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$352,000
2 Beds ⋅ 3 Baths ⋅ Osprey Ranch - Phase 1 SubDv. ⋅ 34787 Zip Code
Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the area’s most desirable newer communities. Step inside to discover a light, bright, OPEN CONCEPT living, dining and kitchen designed for everyday comfort and easy entertaining. TILE FLOORS run throughout the main level, creating a clean, modern look, while large windows bring in natural light and offer pleasant green space views out front. The on-trend kitchen is the heart of the home, featuring STAINLESS STEEL APPLIANCES, abundant cabinet and counter space, pantry storage and a seamless connection to the dining area, where an upgraded light fixture adds a stylish focal point. Just off the kitchen you will find a convenient laundry room and a half bath on the main floor, making daily living effortless. Upstairs, the SPLIT BEDROOM layout provides privacy and spaciousness, with large bedrooms that feel comfortable and inviting. The PRIMARY SUITE sits at the front of the home, offering a WALK-IN CLOSET and private en-suite bath, while the second bedroom is situated at the back with access to the second full bath, ideal for guests, family or a home office. Outside, enjoy charming curb appeal with a large COVERED FRONT PORCH and a paver driveway leading to a rear-facing one-car garage with alley access, providing both convenient parking and additional storage. Life in Osprey Ranch means enjoying an AMENITY-RICH COMMUNITY with a resort-style pool, covered pavilion, tot lot, dedicated dog park and scenic hiking and biking trails – perfect for getting outside and connecting with neighbors. The location just off Avalon Road with easy access to the 429, puts you just minutes from shopping, dining, resort areas and Orlando’s world-famous theme parks. This home is zoned for TOP-RATED SCHOOLS, including Horizon High School. Whether you are looking for a full-time primary residence, a low-maintenance Florida lifestyle, or the perfect home base for Disney adventures, this modern Winter Garden townhome delivers style, comfort and convenience all in one exceptional package. Call today to schedule your tour!

15098 Windflower Alley, Winter Garden
$350,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks Condo Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to Tucker Oaks, one of Winter Garden's most desirable gated communities! This beautifully maintained 3-bedroom, 2.5-bathroom townhome-style condo offers 1,544 square feet of comfortable living space, an attached two-car garage providing secure parking and additional storage, and a prime location just minutes from Historic Downtown Winter Garden. Step inside to discover a bright and inviting interior featuring laminate flooring installed throughout the living areas and bedrooms, complemented by ceramic tile in the kitchen and bathrooms. Fresh interior paint creates a clean, modern feel, while crown molding adds an elegant touch to the main living area. The well-appointed kitchen is designed for both style and function, featuring granite countertops, 42-inch cabinetry, updated countertops, a new kitchen sink, decorative backsplash, and an abundance of workspace. A huge under-stair storage area provides valuable extra storage rarely found in similar homes. Upstairs, all three bedrooms are thoughtfully positioned for privacy. The spacious primary suite features crown molding, an en-suite bath and ample closet space, while two additional bedrooms offer flexibility for family, guests, or a home office. Additional upgrades and features include a recently replaced A/C system (2021), washer and dryer (2024).Residents of Tucker Oaks enjoy access to a community pool and low-maintenance living in a peaceful setting. Ideally located just 1.4 miles from Historic Downtown Winter Garden and the popular Plant Street Market, you'll enjoy easy access to boutique shopping, dining, entertainment, farmers markets, and year-round community events. Outdoor enthusiasts will appreciate the nearby West Orange Trail, Oakland Nature Preserve, and Oakland Arts & Heritage Center. Commuters will love the quick access to Florida's Turnpike and major highways, while the new Costco in Clermont adds even more convenience.Move-in ready and meticulously cared for, this exceptional home offers the perfect combination of comfort, convenience, and location. Schedule your private showing today!

