Location: Winter Park
Do Not Show Listings
7618 WAUNATTA CT, WINTER PARK, FL 32792
$457,00085 Days on yellowkey MLS ID: V4946886
0 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1970 Built: 1981Community: Lake Waunatta VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome home to this immaculately maintained 3-bedroom, 3-bathroom brick home in Winter Park, ideally located in one of Central Florida’s most sought-after areas and offering the freedom of no HOA. Thoughtfully cared for and upgraded, this home blends timeless construction with modern comfort and exceptional functionality, making it perfect for everyday living and entertaining. The heart of the home is the stunning kitchen, featuring quartz countertops, an oversized farmhouse sink, stainless steel appliances, stylish cabinetry, and updated lighting, creating a bright and inviting space for cooking and gathering. Wood-look flooring flows through the main living areas, leading to a warm and welcoming living room highlighted by a charming painted brick fireplace. The spacious layout offers comfortable bedrooms and well-appointed bathrooms, providing flexibility for families, guests, or work-from-home needs. A large laundry room with a utility tub sink adds everyday convenience and functionality. Step outside to your private backyard retreat with a screened patio and sparkling pool, ideal for enjoying Florida living year-round. A storage shed in the backyard provides convenient space for tools, lawn equipment, and outdoor gear. The oversized two-car garage is a rare and valuable feature and includes a full bathroom with shower, making it perfect for a workshop, hobby area, home gym, or pool access. The garage refrigerator, workbench, and shelving convey, creating a move-in-ready space for projects and storage. Additional peace of mind comes with a roof replaced in 2021, adding long-term value and helping reduce insurance concerns. Located close to parks, shopping, dining, and everything Winter Park is known for, this home offers the perfect blend of style, flexibility, and lifestyle. This is a rare opportunity to own an immaculately maintained brick 3/3 home in Winter Park with no HOA, modern updates, and features that truly set it apart.
Listing is courtesy of: PHOENIX REALTY ADVISORS LLC (407-692-5939)
Listing Agent: Joseph Giardino (407-692-5939)
457 E NEW ENGLAND AVE, WINTER PARK, FL 32789
$3,100,000202 Days on yellowkey MLS ID: O6345511
4 Days Off yellowkey (back on 3/26/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3896 Built: 1920Community: Winter ParkSingle Family
Remarks: Under contract-accepting backup offers. Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, setting the tone for the timeless character found throughout. Step inside to a gracious foyer accented by a cozy fireplace, leading into the spacious formal living room with its own gas fireplace and the elegant formal dining room. Gorgeous heart-of-pine floors run throughout the first floor, adding warmth and authenticity. The kitchen has been thoughtfully updated with top-of-the-line Thermador and Sub-Zero appliances, including a 72-bottle Sub-Zero wine tower and refrigerated drawers, making it as functional as it is beautiful. Open to the family room, complete with rich woodwork and a third gas fireplace, this space is ideal for gathering and entertaining. The primary suite is conveniently located on the first floor and features an updated ensuite bath. Upstairs, three additional bedrooms and two renovated baths provide comfortable accommodations for family and guests. A charming “sleeping room,” now used as a light-filled office, overlooks picturesque New England Avenue. Adding to the property’s appeal is a detached two-story guest house offering a full bedroom, full bath, sitting area, and kitchen—perfect for extended stays or as a private retreat. Outdoor living is equally inviting, with a back porch for grilling, a separate patio for lounging and mature landscaping that enhances the home’s curb appeal. Architectural details available for adding an oversize two-car garage, if desired. Perfectly positioned on the same block as The Alfond Inn and just two short blocks from the renowned Park Avenue district, this home offers