Refine Search
Map
Sort by
$599,000
3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Wods SubDv. ⋅ 32792 Zip Code
MOVE IN READY! New roof, new bathrooms, new kitchen, new floors, new electrical panels and more. Located in the beautiful lake community of Lake Waunatta Woods. Large private lot on greenbelt. 3 bedroom, 2 bath POOL home with 2 masters and split floor plan. The second master has outside entrance for option to use as a mother-in-law suite or rental. Spacious living room/dining room, family room, laundry room and 2 car garage. Beautiful pool area with screened porch and two patios. Just minutes to UCF and Full Sail University. Easy access to 417 and 15 minutes to downtown Winter Park, walk to Publix and Target. Fast closing available. Don't miss this gem, pack your bags and live life in this mini retreat that you will call home!

4026 Tenita Drive, Winter Park
$920,000
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
$609,900
4 Beds ⋅ 2 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
MOTIVATED SELLER – QUICK CLOSE AVAILABLE! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the desirable Kings Cove community of Winter Park. From the moment you arrive, you'll appreciate the spacious layout and impressive updates throughout. The heart of the home features a beautifully appointed kitchen with quartz countertops, ample cabinetry, and a seamless flow into the family room, making it perfect for everyday living and entertaining. Vaulted ceilings and a cozy wood-burning fireplace create a warm and inviting atmosphere. Step outside to your own private outdoor oasis. The screened-in pool area is designed for year-round enjoyment and features a spacious patio, covered lanai, and a fully equipped outdoor kitchen complete with refrigerator, sink, and cabinetry—ideal for hosting family and friends. The primary suite offers a relaxing retreat with dual sinks and plenty of space to unwind. Additional highlights include a fenced backyard, new windows (2021), new roof (2019), and a new AC system (2024), providing peace of mind for years to come. Conveniently located with easy access to SR 417, shopping, dining, and everyday conveniences, this exceptional home combines comfort, style, and location. Don't miss this opportunity—schedule your private showing today!

4353 Steed Terrace, 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
$375,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates Sec 2 SubDv. ⋅ 32792 Zip Code
Welcome to 819 Densmore Drive, a beautifully refreshed concrete block ranch home in the heart of Winter Park Estates, one of Winter Park's most established neighborhoods with no HOA. This move-in ready home checks every box for buyers who want turn-key condition with an accessible price and a coveted Winter Park address. From the moment you pull up, the curb appeal speaks for itself. A crisp white exterior with fresh paint, an extra large driveway with RV, Boat, or trailer parking, and a lush green lawn, sit against the quiet, tree-lined street that makes this neighborhood so beloved. Step inside and you'll notice the brand-new Palmer Oak Rigid Core Luxury Vinyl Plank flooring running throughout the entire home, installed in 2026! It delivers the warmth of hardwood with the durability Florida living demands, and ties every room together beautifully. The interior was freshly painted top to bottom in 2026, giving every room a bright, clean feel that makes the home feel completely renewed. The layout is open and functional, with generous living areas, a dining room anchored by a chandelier that stays with the home, and bedrooms filled with natural light and ceiling fans throughout. The kitchen comes equipped with the refrigerator included, a functional breakfast bar, recessed lighting, and plenty of storage. Blinds, decorative framed bath mirrors, ceiling fans, and keypad entry all stay. Both bathrooms received new vanities and toilets in 2026, delivering a completely fresh, modern look. The big-ticket systems are solid. The roof was replaced in February 2022. The HVAC system is less than two years old. The plumbing was repiped to PEX in 2016, and the home connects to city sewer, public water, and public irrigation. No well, no septic, no solar obligations. Clean, uncomplicated ownership. The backyard is shaded by a mature tree with room to spread out, BBQ, add playgrounds, pools, or bounce houses, and the property sits high and dry away from flood zones. Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School, this home places you in one of Orange County's most sought-after school districts. Minutes to Park Avenue dining and boutique shopping, Advent Health Winter Park, Winter Park Pines Golf Course, the Cady Way Trail, and easy access to SR-436, Aloma Avenue, and the 408. Winter Park Estates is the kind of neighborhood where properties like this, genuinely updated and truly move-in ready in a community this well-established and well-located, don't sit long. Schedule your showing today.

