Location: Winter Park
Do Not Show Listings
770 CARVER ST, WINTER PARK, FL 32789
$375,000194 Days on yellowkey MLS ID: O6349509
0 Days Off yellowkey (back on 10/15/2025)
Bed: 4 Bath: 1.5 Liv Area Sq Ft: 1248 Built: 1954 Tax: $634 (2024)Community: Magnolia Gardens SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$634
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 770 Carver Street in the highly sought after Winter Park, Florida! This charming three-bedroom, one-and-a-half-bath home offers nearly 1,300 square feet of versatile living space, brimming with potential. Whether you’re a potential homeowner or an investor/developer seeking your next opportunity, this property presents an ideal canvas to bring your vision to life. The home boasts a spacious layout with ample natural light throughout. The large, fenced-in backyard is a standout feature, offering the perfect foundation to create your own private oasis—whether you envision a tranquil garden, a play area, or an outdoor entertainment space. Located in one of Winter Park’s most sought-after neighborhoods, you’ll enjoy unparalleled convenience. The home is just minutes away from top-rated schools, shopping, dining, major highways, and world-renowned attractions. More photos coming soon! Don’t miss out on this incredible opportunity to own in a prime location with endless possibilities. Schedule your private showing today and make your home dreams a reality!
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Maria Stinson (407-802-7595)
230 STRATHY LN, WINTER PARK, FL 32792
$499,00098 Days on yellowkey MLS ID: O6371054
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 920 Built: 1957 Tax: $4,071 (2024)Community: AlomaSingle Family
Taxes:$4,071
Elementary School: Brookshire Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.
Listing is courtesy of: PARK TOWN REAL ESTATE LLC (561-801-9199)
Listing Agent: David Auerbach (407-619-5250)
2231 NAIRN DR, WINTER PARK, FL 32792
$499,00098 Days on yellowkey MLS ID: O6369016
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1088 Built: 1956 Tax: $3,793 (2025)Community: AlomaSingle Family
Taxes:$3,793
Tax Year: 2025
872 GRANVILLE DR, WINTER PARK, FL 32789
$2,200,00020 Days on yellowkey MLS ID: O6391464
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3195 Built: 1961 Tax: $12,465 (2025)Community: Park Grove W/125 Lot 10 Blk DSingle Family
Taxes:$12,465
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Remarks: Under contract-accepting backup offers. A rare offering in the highly sought-after Park Grove neighborhood, this expertly redesigned 4-bedroom residence blends elevated design with effortless everyday living. Originally renovated by award-winning interior designer John McClain and recognized with first-place honors in 2020, the home reflects a refined balance of style and functionality.??Ideally located just moments from Park Avenue and Winter Park Village, this single-story home offers an inviting, open flow with curated architectural details throughout. The main living space is anchored by rich hardwood floors, a marble-tiled fireplace, and expansive sliding glass doors that fill the home with natural light while creating a seamless connection to the outdoor living areas.??The kitchen serves as the heart of the home, featuring gourmet gas appliances, an inviting dining space, and a beautifully integrated wine station. It is perfect for both daily living and entertaining.??Designed for true indoor-outdoor living, the home opens to a private backyard retreat complete with a resort-style pool, lush landscaping, and multiple areas for gathering or relaxing.??The primary suite offers a serene escape with a spacious walk-in closet, spa-inspired bath, and freestanding soaking tub. A separate guest suite provides comfort and privacy, while an additional flex space offers versatility for a home office or additional living area.??This home has been completely improved with major system upgrades, including a new roof, updated HVAC systems, new windows and doors, a whole-house generator, whole-home water filtration system, and an integrated Sonos audio and security system, providing both comfort and peace of mind.??Park Grove is a neighborhood where homes seldom come on the market, because once you’re here, you won’t want to leave.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jennifer King (407-595-3272)
1885 TEMPLE DR, WINTER PARK, FL 32789
$2,265,000154 Days on yellowkey MLS ID: O6359471
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3691 Built: 1963 Tax: $6,073 (2025)Community: Lugano TerraceSingle Family
Taxes:$6,073
Remarks: NEW 2026 Black Steel doors windows with low e-dual pane glass ($150k value!). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods near the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club, this home offers exceptional quality, location, and lifestyle. Many more details in marketing package.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Jennifer Sloan (407-810-8333)
2500 LEE RD. #222, WINTER PARK, FL 32789
$189,500115 Days on yellowkey MLS ID: O6368580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 645 Built: 1969Monthly Fee: $245 Tax: $926 (2024)Community: Lakeside Manor Apts CondoCondo
Taxes:$926
