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$434,000
2 Beds 3 Baths Quarters At Winter Park Condo SubDv. 32789 Zip Code
Welcome to 1122 Washington Avenue – a delightful 2-bedroom, 2.5-bath townhome located in one of Winter Park’s most desirable neighborhoods. Just a short stroll to Park Avenue, Rollins College, the Winter Park Tennis Center, and the brand-new Seven Oaks Park, this home offers the perfect blend of lifestyle and location. This area is undergoing tremendous transformation, especially along the revitalized Orange Avenue corridor, with exciting new shops, galleries, restaurants, and community spaces opening regularly. It’s a rare opportunity to live in a neighborhood that blends established charm with vibrant new growth. The home has been freshly painted and offers a bright, clean interior that’s ready for your personal touch. With tons of potential for upgrades and customization, you can truly make this space your own. Both bedrooms feature en-suite baths, and the open living area offers great flow for entertaining. A 2-car garage with driveway provides valuable convenience and storage. Enjoy low-maintenance living in a location that continues to grow in value and appeal. Whether you’re looking for a primary residence, a lock-and-leave second home, or an investment in the future of Winter Park, this is an opportunity you won’t want to miss.

1122 Washington Avenue Unit 7, Winter Park

$489,020
2 Beds 2 Baths Winter Park SubDv. 32789 Zip Code
Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The enclosed Florida room is off the kitchen and is where you will entertain or just relax, as it provides sun all day. The fully fenced yard creates a delightful retreat, and the turf grass requires no maintenance but provides a year-round manicured look. In 2023, significant enhancements were made, including addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The roof was updated in December 2023, and the air conditioning unit was replaced in 2019, the air-conditioning compressor in 2022, and the water heater in 2019.

674 Douglas Avenue, Winter Park

$480,000
3 Beds 3 Baths Indiana Place Condo SubDv. 32789 Zip Code
Tucked away on a quiet street blocks from the cultural heartbeat of Winter Park is this 3-bedroom, 2.5-bath townhouse-style condo that offers a balance of comfort, convenience, and charm. With nearly 1,600 square feet of thoughtful space, the two-story home lives large, featuring an open-concept main floor with high ceilings, ceramic tile throughout, a spacious kitchen with granite counters and pantry, and a cozy living area complete with fireplace, built-ins—perfect for stashing your favorite reads, and French doors that provide natural light and flow out to your private patio. Upstairs, the spacious primary suite features a walk-out balcony, updated bathroom with an elegant shower, dual sinks, and a large walk-in closet, while two additional bedrooms give you flexibility for guests, family, or even a quiet home office. Recent updates like brand-new carpet, a 2018 A/C system, and a 2025 water heater offer peace of mind, and the attached two-car garage adds that rare, practical bonus. But what really makes this spot sing is its unbeatable location—you're less than two miles mile from Park Avenue’s boutiques and brunch spots, a quick ride to Rollins College, and just minutes to Mead Gardens, Leu Gardens, the Orlando Science Center, Winter Park Village, AdventHealth Hospital, College Park, I-4, and the SunRail Station for an easy commute downtown. Whether you're strolling to the Saturday Farmers' Market or grabbing coffee before class at Rollins, this place lets you be in the middle of it all—without sacrificing space or comfort. HOA fees are low, leasing is allowed, and pets are welcome. It’s easy living in one of Central Florida’s most beloved neighborhoods—where everything just feels...right.

