Refine Search
Map
Sort by
$183,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Bring your creativity and imagination to this  2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location. It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property.

2529 Windward Way, Winter Park
$629,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code
***MUST SEE WINTER PARK POOL HOME*** Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block pool home nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features an open layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen with all the amenities... new stainless-steel GE appliances, elegant quartz countertops, sturdy oversized soft-close shaker cabinets and two large built-in wall pantries. The open living area includes a cozy formal dining room with additional countertop seating, and a picturesque sliding glass door opens to an extra-large 40 x 12 outdoor covered porch that provides additional casual outdoor living space. The spacious primary bedroom has a vaulted ceiling and his/her closets, with private access to the backyard covered porch, and features a fully renovated en-suite bath. The secondary bathroom has been tastefully upgraded, as well. Freshly painted inside and out, this immaculate home has new waterproof LVP flooring throughout, new light fixtures and ceiling fans, and stylish window shade coverings on every window. With an indoor laundry room and a two-car carport, this worry-free home features a new AC unit installed in 2025, a new electrical panel and updated plumbing, and a roof that was replaced in 2018. Setting this home apart is your private outdoor private backyard oasis, showcasing a gorgeous 32 ft long/10 ft deep in- ground pool plus a unique outdoor kitchen . . . perfect for family gatherings or hosting a Bar-b-que pool party . . . and with a generously sized 10’ x 18’ shed with full electric providing additional storage solutions or living options, this fully fenced-in backyard is truly a tranquil outdoor haven. Zoned for excellent Winter Park schools, this home is located four blocks from Winter Park High and less than a mile from Brookshire Elementary and Glenridge Middle. It comes with deeded access to the boat ramp and fishing dock at Lake Berry. Blue Jacket Park and Cady Way Park are just down the street, showcasing great bike trails for walking and jogging. The well-known shopping and restaurants of downtown Park Avenue and Baldwin Park are just minutes away. Rollins College, UCF, Full Sail University, and Winter Pines Golf Course are all close by. And Advent Health/Winter Park Hospital is less than a mile down the street. This is a quiet, family-friendly community known for its tranquility and peaceful living. Don’t miss this opportunity to make this wonderful home your very own. Schedule your showing today.

1926 Natalen Road, Winter Park
$865,000
3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
Discover a rare opportunity to own a beautifully maintained home that perfectly blends comfort, style, and location. Nestled in a desirable neighborhood, this property welcomes you with inviting curb appeal and a thoughtfully designed layout ideal for both everyday living and entertaining. Inside, you’ll find spacious living areas filled with natural light, a modern kitchen featuring quality finishes and ample storage, and generously sized bedrooms that offer the perfect retreat at the end of the day. This home has been thoughtfully updated with major improvements already completed for peace of mind, including a new AC system, all new ductwork, and new insulation installed in 2020 for enhanced energy efficiency and comfort. The exterior was freshly painted in 2020, the roof was replaced in 2021, and the pool was resurfaced in 2021—perfect for enjoying warm days in your own backyard oasis. Electrical panels were updated in 2018, and the water heater was replaced in 2024, offering added reliability and value. Ideally located just minutes from Baldwin Park and the prestigious Park Avenue district, you’ll enjoy easy access to boutique shopping, dining, and community events. This home is also a short drive to Rollins College, Full Sail University, and the University of Central Florida (UCF), making it a convenient choice for professionals, faculty, and students alike. Step outside to a private backyard ideal for relaxing evenings or entertaining guests. Conveniently located near parks, schools, and everyday amenities, this move-in-ready home offers both tranquility and accessibility. if you're on the market this exceptional property is ready to welcome you home.

628 Dunblane Drive, Winter Park
$180,000
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
This isn’t your average condo. It’s professionally updated with large rooms and more closet space than you’ll know what to do with. There’s even a washer and dryer right in the unit (no more laundry runs!), newer appliances, and parking right outside your door. On a scale from 1 to 10, this place is easily a TWENTY! Seriously, no expense was spared to make it super comfortable. You’ll love the bright living room that opens into a dining area and cozy kitchen that has been remodel and replace for today's lifestyle. There’s no carpeting flooring anywhere, making clean up easy! They even thought of the little things and replaced the following items: doors, bigger baseboards, oversize crown molding, shiplap ceilings, fancier trim work on doors, locks and knobs, updated electrical outlets and switches, brand new vanity cabinet in the bathroom, toilet and all around newer light fixtures—it’s all been done for you. The full-size washer/dryer is cleverly tucked away in the primary closet for convenience. The location? Perfect! At Four Seasons you’re just minutes from Winter Park shops and restaurants—and downtown Orlando is just a short trip away when you want some excitement. If you’re looking for comfort AND style in an unbeatable location—this is it!

