Refine Search
Sort by
4019 Quenita Drive, Winter Park
$660,000
4 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code
Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone.

4019 Quenita Drive, Winter Park

595 Huntington Avenue Unit 4, Winter Park
$637,500
3 Beds ⋅ 3 Baths ⋅ Mc Intyre Place Condo SubDv. ⋅ 32789 Zip Code
Back on Market- Buyer Financing fell through--Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half Baths, volume ceilings, pristine travertine marble floors and an abundance of natural light throughout. Enjoy green outlooks through every window. Eat-in kitchen with quartz countertops, separate coffee bar, and stainless-steel appliances. Formal dining room (or flex room) overlooking a patio/atrium. French doors expand the home onto two separate private and peaceful garden patios showcasing meticulous landscaping (with nighttime lighting), marble pavers and one with an updated screen enclosure. An upstairs master suite offers generous closet space with a skylit dressing area and bath with double sinks, soaking tub and walk-in shower. Jack & Jill Bath creates the perfect ensuite guest bedroom. Additional features include wood-burning fireplace, custom plantation shutters, and attached 2-car garage with ample built-in storage. Newer Roof (2021), HVAC (2024), Kitchen Cabinets renovated (2024), New Stove/Oven (2024), Exterior and Interior Paint (2025). Call and come see it!

595 Huntington Avenue Unit 4, Winter Park

3319 Ellwood Court, Winter Park
$470,000
5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
The pool home you’ve been waiting for is here! Welcome to this beautifully renovated 5-bedroom, 3-bathroom home offering 1,546 SF of living space, abundant natural light in every room, a spacious screened porch, a private pool, and a Mother-in-law Suite with its own private entrance—perfect for guests, multi-generational living, or rental income. The primary suite features a connected den, ideal for an office or nursery, and the spacious bedrooms provide plenty of flexibility. Upgrades include a remodeled kitchen (2024), remodeled bathrooms (2024), new floors (2024), re-plumbing (2024), new dishwasher (2025), updated electrical, and an A/C is 2010 and Water Heater replaced in 2020. Step outside to your private pool and expansive yard, complete with a new fence (2024), a new shed, and a pool pump replaced in 2023—creating the ultimate Florida retreat. Move-in ready and thoughtfully updated, this home seamlessly blends modern living, flexible indoor spaces, and resort-style outdoor amenities. Ideally located in the heart of Winter Park, with effortless access to shops, restaurants, top-rated schools, and major highways, and conveniently reachable from both Aloma Avenue and Howell Branch Road, this exceptional property won’t last long—schedule your private showing today and see it for yourself!

3319 Ellwood Court, Winter Park

320 Granada Drive, Winter Park
$360,200
3 Beds ⋅ 2 Baths ⋅ Fairview Heights Rep SubDv. ⋅ 32789 Zip Code
Welcome to this delightful 3-bedroom, 2-bathroom home nestled in the heart of sought-after Winter Park! Bursting with character and charm, this property features original hardwood floors that add warmth and timeless appeal, along with a cozy antique wood-burning stove that brings a touch of rustic elegance to the living space. Plus, an updated bathroom is perfect for visitors. Set on a large lot (.28 acres), the expansive backyard offers endless possibilities, complete with a large outdoor storage shed, detached garage, and a carport combo—perfect for extra storage, a workshop, or even could be reimagined as an accessory dwelling unit. The roof was updated in 2018, offering peace of mind for years to come. Plus, a bonus room can easily be used as an office or for storage. Conveniently located near I-4, this home offers easy access to Orlando’s world-renowned theme parks, stunning Florida beaches, and all the dining, shopping, and entertainment Winter Park is known for. Whether you're a family searching for a great starter home or an investor seeking valuable property in a high-demand area, this home offers incredible potential to make it your own. Don’t miss the opportunity to own a piece of Winter Park charm!

