Location: Winter Park
Do Not Show Listings
311 E MORSE BLVD #1-3, WINTER PARK, FL 32789
$1,995,00023 Days on yellowkey MLS ID: O6406368
REDUCED by $80,000 (3.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2304 Built: 1960Monthly Fee: $2,471 Tax: $16,493 (2025)Community: Whispering Waters/Phillips Circle RepCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,493
Elementary School: None
High School: Winter Park High
Tax Year: 2025
Middle School: Audubon Park K-8
Remarks: Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room and kitchen take full advantage of the breathtaking views of Lake Osceola, while two fireplaces—one in the living room and another in the primary bedroom—add warmth and character to the space. The kitchen has been updated with white cabinetry, stainless steel appliances, double ovens, induction cooktop, tile backsplash, center island, and wine/beverage refrigerator. Formal living and dining spaces offer plenty of room for entertaining, and the oversized entertainment room off the primary bedroom features a closet and separate entry, making it a great option for a third bedroom, media room, or home office. The primary suite offers a walk-in closet and en-suite bathroom with a shower and dual sinks. The secondary bedroom includes two closets along with a separate alcove ideal for a reading nook or office space. A Florida room, currently used as a storage room, features brick flooring. Other highlights include plantation shutters throughout, beautiful exposed beams, additional storage closet in the garage, and two designated parking spaces in the covered garage. Residents enjoy a community pool, gated underground parking with elevator access, and an unbeatable location just steps from Park Avenue’s shops, restaurants, museums, and seasonal events. A rare opportunity to enjoy spacious lakefront living in one of Winter Park’s most desirable communities.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Megan Cross (407-353-9997)
1077 MINNESOTA AVE, WINTER PARK, FL 32789
$1,395,0003 Days on yellowkey MLS ID: O6411722
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3046 Built: 2025 Tax: $1,383 (2025)Community: NaSingle Family
Taxes:$1,383
High School: None
Middle School: None
Remarks: Location. Design. Lifestyle. Newly built in 2025 by Nautilus Homes and lightly lived in, this exceptional custom residence offers the perfect blend of modern construction, elevated design, and an unbeatable Winter Park location. Ideally positioned between Orlando Avenue and Orange Avenue, just moments from Park Avenue, Mead Botanical Garden, acclaimed dining, boutique shopping, and cultural attractions, this is a rare opportunity to enjoy the very best of Winter Park living. Framed by mature landscaping and featuring dual front porch seating areas, the home encompasses over 3,000 square feet of thoughtfully designed living space and more than 4,000 square feet under roof, with four bedrooms, four full baths, and a dedicated first-floor office. More than $100,000 in post-construction enhancements further elevate the home's style, functionality, and everyday comfort. Inside, wide-plank Crème Brûlée hardwood flooring flows throughout, creating a warm and sophisticated backdrop. Custom closet systems in every bedroom, plantation shutters, and designer Arhaus lighting add a refined touch throughout the home. The spacious great room is anchored by a custom-built entertainment wall featuring a sleek vapor fireplace and integrated LED accent lighting, creating a striking focal point for both relaxing and entertaining. The chef’s kitchen seamlessly combines beauty and function with ceiling-height custom cabinetry, a handcrafted wood range hood, premium finishes, and an elegant butler’s pantry accented by designer Kit Kat tile. A built-in wine and coffee bar enhances the home's entertaining appeal while providing everyday convenience. Designed for flexibility and privacy, the floor plan offers a first-floor guest suite and office, while three additional en-suite bedrooms are located upstairs. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bath with a soaking tub, oversized nine-foot walk-in shower, dual shower systems, frameless glass enclosure, and linear drain detailing. Outdoor spaces have been thoughtfully curated for effortless living. Professional landscaping, mature trees, full gutter systems, artificial turf, and decorative rock accents create a private, low-maintenance backyard sanctuary. The oversized 24' x 22' garage is equally impressive, featuring custom cabinetry, a dedicated tool wall, overhead storage systems, and Shark Coating epoxy flooring. Zoned for highly regarded Audubon Park K-8 and Winter Park High School, and located just minutes from Park Avenue and Winter Park’s vibrant dining and entertainment district, this move-in-ready residence delivers luxury, convenience, and timeless design in one of Central Florida’s most sought-after neighborhoods. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
643 N PARK AVE, WINTER PARK, FL 32789
$4,295,00017 Days on yellowkey MLS ID: O6403591
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4231 Built: 2018Monthly Fee: $948 Tax: $22,352 (2025)Community: Park HillTownhouse
Taxes:$22,352
