Location: Winter Park
Keyword(s): Tuskawilla Middle
Keyword(s) Middle School: Tuskawilla Middle
Do Not Show Listings
283 LEWFIELD CIR #283, WINTER PARK, FL 32792
$142,50014 Days on yellowkey MLS ID: O6420915
1 Days Off yellowkey (back on 7/12/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 678 Built: 1973 Tax: $1,729 (2025)Community: Stratford A Winter Park CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,729
Elementary School: English Estates Elementary
High School: Lake Howell High
Tax Year: 2025
Middle School: Tuskawilla Middle
Remarks: Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Recently UPDATED and ready for its next owner, this light-filled FIRST FLOOR condo unit offers LOW MAINTENANCE LIVING in the desirable Stratford community of Winter Park – with a monthly HOA that's lower than many comparable communities! Step inside through the semi-private INTERIOR ENTRY to an OPEN CONCEPT floor plan featuring updated bathroom finishes, WOOD LAMINATE & TILE FLOORING throughout, and a spacious living and dining area designed for everyday comfort and easy entertaining. The kitchen is equipped with STAINLESS STEEL APPLIANCES, breakfast bar seating, and a seamless connection to the main living spaces. A convenient IN-UNIT LAUNDRY closet adds to the home's functionality, while sliding glass doors lead out to a SCREENED LANAI overlooking a large green space for the perfect spot to enjoy your morning coffee or unwind at the end of the day. Stratford is a beautifully maintained community offering a park-like setting complete with a COMMUNITY POOL and peaceful surroundings thanks to the mature trees, making it easy to enjoy the Florida lifestyle without the upkeep of a single-family home. Ideally located at the corner of Lake Howell Road and Howell Branch Road with quick access to SR 436, you will appreciate being just minutes from abundant shopping, dining, medical services, parks, and everyday conveniences. Whether you are searching for your first home, a seasonal retreat, or an investment opportunity, this well-maintained Winter Park condo is one you won't want to miss. Call today to schedule a tour!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1540 FLORENTINO LN, WINTER PARK, FL 32792
$315,00054 Days on yellowkey MLS ID: O6408841
REDUCED by $20,000 (6.0%) on 07/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1682 Built: 2004Monthly Fee: $175 Tax: $5,340 (2025)Community: Vistas At Lake HowellTownhouse
Taxes:$5,340
Elementary School: Sterling Park Elementary
Remarks: Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within walking distance of restaurants, grocery stores, and other retail outlets. It's central location puts within minutes of 436 and 417. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ashley Fisak (407-848-7975)
2008 HOUNDSLAKE DR, WINTER PARK, FL 32792
$515,00031 Days on yellowkey MLS ID: O6414369
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2250 Built: 1980 Tax: $5,253 (2025)Community: Cedar RidgeSingle Family
Taxes:$5,253
Elementary School: Eastbrook Elementary
Remarks: Virtually Staged. Discover space, comfort, and flexibility in this beautifully updated 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community of Winter Park with no HOA. Offering approximately 2,250 square feet of living space, this home also features a versatile flex room ideal as a nursery, home office, guest suite, media room, or private retreat. The 2025 remodeled kitchen offers abundant cabinetry and pantry storage, while the renovated bathrooms feature stylish, modern finishes. Ceramic tile flows throughout most of the home, with warm wood-look flooring in three bedrooms for added comfort. Enjoy peace of mind with major improvements already completed, including a 2024 roof, 2023 whole-home replumbing, and 2023 electrical panel replacement with generator hookup. These significant updates allow you to focus on enjoying your new home instead of tackling major projects. Step outside to an oversized, fully fenced backyard shaded by two magnificent mature oak trees, creating a private setting for relaxing, entertaining, or family gatherings. A side-entry two-car garage adds both curb appeal and everyday convenience. Conveniently located just minutes from Baldwin Park, UCF, shopping, dining, parks, and Seminole County schools, this Cedar Ridge home offers exceptional space, recent major updates, and the convenience of an established Winter Park neighborhood with no HOA.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Nicholas Feinsod (407-607-7485)
1090 WILDMEADOW RUN, WINTER PARK, FL 32792
$835,000111 Days on yellowkey MLS ID: O6394208
REDUCED by $10,000 (1.2%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2021Monthly Fee: $243 Tax: $6,258 (2024)Community: Hawks CrestSingle Family
Taxes:$6,258
Tax Year: 2024
