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32792 Zip Code Real Estate & Homes - Between $500,000 - $600,000

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Browse All 32792 Zip Code FL Between $500K - $600K Properties for Sale

$575,000
3 Beds 2 Baths Kenilworth Shores Sec 07 SubDv. 32792 Zip Code
Welcome to this beautifully maintained and thoughtfully updated home in the desirable City of Winter Park, offering an exceptional blend of comfort, space, and convenience. From the moment you arrive, the freshly installed, vibrant green front lawn and attractive landscaping create an inviting first impression. Inside, the cathedral ceiling enhances the spacious feel of the open floor plan, complemented by luxury vinyl flooring and ceramic tile throughout. The well-appointed kitchen features white cabinetry, granite countertops, and a new stainless steel appliance package that adds a modern touch. The home's versatile layout offers plenty of room for everyday living and entertaining, including a separate family room, a bright Florida Room, and a dedicated office or exercise room equipped with an energy-efficient mini-split system and convenient access to the carport. The inside utility room includes a full-size washer and dryer, as well as a second side-by-side refrigerator for added storage and convenience. The spacious primary bedroom provides a comfortable retreat with a private bath featuring maple cabinetry, ample vanity storage, and a roomy walk-in shower. The guest bath offers a tub/shower combination. Step outside to enjoy the spacious, fully fenced backyard—perfect for relaxing, entertaining, gardening, or enjoying the Florida sunshine. Additional features include a storage shed, sprinkler system supplied by a separate well, and a one-car carport with parking for up to three additional vehicles. Major updates include an AC system replaced in 2017, a new roof and electrical panel in 2019, and replumbing completed in 2019. Best of all, you are walking distance to Winter Park High School and just minutes from local dining, shopping, and everyday conveniences. With its spacious floor plan, flexible living areas, attractive updates, generous outdoor space, and prime Winter Park location, this home is a must-see. Schedule your private showing today! Buyer/buyer's agent to verify all schools and room measurements. Appliances convey as is. Brio Management LLC, Seller, is owned by 2 Florida Licensed Real Estate Brokers.

2010 Summerfield Road, Winter Park

$549,000
3 Beds 2 Baths Lake Waunatta Woods SubDv. 32792 Zip Code
POOL HOME WITH A WOOD-BURNING FIREPLACE, HOME OFFICE, AND PRIME WINTER PARK LOCATION! This single-family home is packed with the features today's buyers are looking for, including a private pool, spacious backyard, dedicated office/den, and a cozy wood-burning fireplace. Inside, you'll find a versatile floor plan designed for both everyday living and entertaining. The family room is warm and inviting, featuring a beautiful wood-burning fireplace that adds character and charm. A separate office/den provides the flexibility needed for remote work, a playroom, home gym, or additional living space. Step outside to your private backyard oasis, complete with a sparkling swimming pool and plenty of room for outdoor entertaining, family gatherings, pets, and play. The expansive yard offers endless opportunities to create the outdoor lifestyle you've been dreaming of. Situated on a cul-de-sac in a desirable Winter Park neighborhood and zoned for sought-after schools, you'll enjoy easy access to Park Avenue's renowned restaurants, boutique shopping, community events, parks, and entertainment. Conveniently located near Downtown Orlando, major highways, hospitals, and top employers, this home offers the perfect combination of location, comfort, and lifestyle. If you're searching for a Winter Park pool home with a home office, fireplace, large backyard, and exceptional location, this home deserves a spot at the top of your list.

4053 Cool Water Court, Winter Park

$525,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Virtually Staged. Step into this beautifully updated home in Winter Park Pines—one of the area’s most sought-after neighborhoods—where modern upgrades, top-rated schools, and everyday convenience come together effortlessly. The front foyer showcases the home’s original mid-century planter box, a nostalgic architectural detail that some adore and others prefer to modernize. Anticipating this, the seller thoughtfully ordered extra matching flooring so you can easily update the foyer and remove the planter after closing if you choose. Beyond this space, brand-new luxury vinyl plank flooring extends through the main living areas, creating a warm, modern look that’s both stylish and durable. The kitchen has been completely transformed with sparkling quartz countertops, shaker-style cabinetry, and all-new stainless-steel appliances—offering a fresh, functional space perfect for everyday cooking and entertaining. Fresh interior and exterior paint give the home a bright, clean, move-in-ready feel from the moment you arrive. The split floor plan provides comfortable living, with the ensuite primary bedroom on one side and two additional bedrooms and the second bath on the opposite wing. The bathrooms remain in their original condition but are fully functional, allowing this home to be priced below comparable properties with recent bath renovations. With the major updates already completed—including a new roof in 2023 and new HVAC system in 2020—you can move in now and refresh the bathrooms over time to suit your style. Additional highlights include a two-car garage with an impressive 10' x 10' workshop area near the washer and dryer (both of which convey). This flexible space is ideal for hobbies, storage, or projects. An extra refrigerator in the garage also conveys. With thoughtful updates throughout, no required HOA dues, a friendly community atmosphere, and access to highly rated schools, this home offers the lifestyle buyers are searching for. It’s the perfect blend of comfort, convenience, and modern style. Schedule your showing today!

2718 Sandwell Drive, 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

$524,990
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Under contract-accepting backup offers. Welcome to Winter Park Pines, one of Winter Park's most desirable and established neighborhoods! Situated on nearly a quarter-acre lot, this beautifully maintained home with fresh interior paint combines modern updates, everyday comfort, and an unbeatable location. The stunning recently updated kitchen serves as the heart of the home, featuring stylish finishes and an inviting space for cooking, entertaining, and gathering. Throughout the home, you'll find attractive flooring with no carpet, offering both a clean, modern look and easy maintenance. Major improvements provide peace of mind, including a new roof and complete re-plumbing completed in 2023. The spacious lot offers plenty of room to enjoy outdoor living, gardening, pets, or future possibilities. Location is everything, and this home delivers. Just steps from Cady Way Pool and the popular Cady Way Trail, you'll enjoy easy access to recreation, fitness, and outdoor activities. Residents also love the convenient proximity to restaurants, shopping, parks, golf, and the charm of Downtown Winter Park. Best of all, there is no HOA, providing added flexibility and freedom. With significant recent updates, a generous lot, and a prime location in highly sought-after Winter Park Pines, this move-in-ready home is a wonderful opportunity to enjoy the very best of Winter Park living.

528 Saint Dunstan Way, 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

$579,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having the Cady Way pool, pickleball courts, and beach volleyball courts all just a short walk away. The home is zoned for Brookshire Elementary School, Glenridge Middle School, and Winter Park High School, making this location a consistent choice for buyers prioritizing long-term value. In addition to the location, the home benefits from key updates already completed, including a 2022 roof, 2021 HVAC system, updated windows installed in 2017, along with an updated kitchen and bathrooms, offering peace of mind and modern functionality for the next owner. Ideally positioned to enjoy the Winter Park lifestyle. Close proximity to Park Avenue’s boutique shopping and exceptional dining, while the University of Central Florida, Rollins College, and Full Sail University are all within easy reach. AdventHealth Winter Park and Orlando International Airport are also close by, making both daily routines and travel simple. This is a home that delivers on every level, location, lifestyle, and lasting quality.

