and versatile floor plan with formal living and dining rooms, a family room anchored by an electric fireplace, and a dedicated office or flex space. The spacious kitchen features custom cabinetry, generous prep space, and an adjoining dinette — with plenty of room to add an island — while a large laundry room with extensive cabinetry and a utility sink, plus a half bath, ensure exceptional everyday functionality. The first-floor primary suite is a true sanctuary, offering breathtaking lake views, a spa-inspired en suite with a jetted tub, walk-in shower, a very desirable his and her split bath with abundant counter space and storage, and an oversized walk-in closet complete with built-in shelving and dresser drawers. Upstairs, two oversized bedrooms each enjoy their own private en suite with tub/shower combination, ample closet space, and comfortable proportions. The enormous bonus room above the garage fills with natural light through dormer windows and offers endless possibilities. A walk-in attic provides exceptional storage rarely found in homes of any size. Step out to the covered back porch and take in sweeping panoramic views of Bear Gully Lake — a breathtaking backdrop that shifts beautifully with the light throughout the day - this is Florida lakefront living at its absolute finest. Meander down to your private dock for a morning kayak or a sunset boat ride, then rinse off at the east-facing porch complete with a sink and outdoor shower before heading back inside. The rolling greens, ancient oaks, and towering cypress trees frame the property in natural splendor, and an additional storage room with its own entrance and hurricane shutters ensures everything you need for lake life is right at hand. Set in the gated community of Cypress Reserve with easy access to top private schools including The Geneva School and Trinity Prep, and with convenient proximity to SR-417 for effortless travel to Orlando International Airport and beyond, this is a rare opportunity to own a one-of-a-kind lakefront estate in one of Winter Park's most coveted settings.

2820 Bear Island Pointe, Winter Park

$318,985

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code

HOME IS BACK ON THE MARKET AFTER GETTING A BRAND NEW ROOF!!! Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The BRAND-NEW kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including BRAND-NEW vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods.

758 Warrenton Road, Winter Park

$649,000

4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

POOL HOME, nestled along the 14th fairway of Winter Park Pines Golf Course (WP18). A peaceful retreat with no rear neighbors—ideal for tranquility and privacy. Offering 1,936 square feet, four bedrooms, two bathrooms and an inside utility room, this is a hard-to-find gem in Winter Park. Perfectly situated in a tree-lined community overlooking the golf course. Upon entering, you are greeted by a spacious foyer that leads into a formal living room and then transitions into a formal dining area. The updated kitchen includes a cozy breakfast nook. The inviting family room features vaulted ceilings, beams and a fireplace creating a welcoming atmosphere for gatherings and relaxation. The primary suite boasts his-and-her closets, enhancing functionality. This home is zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School. Recent updates include AC (2014), Windows (2020), New Roof (2025), New Electrical Panel (2025), and Re-pipe (2026). WELCOME HOME!

1523 Golfside Drive, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

Virtually Staged. BACK ON MARKET; BUYERS GOT COLD FEET! Perfect for a growing family, this home is located in the highly sought-after Kenilworth Shores community, where tree-lined streets, friendly neighbors, top-rated schools, and an unbeatable Winter Park location create a lifestyle people rarely want to leave. Surrounded by excellent schools and just minutes from parks, dining, and shopping, this is the kind of neighborhood where families can truly settle in and grow for years to come. From the moment you step inside, the home offers a warm and inviting feel with spaces designed for both gathering and unwinding. The front living room creates the perfect setting for quiet mornings with coffee, catching up with friends, or relaxing with a good book, while the dedicated dining room is ready for holiday dinners, celebrations, and memorable nights around the table. At the center of the home, the kitchen naturally becomes the heart of daily life — a place where conversations happen while meals are prepared, homework gets finished, and guests always seem to gather. Just beyond, the spacious family room with a cozy fireplace invites movie nights, game days, and relaxed evenings spent together. Upstairs, the thoughtful layout provides the perfect balance of comfort and privacy. Guest bedrooms provide flexibility for family, visitors, or working from home, while the oversized primary suite feels like a true retreat with space to recharge at the end of the day. Step outside and embrace the Florida lifestyle with a covered patio and large fenced backyard ideal for weekend barbecues, kids and pets playing freely, or simply enjoying beautiful evenings outdoors. The home also offers peace of mind with major updates already completed, including a 2020 A/C system and 2021 water heater. Living in Kenilworth Shores means having some of Central Florida’s best lifestyle amenities just minutes away. Spend weekends biking the trails at Cady Way Park, enjoying community events in Baldwin Park and Winter Park, grabbing dinner along Park Avenue, or exploring nearby shops, coffee spots, and local restaurants. With easy access to 417, 408, and I-4, commuting downtown, heading to the airport, or taking a quick beach trip becomes incredibly convenient. More than just a home, this is the kind of neighborhood and lifestyle people move to Winter Park for — connected, comfortable, and centered around enjoying everyday life. Schedule your showing today as this home will not last long.

661 Selkirk Drive, Winter Park

$490,000

3 Beds ⋅ 2 Baths ⋅ Winter Woods SubDv. ⋅ 32792 Zip Code

Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022

2126 N Hampton Circle, Winter Park

$300,000

3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code

Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!

1515 Winter Green Boulevard, Winter Park

$549,000

3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Nicely UPDATED Winter Park home offers a GAME ROOM and an OFFICE in addition to three bedrooms. Wonderful family home! Recent improvements include AC (2025). In 2026: NEW ROOF, Quartz counters in kitchen, new dishwasher, luxury vinyl throughout, new cabinets & Quartz counters in both bathrooms, new tub & tile in hall bath, new walk-in shower (2024) in primary bath, new lighting, all new door hardware, total interior painted. Water heater 2020 and windows & sliding door in 2018. Wood burning stone fireplace in living room. Spacious primary suite with walk-in closet. Large lot on cul-de-sac. Winter Park High School. Quiet neighborhood with easy access to UCF and Hwy. 417.

4033 Yacht Court, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to 1360 Westdale Ave, a well-maintained Winter Park pool home located in a quiet established neighborhood within the Seminole County school district and no HOA. This property offers a functional layout with multiple living spaces, including a formal dining area, sitting room, and spacious living room, creating flexibility for everyday living and entertaining. The interior is comfortable and easy to maintain, featuring no carpet throughout, new fiberglass insulation, a 4-year-old AC system, and an 8-year-old roof.Outdoor living is a standout feature. The screen-enclosed pool overlooks an oversized fenced yard with no rear neighbors, providing privacy and space for pets, gardening, or gatherings. The lot offers room to enjoy Florida living year-round. Conveniently located minutes from Park Avenue shopping and dining, Kraft Azalea Park, Mead Botanical Garden, and the Winter Park Chain of Lakes. Quick access to I-4, SR 417, and SunRail allows for an easy commute to Orlando and surrounding areas. A solid opportunity for buyers seeking a manageable home with private outdoor space in a desirable Winter Park location.

1360 Westdale Avenue, Winter Park

$860,000

4 Beds ⋅ 2 Baths ⋅ 32792 Zip Code

Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.

1521 Heron Wood Place, Winter Park

$760,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Welcome to 5233 Lake Howell Road, a thoughtfully updated residence offering modern finishes, extensive upgrades, and a private backyard retreat designed for both everyday living and effortless entertaining. Inside, white porcelain tile flooring and recessed lighting create a bright, cohesive atmosphere throughout the main living spaces. Expansive rear-facing windows frame serene views of the beautifully landscaped backyard. The fully renovated kitchen is both stylish and functional, featuring new cabinetry, under-cabinet lighting, a built-in oven, cooktop, microwave drawer, and new sink. The open-concept layout flows seamlessly into the Florida room, where abundant natural light enhances the inviting ambiance. The living area is anchored by a resurfaced wood-burning fireplace, adding warmth and timeless character. The primary suite serves as a peaceful retreat, complete with a renovated bathroom, custom closet system, and a conveniently located in-suite laundry area with custom frosted glass doors and a new stackable washer and dryer. Two additional guest bathrooms have also been renovated, and custom closet systems extend throughout the home, including guest bedrooms and hallway storage. The backyard is a true oasis, highlighted by a newly resurfaced 16x32 pool and multiple spaces for al fresco dining, lounging, or gathering around the fire pit. The new paver patio offers the perfect spot to unwind with a good book. The fully fenced yard features refreshed landscaping with artificial turf, landscape lighting, and a new irrigation system serving both the front and rear yards. A custom greenhouse/workshop with a misting system adds a unique and functional outdoor element, while thoughtful drainage enhancements, including a French drain along the rear of the home and patio drainage to the front sidewalk, provide added peace of mind. Major improvements include a new roof (2023), water heater (2023), HVAC system and ductwork (2023), and a full plumbing update (2023). Additional features include a mini-split system, drip irrigation, updated electrical and LED lighting throughout, Pella double-paned windows, remote shades throughout, Leafguard gutters, expanded circular driveway, and added attic insulation. The home is also equipped with Google cameras and a doorbell at both front and rear entrances, as well as pre-wiring for a pool heater. This move-in-ready home seamlessly blends modern comfort with thoughtful upgrades, all set in a desirable Winter Park location just minutes from the YMCA, Interlachen Country Club, Phelps Park, Park Avenue, and a variety of dining destinations.

5233 Lake Howell Road, Winter Park

$475,000

3 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code

3 bedrooms PLUS an office (or 4th bedroom) AND a "flex space". Easy access to all of Winter Park, UCF, and south Seminole County from this convenient, central location! If you've been searching for a spacious pool home with plenty of space for playing, entertaining, or even working from home -- you've found it here! When you walk in, you'll appreciate the intuitive flow of living space into the kitchen, with built-in eating space. Off of the kitchen, you'll find a bonus space (perfect for an office or home gym) as well as a large indoor laundry room/mudroom, and the converted garage which is ideal for a playroom or secondary living space. On the other side of the home, 2 secondary bedrooms, an oversized hall bathroom, and a primary with en suite bath. There are additional touches that go a long way, too, including the custom plantation shutters throughout the home and updated countertops in the kitchen. Much of your time will be spent in the backyard, enjoying a fenced in pool, screened porch, new custom shed (2025), and fully fenced yard with turf play area. Systems in the home have been well maintained: roof (2017), HVAC (2017), tankless gas water heater (2018), and brand new electrical updates (2026). The home was also re-plumbed in 2008.

3207 Lowndes Drive, Winter Park

$660,000

5 Beds ⋅ 4 Baths ⋅ Sanctuary At Aloma SubDv. ⋅ 32792 Zip Code

NEW ROOF AND SOLAR PAID OFF AT CLOSING!!! Located in desirable Winter Park, this POOL home offers exceptional value. This spacious 5-bedroom plus den area, 3.5-bathroom house has a beautiful pond view from the front door. 3 car garage space and 6 car driveway give you plenty of space for storage and parking. 3,111 square feet of comfortable living space plus a gorgeous screened-in pool with spa. The home features high ceilings that create an open, airy feel throughout. The kitchen showcases elegant granite counters and modern stainless steel appliances. Hard flooring flows through the main living areas, offering both style and easy maintenance. Solar panels on the home save you hundreds each month on electricity. SELLER WILL PAY OFF SOLAR PANELS AT CLOSING! Step outside to your private backyard oasis with a screened-in pool and jacuzzi spa, ideal for year-round Florida living. The fully vinyl fenced yard provides privacy and security for families and pets. This move-in ready property means you can start enjoying your new home immediately. The location offers incredible convenience with easy access to Winter Park shopping, restaurants, and world-famous theme parks. Major roads are nearby, making commuting simple whether you work locally or need to travel throughout Central Florida. The gated community adds security and peace of mind. Winter Park is known for its charming downtown area, excellent schools, and beautiful parks. This neighborhood combines suburban tranquility with urban accessibility, giving you the best of both worlds. Schedule your showing today!