Remarks: Virtually Staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of electricity. Ask to see the bill. The premium solar system is PAID OFF with a TRANSFERABLE WARRANTY by manufacturer. This off-grid solar system comes with a WHOLE HOUSE BATTERY BACKUP, keeping your lights on when the power goes out. This home already comes wired for electric vehicles with room to expand. Excess power generated is sold back to the power company through the NET METERING program, resulting in credits back to the owners at the end of the year. The solar system also has two power monitoring systems for tracking your energy usage & production, conveniently controlled by your phone and computer. Hawks Crest is your home to community, where residents enjoy gated access into a landscaped resort atmosphere, featuring water fountains throughout, with an abundance of amenities. The clubhouse features a resort pool & kiddie pool, a fitness center, with sidewalks & playgrounds, along with the community’s private dock access to Lake Howell with a canoe/kayak launch. Now imagine, relaxing and enjoying park and pond views from your expansive lanai, soaking in the serene sunsets & manicured landscaping, all from the comfort of your spacious, 4-bedroom 3.5 bath home, conveniently located just a short distance from the resort clubhouse. Owners can relax and unwind while management handles all landscaping around your home, truly providing you a maintenance-free living lifestyle. Additional upgrades with this home include, commercial grade luxurious vinyl wide-plank flooring, two power monitoring systems, a whole-house water softener & filter system, and two HVAC units, all designed for comfort, convenience, and a very clean home, where you can relax. Nestled in this spacious home, you’ll find 20-foot-high ceilings with awe-inspiring views of the illuminated pond fountain, creating a serene view & relaxing atmosphere you’ll enjoy, even from the kitchen sink. Your chandelier can be lowered 20-feet to the floor for easy maintenance & cleaning, using a winch lift system in the attic.(Rated up to 200 lbs). And even watch the rockets launch at The Cape from the front yard. Uniquely designed, this home was built to withstand extreme weather, featuring a concrete/granite tile roofing system, steel reinforcement, concrete-filled block walls & slab, all anchoring to the foundation, uniquely tying everything together. Meticulously maintained by the owners, this home comes with a complete set of blueprints, along with many photos & videos taken of the home during the building process. Owners even have documents for all equipment & appliances. And the premium solar system comes with a transferable warranty that will keep the lights on when the power is out. This home features a split floor-plan, with a primary bedroom on both the first and second floors. Spanning 2,589 sq.ft., this home offers an additional 540 sq.ft. of screened-in lanai, providing a private outdoor oasis where you’ll find owners enjoying the tranquility of Florida sunsets. Schedule a showing for your buyers today! And…***Remember to see the list of the owners’ upgrades***.
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Rod Chevalier (352-729-1818)
8433 COMMANDER CV, WINTER PARK, FL 32792
$445,00033 Days on yellowkey MLS ID: O6416635
REDUCED by $10,000 (2.2%) on 07/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1903 Built: 1986Monthly Fee: $76 Tax: $3,556 (2025)Community: Trinity BaySpa: NoSingle Family
Taxes:$3,556
Remarks: Welcome to 8433 Commander Cove, ideally situated on a quiet cul-de-sac in the highly sought-after Trinity Bay community. Upon entering this spacious home you're greeted by soaring vaulted ceilings, a formal dining area, and a stunning cathedral-style front window that fills the space with natural light. The separate enclosed kitchen offers functionality and charm, with French doors leading to a covered, tiled lanai. Step outside and enjoy a large patio surrounded by mature trees and lush landscaping—an ideal setting for morning coffee, outdoor entertaining, and family barbecues. The inviting family room showcases vaulted ceilings, a grand brick fireplace, and a versatile bonus den/office with a window, perfect for working from home or additional living space. Conveniently located off the family room is an indoor laundry area and half bath. The first-floor primary suite offers privacy and comfort, featuring a dual-vanity bathroom and private French door access to the covered lanai. Upstairs, you'll find three generously sized bedrooms, each equipped with ceiling fans and ample closet space, along with a second dual-vanity full bathroom. Whether you're a first-time homebuyer or looking for room to accommodate a growing family, this home offers exceptional value and functionality. Residents of Trinity Bay enjoy access to a community pool, community playground, and a private neighborhood boat ramp with access to the Lake Burkett and Lake Martha Chain of Lakes, where boating, water skiing, fishing, and other recreational activities are welcomed. Don't miss this opportunity to own a beautiful home in one of the area's most desirable neighborhoods!