200 Saint Andrews Boulevard Unit 705, Winter Park
$115,000
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Welcome to 188 Lewfield Cir — a beautifully designed 1-bedroom, 1-bath condo located in the highly desirable The Stratford at Winter Park Condominium community. This unit features an open floor plan that creates a bright, spacious feel, perfect for comfortable everyday living or entertaining guests. The layout maximizes functionality while maintaining a modern, low-maintenance lifestyle. Residents of The Stratford enjoy resort-style amenities including two outdoor swimming pools, a clubhouse, a fully equipped fitness center, and beautifully maintained grounds; offering both relaxation and convenience right outside your door. Located in the heart of Winter Park, you’re just minutes from premier shopping, top-rated restaurants, entertainment, and major roadways. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this location places you in one of Central Florida’s most sought-after areas. Comfort. Convenience. Winter Park lifestyle. 188 Lewfield Cir is ready to welcome you home.

188 Lewfield Circle Unit 188, Winter Park
$215,000
2 Beds ⋅ 2 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code
Low HOA!!! Spacious 2-bedroom unit offering 1,008 sq ft plus a 16x8 enclosed Florida room and a one-car garage, presenting a great opportunity for an investor or buyer ready to add value. The unit has been professionally cleaned, and following a water heater failure, ServPro inspected and addressed the area—no severe damage reported. As a result, baseboards have been removed throughout, and carpet has been removed from both bedrooms, leaving bare concrete and a blank slate for new flooring. The home features vaulted ceilings in the living and dining areas, a large welcoming foyer, and a functional kitchen with pantry and dual lazy Susan cabinets. Major components include a 2023 roof, 2025 water heater,2010 A/C, poly piping, and a Gould-brand electrical panel. HOA covers roof, exterior maintenance, termite bond, and pest control; buyer approval is required. Recent comparable sales support strong potential—bring your vision and make this one your own.

5130 Lazy Oaks Drive Unit 5130, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
PRICE ADJUSTMENT! Welcome to this beautifully maintained 3-bedroom, 2-bath home for sale in Winter Park located in the highly sought-after Garden Grove community. Situated on a generously sized lot, this property offers the perfect blend of comfort, functionality, and outdoor living, with plenty of room to add a pool and create your own private backyard retreat. Inside, you’ll love the spacious split-bedroom floor plan designed for both privacy and everyday convenience. Ceramic tile flooring throughout adds style and easy maintenance, while the open family and dining room combination creates a warm and inviting space for relaxing or entertaining. A charming wood-burning fireplace adds character and comfort, making this home feel cozy and welcoming. The updated kitchen is a standout feature, opening seamlessly to the dining area and offering granite countertops, new cabinetry, and a convenient breakfast bar that is perfect for casual dining or hosting guests. Sliding glass doors lead directly to the expansive fenced backyard, making indoor-outdoor living easy and enjoyable. The oversized backyard is one of this home’s biggest attractions. Whether you envision weekend barbecues, a play area for pets, lush gardening, or extra space for your RV, boat, or recreational vehicles, this property offers flexibility that is hard to find in Winter Park. With room for a pool, the possibilities are endless. Major improvements include a roof replaced in 2019, giving buyers added peace of mind. Conveniently located near shopping, dining, parks, and major roadways, this Winter Park home offers space, value, and versatility in one of the area’s most established and desirable neighborhoods. If you are searching for a home with a large fenced yard, updated kitchen, split floor plan, and room for all your toys, this Garden Grove gem is a must-see.