Remarks: Lakefront access in Winter Park under $200K! One of the few condos at this price point offering direct access to Lake Killarney. This move-in ready 1-bedroom, 1-bath residence combines peaceful lakeside living with unbeatable proximity to Winter Park Village shopping, dining, and entertainment. The open-concept living and kitchen area features engineered wood flooring and abundant natural light, creating a warm, inviting space for everyday living or entertaining. The private bedroom offers a generously sized closet, while the well-appointed bathroom complements the home’s functional layout. What truly sets this community apart is its exclusive access to 239-acre, spring-fed Lake Killarney, including on-site boat slips, a launch, and an updated dock—a rare amenity in this location. Enjoy morning coffee or sunset views from the covered lakefront gazebo, take advantage of the lakefront pool and clubhouse, and relax knowing the meticulously maintained grounds feature lush Florida landscaping. Experience low-maintenance condo living with the lifestyle perks of a lakefront retreat—all just minutes from the heart of Winter Park. Rare opportunity to own lake access at this price point.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Christine Bouchard (904-907-5440)
1515 WINTER GREEN BLVD, WINTER PARK, FL 32792
$315,00041 Days on yellowkey MLS ID: O6384755
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1652 Built: 1984Monthly Fee: $188 Tax: $3,993 (2024)Community: Winter GreenTownhouse
Taxes:$3,993
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jill Healey (407-797-1420)
1624 BARCELONA WAY, WINTER PARK, FL 32789
$2,275,000146 Days on yellowkey MLS ID: O6362124
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3828 Built: 1972Monthly Fee: $87 Tax: $12,501 (2024)Community: SevillaSingle Family
Taxes:$12,501
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (two are in the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized en-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which owner will convert back into the 4th bedroom if buyer desires). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to Park Avenue, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new paint inside and out, as well as a new roof and gutters in 2023. A detailed list of all renovations is available upon request.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jan Walker (407-718-9644)
1873 CASSELWOOD ST, WINTER PARK, FL 32792
$295,00053 Days on yellowkey MLS ID: O6378028
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1984Monthly Fee: $57 Tax: $3,924 (2024)Community: Villas Of Casselberry Ph 2Townhouse
Taxes:$3,924
Elementary School: Eastbrook Elementary
Remarks: Welcome to this enchanting 3-Bedroom, 2-Bathroom townhouse in Winter Park! Walk into an open floor plan giving you comfort and that homey feeling with a modern touch. A gorgeous kitchen area with a granite countertop, that flows with the home and is perfect for hosting. Tile flooring throughout, this home is move in ready!! Coming with a one car garage that was converted into a bonus space that can be used as an extra bedroom or office. A large front and back porch perfect for enjoying that Florida weather or hosting family and friends! Walk just steps away to the Community pool. Close to Full Sail, UCF, local Winter Park shops, and all the attractions of Central Florida! Whether you’re a first-time home buyer, downsizing, snowbird, or an investor, this is a fantastic opportunity to own this property with everlasting potential!! Don’t wait!! Schedule your private showing today!!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Devin Costley (407-230-5579)
3127 ASH PARK LOOP, WINTER PARK, FL 32792
$400,00040 Days on yellowkey MLS ID: O6388568
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1518 Built: 1986Monthly Fee: $37 Tax: $3,995 (2025)Community: Hyde ParkSingle Family
Taxes:$3,995
Remarks: Under contract-accepting backup offers. Beautifully renovated 3-bedroom, 2-bath home in sought-after Winter Park, just 15 minutes from Park Avenue and zoned for top-rated schools. Major updates include a 2024 HVAC and 2020 ROOF. From the moment you arrive, the fresh landscaping and large covered front porch invite you to slow down—ideal for relaxing or gatherings with friends. Inside, an open, light-filled layout unfolds with soaring vaulted ceilings, upgraded chandeliers, plantation shutters, and luxury vinyl plank flooring throughout. The fully upgraded kitchen—expertly crafted by Orange Build and Design—shines with quartz countertops, custom cabinetry, stainless steel appliances, ceramic tile flooring, and a stunning waterfall peninsula with fluted breakfast bar seating, creating a space that merges beauty and function. The primary suite offers a peaceful retreat with vaulted ceilings, abundant natural light, and a walk-in closet. Its en suite bath is thoughtfully updated with dual sinks, an elegant, tiled shower complete with a rain shower head, and a skylight that gently fills the space with natural light. Additional bedrooms provide flexibility for guests, a home office, or whatever your lifestyle calls for, complemented by a completely renovated guest bath with its own frosted skylight. A spacious, fully-fenced backyard provides the perfect place for soaking up the rays on warm, sunny days. Plus, enjoy a community with plenty of amenities, including pickleball and basketball courts, parks, a play area, and a scenic dock overlooking Lake Florence—perfect for those sun-kissed evenings. Move-in ready and ideally located—this one truly feels like home.