Listing is courtesy of: CEPEDA REAL ESTATE LLC (407-900-1792)
Listing Agent: Brandi Cepeda (407-900-1565)
2450 GRAND TETON CIR #2450, WINTER PARK, FL 32792
$255,0006 Days on yellowkey MLS ID: O6418973
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1981 Tax: $889 (2025)Community: Cedarwood Village 1Spa: NoCondo
Taxes:$889
Remarks: Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Winter Park. This 3-bedroom, 2-bath home is filled with natural light thanks to its end-unit location, and the open layout makes it easy to relax, entertain and enjoy everyday living. The spacious living and dining areas flow together nicely, while the kitchen offers plenty of room to cook, gather, and stay connected with family and friends. Over the past several years, this home has been thoughtfully updated, giving the next owner peace of mind. Major improvements include a new roof, skylights, HVAC system, water heater, kitchen appliances, washer and dryer, updated LED lighting, and fresh interior paint. Both bathrooms have been beautifully remodeled, the home has been replumbed by the HOA, and the primary closet has been enhanced with custom shelving. Additional updates include new flooring in the secondary bedrooms, updated window blinds, and thoughtful finishing touches throughout. The private screened lanai has been transformed into a cozy outdoor retreat with fresh paint, a ceiling fan, new screens and screen door, string lighting, and decorative greenery—making it the perfect place to enjoy your morning coffee or unwind after a long day. Life here is easy. Cedarwood Village is a beautifully maintained, established community featuring a community pool and Clubhouse for your special events, tennis courts, and pickleball courts. The HOA has also recently repainted the exterior of the buildings, helping keep the neighborhood looking fresh and inviting. Best of all, this home is value priced, giving you an incredible opportunity to own in desirable Winter Park without the premium price tag. You're just minutes from Winter Park's shopping and dining, Full Sail University, UCF, major employers, and convenient access to SR-417 and downtown Orlando. If you've been looking for a move-in-ready home in a fantastic location with years of thoughtful updates already completed, this rare end unit is definitely worth a look!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: John Campese (407-310-8974)
2189 SUSSEX RD, WINTER PARK, FL 32792
$375,0007 Days on yellowkey MLS ID: O6423782
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1776 Built: 1968Monthly Fee: $2 Tax: $4,646 (2025)Community: Winter Woods Unit 01Single Family
Taxes:$4,646
Remarks: **MULTIPLE OFFERS - SUBMIT YOUR HIGHEST AND BEST BY 5PM ON MONDAY 7/13** Bank-owned opportunity in Winter Park near Interlachen Country Club, Park Avenue, Full Sail, Rollins, and UCF. Set in Winter Woods, one of the area’s established neighborhoods, this 4/2.5 two-story home sits on a fenced lot w/pool and offers 1,776 sqft, block and brick construction, a 2-car garage, and a primary bedroom with a walk-in closet and private balcony overlooking the pool. The home needs a full renovation, including a new roof. Flooring, kitchen, and HVAC, and the property is priced accordingly. Optional HOA and flood zone X help keep carrying costs simple. Sold As-Is by the REO seller. Cash or renovation financing only.
Listing is courtesy of: PROPERTY LOGIC RE (407-909-3436)
Listing Agent: Mark D'Italia (321-303-8219)
3621 HAWTHORNE LN, WINTER PARK, FL 32792
$415,00010 Days on yellowkey MLS ID: S5153086
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1525 Built: 1979 Tax: $1,108 (2025)Community: Garden Lake Estates Unit 1Single Family
Taxes:$1,108
Elementary School: Evans Elementary
Remarks: Discover the perfect place to call home! This beautiful 4-bedroom, 2-bath residence offers a spacious layout, a 2-car garage, and the freedom of no HOA. Conveniently located near top-rated schools, shopping, dinning and major highways, it provides the ideal balance of comfort, convenience, and value. Whether you're a first time homebuyer or looking to upgrade, this home is an excellent opportunity you won't want to miss.