5275 Pine Lily Circle, Winter Park

$502,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code

MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today!

326 Fitzhugh Road, Winter Park

$714,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code

C H A R M I N G INSIDE & OUT! Delightful curb appeal & quaint front porch welcome you HOME! Move right into this ONE STORY immaculate & charming home on a beautiful tree-lined street in Winter Park. You will be enthralled with the hardwood floors, crown molding, amazing floor plan & tons of natural light! Spacious living room with bay window leads to dining room with original built-ins & french pocket doors invite you into family room with cozy fireplace. Updated kitchen boasts white cabinets, stone counters, stainless steel appliance & a cozy breakfast nook with french doors leading to open patio & serene, fenced backyard. Lovely primary bedroom offers renovated ensuite bath. Extras include: Oversized 2 car garage, Brookshire Elementary, Glenridge Middle & Winter Park High, ROOF 2021. NEW PLUMBING 2023. NEW DUCTWORK 2023. NEW ELECTRIC PANEL 2023. NEW INSULATION 2023. PRIMARY BATH RENOVATED 2024. NEW GUTTERS & LEAF-GUARDS 2024. NEW LAWN & LANDSCAPE 2024. IRRIGATION AUTOMATION 2024. WELCOME HOME!

636 Dunblane Drive, Winter Park

$469,900

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bath home with a New Roof 2021, screened-in pool, ideally located in the heart of Winter Park. Step inside to a fresh, move-in-ready feel with new flooring throughout, new light fixtures, new windows, and new doors—all thoughtfully selected to give the home a clean, modern look. The open, inviting layout is perfect for everyday living and entertaining, and the screened pool area creates a private Florida retreat for relaxing weekends, family gatherings, or evening swims—without the bugs. Conveniently close to Winter Park’s shopping, dining, parks, and local favorites, this home offers the best of Central Florida living in a prime location. More photos coming soon—don’t miss your chance to see this one!

1280 Gladiolas Dr, Winter Park

$525,000

4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident in every detail throughout. Step inside to discover a flowing floor plan featuring distinct living, dining, and family rooms, all bathed in abundant natural light, particularly during the afternoon hours. The home's signature feature is its numerous French doors that seamlessly connect the interior spaces to enchanting garden islander styled courtyard areas, creating an indoor-outdoor living experience reminiscent of classic Mediterranean architecture. Elegant tile flooring flows throughout the home, complemented by crown molding that adds a refined touch to each room. The primary bedroom serves as a private retreat with its en suite bathroom featuring a walk-in shower, while three additional guest bedrooms share a well-appointed hall bath. Notably, the dividing wall between the third and fourth bedrooms has been removed to create a generous suite, offering flexibility to reinstate a fourth private bedroom with simple drywall installation if desired. The true showpiece of this property is the mature landscaping and garden spaces that surround the home, offering multiple courtyard areas perfect for entertaining or peaceful relaxation. The private pool provides a refreshing escape, while block walls throughout ensure complete privacy on the spacious 0.24-acre corner lot. Practical updates include a 2021 HVAC system and 2019 roof, natural gas utilities, and a large laundry and storage room. The two-car garage completes this exceptional offering, presenting a rare opportunity to own a meticulously maintained retreat in one of Winter Park's most sought-after neighborhoods.

2665 Tierra Circle, Winter Park

$699,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

!! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!

676 Dunblane Drive, Winter Park

$460,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl, Aloma Cinema Draft House, and Park Ave. Inside, the spacious, open layout features a dedicated formal dining room, perfect for hosting, and a versatile bonus room that makes an ideal, secluded home office or flexible living space. The laundry room includes a fully plumbed 3rd bathroom. Enjoy the peace of mind provided by a newer HVAC system, water heater, and the modern convenience of recently updated bathrooms. Residents will enjoy the two-car carport equipped with a Tesla charger and nice sized shed in back for additional storage. Entertain guests or enjoy quiet evenings on the covered back patio, in the sprawling, fully fenced backyard. This home offers the quintessential Florida lifestyle—comfort, style, and an incredible setting. Don't miss this opportunity!

714 Denton Road, Winter Park

$1,500,000

7 Beds ⋅ 4 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Waterfront dream home in the exclusive, gated community of Lakeside Estates on beautiful Garden Lake. This exquisite 7-bedroom plus office, 4-bath “Del Rio” model offers over 5,000 sq. ft. and has been COMPLETELY RENOVATED in 2025 with high-end finishes, designer lighting, and modern upgrades throughout. Situated in a gated, quiet cul-de-sac community, this property features the largest yard (.5 ACRE) in the neighborhood and direct lakefront access, perfect for adding a dock, pool, or basketball court. Accordion doors lead to an expansive brick paver patio with a covered lanai, yard with fruit trees and breathtaking sunsets over Garden Lake High ceilings, all interiors painted, new porcelain tile, custom lighting, 7-inch baseboards, dual HVAC units and a stunning new glass-and-wood staircase. The gourmet kitchen showcases a new technological refrigerator, new upper cabinetry, granite countertops, stainless steel appliances, butler’s pantry, and custom shelving. Entertain in style with two custom wet bars, fireplace, and a new home theater complete with 7 recliners, surround sound, projector, and subwoofers. Two luxurious primary suites-one on each level offer spa-like bathrooms, custom vanities, and lake views. Additional highlights include Nest thermostats, four high-end automatic bidet toilets, custom closets, and a new laundry room with ceiling-height cabinetry, sink, and mudroom built-ins. The three-car tandem garage provides extra storage and convenience in addition to the extra space brick paved driveway. Enjoy the private lakefront lifestyle with stunning sunsets, community pier, playground, and dock for kayaks and paddleboards. Conveniently located near Winter Park, Oviedo, UCF, and top-rated Seminole County schools. Trinity Prep, Geneva School, Circle Christian and more plus shopping very close by. This home combines modern luxury, comfort, and waterfront living in one unforgettable property. FURNISHED PRICES and more details available upon request.

1460 Via Sangro Place, Winter Park

$458,000

4 Beds ⋅ 3 Baths ⋅ Bel-Aire Pines, Unit Two SubDv. ⋅ 32792 Zip Code

Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

3312 Heartwood Avenue, Winter Park

$285,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, this includes an enclosed lanai (under air), for extra living space. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for morning coffee or outdoor dining. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure and the lanai under air, is accessible through sliding glass doors. The spacious second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and just painted in July 2026. A beautiful master bathroom cabinet and sink —providing comfort and style. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$896,628

4 Beds ⋅ 4 Baths ⋅ Tucks Knoll SubDv. ⋅ 32792 Zip Code

Welcome to Tucks Knoll in Winter Park! Nestled on over FOUR ACRES at the end of a private cul-de-sac, this exceptional 4-bedroom, 4-bathroom residence offers more than 3,300 square feet of luxurious living space and a lifestyle that feels like your own private retreat. Backing up to a lush CONSERVATION area with the peaceful flow of Howell Creek, the property is surrounded by mature trees, vibrant landscaping, and natural beauty at every turn. The thoughtfully designed three-way split floor plan seamlessly balances entertaining with private comfort. Sun-filled formal living and dining rooms set a graceful tone, while the expansive great room with hardwood floors opens to the gourmet eat-in kitchen, complete with granite countertops, stainless steel appliances, a gas cooktop, tile backsplash, and a large pantry. A dedicated office with a bay window provides a quiet space to work, while the elegant primary suite impresses with cathedral ceilings, and a spa-inspired bath featuring dual vanities, a garden tub, and a spacious tile shower. Grand sliding pocket doors off of the family room lead to an expansive wood deck, the perfect setting to enjoy serene mornings and peaceful evenings surrounded by nature. Upstairs is a dedicated state of the art THEATER ROOM with comfy leather seats and surround sound elevating family fun, There is even a FULL BATH. The main level additional bedrooms include a Jack-and-Jill setup and a private suite with a walk-in closet. The backyard is a true showpiece—meticulously landscaped and thoughtfully planned. FRUIT TREES including ORANGE and FIG provide seasonal delights, while a beautifully maintained tiered garden bed produces sweet peppers, chives, and strawberries. Raised beds add even more bounty, offering eggplant and sweet potatoes. A large, level green space and a nicely CLEARED PATH to the creek invite both relaxation and exploration, creating an outdoor paradise that feels worlds away yet remains minutes from top-rated schools, shopping, and dining. This is more than a home—it’s a one-of-a-kind sanctuary blending privacy, nature, and convenience. Don’t miss the opportunity to make it yours. Schedule your tour today!

3870 Tucks Point, Winter Park

$374,900

3 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 14 SubDv. ⋅ 32792 Zip Code

Lovely pool home located in Eastbrook. This home features an open floor plan with an abundance of natural light. Recent updates include: A/C unit (2022), electrical system (2022), and a new water heater (2022). Enjoy entertaining on the patio and around the pool in the lush, landscaped backyard. The Eastbrook community is centrally located between Downtown Winter Park, UCF, shopping, and numerous restaurants. Call today to schedule your appointment!

2028 Leanne Court, Winter Park

$935,000

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Village SubDv. ⋅ 32792 Zip Code

Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible living arrangements. Enjoy morning coffee/tea from the Florida Room to take in the glorious sunrise over the lake! Perfect for entertaining or relaxing, this home features a large, updated kitchen with an eat-in area, formal dining room, expansive living/family room, and a bright Florida Room with a stunning view. The large master suite is a luxurious retreat with a marble shower and a jacuzzi tub. Step outside to a huge dock with a covered boat house with powered lift, two jet ski lifts, and plenty of space to watch beautiful sunrises, rocket launches, and fireworks. The backyard is shady, spacious, and serene — perfect for morning sunrises or afternoon relaxation. Lake Waunatta is a ~72-acre private, spring-fed lake with no public access. It’s ideal for powerboating, jet skiing, windsailing, paddleboarding, and fishing. The property sits on an elevated lot that provides stunning lake views and minimizes flooding concerns. The home was extensively renovated and expanded in 2003, including updated plumbing, electrical, and structural additions. Recent upgrades include a new roof, new windows, sunshades, and new AC unit. Located on a quiet, limited-access street, you’re just minutes to Publix, Target, parks, restaurants, and top-rated schools. Easy access to Full Sail, UCF, Downtown Orlando, and airports. Don’t miss this rare opportunity to own a private slice of lakefront paradise, and to enjoy the best Florida offers, right from your backyard! This home offers the best value on a natural private ski lake in Winter Park!

