Location: Winter Park
Do Not Show Listings
225 LEWFIELD CIR #225, WINTER PARK, FL 32792
$220,000319 Days on yellowkey MLS ID: O6314817
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 953 Built: 1973Community: Stratford A Winter Park CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: One or more photo(s) has been virtually staged. **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features hardwood floors throughout and an open living room with sliding glass doors leading to the community green space that is a tropical oasis. The adjacent dining area includes a stackable washer/dryer and flows into a modern kitchen with floor-to-ceiling cabinetry, granite countertops, and stainless steel appliances. Both spacious bedrooms sit near the entry, with the primary suite offering a walk-in closet and a sleek ensuite bath with a glass-front shower and floating vanity—mirrored in the newly updated guest bath as well. Enjoy low-maintenance living with access to resort-style community amenities including two pools, tennis courts, and a gym—all in a prime location! Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
188 LEWFIELD CIR #188, WINTER PARK, FL 32792
$139,00046 Days on yellowkey MLS ID: O6387291
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 678 Built: 1973Community: Stratford A Winter Park CondoCondo
Remarks: Welcome to 188 Lewfield Cir — a beautifully designed 1-bedroom, 1-bath condo located in the highly desirable The Stratford at Winter Park Condominium community. This unit features an open floor plan that creates a bright, spacious feel, perfect for comfortable everyday living or entertaining guests. The layout maximizes functionality while maintaining a modern, low-maintenance lifestyle. Residents of The Stratford enjoy resort-style amenities including two outdoor swimming pools, a clubhouse, a fully equipped fitness center, and beautifully maintained grounds; offering both relaxation and convenience right outside your door. Located in the heart of Winter Park, you’re just minutes from premier shopping, top-rated restaurants, entertainment, and major roadways. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this location places you in one of Central Florida’s most sought-after areas. Comfort. Convenience. Winter Park lifestyle. 188 Lewfield Cir is ready to welcome you home.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Johnny Aybar, Llc (407-808-9569)
2500 LEE RD #122, WINTER PARK, FL 32789
$179,00046 Days on yellowkey MLS ID: O6384082
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 645 Built: 1969Community: Lakeside Manor Apts CondoCondo
Remarks: PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and newer stainless-steel appliances. Additional value-added improvements include newer windows and updated plumbing (re-piped and newer water heater) offering peace of mind to the next owner. Lakeside Manor is a highly desirable lakefront community offering private access to Lake Killarney a 239-acre spring fed lake. Residents enjoy premium amenities including a private boat ramp, community dock, access to boat slips (subject to availability, a monthly fee applies). The community also features a swimming pool, guest parking, extra parking (subject to availability, additional fee applies), community laundry facilities (nominal usage fee), storage cabinets, outdoor grill and picnic tables. Condo fees conveniently include monthly internet and water service. Ideally located just minutes from Winter Park and Park Avenue’s renowned shopping and dining, with quick access to I-4 and Downtown Orlando, this property offers the perfect combination of comfort, convenience, and lifestyle.