15340 Oak Apple Court Court Unit 16B, Winter Garden
$350,000
2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

1318 Painted Bunting Avenue, Oakland
$345,000
Showalter Park SubDv. ⋅ 34787 Zip Code
Build your dream home in the heart of Winter Garden on this rare .18-acre vacant lot, perfectly positioned for lifestyle and convenience. Just a short stroll from Historic Downtown Winter Garden, you’ll have easy access to charming shops, award-winning restaurants, live entertainment, and the scenic West Orange Trail for biking or walking. Enjoy the vibrant community atmosphere and weekend farmers markets that make this area one of Central Florida’s most beloved destinations. This prime homesite offers the flexibility to design and build a custom residence that reflects your unique vision. Nestled in a peaceful neighborhood of beautiful homes, yet only minutes from Disney and major highways, it’s an ideal balance of tranquility and accessibility. With utilities nearby and top-rated schools in the area, this property is ready for your plans to take shape. Whether you’re an investor or future homeowner, this location promises strong long-term value. Don’t miss the chance to create something truly special — your custom home in the heart of Winter Garden awaits.

282 E Newell Street, Winter Garden
$340,000
3 Beds ⋅ 2 Baths ⋅ Regal Pointe Ph 01 43/129 SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!

375 Regal Downs Circle, Winter Garden
$337,500
3 Beds ⋅ 3 Baths ⋅ Villas/Tucker Oaks SubDv. ⋅ 34787 Zip Code
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1437 Scarlet Oak Loop, Winter Garden
$335,000
2 Beds ⋅ 2 Baths ⋅ Shadow Lawn L/125 Lot 9 Blk F SubDv. ⋅ 34787 Zip Code
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!

243 Florida Avenue, Winter Garden
$335,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Experience the perfect blend of modern updates, resort-style amenities, and Disney-area convenience in this beautifully renovated townhouse located in the highly desirable Independence community. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.

14090 Avenue Of The Groves, Winter Garden
$335,000
3 Beds ⋅ 2 Baths ⋅ Daniels Crossing SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome Home to Winter Garden Living! Step inside this beautifully updated gem, perfectly nestled in the heart of Winter Garden! Freshly renovated with brand-new flooring and crisp, modern paint, this home radiates style and comfort from the moment you walk in. Relax and unwind with peaceful pond views right from your backyard — and with no rear neighbors, you’ll enjoy the privacy and serenity you deserve. Whether you’re searching for your next home or a smart investment, this property is move-in ready and full of potential. Ideally located just minutes from shopping, dining, and entertainment, you’ll love the convenience and lifestyle this sought-after community provides. Don’t miss your chance to make this Winter Garden beauty yours — schedule your showing today!

271 Daniels Pointe Drive, Winter Garden
$332,500
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.

14267 Avenue Of The Groves, Winter Garden
$332,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to Independence — one of Winter Garden’s most sought-after communities in the heart of Horizon West. This well-maintained 2-bedroom, 2.5-bath townhome offers over 1,270 square feet of comfortable living space with a functional layout, private courtyard, and rear-entry 2-car garage. Inside, you’ll find an open-concept main level designed for both everyday living and entertaining, with spacious living and dining areas flowing seamlessly into the kitchen. Upstairs, both bedrooms feature private en-suite bathrooms, creating an ideal setup for guests, roommates, or a flexible work-from-home lifestyle. Enjoy outdoor living in the private courtyard space between the home and garage — perfect for relaxing, grilling, or creating your own outdoor retreat. Located in the highly desirable Independence community, residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, basketball courts, playgrounds, dog parks, walking trails, clubhouse access, and private lake access to Lake Hancock. The HOA also includes exterior maintenance, landscaping, cable, and high-speed internet for added convenience. Ideally situated just minutes from Hamlin Town Center, Walt Disney World, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and low-maintenance living in one of Central Florida’s fastest-growing areas.

