Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $300,000 to $399,000
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Winter Garden - 9 properties found
205 HORSTFIELD DR, WINTER GARDEN, FL 34787
$310,00032 Days on yellowkey MLS ID: O6410222
3 Days Off yellowkey (back on 6/17/2026)
REDUCED by $5,000 (1.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1048 Built: 1998Monthly Fee: $40 Tax: $1,983 (2025)Community: Park Ave EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,983
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. **WINTER GARDEN SINGLE FAMILY HOME** **HVAC (2023) + ROOF (2018) + EXTERIOR PAINT (2024)** **ALL NEW ENERGY EFFICIENT WINDOWS & SLIDING DOOR (2025)** **LARGE FULLY FENCED PRIVATE BACKYARD** **NATURAL GAS** **TILE THROUGHOUT -- NO CARPET** Welcome to this adorable, affordable & move-in-ready single family home in the PERFECT LOCATION. Purchase with CONFIDENCE & PEACE OF MIND…recent updates & special features include: all new energy efficient windows and sliding door (2025), updated kitchen cabinetry (2018), updated bathroom vanities (2024), roof (2018), HVAC (2023), freshly painted exterior (2024), new garage opener (2023), custom hurricane shutters for windows & doors, fully fenced (2022)…and MORE! NO CARPET -- tile throughout the entire home. Lots of NATURAL LIGHT throughout. The fantastic & FLEXIBLE floor plan features a large living space open to the kitchen, THREE bedrooms, TWO full bathrooms -- all one ONE LEVEL. The primary suite includes a large walk-in shower, updated vanity and walk-in closet with shelving. All appliances STAY -- including washer & dryer. Enjoy the Florida lifestyle outdoors with the extended paver patio and large backyard space that is fully fenced & private with additional open community easement behind the home for added privacy buffer. Extended driveway for ample parking space. LOW UTILITY BILLS with newer roof, HVAC & windows! The LOW HOA includes a community pool. The PERFECT location -- conveniently located to both Winter Garden & Clermont with easy direct access to the FL Turnpike (less than three miles) and HWY 429 (less than two miles). Just ONE MILE to historic Downtown Winter Garden -- enjoy the West Orange Trail, HUGE weekly farmer's market, festivals, shopping, dining, art, the Crooked Can Brewery & Plant Street Market. Easy access to ALL shopping (Costco, Target & more), dining, medical & conveniences in both Winter Garden & Clermont along HWY 50 and Winter Garden Village. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
632 DHARMA CIR, WINTER GARDEN, FL 34787
$390,00081 Days on yellowkey MLS ID: O6396151
REDUCED by $10,000 (2.5%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1315 Built: 2000Monthly Fee: $78 Tax: $5,780 (2025)Community: Daniels Crossing Ph 03Single Family
Taxes:$5,780
Elementary School: None
High School: None
Middle School: None
Remarks: Located in Winter Garden, this beautiful 3-bedroom, 2-bath home features a private in-ground pool and a solar energy system. The roof is approximately 10 years old, and the sellers will pay off the solar system at closing. The home includes a new A/C unit, stainless steel appliances, and an extended driveway with plenty of space for guests. The spacious 28' x 15' pool is designed for year-round enjoyment and features a screened enclosure, lighting, automatic cleaner, child safety fence, and both saltwater and solar heating systems. The home also offers a screened-in patio and an underground drainage system next to the pool for overflow. Conveniently located near Highway 429 and the Florida's Turnpike, this property provides easy access to Winter Garden Village, Walt Disney World, West Orange Trail, and Publix.
