Location: Winter Park , 32789
Do Not Show Listings
1150 VIA SALERNO, WINTER PARK, FL 32789
$4,195,000342 Days on yellowkey MLS ID: O6321143
REDUCED by $555,000 (11.7%) on 04/25/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3850 Built: 2025 Tax: $10,158 (2024)Community: Cloister Grove SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,158
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year: 2024
Middle School: Maitland Middle
Remarks: In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Now offered at a newly adjusted price, the home presents a compelling opportunity to experience design-forward new construction in the Vias neighborhood. Developed and designed by Steve & Jodie Warrick Konold of Scout & Co., the 3,850-sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway & garden courtyard—envisioned in collaboration w/ architect Cynde Norris—French antique gates open to a native-planted entry garden, creating a soft transition to the interior. A glass foyer introduces a tongue-and-groove ceiling & woven rattan chandelier, sourced & designed in London, leading to a sculptural stairwell positioned just off the main living spaces. The great room features soaring ceilings, a sleek fireplace & walls of glass windows & doors that blur the boundary between inside & out. Ten-inch baseboards meet level 5 drywall in a clean reveal, paired w/ micro-crete flooring on the main level & wide-plank European oak upstairs. In the kitchen, materials w/ function are elevated w/ a Thermadore dual-fuel range, custom plaster hood, full refrigerator & freezer columns & a large island topped in honed black quartzite. The surrounding cabinetry is crafted from hand-carved V-groove panels w/ soft-close hardware & integrated pullout storage. Caesarstone surfaces run along the perimeter while steel-and-glass open shelving w/ a sculptural black sconce balance the composition. A vintage chandelier from Prize Home & Garden sourced in Round Top completes the room. The primary suite occupies a private wing on the main floor accessed via antique gallery doors that lead to the rear courtyard. Vaulted ceilings, a custom walk-in closet w/ a spa-like bath provide a luxurious retreat. Features include a long double vanity, matte black Kohler fixtures, a freestanding tub, walk-in shower w/ built-in bench & separate water closet. On the mezzanine level, the powder bath makes a dramatic statement w/ a floating black quartzite trough sink w/ handwoven mirror. Across the hall, the laundry room blends beauty w/ utility w/ custom cabinetry, matching quartzite surfaces, matte black fixtures & a side-by-side front-load washer & dryer. A nearby guest suite is marked by an antique door entry. The en-suite bath features a hand-painted tile threshold & suede-framed mirror. Two upstairs bedroom suites feature en-suite baths, designer lighting, distinctive mirrors & continuous European oak flooring. Positioned at the front of the home, the rooftop terrace is accessible via the upper hallway. The detached casita opens to the pool courtyard through accordion glass doors & features micro-crete floors, a woven rattan chandelier & a full bath—ideal as a studio, gym or office. Outdoor spaces include two garden courtyards, a fully fenced backyard, a heated saltwater pool & a rooftop terrace, all enclosed by masonry walls & a board-on-board privacy fence. Additional features include a lower-level two-car garage, storage closet, 3 HVAC systems, Rinnai tankless water heater, Sierra Pacific windows, customized closets, solid core interior doors, 6” round gutters & a Barcelona barrel tile roof. Thoughtfully designed & beautifully executed, 1150 Via Salerno offers a refined lifestyle tucked within one of Winter Park’s most exclusive enclaves.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Padgett Mccormick (407-645-4321)
1009 LAKE BELL DR, WINTER PARK, FL 32789
$699,00014 Days on yellowkey MLS ID: O6409849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1467 Built: 1958 Tax: $5,448 (2025)Community: Albert Lee Ridge Add 02Single Family
Taxes:$5,448
Elementary School: Hungerford Elem
High School: Edgewater High
Tax Year: 2025
Middle School: College Park Middle
Remarks: Offered for the first time in years, this rare waterfront property is nestled on nearly half an acre with approximately 133 feet of canal frontage on Lake Bell. Enjoy direct water access, mature trees, and a tranquil setting on a quiet dead-end street while remaining just minutes from Park Avenue, College Park, and Downtown Orlando. The 3-bedroom, 2-bath home offers comfortable living with beautiful water views and plenty of outdoor space to enjoy. Major improvements include a roof and water heater replaced in 2019, HVAC system replaced in 2021, and updated plumbing. Whether you choose to move in and enjoy the home as it is, make cosmetic updates over time, or explore future expansion possibilities, this property offers flexibility and long-term value in an exceptional waterfront setting. A rare opportunity to own nearly half an acre of waterfront property in Winter Park with the privacy of a quiet dead-end street and convenient access to shopping, dining, entertainment, and major roadways.