7706 Waunatta Court, Winter Park

$660,000

4 Beds ⋅ 3 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

**VA Assumable**A HIDDEN GEM nestled on Lake Deeks in Howell Estates! You have lake access from your back yard! As you enter your new home you will be captivated by the abundant natural light and the spacious open floor plan. The beautiful vintage front door signals this home is full of wonderful and unique touches. Pictures include a floor plan to show you the amazing layout with so much privacy with separate bedroom areas and how great the home is for entertaining. The primary bedroom has access to a private lanai with a sink and wood burning fireplace and leads to the pool and back yard. The guest suite on the opposite side of the house also has outdoor access to another larger lanai and the pool. The primary bathroom has a jet tub, large shower with double shower heads. The shower area is solid concrete reinforced for extra safety during weather events. The bathroom also has two walk in closets. The other two bedrooms are secluded with a full bath with a jet tub and a skylight. The kitchen is a culinary delight, featuring granite countertops, ample prep and cooking space, walk-in pantry, built in desk and a long breakfast bar. The oversized family room has a wood burning fireplace, vaulted ceiling with beams and four large window overlooking the pool with remote controlled shades. As you make your way to the back yard oasis you will find many surprises! Several paths will walk you through to see 20 banana trees, Meyer Lemon tree, Fig tree and much more. Enjoy the deck on the water for sunrises/sunsets and watching shuttle launches. There is a path that leads to the lake for launching your kayak, canoe and paddle board. More features include oversized paver driveway, pavers on the pool deck, garage with lots of built-in storage, floored attic area, large separate laundry room, solar panels (fully paid), water softener system, custom plantation shutters, transferable home warranty and termite bond. Your home is in a lovely quiet area but close to all shopping, transportation and renowned Seminole County schools. This great home is a must see and the perfect forever home for the sought after Florida lifestyle. Buyer to confirm room measurements.

1023 Princess Gate Boulevard, Winter Park

$1,065,000

4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence impresses with its expanded paver driveway, beautiful stone façade, and artfully curated landscaping with low-voltage and Phillips Hue lighting that transforms the home’s exterior by night. The stylish entry courtyard sets the tone for what awaits inside. Enter into a gallery-style foyer that opens to a bright, open-concept layout with wide-plank flooring, custom wood accent walls, designer lighting, built-in speakers throughout the home, and a crisp, modern aesthetic. The chef’s kitchen is a showpiece—outfitted with flat-panel two-tone cabinetry, quartz countertops, built-in JennAir appliances, and a waterfall-edge island. Matte black fixtures, a pot filler and a sleek integrated hood complete the space. The living and dining areas flow effortlessly to the expansive screened lanai, where the outdoor experience has been completely reimagined. Entertain in style with a custom-built summer kitchen featuring premium Hestan appliances, a gas grill, beverage fridge, sink, and stainless storage. A beautifully designed aluminum pergola, built for year-round enjoyment, provides a separate outdoor destination. The fenced backyard opens to serene water and fountain views, lush landscaping, and a charming cocktail citrus tree—offering an ideal setting for quiet mornings and sunset gatherings. The private primary suite is a peaceful retreat with large windows framing the water and includes a spa-like bath with double vanities, glass-enclosed shower and a custom walk-in closet. Three additional bedrooms and a dedicated office with glass French doors provide space for guests, work, and play. Additional highlights include a whole-home water filtration system, cloud-based security camera system, Wi-Fi dimmer switches controllable by phone, black aluminum fencing with three gates, and a spacious three-car garage equipped with a mini-split HVAC system and a Tesla 11.2-kilowatt solar system with a Tesla charger for added convenience. Residents of Hawks Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at front of the neighborhood for added convenience. An exclusive respite, this home exemplifies a refined lifestyle for those who appreciate peaceful and convenient living. This is not just a home, it’s a lifestyle.

1024 Wading Waters Circle, Winter Park

$474,998

3 Beds ⋅ 3 Baths ⋅ Arrowhead Cove Unit 02 SubDv. ⋅ 32792 Zip Code

Nestled in desirable Arrowhead Cove, this meticulously maintained 3-bedroom, 2.5-bath home represents the pinnacle of Winter Park living. With 1,906 square feet of thoughtfully designed space, this move-in-ready residence blends character, comfort, and convenience in Central Florida's most coveted school district. BONUS FEATURE: PRIVATE WELL IRRIGATION SYSTEM – Enjoy beautifully maintained landscaping year-round while keeping utility costs exceptionally low! This home features a dedicated well pump irrigation system that’s completely independent from city water, providing significant monthly savings and eco-friendly watering for the stunning renovated yard and lush landscaping. EXCEPTIONAL RECENT UPDATES NEW ROOF & SKYLIGHT (2024) – Complete peace of mind ENERGY-EFFICIENT WINDOWS (2017) – Maximum comfort and utility savings HVAC SYSTEM REPLACEMENT (2018) – New AC unit and air handler SMART HOME FEATURES – Nest thermostat and Protect alarms NEW GARAGE DOOR & SMART OPENER (2024) – Modern convenience POWER GENERATOR CONNECTION (2020) – Florida weather ready FRESH EXTERIOR PAINT (2021) – Pristine curb appeal RESORT-STYLE BACKYARD TRANSFORMATION (2023) The completely renovated backyard is a masterpiece that must be experienced in person: Brand new decorative pavers for elegant entertaining New privacy fencing for complete seclusion Custom playground perfect for active lifestyles Low-maintenance professional landscaping Expansive screened patio for year-round Florida living Fully fenced yard providing security and privacy STYLISH INTERIOR Open, airy layout maximizes natural light through oversized windows. Seamless flow from living and family rooms into large formal dining area makes entertaining effortless. Thoughtfully designed bedroom placement ensures privacy, while the spacious primary suite features walk-in closet, dressing area, full bath with walk-in shower, and additional half bath. UNPARALLELED WINTER PARK LIFESTYLE Step outside to the scenic Cady Way Trail for morning jogs, evening bike rides, or weekend nature walks. Enjoy Park Avenue's boutique shopping, world-class dining, and cultural events just minutes away. Publix, Target, Walmart, Costco, Aldi provide convenient daily shopping. Outdoor enthusiasts love proximity to Winter Pines Golf Club, Lake Baldwin, and Central Florida's extensive trail system. Coffee lovers appreciate nearby cafes, while foodies discover diverse restaurants from casual to fine dining. WORLD-CLASS SCHOOLS Lakemont Elementary – Top 50% Florida ranking, 61% math/ 59% reading proficiency Maitland Middle – Highly-rated Winter Park feeder school Winter Park High – Ranked #153 of 807 Florida high schools, 98% graduation rate Near Full Sail, UCF, and Rollins College COMMUNITY EXCELLENCE Arrowhead Cove offers low $100 annual HOA and optional Lake Nan access for peaceful waterfront recreation. Weekend farmers markets, community events, and seasonal festivals create vibrant neighborhood connections. The backyard transformation and thoughtful upgrades must be experienced in person. Schedule your private showing today and embrace the Winter Park lifestyle!

7602 Lodge Pole Trail, Winter Park

$272,500

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Welcoming townhome on cul-de-sac with no rear neighbors. Step out onto your roomy 16 x 12 screened porch and take in the peaceful views of the tennis courts and green space—it’s the perfect spot to relax with your morning coffee or unwind after a long day. Inside, you’ll love the bright, open feel thanks to clerestory windows in the living room, freshly painted walls, and brand-new electrical panels for peace of mind. Easy-care 18” x 18” tile floors run throughout the home, and sliding glass doors from both the dining area and second bedroom open right out to the porch. The kitchen has a handy pass-through to the dining room and a bar where friends or family can pull up a barstool. Both bathrooms have tub-shower combos, and the primary bedroom features a walk-in closet and a big fixed window that lets in tons of natural light. The Windward Square community has something for everyone—multiple pools, tennis courts, a play area, and even a putting green. You’ll also have space for two possibly 3 cars to park right out front. Best of all, you’re close to great shopping and dining, with downtown Winter Park just a short drive away. Getting around is easy too, with quick access to 417 and only about 20 minutes to Orlando International Airport via Semoran Blvd.

2517 Windward Way, Winter Park

$455,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage featuring a sleek epoxy finish. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard, ideal for relaxing or weekend barbecues. Upstairs, you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. The luxurious primary suite features tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready and optional furniture is available upon request. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

2405 Firstlight Way, Winter Park

$719,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

7895 Pleasant Pine Circle, Winter Park

$893,000

4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

2890 Wild Ginger Court, Winter Park

$465,000

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate family room, as well as an open-concept living and dining area that flows seamlessly into an eat-in kitchen with abundant natural light. The kitchen is equipped with stone or Corian countertops, a separate closet pantry, and French doors that lead directly to the screened-in patio. The primary suite is a peaceful retreat, complete with a walk-in closet, private access to the patio, and an ensuite bathroom featuring dual sinks, a walk-in shower, a soaking tub, and a private water closet. Two additional bedrooms offer generous closet space and share a well-appointed guest bathroom with a tub/shower combo. Enjoy outdoor living in the fully fenced backyard, accessible through sliding glass doors from the formal living room or the French doors off the kitchen and living room. A Dual Well System provides excellent utility savings—while the original well was installed approximately 10 years ago, a second well was added in 2021 to boost water output during dry seasons. Both wells operate on the same pump and contribute to reduced water bills. The home also includes an indoor laundry room, an attached 2-car garage, no popcorn ceilings, blinds throughout, and plenty of windows that allow for an abundance of natural light. Additional updates and features include a paver driveway and walkway, a covered front porch with charming curb appeal, a roof from 2017, A/C replaced in 2009, and a water heater replaced in 2015. All of this comes with a low HOA. Located in the highly desirable Lost Creek neighborhood within the top-rated Seminole County school district, this home offers both comfort and convenience in a fantastic Winter Park location near shopping, dining, and major roadways. Don’t miss the opportunity to make this your next home!

1173 Valley Creek Run, Winter Park

$1,206,400

4 Beds ⋅ 4 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and completely turn key. After entering the gated community and arriving at this show stopping residence, your guest will either be able to park in your circular drive way up front or your extra long side entrance that leads to your 3 car garage with epoxy floors and built in storage. The garage also includes a Tesla EV charger and tankless hot water heater. Once parking up front you'll step through the double front doors into a spacious, open-concept layout filled with natural light and accented by luxury vinyl plank flooring. Upon entering your grand foyer you will walk past the office with custom built ins on your left and your formal dining room on your right. Once you reach the hallway on your left your guests will be able to use the half bathroom, the hallway separates the half bathroom from the beautiful kitchen. The kitchen features custom cabinetry, quartz countertops, built-in stainless steel appliances, a gas cook top for the chef of the house and a central island that includes a wine fridge, ideal for both daily meals and entertaining guests. You will be able to enjoy meals at your eat in kitchen or the breakfast nook that flows into the living room. The primary suite is a true sanctuary, with a seating area to enjoy your morning coffee in front of the gas fireplace or outside on your private patio the Primary suite is complete with two generous walk-in closets and a luxurious en-suite bath, featuring dual vanities, a frameless glass shower, a soaking tub and plenty of natural light. Each additional bedroom is thoughtfully designed, providing comfort and privacy for family members or guests. There is enough space for families big and small, 4 bedrooms plus an office/bonus room. Walk through your brand new Pella Doors (not pictured, that's how new they are) to your own personal oasis, boasting a sparkling pool with a custom flagstone patio provides the perfect space for outdoor gatherings, all framed by lush, mature landscaping and a conservation view. Whether you're soaking up the Florida sun or hosting weekend barbecues with your summer kitchen that features built in speakers, a gas grill, a sink and plenty of chilled space for your beverages of choice, this space is designed for making memories. In the evening you'll want to gather around your built in wood burning fireplace. Situated in Winter Park, this home offers easy access to top-rated schools, boutique shopping, and award-winning dining, making it the perfect choice for those seeking the best of Central Florida living. This neighborhood is highly desirable for families looking to be near Tuskawilla and easy access to Trinity Prep. Don’t miss this opportunity to make this exceptional Winter Park residence your own – <iframe src="https://my.matterport.com/show/?m=JgcRhZG1izN" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

4048 Gilder Rose Place, Winter Park

$2,500,000

5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code

This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Lake Florence Preserve SubDv. ⋅ 32792 Zip Code

Virtually Staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!