333 Cornwall Road, Winter Park

$588,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
**$30,000 Price Improvement!! Welcome to your beautifully updated slice of the Florida Dream here in Winter Park! Perfectly positioned on a desirable corner lot, this thoughtfully renovated home blends modern design, comfort, and functionality - minutes away from Advent Health, Park Avenue, and Schools! From the moment you step inside, you’ll notice the extensive tile flooring, upgraded lighting, and stylish finishes throughout. The heart of the home is the stunning RENOVATED KITCHEN featuring QUARTZ countertops, rich NAVY cabinetry, stainless steel appliances, and a gorgeous wine & coffee bar complete with a built-in WINE FRIDGE—perfect for entertaining or slow Florida mornings at home. Need space to work or unwind? The dedicated OFFICE with MODERN BARN DOORS creates the ideal work-from-home setup, while the additional BONUS ROOM offers endless flexibility as a playroom, reading retreat, media space, or hobby room. Down the hall, the spacious and serene Primary Suite invites you to unwind in the renovated, spa-inspired rain showerhead for a relaxing start or finish to your day. The 2nd bedroom has been dubbed the "Hotel Room" by guests because of its larger size and additional sitting area. This space is perfect for MULTIGENERATIONAL LIVING, whether they are coming home for the summer, guests visiting Central Florida on vacation, or extended family needing a space of their own! The 3rd bedroom is across the hall from the Primary and features laminate flooring, so you truly have 3 dedicated bedrooms PLUS an office! Practical upgrades set this home apart from others in the community, including CUSTOM BLINDS Throughout & 5 1/4 INCH BASEBOARDS in the main living areas, an indoor, heated & cooled LAUNDRY ROOM, Replaced A/C (Inside 2020, Outside 2019), NEW ROOF (2022), PVC REPIPE (2018), NEW SEWER, NEWLY FENCED BACKYARD (2022), WIFI Garage Opener (2020)a storage shed, and a NEW (2021) COVERED & SCREENED LANAI with waterproof and weatherproof interlocking flooring, designed for year-round indoor/outdoor living enjoyment. This move-in-ready abode delivers the perfect balance of style and everyday living! Whether you’re hosting friends, working remotely, or simply enjoying the Florida lifestyle, this remarkable gem is located blocks away from Cady Way Trail and Ward Park, and just minutes from the award-winning restaurants on Park Avenue, and in the Baldwin Park & Mills50 shopping districts! Don't sleep on this one, call and schedule your private showing today!

2756 Sheriff Way, 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

$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

$581,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Come see this BEAUTIFULLY MAINTAINED, EMACULATE WINTER PARK HOME ON A QUIET STREET IN A SECLUDED GATED ENCLAVE OF HOMES! This is a one owner home and has been maintained in pristine, like new condition. Located in a small gated community moments from Trinity Preparatory School, Park Avenue Shoppes and Rollins College. When entering this home you are greeted by a beautiful entry way and foyer. This single story four bedroom home has a spectacular open floor plan with natural lighting galore and beautiful wood look tile throughout the entire home, stainless steel appliances, stunning granite countertops, a large island in the kitchen, custom extended cabinetry perfect for the cooking enthusiast and great for entertaining, master bedroom extended with sitting room, beautiful back lanai and a large backyard that is beautifully designed! When entering the back lanai you are greeted by a serene, private, landscaped Oasis. The landscaping and location of the home within the community creates an amazingly private, secluded and peaceful backyard with just the occasional sounds of birds chirping. This home is in an amazing location! You will be located about one mile to Trinity Preparatory School, Publix, Restaurants and more shopping as well as the 417, you are just a few miles from Rollins College, Park Avenue/Downtown Winter Park, Advent Health Winter Park, The Country Club at Deer Run, Interlachen Country Club, St. Luke’s School and Masters Academy just to name a few and more shopping & restaurants galore! This is a prime location for all conveniences and with a Winter Park Address! This home has some of the latest energy qualities such as double pane insulated windows and has been constantly covered under a termite bond. Come visit this Warm, Friendly Neighborhood because you are sure to want to stay forever! Updates in the last 1 to 2 years include: Painting of complete exterior and interior, All kitchen appliances replaced, flooring replaced, bathrooms updated, backsplash in kitchen added, tile on front porch and back lanai, soft close on all kitchen cabinets, extension of kitchen cabinets & countertops into dining room. HVAC system has been and is serviced constantly since home was built.

7917 Pleasant Pine Circle, Winter Park

$598,000
3 Beds 3 Baths Park Manor SubDv. 32792 Zip Code
Under contract-accepting backup offers. Virtually Staged. PRICE REDUCTION...priced to move! Charming three-bedroom, three-bath one-story home features a split floor plan with two primary suites, ideal for multigenerational living or guest flexibility, in a prime Winter Park location. In the desirable Park Manor subdivision, this beautifully designed split floor plan home offers comfort and privacy, perfect for modern living. Enjoy the freedom of no HOA, along with a layout ideal for families or entertaining. Midcentury modern-inspired design meets an open-concept layout with a spacious kitchen offering a large island, stainless steel appliances, pantry, granite countertops, full-height granite backsplash, and extensive cabinetry. The primary bath includes dual sinks and a frameless glass shower. Enjoy a large indoor laundry room and a private, oversized fully fenced backyard with a new paver deck and no rear neighbors. Ideal for outdoor living and entertaining. Additional highlights include a newly painted block shed with tin roof (2025) Zoysia grass installed in backyard, pavers installed in back, vinyl fence installed in backyard, GE refrigerator, washer and dryer, (2021) French doors in dining room and primary bath showerhead, (2020) Bosch dishwasher and (2018) Mitsubishi split air conditioner installed in primary bedroom and Mitsubishi split air conditioner installed in second bedroom. Just a short distance to the Winter Park YMCA, and minutes from vibrant Park Avenue, where you’ll find boutique shopping, the popular Winter Park Farmers' Market and a variety of top-rated dining options. In a sought-after school district, Lakemont Elementary, Maitland Middle and Winter Park High. This home combines location, lifestyle and convenience, making it a rare opportunity in one of Central Florida’s desirable communities.

1822 Yorkshire Drive, Winter Park

$470,000
4 Beds 2 Baths Replat Of Lts 1 2 & 3 Brookside Sub SubDv. 32792 Zip Code
SWIM WHENEVER YOU LIKE! Discover a new dimension of living - Sparkling pool awaits you, so come and dip your toes here! Pool party ideas come naturally in this proud-to-show huge fenced-in backyard with lots of entertaining space. Oversized pool deck and large rock patio, plus huge screened in porch, make a great space for Florida living. This rock-solid ranch offers 4 bedrooms and 2 baths set in over 1700+ sf. Great curb appeal with cool rock trimming and freshly landscaped beds. Roomy formal living room greets you as you enter. The primary bedroom is split from the other 3 bedrooms and lies off the living room. This primary suite offers closet space galore. Plus, pretty double vanity, separated from the shower area. Terrific, updated kitchen with neat rustic tile, quartz counters, tile backsplash, stainless appliances, cool single bowl sink and faucet, shiplap wall and closet pantry round out this kitchen space. The family room is a great size, and the kitchen quartz counter/bar also serves as a gathering place flowing into the family room, which features a shiplap TV wall and blind-inside sliders to the screened in porch. The other 3 bedrooms and 2nd bath are off the family room. All are nice sized and the bath with nifty vintage tile, has an access door to outside/pool area. Pretty luxury vinyl plank flooring through living areas. All set in Winter Park on a .23 acre lot and Cul-De-Sac street. Conveniently close to schools, hospital, shopping, Costco and restaurants. Plus, easy access to highway 436 and straight shot to the Orlando International Airport. Don’t wait on this rock-solid ranch in desirable Winter Park...it’s ready for its new owners!