14002 Avenue Of The Groves, Winter Garden
$330,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01a SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. This stylish townhome in the highly sought-after Independence community of Winter Garden offers the perfect blend of comfort, function, and location plus the rare bonus of an oversized lot with an expanded driveway for added convenience and parking flexibility. As you enter through the front door, you're welcomed into a bright, open-concept layout with the kitchen positioned to the left, seamlessly flowing into the dining room and living room an ideal setup for entertaining or everyday living. A convenient half bath is located downstairs for guests. Upstairs, you'll find two spacious bedrooms, each featuring its own private en-suite bathroom, making this home perfect for guests or a flexible work-from-home setup. Step outside to enjoy your private fenced courtyard situated between the home and the rear-loading garage perfect for relaxing, grilling, or creating your own outdoor retreat. Recent updates provide added value and peace of mind, including a new roof (2024), refrigerator (2024), dryer (2/24/26), and water heater replaced in August 2023, making all major appliances under two years old. Residents of Independence enjoy resort-style amenities including two pools, two fitness centers, regulation-size tennis and basketball courts, a dog park, scenic walking and biking trails, and a clubhouse with a game and recreation room. The HOA adds exceptional value by including 1GB high-speed internet through Spectrum, cable, and premium streaming services including Disney+, Paramount+, Peacock, HBO, Hulu, and ESPN, along with pest control and front landscaping maintenance, making for truly convenient, low-maintenance living. Ideally located just minutes from Disney and close to Hamlin Town Center and Horizon West, this home is surrounded by top-rated schools, popular restaurants, shopping, and entertainment. Offering private en-suites, outdoor space, an oversized lot with expanded driveway, and exceptional community amenities, this townhome stands out in one of Winter Garden’s most desirable neighborhoods.

14447 Prunningwood Place, Winter Garden
$330,000
3 Beds ⋅ 2 Baths ⋅ Merchants Sub SubDv. ⋅ 34787 Zip Code
READY NOW! THE SELLER WILL CONTRIBUTE $ 5,000 TOWARDS CLOSING COST FOR THE BUYER. This spacious 3-bedroom, 2-bathroom home is perfect for anyone seeking modern comfort and style. Step inside and you'll immediately notice the open floorplan, which boasts plenty of natural light and provides ample space for entertaining. No HOA, one-story floorplans featured in Winter Garden, Florida. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,210 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances and a which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have tile floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. just minutes from the vibrant and historic Downtown Winter Garden.

823 Magnolia Avenue, Winter Garden
$325,000
3 Beds ⋅ 3 Baths ⋅ Westpoint Townhomes SubDv. ⋅ 34787 Zip Code
Beautiful End-Unit Townhome in the Heart of Winter Garden! Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom end-unit townhome, offering the perfect combination of comfort, functionality, and location. The open-concept layout creates a bright and inviting living space, while the kitchen features solid wood cabinetry, a spacious countertop, and a full appliance package, making meal preparation and entertaining effortless. Upstairs, you'll find three generously sized bedrooms, including a comfortable primary suite with a private full bathroom, plus an additional full bath to serve the remaining bedrooms. A convenient half bath is located on the first floor for guests. This home also includes an attached one-car garage and a large screened-in rear lanai, perfect for enjoying Florida's outdoor lifestyle year-round. As shown in the photo, the covered and screened patio provides an ideal space for relaxing, dining outdoors, or entertaining while overlooking the backyard. Located in the Westpoint Townhomes community, the HOA helps maintain the neighborhood and offers a low-maintenance lifestyle. The property is just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village at Fowler Groves, Publix, ALDI, restaurants, shopping, medical facilities, and provides easy access to SR-429, Florida's Turnpike, and Highway 50, making commuting throughout Central Florida convenient. The home is also zoned for Tildenville Elementary, Lakeview Middle, and West Orange High Schoo

455 Westpoint Garden Circle, Winter Garden
$325,000
3 Beds ⋅ 2 Baths ⋅ Daniels Crossing Rep SubDv. ⋅ 34787 Zip Code
Welcome to 1335 Daniels Cove Drive, a move-in ready gem in the heart of Winter Garden. Ideally located just minutes from Winter Garden Village, you’ll enjoy easy access to shopping, dining, entertainment, and major roadways, putting convenience right at your doorstep. Inside, fresh interior paint and tile flooring throughout create a clean, bright, and low-maintenance living space with a modern feel. The beautifully updated primary bathroom adds a stylish touch, while double-pane windows enhance energy efficiency and everyday comfort. Major improvements include a 2017 roof, offering peace of mind and added value for the next owner. Step outside to a fully fenced backyard with plenty of room for pets, play, entertaining, or simply unwinding in your own private outdoor retreat. With bright living spaces, a functional layout, thoughtful updates, and an unbeatable location, this home delivers the perfect blend of comfort, convenience, and lifestyle.