2240 VENETIAN WAY, WINTER PARK, FL 32789
$3,500,000Listed 06/05/2026 9:12AM MLS ID: O6413398
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4036 Built: 2011 Tax: $26,300 (2025)Community: Maitland Shores 1St AddSpa: NoSingle Family
Taxes:$26,300
Elementary School: Dommerich Elem
Remarks: Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef’s kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler’s pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you’ll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don’t miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Johnny Hurlburt (407-579-3168)
1651 WESTCHESTER AVE, WINTER PARK, FL 32789
$1,175,00063 Days on yellowkey MLS ID: O6384358
REDUCED by $100,000 (7.8%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2426 Built: 1938 Tax: $10,973 (2025)Community: Orwin Manor Westminster SecSingle Family
Taxes:$10,973
Elementary School: Killarney Elem
Remarks: One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neighborhood, 1651 Westchester Ave is a timeless classic with Cape Cod inspired architecture that has been meticulously reimagined with today’s luxury finishes while preserving its original charm. Refinished Original Pine hardwood flooring and a beautifully updated fireplace welcome you into the main living space, while the showpiece kitchen delivers true chef-level design with new Custom European Cabinetry, Quartz Countertops with a Waterfall Island, Porcelain Tile floors, premium lighting, under counter Kitchen Aid Ice Maker and a top-tier appliance suite including Wolf Gas Range-top, Wolf Built-in Oven & Microwave and Bosch Refrigerator and Dishwasher. The primary suite is a serene retreat with a newly redesigned spa style bath with frameless walk-in shower, soaking tub, new double sink vanity and lighting—plus a walk-in closet with California Closet built-in’s and a versatile bonus room ideal for a sitting area, nursery, or additional laundry space. Outdoors, enjoy resort-style living under the expansive 26’ x 24’ covered Lanai featuring vaulted tongue-and-groove ceilings, tile flooring, a striking stone gas fireplace with RealFyre burners, stainless mantle, perfect for effortless entertaining. There is even enough room to customize the outdoor space with your own Pool Oasis. Recent improvements include Roof 2020, New HVAC System, New Double-Pane windows, 4-panel slider & front door, fresh interior/exterior paint, new custom shades, privacy bamboo landscaping, privacy fencing and an extended paver driveway. The attached Garage offers dedicated storage space and a bonus room with mini-split system which could offer space for home gym or office. Just minutes from Park Avenue’s acclaimed dining and shopping, top Winter Park amenities, Advent Health Medical Campus and quick access to key corridors for an easy downtown Orlando commute, this is 32789 living at its most refined—classic architecture, modern systems, and elevated indoor-outdoor lifestyle in one of Winter Park’s most sought-after neighborhoods.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Shawn Layton (321-514-8055)
700 MELROSE AVE #F 21, WINTER PARK, FL 32789
$235,900Listed 06/05/2026 1:05AM MLS ID: O6413612
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 787 Built: 1964 Tax: $1,123 (2025)Community: Winter Park Gdns CondoCondo
Taxes:$1,123
Elementary School: None
High School: None
Middle School: None
Remarks: Floor-to-ceiling dazzling views, of sparkling pond, sweepiing oaks, towering cypress trees, and lush gardens — in the center of esteemed Winter Park. This beautifully updated upstairs unit sits within the serene Winter Park Gardens complex, where your views of the shimmering pond and pool anchor a lush sprawling landscape of live oaks draped in Spanish moss, mature manicured gardens, and lighted walkways- perfect for evening strolls. The unit itself has been thoughtfully renovated with brand-new luxury vinyl plank flooring, an open kitchen, updated granite countertops, and a fully renovated bathroom — all combining to deliver exceptional value in one of Central Florida's most coveted zip codes.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Julia Dalessandro (407-486-9651)