Listing Agent: George Reeter (407-419-1590)
1909 EDWIN BLVD, WINTER PARK, FL 32792
$440,000144 Days on yellowkey MLS ID: O6362682
1 Days Off yellowkey (back on 12/2/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1355 Built: 1955 Tax: $4,703 (2024)Community: Eastgate SubSingle Family
Taxes:$4,703
Elementary School: Lakemont Elem
Remarks: The house is located in great location and features 3 bedrooms, 2 bathrooms. It sits on a corner lot and offers high ceilings throughout.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Thu Nguyen (407-920-8900)
560 OLOLU DR, WINTER PARK, FL 32789
$949,000197 Days on yellowkey MLS ID: O6344540
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1953 Tax: $8,617 (2024)Community: Killarney CircleSingle Family
Taxes:$8,617
Remarks: Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this charming property delivers the ultimate blend of convenience, recreation, and Winter Park lifestyle. Wake up to serene water views, spend your days boating across crystal-clear Lake Killarney, and end each evening with breathtaking sunsets on the water. From your private dock, you can cruise straight over to Hillstone for happy hour or pull up to Trader Joe’s for a quick grocery run—the kind of effortless, magical living that only this lake can offer. Located just minutes from Park Avenue’s boutique shops, fine dining, and cultural attractions, this home feels worlds away while keeping you close to everything you love. Whether you're wanting to downsize and have low maintenance, a seasonal resident seeking a warm-weather sanctuary, or a local looking for the perfect weekend getaway to store your boat, this home delivers a lifestyle unlike anything else in Winter Park. A unique location, a turn-key home, and an unmatched lake experience; this Lake Killarney gem is a must-see and you won’t want to miss it.
Listing Agent: Tiffany Yates (321-684-2399)
2500 LEE RD #202, WINTER PARK, FL 32789
$234,999433 Days on yellowkey MLS ID: O6277579
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969Monthly Fee: $398 Tax: $2,427 (2024)Community: Lakeside Manor Condominium Association, Inc.Condo
Taxes:$2,427
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: 2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING * Immaculate updated 2 bedroom 2 bathroom Condo in a prime location on beautiful Lake Killarney, a serene oasis in Winter Park. A walkable Lake community providing Residents with direct Lake Access, Private Dock with Loungers & Seating area, Boat Slip, Private Pool, Clubhouse, Picnic Tables and Mature landscaping. Condo fully updated throughout. NEW Interior paint, NEW Water Heater, NEW AC, NEW Lighting, NEW Ceiling Fans, NEW Window Blinds, NEW Floor & Wall Tile in Primary Bathroom, NEW Modern Bathroom Vanity, NEW LED Bathroom Mirror, NEW Interior Door Hardware. In addition to Upgraded Exterior Doors and Windows. The open-plan Kitchen with dark wood cabinetry, Granite counters, Built-in wine rack and a Breakfast Bar, overlooks the spacious Living Room and Private Balcony. Enjoy your private patio area at both the front and rear of your Condo. Just one neighbor to one side, and one neighbor below, enhances your privacy. Condo features 2 large bedrooms, split-plan, each with a walk-in closet. The Principal Bedroom has an additional PRIVATE exterior entrance. The Principal Bathroom features a walk-in Shower, NEW Floor & Wall Tile, NEW Modern Bathroom Vanity, NEW LED Bathroom Mirror. The Second Bathroom includes a bath tub and shower combination, a single vanity, and tile floor. Perfectly located tranquil lakeside-living, in beautiful Lakeside Manor, is your opportunity to enjoy all that Florida has to offer, while living minutes from the exceptional Shopping and Restaurant experiences of Downtown Winter Park and Park Avenue. LOW HOA includes Lake Access, Private Dock, Pool, Water, Trash, and Designated Parking. Easy access to I4, Rollins College, Winter Park Village, Park Avenue, Downtown Orlando, and approx 20-30 mins to Orlando International Airport, Disney Springs and Universal Studios.