5647 Garden Grove, Winter Park
$710,000
3 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Offering 25k BELOW appraised value!! Buyer financing fell through, act quickly this one wont last long. In one of Winter Parks most sought after neighborhoods, take a look at this exceptional 3-bedroom, 2-bathroom pool home with an additional bonus space. Completely reimagined with a designer’s eye, this residence blends high-end aesthetic with the ultimate peace of mind—with a newer roof, A/C, and water heater. Step inside to a Sun-filled sanctuary featuring new luxury vinyl plank flooring and gorgeous tile. The heart of the home is the brand-new chef’s kitchen, featuring custom white oak wood cabinetry, rare Taj Mahal quartzite countertops, and elegant champagne bronze finishes throughout. The kitchen flows seamlessly into the living areas, where new tile work elevates the wet areas for a cohesive, upscale feel. Work from home in style in the dedicated bonus room, an ideal footprint for a private office or creative studio. This home features true functionally for a family to live in everyday. This one of a kind home features a custom in home laundry room, custom vanities, a fireplace made to enhance the homes aesthetic & custom doors through the entire home. Beyond the interior, your private Florida lifestyle awaits. Retreat to the expansive screened-in pool, patio and large backyard. Located just steps from the Winter Park Pines Golf Course and the scenic Cady Way Trail, this home offers more than just a renovation—it offers a lifestyle. Enjoy easy access to the clubhouse for dining, top-rated schools, and the vibrant culture of downtown Winter Park. With every detail thoughtfully curated and major systems already updated, this is the turnkey masterpiece you’ve been waiting for.

1108 Fairway Drive, Winter Park
$1,350,500
4 Beds ⋅ 4 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made brass burners anchors the room, complemented by Café luxury appliances, a stainless steel refrigerator, quartz countertops, and custom cabinetry. The walk-in pantry with floating shelves and under-shelf lighting adds both beauty and function. An indoor wine bar with built-in cabinetry and wine refrigerator enhances the entertaining experience, while an upstairs beverage station keeps every level equally equipped.The primary suite is a full spa experience. The glass enclosed shower features a rain head, body jets, and handheld fixtures. A soaking tub, dual vanities with quartz counters, and a generously proportioned walk-in closet complete the retreat. Imported aged brass designer light fixtures are included in the sale. Philips Hue smart lighting synchronizes every indoor and outdoor light in one app, and a smart security camera system with fingerprint keypad entry completes the tech package. The outdoor living experience rivals the interior. A covered lanai with a fully equipped summer kitchen, including a built-in grill, dedicated refrigerator, and generous prep space, flows into a landscaped courtyard designed with an Italian villa, Mediterranean feel. As evening falls, intentional landscape lighting transforms the grounds into an intimate setting perfect for al fresco dinners, fireside gatherings, or projecting the big game under the stars. Walk to pickleball courts, athletic fields, and a premier wellness facility. Park Avenue's celebrated boutiques and dining are just minutes away. New construction of this caliber is increasingly rare in Winter Park. Schedule your private showing today. The furniture and décor, curated by a professional design team, are negotiable, making it possible to move in with the full look already in place.

2454 Brookshire Avenue, Winter Park
$218,000
3 Beds ⋅ 3 Baths ⋅ Village/Whisperwood SubDv. ⋅ 32792 Zip Code
Welcome home! You've found it, a spacious end unit townhome style condo with private 1 car garage with extra storage space. Open floorplan first floor, when you walk in the front door you walk into a huge living room/dining room combination room with views out the back of your private screened patio overlooking a pond. The kitchen features lots of counter space, breakfast bar on the kitchen island and all appliances included! upstairs you will find a HUGE master suite with walk-in closet and ensuite bathroom with dual vanities, separate water closet and shower. Down the hall you have your indoor laundry closet, as well as two additional bedrooms with view of the pond. Easy commute to Downtown, Baldwin Park, Winter Park with quick access to the 408 and 417!