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Winter Park living at its best! This custom brownstone with an exclusive Park Avenue address offers an unparalleled Winter Park lifestyle. Ideally situated in the heart of Winter Park, moments from Park Avenue’s renowned dining, boutique shopping and cultural attractions…evening strolls and friendly smiles are simply part of everyday life. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story townhome offers over 4,200 square feet, a private elevator and features three en-suite bedrooms with three full and two half baths; offers generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen and so much more. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, additional built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island with bar seating, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage and an electric charging station round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and an under-counter refrigerator that opens to an outside covered balcony. Also on this floor are a laundry room, a loft area and two large bedrooms, each with a walk-in closet and its bath. The third floor, the primary bedroom, showcases three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes and a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with a marble countertop, a mirrored backsplash and hardwood floors with beautiful light to elevate the experience. The private rooftop terrace with a fireplace, wet bar and half bath allows for the enjoyment of evening sunsets and Florida breezes. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim, a slate mansard roof and a Sonos system. There are five air-conditioning units (three of which were replaced in 2026) and three tankless gas water heaters, and the property has been meticulously cared for.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Sara Cambron (321-277-8444)
938 ENCLAVE PL, WINTER PARK, FL 32792
$2,099,00011 Days on yellowkey MLS ID: O6408090
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3858 Built: 2026Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Taxes:$9,900
Tax Year: 2026
Remarks: Pre-Construction. To be built. Welcome to The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 thoughtfully crafted residences by FG Schaub Custom Homes. Nestled beneath mature oak canopies and surrounded by lush natural beauty, this private enclave offers the perfect balance of tranquility, sophistication, and walkable convenience. Ideally located just moments from Phelps Park, the YMCA, premier dining, shopping, and the vibrant charm of downtown Winter Park, residents enjoy an elevated lifestyle in one of Central Florida’s most desirable locations. This stunning custom-designed residence showcases timeless architecture with clean modern farmhouse influences, highlighted by striking curb appeal, refined exterior detailing, and thoughtfully curated landscaping. Inside, exceptional craftsmanship and upscale finishes define every space. Features include high-performance low-E double-pane windows, 8-foot solid-core interior doors, tankless gas water heaters, and an open, livable floor plan designed for both everyday comfort and elegant entertaining. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a refined palette of materials and colors. Expansive indoor-outdoor living spaces include a resort-style pool and a fully equipped summer kitchen, creating the ultimate Florida lifestyle experience. Spacious interiors, elevated detailing, and quality construction come together to create a home that is both luxurious and inviting. Buyers still have the opportunity to personalize select finishes and explore certain floor plan modifications. Additional upgrade options may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, and additional pricing. A rare opportunity to own a truly custom home in one of Winter Park’s most intimate and architecturally distinctive new communities.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laura Earl (443-994-9441)
950 ENCLAVE PL, WINTER PARK, FL 32792
$2,125,0003 Days on yellowkey MLS ID: O6410963
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3797 Built: 2027Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. Discover refined modern living in The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 custom residences by FG Schaub Custom Homes. Tucked beneath mature oak canopies and surrounded by lush natural beauty, this intimate neighborhood offers a rare blend of privacy, walkability, and timeless architectural design. Ideally located just moments from Phelps Park, the YMCA, exceptional dining, boutique shopping, and the cultural attractions of downtown Winter Park, The Enclave delivers an elevated lifestyle in one of Central Florida’s most sought-after locations. This striking custom residence showcases contemporary architecture with clean lines, dramatic windows, and exceptional curb appeal. Thoughtfully designed for both everyday living and upscale entertaining, the home features expansive open-concept spaces, soaring ceilings, and seamless indoor-outdoor flow. Every detail reflects superior craftsmanship and designer-selected finishes curated to create a timeless yet modern aesthetic. Luxury appointments include premium Wolf and Sub-Zero appliances, high-performance low-E double-pane windows, 8-foot solid-core interior doors, and tankless gas water heaters for comfort and efficiency. Spacious living areas are complemented by a resort-style outdoor experience featuring a sparkling pool and a fully equipped summer kitchen, ideal for year-round entertaining. Beautifully landscaped grounds and quality construction create a private retreat while remaining connected to the very best of Winter Park living. Buyers still have the opportunity to personalize select finishes and explore certain floor plan modifications. Optional upgrades may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, and additional pricing. A rare opportunity to build a truly custom luxury home within one of Winter Park’s most exclusive new communities.