2922 Reef Knot Place, Winter Park

$560,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code

A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

1901 Loch Berry Road, Winter Park

$645,000

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Welcome to 4030 Cool Water Ct! Nestled in the highly desirable Lake Waunatta Woods neighborhood, this spacious Winter Park Pool home is zoned for top-rated schools, including Winter Park High School and Lakemont Elementary School. With a new roof installed in 2022, this 5-bedroom, 3-bath home offers peace of mind along with undeniable charm. Situated on an oversized lot surrounded by mature trees and lush landscaping, it’s a rare find in a community known for its large lots, quiet streets, and beautiful greenery. Step inside to soaring ceilings and a stunning formal living room with a wood-burning fireplace and floor-to-ceiling stonework. Natural light pours through the large and numerous windows across the front of the house! This custom-built home exudes unique character throughout, blending timeless architectural details with modern updates that make it truly one-of-a-kind. The heart of the home is a chef’s dream kitchen featuring a massive island, gleaming quartz countertops, stainless steel appliances, and abundant cabinet space. Gorgeous wood floors flow throughout the downstairs living areas, including the formal dining room, a spacious family room, and a full bedroom and bathroom perfect for multigenerational living. Upstairs, you’ll find four additional generously sized bedrooms, all with brand new carpet, and two more full bathrooms, including an oversized primary suite that is massive! The expansive layout ensures privacy and comfort for every member of the household. Step outside to your own tropical retreat: a resort-like, large, screened pool and patio area that’s perfect for year-round fun, relaxation and entertaining! The uniquely shaped pool adds a touch of luxury, while the massive patio seamlessly connects to the kitchen and family room—creating the ultimate indoor-outdoor living experience. The lush landscaping and mostly fenced backyard provide ample privacy and a peaceful atmosphere for entertaining or enjoying quiet family moments. This beautiful property offers the perfect blend of warmth, character, and modern updates in one of Winter Park’s most sought-after neighborhoods. All of the shopping, restaurants, or leisure activities you can dream of are within just a few minutes in any direction! Don’t miss this exceptional opportunity, schedule your private showing today!

4030 Cool Water Court, Winter Park

$750,000

5 Beds ⋅ 3 Baths ⋅ Lake Ann Estates Unit 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and bathrooms to the right. The kitchen highlights beautiful cabinets, granite counter tops and an eat-in dining space. The family room features a wood burning fireplace providing a warm and cozy space for relaxation. This split floor plan home offers four additional bedrooms and two bathrooms with a privacy door to separate the bedrooms from the living areas. Enhancing the home’s appeal are two bonus areas: a sitting room overlooking the lanai and pool and an adjacent room ideal for a billiard or rec room with wet bar and counter seating. The oversized pool and screened lanai is perfect for entertaining guests. The front, back and side yards are all generous in size. Two car attached garage, 1 car detached garage and additional outdoor covered parking with electric access. Upgrades include hot water heater 2025, electric panel 2024, pool equipment 2024, exterior & interior paint 2024, new luxury vinyl flooring 2024, new lighting and fans 2024. Located in the well-established community of Lake Ann Estates. Don’t miss out! Call today to schedule your showing.

103 Longhorn Road, Winter Park

$421,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

2817 Fitzooth Drive, Winter Park

$1,010,000

5 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

2880 Old Castle Drive, Winter Park

$415,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

5436 Tangerine Avenue, Winter Park

$749,000

4 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Nestled in the heart of sought-after Winter Park, this beautifully updated 4-bedroom, 2-bathroom home offers 2,509 square feet of versatile living space designed for comfort, functionality, and style. Perfect for families or anyone needing room to grow, the home features multiple living areas including a formal living room with a bay window and elegant shutters, a cozy family room, a bright sunroom, and an office space—ideal for remote work or study. The heart of the home is the spacious kitchen, featuring light cabinetry, stainless steel appliances, double ovens, ample storage, and a convenient breakfast bar overlooking the sunroom, which also offers space for casual dining. Enjoy a private retreat in the split floorplan primary suite, complete with generous walk-in closets, dual sinks, and a walk-in shower. Beautiful white oak flooring runs throughout much of the home, adding warmth and sophistication. Step outside to a lushly landscaped backyard with plenty of space to add a pool—your personal outdoor oasis awaits. Huge storage space above the garage. Key updates include a new roof (2018), new electrical panels, AC (2018), Nest thermostat, new irrigation well, paver driveway, and fresh interior/exterior paint (2022)—all ensuring peace of mind and energy efficiency. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High schools. With easy access to Winter Park’s iconic Park Avenue and nearby Baldwin Park, you’ll enjoy premier shopping, dining, and entertainment just minutes from your doorstep. Don’t miss the opportunity to own this move-in-ready gem in one of Winter Park’s most desirable neighborhoods!

627 Darcey Drive, Winter Park

$800,200

4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4107 Gabriella Lane, Winter Park

$425,000

4 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code

Charming Winter Park Home with Pool on Oversized Lot – No HOA! Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools. This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households. Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling—a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress. With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

7249 Abbey Lane, Winter Park

$505,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Charming one-story ranch home walking distance to Brookshire Elementary. Located on a .20-acre lot, this 3-bedroom 1.5 bath, home has 1,352 sq ft., including a screen porch conversion adding sq ft. Kitchen has been completely remodeled with stainless appliances, poured concrete counters, tile backsplash and double ovens. All new vinyl plank flooring throughout. New roof in 2022. New exterior paint. Fantastic location close to shopping, dining, parks, Advent Health, The Wellness Center, and Cady Way pool and trail. Additionally, a short drive to Rollins College, Full Sail University, Winter Park Pines golf course and Baldwin Park. Top-rated Winter Park schools. Great opportunity to add or build new. Welcome home!

2492 Brookshire Avenue, Winter Park

$380,000

3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the heart of Winter Park, FL! Featuring a newer roof and AC, this home offers comfort and peace of mind. Step inside to find freshly painted interiors and a layout designed for both relaxation and entertaining. The formal living room boasts a cozy wood-burning fireplace, while the separate dining room sits conveniently off the kitchen. A versatile TV room/flex space provides the perfect spot for a home office, and the expansive family room with vaulted ceilings is ideal for gatherings. Kitchen features Granite Counter Tops. Outside, enjoy Florida living in the large fenced backyard with mature landscaping, perfect for outdoor activities. The two-car garage adds extra convenience. Located in a sought-after neighborhood with top-rated schools, this home is just a short commute to UCF, Full Sail University, shopping, dining, and major highways. Don’t miss this incredible opportunity—schedule your showing today!

7602 Glenmoor Lane, Winter Park

$730,000

5 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

FULLY RENOVATED HOME IN THE HEART OF WINTER PARK! Welcome to 2925 Banchory Rd, a stunning, move-in-ready home featuring top-to-bottom luxury upgrades completed in 2021-2025. Every detail has been meticulously updated, blending modern elegance with the charm and convenience of Winter Park living. Recent upgrades include a fully replaced asphalt shingle roof (Jan 2021), energy-efficient HVAC (Jan 2022), and a completely remodeled kitchen with high-end finishes, new appliances, and custom cabinetry. The home also features three fully remodeled upscale bathrooms, new vinyl windows that enhance natural light and energy efficiency, and a newly installed steel entry door for added security and style. Additional upgrades include an upscale garage door replacement, a refinished pool and deck perfect for outdoor entertaining, and fresh interior and exterior paint in a modern neutral palette. The home also boasts new interior doors, updated lighting throughout, and elegant new tile flooring for a sleek and contemporary feel. Located in a prime Winter Park neighborhood, this home is zoned for top-rated Winter Park schools and is located near Cady Way Trail, offering access to scenic outdoor activities. It is minutes from Baldwin Park and Park Avenue, where boutique shopping, dining, and community events await. With convenient access to MCO Airport and all of Orlando’s top attractions, this fully renovated home is the perfect blend of modern sophistication and ideal location. Don’t miss this opportunity—schedule your private showing today!

2925 Banchory Road, Winter Park

$905,000

5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, Winter Park

$385,000

4 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code

Discover a rare investment opportunity tucked away in the heart of Winter Park, this 4-bedroom, 3-bathroom home is brimming with potential. Overlooking a green scenic golf course, this property offers a prime location, spacious layout, and endless possibilities. Whether you're looking for a home with character or a rewarding renovation project, this is a golden opportunity you don’t want to miss! As you arrive, the inviting curb appeal sets the tone. Lush landscaping and a welcoming front porch make a statement before you even step inside. The entryway leads to a formal living and dining room, ideal for gatherings or quiet moments at home. Just beyond, you’ll find the first primary suite—complete with a private full bath and walk-in closet—offering comfort and convenience. The heart of the home is the kitchen, overlooking a huge family room with eye-catching wood beams. Natural light pours in through the sliding glass doors. The second primary suite sits on the opposite side of the house, providing a private retreat with an en-suite bathroom. Two additional bedrooms share another full bath, offering ample space and flexibility. Step outside and take in the peaceful greenery views. Whether you dream of creating an outdoor entertainment area, adding a garden, or simply enjoying the open space, this backyard is ready to be transformed. This home includes a newer roof (2023), replumb (2011), HVAC (2016), however renovations are needed throughout entire home. With an optional HOA and an unbeatable location, this home places you just minutes from Park Avenue, top-rated Seminole County schools, Rollins College, UCF, Full Sail, and an array of shopping and dining options. This diamond in the rough is being sold AS IS—bring your creativity and make it shine!

1873 Poinciana Road, Winter Park

$717,000

3 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code

Welcome to 2368 Summerfield Road in Winter Park. This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist. Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy. You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish. The large backyard is surrounded by lush landscaping and is ideal for entertaining. Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden. Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics. From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

2368 Summerfield Road, Winter Park

$965,000

4 Beds ⋅ 3 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code

Seller Financing Available--Attractive Terms--Potentially Below Market Rate. A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm. As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern accents. An elegant oak staircase with iron rails leads you upstairs to three spacious bedrooms, a loft, a bathroom, and a private patio. The heart of the home lies downstairs, where you’ll find a modern kitchen with upgraded appliances, granite countertops, and wood cabinets. A large island/breakfast bar overlooks the family room, where you can take in breathtaking lake views. Enjoy formal gatherings in the separate dining and living rooms, each offering plenty of space and comfort. The downstairs primary suite boasts serene lake views and features exquisite built-in cabinets, renovated master bath with dual sinks, a large glass-enclosed walk-in shower, and an expansive walk-in closet. The screened-in lanai is the perfect place to relax or entertain, with a jacuzzi, wet bar, and plenty of counter space. Whether it’s morning coffee, afternoon relaxation, or evening sunsets, you’ll love the view of the lake all day long. The dock is an ideal spot for fishing, relaxing, or simply enjoying the tranquil surroundings. Major renovations to the home were done in 2017 including mostly new new windows throughout, dock, all bathrooms and flooring. New roof installed in 2021. This home truly has it all. Don’t miss out—schedule a tour today!