7120 Brookside Trail, 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

$545,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Under Contract. Backup offers welcome.Welcome to 2814 Sheriff Way, an exceptional residence nestled in the vibrant neighborhood of Winter Park Pines. This remarkable home combines comfort and elegance, offering a tranquil lifestyle with unparalleled convenience. Spanning 1,948 square feet, this property boasts four generously sized bedrooms and two bathrooms (both showers renovated 5/25) perfect for family living or entertaining guests. As you step inside, you'll be welcomed by a spacious living area that effortlessly transitions into the dining space, creating a warm and inviting setting for gatherings and family meals. The kitchen is thoughtfully designed for both functionality and efficiency, ready to cater to all your culinary needs. Additional living areas include a sunroom back porch and a screened-in carport, providing versatile spaces for relaxation or entertainment. The home is perfect for entertaining, with a rear sunroom/porch, pool, offering a personal oasis for unwinding or hosting friends and family. This outdoor retreat is destined to become a favorite spot for relaxation and enjoyment. The 2-car carport with a screen creates another space to entertain. Located just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and the iconic Park Avenue, this home is perfectly positioned for both convenience and leisure.

2814 Sheriff Way, Winter Park

$475,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome home to this charming 3-bedroom, 2-bath residence in the highly desirable, NO HOA community of Winter Park Pines, conveniently located near top shopping, dining, and entertainment options. A long driveway and mature landscaping create an inviting first impression, while the 2-car carport provides covered, secure parking. Inside, you’ll find an open floorplan enhanced by travertine tile and neutral paint throughout and abundant natural light pouring in through large windows and French doors lining the back of the home. The updated kitchen features new cabinetry, granite countertops, updated fixtures, white appliances, and a cozy dinette area, perfect for casual meals. The combination living and dining areas offer an ideal layout for entertaining and family gatherings, highlighted by a modern wood-burning fireplace that adds warmth and style. The dining room opens directly to the patio, creating seamless indoor/outdoor living. All three bedrooms are generously sized. The primary suite boasts a custom closet system and an updated en-suite bathroom with a single-sink vanity and large walk-in shower. The secondary bathroom includes a single-sink vanity and a shower/tub combination. Out back, an open patio overlooks a fully fenced yard, offering plenty of room to add a pool or simply enjoy a safe space for pets and play. A laundry room/workshop with mini-split, located off the kitchen and carport, provides exceptional extra storage and versatility. Double pane windows throughout and side sound and security windows provide peace of mind and lower electric bills. This well-maintained home blends comfort, functionality, and location—a wonderful opportunity in Winter Park Pines.

2748 Lion Heart Road, Winter Park

$560,000
4 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows.

2350 Cady Way, 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

$495,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step through the front door into a travertine-floored foyer overlooking the open living and dining areas — ideal for entertaining or relaxing in natural light. The modern kitchen features: Painted wood cabinetry, Granite countertops and stainless steel appliances (range, refrigerator, microwave, dishwasher, and wine fridge), Peninsula bar with prep sink for easy meal prep, French doors opening to the backyard. All four bedrooms feature ceiling fans and brand new textured carpet. The primary suite includes two closets and an updated marble-tiled bath. Enjoy the fully fenced backyard with garden space and irrigation system—perfect for pets, play, or quiet evenings under the trees. There’s also extra storage off the courtyard-entry carport, plus a pantry and coat closet for everyday convenience. Insulated, upgraded windows, Upgraded electrical service, Fresh paint throughout, New carpet and fixtures. The prime location is located just steps from Winter Park Pines Golf Course and minutes from Park Avenue, Winter Park Village, and Baldwin Park Town Center. Convenient to shopping, dining, and top-rated schools.

422 S Ranger Boulevard, Winter Park

$500,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Gorgeous move in ready or spacious corner lot to build your Dream Home, fully updated 3 bedroom, 2 full bath , corner lot home in a coveted Winter Park neighborhood! The interior is completely renovated throughout, including kitchen with stone countertops, two year old appliances, all new bathrooms with shower glass doors, flooring with plank tiles, two year old A/C unit and air handler, new lighting, roof 5 yrs old. Inside laundry room now included under air also provides newer washer and dryer. Interior and exterior freshly painted, new wooden fence, new spacious wooden back pergola, enlarged paver area in the back, new landscape, new shed, new irrigation system with well, new RV/ trailer garage with gravel, professionally installed garage epoxy, custom made closets, updated electrical breaker box, additional 220 electrical outlet for electric cars and more! This is a great location that is just blocks from Brookshire Well served by a variety of Top-Rated Orange County Schools, the neighborhood is only .5 miles to Brookshire Elementary, 1.8 miles to Glenridge Middle School, .3 miles to Winter Park High School and 3.2 miles to Rollins College. This Winter Park Community is surrounded by great outdoor activities including the Cady Way Trail, 2 miles from Baldwin Park, .7 miles from the Showalter Field and .8 miles from Winter Pines Golf Club. A shopping and dining gem, you will also be only 3.3 miles from Park Ave, 6.2 miles from Downtown Orlando and 1.4 miles away from the Winter Park Hospital. Call today before this one is gone! Decorations attached to the walls are not for sell.

2412 Middleton Avenue, Winter Park

$506,500
4 Beds 2 Baths Enclave At Aloma SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to Enclave at Aloma — a gated Winter Park community known for its peaceful setting and unbeatable convenience. This spacious 4 bedroom, 2 bathroom home sits proudly on an expansive corner lot with no direct rear neighbors, offering extra space, privacy, and plenty of curb appeal. Step inside to find a bright, open layout with hardwood floors throughout the main living areas, updated light fixtures, and an airy feel that immediately feels like home. The kitchen features white cabinetry, granite countertops, stainless steel appliances, a walk-in pantry, and a center island with pendant lighting — all overlooking the dining and living areas covered in natural light. The primary suite is privately tucked away at the back of the home and features sliding glass doors leading directly to the expansive screened lanai, creating a seamless indoor-outdoor retreat. The en-suite bath includes dual vanities, a walk-in shower, and a generous walk-in closet. Two secondary bedrooms share a hall bath, while the third guest bedroom offers flexibility for a home office or playroom. Outside, enjoy the fully fenced backyard — ideal for entertaining or gardening. Additional highlights include a two-car garage and inside laundry room with built-in cabinetry. Zoned for highly rated Seminole County schools and neighboring the prestigious Trinity Preparatory School campus — known for its #1 STEM program in the Orlando/Winter Park area — this home is also just minutes from 417, 436, Downtown Winter Park shopping, dining, and more. Don’t miss the opportunity to own this upgraded, move-in-ready home. Schedule your private showing today!

8162 Lazy Bear Lane, Winter Park

$500,000
3 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
This is a stunning, fully renovated 3-bedroom, 2-bathroom home situated in the heart of Winter Park, offering a move-in ready experience with major system updates for peace of mind, including a New Roof (End of 2023), a Tankless Water Heater (2024), and a new A/C System (2020). The interior features an expertly redesigned, open-concept floor plan perfect for entertaining, with the dining room overlooking the living room, a chef's kitchen boasting updated cabinetry, countertops, and a breakfast nook, and a private Master Suite with a walk-in closet and a master bath with double sinks and a walk-in shower. The unbeatable location places you just minutes from Park Avenue, Baldwin Park, AdventHealth's state-of-the-art hospital, and the Winter Park Wellness Center, and is zoned for top-rated schools, while offering an active lifestyle with a short stroll to the Cady Way Trail, Cady Way Pool & Pickleball Courts, and Showalter Fields. Seize a rare opportunity to invest or build in one of Winter Park's most rapidly appreciating neighborhoods. The true value of this offering is in the land, perfectly positioned for a high-end renovation or a brand-new luxury custom home, as this street is undergoing a dramatic transformation, with recent new construction and luxury renovations selling consistently well over the million-dollar mark—this is your chance to secure a stake in this proven growth area! Schedule a private showing today to experience this unparalleled Winter Park opportunity!