not just refined living, but a downtown walkable lifestyle that is truly unmatched. Park Avenue is the cultural heart of Winter Park—a tree-lined promenade alive with award-winning restaurants, boutique shopping, art galleries and historic landmarks. Residents enjoy a vibrant calendar of events, from the Winter Park Farmers’ Market and seasonal art festivals to beloved holiday parades and outdoor movies under the stars. Here, every day is an invitation to experience the best of Central Florida living—whether it’s sipping coffee at a charming café, strolling to or after dinner surrounded by beautiful ambience, or embracing the timeless traditions that make Winter Park so treasured.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Mick Night (407-629-4446)
1521 HERON WOOD PL, WINTER PARK, FL 32792
$925,00069 Days on yellowkey MLS ID: O6379884
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2250 Built: 1983Community: NoneSingle Family
Remarks: Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Ronald Trotter (321-331-1585)
1131 WILDMEADOW RUN, WINTER PARK, FL 32792
$825,00023 Days on yellowkey MLS ID: O6392218
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2589 Built: 2020Community: Meadows At Hawks CrestSingle Family
Remarks: Taylor Morrison, Anastasia Model, 4 bdrm 3.5 baths on premium lot overlooking pond in the Meadows at Hawk's Crest. Large, spacious open floor plan with 20'+ ceilings, plantation shutters and builtins. Gourmet kitchen with pantry opens to dining area overlooking the great room. Master suite downstairs, laundry room, and half bath. Upstairs 3 bedrooms and 2 baths including an additional primary suite and loft area. Exterior features paver drive, tile roof., screen patio overlooking pond with fountain Community features: Fitness Center, pool, playground, dock, beautiful clubhouse. Short drive to Park Maitland School, Kelly's and Foxtail at community entrance; close to Shopping and Restaurants, and a short drive to Park Avenue and easy access to major roads to airport, attractions and UCF.
Listing is courtesy of: BECK REALTY LLC (407-256-6369)
Listing Agent: Joann Beck (407-256-6369)
246 PALMER AVE, WINTER PARK, FL 32789
$1,500,00035 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
$8,950,000192 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 Agent: Hal George (407-832-8751)
2126 N HAMPTON CIR, WINTER PARK, FL 32792
$500,00029 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)
5647 GARDEN GROVE, WINTER PARK, FL 32792
$350,00048 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)
2922 REEF KNOT PL, WINTER PARK, FL 32792
$1,149,000312 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
$949,900153 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)
3374 HAMLET LOOP, WINTER PARK, FL 32792
$375,00044 Days on yellowkey MLS ID: O6386907
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1397 Built: 1994Community: Villas Of Casselberry Ph 3Single Family
Remarks: This well-maintained 3 bedroom, 2.5 bath home is located in the quaint, charming city of Winter Park. Step inside to a split-bedroom floor plan featuring a spacious living and dining area with high ceilings and beautiful natural lighting. The kitchen is equipped with ample cabinetry in excellent condition, spacious countertops with breakfast bar seating, and a large pantry. The primary bedroom suite is on the first floor and boasts a walk-in closet and an updated bathroom with a dual sink vanity and walk-in shower. The two remaining bedrooms are on the second floor and share a guest bathroom with a large vanity and bathtub. Upgrades include ceiling fans in all rooms, a laundry space with a washer and dryer included, and a 1-car garage. This home also features a private patio and backyard with no rear neighbors, perfect for an outdoor dining set, grilling station, lounge area, or garden. The Villas of Casselberry offers low HOA fees and a community swimming pool. Conveniently located near highly rated K-12 schools, Full Sail University, UCF, and Rollins College. Approximately 15 minutes away from Park Ave and Orlando Ave offering a variety of shopping, dining, and entertainment. The roof, A/C, and water heater are all less than 10 years old. Schedule a showing today!