946 ENCLAVE PL, WINTER PARK, FL 32792
$2,175,0003 Days on yellowkey MLS ID: O6411633
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3989 Built: 2026Monthly Fee: $375 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options.
Listing Agent: Matthew Burks (407-257-5347)
2529 WINDWARD WAY, WINTER PARK, FL 32792
$299,0003 Days on yellowkey MLS ID: S5150790
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1977Monthly Fee: $99 Tax: $332 (2025)Community: Windward Square Sec 1Townhouse
Taxes:$332
Remarks: Welcome Home in the heart of Winter Park! Fantastic single-level townhouse fully remodeled with 3 bedrooms and 2 bathrooms, featuring beautiful cathedral ceilings upon entry and modern upgrades throughout. This move-in ready property offers a brand-new 2026 roof, freshly painted interior and exterior, a beautifully renovated kitchen, and fully updated bathrooms with elegant quartz countertops. Featuring a newer A/C system and new water heater, this home provides extra peace of mind for the new owners. Situated on a spacious corner lot, this home is perfect for families seeking comfort, style, and convenience. Enjoy your own private fenced backyard, ideal for relaxing, entertaining, or pets. The community offers a low HOA with fantastic amenities including a swimming pool, tennis courts, and playground. Conveniently located just 8 miles from UCF with quick access to shopping, dining, entertainment, and major highways. A perfect blend of location, lifestyle, and value!
Listing is courtesy of: MY Q REALTY, LLC (407-289-7608)
Listing Agent: Myriam Quintero (407-289-7608)
942 ENCLAVE PL, WINTER PARK, FL 32792
$2,195,0003 Days on yellowkey MLS ID: O6411550
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4231 Built: 2026Monthly Fee: $372 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
7517 LAUREL SPRINGS DR, WINTER PARK, FL 32792
$399,9903 Days on yellowkey MLS ID: O6411247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 1972 Tax: $6,116 (2025)Community: Laurel SpringsSpa: YesSingle Family
Taxes:$6,116
Elementary School: Aloma Elem
Middle School: Glenridge Middle
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2-bath *POOL* home in desirable Winter Park! Offering 1,678 square feet of single-story living, this home features an open floor plan with a spacious kitchen/family room combination. The open kitchen features 36” oak cabinetry, upgraded SS appliances, a garden window, and a kitchen island overlooking the dinette and family room. You’ll find laminate and tile flooring throughout the home, updated bedroom light fixtures (2026), and a converted 2-car garage offering flexible bonus space if you desire. Owners can escape to their primary suite with a walk-in closet, en-suite bathroom, and private French doors leading out to the HEATED SALTWATER POOL. Step outside to your own private backyard featuring an oversized covered patio with screened-in pool and a built-in spa, plenty of yard space to enjoy, a backyard shed for additional storage, a swing set, and a playhouse perfect for outdoor fun. With NO HOA, you’ll have the freedom to truly make this space your own! Major updates provide peace of mind, including a NEW water heater (2026), electrical panel replacement (2023), salinator replacement (2023), pool heater replacement (2024), roof (2019), and AC (2025). Conveniently located near shopping, dining, parks, and top-rated Seminole County schools, this move-in-ready home is the perfect blend of comfort, functionality, and Florida living!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jadel Patterson, Llc (407-922-5936)
723 SYMONDS AVE, WINTER PARK, FL 32789
$2,000,0003 Days on yellowkey MLS ID: O6406823
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3065 Built: 2023 Tax: $15,884 (2025)Community: Horton AaronSingle Family
Taxes:$15,884
Elementary School: Audubon Park K8
Remarks: Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-home innovation, and effortless indoor-outdoor living across three thoughtfully designed levels. From the moment you arrive, the striking foyer makes a memorable first impression with its bold geometric detailing, designer finishes, and contemporary ambiance that immediately sets the tone for the home. Beyond the entry, the main living spaces unfold into an open-concept kitchen, dining, and living area designed for both everyday comfort and elevated entertaining. The chef’s kitchen is beautifully appointed with custom cabinetry, a Wolf stove, Bosch dishwasher, a premium side-by-side True Residential refrigerator and wine column combination, and a separate under-island beverage refrigerator designed for effortless entertaining. Expansive PGT sliding doors connect the interior spaces seamlessly to the lanai and outdoor retreat, while the Klipsch 5.1 surround sound system, electric fireplace, Anderson windows, ceiling fans, and integrated Elon smart-home system enhance the experience throughout the home. The outdoor living area was designed as a private modern zen-inspired