819 Densmore 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
$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
$1,670,000
5 Beds ⋅ 5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Welcome to this stunning modern custom smart home, a true statement of luxury and design offering 3,033 square feet of impeccably curated living space with 5 bedrooms and 4.5 bathrooms. From the moment you arrive, the pavered driveway, architectural lighting, and manicured landscaping set the tone for a home built for both elegance and ease. The heart of the home is bathed in natural light, thanks to oversized picture windows that frame every space beautifully. Wide-plank wood flooring, 7.5” baseboards, crown molding, and custom lighting elevate the open-concept design, while built-in cabinetry and floating shelves add warmth and sophistication. This home was designed to entertain effortlessly—indoors and out. The gourmet kitchen is nothing short of exceptional, featuring top-of-the-line Thermador appliances, a gas cooktop, built-in convection ovens,quartz countertops, and custom cabinetry to the ceiling with extra under-island storage. A fully equipped extra prep kitchen enhances functionality, while a wine refrigerator and elegant finishes make hosting unforgettable gatherings seamless and stylish. The luxurious primary suite is a private sanctuary, offering generous space and serene ambiance. The spa-inspired ensuite boasts dual sinks, a soaking tub, and refined finishes throughout. Two expansive walk-in custom closets provide exceptional storage and organization, completing a retreat designed for comfort, indulgence and a peaceful view of the pool. Four additional bedrooms—each thoughtfully designed—offer flexibility for family, guests, or home offices. Custom closets and beautifully appointed bathrooms ensure comfort and privacy for everyone. Step outside to your own private oasis. The smart saltwater pool features a sun shelf and advanced automation, perfect for relaxation or entertaining. A motorized screen encloses the lanai, creating a seamless indoor-outdoor living experience. The fully outfitted outdoor kitchen includes a grill, sink, and refrigerator, ideal for al fresco dining. Pavered patios, landscape lighting, and lush surroundings complete the resort-style feel. This home is equipped with EV chargers, electric shades, a second laundry room upstairs, a full security system with cameras, gutters, termite bond, and a smart pool system, blending cutting-edge technology with peace of mind. Perfectly situated near top-rated schools, popular restaurants, and the Winter Park Pines golf course, this home offers both convenience and lifestyle—an entertainer’s dream in an unbeatable location.

501 Darcey Drive, Winter Park
$455,000
3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code
******* Motivated Seller offering $10k credit to Buyer with full price offer. Home is priced under market value to sell!*** This beautifully updated Winter Park home with 3BR+Office/ 2 Bathrooms, features light-filled rooms and thoughtful upgrades to create the perfect blend of comfort and style. The oversized living room showcases brand-new LVP flooring, soaring volume ceilings, a ceiling fan and dramatic tall glass doors with windows above, that flood the space with natural light and easy access to the screened lanai. The lanai is ideal for relaxing or entertaining, complete with a ceiling fan, two skylights and is pre-wired for a tv. The kitchen features stainless steel appliances, lots of cabinets, a closet pantry, and generous granite countertop space. Next to the Kitchen is a sunny eat-in area accented by double glass doors that lead to the slate tile patio and side yard. On the other side of the kitchen and living room is a versatile office/flex space perfect for working from home, a dining room or playroom. The primary suite is a true cozy retreat with brand-new carpet, a spacious walk-in closet, and an ensuite bathroom featuring a soaking tub, separate walk-in tiled shower, and a modern floating dual-sink vanity. Additional highlights include elegant French doors at the Home's front entry with overhead sunlight windows, an extra-long driveway, a two-car garage, and an oversized fenced yard with plenty of room to add a pool. Small neighborhood with low HOA $22/month. All of this in a desirable Winter Park location—this home is move-in ready and designed for easy Florida living.

1221 Valley Creek Run, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Welcome to 1690 Viburnum Lane, a classy, 3 Bed, 2 Bath home in the heart of Winter Park! *NEW* Roof (2024), Driveway (2025), Water Heater (2026), HVAC & Double-Pane Windows (2019)! The spacious & open layout is highlighted by the large windows allowing natural light to flood in the living room area through to the kitchen. The kitchen features ample storage space, with matching appliances, built-in microwave, and dinette. The enclosed Florida room offers wall-to-wall windows with views of the spacious, fenced backyard. The long driveway to the covered and oversized 2-car carport parking completes the exterior appeal. The home is located in a well-established residential pocket of Winter Park, prized for its mature landscapes, proximity to great schools, and easy access to the Orlando area’s shopping, dining, and entertainment. This property combines timeless charm with strong neighborhood appeal in one of Central Florida’s most sought-after cities. Don’t miss out - Schedule a showing today