1545 Indiana Avenue Unit B, Winter Park

$430,000
3 Beds 2 Baths Howell Heights SubDv. 32789 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the heart of charming Winter Park! From the moment you step inside, you'll be greeted by an abundance of natural light that fills the space and highlights the beautifully polished terrazzo flooring and fresh interior paint throughout. The open and airy layout creates an inviting atmosphere perfect for both relaxing and entertaining. The kitchen is a true standout—fully remodeled in 2020 and updated with brand-new appliances in 2023. It features a unique and warm aesthetic with Mexican tile countertops and backsplash that add a cozy, artistic touch. The guest bathroom carries a similar charm, also updated in 2020 with a distinct Mexican flair. The spacious primary suite offers a walk-in closet and a beautifully updated en-suite bathroom, complete with a walk-in shower renovated in 2023. Step outside to your fully fenced-in backyard—ideal for pets, outdoor gatherings, or simply enjoying the Florida sunshine. You’ll also find two sheds for additional storage space. Major updates include: New roof (2022) Drain field (2023) Sprinkler system (2023) HVAC system (2024) Water heater (2020) AC ducts (2020) New washer Backyard fence (2023) Brand new LVP flooring in the sunroom (2024) This home truly has it all—charm, character, and modern updates in a fantastic location. Don’t miss your chance to call it yours!

2743 Sanbina Street, Winter Park

$417,100
2 Beds 2 Baths Lake Virginia Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed lighting, and an oversized island with bar seating. The spacious primary suite includes a private dressing area, three closets (including a walk-in with custom storage), and a beautifully updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom has generous closet space and is served by a renovated bath with a soaking tub/shower combo. Three additional hallway closets also has exceptional storage. Additional updates include new central A/C, new hot water heater, new flooring throughout, and an in-unit washer and dryer. Community amenities include: a lakefront pool and hot tub, boat dock, fitness center, kayak storage, fire pit, bike storage, elevator, and reserved covered parking. Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations!

690 Osceola Avenue Unit 502, Winter Park

$420,000
3 Beds 2 Baths Park Green SubDv. 32789 Zip Code
Welcome to 1228 Park Green Place in beautiful Winter Park! This updated 3-bedroom, 2-bathroom home effortlessly combines modern style and everyday comfort in one of Central Florida’s most desirable communities. Inside, you’ll find updated LVP flooring throughout the main living areas with a beauitful fireplace. The kitchen offers ample storage and is complemented by a separate wet bar area—perfect for entertaining guests. The open layout flows into a spacious private patio, ideal for outdoor dining or relaxing. The primary suite has its own private access to the patio, and complemented by its spacious bathroom that is beautifully renovated with sleek, contemporary finishes. One of the bedrooms features a dedicated AC splitter unit and is currently used as a custom wine room—an excellent option for wine lovers or anyone needing a flexible space. Just minutes from top-rated Winter Park schools, shopping, dining, and major highways, this move-in-ready home offers both convenience and charm in a prime location.

1228 Park Green Place, Winter Park

$412,000
2 Beds 2 Baths Andalucia Apts SubDv. 32789 Zip Code
Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch) large primary suite and guest room. Two full baths. Large utility room. Designer lighting. Open floor plan, light and bright! A/C 2018. The charming Andalucia complex, which consists of only 20 units, offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Call today for your private viewing of this special unit.