382 Perth Lane, Winter Park

$501,000
3 Beds 2 Baths Lost Creek SubDv. 32792 Zip Code
This is the Winter Park pool home you’ve been waiting to find in the small and upscale Lost Creek neighborhood. Beautiful custom low maintenance landscaping (no grass to mow) welcomes you as you walk up the front path to the covered porch. Soaring vaulted ceilings inside will impress as you enter this lovely 3 bed, 2 bath abode with pool and spa and over 1,900 sq ft of living space. Wood flooring is found in the formal dining and living rooms with views through the glass sliders out to the covered lanai and screen-enclosed pool and spa. Attractive neutral stone-look ceramic tile flows through the updated kitchen with all NEW stainless-steel appliances (Sept 2025), granite counter tops, and breakfast nook overlooking the pool. The family room is a causal place to spend time with its wood-burning fireplace with stacked stone surround and built-in bookshelves flanking each side. A split layout offers 2 guest bedrooms, full hall bath, and inside laundry room off the kitchen side of the home; while the spacious primary bedroom is separate, with a huge walk-in closet (10’ x 5’), double French doors leading to the lanai, separate en-suite with double vanities/sinks, private toilet room, and large walk-in shower. Imagine al fresco dining or lounging poolside under the covered lanai and screen-enclosed pool patio area, and there’s plenty of side yard space for a garden or dog run. Improvements to the home include all NEW kitchen appliances and hot water heater 2025; NEW garage door spring and mechanisms 2024; NEW barn door installed to primary bathroom 2020; NEW HVAC 2019; Roof 2015; plumbing CPVC. Zoned for fantastic Seminole County Schools. This is the house you’ve been waiting to find and call HOME.

1185 Valley Creek Run, Winter Park

$569,990
4 Beds 2 Baths Winter Woods Unit 03 SubDv. 32792 Zip Code
Welcome to your dream home in the heart of Winter Park! Nestled in a quiet and sought-after neighborhood, this beautifully maintained 4-bedroom, 2-bathroom pool home offers 1,889 square feet of comfortable living space and the perfect blend of privacy and convenience. Backing directly to the prestigious Interlachen Golf Course, you'll enjoy peaceful views with no rear neighbors — a rare find in such a prime location. Step inside to discover spacious living areas, an updated kitchen, and plenty of natural light throughout. The 2-car garage provides ample storage, while the home's layout offers both functionality and flow, making it ideal for everyday living and entertaining. Each of the four bedrooms is generously sized, and the two bathrooms are tastefully appointed, offering both style and comfort. Outside, the backyard is a true oasis. Lush, mature landscaping surrounds the sparkling pool, creating a serene and private retreat perfect for relaxing or hosting gatherings. Whether you're enjoying a morning coffee poolside or an evening under the stars, this outdoor space is a showstopper. All of this is just minutes from charming Park Avenue and vibrant downtown Winter Park, with shopping, dining, and entertainment right at your fingertips. Don’t miss this rare opportunity to own a slice of paradise in one of Central Florida’s most desirable communities! ROOF - 2020 AC - 2025

1561 Nottingham Drive, Winter Park

$515,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park

$550,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park

$510,000
4 Beds 2 Baths Enclave At Aloma SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to Enclave at Aloma — a gated community quietly nestled in a convenient Winter Park location, offering easy access to everything you need. This meticulously maintained 4 bedroom, 2 bathroom home has only had one owner since it was built in 2013, and it shows! From the moment you arrive, you’ll notice the charming curb appeal, manicured landscaping, and inviting front porch with soaring ceilings. Step inside to a welcoming foyer and a thoughtfully designed 3-way split floor plan. Two spacious bedrooms with laminate flooring, ceiling fans, and built-in closets sit to the left, sharing a hall bath. Just across the hallway is a third guest bedroom with its own walk-in closet, ideal for guests, a home office, or a flex space. Straight ahead, the home opens into a bright and airy main living space. The kitchen features rich espresso cabinets, granite countertops, stainless steel appliances, a walk-in pantry, and a center island with pendant lighting — all overlooking the dining and living areas. Tucked privately in the back of the home, the primary suite offers a peaceful retreat with a spacious layout and en-suite bathroom featuring double vanities, a large walk-in shower with bench seating, and a generous walk-in closet. Off the dining room, sliding glass doors open to a massive screened-in lanai that spans the entire length of the house and overlooks a fully fenced backyard with lush grass. Additional highlights include a 2-car garage, an inside laundry room with built-in cabinetry and newer washer and dryer, and a location that offers the best of both privacy and convenience. Zoned for highly rated Seminole County schools and neighboring the prestigious Trinity Preparatory School campus — known for its #1 STEM program in the Orlando/Winter Park area — this home is also just minutes from 417, 436, shopping, dining, and more. This is a rare opportunity to own a well-cared-for home in a gated community, close to everything but tucked away from it all. Call today to schedule your private showing!

8136 Lazy Bear Lane, Winter Park

$545,000
4 Beds 2 Baths Kenilworth Shores Sec 07 SubDv. 32792 Zip Code
Stunning remodel with updates everywhere you look! This 4 bed, 2 bath home in Winter Park’s Kenilworth Shores is move-in ready, with the seller putting on a NEW ROOF before closing with an acceptable offer. Step into the living room and enjoy the newer luxury vinyl plank flooring which flows through the living room, dining room, kitchen, and family room. The kitchen, fully remodeled in 2018, is the heart of the home, featuring solid wood cabinets with soft-close drawers, subway tile backsplash, granite countertops, and stainless-steel appliances. Natural light ripples from the charming corner windows in the spacious dining room, (and all windows have newer 2” blinds). Enjoy time with the whole household in the large family/sunroom, which offers access and views to the paver patio and fully fenced backyard—perfect for grilling out or letting pets run and play. All four bedrooms are located off the central hallway; the primary bedroom includes a beautifully remodeled ensuite with a tiled shower, granite-topped vanity, and two closets—one of them a walk-in. All bedrooms have a ceiling fan, and two rooms just had new carpet installed in July. The remodeled hall bathroom includes beautiful glass tile accents in the tub/shower surround, and a large granite-topped vanity. Additional features include a laundry closet in the 2-car carport, well for irrigation, an extra storage room off the carport, updated electrical panels (2023), new PVC water line from the water meter to the house (2014), and a hot water heater (2020). Located within walking or biking distance, 2007 Strathaven is zoned for top-rated schools—Brookshire Elementary, Glenridge Middle, and Winter Park High. Plus, only 1.5 miles away, Baldwin Park Village Center offers Publix, Seito Sushi, Five Guys, CVS, and more. Rollins College and the elegant cafes, bistros, and swanky shops of Park Avenue is just an 8-minute drive. Come see this wonderful abode and make it your own “home sweet home!”