320 Granada Drive, Winter Park

1417 Miller Avenue, Winter Park
$1,707,880
5 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code
Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and smooth drywall walls and ceilings finish - no orange peel here!! The first floor primary suite features a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and a spacious closet with custom built ins. Also on the first floor is a conveniently located laundry room and secondary bedroom/flex room with a walk in closet and ensuite bathroom. The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package, custom cabinetry and a walk in pantry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover a large activity space, bedroom with an en suite bathroom and walk in closet. On the opposite side of the second floor are two more spacious bedrooms with carpet flooring, walk in closets and a shared bathroom with dual sinks. Completing the exterior is a transitional room with a full summer kitchen, pool with sunshelf and paver deck, shingle roof and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park

210 Laurel Park Court, Winter Park
$912,500
4 Beds ⋅ 3 Baths ⋅ Sanctuary At Lake Ann SubDv. ⋅ 32792 Zip Code
Welcome to 210 Laurel Park Court—a thoughtfully designed, single-story residence offering 4 bedrooms, 3 bathrooms, and a dedicated home office. Nestled on a ?-acre lot with a beautiful lake view of Lake Ann, this exquisite home is part of a private, gated enclave of just eight custom-built homes, perfectly situated close to everything you love about Winter Park living. Built by Arthur Rutenberg Homes and meticulously maintained, this residence showcases an array of upscale features designed for both comfort and luxury. Step inside to discover soaring ceilings, crown molding, and 18" neutral porcelain tile flooring, which together enhance the home’s open-concept design and timeless aesthetic. The formal living and dining rooms set the stage for elegant entertaining, while the spacious family room flows effortlessly into the kitchen and breakfast nook. The gourmet kitchen features a sleek gas cooktop, 42" solid wood cabinetry, and granite countertops—perfect for crafting culinary masterpieces. Natural light fills the open living areas, complemented by wood Bermuda shutters and integrated surround sound—ideal for both entertaining and everyday enjoyment. The primary suite is a serene retreat, offering direct lanai and pool access, his-and-hers walk-in closets, and a spa-inspired bathroom with a freestanding jetted Jacuzzi tub, glass shower enclosure, and dual vanities. This home has been thoughtfully updated for efficiency and peace of mind, featuring: Solar panels (2020) for reduced energy costs New A/C systems – condenser (2023) and air handler (2025) New hot water heater (2023) New washer & dryer (2022) Relax in the inviting living area centered around a stylish gas fireplace, or step outside to enjoy the beautiful pool and spa area—a private haven perfect for alfresco dining and leisurely afternoons. Each spacious bedroom has been designed to provide a peaceful sanctuary, while the landscaped yard adds to the home’s curb appeal and outdoor enjoyment. Ideally located just minutes from Winter Park’s boutiques, fine dining, cultural attractions, and top-rated schools, 210 Laurel Park Court offers an unparalleled blend of luxury, convenience, and modern efficiency. Experience the lifestyle you’ve always dreamed of in this exquisite home. (A one-time HOA capital contribution of $1,000 is required at closing.)

210 Laurel Park Court, Winter Park

2218 King Richards Court, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool home tucked away on a quiet cul-de-sac in the highly desirable Winter Woods community of Winter Park. This charming 3-bedroom, 2-bathroom residence offers the perfect blend of modern updates, comfort, and location. Step inside and immediately notice the brand-new flooring that flows throughout the spacious living areas, complementing the home’s open and inviting layout. The fully remodeled kitchen (2025) features all-new stainless steel appliances, sleek cabinetry, quartz countertops, and stylish finishes — a true showpiece for anyone who loves to cook or entertain. Enjoy peace of mind knowing the roof, HVAC, and water heater have all been updated within the last 4 years, ensuring years of worry-free living. The primary suite offers a private retreat with an en-suite bathroom, while two additional bedrooms provide flexibility for guests, a home office, or family. Outside, step through sliding glass doors to your screened-in patio and sparkling pool, surrounded by lush landscaping and a fully fenced backyard — ideal for relaxing or hosting gatherings year-round. Additional highlights include a two-car garage, block construction, no HOA, and a prime location close to downtown Winter Park, Park Avenue shopping and dining, UCF, Rollins College, and major roadways for easy commuting. Whether you’re a first-time homebuyer, downsizing, or looking for a move-in-ready property in a sought-after neighborhood, this Winter Park gem truly has it all.