2333 WESTMINSTER CT, WINTER PARK, FL 32789
$699,00019 Days on yellowkey MLS ID: O6407054
REDUCED by $20,000 (2.8%) on 06/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1877 Built: 1948 Tax: $6,723 (2025)Community: Glencoe SubSingle Family
Taxes:$6,723
Remarks: Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer. Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the last five years– roof, A/C, plumbing, flooring, septic tank and drain field, driveway, appliances, and the kitchen– giving you true move-in confidence that's rare at any price point. Step outside your door and Lake Killarney is just a short stroll away, offering quiet waterfront sunsets and morning walks that feel like a private retreat. The surrounding Winter Park neighborhood puts acclaimed dining, boutique shopping, and everyday conveniences within minutes, all within one of Central Florida's most sought-after zip codes. Properties with this combination of lot size, updates, and outdoor living don't stay available long. Schedule your private showing and start planning your first poolside gathering.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ernest Middleton (321-231-5698)
1407 MILLER AVE, WINTER PARK, FL 32789
$899,00022 Days on yellowkey MLS ID: O6406408
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1884 Built: 2023Monthly Fee: $200 Tax: $6,818 (2025)Community: H Vanwies SubSingle Family
Taxes:$6,818
Remarks: Experience refined luxury and effortless living at 1407 Miller Avenue, ideally situated in one of Winter Park’s most desirable and walkable enclaves near the NEW Minnesota Row. Built by SGC Homes, this exceptional Modern Mediterranean detached townhome combines timeless architecture with sophisticated contemporary finishes along a charming, tree-lined brick street. Offering 3 bedrooms, 2.5 bathrooms, and 1,884 square feet of thoughtfully designed living space, the residence features a highly sought-after first-floor primary suite and the privacy of only one shared wall at the garage—no shared interior living walls!! Interior highlights include Level 4 drywall finishes, wide-plank engineered oak flooring, Bosch appliances, LED mirrors, and an impressive Hunter Douglas automated shade system. The open-concept floor plan is both functional and inviting, filled with natural light and seamlessly extending to a private paved patio and fenced backyard—ideal for entertaining, quiet outdoor living, or the future addition of a pool or spa. Set within an exclusive four-residence enclave, this low-maintenance property offers a true lock-and-leave lifestyle just minutes from Park Avenue’s premier dining, boutique shopping, Publix, AdventHealth, and everyday conveniences. Additional features include a private two-car garage with EV charging capability and dedicated guest parking. A rare opportunity to own a design-forward residence in the heart of Winter Park.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Amanda Wood (321-229-8389)
2261 MULBRY DRIVE, WINTER PARK, FL 32789
$1,995,0007 Days on yellowkey MLS ID: O6410979
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3696 Built: 2020 Tax: $11,789 (2025)Community: Lake Forest ParkSpa: YesSingle Family
Taxes:$11,789