escape, featuring a fully air-conditioned and heated lanai with cedar-lined ceilings, rolled screens, and direct access to the serene backyard retreat complete with a four-person sauna. Thoughtfully integrated technology and upgrades include Jellyfish lighting, Nest cameras, power-over-Ethernet shades, leak protection system, water filtration systems including Aqua Sauna Water Filter and Kohler Connect Water Minder, as well as two separate AC units serving each floor independently. The first floor also offers a private guest suite, ideal for visitors or multigenerational living. Upstairs, the second level features a spacious laundry room, two additional en-suite bedrooms, and an impressive primary suite designed as a true retreat. The luxurious primary bathroom showcases a standing shower with digital water controls, dual sinks with custom storage cabinetry, and an expansive custom walk-in closet. Additional highlights throughout the home include engineered wood flooring, electric blinds, and refined designer details at every turn. Crowning the residence is a spacious third-floor bonus area offering endless flexibility for a media room, fitness studio, office, or additional lounge space, all fully air-conditioned for year-round comfort. Combining exceptional craftsmanship, advanced smart-home functionality, and an unbeatable Winter Park location with exceptional proximity to both Park Avenue and Winter Park Village, this extraordinary residence places premier dining, boutique shopping, cafés, entertainment, and everyday conveniences just moments from home while delivering a truly elevated lifestyle experience.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Nick Mckee (407-913-0171)
1695 LEE RD #B210, WINTER PARK, FL 32789
$99,000129 Days on yellowkey MLS ID: O6375872
REDUCED by $5,000 (4.8%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1966 Tax: $1,493 (2024)Community: Waterfall CoveSpa: NoCondo
Taxes:$1,493
Tax Year: 2024
Remarks: This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and dryer. Assigned parkingspace. Community features swimming pool, tennis court and playground. Rent price includes use of the amenities, free basic cable TV, free internet, and pest control.
Listing is courtesy of: GM SUNSHINE REALTY LLC (407-376-1261)
Listing Agent: Giuseppina Moriconi (407-376-1261)
3651 N GOLDENROD RD #D102, WINTER PARK, FL 32792
$159,00040 Days on yellowkey MLS ID: O6401114
REDUCED by $1,000 (0.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1990Monthly Fee: $370 Tax: $2,461 (2025)Community: Lancelot/Winter ParkCondo
Taxes:$2,461
Remarks: One or more photo(s) has been virtually staged. Welcome to this inviting 2-bedroom, 2-bathroom condo located in the desirable Lancelot at Winter Park community, offering the perfect blend of comfort and convenience for investors, first-time buyers, or anyone seeking low-maintenance living. This well-appointed unit features an open and airy layout with abundant natural light, seamlessly connecting the living and dining areas to create an ideal space for both relaxing and entertaining. The modern kitchen provides a functional workspace designed for everyday ease. Residents will also enjoy access to a community pool, perfect for unwinding or hosting guests, along with professionally maintained common areas that enhance the overall appeal of the neighborhood. Ideally situated, this condo offers close proximity to UCF and Full Sail University, making it an excellent option for rental potential, as well as convenient access to major shopping centers, dining options, and key highways including I-4 for easy commuting. Whether you're searching for a primary residence, a second home, or a strong investment opportunity, this property delivers exceptional value in a prime location. The property was previously leased at $1,625/month. The interior of condo was just completely repainted, and all closet doors were fixed!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Christina Munkberg Bianca (407-340-1308)
1760 GREENWICH AVE, WINTER PARK, FL 32789
$625,00073 Days on yellowkey MLS ID: O6392001
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $25,000 (3.8%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1610 Built: 1967 Tax: $2,779 (2025)Community: Golfview HeightsSingle Family
Taxes:$2,779
Elementary School: Brookshire Elem
Remarks: Under contract-accepting backup offers. Fabulous Winter Park location. This is a 3 bedroom, 2 bath patio home with a great layout, split bedroom plan, high ceilings in the living room, and an eat in kitchen that is open to the family room. A large primary bedroom which has a walk in closet, two additional closets and french doors leading out to the back yard. There is a screened in patio off of the breakfast / dining area and an interior laundry room. Zoned for Winter Park schools, minutes from downtown Park Ave., Rollins College and Advent Health Winter Park. Property is a gem perfect for a renovation or an opportunity to build new.