Listing is courtesy of: PINEAPPLE PLACE REALTY, LLC (407-497-8563)
Listing Agent: Andrea Aylett-Hosch (407-497-8563)
246 PALMER AVE, WINTER PARK, FL 32789
$1,500,00037 Days on yellowkey MLS ID: O6388115
0 Days Off yellowkey (back on 3/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2281 Built: 1948Community: Robert Dhu Macdonald ParkSingle Family
Remarks: Under contract-accepting backup offers. Welcome to 246 Palmer Avenue! Build your dream home or live in this charming home As-Is. Situated on a 14,252 sq.ft (0.33) corner lot on a beautiful brick street in the heart of Winter Park, this charming cottage offers timeless character, thoughtful updates, and a highly desirable location just minutes from Park Avenue, Rollins College, and the Winter Park Chain of Lakes. This well-maintained home features a layout with warm and inviting living spaces and abundant natural light. The original front door faces Palmer Avenue, while a later addition created the day-to-day entrance along Old England Avenue. Two separate living areas provide versatility for both relaxing and entertaining, and both the family room and the original living room, currently used as an office, feature wood-burning fireplaces. Just off the family room, a screened porch overlooks the lap pool and backyard, creating an easy connection between indoor and outdoor living. The dining room is lined with built-in bookcases, one of several thoughtful details found throughout the home. The kitchen enjoys views of the backyard and opens to a breakfast area with built-in cabinetry and French doors leading outside. A walk-in pantry adds practical storage. Off the original living room, an enclosed sunroom with original tile and additional built-ins offers a cozy space for reading, working, or unwinding. The primary bedroom opens to the backyard through French doors and includes built-in drawers in addition to closet storage. Its bath features a pedestal sink and clawfoot tub. A second bedroom is located across the home with access to a bathroom off the hallway, providing comfort and privacy for guests or family. Recent updates include a 2014 roof, gas water heater (2022), HVAC systems (2022 and 2023), and updated plumbing and electrical panels. A sprinkler system adds convenience for maintaining the grounds. This is a rare opportunity to build your dream home or enjoy this charming property as-is, ideally located just a couple of blocks from Park Avenue.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Wendy Williams Crumit (321-356-8590)
1120 PRESERVE POINT DR, WINTER PARK, FL 32789
$8,950,000194 Days on yellowkey MLS ID: O6350054
Bed: 7 Bath: 10.0 Liv Area Sq Ft: 11255 Built: 2009Community: Windsong-Preserve PointSingle Family
Remarks: In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Hal George (407-832-8751)
2126 N HAMPTON CIR, WINTER PARK, FL 32792
$500,00031 Days on yellowkey MLS ID: O6391716
1 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1745 Built: 1971Community: Winter WoodsSingle Family
Remarks: Under contract-accepting backup offers. Step into your own private retreat in the sought-after Winter Woods community! This beautifully maintained 3-bedroom, 2-bath pool home offers 1,745 square feet of inviting living space designed for both comfort and effortless entertaining. From the moment you arrive, you’ll be greeted by lush, mature landscaping that creates a sense of privacy and charm. Inside, the home features a bright, open layout filled with natural light and a warm, welcoming feel throughout. The beautifully updated kitchen is a true standout, featuring brand-new quartz countertops, modern finishes, and ample space for cooking, gathering, and creating lasting memories. Out back is where this home truly shines—enjoy your screened-in pool and spacious patio, perfect for relaxing weekends, hosting friends, or soaking up Florida’s year-round sunshine without the bugs. A 2-car garage adds convenience and storage, while the location is hard to beat—just minutes from the boutiques, dining, and vibrant atmosphere of Park Avenue and all that Winter Park has to offer. Homes like this don’t come around often—schedule your showing today and experience it for yourself! ROOF: 2023 AC: 2012 HWH: 2017 Electrical: Updated 2022
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Joseph Sipp (407-820-7016)
3220 NETHERWOOD DR, WINTER PARK, FL 32792
$279,99092 Days on yellowkey MLS ID: O6374172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1982Community: Coronation AddHalf Duplex
Remarks: Welcome home to this fully renovated 2-bedroom, 1.5-bath residence! This home features a brand-new kitchen, new flooring throughout, and beautifully updated bathrooms. Nestled in a quiet neighborhood, it offers a large backyard—perfect for outdoor entertaining or future expansion. Ideal for a first-time homebuyer or anyone seeking stress-free living. Best of all, NO HOA! Conveniently located near major highways, great schools, shopping, and dining in the highly desirable Winter Park area. Don’t wait—make this home yours today!