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Welcome to this extraordinary, better-than-new residence in the heart of Winter Park, a thoughtfully designed and impeccably upgraded custom, one-owner home built in 2020 that effortlessly blends timeless elegance with today’s most sought-after luxury features. Situated on a wonderfully deep, private lot with no HOA, this remarkable two-story home was crafted for elevated everyday living, unforgettable entertaining and seamless indoor-outdoor enjoyment. Offering 3,696 square feet, the flexible floor plan features four bedrooms, three full baths, a loft and a bonus room with a coffee/cocktail bar adjacent to accommodate a variety of lifestyles. The expansive first-floor primary suite is a true retreat, featuring a spa-inspired bath with heated floors, a soothing tub, an oversized walk-in shower and two large walk-in closets. The downstairs office with an en suite bath can easily function as a private guest suite or fourth bedroom. Quality craftsmanship shines throughout with detailed ceilings, engineered oak hardwood flooring, crown molding and baseboards, designer doors and hardware and plantation shutters throughout, creating a sophisticated yet inviting atmosphere. A rare combination of warmth and sophistication, this home beautifully balances luxury and functionality for modern living. The exceptional chef’s kitchen features a 60-inch Wolf gas range with a large griddle and double ovens, an expansive center island, a Sub-Zero refrigerator, a dining area and an adjacent butler’s pantry with an additional dishwasher and sink and a laundry room. Spacious gathering areas flow effortlessly into the spectacular outdoor retreat, complete with a covered lanai with remote screens, summer kitchen, outdoor fireplace, sparkling saltwater pool, separate heated spa and incredible privacy. Additional highlights include a Sonos sound system, high-definition security cameras, natural gas, a full-house generator, a separate air-conditioned workshop and a two-car garage. This exceptional Winter Park home offers the rare opportunity to enjoy newer construction elevated far beyond builder standards. Check out the 3D walk through tour! Call today to schedule your private showing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jo Ann Lamar (321-231-0052)
300 CAROLINA AVE #301, WINTER PARK, FL 32789
$739,000Listed 06/04/2026 11:20AM MLS ID: O6413279
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1305 Built: 1981 Tax: $4,605 (2025)Community: Park West CondoCondo
Taxes:$4,605
Remarks: Enjoy the best of living in this beautifully renovated well maintained 2-bedroom, 2-bath condominium located in the highly desirable gated Park West Condominiums. Perfectly positioned just steps from the renowned Park Avenue, this exceptional residence offers walking distance access to award-winning restaurants, charming boutiques, sidewalk cafés, and the popular weekly farmer’s market. This rare 3rd-floor corner unit which enhances privacy was completely remodeled in 2019 with quality upgrades throughout. The interior features are engineered wood flooring, updated tile, modern ceiling lighting, and a bright open-concept floor plan filled with natural light from expansive sliding glass doors leading to three private walk-out balconies. The redesigned kitchen in 2019 includes new cabinetry, countertops, a complete suite of kitchen appliances, including washer and dryer. Both bathrooms have also been tastefully renovated, creating a clean and contemporary feel throughout the home. Additional improvements include a brand-new HVAC system installed in July 2024, offering peace of mind and energy efficiency for years to come. Spacious bedrooms, generous storage, and seamless indoor-outdoor living make this condo ideal for both everyday living and entertaining. Park West residents enjoy beautifully maintained grounds along with community amenities including a sparkling swimming pool and tennis courts. The community is also conveniently located to Rollins College and Full Sail College. Whether you are searching for a full-time residence or seasonal retreat, this exceptional condo combines timeless Winter Park charm with modern updates and an unbeatable location.