1444 Pelican Bay Trail, Winter Park

$439,900

3 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home with a loft in the highly sought-after Autumn Glen community, located in the heart of Winter Park and within a top-rated school district. This home offers a new roof installed in 2020 and a Goodman 2-stage A/C system from 2018, ensuring both comfort and energy efficiency. Freshly updated with new stucco and paint in 2022, it boasts a modern and inviting exterior. Inside, an open floor plan with dramatic high ceilings creates a spacious and airy feel throughout. The large upstairs loft is perfect for a home office, playroom, or additional living space. The downstairs primary bedroom offers a peaceful retreat, featuring a large walk-in closet for ample storage. The cozy wood-burning fireplace in the living area adds warmth and charm to the home. Set on a generous lot, the property includes a fenced yard, providing privacy and security. Outside, you'll enjoy a gorgeous pool that’s perfect for relaxing or entertaining guests. For your convenience, the home also includes a washer and dryer. Living in the Autumn Glen community means access to fantastic amenities such as tennis courts, a park, and beautifully manicured common areas. With easy access to I-4, 408, and 417 and only a 15-minute drive to Downtown Winter Park and the famous Park Avenue, where you'll find a wide array of dining, shopping, and entertainment options. Don’t miss the opportunity to own this gem in one of Central Florida’s most desirable areas. Schedule your showing today!

1751 Meadowgold Lane, Winter Park

$525,000

5 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a versatile layout, oversized lot, and limitless potential to make it your own. Priced below market value based on square footage. Upgraded features include a NEW ROOF, flooring, updated plumbing, epoxy garage flooring, modern light fixtures, ceiling fans, freshly painted interior & exterior, and much more. Featuring a generous layout, which includes a formal dining room that is perfect for hosting intimate dinner parties, an oversized living room, and an inviting family room with a wood-burning fireplace, ideal for gatherings. Each bedroom offers ample space, providing comfort and flexibility for any lifestyle. The oversized primary bedroom offers dual closets for your wardrobe needs, along with an ensuite bath with walk-in shower. You will appreciate the Bonus Space, a separate designated area with a wet bar, ideal for an in-law suite, home office, or creative studio. The expensive backyard offers plenty of room for outdoor entertaining, gardening, or even a future pool! Enjoy relaxing or enjoying a book from your oversized lanai. Zoned for Top-Rated Schools and just minutes from everything! Close to shopping (Costco, Full Sail University), major highways, Downtown Winter Park, top colleges, Orlando International Airport, UCF and Downtown Orlando. This home is filled with untapped potential, a true hidden gem. Don’t miss the opportunity to make this your dream home in this fantastic location! Schedule a showing today!

4029 Cool Water Court, Winter Park

$510,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Winter Park Pines…wonderful 3 bedroom 2 bath home on a low traffic street with access to “Cady Way” Trail from the back yard! The front of the home has a wonderful paver driveway and a “siding look”…that is concrete in the front of the home. This home features an eat-in kitchen with granite counter tops. Separate dining room with wood floors a formal living room with a wood burning fireplace and wood floors. Next to the kitchen is a great “bonus room” which could be a large walk in pantry..this room also has a 2nd refrigerator. Inside laundry room with utility sink Some of the other upgrades, beautiful lead glass front door leading to the foyer, plantation shutters, Roof 2022, the home has been re-piped, AC 2014. Wiring for a generator. Shed in the back yard has electric! Fenced yard with access to walking/biking trail. Enjoy Cady Way trail for miles of walking or biking, Winter Pines Golf course just down the street, ball fields off of Cady Way. Play Ground nearby. The Wellness Center..great place to workout and different actives. Easy access to Downtown Orlando, International Airport and 408 and 417.

519 Cornwall Road, Winter Park

$675,000

4 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Welcome to this desirable 4 bedroom, 2 bathroom gem situated on a coveted corner lot in the heart of Brookshire Heights. With more than 2,200 SF of living space, this home offers a welcoming atmosphere with its spacious formal living and dining areas. Beautiful plantation shutters enhance the interior, providing both elegance and privacy. The kitchen features convenient eat-in space, a closet pantry, and ample room for cooking and entertaining. Enjoy cozy nights in the large family room complete with a wood burning fireplace, or step into the enclosed Florida room and bask in natural sunlight while overlooking the peaceful backyard. Imagine relaxing by the sparkling pool on hot Florida days or sipping your morning coffee in the serene outdoor space. This home offers the perfect blend of indoor and outdoor living. Down a singular hallway, you’ll find three generously sized bedrooms, each offering comfort and privacy. The primary suite is a retreat with a private en suite featuring a walk-in shower, while the guest rooms share a full hall bath. Located in one of Winter Park’s most desirable neighborhoods, this home is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Just minutes away from Park Avenue retail and dining options, Rollins College, Advent Health, and more, this property offers the perfect blend of convenience and charm. Don’t miss the opportunity to make this home yours! NEW ROOF coming March 2025.

604 Darcey Drive, Winter Park

$1,850,000

4 Beds ⋅ 5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Step into the coastal lifestyle you've always dreamed of with this one-of-a-kind, luxurious home that has everything you could ever want—and more. From the moment you enter, you’ll be greeted with positive vibes and a seamless flow that combines elegance with practicality. The spacious open floor plan, complemented by beautiful wood flooring, creates a bright and airy atmosphere perfect for both relaxation and entertaining. At the heart of this home is an oversized kitchen that will leave you in awe, featuring stunning quartz countertops, top-of-the-line stainless steel appliances, and a sleek wine refrigerator to keep your collection perfectly chilled. A hidden prep kitchen allows you to entertain with ease while keeping the mess tucked away. Plus, with two laundry rooms (one upstairs, one downstairs), you’ll never have to worry about laundry day again. With 4 luxurious bedrooms, each with its own ensuite bath, privacy and comfort are yours at every turn. The glass-door enclosed study provides the perfect space for work or quiet reflection, while the professionally designed interior adds a touch of sophistication throughout. Step outside to your private outdoor haven—a massive patio with ample room for lounging and entertaining, plus a sparkling pool and hot tub that can be controlled right from your phone. After a day of sun and fun, rinse off in your outdoor shower, surrounded by gorgeous landscaping that adds a tropical touch to this serene retreat. Every inch of this home has been thoughtfully designed for maximum comfort, convenience and luxury. The attention to detail are unmatched. Tucked away in a quiet, highly sought-after neighborhood and zoned for the highly desired Winter Park schools, this home stands out from the rest. Its impeccable layout offers a perfect balance of style, functionality, and space—truly a floor plan that’s designed to fit your every need. It’s the rare find that elevates your lifestyle in a way that’s simply unparalleled!

2248 Middleton Avenue, Winter Park

$399,900

3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 2 SubDv. ⋅ 32792 Zip Code

Beautifully renovated home located in the highly sought after Winter Park area. This 3/2 home has a circular driveway and showcases a modern landscape package. Renovations include: New Interior/exterior paint, newer roof, updated windows, a brand new sewer line, new flooring throughout, updated kitchen that includes wood cabinets, granite counter tops, back splash and stainless steel appliances. Bathroom updates include new shower and floor tile, vanity and counter tops as well as new fixtures throughout. A cozy wood burning fire in the living area as well as a separate formal dining area. Newer A/C unit and water heater.

5055 Lake Howell Road, Winter Park

$440,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code

MOTIVATED SELLER. Meticulously Maintained Corner-Lot Pool Home with Modern Upgrades & No HOA! Pride of ownership shines throughout this beautifully maintained corner-lot home, offering privacy, space, and modern comfort on over a quarter-acre of professionally landscaped grounds—all with NO HOA! Every detail has been thoughtfully cared for, ensuring a move-in-ready retreat for its next owner. Located in SEMINOLE COUNTY TOP-RATED SCHOOL DISTRICT From the moment you arrive, you'll notice the meticulous upkeep and thoughtful upgrades, including a new roof (2021) and NEW double impact windows, providing both peace of mind and energy efficiency. Inside, the home features all-tile flooring throughout, a spacious open-concept great room, and an abundance of natural light. The oversized area seamlessly flows into a large extra living space, making it perfect for entertaining or customizing to fit your lifestyle. The bright and airy eat-in kitchen offers the perfect spot for casual dining and features a BRAND-NEW DISHWASHER, making meal prep and cleanup a breeze. Step outside to your NEWLY SCREENED-IN LANAI leading to your private backyard OASIS, where you’ll find a large pool with premium Jacuzzi-brand equipment, an extended pool deck, and a huge fenced-in yard—ideal for pets or simply enjoying the Florida sunshine. Whether hosting a gathering or unwinding in your personal sanctuary, this backyard offers the perfect setting. A second water meter adds an extra benefit for the pool house, providing significant savings on water usage, particularly for pool maintenance and landscaping. This home is a rare gem for first-time buyers or anyone looking for a stress-free, move-in-ready home.

5359 Lanyard Court, Winter Park

$950,000

4 Beds ⋅ 4 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code

Winter Park Lakefront is a rare find and this incredible property boasts over an acre of property on the coveted Spring-fed Bear Gully Lake. Lifestyle abounds on Florida Lakes, with wildlife, sunsets, and the blue of calm water while enjoying the proximity to city living and amenities. A covered boat dock makes lake-life simple. The opportunities are endless to either renovate the existing residence or start from scratch and build the home of your dreams! This sprawling 4-bedroom, 2.5-bathroom residence with an attached mother in law suite offers exceptional size and living space. Over 3,600 square feet, this home is designed for both comfort and convenience, making it perfect for multi-generational living or hosting guests. The open floor plan features an abundance of natural light with stunning views of Bear Gully Lake, providing a peaceful backdrop to daily living. The primary suite features an office, dual sided wood burning fireplace, a spacious walk-in closet and an en-suite bathroom with a soaking tub and a separate shower. The standout feature of this home is the additional flexible structure that includes 2 bedrooms, a full bathroom, and a kitchenette. Outside, the home's expansive lot lush with greenery and Florida landscaping offers plenty of space for outdoor activities. The 3-car garage provides ample storage and additional parking. Enjoy lakefront living at its finest, with direct access to Bear Gully Lake for boating, fishing, skiing or simply enjoying the view from the backyard.

3818 Kinsley Place, Winter Park

$439,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the family. Dual sliding doors lead to a spacious screened lanai to enjoy the outdoors! Fully fenced backyard for privacy and security with plenty of room for a pool. Parking pad off the driveway for extra parking. Zoned for sought-after Winter Park schools! No HOA! Short ride to the Winter Pines public golf course with clubhouse and restaurant! Walking distance to the Cady way trail, pool and park. Easy access to Winter Park shopping, dining and restaurants as well as the Orlando International airport, UCF and Rollins college. Schedule your showing today!

2823 Cady Way, Winter Park

$370,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code

This 3 bedroom, 2 bathroom block home has been loved by the same owner since it was built and is ready for you to make it yours! The split floor plan offers privacy, with a spacious primary bedroom featuring a walk-in closet and ensuite bathroom on one side, and two other good-sized bedrooms and secondary bathroom on the other. The eat-in kitchen is perfect for casual meals, while the high ceilings in the living and dining rooms create an airy and open feel. Sliding doors lead to a large screened-in porch, overlooking the large yard with endless possibilities. Sitting on a generous corner lot with a two-car garage featuring a hurricane-proof door and no HOA, this home is a fantastic opportunity for first time homebuyers or anyone looking to update a home with great bones. Its excellent location puts you close to shopping, dining, and everything you need. This house is packed with potential —don’t miss this one!