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Jimmy Claudio (407-552-8519)
1610 GLADIOLAS DR, WINTER PARK, FL 32792
$430,00019 Days on yellowkey MLS ID: O6420292
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1808 Built: 1979 Tax: $1,442 (2025)Community: Garden Lake Estates Unit 1Single Family
Taxes:$1,442
Elementary School: Red Bug Elementary
Remarks: Welcome to this beautiful pool home in the heart of Winter Park, offering the freedom of NO HOA and situated on an oversized lot with a spacious enclosed lanai—perfect for year-round Florida living. This thoughtfully designed split floor plan provides added privacy, with the primary suite tucked away from the secondary bedrooms. The recently updated kitchen serves as the heart of the home & major updates include a 2023 HVAC system, 2019 water heater, and a newer roof, providing peace of mind for years to come. With plenty of outdoor space and endless potential to customize and add value, this home is a rare opportunity in one of Central Florida's most sought-after locations.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jasmin Cabral (305-699-8099)
291 LEWFIELD CIR #291, WINTER PARK, FL 32792
$144,000150 Days on yellowkey MLS ID: O6382547
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 678 Built: 1973Monthly Fee: $350 Tax: $1,942 (2025)Community: Stratford Winter ParkCondo
Taxes:$1,942
Remarks: One of the best patio views in this community. Enjoy easy living in this cozy, open-concept first-floor condo located in a desirable Winter Park community. Step out onto your newly screened-in patio and take in the peaceful, park-like setting — a relaxing extension of your living space and the perfect spot for morning coffee or evening unwinding. Recent 2025 improvements include a new A/C system, water heater, freshly painted interior, new screened porch, and new toilet — giving you move-in-ready comfort and peace of mind. The kitchen comes fully equipped with range, dishwasher, refrigerator, and microwave. A stackable washer and dryer are conveniently located in the bedroom, and an additional community laundry room with two washers and dryers is available free of charge. Stratford residents enjoy an amenity-rich lifestyle including: • Two sparkling pools • Tennis courts • 24/7 fitness center • Clubhouse available for private gatherings • Pet station *Planned social events for residents. The HOA adds tremendous value by covering water, trash removal, internet, pest control, exterior maintenance, grounds care, and common areas — simplifying ownership and monthly budgeting. Located in a prime Winter Park area with easy access to 408, Semoran Blvd., 417, I-4, and State Road 50. Just minutes from shopping, dining, grocery stores, and within 20 minutes of UCF, Full Sail University, Rollins College, and Park Avenue. With its thoughtful updates, first-floor convenience, and exceptional community amenities, this condo offers more than just a home — it delivers an above-average lifestyle in one of Central Florida’s most desirable locations.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Barbara Coy (407-497-1777)
1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$1,149,90050 Days on yellowkey MLS ID: O6411164
REDUCED by $49,100 (4.1%) on 06/17/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3652 Built: 2018Monthly Fee: $186 Tax: $7,277 (2025)Community: Lake Florence PreserveSpa: NoSingle Family
Taxes:$7,277
Remarks: Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while enjoying sunset views over the water. This stunning Michelson floorplan offers the perfect blend of elegance, comfort, and functionality with spacious living areas designed for both everyday living and entertaining. Upon entry, you’re welcomed by a private office, formal dining room with custom accent features, recessed lighting throughout, beautiful wood-look tile flooring, and designer details at every turn. The open-concept family room features built-in speakers that continue throughout the main living spaces, upstairs, and outdoor lanai area, creating a seamless entertainment experience throughout the home. The gourmet kitchen is beautifully appointed with quartz countertops, 42” cabinetry, stainless steel appliances, gas cooktop, oversized island, modern backsplash, butler’s pantry with wine fridge, and an incredible walk-in pantry with custom built-in shelving. Massive 12-foot triple sliding glass doors open to the resort-style backyard featuring a beautiful open pool, custom fire pit, pergola seating area, pre-wire for a gas grill, and a backyard perfect for relaxing or entertaining. The first floor also includes a guest suite with a full bath and direct pool access, a mudroom, a coat closet, a convenient half bath, and an oversized three-car tandem garage with overhead storage. Upstairs, a beautiful wood tread staircase leads to an expansive loft and bonus room area along with spacious secondary bedrooms, all featuring walk-in closets. A Jack-and-Jill bathroom with dual sinks, additional full bath, oversized linen closets, and a large laundry room with sink and extensive cabinetry provide exceptional functionality and storage. The luxurious owner’s retreat is a true sanctuary featuring tray ceilings, built-in speakers, a stunning accent wall, coffee bar area, spa-inspired bath with an oversized walk-in shower, abundant storage, and an enormous walk-in closet with multiple sections. Additional highlights include a brand-new A/C unit and countless high-end finishes throughout. Ideally located near top-rated schools, shopping, dining, and major roadways, this meticulously maintained home offers elevated Florida living in one of the area’s most desirable gated communities.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