Listing Agent: Kevin Mcclanahan (407-491-8509)
230 E ROCKWOOD WAY, WINTER PARK, FL 32789
$2,189,0001 Day on yellowkey MLS ID: O6412857
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3374 Built: 2017 Tax: $19,191 (2025)Community: CharmontSingle Family
Taxes:$19,191
Remarks: JUST LISTED! Located in the highly sought-after Winter Park Lake Sue area, this exceptional contemporary residence offers a rare opportunity to enjoy luxury living among some of the most architecturally significant and beautifully designed homes in Central Florida. Positioned within one of the region's most desirable neighborhoods, the property combines modern design, exceptional functionality, and an outstanding lifestyle location. From its prominent presence to its thoughtfully executed interior spaces, the home offers a seamless blend of modern esthetics and comfort. The open-concept floor plan is designed for both everyday living and entertaining, with expansive living areas that transition effortlessly into the covered outdoor living space, summer kitchen, resort-style pool, and heated spa. A highly desirable layout places both the luxurious primary suite and an additional bedroom/flex room on the main level, providing exceptional flexibility for guests, a home office, fitness space, or multi-purpose living. Upstairs, additional bedrooms and a large bonus room create ample space for family and entertaining. The private first-floor primary suite serves as a true retreat, featuring direct access to the outdoor living areas and a beautifully appointed spa-inspired bath. Throughout the home, quality finishes, extensive wood flooring, designer lighting, custom window treatments, and carefully curated details create an elevated living experience. The kitchen serves as the centerpiece of the home, featuring premium appliances, generous workspace, and a large entertaining island that connects seamlessly to the main gathering spaces. Perhaps most compelling is the location. Zoned for highly regarded Audubon Park K-8 and Winter Park High School, the home enjoys convenient access to Park Avenue, Rollins College, East End Market, Winter Park Village, Downtown Winter Park, and Downtown Orlando. Residents enjoy the unique advantage of being positioned between the charm and sophistication of Winter Park and the energy of Orlando's most vibrant dining, cultural, and lifestyle destinations. Opportunities to secure a fantastic residence at this price point in the Winter Park Lake Sue area are increasingly rare. This is a unique opportunity to enjoy a wonderful lifestyle and home in one of Central Florida's most desirable neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Robert Kurzreiter Pa (407-476-4156)
1611 CHESTNUT AVE, WINTER PARK, FL 32789
$1,100,00036 Days on yellowkey MLS ID: O6402502
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1973 Tax: $3,590 (2025)Community: Lake Knowles TerraceSingle Family
Taxes:$3,590
Remarks: Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this fully renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — electrical, Carrier ACs, roof, ductwork, drywall, Pella windows +++. With elevated finishes, like designer tile and quartz countertops as well as floors and beautifully reimagined kitchen and baths. A second-floor addition adds a sprawling 21 x 24 foot private primary suite and home office, one of the many reasons this an ideal setup for MULTIGENERATIONAL families and those who work from home. A welcoming fireplace, lush mature landscaping, butler's pantry, numerous built ins, custom tile work, and an address minutes from Park Avenue make this one of Winter Park's most compelling offerings. Come imagine the possibilities.
Listing Agent: Olivia Maxwell (407-222-4440)
2779 SANBINA ST, WINTER PARK, FL 32789
$429,00084 Days on yellowkey MLS ID: O6388746
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $10,000 (2.3%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1405 Built: 1960 Tax: $5,629 (2024)Community: Howell HeightsSingle Family
Taxes:$5,629
Remarks: Under contract-accepting backup offers. Rare opportunity in the heart of 32789 — priced under $500K, this 3-bedroom, 2-bathroom Winter Park home delivers the location, lot, and bones that buyers in this zip code rarely find at this price point. Zoned for Dommerich Elementary and Winter Park High School and situated on a generous 0.23-acre lot, this is the one worth moving quickly on. Upon entry, a sun-drenched living room leads to a formal dining room, which connects to a secondary living area perfect for entertaining. The open kitchen features granite countertops, stainless steel appliances, and a casual eat-in area, while refinished terrazzo floors run throughout the home adding character and easy-care durability that's quintessentially Florida. 2021 roof and HVAC mean the big-ticket items are already done. Step outside to a large screened-in patio overlooking a spacious backyard with plenty of room to add a pool or expand. One or more photo(s) was virtually staged. Minutes from Park Avenue and Downtown Winter Park's incredible restaurants and fantastic shopping, Rollins College, UCF, AdventHealth Winter Park, Downtown Orlando, and more.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Caroline Fiore (407-538-2381)
1927 ELAND AVE, WINTER PARK, FL 32789
$825,000114 Days on yellowkey MLS ID: O6381009