2100 Shirewood Court, Winter Park

$230,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Cedarwood Village-Affordable living in a great location in Winter Park. This 2 bedroom, 2 bath, 1295 SF condominium offers an open floor plan with vaulted ceilings and sky lights in the living and dining areas and a wood burning fireplace in the living room. The Kitchen overlooks a private courtyard with sliding glass doors. There is room for a quaint breakfast table, additional storage cabinets and shelving and a laundry closet with a full size washer and dryer. The split bedroom plan offers privacy for the family. The primary bedroom overlooks the backyard/green space and opens onto a screened in porch across the entire back. The primary bath offers a nice closet (7x5), separate bath room with a tub/shower and a walk-in shower. The second bedroom is in the front and has its own entrance into the full bath and also is open to the hallway for guests. RECENT IMPROVEMENTS: NEW ROOF in 2023, RE-PLUMBED in March of 2023, NEW HVAC July 2022, and NEW CARPET in the Bedrooms in 2017 with very little wear and tear. There is a tandem, assigned 2 parking space pad in front of the condo. The community offers a Clubhouse, Tennis Court and a swimming pool for your relaxation and enjoy easy living. Short stroll to the Casselberry Commons Shopping Center and other shopping centers on Lake Howell Road. Simplify your life and become a member of this lovely community.

2498 Timberline Drive Unit 2498, Winter Park

$504,000

3 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Experience the Charm of Brittany in Winter Park Welcome to this enchanting French Country-style farmhouse nestled in the highly sought-after Tanglewood neighborhood of Winter Park. This 3-bedroom, 2-bath gem boasts a stunning exterior featuring cedar shake, board and batten siding, and a reclaimed Baltimore brick façade, exuding timeless charm and character. Step inside to discover a cozy and inviting home, highlighted by a beautifully remodeled kitchen (2019) equipped with new appliances, custom cabinets, and solid American walnut countertops sealed with a durable marine-grade finish. Adjacent to the kitchen, an elegant family room—currently used as the dining room —features a wood-burning fireplace, creating the perfect ambiance for gatherings. A sunlit, well-appointed family room offers tranquil views of the backyard, while an additional room off the kitchen serves as an ideal office space. Throughout the home, you'll find original ceiling beams and intricately restored wood trim, preserving the home's historic character in pristine condition. Modern updates include new luxury vinyl flooring, energy-efficient windows (2022), an updated electrical panel, updated water heater (2019), and a Shark Coating garage floor (2024), which also has new LED lights and attic access with pull-down stairs. The roof was replaced in 2018, ensuring the home is truly move-in ready. For added convenience, this property can be sold fully furnished at an agreed-upon price. Don’t miss the opportunity to own this charming blend of history, comfort, and style. Conveniently located to Maitland, Downtown Park Avenue, UCF, Full Sail and so much more.

1871 Linden Road, Winter Park

$72,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Located on the First Floor, this single-story condo features a one bedroom and one bathroom layout with a Foyer, Formal Dining and Living room with laminate flooring, Quaint Kitchen, Updated Bathroom and a Spacious Primary Bedroom with laminate flooring. In addition this condo includes a covered front porch and covered outdoor patio space with views of greenery. The unit has a private Laundry Closet with Washer and Dryer included located on the covered back porch. Prime location and School District enhance this condos appeal. Situated just minutes from Local Dining, Golf, Entertainment, Boutique Shopping, Farmer's Markets, Local Parks and Trails. Stroll down Park Avenue or take a trip to the East End Market or Leu Gardens. Full Sail, Rollins College and University of Central Florida are a short distance away. Residents of Winter Park Woods enjoy the following amenities Clubhouse, Tennis Courts, Two Pools, Playground, Park and Recreational Facilities. The Association has implemented numerous enhancements that are expected to elevate property value making this an opportunity to invest for immediate income and long-term appreciation. For addtitional details contact a Team member today.

273 Scottsdale Square Unit 273, Winter Park

$465,000

3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Nestled on a lushly landscaped corner lot, this beautiful Winter Park, FL homes offers a serene retreat with picturesque pond views. This thoughtfully designed home features engineered hardwood flooring throughout and new French-style doors with built-in blinds in the living, family room, and primary bedroom. Vaulted ceilings and three solar tube skylights bathe the interior in natural light, while 5 1/4-inch baseboards add a touch of elegance throughout. The kitchen is a chef’s delight, boasting newer stainless steel appliances, shaker-style cabinets with soft-close doors, granite counters, and a convenient closet pantry. The family room invites cozy evenings with its built-in features and a beautiful wood-burning fireplace. The split floor plan ensures privacy, with the primary suite with double doors to the expanded lanai, a walk-in closet with custom cabinetry, and a spa-like ensuite complete with dual vanities, and a deluxe sized walk-in shower with seamless glass enclosure. Bedrooms 2 and 3 are on the other side of the home share a well-sized remodeled bathroom. The massive enclosed expanded Lanai/Florida Room is the perfect space for indoor/outdoor entertaining with enough room for endless possibilities. Additional highlights include an inside laundry room with storage shelving with laundry tub, a beautifully landscaped backyard featuring a pergola, pavered outdoor seating area, and calming pond views. Practical upgrades include double-paned windows, a roof replacement in 2021, newer A/C unit installed in 2017, and replumbed in 2002. Located in the Autumn Glen community found in sought-after Winter Park. The community includes tennis courts, park, and playground. This is your opportunity to own your dream home that includes tranquility along with convenience, while offering access to top-rated Seminole County schools, and perfectly located near plenty of dining and shopping options.

2073 Shadyhill Terrace, Winter Park

$430,000

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code

Welcome to this lovely home in the Winter Park area with plenty of room to grow! Meticulously cared for for over 40 years by the same owners, this fabulous 4 bedroom, 2 bathroom home with plantation shutters throughout offers a private split floor plan with the primary bedroom and ensuite bath separate from the additional 3 bedrooms and bathroom. The large primary bedroom offers a walk in closet and separate vanity area. The ensuite bath has a new shower with a glass door enclosure and lots of natural light provided by a skylight. You will be thrilled with the amount of space to entertain family and friends with an expansive living room and family room along with plenty of dining space, offered with a dining room and separate dinette area. The 3 additional bedrooms and bathroom are perfectly situated with plenty of room for your family and guests. The second bathroom features a brand new SafeStep therapeutic tub. The large, lush landscaped backyard offers a 22'x12' tiled patio, perfect for relaxing and entertaining. Be ready for hurricane season with a whole house generator! A newly paved driveway and courtyard enhances the classic beauty of this home. Located in an established neighborhood in the Winter Park area, this home is close to everything! Minutes from major stores including Publix, Costco and Target. 10 minutes to Park Ave. shops and restaurants. 25 minutes to Orlando International Airport. Close proximity to UCF, Full Sail University and Rollins College. Don't miss this opportunity to view this home which has so much to offer! HVAC - 2021 ROOF - 2017 ELECTRICAL - 2025 PLUMBING - 2025 WATER HEATER - 2017

2206 Winter Woods Boulevard, Winter Park

$775,000

5 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. New Price Reduction now $799,000!!! Great Community! Step into a home where luxury, style, and functionality come together seamlessly! This stunning 2,804-square-foot pool home offers five bedrooms, three bathrooms, and an array of beautifully designed spaces that cater to both relaxation and entertaining. Every corner of this property has been thoughtfully upgraded, making it move-in ready and ideal for creating unforgettable memories. Inside, you’ll find 2,200 square feet of pristine porcelain tile that adds a modern, sleek touch to the home, while the sunroom is graced with slate flooring, bringing a warm, earthy vibe to the space. The split-bedroom layout ensures maximum privacy, with the luxurious primary suite serving as your personal retreat. The en-suite bathroom is outfitted with granite countertops, a double-sink vanity, and a spa-like shower with multi-head fixtures, making every morning feel like a visit to the spa. Bedrooms two and three are connected by a convenient Jack-and-Jill bathroom featuring a charming pedestal sink and a combined tub and shower. Bedrooms four and five offer the flexibility to function as additional sleeping quarters, a home office, or a creative space. The third bathroom shines with a separate soaking tub and a multi-head shower, creating another haven for relaxation. The heart of the home is the gourmet kitchen, where cooking becomes an experience. Here, you’ll find granite countertops, a full stainless steel appliance package, including double ovens, a Bosch cooktop, a built-in microwave, and a brand-new dishwasher. Adjacent to the kitchen are a formal dining room, a cozy family room, and a formal living room, offering plenty of space to host and entertain guests. Step outside to discover your very own backyard paradise. The centerpiece is the large saltwater pool measuring an impressive 41 by 28 feet. Surrounding the pool are shellstone pavers and low-maintenance artificial turf, added in 2024. The pool area comes alive at night with pool party lights strung above, creating the perfect ambiance for evening gatherings. An outdoor kitchen makes al fresco dining a breeze, while the fully enclosed 6.5-foot cinder block wall ensures privacy. Practical upgrades abound, including a 2017 shingle roof, refinished pool and pavers, and a remodeled garage with epoxy-coated flooring and a 36-foot-wide driveway, spacious enough for four cars side by side. From the fresh, modern interiors to the resort-style outdoor spaces, this home is a true masterpiece that combines timeless upgrades with everyday convenience. Don’t miss the opportunity to make it yours!

744 London Road, Winter Park

$1,095,000

4 Beds ⋅ 5 Baths ⋅ Tanglewood Sec 2 SubDv. ⋅ 32792 Zip Code

If you live in Winter Park you have driven by this large newer Custom- Built Home with 4,462 sqft., convenient to Interlachen Country Club, Winter Park YMCA and Phelps Park. Popular Park Avenue is just a short drive or an easy 25-minute walk. This lovely home features 4 bedrooms, 4.5 bathrooms, plus office and flex room. You will love the open feel of vaulted and coffered ceilings when you enter. The two-story living room showcases a gas fireplace with built in shelving, and an array of windows overlooking the back porch. The spacious dining room has plenty of space for a large round or rectangular table. The first-floor owners retreat has a lovely sitting area and features a spacious bathroom with dual closets, separate vanities, walk in shower and soaking tub. If you enjoy entertaining, the kitchen, Butlers Pantry and wine cellar are not to be missed. The gourmet kitchen is equipped with custom solid wood soft close cabinetry, granite counter tops, stainless steel appliances including a Thermador 6 gas burner stove with griddle and double oven. The built-in kitchen table is perfect for family meals. If you’re a Sam’s or Costco shopper, the fabulous walk- in pantry will hold it all, including a refrigerator, The additional butler’s pantry makes party planning a breeze. The laundry room is so spacious and just off of the oversized garage. The garage has an array of built-in cabinets and lots of additional space to store things. The beautiful wrought iron and wood staircase brings you to the second floor where you will find three generously sized en-suite bedrooms, a flex room and storage closet. When the weather gets cooler, enjoy dinner on the back porch with a built-in summer kitchen. The property line extends past the vinyl fence as there is a creek running behind. If you are looking for an incredibly built home, this one is for you. The home was built with solid block walls and rebar, 2" x 4" furring strips, 2” foam insulation on all exterior walls, 18” foam in roof, highest insulation windows, laundry and wine/archive room are “safe” rooms, gas generator for the entire home, 25-gauge metal roof to withstand 150 mile per hour winds, 500 gallon buried propane tank that is owned and the footings were built up to the maximum allowed above street level. A great opportunity to own a home of this quality so close to all that Winter Park has to offer.