2007 Strathaven Road, Winter Park

$470,000
4 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a beautiful beveled-edge wood front door into a bright and open foyer. The generous living room features a cozy wood-burning fireplace—perfect for relaxing evenings. The split floor plan offers privacy, with the primary suite tucked away from the other bedrooms, while three additional bedrooms sit on the opposite side of the home. Two bedrooms are connected by a classic Jack and Jill bathroom, and a third full bath—updated in 2020—includes direct access to the pool, perfect for guests. Additional living spaces include a family room and a sun-filled Florida room, ideal for gatherings, hobbies, or a peaceful retreat. Step outside to your own private oasis: a sparkling in-ground pool surrounded by mature, lush landscaping, creating the ultimate staycation setting. Located just minutes from Winter Park Pines Golf Course, Cady Way Pool and Trail, tennis and pickleball courts, Ward Park, playgrounds, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF). Enjoy easy access to grocery stores, dining, shopping, the Crosby Center for Health & Wellbeing, Winter Park AdventHealth, AND MORE! Whether you're an investor or homeowner with a vision, this home offers the rare opportunity to restore and transform a classic gem in an unbeatable location! ROOF - 2014 HVAC - 2016 RE-PLUMBED - 2010 WATER HEATER - 2010

2920 Abbey Court, Winter Park

$598,000
3 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this home is perfect for families or anyone seeking tranquility just minutes from city conveniences. Property Highlights Spacious backyard featuring a private pool—perfect for Florida living and entertaining. Fully fenced yard with a storage shed and dedicated area for pets or gardening. Open-concept layout with natural light, mature trees, and charming curb appeal. Located steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just minutes to Downtown Winter Park with boutiques, restaurants, Rollins College, and Park Avenue. Close to Winter Pines Golf Club, Cady Way Park, and public tennis courts. Easy access to Baldwin Park, Full Sail University, Advent Health Winter Park, and the 417 expressway. Top-Rated School Zone Located within the Orange County Public Schools district, this home is zoned for: Aloma Elementary School (PK–5) ~ 0.7 miles Glenridge Middle School (6–8) ~ 1.6 miles Winter Park High School (9–12) ~ 0.6 miles Highly rated with International Baccalaureate (IB) and Advanced Placement (AP) programs Private schools nearby include Trinity Prep, Geneva School, Chesterton Academy, and St. Margaret Mary K–8. Why You’ll Love It Relax and entertain year-round with your private pool and covered patio. Walkable to trails and parks, bikeable to schools, and 10 minutes to Park Avenue. Family-friendly neighborhood with strong community feel and no HOA. A rare combination of location, schools, and lifestyle opportunities. “Solar panel debt is $70k and must be assumed by Buyer". Whether you’re relocating, downsizing, or looking for the perfect place to raise a family, this Winter Park beauty has it all. Schedule your private tour today!

2758 Banchory Road, Winter Park

$435,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
$10,00 credit being offered for buyers prepaids and closing costs. Here is a fantastic home in Winter Park Pines, a well-established and sought after community and location in Winter Park! This property is located on a corner lot and has a private pool as well as a two-car garage. This a great way to obtain home ownership at an affordable price. The construction is a Block/Brick built home making it a solid home unlike one you could buy new today. The Roof and AC have been more recently replaced (2020 and 2021) so the property has Good Bones as they say. There have been some updates over the years. There is a mix of the old style as well as some of the new making this the perfect property to make your own. This could be a great First-Time Buyer opportunity! The home is a full 3 bedroom and 2 bath with a lot of square footage at almost 1800 Square feet of living area. The master suite is very large with a walk-in closet. There is a nook area which was previously used as an office but has other possibilities. The Family/Living room has a step-up as well as a fireplace. Many of the homes in this community are either fully renovated at much higher prices or in a condition that isn’t comfortably habitable and requires a significant investment to make livable. This home is the best of both worlds. Own your piece of Winter Park zoned for Winter Park schools. Book your showing today before it is gone.

2708 Lion Heart Road, Winter Park

$513,000
4 Beds 3 Baths Autumn Glen Ph 2 SubDv. 32792 Zip Code
Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the evening, the serene water views and peaceful setting make every moment feel like a getaway. Step inside to discover a thoughtfully updated interior filled with NATURAL LIGHT AND WATER VIEWS from every window in the family and dining rooms. The spacious family room features soaring VAULTED CEILINGS and a stunning brick WOOD-BURNING FIREPLACE, creating a cozy yet open space that’s perfect for gatherings year-round. The custom kitchen is as functional as it is beautiful, featuring MODERN GRAY SHAKER SOFT-CLOSE CABINETS, GRANITE COUNTERTOPS, a copper sink and faucet, and top-of-the-line STAINLESS STEEL LG APPLIANCES, including a French door refrigerator and double oven—perfect for everyday living and elevated entertaining. MAJOR SYSTEMS UPGRADES have already been taken care of, including a NEW ROOF (2022), BRAND NEW A/C (2025), FULL REPIPE, EXTERIOR PAINTED (2023), and DOUBLE PANE INSULATED WINDOWS throughout. Upstairs, you'll find NEWER LUXURY VINYL PLANK FLOORING, offering both durability and a fresh, contemporary feel. The primary bedroom includes a WALK-IN CLOSET, and the INSIDE LAUNDRY ROOM is complete with built-in cabinetry for added storage and convenience. Don’t miss the under-stairs storage area—perfect for seasonal items or organizing household extras. Outside the charm continues with an extended paver driveway welcomes guests, while the EPOXY-FINISHED GARAGE FLOOR adds both style and practicality. Out back, a FULLY FENCED BACKYARD—featuring a charming vinyl picket fence—includes a spacious COVERED PAVER PATIO and low-maintenance turf, ideal for play, pets, or relaxing with family and friends. This home is truly MOVE-IN READY, combining CHARMING CURB APPEAL, SMART UPGRADES, and a RARE, PICTURESQUE SETTING. All located within an amenity-rich community featuring two newly resurfaced tennis/pickleball courts and a refreshed playground—perfect for your next season of outdoor fun. Zoned for EXCELLENT SEMINOLE COUNTY SCHOOLS, this home offers the best of Florida living where comfort meets nature—and every detail has been carefully considered.

1819 Shadyhill Terrace, Winter Park

$540,000
4 Beds 3 Baths Arrowhead Cove SubDv. 32792 Zip Code
Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond, a large seamless quartz counter island, complete with additional under counter storage, draws your attention into the beautiful, bright kitchen that will surely become a favorite gathering place for all who walk through your door. The home’s split floor plan allows for a private primary bedroom location. You’ll appreciate the room’s ample size, en suite bathroom, and walk-in closet with dressing area. An additional bedroom can be found down the hall, around the corner and is perfect for use as either a bedroom or an office. Another tastefully updated hall bathroom serves two bedrooms on the opposite side of the house. A lifestyle house should have a lanai, and this one does not disappoint. Its massive area adds valuable room for extending your living space and serves as the perfect transition area to the home’s screened-in pool. Surrounding the pool is a deck that’s large enough for multiple seating areas; outside the screen, you’ll have plenty of fully-fenced yard space to enjoy gardening beds, outdoor grilling, and more. A paver walkway running the length of the house blends charm and practicality, allowing easy movement from the front yard to the back. Finally, an oversized garage that’s been beautifully enhanced with epoxy floor coating completes this amazing property and makes everyday life so easy. Located between Lake Nan and Lake Waunatta, the Arrowhead Cove community is zoned for highly-rated Winter Park High School, and is mere minutes from Trinity Prep, Full Sail, Rollins, and UCF. And whether you prefer outdoor recreational activities or the pleasures of shopping and dining, you’ll appreciate living near the Cady Way Trail, Winter Pines Golf Club, and all the shops, restaurants, and museums of Winter Park’s trendy Park Avenue mecca. Don’t miss your chance to own this irresistible gem, set in the serene neighborhood you’ve been looking for. Schedule your private showing today!