2218 King Richards Court, Winter Park

2758 Sandwell Drive, Winter Park
$500,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Winter Park “Love Shack No More” – 4 Bedrooms, 2 Baths, and Plenty of Potential! When they said “happily ever after,” they didn’t mention drywall dust and half-finished projects! This 4-bedroom, 2-bath home in highly sought-after Winter Park comes straight from a divorce split, which means one lucky buyer gets the rare chance to finish what love couldn’t — a home with solid bones and serious potential. Some renovations are already underway — think new finishes, updated spaces, and the kind of promise that makes HGTV jealous — while a few projects are still waiting for someone handy (or just brave) enough to see them through. Set on a quiet street close to top-rated schools, charming boutiques, and Winter Park’s favorite restaurants, this property is ideal for anyone who can look past a little sawdust and see the dream beneath. Whether you’re a renovator, a romantic, or just someone who loves a good comeback story, this is your chance to turn “it’s complicated” into “move-in ready.” Sold As-Is — because closure never looked so good.

2758 Sandwell Drive, Winter Park

1278 S Pennsylvania Avenue Unit 13, Winter Park
$750,000
3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code
In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

1278 S Pennsylvania Avenue Unit 13, Winter Park

2829 Aloma Avenue, Winter Park
$343,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Rare Opportunity in Highly Sought-After Winter Park! APPRAISED FOR 500K THIS YEAR..... Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too! Step inside to a spacious and inviting layout, featuring a dedicated dining area flowing seamlessly into the kitchen. The centerpiece of the home is a stunning double sided fireplace, perfectly positioned between the living room and bonus room—adding warmth and character. Enjoy Florida living in this home that includes a sparkling pool, perfect for entertaining or unwinding in your private backyard oasis. This exceptional home offers easy access to major highways (408, I-4), downtown Orlando, and world-famous theme parks. Plus, you’re less than an hour from the Space Coast, where you can watch rocket launches up close! Homes in this prestigious community sell fast—schedule your showing today before it’s gone!

2829 Aloma Avenue, Winter Park

3425 Ferndell Drive, Winter Park
$405,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code
Fully Renovated Gem in Winter Park! Welcome to your dream home in one of Central Florida’s most sought-after neighborhoods—Winter Park. This beautifully renovated 3-bedroom, 2-bathroom residence blends timeless charm with modern updates, offering the perfect move-in-ready sanctuary for today’s lifestyle. Step inside and fall in love with the light-filled open layout, anchored by a stunning fireplace that adds warmth and character to the living space. Every inch of this home has been thoughtfully redesigned—from the brand-new luxury flooring to the freshly painted interior and exterior. The heart of the home is the all-new chef’s kitchen, featuring sleek quartz countertops, modern cabinetry, and upgraded fixtures that combine functionality with style. Both bathrooms have been completely remodeled with contemporary finishes, offering spa-like comfort every day. Additional upgrades include: New Roof, Fully Fenced-In Yard for privacy and pets, New Flooring Throughout, Modern Lighting and Hardware, and Gorgeous Curb Appeal That Pops with new landscaping! Set on a quiet residential street with top-rated schools nearby, this home offers unbeatable access to the best of Winter Park living. Enjoy quick commutes with easy access to major highways, and spend weekends exploring nearby boutique shopping, fine dining, parks, and premier malls just minutes away. Whether you're looking for a forever home or a smart investment, this turn-key property checks all the boxes. Location. Luxury. Lifestyle.?? Winter Park, FL ??? 3 Beds | ?? 2 Baths | ?? Fireplace | ?? Fully Renovated. This is the home you've been waiting for. Don’t miss your chance to own a slice of Winter Park paradise. Contact us today to be the first to tour!