5049 Lake Howell Road, Winter Park

$435,000

4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

This stunning 4 bedroom home seamlessly blends luxury and functionality, perfect for modern living and entertaining. The centerpiece of the property is a large, open pool, surrounded by a private fenced backyard. offering an oasis of relaxation and seclusion. Inside the kitchen showcases granite countertops and stainless-steel appliances, providing a sleek, modern aesthetic combined with lasting durability. Adjacent to the kitchen, the bathrooms mirror the home's elegance, featuring granite counters that add a cohesive polished look. A spacious 2-car garage provides ample storage and convenience, while the larger rear enclosed porch, overlooking the pool, creates the perfect indoor-ourdoor space for all-season enjoyment. Thoughtfully designed for comfort, privacy, and style, this home is an ideal retreat for families or those who love to entertain.

1860 Gladiolas Drive, Winter Park

$437,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code

Nestled on a peaceful cul-de-sac lot, this beautifully updated 3-bedroom, 2-bathroom pool home offers a harmonious blend of modern updates and classic charm. From the moment you arrive, the long driveway and stylish wood fence with gated access on both sides enhance the home’s curb appeal. A brand-new roof (2023) completes the exterior updates. Step inside the foyer to discover wood-like tile flooring that flows seamlessly through the living spaces and two bedrooms. The formal living room exudes character, featuring a cozy wood-burning fireplace, built-in shelving, and electronic shades for effortless light control. The adjacent dining room, currently styled as an office, boasts custom sliding window treatments with rice paper for privacy while inviting natural light. The kitchen is a modern chef’s delight, offering two-toned cabinetry, a closet pantry, a deep single sink with convenient attachments, and updated stainless steel appliances, including a new refrigerator, dishwasher, and microwave. Overlooking the Florida room and pool area, the kitchen features a contemporary light fixture and an electronic-shaded window. The spacious family room, currently used as a dining area, offers versatility for any lifestyle. Retreat to the serene primary suite through a frosted glass-paneled door, where you'll find a large walk-in closet, sliding glass doors to the pool area, and an en-suite bath. The two additional bedrooms are ample sized and located near the family room for added privacy. The expansive Florida room, accessible via French doors, provides additional living space and is included in the listed square footage. This versatile space features upgraded no-see-um screens, glass windows, decorative lighting, and an A/C duct that is currently closed off. Step outside to the stylish pool area, complete with a new pool pump (2021), modern greenery, and a fully fenced backyard. This home has never experienced flooding during storms and benefits from underground utilities, ensuring uninterrupted power even in severe weather. Additional upgrades include a new water heater (2024), an A/C system with UV lighting (2022), an irrigation well for cost-effective lawn care, hurricane shutters, bidet attachments, updated outlet and light switch covers, updated light fixtures and new interior doors. Smart home features like a Ring doorbell, August smart lock, and Nest thermostat add convenience. The home also comes with extra wood-look tile flooring to complete your vision. Situated in Seminole County, known for its top-rated schools and lower taxes, this property is ideally located just minutes from Park Avenue, Winter Park’s chain of lakes, and an array of shopping, dining, and entertainment options. Don’t miss your chance to make this exceptional home yours!

3324 Alena Court, Winter Park

$620,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

***SPECIAL OFFER***$5k CLOSING COST INCENTIVE FOR A CONTRACT CLOSING BY FEBRUARY 15, 2025. Welcome home! This COMPLETELY REMODELED 4 bedrooms, 2 baths, 2,086 sq ft home is nestled in the highly sought after Winter Park Pines neighborhood. As you walk through the front door, you are greeted by a bright open concept living /dining room space. The turn-key property includes the following updates: luxury vinyl plank flooring throughout, the kitchen has all new soft-close cabinets with an upgraded Samsung appliance set, quartz countertops with modern style backsplash and a gorgeous kitchen island with a waterfall edge. All bathrooms were completely remodeled with new floating vanities, ceramic tile floors and surrounds to include shower glass doors. The master shower is a complete masterpiece with decorative wall panels. The focal point of the home is the family room which has an exquisite electric fireplace wall to bring everyone together. All new interior doors and closets throughout. All new 2’ faux blinds throughout and a brand-new hot water tank (2024). Newer roof and HVAC (2018). All plumbing fixtures and light fixtures were updated with a black matte finish with brushed gold touches to keep a custom look. The backyard is fully enclosed with a brand new 6’ white vinyl privacy fence. The landscaping was fully updated with all new sod and plants to add to the curb appeal of the home. The owners did not spare any expense! This home is perfectly located near Winter Park Golf Course and Cady Way Park. The highly rated schools include Winter Park High School and Full Sail University. It also offers easy access to downtown Winter Park where you’ll find an array of restaurants, shopping, entertainment and attractions. Set up your private tour today and don’t miss the opportunity to own your dream home! One or more photo(s) has been virtually staged. **VIRTUAL SHOWING WITH DRONE PICTURES AVAILABLE!!!

326 S Ranger Boulevard, Winter Park

$790,000

4 Beds ⋅ 4 Baths ⋅ Seranza Park SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this move-in-ready 4-bedroom, 3.5-bathroom, 3 car garage custom built home located on a quiet cul-de-sac street with no thru traffic in the hidden gem community of Seranza Park. This exceptional residence combines a high standard of living, comfort, and functionality with 2 primary suites; one on the first level. This home is professionally landscaped with exterior lighting & tiled front porch. Step inside to discover an open floor plan with porcelain flooring & crown molding throughout the first floor. Upon entry you will find abundant storage in the drop zone with ample storage accessible from the front door or garage. There is additional storage under the stairway perfect for luggage, decorations or overflow. The formal dining room is offset by a wet bar area leading to the walk-in pantry and gourmet kitchen with 2 ovens. The large kitchen has quartz counter tops and a large island with storage on both sides. The kitchen has soft close cabinetry, pull out bottom shelving for easy access and a corner lazy Susan. The kitchen overlooks the expansive living area with loads of natural light. Next to the kitchen you will find a cafe area for meals w/additional seating at the large island for casual gatherings. French doors access the beautiful screened patio and resort style salt-water pool area with a full vinyl privacy fence with no rear neighbors! The patio includes custom shades for those hot summer afternoons. The pool area has a sun shelf, fountain, spa jets and includes a fire pit. There is ample room for entertaining on the paver areas ready for your grill. The back yard is low maintenance with a landscaped beach area and landscape lighting for evening swims. From the living area, access a pool bath leading to a private second primary suite with its own washer/dryer, large walk-in shower and massive walk-in closet that can also be used as a small office or sitting area. The downstairs primary also has it’s own A/C-Heating unit to accommodate use as a multi-generational suite. Heading upstairs you will notice engineered hardwood flooring on the stairs and in the upstairs primary suite. The primary suite has 2 walk in closets, gorgeous bathroom with quartz counter tops, seated make up area and a large shower with 2 shower heads. The primary bathroom offers ample storage cabinets and a linen cabinet. Next you will find 2 good-sized bedrooms with a Jack and Jill bathroom between them with double sinks, and separate toilet/tub/shower area. You can easily use these bedrooms as an office, kids' room, guest room or versatile to fit your needs. Large closets in both all bedrooms. At the end of the second-floor hallway you will find a linen closet, large laundry room with full cabinets, sink and top of the line W/D. Storage galore in this home! All counter tops are quartz. The upstairs has its own A/C unit for efficiency. You can regulate the units separately from downstairs to upstairs depending on your usage and keeping utility bills affordable in the well insulated home. Other: Sprinkler system w/separate water meter, gutters, French drains between homes, all pool equipment including self-cleaning vacuum, all window coverings, newer exterior paint, very quiet one street 10 home community. Multiple internet providers. This home is a one of a kind find in Winter Park with its location close to Winter Springs Oviedo, UCF, Orlando downtown, Winter Park shopping, the airport, 417 & major roadways. Schedule a Showing Today!

1316 Fountain Hills Court, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Unit 1 Replat SubDv. ⋅ 32792 Zip Code

Ranch-style quaint home on corner lot with mature landscaping and open in-ground pool in desirable WINTER PARK PINES with lots of potential to turn into your forever home at a GREAT ENTRY LEVEL PRICE. ROOF is from 2004, FLAT ROOF OVER GARAGE is from MAY 2018 and HVAC is from 2016. The home features 3 bedrooms, 2 bathrooms, 2 car garage, and a Screened porch. The newer washer/dryer set is in the garage. The property is zoned for A-rated schools: Aloma Elementary, Glenridge Middle, and Winter Park High. The community boasts incredible amenities such as Winter Pines Public Golf Course, Cady Way Trail, community pool, park, playground, and recently built new Pickleball & Tennis courts. Close to the Orlando International Airport, local Lynx transportation, restaurants, and shopping centers.

2855 Lion Heart Road, Winter Park

$1,080,000

4 Beds ⋅ 4 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to this custom-built executive residence in Bear Gully Pointe, a prestigious gated community in Winter Park. This stunning pool home features a 3-way split plan that beautifully combines architectural details with stylish elegance, offering a spacious open-concept design that is both sophisticated and functional. Upon entering the foyer, your gaze is drawn to the sparkling pool and inviting outdoor entertainment area. The lovely living and dining rooms provide an ideal setting for formal entertaining. A very generous kitchen size, which boasts ample counter space, a walk-in pantry, a breakfast bar, rich granite countertops, and a private butler’s pantry with a sink and great storage, is a wonderful gathering space for lots of friends and family. It flows seamlessly into the eat-in area and family room, both of which offer picturesque views of the pool. The oversized primary bedroom suite is a true retreat, featuring a cozy sitting area with pool views and a recently updated bathroom that includes dual sinks, granite countertops, a soaking tub, a large walk-in shower, and a generous walk-in closet. The main floor also offers a home office, two additional bedrooms, an updated bath, and a spacious laundry room. Upstairs, you will find a sizable bonus room, a fourth bedroom, and an updated fourth bath. Set on nearly a half-acre cul-de-sac lot, the property showcases lush tropical landscaping. The screened lanai overlooking the pool and spa provides a welcoming space for entertaining and relaxation, perfect for enjoying the Florida lifestyle, complete with a splash pad for hours of enjoyment for the little ones. Recent improvements include a new roof (2020), exterior paint, new garage doors (2024), and recent replumbing (2024). The property also features a three-car side-entry garage. Residents of Bear Gully Pointe enjoy amenities such as a tennis court, children's park, and sidewalks. Located in Seminole County, this home is conveniently close to Winter Park’s amenities, top-rated schools, Trinity Prep, and major highways, providing easy access to downtown Orlando, the airport, theme parks, and Florida’s beautiful beaches. This property epitomizes luxurious Florida living, blending style, functionality, and a coveted location to create an exceptional living experience. Call today for your private viewing of this remarkable home.