Listing is courtesy of: THE ANDERSON GROUP & CO PL (407-960-5657)
Listing Agent: Alison Maltby (407-325-1483)
1552 FLORENTINO LN, WINTER PARK, FL 32792
$360,00096 Days on yellowkey MLS ID: O6371271
4 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1682 Built: 2004Monthly Fee: $170 Tax: $4,466 (2025)Community: Vistas At Lake HowellTownhouse
Taxes:$4,466
Elementary School: Sterling Park Elementary
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH! Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Nohora Gomez (407-748-1242)
628 DUNBLANE DR, WINTER PARK, FL 32792
$849,00041 Days on yellowkey MLS ID: O6387091
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2114 Built: 1963 Tax: $3,865 (2024)Community: Kenilworth Shores Sec 04Single Family
Taxes:$3,865
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Nicole Howell (321-217-7918)
7300 DANIEL WEBSTER DR #M7, WINTER PARK, FL 32792
$165,00027 Days on yellowkey MLS ID: O6388668
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1108 Built: 1974Monthly Fee: $471 Tax: $2,050 (2025)Community: ColoniesCondo
Taxes:$2,050
Elementary School: Cheney Elem
Remarks: Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor features durable and stylish vinyl flooring for added comfort. The fully renovated bathrooms boast contemporary designs and quality craftsmanship, and a brand-new AC system ensures year-round efficiency and peace of mind. Natural light pours into every corner of the home, enhancing the open layout and highlighting the elegant upgrades. Ideally located just minutes from shopping, dining, and top-rated schools, this condo offers both luxury living and everyday convenience. Don’t miss the opportunity to own this move-in-ready gem in a prime location!
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
2500 LEE RD #208, WINTER PARK, FL 32789
$180,000369 Days on yellowkey MLS ID: O6297570
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969Monthly Fee: $432 Tax: $1,519 (2025)Community: Lakeside Manor Apts CondoCondo
Taxes:$1,519
Remarks: This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to boat slips (based on availability, charge is $30/month), a boat ramp, a sparkling pool, a welcoming clubhouse, and mature landscaping that enhances the serene environment. Outdoor enthusiasts will appreciate the multiple barbeque grills and tables, ideal for courtyard or lakeside dining. Additional amenities include two on-site laundry rooms, on-site storage, and convenient proximity to key destinations. COA approval is required. The application fee is $85.00. Situated in Winter Park, the community is less than 10 minutes from Winter Park Village, Maitland, and Downtown Winter Park, about 10 minutes from College Park, and approximately 15 minutes from Downtown Orlando and Lake Mary. This prime location ensures easy access to shopping, dining, entertainment, and the vibrant city lifestyle.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Debbie Jones (407-619-1850)
3027 AARON BURR AVE #L1, WINTER PARK, FL 32792
$165,00027 Days on yellowkey MLS ID: O6390662
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1090 Built: 1974Monthly Fee: $471 Tax: $2,050 (2025)Community: ColoniesCondo
Remarks: Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll find stylish and low-maintenance vinyl flooring throughout, adding warmth and continuity to the private living quarters. The fully renovated bathrooms boast contemporary finishes and fixtures, delivering a fresh, spa-like feel. A brand-new AC system ensures year-round comfort and energy efficiency. With its modern upgrades, functional layout, and move-in-ready condition, this condo is a perfect choice for buyers seeking both style and convenience.
765 BAFFIE AVE, WINTER PARK, FL 32789
$380,00049 Days on yellowkey MLS ID: O6384768
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1952 Tax: $2,063 (2024)Community: Dubsdread HeightsSingle Family
Taxes:$2,063
Elementary School: Princeton Elem
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Affordable 2-bedroom, 1-bath home in Winter Park with easy access to Downtown Winter Park, College Park, and the Dubsdread community. This spotless residence features fresh interior paint, an updated kitchen with granite countertops, a beautifully renovated shower bath, and continuous travertine flooring throughout for a clean, cohesive look. Major updates include a new roof (2023) and a recently replaced hot water heater for added peace of mind. Out back, you’ll find a detached unfinished bonus building—perfect for a future home office, workshop, art studio, or workout room. Washer and dryer are conveniently located inside this space.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Anne Rogers (407-649-4141)
649 BERWICK DR, WINTER PARK, FL 32792
$610,00019 Days on yellowkey MLS ID: O6388752
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1943 Built: 1966 Tax: $3,635 (2024)Community: Brookshire Heights 4Th AddSingle Family
Taxes:$3,635
Remarks: Under contract-accepting backup offers. OPEN HOUSE CANCELED - MULTIPLE OFFERS. Located in the sought-after Brookshire Heights neighborhood, this original-owner Winter Park home sits on a large lot with no HOA and offers the space and flexibility today's buyers are looking for. The split floor plan features 4 bedrooms, 2 bathrooms, and 1,943 square feet of living space filled with natural light throughout. The kitchen is equipped with stainless steel appliances, and the screened porch provides a comfortable outdoor retreat for everyday living or entertaining. A two-car garage and generous lot complete the package. Ideally situated near AdventHealth Winter Park, Crosby Wellness Center, Winter Park Pines Golf Club, Cady Way Trail, Park Avenue, Baldwin Park, and top-rated Winter Park schools, this home delivers an exceptional location with long-term value at appraisal price.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Caroline Fiore (407-538-2381)
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