7117 Swallow Run Unit G1, Winter Park
$174,900
1 Beds ⋅ 1 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!

4768 Tangerine Avenue Unit 4768, Winter Park
$200,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. This low-maintenance Winter Park one-story condo just became even more affordable ... 4.99% FIXED Interest Rate for 7 years!! This is NOT a buydown... savings of $200/mo or more! This one-story corner unit is Move-in Ready offers privacy, a screened patio overlooking a serene and well-manicured courtyard, and beautiful updates. Inside you will love the updated kitchen with added storage solutions, beautiful updated bathrooms, AND all major mechanical updates already taken care of. With a New Roof, Updated Electrical, Newer A/C, Replaced Water Heater and so much more... plus the community amenities include a pool, sidewalks, pet stations, and an unbeatable Winter Park location - and this 2-bedroom, 2-bath condo offers the ideal combination of comfort, convenience, privacy, and value. Inside, you’ll find a functional split-bedroom floor plan, spacious living and dining areas, indoor laundry, and a screened patio that adds valuable outdoor living space. The one-story layout offers easy everyday living, while the corner-unit location provides added privacy and a more desirable setting within the community. The flexible floor plan works well for everyday living, guests, roommates, or even a home office setup. Located in a community with a pool and situated near shopping, dining, major roadways, and daily conveniences, this property offers easy access to University of Central Florida, Full Sail University, SR-417, FL-436, Downtown Winter Park, and Downtown Orlando. Whether you are searching for a primary residence, a first home, or a low-maintenance property in a central location, this home checks all the boxes. The special financing rate equates to a savings of approximately $213 per month. Now more than ever, if you’ve been searching for an affordable, easy-maintenance, Move-in Ready property in Winter Park ... this is your sign! Seller offering an incredible savings to help you on your path to homeownership. Terms and conditions apply. Call for details.

4864 Tangerine Avenue Unit 4864, Winter Park
$468,000
3 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Move in ready and nicely updated. This 3 bedroom 2 1/2 bath home situated on a large corner lot blends modern elegance and everyday comfort. This home features a beautifully updated kitchen with high end finishes. Everything has been replaced. New roof 2025, New AC and New Plumbing. Every detail has been thoughtfully designed for effortless living. The spacious, tree covered backyard offers a serene retreat-perfect for entertaining or unwinding in the private hot tub. Bring your toys to store under the built in aluminum cover. Nestled in a highly desirable Winter Park Location, close to shopping, dining and top rated schools. This home delivers the ideal combination of luxury lifestyle, and location.

1465 Auburn Green Loop, Winter Park
$300,000
3 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Absolutely stunning, well maintained, MOVE-IN READY 3 bedroom, 2 bath home with a two-car garage, tucked away on a quiet cul-de-sac in the heart of Winter Park and with NO HOA!! Step through your screened porch and inside to luxury vinyl flooring gracefully flowing throughout the entire home, complemented by fresh interior paint that gives the space a crisp, modern look. The kitchen is both functional and inviting, offering real wood cabinetry, granite-inspired countertops, a tiled backsplash, stainless steel appliances, an oversized pantry, and a generous breakfast bar that opens seamlessly to the living and dining areas, perfect for entertaining or everyday living. The primary suite provides a comfortable retreat with a walk-in closet featuring a custom organizer and sliding doors that lead directly to the backyard oasis. Its en-suite bath has been thoughtfully refreshed with new toilet, new vanity, and updated fixtures for a bright, polished finish. The split floor plan enhances privacy, while the secondary bedrooms are ample size and include custom closet organizers and updated ceiling fans with light. The guest bathroom has also been refreshed with new toilet, vanity, mirror and fixtures to match the home’s clean, cohesive feel. Major improvements include a NEWER ROOF and HVAC system (2021), NEW WINDOWS & SLIDERS, a newer electrical panel, and a newer water heater, offering both comfort and peace of mind. Step outside to a massive FULLY FENCED backyard with endless possibilities for entertaining, gardening, play, or simply relaxing. Space like this is hard to come by in Winter Park at this price point. Come see this home for before it is too late! Ideally located just minutes from Costco, Publix, Full Sail University, UCF, Rollins College, Baldwin Park, Downtown Orlando, the 417, Orlando Executive Airport, and countless shopping and dining options, this home combines comfort, updates, and convenience in one compelling package. If you’ve been looking for a well-cared-for home in a prime location with real outdoor space and meaningful upgrades already completed, this one is worth your attention. Schedule your private showing, TODAY!