7852 Broken Arrow Trail, Winter Park

$518,000
4 Beds 2 Baths Garden Lake Estates Unit 2 SubDv. 32792 Zip Code
Welcome to this beautifully remodeled 4BD/2BA home, featuring tons of updates, energy-efficient systems, and a desirable split floor plan. Enjoy new Luxury LVP flooring throughout the entire residence and ceramic tile in the bathrooms. Upon entry, you’re greeted by a spacious living room that flows seamlessly into a thoughtfully expanded kitchen, complete with custom Schuler cabinets, quartz countertops, a quartz backsplash, Frigidaire Gallery appliances, a 33” undermount sink, a reverse osmosis system, and a hot/cold glass rinser. The kitchen also features a large walk-in pantry with a built-in countertop and a breakfast nook with bench seating and storage—perfect for casual dining and added functionality. Just off the kitchen, the cozy family room provides the perfect space for relaxing or entertaining. The split layout offers three bedrooms on one side and a private primary suite on the other, complete with a bonus room, ideal for a nursery, home office, or flexible space. Both the primary and guest bathrooms were fully remodeled in 2022. Step outside to enjoy a screened-in pool and fenced yard—ideal for year-round outdoor living. Major upgrades include a newer roof (2019), new windows (2022), new Carrier A/C system and ductwork (2024), refreshed attic insulation, a whole-home surge protector, solar panels (2022), a solar pool heater (2023), a water purification system, and more. Located in a top-rated Seminole County school district, this move-in-ready home offers the perfect blend of comfort, and functionality. A true lifestyle upgrade!

1360 Gladiolas Drive, Winter Park

$586,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park

$555,000
3 Beds 2 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
Nestled in the heart of Winter Park, this remarkable 3 bedroom 2 bathroom ranch style home represents a rare opportunity for discerning buyers and savvy investors. Situated on a generous corner lot in a neighborhood experiencing dynamic custom home development, the property offers an exceptional blend of immediate livability and tremendous future potential.Recent upgrades include new A/C 2025, new stainless steel kitchen appliances 2025, replumb 2025, roof 2017, and water heater 2017. Inside, gorgeous bamboo flooring flows seamlessly through living areas and bedrooms, complemented by charming brick flooring in the kitchen and family room, adding unique character and warmth to the home. French doors open from living room to brick paver patio and large privacy fenced backyard. Location is the cornerstone of this extraordinary property. Strategically positioned with easy access to Winter Park High School, Brookshire Elementary, the vibrant Baldwin Park Village Center, and iconic Park Avenue, this home offers unparalleled convenience. The expansive corner lot presents a unique opportunity for those with vision – whether you're looking for a move-in ready home or dreaming of building a custom residence. Investors and homebuyers will appreciate the property's versatility. The current home stands ready to welcome you, while the large corner lot serves as a blank canvas for potential expansion or complete redesign. This is more than just a home – it's an invitation to create your ideal living space in one of Winter Park's most promising neighborhoods.

2025 Kimbrace Place, Winter Park

$550,000
3 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome home to the sought after neighborhood of Brookshire Heights with in the Greater Winter Park Pines Community, where tree-lined streets and the friendly touch of a neighborhood where the mailman still delivers to your door await you! This spacious and updated 3-bedroom, 2-bathroom home is an entertainer’s dream, offering a perfect blend of modern updates, cozy living spaces, and serene outdoor living. Nestled in a prime location, this home is designed for both relaxation and gathering with family and friends. Upon entering through the beautiful glass-paned front door, you'll immediately be drawn into the open dining and living room, creating a welcoming atmosphere. The beautifully renovated kitchen is a chef’s dream, featuring custom cabinetry with crown molding, stainless steel appliances, and striking quartzite countertops with a waterfall edge. The large quartzite peninsula provides ample space, including a built-in outlet cluster and seating for three. A separate coffee bar adds a thoughtful touch, perfect for serving your guests' beverage needs. The spacious family room offers an additional, cozy area for everyone to gather and unwind. All three bedrooms are thoughtfully tucked away on the other side of the home, offering privacy and comfort. Both bathrooms have been expertly remodeled, showcasing quartzite countertops and custom tiled floors that create a spa-like ambiance. Recessed lighting throughout enhances the bright, contemporary feel of the living spaces. Two sets of sliding glass doors lead to the inviting screened patio, which has been recently updated with new tile flooring and Fanimation fans, providing the perfect spot to relax. The beautifully landscaped backyard, featuring lush foliage and palm trees, offers privacy and tranquility, accented by professionally installed landscape lighting. Additional home feature include a whole-home water softener system, providing crisp, clean water for drinking and bathing. As a resident of Brookshire Heights, you'll enjoy easy access to the Cady Way trail, perfect for cycling or walking, with the trail stretching as far as 13 miles. Community amenities include the Cady Way Pool, tennis and pickleball courts, a playground, and Ward Park sports fields. With the Advent Health Winter Park campus and the Crosby Wellness Center just minutes away as well as a variety of grocery stores, restaurants, and shopping options nearby, convenience is at your fingertips. Top local colleges, including Full Sail, Valencia, Rollins, and UCF, are all within close proximity. With its ideal combination of interior luxury and expansive outdoor living, this home is truly the perfect place to call home! ROOF - 2012 HVAC - 2015 PLUMBING - 2013(re-piped) ELECTRICAL - 2012(new panel)

2310 Cady Way, Winter Park

$515,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to Winter Park Pines, a community known for its tree-lined streets, friendly neighbors, and the rare charm of front-door mail delivery! This spacious 2,000+ sq. ft. home presents an incredible opportunity to invest in a neighborhood where property values are soaring. Nestled on a picturesque street, this home boasts fantastic curb appeal and a lush, private backyard oasis—perfect for outdoor gatherings or quiet relaxation. The low-maintenance landscaping ensures you have more time to enjoy your surroundings. Step inside to discover a well-structured layout with tremendous potential. While some updating may be desired, the home offers solid bones and ample space to bring your vision to life. The 24’x11’ kitchen was fully renovated in 2007, featuring custom oak cabinetry, granite countertops, GE double ovens, a GE 5-burner glass cooktop, and a brand-new Bosch dishwasher (2023). A spacious island seamlessly connects the kitchen to the dining area, creating an inviting space for cooking and entertaining. Plus, the built-in butler’s pantry provides extra storage with stylish mullion cabinet doors and under-cabinet lighting. Beyond the kitchen and dining area, the expansive 30’x15’ Florida room offers the perfect spot to unwind—whether watching TV, reading a book, or simply soaking in the serene backyard views. French doors lead to a fully fenced yard adorned with mature trees and native flora, ensuring privacy and tranquility. A storage shed adds extra convenience. Inside, you’ll find three comfortable bedrooms, including a primary suite with an oversized jetted tub room and a spacious 11’x7’ walk-in closet. Winter Park Pines is a highly desirable community with rapidly appreciating home values, making this a fantastic investment opportunity. With a little creativity and vision, this home offers the perfect chance to craft your dream space while securing a spot in one of Winter Park’s most sought-after neighborhoods. Don’t miss out—schedule your showing today! HVAC - 2013, NEW ROOF - 2024, PLUMBING - 1997, NEW ELECTRICAL PANEL -2025, NEW HOT WATER HEATER - 2025