2914 REEF KNOT PL, WINTER PARK, FL 32792
$1,725,00028 Days on yellowkey MLS ID: O6418185
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4173 Built: 2019Monthly Fee: $186 Tax: $17,688 (2025)Community: Lake Florence PreserveSpa: NoSingle Family
Taxes:$17,688
Remarks: Welcome to an exceptional lakefront home in the gated community of Lake Florence Preserve, where luxury, space, and lifestyle come together in the heart of Winter Park. This stunning 6-bedroom, 5+ bath pool home sits on the shores of private, Lake Florence, offering a rare opportunity for true waterfront living. Step inside to a grand two-story entry with soaring 10-foot ceilings and an open-concept layout designed for effortless entertaining. Natural light fills the expansive living, dining, and kitchen spaces, highlighting the home’s high-end finishes and thoughtful design. At the center of the home is a chef’s kitchen featuring an oversized 11’ x 5’ island, gas range with vent hood, premium Samsung and GE appliances, and an impressive 10’ x 4’ walk-in pantry, perfect for hosting or daily convenience. With six generously sized bedrooms, including a private in-law suite, this home offers flexibility for multigenerational living or guests. Upstairs, the spacious primary suite boasts lake views, a large ensuite bath, and dual walk-in closets. You’ll also find a versatile 19’ x 18’ game room with a 17' wide balcony overlooking the pool and lake, along with an oversized second-floor laundry room. Outdoor living is where this property truly shines. Enjoy direct access to Lake Florence from your private dock with electric boat lift, ideal for boating, jet skiing, or peaceful sunset cruises. The backyard is designed for relaxation and entertaining, complete with a saltwater pool, fully fenced yard, tiki hut featuring an outdoor kitchen and outdoor shower fitted with hot and cold water. Additional highlights include a 3-car garage, tankless water heater, custom closets throughout, and upgraded lighting and ceiling fans. Ideally located just minutes from SR 436, the 417, and only 15 minutes to Park Avenue, this home offers both convenience and exclusivity within a sought-after gated community. This is a rare opportunity to own a true lakefront retreat. Schedule your private showing today.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
7577 DOCKSIDE ST, WINTER PARK, FL 32792
$360,00044 Days on yellowkey MLS ID: O6412514
4 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,000 (2.7%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1245 Built: 1977 Tax: $3,722 (2025)Community: Woodcrest Unit 6Single Family
Taxes:$3,722
Remarks: Under contract-accepting backup offers. Virtually Staged. FABULOUS 3 bedroom 2 bath RENOVATED home with a 1 car garage located in a PRIME LOCATION!! Perfect for the first time homebuyer, investor or someone looking to downsize. The large family room benefits from natural lighting provided by the NEW WINDOWS installed(2024) throughout the ENTIRE house. The open kitchen overlooks the covered porch and large, FULLY FENCED backyard. The primary bedroom has LPV flooring with an UPDATED bathroom. NEWER carpets in the other two bedrooms. Second bath has a new toilet with a bidet, a tile bath/shower combo, and an updated vanity. NEW lighting, outlet and switch plate covers throughout. A NEW roof ridge vent was added for extra ventilation! NEW LANDSCAPING in the front. NEW DRAINFIELD (2026), water heater (2023), roof(2021). It is in Seminole County school district, 15 minutes to UCF, 5 minutes to shopping, and 10 minutes to the highway. HURRY, you don't want to miss this opportunity!!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Heather Pryor (321-303-5393)
2022 EASTBROOK BLVD, WINTER PARK, FL 32792
$353,00017 Days on yellowkey MLS ID: S5152746
1 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1966 Tax: $3,122 (2025)Community: Eastbrook Sub Unit 07Single Family
Taxes:$3,122