3209 Royal Street, Winter Park
$172,000
2 Beds ⋅ 2 Baths ⋅ Goldenrod Villas Condo SubDv. ⋅ 32792 Zip Code
Welcome to Goldenrod Villas of Winter Park, where location, layout, and UNLIMITED POTENTIAL come together in this 2-bedroom, 2-bath single-story condo ready for your vision and personal touch. Ideal for investors, first-time buyers, or anyone looking to create a space tailored to their own style, this home offers STRONG BONES and a FUNCTIONAL FLOOR PLAN that simply needs a cosmetic refresh to truly shine. Inside, you’ll find an OPEN-CONCEPT LAYOUT where the Living room, Dining area, and Kitchen flow effortlessly together, creating a spacious feel perfect for everyday living or entertaining. The Kitchen features pantry shelving, a CONVENIENT LAUNDRY CLOSET, and a COZY EAT-IN AREA for casual dining. The Living Room is bright and welcoming, complete with a ceiling fan and sliding glass doors that open to a SIZEABLE ENCLOSED, SCREENED BACK PATIO. This extended outdoor living space includes a storage closet and overlooks a SPACIOUS, FENCED BACKYARD — a rare and desirable feature that provides privacy and room to relax. The Primary Suite offers generous proportions, a ROOMY WALK-IN CLOSET, and a private en-suite bath. Sliding glass doors from the bedroom also lead directly to the screened patio, adding a PEACEFUL INDOOR-OUTDOOR CONNECTION.. The second bedroom is impressively sized with its own HUGE WALK-IN CLOSET and easy access to the second full bath. Residents of Goldenrod Villas enjoy a SPARKLING COMMUNITY POOL and well-maintained grounds, all while being perfectly positioned in the heart of Winter Park. Just MINUTES AWAY, you’ll find the shops and restaurants of WINTER PARK VILLAGE and the charming boutiques and dining along Park Avenue. Outdoor enthusiasts will appreciate EASY ACCESS to the Cady Way Trail, while nearby Rollins College and Full Sail University add to the vibrant community atmosphere. Major roadways including 436, 417, and 408 are CLOSE BY, making commuting simple and convenient. With its UNBEATABLE LOCATION and endless possibilities, this condo is a fantastic opportunity to renovate, personalize, and BUILD EQUITY in one of Central Florida’s most sought-after areas. Bring your creativity and make it your own!

7733 Country Place Unit G2, Winter Park
$262,500
3 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. This 3/2 is attractively priced for a fast sale, offering great value for its renovations. Located in Winter Park, it combines affordability, quality, and prime location. Each detail has been carefully chosen to ensure a comfortable living space. From the beautiful cabinets in the kitchen to the top-of-the-line appliances, quality flooring, and even down to the soft closing hinges on doors and drawers – no detail has been overlooked. What's more, this home comes with a washer and dryer for convenience. The spacious bedrooms offer ample room for relaxation and rest. If you value your car, you'll appreciate the reserved, covered parking space just steps away. Residents here at the Four Seasons Condo Assn. enjoy exclusive access to three community pools, tennis courts, shuffleboard, fitness room and clubhouse facilities. Plus, our pet-friendly HOA ensures that every member of your family is welcome. Conveniently located near Ward Memorial Park, Cady Way Park and Trails, you'll also find Advent Health Hospital nearby along with Publix, Trader Joes, Starbucks, and an array of dining options within reach. And for those seeking higher education opportunities, University of Central Florida, Rollins College, and Full Sail are all just a short Vespa ride away. Can't wait for you to see this place for yourself - it's truly something special!

200 Saint Andrews Boulevard Unit 2504, Winter Park
$68,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Conveniently located in Winter Park near many amenities, shopping plazas, University of Central Florida, and about 30 minutes from Orlando International Airport. Perfect for first time buyers.

282 Scottsdale Square Unit 282, Winter Park
$160,000
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
Welcome to 3651 N Goldenrod Rd, Unit A101, a desirable first-floor corner condo in Winter Park offering comfort, convenience, and an ideal location. This 2-bedroom, 2-bath home features easy access parking nearby and a bright, open living space filled with natural light. The updated kitchen includes stone countertops, stainless steel appliances, and generous cabinet storage, with appliances replaced last year. The primary suite offers a private en-suite bathroom and ample closet space, while the second bedroom is positioned near the second full bath, making it well suited for guests, roommates, or a home office. A sliding glass door opens toward the community pool just behind the unit, creating a relaxing setting steps from your door. The washer and dryer are included and were replaced four years ago. Located near the University of Central Florida, Full Sail University, and SR-417, this condo offers quick access to major commuting routes, shopping, dining, and everyday essentials. Whether you're looking for a primary residence or a long-term investment opportunity, this property combines location, functionality, and value in one of Orlando’s most connected areas.