Listing is courtesy of: THE FIRM RE (407-227-3345)
Listing Agent: Nimrah Ashraf (786-356-6611)
7468 CANFORD CT #24, WINTER PARK, FL 32792
$189,99994 Days on yellowkey MLS ID: O6373850
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1365 Built: 1974Community: Whisperwood CondoCondo
Remarks: This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens directly to a generous private balcony—perfect for relaxing or unwinding after a long day. Ideally located just 15 minutes or less from UCF, Rollins College, Valencia East, and Full Sail University, and only 20 minutes from Orlando International Airport. Whether you’re a first-time homebuyer, student, investor, or looking to make your move into Winter Park, this home delivers affordability, convenience, and excellent potential.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Javier Albelo Rivera (407-655-7101)
5647 GARDEN GROVE, WINTER PARK, FL 32792
$350,00050 Days on yellowkey MLS ID: O6377980
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1986Community: Garden GroveSingle Family
Remarks: PRICE ADJUSTMENT! Welcome to this beautifully maintained 3-bedroom, 2-bath home for sale in Winter Park located in the highly sought-after Garden Grove community. Situated on a generously sized lot, this property offers the perfect blend of comfort, functionality, and outdoor living, with plenty of room to add a pool and create your own private backyard retreat. Inside, you’ll love the spacious split-bedroom floor plan designed for both privacy and everyday convenience. Ceramic tile flooring throughout adds style and easy maintenance, while the open family and dining room combination creates a warm and inviting space for relaxing or entertaining. A charming wood-burning fireplace adds character and comfort, making this home feel cozy and welcoming. The updated kitchen is a standout feature, opening seamlessly to the dining area and offering granite countertops, new cabinetry, and a convenient breakfast bar that is perfect for casual dining or hosting guests. Sliding glass doors lead directly to the expansive fenced backyard, making indoor-outdoor living easy and enjoyable. The oversized backyard is one of this home’s biggest attractions. Whether you envision weekend barbecues, a play area for pets, lush gardening, or extra space for your RV, boat, or recreational vehicles, this property offers flexibility that is hard to find in Winter Park. With room for a pool, the possibilities are endless. Major improvements include a roof replaced in 2019, giving buyers added peace of mind. Conveniently located near shopping, dining, parks, and major roadways, this Winter Park home offers space, value, and versatility in one of the area’s most established and desirable neighborhoods. If you are searching for a home with a large fenced yard, updated kitchen, split floor plan, and room for all your toys, this Garden Grove gem is a must-see.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
1695 LEE RD #B204, WINTER PARK, FL 32789
$120,00084 Days on yellowkey MLS ID: O6375348
Bed: 2 Bath: 1.0 Built: 1966Community: Waterfall Cove At Winter Park CondoCondo
Remarks: 2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please do not disturb tenant. Call or text for showing instructions
Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)
Listing Agent: Mauricio Toro (786-282-9992)
2922 REEF KNOT PL, WINTER PARK, FL 32792
$1,149,000314 Days on yellowkey MLS ID: O6316445
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3153 Built: 2019Community: Lake Florence PreserveSingle Family
Remarks: One or more photo(s) has been virtually staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
870 CARVER ST, WINTER PARK, FL 32789
$949,900155 Days on yellowkey MLS ID: O6360210
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1875 Built: 2025Community: Magnolia Gardens SubSingle Family
Remarks: Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park. With 1,875 square feet under air, the property includes a 1,209-square-foot, two-bedroom, two-bath main home and a 666-square-foot, one-bedroom, one-bath garage apartment, ideal for multigenerational living, rental income or private home office use. Designed by award-winning architect David Crabtree of Hive Workshop and constructed by Barefoot Brothers Construction, the home showcases vaulted ceilings with exposed rafters, warm wood finishes and industrial-inspired black metal ductwork. The primary suite includes a floating wall closet system, in-suite laundry and a spa-style bath with dual-sink floating vanity and glass-enclosed walk-in shower. The second bedroom features custom built-ins and a full bath with a tub-shower combination. A chef’s kitchen anchors the open living area with solid wood cabinetry, under-cabinet lighting and a substantial island with seating for four. Black aluminum-framed windows flood the interiors with natural light, enhancing the home’s open-plan design. The garage apartment is accessed via a private entrance and dedicated driveway that fronts Carver Street. The home’s distinct dual-street orientation enhances separation of space, particularly for rental or guest use. Inside, the apartment mirrors the main home’s design language with vaulted ceilings, tile flooring, a full kitchen, en-suite bath, private laundry, and white oak stairs leading to a cohesive living and dining area. The garage offers oversized dimensions and extra depth for storage, and is accessed via a sliding steel-framed wood-clad gate along Railroad Avenue. A second driveway and swing gate on Carver Street are thoughtfully positioned to serve the apartment independently, offering private access for separate use. The fully fenced yard includes a rear garden courtyard, covered entries and an expansive front porch with warm wood architectural detailing. Ideally within short distance to Park Avenue, Winter Park Village, Whole Foods Market, the Winter Park Golf Course, and SunRail and Amtrak stations, this is a rare opportunity to own a design-forward residence with dual-street presence in a transforming urban enclave.