1335 Daniels Cove Drive, Winter Garden
$325,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01a SubDv. ⋅ 34787 Zip Code
Motivated Seller! Experience the best of Florida living just 20 minutes from Disney! This move-in ready 2 bedroom, 2.5 bath townhome with a spacious 2-car garage is ideal as a full-time residence, vacation retreat, or second home. Just minutes to world-renowned theme parks and highly rated schools. Step inside to find quartz countertops, stainless steel appliances and durable laminate and ceramic tile flooring. Newer roof (2022). Located in a vibrant community filled with resort-style amenities, you’ll have access to two swimming pools, multiple playgrounds, basketball and tennis courts, dog parks, and private lake access with boat ramps. Explore over six miles of scenic walking and biking trails, stay fit with two on-site fitness centers, and take part in year-round community events like festivals, fireworks, and food trucks. The HOA has you covered, taking care of cable, high-speed internet with streaming, interior and exterior pest control, roof replacement, exterior painting, and landscaping. Whether you're unwinding by the lake, staying active, or enjoying nearby attractions, this home offers the perfect blend of comfort, convenience, and fun.

14421 Vashons Way, Winter Garden
$324,000
2 Beds ⋅ 3 Baths ⋅ Daniels Landing A-J SubDv. ⋅ 34787 Zip Code
Immaculately maintained and extensively upgraded by current owner, this charming 2 bed 2.5 bath townhome with loft area is nestled on a quiet street in the highly sought after, Daniels Landing neighborhood - a gated, safe and friendly community. Bright, open floor plan with the following upgrades completed in 2025: NEW luxury vinyl plank flooring throughout. NEW AC. Upgraded kitchen with new quartz countertops, refrigerator, sink, faucet and tiled backsplash. NEW TV area with built in cabinets and wood shelving. NEW lighting throughout. NEW interior paint. NEW vanity in powder room. Upgraded bathrooms with new vanity, sinks and faucets. HOA replaced roof in 2022 and repainted exterior in 2025. Downstairs is a spacious entry hall, single car garage, kitchen, powder room, dining and living room with sliding doors leading onto a screened lanai with no rear neighbors. Upstairs is a loft area, perfect for office space or gym equipment, laundry closet, primary bedroom with en suite bathroom and huge walk in closet, 2nd bedroom with en suite bathroom and 2 closets (one a large walk in). Daniels Landing offers a clubhouse, POOL, FITNESS CENTER and PLAYGROUND. Internet and cable are included in the HOA fees. This tree lined neighborhood is conveniently located within a few minutes from Downtown Winter Garden and the West Orange Trail. Enjoy weekly farmers market, great choice of stores, restaurants, Crooked Can microbrewery and many community events. Also an easy 5 minute drive to The Grove with its many restaurants and stores. Do not miss this opportunity to live the Florida lifestyle in this gorgeous home!

13335 Daniels Landing Circle, Winter Garden
$320,000
3 Beds ⋅ 3 Baths ⋅ Tucker Oaks SubDv. ⋅ 34787 Zip Code
This beautiful 3 bedroom, 2.5 baths and 2 car garage is taken care of with Pride and Joy. Home is in Immaculate condition. Home flows from room to room with the primary en suite on the second floor. Also has lots of built in storage and overhead storage in the garage. Offers a screened in porch with no rear neighbors for relaxing and family time. Conveniently located near shopping, dining, major highways and historic downtown Winter Garden, Oakland & The West Orange Trail.

15350 Oak Apple Court Unit 17B, Winter Garden
$320,000
4 Beds ⋅ 3 Baths ⋅ Westchester Place SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home offering both comfort and convenience. Featuring two spacious primary bedrooms, each with its own full bath, this residence is perfect for families or guests seeking privacy with a split bedroom floor plan. Enjoy peace of mind with a newer roof and updated HVAC system, ensuring year-round comfort and efficiency. The functional layout includes an inside laundry room and an extra-wide hallway for easy accessibility. Step outside to a fenced backyard—ideal for relaxing, entertaining, or letting pets play safely. Located just steps from Veterans Memorial Park at the end of the street, this home seamlessly blends tranquility with a vibrant neighborhood setting. Downtown Historic Winter Garden is just a few blocks away, often referred to as a modern-day Mayberry by its residents. Winter Garden has a down-home charm. It's a place for growing families and businesses, a place to relax and unwind. There is a wide range of award-winning restaurants, year-round cultural events, museums, and the West Orange Trail System, which offers biking, walking, hiking, and equestrian trails.