3425 Ferndell Drive, Winter Park

1712 Golfside Drive, Winter Park
$750,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
The home you’ve been waiting for—an exceptional Winter Park residence offering a private pool and golf views. Situated at 1712 Golfside, this property welcomes you with a picturesque oak-lined street, a paver driveway, and timeless architectural character. Every element has been designed to deliver a sophisticated blend of comfort, style, and effortless living. This beautifully reimagined four-bedroom, two-bath home offers a modern open-concept layout featuring a wood burning fireplace and a stunning NEW kitchen. Custom cabinetry, stainless steel appliances, and an oversized quartz island with extra storage create a seamless space for gatherings and everyday enjoyment. Laminate flooring flows throughout the home, enhancing its clean aesthetic, while French doors extend the living space outdoors for a natural connection between indoor relaxation and poolside entertaining. The primary suite is a private retreat featuring a flexible office, nursery, or sitting area; a spacious walk-in closet with custom built-ins; and an elegantly modern en-suite bath with warm tones, a walk-in shower, and refined fixtures. Additional bedrooms offer generous space, plantation shutters, and well-appointed closets, contributing to the home’s balanced and thoughtful layout. Outdoors, the residence continues to impress with a NEWLY RESURFACED, HEATED POOL and spa, accessible from multiple rooms for effortless flow. A covered patio, mature landscaping, fenced yard and expansive pool deck create an ideal setting for morning coffee, quiet moments overlooking the chipping green, or hosting guests in a serene, resort-like environment. This premier location provides rare proximity near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, Baldwin Park, Park Avenue, UCF, and Full Sail. Also conveniently nearby are AdventHealth Winter Park, Crosby Wellness, and everyday shopping, where convenience meets connection. Recent upgrades include a 2022 ROOF, plumbing and electrical improvements, and extensive interior updates completed in 2024, including new flooring and a full kitchen renovation. A transferable home warranty adds an additional layer of assurance. 1712 Golfside delivers a refined living experience in one of Winter Park’s most desirable settings, offering the perfect balance of luxury, comfort, and everyday ease.

1712 Golfside Drive, Winter Park

2148 Blossom Lane, Winter Park
$417,500
3 Beds ⋅ 2 Baths ⋅ 0000137281 SubDv. ⋅ 32789 Zip Code
Located in the desirable Winter Park area, this newly listed 3-bedroom, 2-bathroom home at 2148 Blossom Lane offers excellent value and investment potential. This well-maintained house features 1,685 square feet of comfortable living space, perfect for families or investors looking for a solid opportunity. The home's prime location puts you just minutes from Winter Park Village, with easy access to shopping, restaurants, and major roadways. Theme park enthusiasts will appreciate the convenient proximity to Orlando's world-famous attractions, making this an ideal choice for vacation rentals or permanent residence. Inside, you'll find a thoughtful layout with three bedrooms, including a spacious primary bedroom, and two full bathrooms. The 1,685 square feet provides plenty of room for comfortable living and entertaining. The property's practical design makes it move-in ready for new owners. The location truly sets this property apart, offering the perfect balance of suburban comfort and urban convenience. Whether you're looking for a family home or an investment property, this Winter Park house delivers on both fronts. With shopping, dining, and entertainment options nearby, plus quick access to major transportation routes, daily life becomes effortless. This is a great opportunity to own in one of Central Florida's most sought-after communities.

2148 Blossom Lane, Winter Park

5236 Lake Howell Road, Winter Park
$1,120,000
4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code
Experience the best of Winter Park living in this stunning new custom-built pool home situated on a generous .29-acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to the highest standards, this 4-bedroom, 3-bath residence is a true showcase of craftsmanship and luxury. Step inside to discover a stunning vaulted great room where the kitchen, living, and dining areas flow seamlessly together, all bathed in natural light from custom windows and expansive 16-foot sliding glass doors. An impressive open staircase leads to a soaring second floor, where you’ll find hardwood flooring, three spacious bedrooms, and a versatile game room or flex space. At the heart of the home is a chef-inspired kitchen featuring SMEG Italian appliances, custom cabinetry, and a breathtaking Taj Mahal quartzite waterfall island. The primary suite offers a peaceful retreat with a spacious 19x13 bedroom, a luxurious bath featuring a walk-in shower, soaking tub, and a custom dual-sink vanity. Throughout the home, you’ll find Pella windows, designer lighting, and thoughtful custom finishes. Step outside to your fully fenced backyard oasis complete with a large sparkling pool, perfect for relaxing or entertaining. This is a rare opportunity to own a distinctive, move-in-ready home in one of Central Florida’s most sought-after neighborhoods.