Listing Agent: Meg Dolan (321-948-0701)
3282 OAK LAKE PL #3282, WINTER PARK, FL 32792
$159,00031 Days on yellowkey MLS ID: O6403912
REDUCED by $10,500 (6.2%) on 05/28/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1984 Tax: $2,899 (2025)Community: Hidden Oaks Condominium Association, IncCondo
Taxes:$2,899
Remarks: Welcome to Hidden Oaks! This beautifully updated 2-story condo offers the perfect blend of style and affordability. Featuring a fresh kitchen, renovated bathroom, and new flooring throughout, this move-in-ready home includes an in-unit washer/dryer for ultimate convenience. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area. Relax on your private patio, complete with additional outdoor storage. Bonus: Your HOA dues cover water and trash service! This Winter Park steal won’t last—schedule your showing today.
Listing is courtesy of: BUSBY REALTY LLC (407-529-6952)
Listing Agent: Chad Busby (407-529-6952)
1032 MANCHESTER CIR, WINTER PARK, FL 32792
$470,000102 Days on yellowkey MLS ID: O6383113
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1787 Built: 1976 Tax: $1,535 (2025)Community: Howell Estates RepSpa: NoSingle Family
Taxes:$1,535
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home nestled in one of the desirable neighborhoods of Winter Park within Seminole County. Offering the perfect blend of comfort, space, and Florida living, this home is designed for both everyday enjoyment and effortless entertaining. Step inside to discover a spacious, light-filled floor plan featuring generous living areas, well-sized bedrooms, and a thoughtfully designed layout ideal for families or guests. Out back, you’ll find your own private oasis. The freshly resurfaced sparkling pool and expansive backyard provide the perfect setting for weekend barbecues, gatherings with friends, or simply relaxing under the Florida sunshine. With plenty of room to entertain, play, or unwind, this outdoor space truly sets the home apart. The property also features a metered irrigation system, helping maintain the lush landscaping efficiently and economically. Conveniently located near top-rated schools, shopping, dining, and major roadways, this exceptional property combines comfort, convenience, and the charm that makes Winter Park such a wonderful place to call home. Recent updates include: Pool resurfaced – April 2026 Roof replaced – 2022 New electrical panel – 2025
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Nancy Morales (321-747-7448)
2418 EUSTON RD, WINTER PARK, FL 32789
$789,0004 Days on yellowkey MLS ID: O6409323
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2228 Built: 1950 Tax: $7,927 (2025)Community: Glencoe SubSingle Family
Taxes:$7,927
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake Killarney. Situated on an oversized 0.27-acre lot with no HOA, this exceptional property offers endless possibilities, including ample space to add a pool, guest house/ADU, or create the custom outdoor living space of your dreams. Full of charm and warmth, the home features bright and spacious living areas designed for both everyday comfort and entertaining, highlighted by a cozy wood-burning fireplace. The recently renovated kitchen showcases updated cabinetry, new countertops, newer appliances, and stylish tile flooring throughout the entire first floor. The kitchen flows seamlessly into the breakfast area overlooking the expansive fenced backyard, creating the perfect indoor-outdoor lifestyle. Upstairs, you’ll find wood flooring throughout the staircase and second floor, along with three light-filled bedrooms, two full bathrooms, and a versatile flex space ideal for a home office, playroom, or study area. Additional upgrades include a renovated downstairs half bath, updated secondary bathroom, professionally cleaned and sanitized AC ducts, new ceiling fans in all bedrooms, a newly installed garage door, a new garage roof, and a main roof replacement completed in 2018. Relax on the inviting front porch swing and enjoy peaceful lake breezes with your morning coffee or evening glass of wine. Ideally located near Park Avenue, Winter Park Village, premier dining, shopping, entertainment, and major highways with easy access to Downtown Winter Park and Orlando. Move-in ready and filled with modern updates, timeless character, and unbeatable potential, this property also presents an incredible opportunity to live in while your custom dream home is being built.