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 3-bedroom, 2-bathroom residence in the desirable Winter Park area! From the moment you arrive, you'll appreciate the long driveway, inviting curb appeal, and numerous recent upgrades that provide both style and peace of mind. Step inside to find updated bathrooms, newer appliances, and a functional layout designed for comfortable everyday living. Major improvements include a new roof and gutters (2023) and a newer water heater, making this home truly move-in ready. One of the standout features is the spacious, fully fenced backyard that backs up to preservation land, offering the privacy and tranquility of having no rear neighbors. Enjoy Florida living year-round from the large screened-in patio, perfect for entertaining, relaxing, or enjoying your morning coffee. Gardening enthusiasts will love the three raised garden beds, ready for planting your favorite flowers, herbs, or vegetables. Conveniently located near major highways, shopping, grocery stores, restaurants, and everyday conveniences, this home also offers easy access to the University of Central Florida (UCF), Valencia College, parks, and a variety of local attractions and family-friendly activities. Whether you're a first-time homebuyer, growing family, or simply looking for a home that combines comfort, privacy, and an unbeatable location, this Winter Park gem is one you won't want to miss. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Adriana Pena (407-494-7945)
5184 LAZY OAKS DR, WINTER PARK, FL 32792
$280,00012 Days on yellowkey MLS ID: O6422366
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984 Tax: $2,780 (2025)Community: Lazy Oaks CondoCondo
Taxes:$2,780
Remarks: Charming two-bedroom, two-bath condominium available in Winter Park. The reserve is fully funded, and monthly condominium fees are low. A comfortable foyer welcomes you inside, leading down the hallway to the second bedroom at the front of the home, where a large window overlooks the front green space. The kitchen opens to a bright, inviting space with skylights that bring natural light into the combined living and dining area. A fireplace adds warmth to the room, while sliding glass doors lead to a private screened enclosure overlooking additional green space at the rear of the property. Ideally positioned within the home, the kitchen features all-new appliances and an oversized pantry with spice shelving for easy organization. The primary bedroom offers an inviting entrance with closet space upon entry. Sliding glass doors fill the room with soft natural light, creating a calm and peaceful atmosphere. The primary bath includes a double vanity and additional deep closet space. From the bedroom, step out to the screened enclosure and enjoy quiet moments in the Florida breeze. Lazy Oaks Condominium is a charming, peaceful community in Winter Park. Conveniently located near shopping, restaurants, schools, and universities, it offers an inviting place to relax and call home.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
1612 LAWNDALE CIR, WINTER PARK, FL 32792
$439,00014 Days on yellowkey MLS ID: O6418472
0 Days Off yellowkey (back on 7/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 1984Monthly Fee: $49 Tax: $1,425 (2025)Community: Country LaneSpa: NoSingle Family
Taxes:$1,425
Remarks: A RARE OPPORTUNITY!! Houses on Lake Florence rarely become available! In desirable Country Lane in Winter Park, this 3 bed, 2 bath home is ready for you!! Updated kitchen with white cabinets, marble-look solid surface countertops, fresh tile. Primary bedroom has laminate floor and updated shower & countertops.
Listing is courtesy of: TOP VALUE PROPERTIES LLC (407-927-2098)
Listing Agent: Robin Leedom-Hafen (407-927-2098)
1232 VALLEY CREEK RUN, WINTER PARK, FL 32792
$535,00028 Days on yellowkey MLS ID: O6417190
1 Days Off yellowkey (back on 7/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2071 Built: 1994Monthly Fee: $22 Tax: $2,283 (2025)Community: Lost CreekSpa: NoSingle Family
Taxes:$2,283
Remarks: Welcome to this beautifully maintained pool home in the highly desirable Lost Creek community, where comfort, functionality, and location come together perfectly. This spacious residence features three generously sized bedrooms and a thoughtfully designed floor plan offering both formal and casual living spaces, including a living room, formal dining room, and a large family room that flows seamlessly into the kitchen beneath soaring vaulted ceilings. The private primary suite serves as a true retreat, dual vanities, a relaxing garden tub, and a separate glass-enclosed shower. The secondary bedrooms are well-proportioned and share a convenient Jack-and-Jill bathroom. Step outside and enjoy Florida living year-round from the covered patio overlooking the screened pool enclosure, creating the perfect space for entertaining or unwinding in privacy. Ideally located in Winter Park's Lost Creek community, residents enjoy easy access to top-rated Seminole County schools, abundant shopping and dining options, major commuter routes, and popular recreational destinations including Red Bug Lake Park with its sports fields, playgrounds, walking trails, tennis courts, and family-friendly activities. This is an exceptional opportunity to enjoy the lifestyle and convenience that make Lost Creek one of the area's most sought-after communities.
Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)
Listing Agent: James Clark (407-575-7011)
3009 NICHOLSON DR, WINTER PARK, FL 32792
$449,90021 Days on yellowkey MLS ID: O6419862
3 Days Off yellowkey (back on 7/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1980 Tax: $1,274 (2025)Community: Wrenwood Unit 3 3Rd AddSingle Family
Taxes:$1,274
Remarks: Welcome home to this beautifully remodeled **4-bedroom, 2-bath** residence in sought after Winter Park! BRAND NEW ROOF IN 2024! Thoughtfully renovated from top to bottom, this move-in-ready home offers the perfect combination of modern style, quality craftsmanship, and peace of mind with virtually every major system already updated. Step inside to discover beautiful new luxury vinyl flooring throughout, a stunning kitchen featuring brand-new cabinetry, elegant quartz countertops, and updated finishes designed for both everyday living and entertaining. Both bathrooms have been completely remodeled with stylish tile, new vanities, fixtures, and toilets, creating a fresh, contemporary feel throughout the home. The spacious primary suite has been completely reimagined and now features a beautifully remodeled bathroom along with a custom built-in closet organization system. New double patio doors provide abundant natural light while creating a seamless transition to the screened patio—perfect for enjoying Florida's beautiful weather. Beyond the cosmetic updates, this home offers the kind of improvements buyers truly appreciate, including a **new HVAC system with all-new ductwork, complete house replumb, new water heater, new electrical panel, new switches and outlets throughout, fresh interior and exterior paint, and a newly rescreened patio with a new screen door.** These significant upgrades provide years of worry-free ownership. Located within the highly sought-after Seminole County Public School District, this home is zoned for Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. You'll also enjoy an incredibly convenient location just minutes from shopping, restaurants, parks, entertainment, major roadways, and everything Winter Park and the surrounding area have to offer. With its extensive renovations, desirable **4-bedroom** floor plan, exceptional location, and true move-in-ready condition, this is a rare opportunity you won't want to miss. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Benjamin Simanton (407-790-2277)
2222 MARSH SEDGE LN, WINTER PARK, FL 32792
$739,000344 Days on yellowkey MLS ID: O6333145
4 Days Off yellowkey (back on 6/29/2026)
REDUCED by $25,900 (3.4%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2192 Built: 2019Monthly Fee: $243 Tax: $7,847 (2024)Community: Preserve At Hawks CrestSingle Family
Taxes:$7,847
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)
4348 STEED TER, WINTER PARK, FL 32792
$824,00069 Days on yellowkey MLS ID: O6406018
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3040 Built: 1989Monthly Fee: $29 Tax: $3,652 (2024)Community: Kings CoveSpa: NoSingle Family
Taxes:$3,652
Remarks: Under contract-accepting backup offers. BELOW APPRAISAL GEM IN WINTER PARK. Welcome to this beautifully and luxuriously updated 4-bedroom, 4-bath pool home located in the highly desirable Kings Cove community of Winter Park. Offering over 3,000 square feet of living space on a spacious 0.31-acre lot, this home blends comfort, functionality, and major system upgrades. The kitchen is designed for both everyday living and entertaining, featuring a gas stove, double oven, warming drawer, extra-large refrigerator, and custom pull-out cabinetry. The oversized island includes an additional sink, built-in microwave, and new (2025) under-counter ice maker. Recent upgrades and improvements include: New roof (2021) New first-floor A/C system (2021) New septic tank (2023) New hot water heater (2025) The primary suite has been thoughtfully updated in 2026, featuring a fully renovated bathroom with dual sinks and in-drawer electrical outlets, along with a custom-designed closet system completed in March 2026. New carpet was installed in April 2026. Additional highlights include a dedicated laundry room with sink and wine storage, a custom pantry with oversized pull-out drawers, built-in entertainment center, and a ceiling-mounted audio system controlled by phone. Step outside to enjoy your private in-ground pool and a quiet, established neighborhood close to top-rated schools, shopping, dining, and major highways. This is a move-in-ready home with major systems already updated and high-end functional upgrades throughout—don’t miss this opportunity.
Listing Agent: Renata Dove (407-923-8216)
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