535 N Interlachen Avenue Unit 107, Winter Park

$430,000
3 Beds 2 Baths Fairbanks Shores Sixth Add SubDv. 32789 Zip Code
Discover a true slice of paradise just minutes from downtown Orlando, nestled along the serene shores of Lake Fair. This meticulously maintained 3-bedroom, 2-bathroom home, built in 1958, reflects an era when craftsmanship and attention to detail were paramount. The moment you step through the front door, you’ll be captivated by the original pine floors, gleaming with character and charm. Straight ahead, a massive living room invites you to unwind, complete with a Yamaha surround sound system—perfect for movie nights or entertaining. To your left, the spacious dining room and kitchen boast a 9-foot solid surface island with a farmhouse sink, 42" quiet-close cabinets, and a real tile backsplash (no peel-and-stick here!). The bathrooms have been beautifully renovated, offering a touch of modern luxury while maintaining the home's timeless appeal. The primary suite is a true retreat, featuring plantation shutters that add elegance and privacy. Step outside to a lush, tropical oasis where palms and landscaping create an ultra-private setting—ideal for cozy evenings around a firepit or swaying in a hammock with a gentle lake breeze. A 20x10 screened porch overlooks the lake, providing a perfect spot for morning coffee or unwinding at sunset. Adjacent to the kitchen, the laundry room is conveniently located just outside the side door. The enormous 2-car carport offers ample coverage for your vehicles, keeping them protected from the elements after a trip to the store. And for fishing enthusiasts? The seller has reeled in 5 lb. bass right from the backyard! Beyond this stunning home, the location is unbeatable. You're just minutes from the vibrant dining and shopping scene of Winter Park, home to award-winning restaurants, charming boutiques, and cultural hotspots like the Winter Park Farmers’ Market and Park Avenue. Downtown Orlando is a short drive away, offering easy access to the city's best entertainment, including Lake Eola Park, where you can enjoy fireworks, swan boat rides, concerts, and year-round festivals like the Orlando Film Festival and the Spring Fiesta in the Park. For nature lovers, this home is just minutes from Leu Gardens, a breathtaking 50-acre botanical garden featuring stunning tropical plants, butterfly gardens, and scenic walking trails. It also hosts outdoor movie nights, educational workshops, and seasonal events like the Dazzling Nights light festival. Also nearby is Mead Botanical Garden, a 47-acre nature preserve in Winter Park, offering hiking trails, butterfly gardens, a boardwalk, and even a community garden. It’s the perfect place for birdwatching, photography, or a peaceful escape into nature. Don’t miss the chance to own this lakefront gem—a perfect blend of historic charm, modern upgrades, and an unbeatable location. Schedule your private tour today!

328 Lake Fair Lane, Winter Park

$460,000
3 Beds 2 Baths Lake Bell Terrace SubDv. 32789 Zip Code
Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows, and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes).

1937 Eland Avenue, Winter Park

$420,000
3 Beds 2 Baths Albert Lee Ridge Add 02 SubDv. 32789 Zip Code
Welcome to 1025 Early Avenue, a fully updated home in Winter Park’s sought-after Lake Bell neighborhood. This bright, modern residence has been fully renovated with a timeless design. Updates include a new kitchen with custom shaker cabinetry, quartz counters, new appliances, and custom tile backsplash, beautiful original hardwood floors have been sanded and refinished, new windows, new air conditioning system, all new light fixtures throughout, updated electrical panels, new trim and hardware, and much, much more. Both bathrooms have been remodeled with stylish, contemporary finishes, while the open living and dining areas are filled with natural light and beautiful hardwood floors. The large back porch, with new tongue-and-groove ceilings and adjustable lighting, offers the ideal space for outdoor relaxation. Roof was replaced in 2019. With a fresh, move-in ready feel and a prime location, this is a must-see. Schedule your showing today!

1025 Early Avenue, Winter Park

$449,000
3 Beds 1 Baths Orange Terrace SubDv. 32789 Zip Code
Welcome to your fully renovated pool home in the heart of Winter Park, FL! As you enter, you will be greeted by a stunning shiplap statement wall in the open concept living space, perfect for entertaining friends and family. The spacious kitchen features marble counters, ample cabinets, and opens up to the dining room, which is centered beside the living area. The gorgeous waterproof, luxury laminated floors throughout this home create a seamless design. Imagine spending time in the kitchen while being surrounded by natural light pouring in from the wall-to-wall windows with plantation shutters, offering a view of the living room and the back of the house with 2 double French doors. It's a serene and inviting space that brings the outdoors in. A bonus room provides extra space and leads to the huge backyard complete with a sparkling pool and banana trees. This home truly is move-in ready, with updated touches throughout, including a Bluetooth speaker in the bathroom for your shower karaoke sessions. The primary bedroom even has direct access to the pool, creating a relaxing retreat right in your own backyard. The roof was added in 2023, and electrical and plumbing were updated as well. The one car garage and laundry room combo can be entered from the dining room for ease with chores. Do you have a boat or a camper? The vinyl fence has a double gate and plenty of space on the side of the home for private parking. Every inch of this home has been curated with lots of love and an exquisite eye for style. Located in a highly desirable area, this home is just a stone's throw from Lake Killarney and a short drive to I-4. It is a dream to have such quick access to all that Winter Park has to give. Winter Park Village, Trader Joe's, and a variety of shopping and dining options are all within minutes from your doorstep. Don't miss out on the opportunity to own this gem of a home in Winter Park!