5236 Lake Howell Road, Winter Park

5338 Tangerine Avenue, Winter Park
$425,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park

1835 Jessica Court, Winter Park
$622,500
2 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhancements include Roof 2023, A/C 2024, Pool Pump 2023, Pool Filter 2024, new flooring, fresh interior paint, upgraded baseboards, and an updated vanity in the guest bathroom, giving the home a refined and refreshed feel throughout. The open layout provides flexible living and dining spaces suited for a variety of lifestyles, while the 2-car garage adds convenience and valuable storage. A screened back patio extends the living area and offers a comfortable outdoor space overlooking the private pool, designed for serene enjoyment with minimal upkeep. Waterbridge residents enjoy access to community tennis courts and walkable surroundings. Centrally located between Park Avenue, Baldwin Park, and Audubon Park, this home provides quick access to dining, boutique shopping, local markets, and outdoor recreation. Nearby schools include Brookshire Elementary, Glenridge Middle School, and Winter Park High. This property delivers a rare combination of updates, location, and ease in one of Winter Park’s most convenient and sought-after neighborhoods.

1835 Jessica Court, Winter Park

2941 Antique Oaks Circle Unit 79, Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The kitchen features granite countertops, solid wood cabinetry, and a full appliance package including refrigerator, dishwasher, and microwave. The spacious primary suite includes a walk-in closet and a private bath with tiled shower, while the secondary bedroom offers flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on your screened-in porch overlooking the community’s peaceful green space. Residents enjoy resort-style amenities including a sparkling pool, clubhouse, fitness center, and lush landscaped grounds with walking paths. HOA dues include water, trash, and exterior maintenance, allowing for truly low-maintenance living. Centrally located near Full Sail University, Valencia College, Rollins College, Park Avenue, Baldwin Park, and UCF, this property offers easy access to shopping, dining, and top-rated Winter Park schools. Whether you’re a first-time buyer, downsizer, or investor, this condo checks all the boxes for value and location.

2941 Antique Oaks Circle Unit 79, Winter Park

5201 Ardmore Drive, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Beautifully Renovated 3-Bed, 2-Bath Home in Winter Park!!! Experience modern living at its finest in this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Park. Recently updated with a new roof (installed within the last six months), HVAC systembupdated within the last few years, and upgraded plumbing, this residence offers both peace of mind and contemporary style. The interior features a luxurious open-concept design with premium finishes, designer fixtures, and a fully remodeled kitchen complete with custom cabinetry and stainless steel appliances. The spacious primary suite includes a beautifully updated ensuite bathroom. Perfectly situated near A-rated schools, premier shopping, dining, and entertainment, this move-in-ready home delivers the ideal blend of elegance, comfort, and convenience in one of Central Florida’s most desirable locations.

5201 Ardmore Drive, Winter Park

212 Blossom Lane, Winter Park
$530,000
3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code
Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of Lake Killarney will capture your attention for sure. It is well maintained and immaculately kept. Kitchen has plenty of cabinet and counter space, granite counter tops and tiled backsplash. The screened patio is cedar with stone flooring and has plenty of space to entertain! Open Mediterranean style patio is tucked in the back corner of the property. Circular, brick paved front driveway provides a nice touch on this corner lot. This home has a lot of space and is in a neighborhood with no HOA restrictions. You have plenty of room for entertaining and plenty of space to add a pool! It is within close proximity to shopping, restaurants, Sanford International Airport, the 417 and I-4. Deeded Lake Access to Lake Killarney. This seller is motivated so bring your offers!