3651 N Goldenrod Road Unit A101, Winter Park
$265,000
2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a fenced backyard, low HOA, and a flexible bonus space ideal for a home office, study, or hobby area. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly to the main living area plus upgraded appliances. The primary suite includes a private bath and generous closet space, while the secondary bedroom and full bath provide flexibility for guests, office use, or additional living needs. Enjoy outdoor living in the fully fenced yard—ideal for relaxing, gardening, or pets. Additional highlights include driveway parking, interior laundry, and low-maintenance living. -- NEW ROOF IN PROCESS -- Prime location with convenient access to major corridors and top destinations: ˜ 3 mi to Full Sail University, ˜ 5 mi to UCF, ˜ 4 mi to AdventHealth Winter Park, and ˜ 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location value.

2530 Leeward Way, Winter Park
$401,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code
Situated in an established Winter Park neighborhood, this single-family residence offers a functional layout with generous living space designed for everyday comfort. The home features multiple living areas that provide flexibility for daily living, entertaining, or work-from-home needs. Conveniently located near major roadways, public transit, shopping, dining, and surrounding Central Florida destinations, this property offers a balanced blend of accessibility and neighborhood appeal within Seminole County.

3330 Coleus Court, Winter Park
$286,000
2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today!

3204 Netherwood, Winter Park
$115,000
2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code
Priced to sell! This 2 bedroom 2 bathroom condo located in the highly sought after Winter Park area is the perfect opportunity for an investor or a first time buyer. This unit has new luxury vinyl plank flooring throughout, recently upgraded kitchen cabinets, huge living room area and very spacious bedrooms. Located on the 2nd floor, and within steps of the community pool and laundry facility. Call or text to schedule a showing!

1000 S Semoran Boulevard Unit 512, 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
$440,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample space for your morning routine. The fenced-in backyard provides a private outdoor space for relaxation and entertainment. The home has been recently updated with fresh interior and exterior paint, giving it a clean, refreshed look. New flooring throughout the home adds a touch of sophistication and durability. The new appliances ensure efficiency and convenience. Included 100-Day Home Warranty with buyer activation

2052 Leanne Court, Winter Park
$480,000
3 Beds ⋅ 2 Baths ⋅ Quail Run SubDv. ⋅ 32792 Zip Code
Charming home nestled in a small, quaint community on spacious, custom-home lots. This well-maintained 3-bedroom, 2-bath residence with a dedicated office is situated on over a quarter-acre towards the end of a quiet cul-de-sac. The kitchen features white shaker cabinetry, stainless steel appliances with the refrigerator and dishwasher having been replaced just 3 years ago. The exotic-grade granite countertops pair beautifully with the tile backsplash, creating a cohesive and elegant kitchen design. The family room is anchored by a brick, wood-burning fireplace. Both the family room and the primary bedroom have French doors to the covered, screened lanai—perfect for indoor-outdoor living. Step outside to a truly private backyard oasis, professionally landscaped by Victor Dorantes and adorned with mature fruit trees, including mango and papaya. Major upgrades provide peace of mind and energy efficiency, including new energy-efficient windows (2021), a new roof (2021), new HVAC system (2020), and new hot water heater. Additional improvements include new ceiling fans and light fixtures, popcorn ceiling removal with textured knockdown finish, a remodeled hall bathroom, added gutters, and an updated irrigation system—plus much more. The garage has added square feet in height (15’9” wide x 9’10” high) that will easily accommodates boats, SUVs, trucks, or trailers. Be sure to review the Features & Benefits Sheet for a complete list of upgrades. This move-in-ready home has been meticulously cared for—schedule your showing and make it yours today!