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1957 Tax: $3,190 (2024)Community: Lake Bell TerraceSingle Family
Taxes:$3,190
Remarks: *Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental income potential. The main home offers three bedrooms and two bathrooms with real wood floors, Spanish Colonial architectural details, abundant natural light, and a functional open living layout. The primary bedroom and bathroom offer the opportunity to be expanded, allowing a future owner to customize and enhance the suite to their needs. Interior features include a wood beamed dining room, fireplace, and a built in bar with mini fridge, making this home ideal for entertaining and everyday living. Major updates include a 2015 roof, 2018 windows, and a 2022 HVAC system, providing added peace of mind for buyers seeking an updated home in Winter Park Florida. The detached in law suite cottage includes two bedrooms and one bathroom, along with a modern eat in kitchen featuring white cabinetry, butcher block countertops, and contemporary finishes. The guest house also offers its own laundry area and skylights that enhance the bright, open feel. A private brick paver patio creates a separate outdoor living space exclusively for the ADU. This ADU has the ability to be separately metered from the main house and can have its own independent address if desired. The main home’s outdoor living area includes an outdoor kitchen, brick paver patio, and a private backyard designed for relaxing and gatherings. Conveniently located near Lee Road, State Road 17-92, and Interstate 4, this property provides easy access to Winter Park, Maitland, College Park, and downtown Orlando. Buyers searching for a Winter Park home near Park Avenue, Rollins College, Winter Park Village, Trader Joe’s, SunRail, and the Winter Park Farmers Market will appreciate the central location and walkable lifestyle. This is a rare opportunity to own a versatile single family home with an in law suite ADU in one of the most desirable neighborhoods in Winter Park FL.
Listing Agent: Ryan Leitter (321-684-9699)
2889 ROUEN AVE, WINTER PARK, FL 32789
$375,00045 Days on yellowkey MLS ID: L4961275
REDUCED by $24,500 (6.1%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1959 Tax: $5,061 (2025)Community: Winter Park ManorSingle Family
Taxes:$5,061
Remarks: Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins College, Park Avenue, Full Sail University, shopping, dining, and I-4, and zoned for Dommerich, this property offers an outstanding opportunity in a sought-after location. see private remarks and showing time for direct seller’s contact.
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
2006 CORNELL AVE, WINTER PARK, FL 32789
$338,0003 Days on yellowkey MLS ID: O6412789
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 797 Built: 1940 Tax: $4,795 (2025)Community: Stansbury EstatesSingle Family
Taxes:$4,795
Elementary School: Princeton Elem
Remarks: Welcome home to this charming and fully remodeled 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make you feel right at home. With its hardwood floors adding warmth and character, and the spacious fenced-in backyard providing privacy and room for outdoor activities, this property is ideal for those seeking the perks of Winter Park and College Park living as well as the fun outgoing, Orlando attractions.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Stacia Stephenson (407-415-5700)
1695 LEE RD #E103, WINTER PARK, FL 32789
$134,90070 Days on yellowkey MLS ID: S5146352
REDUCED by $3,000 (2.2%) on 05/24/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Monthly Fee: $482 Tax: $2,041 (2025)Community: Waterfall CoveCondo
Taxes:$2,041
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a bright and spacious living area, perfect for relaxing or entertaining guests. The kitchen features modern new (2025) appliances and ample storage space, making cooking a breeze. The bedrooms are spacious and plenty of natural light, creating a peaceful ambiance. One of the highlights of living at Waterfall Cove is the stunning waterfall feature that gives the community its name. This serene setting is perfect for unwinding after a long day or enjoying a peaceful morning coffee. The community also features a pool and fitness center, providing residents with plenty of opportunities to stay active and healthy. Waterfall Cove is ideally located near Interstate 4, making it easy to commute to major job centers in Orlando. It's also just a short drive away from downtown Orlando and Winter Park, where you can explore a variety of dining, shopping, and entertainment options. Additionally, the condo is close to Rollins College, making it a great option for convenient housing. For those who enjoy the outdoors, Waterfall Cove is close to several parks and nature reserves, where you can hike, bike, or simply enjoy the beauty of the Florida landscape. And if you're a coffee lover, you'll appreciate the proximity to Starbucks, where you can grab your favorite drink on the go. In conclusion, Waterfall Cove offers the perfect blend of comfort, convenience, and natural beauty. With its modern amenities, convenient location, and affordable pricing, it's no wonder why living in this area is so desirable. Don't miss out on the opportunity to make Waterfall Cove your new home! THIS PROPERTY MAY QUALIFY FOR UP TO 40,000.00 IN DOWN PAYMENT ASSISTANCE.