709 Pamela Avenue, Winter Garden
$311,000
3 Beds ⋅ 2 Baths ⋅ Park Ave Estates SubDv. ⋅ 34787 Zip Code
**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!

205 Horstfield Drive, Winter Garden
$300,000
2 Beds ⋅ 3 Baths ⋅ Daniels Landing A-J SubDv. ⋅ 34787 Zip Code
Don't Miss This Rare End Unit Opportunity in Sought After Daniels Landing! This spacious Bermuda Model Townhome, is the largest 2-bedroom floor plan in the highly desirable gated community of Daniels Landing. This unit is directly located across from the clubhouse and recreation building. It is a beautifully updated end unit that offers abundant natural light thanks to additional windows and features updated luxury vinyl flooring throughout all levels, creating a bright and modern living space. The spacious kitchen includes all new appliances, 42" cabinets and Silestone counters. The kitchen features a cozy breakfast nook that opens to a lovely private fenced brick paver courtyard perfect for relaxing or entertaining. Just beyond the courtyard is a detached oversized 1.5 car garage with automatic opener, attic storage, rear alley access, and additional guest parking. Upstairs, the primary suite features a private en-suite bath and two closets, including a large walk-in, while the second bedroom and full bath provide comfortable space for guests, family, or a home office. Additional highlights include a downstairs laundry room with washer and dryer, beautifully updated powder room, updated lighting, new roof (2025), fresh interior and exterior paint. Enjoy low HOA fees that cover exterior maintenance, roof replacement, landscaping, basic cable, high speed internet, and security monitoring - making this an excellent option for low maintenance primary living or investment potential. Residents of Daniels Landing enjoy resort style amenities, including gated entry, a sparkling community pool, clubhouse with fitness center, recreation facility, walking trails, and playground. Ideally located just minutes from Winter Garden Village, AdventHealth, and Downtown Winter Garden’s shops and restaurants, with quick access to SR-429, SR-408, and I-4. Plus, you’re conveniently close to Disney’s back gate, making this an ideal location for cast members and area professionals. Don’t Miss This Exceptional Opportunity - Schedule Your Private Showing Today! Won't Last Long - A Must See.

13750 Daniels Landing Circle, Winter Garden
$300,000
Windtree Professional Center Ph 01 SubDv. ⋅ 34787 Zip Code
Located within the established and highly visible Windtree Professional Center, Unit C1 offers a prime 1,260-square-foot professional suite tailored for high-impact administrative, legal, or medical use. This ground-floor unit benefits from an exceptional location directly on West Colonial Drive (Hwy 50), providing businesses with prominent monument signage opportunities and immediate brand exposure to one of Central Florida’s busiest commuter corridors. The interior is designed to support a full-time, non-seasonal professional operation, featuring a functional layout that balances private offices with collaborative administrative space, perfect for local service providers looking to plant roots in the affluent 34787 zip code. Beyond its functional interior, the property’s strategic value is anchored by its proximity to major transportation hubs, including the SR-429 Western Beltway, the Florida Turnpike, and the 408 Expressway, ensuring effortless connectivity for clients and staff across the Orlando MSA. As Winter Garden continues its transformation into a primary commercial hub fueled by the massive Horizon West residential expansion, small-bay office condos like this have become a high-liquidity asset class. Whether you are an owner-user seeking to escape the cycle of rising commercial rents or an investor looking for a stable, low-maintenance property with strong NNN potential, Unit C1 represents a move-in-ready opportunity in the heart of Florida’s most resilient submarket.