4032 Gilder Rose Place, Winter Park

$417,000

3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

First time ever on the market - for sale by the original owner. Welcome to this meticulously maintained 3-bedroom, 2-bathroom home located in Casa Aloma community of Winter Park. As you arrive you are treated with warm curb appeal with landscaping and fresh exterior paint. Walking entry is brick paver lined with a wonderful front porch seating area. Upon entry the welcoming foyer leads into a spacing living room and dining room which all flows seamlessly into the kitchen and breakfast nook. The kitchen offers ample cabinetry and is open to the family room with access to the Florida sunroom. This large sunroom is a great addition which is perfect for sitting, reading and relaxing. Just outside the Florida room is access to the fenced in backyard. The layout of the home offers ideal privacy with a split floor plan. The primary bedroom is conveniently located off the foyer and features two closets and an ensuite bathroom, offering a serene retreat from the main living spaces. Two additional bedrooms are situated on the opposite side of the home, providing separation for guests or family members. The home has undergone significant improvements, including pipe relining in 2022—a $20,000 investment—ensuring long-term peace of mind, the ceiling in the garage has been replaced, and blown-in insulation has been added to the attic for energy efficiency. A new roof was installed in 2014, new flooring (2021), new front windows (2018), Leaf Filter gutters with a transferable warranty, ensuring hassle-free maintenance for years to come. Outside, the fenced-in backyard is perfect for outdoor gatherings or quiet afternoons, surrounded by shady mature trees. Located in a highly sought-after area, this home is zoned for top-rated Tuskawilla Middle School and Lake Howell High School. With easy access to Highway 436, a variety of shopping and dining options are just moments away, simplifying your daily routine. Don’t miss out on the chance to own this well maintained, move-in ready home that’s waiting for you to make it your own!

2723 Tierra Circle, Winter Park

$468,500

3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. This beautiful Winter Park home boasts a split floor plan with three bedrooms, two baths, a Florida room and a den/office/flex space. Thoughtfully designed to offer sanctuary and spaciousness. This quaint and quiet neighborhood is a hidden gem. Step inside and be greeted by spacious, light-filled living and dining rooms, showcasing freshly painted walls and gorgeous wood laminate flooring that exude style and durability. Anchoring the home is a beautifully remodeled kitchen, complete with wood cabinets and stainless appliances. Natural gas is in the neighborhood and ideal for cooking on the gas stove. Water heater is also natural gas! Spanning over 2000 square feet, this residence welcomes you with an airy open floor plan that is flooded with natural light. In addition to three spacious bedrooms, this home also features a large Florida room and a bonus room/flex space, ideal for a home office, game room or home gym. Step outside to discover an expanded 16-by-40-foot screen-enclosed patio that allows you to entertain guests effortlessly and enjoy the Florida sunshine year-round, while overlooking the large fenced yard with attractive landscaping! Conveniently just minutes from Interlachen Country Club, Orlando International Airport, major roads, top-rated schools, shopping and dining. Enjoy the best of Winter Park in an affordable home where convenient living is guaranteed, allowing you to focus on enjoying the comforts of your dream home.

1332 Monte Lane, Winter Park

$330,000

4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code

Single story home seeks new owners! This property features a welcoming great room with a cozy wood-burning fireplace, formal dining room, and a bright kitchen with plenty of counterspace and cabinetry. Generous sized bedrooms provide ample space for family and guests. Primary bedroom has two closets, double vanity sinks, and a walk-in tiled shower. Secondary bath offers a vanity with double sinks, tub/shower combo, and a door leading to the back porch. Enjoy the screened lanai overlooking your spacious backyard, ideal for gardening or weekend barbecues (plenty of space for a pool too). Conveniently located near shopping, dining, and top-rated schools. This home is part of an estate sale and can use some updating and TLC. Schedule your showing today and get moving tomorrow.

1748 W Cheryl Drive, Winter Park

$6,300,000

7 Beds ⋅ 7 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a fabulous 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water pool and spa. All 3 levels of this home have primary suites. The finely crafted interior finishes include 10 foot ceilings, solid wood flooring, impressive millwork and quintessential designer touches throughout. The ground floor level includes a large kitchen, a well appointed bedroom suite and spacious living and dining areas. Enter the main floor from the enchanting front steps of the home.The second level boasts spectacular views through french doors spanning the entire back of the home and offers spacious entertaining spaces to include charming living room with wood burning fireplace, a spacious dining room, a gorgeous farm-style eat-in kitchen, a well appointed butler's pantry, laundry room and impressive primary suite with it's private den and soothing bathroom. The uppermost level boasts 5 bedrooms and 3 full baths with a primary suite opening onto a balcony giving unparalleled views of the grounds and the private Lake Howell. The immaculate grounds have been manicured to perfection with a multitude of recent additions including the newly built pool/spa, a storybook bridge over the lagoon, a custom boat dock with lift, new irrigation and sod, grounds illumination, a charming roped/illuminated boardwalk, a new secure front gate system, a full house generator, complete fence replacement, brick pavers, complete asphalt surface renewal and more! The idyllic and well appointed barn has a tack room with shower, laundry facility, a newly installed roof, a wash station, fly spray station and all 10 stalls are fully irrigated and wired for electricity. In addition the front pastures have two covered polestalls adding additional livestock or equipment storage. This is truly a remarkable "one of a kind" offering in the enchanting town of Winter Park, Florida. Schedule your private tour today?

1245 Howell Point, Winter Park

$499,700

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Stunning 4 bedroom 3 full bath 2 car garage home in highly desirable Winter Park with separate office space and no rear neighbors. This exceptionally refinished home includes recently installed roof and dual pane insulated glass double hung windows ensuring peace of mind and energy efficiency. New interior and exterior doors, new luxury vinyl flooring, new lighting fixtures, all new electrical outlets and switches, new interior and exterior paint, all new bathrooms including tile, vanities, plumbing fixtures and connections, new driveway, and the elegant spacious modern kitchen with quartz counters, new stainless appliances, kitchenette and Island. Come and make this move in ready home your own. Prime location just minutes from UCF, Full Sail University and downtown Winter Park and all major amenities. Don’t miss this exclusive opportunity to own a piece of paradise.

3364 Balsam Drive, Winter Park

$779,000

4 Beds ⋅ 3 Baths ⋅ Sherbrooke SubDv. ⋅ 32792 Zip Code

The Home That Truly Has It All – Style, Upgrades, an Unbeatable Price, and an Exceptional Location! Welcome to 2350 Sherbrooke Road, a fully updated and move-in-ready home in the heart of Winter Park! Take advantage of the unbeatable price now with the impressive price improvement on this stunning 4-bedroom, 3-bathroom property. This home provide a 2-car garage with new windows (even in the garage), a new garage door and motor, fresh paint, and new flooring. Every detail has been thoughtfully upgraded, including a new roof (2021), updated electrical panel (2023), plumbing and electrical updates (2023), windows (2024), HVAC units (2024), water heater (2024), sliding doors (2024), partial new insulation (2024), new ceiling fans (2024), new pavers (2024), new fence (2024), resurfaced pool (2024), and a new irrigation pump (2024). The primary bathroom features a walk-in closet and a luxurious bathtub, providing a private retreat for relaxation. All three bathrooms have been beautifully upscaled and fully renovated with modern finishes and fixtures. One of the bathrooms is a convenient Jack-and-Jill setup, perfect for sharing between two bedrooms. Outside, the pool area includes a shower, allowing guests to rinse off without entering the home. The spacious backyard also features a shed, ideal for storing gardening tools, sports equipment, and more. Inside, the home offers ample storage solutions, with multiple closets throughout, perfect for keeping everything organized. The kitchen boasts quartz countertops, stylish cabinetry, a large pantry, and new stainless-steel appliances, including a wine refrigerator, dishwasher, oven, range, microwave, and range hood. The stunning hexagonal backsplash adds a touch of modern elegance, blending colors beautifully. The dining area is anchored by an electric fireplace set against a gray accent wall, next to a custom coffee and wine station, creating a perfect space for entertaining. Additionally, the oversized laundry room provides plenty of space for all your household needs. Everything about this home is designed to provide spacious and comfortable living. This home also features a rare heart-shaped pool, perfect for relaxing or entertaining, and plenty of space in the backyard to add a dream summer kitchen with plumbing and electrical rough-ins already in place. Conveniently located near Winter Pines Golf Course, Full Sail University, and top-rated schools, the property is situated behind Winter Park High School’s service entrance for staff and administrators, ensuring no traffic concerns or disturbances. This home also comes with a 4-point inspection, whole-home inspection, and wind mitigation report, all of which are transferable to the new owner for use with homeowners insurance. With no HOA, modern upgrades, and the best price in the area, this home is truly a rare find. Schedule your private tour today! You can also contact me to view the inspection reports and learn more about everything this exceptional property has to give!

2350 Sherbrooke Road, Winter Park

$715,000

4 Beds ⋅ 3 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome home to Winter Park, with its tree-lined streets and where the mailman still delivers to your door! This spacious home is located in the Brookshire Heights neighborhood and is mere steps away from the highly rated Brookshire Elementary School and Winter Park High School. As you step inside, you'll be greeted by 12' ceilings and an abundance of natural light pouring in through the many large windows, creating a bright and airy atmosphere. The spacious split floor plan offers a seamless flow between the sizable formal living room, dining room, and family rooms—perfect for both relaxation and entertaining. The kitchen is open to the great room and features newer appliances, a breakfast bar with seating for 4 and a built-in pantry. Storage is plentiful throughout the home, with multiple spacious closets for all your organizational needs. Your generously sized 18' x 13' primary bedroom is a true retreat, complete with dual closets, a french door leading to the rear lanai and an ensuite bathroom with dual vanities. The primary bath also features a luxurious soaking tub, separate shower and private water closet. Step outside to enjoy the tranquil 20' x 12' screened-in rear lanai, perfect for sipping your morning coffee or unwinding in the evenings. The yard is beautifully landscaped with mature oak trees and well-maintained hedges, offering both shade and privacy. This highly sought after community has so much to offer, with fantastic amenities, including an olympic sized swimming pool at Cady Way Pool, Winter Park Pines public golf course, tennis and pickleball courts and scenic biking trails. You are also conveniently close to Full Sail, UCF and Valencia colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. Less than a 10 minute drive to Park Ave shopping and dining experiences. The home offers easy access to everything you need, making it an ideal blend of comfort, convenience, and lifestyle! This home is easy to show so arrange for your private showing now! ROOF - 2024, HVAC - 2021, PLUMBING - 2003, ELECTRIC - 2003, NEW INTERIOR PAINT 9/2024, NEW EXTERIOR PAINT 9/2024.

2235 Coldstream Drive, Winter Park

$485,000

3 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

Discover comfort and convenience in this charming 3 bedroom, 2 bath 1,734 single-story ranch, perfectly situated in central Winter Park. With 1,734 square feet of beautifully updated living space, this well-maintained home boasts a 2024 flat roof, new slider door, fresh interior paint, and a fully renovated hall bath. The modern amenities include a smart home system that lets you control the irrigation, thermostat, camera, and garage from your phone, plus an electric charging outlet in the 1-car garage. Other amenities include an interior laundry, plantation shutters, upgraded electric, and new shed for additional storage. The brick side screen porch off the master bedroom, paver driveway, and detached workshop with electric, water, and AC add to its appeal. Located just minutes from Park Avenue's vibrant shopping and dining scene, and within an excellent school district, this home offers the best of Winter Park living amidst mature landscaping and serene fountains. Quiet street with no thru traffic. Ideal property for an investor, first-time buyer, or a downsizing buyer. Walk to Lakemont Elementary or the Winter Park YMCA. Minutes from the shops and restaurants of downtown Winter Park. Don't miss out on this cozy haven!

1816 Palmer Avenue, Winter Park

32792 Zip Code Real Estate & Homes with Formal Dining Room Separate

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