2819 Scarlet Road, Winter Park

$515,000
4 Beds 2 Baths Casa Aloma SubDv. 32792 Zip Code
Welcome home! This COMPLETELY REMODELED 4 bedrooms, 2 baths, 1,953 sq ft cul-de-sac home is nestled in the highly desirable Casa Aloma community. 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: brand new roof (2025), new hot water tank (2025), 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. All bathrooms were completely remodeled with new vanities, ceramic tile floors and surrounds to include shower glass doors. The focal point of the home is the family room which has a decorative panel wall with an electric fireplace to bring everyone together. All new interior doors and closets throughout. All new 2’ faux blinds throughout. All plumbing fixtures and light fixtures were updated with a black matte finish to keep a custom look. The interior and exterior of the house are freshly painted. The HVAC system was updated in 2017. The backyard is fully enclosed with a brand new 6’ white vinyl privacy fence with a shed for extra storage. The landscaping was updated with 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 UCF, Full Sail University, Rollins College, Downtown Orlando, Park Avenue, Baldwin Park, Interlachen Country Club, Winter Park Golf Course, Cady Way Park, and an array of restaurants, entertainment and attractions. If schools are important to you, this property is zoned for top rated schools in Seminole County. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Set up your private tour today and don’t miss the opportunity to own your dream home! **VIRTUAL SHOWING WITH DRONE PICTURES AVAILABLE!!!  One or more photo(s) have been virtually staged

2607 Verde Lane, Winter Park

$540,000
3 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows seamlessly into the dining room and open-concept kitchen; all of which has been tastefully updated with meal prep and entertaining in mind!! Fully equipped with all appliances, the kitchen offers modern granite countertops & breakfast bar, and beautiful wood cabinetry with soft-close features, undermount lighting & glass-front display cabinets **PLUS great storage, prep space and excellent lighting! Off of the kitchen and dining room is a dedicated living/great room with TWO sets of French Doors to access the covered patio where you can take advantage of the Florida weather nearly year-round! The master bedroom sits at the back of the home for added privacy, and offers a walk-in closet, an en-suite shared bath, and French Doors that lead to a pavered patio that overlooks the backyard oasis (while providing just the right amount of natural light!). Outside you will enjoy the sparkling pool with stone-pavered deck nestled among the large, fully-fenced yard with plenty of space to play, garden, and relax! Roof and HVAC were replaced in 2014, Pool Pump replaced in 2018. All electrical panels have been updated.

2335 Coldstream Dr, Winter Park

$565,000
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Beautifully updated and FURNISHED (upon negotiation) 3-bedroom, 2-bath home in the desirable Winter Park Pines neighborhood is truly move-in ready! Fully renovated in 2019, the home boasts a range of high-end features, including hardwood flooring, designer fixtures, custom crown molding, and 5.25” baseboards throughout the majority of the home. Open floor plan is an inviting space for both living and entertaining. Wonderful chef’s kitchen, complete with Quartz countertops, large island, floor-to-ceiling cabinetry with under-cabinet lighting, soft-close doors and drawers, and stainless steel appliances, including fridge, convection oven, dishwasher, microwave, and dry bar. Skylights and double-pane windows flood the space with natural light. The spacious living and dining areas flow seamlessly. Multiple sitting areas. Large walk-in pantry, mudroom and laundry room. Great room / game room, or home office, features French doors that open onto a screened-in porch, ideal for relaxing. Outdoor patio, dry shed and privacy provided by the lush landscaping and fencing. The primary bedroom is a retreat, and features a stunning, large frameless shower, custom dual vanity with quartz countertops, and an oversized walk-in closet. Two additional bedrooms are generously sized, offering views of the front and side yards, and share an improved bathroom. This home is packed with upgrades including a new water heater (2024), new roof (2023), newer indoor electrical panel, and re-plumbing completed in 2017, along with a 2016 HVAC system. A well for 3- zoned irrigation, providing free water for your landscaping. Located just minutes from the Winter Park Pines Golf Course, Cady Way Bike Trail, pool, pickleball/tennis courts, playground, sports fields, and shopping, as well as Winter Park Hospital, this home offers the perfect blend of convenience and luxury. Zoned for Winter Park schools, with an optional HOA, it’s an excellent investment opportunity as well. Close to Rollins College and Full Sail. Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood.

230 S Ranger Boulevard, 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

$600,000
4 Beds 3 Baths Arrowhead Cove SubDv. 32792 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom block home located on a serene, over one-third acre lot in desirable Winter Park. The private, fully fenced yard offers peace and quiet, making it the perfect retreat for families and those who love to entertain. With 2,141 square feet of living space and 3,175 total square feet under the roof, including porches and a large garage, this home offers a spacious, open floor plan that seamlessly blends the living and dining areas with the stunning kitchen. The oversized pool and expansive paver deck create an ideal setting for outdoor relaxation and gatherings. Inside, the home boasts a brand-new roof and gutters, fresh paint both inside and out, luxury vinyl plank flooring, and custom tile in the bathrooms. The gourmet kitchen is a chef’s dream with custom cabinetry, sleek new stainless steel appliances, under-cabinet lighting, and striking luxury marble countertops with a waterfall edge. The home also features new vanities, toilets, fans, light fixtures, and baseboards throughout. Located in a quiet, peaceful neighborhood just minutes from Winter Park’s vibrant downtown, top-rated schools, parks, shopping, and dining, this home offers both tranquility and convenience. The seller has a new appraisal available upon request with a value of $608,000. Don’t miss the opportunity to own this pristine, move-in-ready home—contact us today to schedule your private showing!

7531 Lodge Pole Trail, Winter Park

$535,000
4 Beds 3 Baths Bear Gully Forest SubDv. 32792 Zip Code
ACCEPTING BACK-UP OFFERS.....This is the one you've been waiting for! Located in Winter Park and on OVER HALF AN ACRE this lovely home is awaiting new owners. Step inside and notice the welcoming feeling, with NEW FLOORING throughout, TALL BASEBOARDS, built ins and appealing floor plan. The eat-in kitchen has been updated to include STAINLESS APPLIANCES, GRANITE COUNTERTOPS, backsplash, BREAKFAST BAR and open to the family room. The family room extends to the OVERSIZED FLORIDA/SUNROOM (2017), with tinted windows and the PRIVATE BACKYARD VIEW. No rear neighbors here! This sought after 3-WAY SPLIT PLAN offers comfort for the entire family. The primary suite is spacious and quite located on the back of the home. The ensuite offers a walk-in closet, dual sinks, seperate tub and step in shower. The SECOND PRIMARY SUITE has its own bath with step in shower and direct access to the LARGE COVERED BACK PORCH. Two other bedrooms share a bath on the other side of the home. The inside laundry room is a plus. The FENCED in yard is a perfect place to hang out with friends and family. There is a double gate to gain entrance and with conservation on 2 sides, this home offers peace and tranquility while relaxing in your backyard. Other notable upgrades include NEW A/C 2025, Roof 2017. This small community is centrally located close to the 417, shopping, restaurants, UCF, Siemens, great private and public schools, along with the Seminole County Trail for those looking to walk or bike. Not often does a home in this area on this size lot come available, so schedule your showing now before it's too late.