13350 W Colonial Drive Unit C1, Winter Garden
$299,500
2 Beds ⋅ 3 Baths ⋅ Daniels Landing SubDv. ⋅ 34787 Zip Code
Rare end unit townhome in move-in ready condition located behind the gated entrance of Daniels Landing in highly desirable Winter Garden, Florida. This two story block construction residence offers the durability, energy efficiency and sound insulation today’s buyers are searching for, along with a well designed floor plan that maximizes space and natural light. All kitchen appliances convey, making this an ideal primary residence, second home or low maintenance investment property. Enjoy a private courtyard perfect for outdoor relaxation, grilling or entertaining, plus an oversized one car garage with room for additional storage, bikes or a small workshop area. A new AC system installed in 2023 provides peace of mind and improved energy efficiency. As an end unit, you’ll appreciate added privacy, extra windows and enhanced natural light throughout the home. The resort style community amenities are just steps away, with the pool, clubhouse and fitness center located less than 200 yards from your front door. The HOA delivers exceptional value by covering all exterior landscaping and lawn care, budgeting for scheduled exterior paint and roof replacement, and including high speed internet, cable television and alarm monitoring in the monthly dues. This creates a true lock and leave lifestyle ideal for busy professionals, frequent travelers or anyone seeking maintenance free living in Central Florida. Location is everything, and this home places you minutes from Winter Garden Village, historic downtown Winter Garden, and convenient access to State Road 429, State Road 408 and the Florida Turnpike, making commuting to Orlando, theme parks, and major employment centers quick and convenient. You’ll find endless shopping, dining, entertainment and recreation options in every direction. Zoned for sought after K-12 schools and just minutes to Foundation Academy and Windermere Preparatory School, this property combines location, lifestyle and long term value. Opportunities to own a rare end unit in Daniels Landing with these upgrades and this level of convenience do not come along often. Schedule your private showing today and experience the best of Winter Garden townhome living.

13930 Daniels Landing Circle, Winter Garden
$292,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.

431 Southern Pecan Circle Unit 201, Winter Garden
$290,000
3 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
Seller Offering Up to $7,000 Toward Buyer Closing Costs and a one YEAR AHS Home Warranty. Use our Preferred Lender and they will contribute $1000 towards closing costs with loan approval at closing! $8000 total value to BUYER at closing!! Move-in ready and priced under $298,000, this beautifully updated condominium in the gated Southern Pines community offers exceptional value just minutes everything needed for a balanced lifestyle. Located only 7 minutes from Historic Downtown Winter Garden, this second-floor residence combines modern upgrades, generous storage, and resort-style amenities in one of the area's most convenient locations. The open-concept floor plan features spacious living and dining areas accented by engineered hardwood flooring that extends throughout the main living spaces and into a dedicated office alcove with custom built-in shelving. Fresh interior paint, updated lighting fixtures, ceiling fans and plenty of windows create a bright, contemporary feel throughout. The primary suite offers brand-new carpet, a generous walk-in closet, and a private bath featuring a large walk-in shower, granite-topped vanity, and updated lighting. Two additional bedrooms also feature new carpeting, updated fans and lighting fixtures, and oversized walk-in closets. A well-appointed secondary bath includes an extended granite vanity with abundant storage and a versatile tub/shower combination. At the center of the home, the upgraded kitchen showcases white cabinetry, granite countertops, a new stainless-steel sink with drying rack and pull-down faucet, plus a complete suite of brand-new appliances including refrigerator, range, microwave, and dishwasher. A dedicated laundry area with storage shelving and a separate adjacent linen closet provide added convenience, while multiple walk-in closets in the bedrooms have an uncommon amount of storage for condominium living. Major systems have already been addressed for peace of mind. The HVAC system has recently had seasonal servicing. The hot water heater is awaiting permitting and will be replaced in June 2026, and the home is protected by a transferable home warranty plan. (Covers Appliances, Ceiling Fans, HVAC, HWH, disposal, plumbing and more) Southern Pines residents enjoy an impressive amenity package including gated entry, on-site management, resort-style pool and spa, fitness center, tennis courts, indoor basketball court, volleyball court, playground, pet park, clubhouse with theater room, billiards room, computer center, BBQ area, and even a resident car wash station. Conveniently located just minutes from Publix, Winter Garden Village, the West Orange Trail, Downtown Winter Garden, major shopping, dining, and entertainment, with quick access to the Turnpike, SR 429, I-4, Orlando attractions, and area employers. HOA dues include internet, basic cable, recreational amenities, trash service, and exterior lawn and maintenance. No worries here about Roof Replacement or Exterior Maintenance cost, true worry free living. This is the complete condominium lifestyle package—updated with NEW NEW NEW is really move-in ready in an amenity-rich, and ideally located community. Come see it today, we would love to show it to you.