Listing Agent: Drew Henner (407-406-0662)
236 SCOTTSDALE SQ #236, WINTER PARK, FL 32792
$75,00041 Days on yellowkey MLS ID: O6388547
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1085 Built: 1974Community: Winter Park Woods CondoCondo
Remarks: AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS…*** Great value-add opportunity in Winter Park with strong rental potential near local colleges. TWO LEVELS, SPACIOUS 1,085 square feet Condo, 2-BEDROOM, 2 FULL-BATHROOM one located on the second floor and the other full bath on main level, unit building has a convenient location near the front of the community. Unit features a functional layout with the main living areas on the first floor and BOTH BEDROOMS UPSTAIRS. The open living and dining area provides ample space for everyday living and entertaining, and a guest bath is conveniently located on the main floor and a balcony where you also find your separate laundry room. The primary suite also features a PRIVATE BALCONY, perfect for enjoying a quiet outdoor retreat. The property offers a great opportunity for cosmetic updates, allowing a new owner to add personal touches and build additional value. The community is currently undergoing renovations, which will further enhance the appeal of the property. Unit needs some TLC but has great potential. Located in WINTER PARK, this condo is just minutes from FULL SAIL University and ROLLINS COLLEGE, making it an excellent option for investors, student housing, or a primary residence. With strong rental potential and convenient access to shopping, dining, and major roadways, this property presents a compelling opportunity in a highly desirable area.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Nellie Peralta (321-299-5544)
144 LEWFIELD CIR #144, WINTER PARK, FL 32792
$144,00037 Days on yellowkey MLS ID: O6390043
Remarks: LOCATION! LOCATION! LOCATION! Beautiful 2nd floor corner condo in desirable Winter Park, featuring 1 bed/1 bath, open concept living/dining area and balcony. Move-in ready and conveniently located near UCF, Rollins College, Valencia College, Park Avenue, and Downtown Orlando. Residents enjoy resort-style amenities including two pools, tennis court, a fitness center, and clubhouse available for rental for gathering or events. The unit includes a fully equipped kitchen, stackable washer and dryer in the bedroom, and access to free community laundry. HOA covers water, trash removal, internet, pest control, exterior maintenance, and grounds care. Close to shopping, dining, and major highways for easy access across the area.
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Sandra Da Silva (407-840-8500)
1751 GOODRICH AVE, WINTER PARK, FL 32789
$1,475,00079 Days on yellowkey MLS ID: O6377936
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2170 Built: 2016Community: Sylvan HeightsSingle Family
Remarks: Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
3114 HEARTLEAF PL, WINTER PARK, FL 32792
$699,90028 Days on yellowkey MLS ID: S5146048
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2702 Built: 1999Community: Lost CreekSingle Family
Remarks: Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive, you’ll notice the peaceful ambiance—towering trees, lush greenery, and the soothing backdrop of untouched landscape. Inside, the home features a spacious and inviting layout with approximately 4 bedrooms and 3 bathrooms, designed for both comfortable living and effortless entertaining. Large windows frame picturesque views of the wooded backdrop, filling the home with natural light and bringing the outdoors in. The kitchen flows seamlessly into the main living areas, while the split floor plan offers privacy for the primary suite, complete with tranquil views of the conservation area. Step outside to your backyard oasis where you can unwind, host gatherings, or simply enjoy the sights and sounds of nature along Howell Creek. Opportunities like this are incredibly rare—nearly an acre of protected land, no rear neighbors, and a location just minutes from everything Winter Park has to offer. Experience the perfect balance of privacy, space, and convenience in this truly special home.