212 Blossom Lane, Winter Park

1509 Winter Green Boulevard, Winter Park
$295,000
3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida. This spacious and well-maintained home features modern upgrades throughout, including granite countertops, neutral interior colors, and an inviting open layout that's perfect for both everyday living and entertaining. Enjoy the convenience of a move-in ready home with access to fantastic community amenities, including a sparkling pool and clubhouse. Ideally situated near shopping, dining, and just minutes from UCF, this location offers both comfort and connectivity. Co-List Agent related to Seller

1509 Winter Green Boulevard, Winter Park

700 Melrose Avenue Unit D21, Winter Park
$195,000
1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code
Located in the historic Winter Park Gardens community, this condo has been meticulously maintained and updated. Featuring an open and inviting layout that flows seamlessly into a spacious living room, ideal for entertaining or relaxing.The kitchen boasts modern appliances, ample cabinetry, and plenty of counter space. The expansive sunroom serves as your personal oasis, overlooking the courtyard pond and lush gardens—perfect for morning coffee or evening unwinding with stunning floor-to-ceiling views. The spacious primary bedroom serves as a tranquil retreat, complemented by a full bathroom. Move-in ready with a renovated kitchen, bathroom, and new air conditioner. As part of the vibrant 55+ Winter Park Gardens community, you'll enjoy resort-like amenities including a community pool, walking paths, a courtyard with a pond and beautifully landscaped grounds. This condominium embodies refined, low-maintenance living with the HOA covering essentials like water, trash, pool upkeep, and common areas, allowing you to focus on what matters most—enjoying life. Just a short walk to the iconic Park Avenue with its world-class restaurants, boutique shops, and entertainment; Rollins College; Mead Botanical Garden for nature lovers; and downtown Winter Park. Easy access to I-4, and Orlando International Airport (13.7 miles).

700 Melrose Avenue Unit D21, Winter Park

640 Killarney Bay Court Unit 4, Winter Park
$570,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe’s, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless charm. Inside, you’ll find a beautifully designed open-concept kitchen ideal for entertaining, two spacious primary suites—each with its own spa-inspired en-suite bathroom—and a bonus office space with sweeping lake views that make working from home feel like a retreat. From top to bottom, every detail has been thoughtfully curated for both comfort and style. Step outside to your private covered patio and soak in postcard-worthy sunsets, or head down to the dock for a quiet moment by the water. The community offers a serene lakeside pool, very low HOA fees, and a laid-back lifestyle just minutes from some of Winter Park’s best shopping and dining. Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret.

640 Killarney Bay Court Unit 4, Winter Park

1400 S Pennsylvania Avenue, Winter Park
$1,300,000
4 Beds ⋅ 3 Baths ⋅ Banks Colonial Estates SubDv. ⋅ 32789 Zip Code
Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. You will be amazed at this fully remodeled one level four bedroom home on a fenced corner lot. This home has amazing curb appeal, with its wide half circle paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining with designers porcelain tile, trendy light fixtures, plantation shutters and a family room with high vaulted ceilings. The designer kitchen has just been totally remodeled with Custom cabinets, Viking stainless steel appliances,custom vented hood and breakfast bar seating. To beautiful for words. A must see!! The spacious master bedroom suite boasts wood floors, 2 walk in closets duel vanities, a completely remodeled bathroom with a tiled shower and a separate soaking tub. The secondary bathroom, has been completely remodeled with marble flooring, double vanity sinks. The guest bedroom is its own en-suite. You will feel like you're on vacation when stepping out through the sliding glass doors leading to your private oasis with trex composite decking. The backyard was designed for entertaining and gathering around the wood burning fire pit, the summer kitchen with DCS gas grill, or just relaxing under the aluminum gazebo equip with fans. The entire home was remodeled in 2024. Short distance to Rollins College, Winter Park High school, Park Ave, Lake Virginia, the best restaurants, shopping and more. Don't miss out on this extraordinary property. Be sure and schedule a viewing.

1400 S Pennsylvania Avenue, Winter Park

615 Warrenton Road, Winter Park
$315,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Don’t miss out on this beautifully maintained, 2 bed, 2 bath, single story townhome in the sought after Winter Park Pines with a LOW HOA! As you make your way towards the entrance you have 2 private, fenced-in courtyard areas for sitting out for a morning coffee, home gardening, or just getting out to enjoy the weather. As you enter the home you see nicely updated kitchen with granite countertops, stainless steel appliances, and white cabinets. The great room is exactly that, with large vaulted ceilings and plenty of natural light. The spacious Owner’s Suite is complete with a gorgeous, recently renovated bathroom and walk-in closet!

615 Warrenton Road, Winter Park

How much is your home worth?

Get instant property value now!