Listing is courtesy of: TOLARIS REALTY GROUP LLC (407-322-5253)
Listing Agent: Rick Bavec (561-389-2070)
3440 ALLSTON LN, WINTER PARK, FL 32792
$405,00035 Days on yellowkey MLS ID: O6401731
REDUCED by $15,000 (3.6%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1533 Built: 1993Monthly Fee: $65 Tax: $1,364 (2024)Community: Villas Of Casselberry Ph 4Single Family
Taxes:$1,364
Remarks: Exceptional Single-Family Home in Winter Park, FL This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC system (2023), new water heater (2026), providing peace of mind for years to come. Enjoy Florida living at its finest on the private screened patio - perfect for relaxing or entertaining. Ideally situated 25 minutes from Downtown Orlando, 30 min from OIA, and 40 min from world-class attractions, this home is also just 6 minutes from Full Sail University, 12 minutes from the prominent Rollins College, and 19 minutes from UCF - making it an ideal choice for families and investors alike. A true must-see - schedule your showing today.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Hugo Hernandez (407-716-5594)
3370 CEDAR SPRINGS PL #156, WINTER PARK, FL 32792
$185,000323 Days on yellowkey MLS ID: O6326460
REDUCED by $4,000 (2.1%) on 05/11/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984Monthly Fee: $420 Tax: $2,549 (2024)Community: Hidden Oaks Condo Ph 09Condo
Taxes:$2,549
Remarks: Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. No rear neighbors. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own private bathroom. Step outside to a fenced-in patio that overlooks a serene water canal and conservation area—perfect for relaxing or entertaining. Additional features include an outdoor storage room and extra storage space under the stairs. The Hidden Oaks community offers residents access to a beautiful pool and playground. Whether you're a first-time homebuyer, an investor, or simply looking for a cozy place to call home, this property presents a standout opportunity close to major highways, universities, and popular dining spots in Central Florida.
Listing is courtesy of: SPRINGHILL PROPERTIES LLC (646-236-0299)
Listing Agent: Wendy Lin (646-236-0299)
151 N ORLANDO AVE #259, WINTER PARK, FL 32789
$239,00010 Days on yellowkey MLS ID: O6409651
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1960 Tax: $2,552 (2025)Community: Lake Killarney CondoCondo
Taxes:$2,552
Remarks: One or more photo(s) has been virtually staged. Welcome to Lake Killarney Living — where Winter Park charm meets everyday convenience. Discover this beautifully appointed condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, premier dining, boutique shopping, and the peaceful waters of Lake Killarney. This is low-maintenance, lock-and-leave living in one of Central Florida's most desirable lakefront communities. Inside, the condo is thoughtfully updated for modern comfort. A brand-new kitchen shines with sleek quartz countertops, while polished terrazzo floors flow throughout — a timeless, low-maintenance finish that's as durable as it is beautiful. Efficient mini-split air conditioning serves both the living room and bedroom, delivering precise, zoned cooling through even the warmest Florida summers, and a generous walk-in closet offers the kind of storage that's rare in condo living. Step outside to your private screened-in patio, the perfect spot for morning coffee, quiet evenings, or creating your own cozy outdoor retreat to unwind and enjoy the waterfront Florida sunset. Residents enjoy an impressive list of community amenities, including a sparkling private pool, a fitness center, lush green spaces, and beautifully maintained grounds. Best of all, the community offers optional private access to Lake Killarney, ideal for launching boats, kayaks, and paddleboards, fishing, or simply taking in serene lakefront views and some of Central Florida's most stunning sunsets. Enjoy evening sunset strolls, a weekend on the water, a relaxing afternoon by the pool, or sunsets around the firepit on the lake. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #259 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in a true lakefront community. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.
Listing is courtesy of: MAXLIFE REALTY LLC (321-373-3536)
Listing Agent: Ryan Solberg (407-748-3436)
2500 LEE RD. #222, WINTER PARK, FL 32789
$189,500161 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)
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