2112 Staunton Avenue, Winter Park

$425,000
2 Beds 2 Baths Lawndale SubDv. 32789 Zip Code
Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park

$435,000
4 Beds 3 Baths Lake Bell Terrace SubDv. 32789 Zip Code
Discover the charm of this beautifully updated 4-bedroom, 3-bathroom home in Winter Park! As you step inside, you’re welcomed by an open-concept living space featuring a cozy wood-burning fireplace, real wood floors, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a spacious dining area. French doors lead to an inviting 11x10 Florida room that overlooks a large screened patio and a fully fenced backyard, perfect for entertaining or relaxing on peaceful Florida evenings. The split floor plan highlights a luxurious master suite with exposed beams, dual closets, a dedicated shoe closet, and a spa-inspired bathroom with dual sinks, a granite vanity, and a rain shower. French doors open from the master to the patio, creating a tranquil retreat. Three additional generously sized bedrooms are located on the opposite side of the home, including one with its own en-suite bathroom, while a third full bathroom is conveniently situated in the hallway. This home also features a versatile bonus room, currently used as an office, and a laundry room. Renovated in 2015, updates include a new roof COMING January 2025, NEW HVAC 2024, windows, plumbing, and electrical work, ensuring peace of mind. With just under 2,000 square feet of space, this home is an entertainer's dream. Conveniently located minutes from I-4, Home Depot, Whole Foods, and Winter Park Village’s array of restaurants and shops, this home has it all. Call today to schedule your private tour!

1944 Bering Avenue, Winter Park

$465,000
2 Beds 2 Baths Lake Virginia Condo SubDv. 32789 Zip Code
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins College, top-notch dining, and vibrant cultural spots, this sparkling 6th-floor condo offers serene treetop views overlooking the Fern Canal. The light-filled space was renovated in 2020 with a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, and Bosch appliances. Additional upgrades include updated bathrooms, new piping and flooring, crown molding, and a premium hurricane-rated patio door. A new Trane air conditioner was added in July 2023. The Lake Virginia Condominium amenities include a dock, sauna, pool and spa with lake views, fire pit, gas grill, rentable guest suite, party room, dog walk, and storage for small watercraft. The HOA fee covers water, cable, and internet.

690 Osceola Avenue Unit 610, Winter Park

$407,700
3 Beds 2 Baths Albert Lee Ridge SubDv. 32789 Zip Code
Updated Winter Park Home – No HOA! Welcome to 924 Beard Ave, a beautifully updated home located in the heart of highly desirable Winter Park. This move-in-ready property has been thoughtfully modernized with a host of stylish upgrades. The remodeled kitchen features sleek Quartz countertops and updated cabinetry, while the bathrooms have been reimagined with new vanities and modern lighting fixtures. Throughout the home, New Luxury Vinyl Flooring complements the rare original hardwood floors, creating a harmonious blend of classic and contemporary. Freshly painted inside and out, this home exudes warmth and charm, enhanced further by newly updated ceilings, meticulously refreshed landscaping, and updated electrical. The 2021 roof replacement provides long-term peace of mind, and the fully fenced backyard with a spacious screened-in porch offers a private retreat, perfect for relaxation or entertaining. The family room even has a cozy gas fireplace! Abundant windows fill the home with natural light, highlighting its classic design and inviting ambiance. Situated just minutes from Park Avenue, this property provides easy access to Winter Park’s renowned dining, boutique shopping, cultural attractions, and beautiful parks, while being conveniently close to Orlando and surrounding areas. With thoughtful updates already completed, this home is truly move-in ready at an attractive price. The spacious family room addition offers versatility, serving as an extra living area or a fourth bedroom if needed. Don’t miss this incredible opportunity to enjoy comfortable living in a prime location. Schedule your showing today—this gem won’t last!