Listing is courtesy of: RE/MAX SELECT GROUP (954-905-2772)
Listing Agent: Jason Price (954-905-2772)
1510 MILLER AVE, WINTER PARK, FL 32789
$1,599,900241 Days on yellowkey MLS ID: O6350503
REDUCED by $35,000 (2.1%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3252 Built: 2026 Tax: $3,573 (2025)Community: LawndaleSingle Family
Taxes:$3,573
Remarks: New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within walking or biking distance of premier restaurants, cafés, boutique shops, and entertainment venues. Designed for both daily comfort and elevated entertaining, the open-concept floor plan boasts thoughtful design and high-end finishes throughout. Luxury details abound, including engineered wood floors featuring an elegant herringbone pattern in the foyer, smooth finish Level 4 drywall, and a cozy electric fireplace that enhances the spacious great room, accentuated by LED mood lighting in the coffered ceiling. The expansive gourmet kitchen is a chef’s delight, equipped with ceiling-height cabinets for ample storage and premium Thermador appliances, including a 36” gas cooktop, wall oven, built-in microwave, French door refrigerator, and a wine fridge — all complemented by sleek cabinetry and contemporary details. A beautiful dry bar adjacent to the kitchen provides extra space for coffee, wine, or entertaining guests. Offering four generous bedroom suites, this home includes a luxurious primary suite on the main level, along with a versatile second suite on the first floor, ideal for use as an office or guest retreat. Upstairs, two additional suites are connected by a flexible bonus room — perfect for a home office, gym, second living area, or even a fifth bedroom. Step outside to your private outdoor oasis, featuring a covered lanai with automatic roll-down screens, a fully-equipped summer kitchen (complete with grill, sink, and refrigerator drawers), and a sparkling pool adorned with travertine decking — perfect for year-round Florida entertaining. The elegant exterior showcases outdoor lighting and lush landscaping, along with a gas generator to ensure your home is always prepared for storm season.Don’t miss your opportunity to own this exquisitely crafted home in one of Orlando’s most sought-after neighborhoods. Schedule your private showing today and experience the pinnacle of luxury living in Winter Park! There are special builder incentives available right now- Call for details!!
Listing Agent: Kim Griffin (407-314-5033)
446 MELROSE AVE, WINTER PARK, FL 32789
$1,695,00039 Days on yellowkey MLS ID: O6402113
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2640 Built: 1987 Tax: $20,217 (2025)Community: Virginia Heights RepSpa: NoSingle Family
Taxes:$20,217
Remarks: A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with modern comfort. A flexible two-level layout offers main living areas on the first floor, complemented by an upper-level studio or retreat space with optional deck access, ideal for today’s lifestyle. Extensively improved with over $260,000 in recent upgrades, the home was enhanced with durability and efficiency in mind. Major improvements include a commercial-grade TPO roofing system with advanced drainage and a 20-year warranty completed in 2024, as well as hurricane-impact aluminum sliders all around with large missile-rated glass and enduring waterproofing. Additional features such as a white reflective roof, whole-house surge protection, updated electrical components, and a new code-compliant deck railing further elevate the home’s long-term value and performance. The outdoor spaces have been equally curated, with mid-century-inspired landscaping designed for beauty and ease of maintenance. Palms, agave and drought-tolerant plantings create a clean, modern aesthetic, while redesigned yard spaces enhance openness and usability. A professionally landscaped east yard, low-maintenance turf on the west side, a five-zone irrigation system, and private well irrigation contribute to a thoughtfully executed exterior environment. An expanded driveway provides ample parking, and outdoor lighting enhances ambiance and function. Just moments from desirable Park Avenue, this architecturally significant modern residence is ideally in one of Winter Park’s sought-after neighborhoods, near Lake Virginia, Rollins College and Winter Park Tennis Center. Set on a quiet, tree-lined corner lot with no through traffic, the home enjoys an elevated position on a natural rise, offering peace of mind with no history of flooding, along with ideal north-facing orientation and beautiful natural light throughout the day.