Listing is courtesy of: CHAMPION HOMES (863-420-0007)
Listing Agent: Nadia Kurakin (509-981-9819)
1137 OAKS BLVD, WINTER PARK, FL 32789
$634,90072 Days on yellowkey MLS ID: O6379388
0 Days Off yellowkey (back on 3/21/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1149 Built: 1958Community: Dixie TerraceSingle Family
Remarks: Under contract-accepting backup offers. Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready and not overvalued for the neighborhood * The majority of the homes on this quiet tree lined street are brand new or recently built. There is value in being one of the only remaining homesites to be rebuilt * Ready to either owner-occupy or lease ($2,095 per month lease just completed) while you take the appropriate amount of time to create your custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain * The carport features a laundry/storage area, adding even more functionality to the property * House has a durable metal roof, further enhancing its appeal and longevity. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision * Owner painted the exterior, replaced the microwave and hot water heater last year * Located just off N Park Avenue and a short distance from Winter Park's main attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle and Winter Park High School *
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: David Gallup (407-629-6330)
2232 SHADOWLAND LOOP, WINTER PARK, FL 32792
$399,900105 Days on yellowkey MLS ID: O6370721
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 2021Community: Enclave At Hawks CrestTownhouse
Remarks: Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood in winter park. The townhouse has perfect layout when you walk into the house, beautiful tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
2222 MARSH SEDGE LN, WINTER PARK, FL 32792
$764,900255 Days on yellowkey MLS ID: O6333145
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2192 Built: 2019Community: Preserve At Hawks CrestSingle Family
Remarks: Welcome to your dream Home! This stunning and elegant single-story home, built by Meritage Homes in the gated community of Hawk's Crest in Winter Park, includes numerous upgrades. This is the Pomelo model, equipped with an upgraded kitchen package that includes built-in double ovens and a stainless steel range hood. Beautiful quartz countertops feature an oversized kitchen island with excellent space for family gatherings. Other features include a walk-in pantry and fantastic lighting. The luxurious kitchen integrates with the dining and living areas. The dining area is enhanced by a screened-in deck overlooking a pond. The backyard features a new, large, extended patio for entertaining. The master bedroom has an ensuite bathroom with a double vanity, a small closet, and a large walk-in closet that can be customized for a future owner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with a clubhouse, a splash pad, a fitness center, barbecue grills, playgrounds, a dog park, and a community fishing pier with views and access to beautiful Lake Howell. Nearby, you'll find shops, restaurants, and specialty physicians such as Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry, and the Park Maitland Preschool Campus, along with excellent schools in the area. Enjoy a short drive to Downtown Winter Park, with its extensive dining and shopping options. Hawk's Crest is also very close to Rollins College and UCF. Schedule your private tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Carmen Molina (321-331-5679)
3038 ANTIQUE OAKS CIR #166, WINTER PARK, FL 32792
$205,000887 Days on yellowkey MLS ID: O6156853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Community: Parkview VillageCondo
Remarks: This unit was restored, with new kitchen cabinets, new ceramic tile in kitchen, living room, dining room and 2nd bathroom. It has been impeccably maintained. Walking distance from Full Sail and only 6.9 miles to UCF. Spacious bedrooms and baths and very comfortable layout. Lovely screened patio off living room. Complex offers pool, and club house. A/C unit is brand new, installed on January 2023. Great Winter Park school district, its a must see. The condo has a transferable Home Warranty with "Liberty Home Guard" that expires on 06/22/2025.
Listing is courtesy of: YOUNG REAL ESTATE (407-904-0069)
Listing Agent: Lalo Celi (407-883-0032)
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