4591 Whimbrel Place, Winter Park
$710,000
5 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Experience the best of Winter Park living at 630 Saint Dunstan Way, where modern comfort meets everyday functionality. Located just one block from the Cady Way Biking and Walking Trail, this beautifully renovated home showcases a stunning kitchen with a statement island, beverage center, and custom coffee station—perfect for both daily living and entertaining. The spacious primary suite features a double-vanity bath and an oversized walk-in closet, a rare find in this area. Major recent upgrades include a 2024 roof and 2022 A/C, offering peace of mind for years to come. Additional highlights include a private irrigation well, an electric panel wired for generator hookup, and two dedicated office spaces providing exceptional flexibility for work or lifestyle needs. Enjoy Florida living outdoors with a screened-in back patio, outdoor shower, and a fully fenced private yard with no rear neighbors. Ideally situated near Downtown Winter Park and Park Avenue, with easy access to Baldwin Park, UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Orlando International Airport. Just minutes from Cady Way Park, the community pool, and new pickleball courts. This home delivers what buyers want most: modern updates, walkable convenience, and the unmistakable charm of Winter Park.

630 Saint Dunstan Way, Winter Park
$255,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Recently Improved to $259,900 - One of the BEST Values in Winter Park !! Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location. The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning fireplace, and sliding glass doors that lead to a screened rear porch, creating a seamless indoor-outdoor connection. Two skylights and a second-story loft overlooking the living room add architectural interest and flexible space ideal for a home office, reading nook, or guest retreat. The thoughtfully designed split floor plan enhances functionality and privacy. Additional highlights include a spacious kitchen with breakfast bar and island, a primary suite on the main level, and a screened back porch perfect for relaxing or entertaining. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle. Located just minutes from Rollins College, with convenient access to local retail shopping, dining, and everyday conveniences, this home is also a short drive to downtown Orlando, offering easy access to museums, theaters, and a variety of local events—combining the charm of Winter Park with excellent city connectivity. All measurements and information should be verified.

2501 Tahoe Circle, Winter Park
$165,000
2 Beds ⋅ 2 Baths ⋅ Hidden Oaks Condo Ph 06 SubDv. ⋅ 32792 Zip Code
Terrific townhome in the Hidden Oaks community offers an updated interior & it's own privacy fenced patio! Step inside to the bright and spacious living/dining combo w/lovely wood laminate flooring & wet bar, galley style kitchen w/breakfast area, laundry closet w/full size washer & dryer, and 2 terrific bedrooms-one with oversized walk-in closet. Storage under the stairs and in AC closet. Enjoy the community amenities including a pool! Great location just off Goldenrod Rd and within close proximity to E Colonial, 408 & 417 for an easy commute & access to everyday amenities! Plus, Full Sail University is 1.8 miles away, Valencia 4.5 miles and UCF is 6.2 miles!

3315 Amber Wood Way Unit 104, Winter Park
$460,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates 1st Add SubDv. ⋅ 32792 Zip Code
PRICE REDUCED!! Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Brand New Roof (2024) Replumbed (2024) New HVAC System, Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances. Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower. In the Family Room: Spacious layout with a cozy wood-burning fireplace, Oversized Garage: Perfect for larger vehicles, including SUVs. The backyard has a: New Fence, New Pergola and New Extended Porch. This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!

1052 Manchester Circle, Winter Park
$360,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Welcome to 1690 Viburnum Lane, a classy, 3 Bed, 2 Bath home in the heart of Winter Park! *NEW* Roof (2024), Driveway (2025), Water Heater (2026), HVAC & Double-Pane Windows (2019)! The spacious & open layout is highlighted by the large windows allowing natural light to flood in the living room area through to the kitchen. The kitchen features ample storage space, with matching appliances, built-in microwave, and dinette. The enclosed Florida room offers wall-to-wall windows with views of the spacious, fenced backyard. The long driveway to the covered and oversized 2-car carport parking completes the exterior appeal. The home is located in a well-established residential pocket of Winter Park, prized for its mature landscapes, proximity to great schools, and easy access to the Orlando area’s shopping, dining, and entertainment. This property combines timeless charm with strong neighborhood appeal in one of Central Florida’s most sought-after cities. Don’t miss out - Schedule a showing today

1690 Viburnum Lane, Winter Park