Listing Agent: Audra Wilks (407-252-8582)
1701 GOODRICH AVE, WINTER PARK, FL 32789
$739,00046 Days on yellowkey MLS ID: O6400278
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1528 Built: 1950 Tax: $5,023 (2025)Community: Sylvan HgtsSingle Family
Taxes:$5,023
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: Welcome to this thoughtfully updated Winter Park home ideally on a spacious corner lot with a two-car garage offering excellent storage and everyday convenience. This home offers a flexible layout featuring two bedrooms plus an office that can function as a third bedroom, ideal for working from home or accommodating guests. Hardwood floors run throughout, adding warmth and character. Major system updates have been completed, including a 2024 metal roof and 2025 HVAC system, providing peace of mind for the next owner. Additional exterior improvements include new soffits and gutters, fresh exterior paint in 2025, a whole-home surge protector, and updated breezeway or office door and windows installed in 2024. Inside, you will find a well-equipped kitchen with Samsung appliances, including a range, microwave, dishwasher and a 2023 refrigerator, along with a 2020 Samsung washer and dryer. Comfort and efficiency have also been enhanced with replaced air ducts in 2016, an Ecobee smart thermostat and updated ceiling fans. Smart home features include a Logitech Circle View wired doorbell, smart blinds and updated smoke detectors, providing modern convenience throughout the home. The property sits toward the rear of the lot, creating a private, fenced yard space ideal for pets, outdoor enjoyment or entertaining. An irrigation system is also in place to help maintain the landscaping. In the desirable Winter Park area and zoned for highly regarded Winter Park schools, this home offers a combination of location, updates and flexibility. With major systems addressed, this home presents a move-in-ready opportunity and being sold as is.
1841 LAKE SPIER DRIVE, WINTER PARK, FL 32789
$1,650,0009 Days on yellowkey MLS ID: O6407841
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2467 Built: 1964 Tax: $4,844 (2025)Community: South Lakemont ShoresSpa: NoSingle Family
Taxes:$4,844
Elementary School: Baldwin Park Elementary
Remarks: A rare opportunity to own a thoughtfully renovated mid century lakefront residence in Winter Park. This three bedroom four bath home offers stunning views, high ceilings and abundant natural light. The open layout flows effortlessly for everyday living and gatherings with friends and family. As you walk through the front door, you will be drawn to the large living area and a wall of windows and doors leading to the lake. The island kitchen is a cook's dream with abundant workspace and welcoming island seating. Imagine waking up every morning to yet another amazing view- The primary suite is spacious and private with newer bath and large walk- in closet. Nicely appointed secondary bedrooms and updated baths. In addition to the main living area, there is a separate oversized family room with a full bath adjacent. This home is a perfect blend of classic architecture and carefully designed updates. Other features include two car garage with "glass" overhead doors and mini-split HVAC, metal roof, generous closets & storage throughout and recently installed sod. What makes this house truly special is the setting on Lake Spier- a ski lake tucked away in a secluded part of Old Winter Park . There are no homes across the lake- so spending time on the patio and dock offers an expansive view of water and trees and a remarkable sense of privacy. Inside and out, every space feels connected to the natural beauty. Great location to enjoy Winter Park living. Ideally situated near top rated schools - Baldwin Park, Glenridge and Winter Park High School. Enjoy close proximity to walking trails, restaurants and shopping. This home is truly special!
Listing Agent: Nicole Seybold (407-808-9374)
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