1690 Viburnum Lane, 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
$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
$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
$749,900
4 Beds ⋅ 4 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code
Stunning 4-Bedroom Taylor Morrison Home in a Premier Winter Park Community! Welcome to this beautifully appointed 4-bedroom, 3.5-bath, 2,582 sq. ft., nestled in one of Winter Park’s most desirable gated communities with resort-style amenities. Built just 4 years ago, this residence blends modern elegance with comfort and convenience. Step inside to find an open-concept design with luxury vinyl plank flooring throughout the main living areas and a gourmet kitchen featuring GE Café Series appliances, SS vent hood and an oversized quartz countertop with plenty of space for entertaining. A dedicated home office makes working from home effortless, while the upstairs loft and expansive media room offer flexible space for relaxation or play. The owner’s suite includes a spa-like bath and a custom built-in shelving system in the walk-in closet. Additional highlights include tile flooring in select areas, a screened-in lanai, and no rear neighbors for enhanced privacy. This smart home is equipped with modern upgrades, including a gutter system, paver driveway, tile roof for longevity, and a 2-car garage. With landscaping handled by the community, you’ll enjoy low maintenance living and more time to take advantage of the incredible amenities. Located in the heart of Winter Park, this property offers the perfect blend of luxury, convenience, and lifestyle.

1465 Lone Feather Trail, Winter Park
$700,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.

1729 Golfside Drive, Winter Park
$530,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary. This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout. Step inside to discover custom tile flooring, solid wood cabinetry in both the kitchen and bathrooms, and custom tile work that adds elegance to every space. The thoughtfully designed kitchen features a sleek exhaust system, while the laundry room offers built-in cabinets and a desk—perfect for added functionality. The backyard is your private retreat, complete with a covered patio, expansive wood deck, and a gorgeous pool built in 2022, surrounded by a paver deck ideal for entertaining. A dedicated shed provides additional storage, and the spacious yard offers endless possibilities. Major upgrades include a new roof (2018), AC (2022), and water heater (2022), ensuring peace of mind for years to come

7682 Glenmoor Lane, Winter Park
$331,985
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long!

638 Warrenton Road, 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
$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
$386,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code
Large Pool Home in Winter Park. The home offers a large foyer and living room upon entering the home. You then enter into the dining room, dinette, and kitchen, and a nice sliding door that leads you into a very large screened-in pool, great for families and entertaining. The bedrooms are a split plan. The garage is a two-car garage that offers a space for the washer and dryer. The Roof was Installed in 2022. This home has great bones and needs some TLC.

2009 Nottingdale Lane, Winter Park
$575,000
4 Beds ⋅ 2 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a sparkling screened pool, spacious 35 x 13 covered lanai including a summer kitchen with refrigerator, sink and storage cabinets. The heart of the home is the renovated kitchen with quartz counters, breakfast bar, mosaic tile backsplash, pantry, and a large breakfast nook all overlooking the family room with vaulted ceilings and a wood burning fireplace. The primary suite includes a renovated bath with dual sinks, garden tub and large tiled shower. Second bedroom close by, perfect for home office or nursery. Separate living and dining room gives plenty of space for a family. Updates include New windows (2021), AC (2024), Roof (2019), wood flooring, updated plumbing, exterior painted (2019). Easy access to Hwy 417, shopping, restaurants and more!

4353 Steed Terrace, Winter Park
$351,000
4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Incredible Winter Park Location! This spacious 4-bedroom, 2-bathroom pool home is situated in a highly desirable area, offering plenty of room for the whole family. The large covered and screened lanai is perfect for enjoying the outdoors year-round, while the oversized garage provides ample space for storage and parking. With a split floor plan, this home is designed to offer privacy and comfort. Though the home has great bones, a few updates would turn it into your dream home. Recent updates include a new roof (2019) and a new hot water heater (2024), so you can move in with confidence knowing the essentials are well taken care of. This home is ideal for a buyer with vision, ready to put their personal touch on a property with tremendous potential. Don't miss out on this amazing opportunity in Winter Park!