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Edul Mohamed, Pa (407-760-0090)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,90070 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Elementary School: Maxey Elem
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$339,90041 Days on yellowkey MLS ID: O6407632
REDUCED by $10,000 (2.9%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Remarks: Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
2123 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,00021 Days on yellowkey MLS ID: O6412643
0 Days Off yellowkey (back on 6/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2006Monthly Fee: $46 Tax: $5,857 (2025)Community: Stone Creek Unit 4Single Family
Taxes:$5,857
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to your family's next home in the highly desirable Stone Creek community of Winter Garden. This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, and a versatile upstairs loft, perfect for a home office, playroom, or additional living space. Step inside to an open-concept living and dining area with stylish flooring throughout—no carpet throughout! The thoughtfully designed floor plan offers all four bedrooms upstairs, providing privacy and separation from the main entertaining areas. The spacious primary suite features an en-suite bathroom with dual vanities and a walk-in closet. Conveniently located downstairs, you'll find the laundry room and a half bath for guests. Families will appreciate being zoned for Whispering Oak Elementary School, a National Blue Ribbon School and one of the highest-rated schools in the Orlando area. Enjoy an unbeatable location just minutes from Winter Garden Village, Hamlin Town Center, and historic Downtown Winter Garden, with easy access to State Road 429 and the Florida Turnpike. Plus, Disney World and Orlando's top attractions are only a short drive away. Don't miss this opportunity to own a beautiful home in one of Winter Garden's most sought-after communities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
338 WINDFORD CT, WINTER GARDEN, FL 34787
$330,00021 Days on yellowkey MLS ID: O6413058
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1996Monthly Fee: $40 Tax: $2,089 (2025)Community: Park Ave EstatesSingle Family
Taxes:$2,089
Remarks: Discover this move-in ready 3-bedroom, 2-bathroom CBS construction home in Winter Garden, FL, nestled in the highly sought-after Park Avenue Estates community. Just minutes from downtown Winter Garden, award-winning dining, shopping, and the popular farmers market, this home offers the perfect mix of charm and convenience. Featuring a newer roof, a low HOA, and access to a community pool, you’ll enjoy a relaxed lifestyle in one of Central Florida’s most vibrant neighborhoods. The nearby West Orange Trail is perfect for biking, morning runs, or evening strolls surrounded by Florida’s natural beauty. This move-in ready home places you close to everything, from boutiques and restaurants to top-rated Winter Garden schools. Whether you’re enjoying local amenities or simply relaxing at home, this property provides the ideal opportunity to experience the best of Winter Garden living.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Christian Dyas (407-375-7368)
252 DANIELS POINTE DR, WINTER GARDEN, FL 34787
$375,00030 Days on yellowkey MLS ID: O6410517
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1345 Built: 1997Monthly Fee: $37 Tax: $3,978 (2025)Community: Daniels CrossingSingle Family
Taxes:$3,978
Remarks: Under contract-accepting backup offers. Nestled in the desirable Daniels Pointe community of Winter Garden, 252 Daniels Pointe offers the perfect blend of modern comfort and Florida charm. This beautifully maintained home features an open-concept layout designed for both everyday living and effortless entertaining. The spacious kitchen flows seamlessly into the living and dining areas, creating a bright and welcoming atmosphere filled with natural light. Retreat to the generously sized primary suite complete with a private bath and ample closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Step outside to enjoy a peaceful backyard oasis ideal for relaxing evenings, weekend gatherings, or enjoying the year-round sunshine. Conveniently located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to offer, this home combines comfort, convenience, and community in one exceptional package. Whether you’re looking for your forever home or your next investment, 252 Daniels Pointe is a must-see opportunity.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Corey Smith (407-927-0599)
243 FLORIDA AVE, WINTER GARDEN, FL 34787
$335,00039 Days on yellowkey MLS ID: S5149991
2 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1939 Tax: $2,090 (2025)Community: Shadow Lawn L/125 Lot 9 Blk FSingle Family
Taxes:$2,090
Remarks: Fully Renovated Turnkey Home in the Heart of Winter Garden, Better Than New! This beautifully reimagined 2-bedroom, 2-bath home has been transformed from the ground up. Every major system and finish is brand new, including the foundation, structural reinforcement, roof, windows, flooring, A/C system, and fully remodeled bathrooms, plus an ADDED second bathroom. The modern kitchen features a brand-new refrigerator, stove, and microwave. No projects, no deferred maintenance, no surprises. Just move in and start enjoying life. Minutes from historic downtown Winter Garden, Plant Street, the West Orange Trail, the Saturday Farmers Market, top dining and shopping, with quick access to SR 429 and the Florida Turnpike for easy commutes to Orlando, Disney, and MCO Airport. First-time buyers may qualify for up to $30,000 in down payment assistance through Orange County and additional Florida state programs. All financing welcome, including Cash, Conventional, FHA, and VA buyers. Turnkey homes like this don't last. Schedule your showing today!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)
884 KLONDIKE ST, WINTER GARDEN, FL 34787
$375,000102 Days on yellowkey MLS ID: O6389922
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1485 Built: 2023 Tax: $4,850 (2025)Community: Loveless J S Add 01Single Family
Taxes:$4,850
Remarks: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nicole Mickle (407-353-0826)
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