Listing is courtesy of: THE REALTY MEDICS (321-947-7653)
Listing Agent: Thomas Weclew (321-947-7653)
1751 GOODRICH AVE, WINTER PARK, FL 32789
$1,475,00077 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
$699,90026 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
$634,90070 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)
2222 MARSH SEDGE LN, WINTER PARK, FL 32792
$764,900253 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)
1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$675,000147 Days on yellowkey MLS ID: TB8449992
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 2019Community: Lake Florence PreserveSingle Family
Remarks: Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
1792 CHILEAN LN, WINTER PARK, FL 32792
$325,00084 Days on yellowkey MLS ID: O6375881
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 984 Built: 1959Community: Eastbrook Sub Unit 05Single Family
Remarks: Welcome home to this darling, move-in-ready Winter Park gem! Perfectly suited as a starter home or investment opportunity, this beautifully remodeled 3-bedroom, 1-bath residence features laminate flooring throughout, a fully remodeled bathroom, and an updated kitchen with granite countertops and stainless steel appliances. Updated plumbing completed in 2014 and a 2017 AC system offer added peace of mind, and tasteful window treatments are already in place. Step outside to a large, fully fenced backyard complete with a fire pit and shed—perfect for entertaining, relaxing, or enjoying Florida evenings. Ideally located in a great area of Winter Park, close to shops, dining, and approximately 30 minutes to everything you want to enjoy in Orlando. One of the best-priced remodeled homes in the area—this charming property is a must-see! NO HOA! Tour this home at
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Catherine Lambert Pa (407-908-2525)
2119 HOWARD DR, WINTER PARK, FL 32789
$850,00030 Days on yellowkey MLS ID: O6390345
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2479 Built: 1962Community: TimberlaneSingle Family
Remarks: Welcome to this charming residence in the heart of sought-after Winter Park. Pride of ownership is evident throughout this home and significant updates include a new roof being installed before closing, HVAC replaced in 2020, updated electrical in 2023 and a plumbing repipe in 2012. The spacious layout provides comfortable living and entertaining with a formal living room, formal dining room and sun-filled Florida room. Storage is plentiful in this house with several spacious closets and a generously sized walk-in closet in the primary bedroom. The primary bath includes a separate make up and vanity space. The property sits at just over a quarter acre and includes a long, brick paver driveway with plenty of parking and a private rear-entry garage. Ideally situated near the best of Winter Park and Audubon Park, residents enjoy convenient access to local dining, shopping, parks, and top-rated schools, including Audubon Park K8 and Winter Park High School. This coveted neighborhood is full of charm and tons of beautiful oak trees. Walk to Fleet Peoples dog park, hop on the 3 mile trail around Lake Baldwin or ride your bike to Park Avenue and the Farmer's Market on the weekends. This is a wonderful opportunity to own a well-cared-for home in one of Central Florida’s most desirable communities. Schedule your private showing today and see how you can make this home yours!
Listing Agent: Jill Healey (407-797-1420)
633 LANDER RD, WINTER PARK, FL 32792
$424,90034 Days on yellowkey MLS ID: O6390096
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1956Community: Eastgate SubSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Winter Park! As you enter the home, you'll notice the living room and dining area flow seamlessly together, leading you into the kitchen featuring solid surface countertops and solid wood cabinetry. The kitchen opens into a warm and versatile family room/sunroom, ideal for relaxing or entertaining. Step through to the carport for added convenience, or slide open the glass doors to your screen-enclosed patio and expansive fenced backyard, a private outdoor retreat with endless possibilities. Back toward the front of the home, you'll find three comfortable bedrooms and two full bathrooms. The primary suite offers a private ensuite bathroom, while a well-placed shared bathroom serves the additional bedrooms. Carpet and tile throughout complete the comfortable feel of this cozy home. Location is everything, and this one delivers! Just minutes from Rollins College, Advent Health Winter Park, Winter Park Corners Plaza, and Park Avenue, you'll enjoy easy access to boutique shopping, acclaimed dining, museums, parks, the Winter Park Chain of Lakes, and the beloved weekend farmers market. Whether you're a first-time buyer, a savvy investor, or someone looking to plant roots in one of Central Florida's most desirable communities, this is a rare opportunity you won't want to miss. Don't miss your opportunity, schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ray Lopez (407-697-8298)
1823 MAYWOOD RD, WINTER PARK, FL 32792
$249,90030 Days on yellowkey MLS ID: O6385188
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1232 Built: 1956Community: Tanglewood Sec 3 RepSingle Family
Remarks: Under contract-accepting backup offers. Located in the heart of Winter Park, this property is a prime candidate for redevelopment. Sitting on a ~9,259 sq ft lot, this is an ideal opportunity for builders or investors looking to capitalize on land value in a highly desirable area. The existing structure is a 3 bed, 1.5 bath home, but the true value here is in the lot and location. The seller has already cleared out the interior, making it easy to assess and move forward with your plans.
Listing Agent: Abby Nelson (407-571-1445)
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