1041 Manchester Circle, 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
$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
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code
This beautiful 3-bedroom, 2.5 bathroom home has been meticulously cared for by the original owner for over 30 years, with acute attention to every detail. As you enter through the brand new front door, you will marvel at at the soaring, vaulted ceilings and a stunning Palladian window providing you with the an open and airy feeling. The living room beckons you in with a cozy fireplace and reclaimed wood accents that are warm and welcoming. The wood accents are thoughtfully carried through to the dining room and offers the perfect space for family and friends to gather. An adjacent half bathroom has been remodeled with reclaimed wood-look tile. Enter the updated kitchen (12/2024) to find beautiful wood grain cabinets with new doors and stainless appliances, all less than 10 years old plus a brand new dishwasher (2024). Conveniently located on the main floor, the primary suite offers a beautiful bay window, spacious walk in closet, new carpeting (2024) and an ensuite bathroom with an updated shower (2024). Take the open staircase to the second floor which offers 2 bedrooms with the continued vaulted ceilings and bright bathroom redone with the same fabulous reclaimed wood-look tile. Other features that must not go overlooked are a brand new carbon monoxide detector, new A/C thermostat and a fire suppression system. Step outside to the open back yard and that continued attention to detail can be found with commercial-grade gutters and a Rain Bird irrigation system that keeps the landscaping vibrant year-round. The washer and dryer, less than 5 years old, are included. Your low monthly HOA fee allows you access to a community pool and a serene lake with a covered dock and gazebo, perfect for relaxing or socializing. This location puts you in close proximity to Downtown Winter Park, Park Avenue, Rollins College, Full Sail University, UCF, and Valencia College. Easy access to 436 with plenty of shopping, dining, and entertainment options are just minutes away. This home is a true gem, combining thoughtful updates, prime location, and a warm, welcoming atmosphere. Don’t miss the opportunity to make it yours! BRAND NEW ROOF - 2024, HVAC - 2024, WATER HEATER - 2017.

3377 Hamlet Loop, 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
$215,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Villas SubDv. ⋅ 32792 Zip Code
This is a fabulous 2-bedroom, 2-bathroom condo in the heart of Winter Park. This home has a rare gated, private front entrance that is a unique feature of this street in the community, making the entrance to this home very welcoming and aesthetically appealing. Upon entering through the front door, you will notice the height of the vaulted ceilings and the natural light that flows through the space. The downstairs features beautiful wood floors, a modern fireplace, and a light, bright kitchen. Downstairs also includes one bedroom, one bathroom, a laundry room, and a private, fenced patio. The back porch is your blank slate to plant a garden or beautiful trees to create your oasis. It is rare in a condo or townhome community to have space for vegetation! Upstairs features another spacious bedroom and bathroom. The community boasts a tennis court that has just been re-paved and a sparkling blue community pool. In 2020, the HOA replaced the roof, painted the exterior of all buildings, replaced the streetlights, added new gutters and community mailboxes. Additional improvements include a newer hot water heater (2022), an ADT security system, and soon, the community roads will be re-paved. This is a gorgeous, well-kept community and this home is ready for its next homeowner! What a cute place and you can walk to Full Sail University!

667 Montego Bay Court Unit S, 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
$440,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates 1st Add SubDv. ⋅ 32792 Zip Code
BELOW MARKET VALUE Stunning Updated Home in Howell Estates, Winter Park, FL Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Key Features: Brand New Roof (2024) Replumbed (2024) New HVAC System Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower Inviting Family Room: Spacious layout with a cozy wood-burning fireplace, leading to a screened room with an insulated roof Oversized Garage: Perfect for larger vehicles, including SUVs This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!

1052 Manchester Circle, Winter Park
$1,380,000
7 Beds ⋅ 5 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. PRICE REDUCED! This stunning lakefront estate features 7 bedrooms and 5 full baths, all within a spacious 5,000+ square foot "Del Rio" open floor plan. As a certified 100% Energy Star home, it boasts top-of-the-line appliances in the kitchen, wet bar, and butler's pantry, complemented by  granite countertops. The home offers two master suites—one on each level—each featuring plush carpeting, porcelain tile, soaking tubs, glass showers, and ample his-and-hers vanity space.  The main living areas are adorned with wall-to-wall tile flooring, and the bedrooms feature new carpet through most. Additional highlights include plantation shutters, freshly painted, fully insulated attic for energy efficiency, a gorgeous wooden staircase, 7-inch baseboards, Brand new dual HVAC units, internal pest control ports, a home theater room with raised flooring, and updated lighting throughout. Accordion doors lead to a vast brick paver patio with a covered lanai, where you can enjoy fruit trees in abundance and breathtaking sunsets over Garden Lake. Only you, as a lucky homeowner will be able to enjoy a little rest and relaxation on your boat! The 1 ACRE water front oversized lot offers plenty of room to add a basketball court and pool. The property includes a three-car garage (with one tandem space) extra storage racks included and a large extended driveway, providing ample parking for family and guests. This home exudes luxury, style, and comfort, all conveniently located near Winter Park, Oviedo, UCF, and top-rated schools like Trinity Prep, with shopping and dining just a short distance away.

1460 Via Sangro Place, Winter Park