924 Beard Avenue, Winter Park

$450,000
3 Beds 2 Baths Glencoe Sub SubDv. 32789 Zip Code
$25,000 Price Reduction! Here is your opportunity to own this charming Winter Park home convenient to everything. A total of 4 Bedrooms and 3 Baths including a separate Guest House! Situated on a quiet cul de sac, it's minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour to the beaches. The main home offers a 3 bedroom, 2 bath split plan. You enter through the spacious Great Room with lots of space for entertaining. The open kitchen allows you to interact with your guests while you prepare the meal. The kitchen has been updated with stainless steel appliances and granite countertops. Need a little extra room for reading or tv? The back of the Great Room has space for both. Want some fresh air? There is a large screened porch off the back of the home for enjoying the outdoors. The home's roof was replaced in 2022 and the AC in 2023 so your potential major expenses are already covered. On the back of the property sits the Studio apartment with a kitchenette, bath, and a large screened porch. The Studio has its' own address so if you don't want to save it for the visitors that always come to see their friends in Florida, you can rent it out and create a new income stream. This is more than a home, it's an investment. The address is Winter Park 32789. The lot is 0.32 of an acre. There's plenty of room to grow your dreams. Schedule your appointment today to preview this Winter Park jem!

2341 Devon Court, Winter Park

$467,500
2 Beds 2 Baths Bungalow Park SubDv. 32789 Zip Code
Welcome to your dream cottage! This adorable 2-bedroom, 2-bathroom charmer has serious curb appeal and tons of character. Step inside to find a cozy living/dining room combo with beautiful original wood floors and so much natural light pouring in from every window. The living room has an electric fireplace perfect for chilly evenings. The kitchen is ready for action with solid wood cabinets, granite counters, a stainless steel refrigerator, a Maytag dishwasher, and a range with hood. The second bedroom and full bathroom (hello, shower/tub combo!) are conveniently located right off the kitchen. Head upstairs to the spacious primary suite with built-in closets and cabinetry, plus a private bathroom. There’s even a bonus flex space off the primary suite that’s currently an office but could be anything you want—nursery, workout room, you name it! Tucked under the stairs, you’ll find a convenient inside laundry room. Outside, the fully fenced backyard is an absolute oasis, with mature trees and a covered back porch decked out in warm wood accents that make you feel like you’re on vacation. Located in the heart of Winter Park, this home is just minutes from all the fun on Orange Avenue and Park Avenue and zoned for top-rated Audubon K-8 and Winter Park High School. With a roof from 2018, AC from 2016, and updated plumbing and electrical, it’s move-in ready. Call today to schedule your private tour—this one won’t last long!

1001 Minnesota Avenue, Winter Park

$460,000
4 Beds 1 Baths Winter Park Village SubDv. 32789 Zip Code
Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our renovated, stylish, modern 4 bedroom home in the heart of Winter Park! Comfortably blending modern designs with historic charm, it is perfectly situated in a short drive to preeminent downtown of Winter Park and Orlando. Like getting lost at Park Avenue and downtown dining, drinking districts with copious amounts wines and gourmet signature dishes! Conveniently located about 10 minutes' drive to FullSail, Rollins College, Starbucks and shopping, and 15 minutes drive to UCF. The home has been tastefully presented by wood-look porcelain tiles throughout, top-ranking Samsung Stainless appliances, modern light-fixtures, spacious yard with a modern patio. The home has been replumbed and rewired in 2020. Roof is in 2019. Did i mention the AC is brand-new installed in 2022? So here you have it all for living in a renowned school district and signature Park Ave, while enjoying city life day and night! Come to see it today before it is gone!!!

1402 Bessmor Road, Winter Park