4200 Bear Gully Road, Winter Park

$555,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
NEW ROOF in 2022! NEW HVAC AND DUCTWORK in 2023!! Welcome to the Winter Park Pines with its tree-lined streets, where the mailman still delivers to your door! This beautifully updated home on a private and established street will welcome you in with its bright and open floor plan. Recently renovated, this stunning 3-bedroom, 2-bathroom home is designed for both relaxation and entertaining. As you enter into the light and airy living space, you are greeted with newly wood-look tiled floors and fresh paint throughout in this open area. The kitchen offers all the modern conveniences with white cabinets with crown molding, stainless appliances and granite countertops. A convenient breakfast bar with seating for 3 provides the perfect accompaniment alongside the dining area offering comfortable eating space for family and friends. All 3 bedrooms are tucked away on the other side of the home with an ample level of privacy between them. Both bathrooms have been meticulously remodeled (11/2024). The ensuite bathroom offers a floating quartz vanity brand new expertly tiled shower with a custom glass divider. In the second bathroom, a new vanity with engineered quartz countertops, brand new toilet and tub/shower combination have been installed to provide a fresh and new feeling to the room. A set of sliding glass doors lead to a large back yard offering providing privacy and tranquility. You will find great storage in this home with two hall closets and built racks in the 2 car garage. Additional neighborhood amenities include the nearby Winter Pines Golf course, Cady Way Pool, tennis and pickleball courts, playground, Ward Park sports fields and MORE! The Wellness Center and Advent Health sit just outside of this community along with a plethora of grocery stores, restaurants, and shopping. Area colleges including Full Sail, Valencia, Rollins and UCF...all just minutes away. With its ideal blend of interior luxury and expansive outdoor living, it’s the perfect place to call home. HVAC - 2023, ROOF - 2022

2779 Prince John Road, Winter Park

$540,000
4 Beds 2 Baths Lost Creek SubDv. 32792 Zip Code
This Winter Park, Tuskawilla area residence is located in the highly desirable "Lost Creek" subdivision. This home is comprised of 4 bedrooms 2 bathrooms in a distinctive private community on a cul-de-sac. Once inside this home you will notice multiple spacious living areas. Not the standard open floor plan where you see the kitchen from the front door! As you enter the front door, you immediately notice the very high vaulted cathedral ceilings with a gorgeous double sided fireplace. The double-sided wood burning fireplace is in both the family room and living room! The chef's kitchen is so spacious, it has room for a dining table and lots of elbow room for those family parties and holidays. Solid wood cabinets and granite counter tops complete this terrific kitchen. In the more formal dining area there is expansive room for a 8 person dining table easily. The oversized pantry is so handy for stocking up and great storage for those holiday platters! This home is designed for modern living....seamlessly connecting outdoors and indoors. Outdoor screened patio has plenty of room for grilling on the BBQ. Located in the backyard is also a storage shed, great for storing fishing poles or lawn care equipment. Plenty of room for a sparkling pool. The primary bedroom suite has tall ceilings and is flooded with natural light. A large walk in closet and double vanity-dual sinks, with a soaking tub and separate walk in shower complete this true en-suite bathroom. The 3 additional bedrooms are located down their own hallway, with the large bathroom and bright white tiled tub and shower. Brand new air conditioner and hot water heater installed in October 2024. The oversized 2 car garage is ready for all the toys!! Lost Creek has lovely tree lined streets and well taken care of homes. A fantastic location with Seminole County schools. All, less than 1.8 miles from the home. Do NOT miss out, call for a tour of this gorgeous home...

3084 Heartleaf Place, Winter Park

$551,000
4 Beds 2 Baths Arrowhead Cove SubDv. 32792 Zip Code
**The MOST discerning buyers must come see this home in person!** Have you been dreaming of cul-de-sac life? Take a long look at this better-than-new home. The many improvements will impress the most particular buyer and are too lengthy to fit in this description, so please reach out for a full list of updates and to schedule a tour! This is the last home sitting at the end of a beautiful street where pride in ownership abounds all around. Nestled between Lake Nan and Lake Waunatta, open the brand new windows and sliding glass doors to catch lake breezes. Well kept by one owner from 1972 to 2024, this home combines the charm and fortitude of years gone by with the ease and style of contemporary living through brand new features like cozy wood look tile floors, elegant kitchen, great bathrooms, and so much more. The home is zoned for sought after Lakemont Elementary, Maitland Middle, and Winter Park High School. The floor plan is excellent for many lifestyles with the kitchen open to a large living space, with additional formal/flex living space separate. A 4th bedroom overlooking the front yard would make a great office, den, or playroom. The stunning kitchen has classy cream cabinetry, quartz counters with waterfall island, under-cabinet dimmable lighting, warm gold accents, and jazzy high end appliances. Every light fixture has been replaced and paired with Kasa smart switches to control from your phone or iPad. Entry smart keypad lock, Wifi enabled thermostat, app-enabled garage door opener, and some appliances having remote connectivity make living in this home easy. No wall has gone untouched with fresh ceiling and wall texture and coats of beautiful creamy paint. The exterior is also in great shape with a lovely inviting color palette and sky blue accents. The 2-car garage floor is freshly epoxied with extra workspace. Mature landscaping is visible through every window and can be watered by a well-fed irrigation system. The primary suite has its own bathroom with large vanity and curbless shower entry. There’s also a massive 7x12 walk-in closet to make your Instagram organizational dreams come true. Two additional bedrooms on one side of the home are large with wonderful natural light. With Florida’s unique homeowners insurance challenges, it’s super important to look at the big four points of the home you’re buying. Roof: Set apart by a doubly fortified deck with brand new shingles in 2024. Electrical: Every single wire is brand new, along with panels. Plumbing: Water supply lines have been replaced and a new 50-gallon water heater added. HVAC: The Lennox unit is 2019 and operates beautifully. Reach out with any questions and to schedule a private tour!

7884 Broken Arrow Trail, Winter Park

$480,000
3 Beds 2 Baths Kenilworth Shores Sec 01 SubDv. 32792 Zip Code
Centrally located residence that features a family-friendly layout located in one of the most sought-after areas of the Orlando region, Winter Park. This upscale community is conveniently located just 5 to 10 minutes by car from downtown Orlando. The interior boasts three generously sized bedrooms, two full bathrooms, and an additional half bath in the utility area, all enhanced by elegant wood flooring and modern stainless-steel kitchen appliances. A dedicated laundry room is also included next to the Carport, equipped with a washer and dryer. Externally, the property offers a backyard with a pavered patio, a carport, and off-street parking. The home is enveloped by mature landscaping, which provides an added sense of privacy. Its prime location allows for easy walking access to Winter Park Hospital, Starbucks, and Outback Steakhouse. Additionally, it is a short drive from Rollins College, Full Sail University, the VA Hospital, and Baldwin Park. Nearby Cady Park and Trail provide recreational facilities, including ball fields, a swimming pool, and a bike path. The home is zoned for excellent schools, such as Brookshire Elementary, Glenridge Middle, and Winter Park High. This outstanding property offers a fantastic opportunity for moderate renovations, enabling you to customize it to your ideal living space. Take advantage of this great opportunity to make it your very own today!

525 S Lakemont Avenue, 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

$527,500
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Location, Location, Location! Don’t miss this opportunity to own a charming single-story home in the well-established Winter Park Pines neighborhood, known for its great schools and quiet streets. The exterior boasts tidy landscaping and an inviting front porch. Step inside to discover a spacious and bright living room, highlighted by an attractive brick feature wall which separates this area from the hallway leading to three bedrooms and two bathrooms. On the left is a dining room that can easily be converted into an office, playroom, or anything you desire. The large kitchen and adjacent family room, adorned with original terrazzo flooring and built-in features, bring warmth with another brick feature wall. These rooms flow seamlessly out to a large, screened porch and fenced yard with direct access to the serene Cady Way Trail. The home also includes a 2-car garage, an inside laundry room complete with a washer and dryer, and an attached storage shed perfect for bikes or other equipment. This home is a perfect canvas for your personal touch, with fresh interior paint, a roof installed in 2018, a new air conditioner in 2022, and a brand-new electrical system in 2024. Winter Park Pines offers an excellent voluntary community association with no required HOA fees. The optional $60 per year ensures the upkeep of the community signage and common area landscaping, the distribution of the bi-monthly "Needles from the Pines" newsletter, special neighborhood events, and more.

513 Cornwall Road, Winter Park

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