142 Southern Pecan Circle Unit 205, Winter Garden
$290,000
3 Beds ⋅ 2 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Welcome to this charming and beautifully updated 3-bedroom, 2-bath bungalow located minutes from the heart of highly desirable Winter Garden! This move-in ready home offers the perfect blend of character, comfort, and modern upgrades—including a brand-new roof for peace of mind. Step inside to discover a warm and inviting layout with stylish updates throughout, creating a light and airy feel that’s perfect for both everyday living and entertaining. The cozy bungalow design offers functionality and charm, making it an ideal primary residence, second home, or investment opportunity. Living in Winter Garden means enjoying one of Central Florida’s most sought-after communities, known for its historic downtown, vibrant lifestyle, and strong sense of community. Just minutes away, you’ll find the award-winning Winter Garden Farmers Market, held every Saturday and featuring over 100 vendors, live music, and a lively, family-friendly atmosphere . Stroll along the charming brick-lined streets of downtown, filled with boutique shops, local dining, and cultural attractions. Don’t miss your opportunity to own this adorable, updated bungalow in one of Central Florida’s most beloved communities—schedule your private showing today!

514 Dunbar Avenue, Winter Garden
$290,000
3 Beds ⋅ 1 Baths ⋅ East Garden Manor First Add SubDv. ⋅ 34787 Zip Code
Price Improvement & Up to $5,000 lender credit available toward buyer’s closing costs when using preferred lender. Lovely, cozy, and Move-In ready home situated on almost a quarter of an acre lot, offering comfort, functionality, and thoughtful updates throughout. Inside, you’ll find beautiful vinyl flooring throughout, absolutely No Carpet, complemented by crown molding that adds a refined touch. Bedroom three/ Flex Room features ceramic tile, providing flexibility for guests, a home office, or additional living space. The layout is practical and easy to maintain, making it ideal for everyday living. The kitchen is bright with natural light from the windows and features granite countertops, a decorative backsplash, and fully equipped with stainless steel appliances. Recent updates provide peace of mind, including a Roof replaced in 2023, Water Heater updated in 2022, and an AC system that has been sealed to help reduce electricity consumption. The home also features Solar Panels (will be paid off by the seller) for added energy efficiency and long-term savings. Step outside to enjoy the privacy of a fully fenced yard with plenty of room to expand, entertain, garden, BBQ, or simply relax. Additional highlights include a carport and an electrical outlet suitable for a car or RV charger, adding everyday convenience and versatility. NO HOA, No CDD! Located minutes from the vibrant historic Downtown Winter Garden, shops, restaurants, cafes, medical facilities, events, and more. Schedule your showing today!

422 Charlotte Street, Winter Garden
$289,900
3 Beds ⋅ 2 Baths ⋅ Westside Twnhms-Ph 05 A B & C SubDv. ⋅ 34787 Zip Code
RENOVATED 3 Bed/2 bath PRIMARY SUITE DOWNSTAIRS, PRIVATE FENCED YARD, AND LOW HOA — ideal for low maintenance living in sought after WINTER GARDEN - near 429 & WINTER GARDEN VILLAGE *** Welcome to 1325 Fettler Way, a beautifully updated 3-bedroom, 2-bathroom townhome offering approximately 1,464 sq ft of thoughtfully designed living space with a rare PRIMARY SUITE ON FIRST FLOOR—perfect for buyers seeking convenience, flexibility, and modern comfort in one of Winter Garden’s most desirable locations. *** This move-in-ready home features a clean, modern design with NEW LUXURY VINYL plank flooring (2022), FRESH modern interior PAINT, updated light fixtures, and 5-inch baseboards that elevate the entire space. *** FURNITURE CAN BE INCLUDED*** The OPEN-CONCEPT living and dining area flows seamlessly into the kitchen, complete with a GAS STOVE, FARMHOUSE sink, pull-down faucet, and ample workspace—ideal for cooking, entertaining, and everyday living.***Designed for both comfort and functionality, the home includes SPACIOUS bedrooms with WALK-IN CLOSETS, an UPSTAIRS interior LAUNDRY room, and UV light AIR PURIFICATION system for enhanced air quality and efficiency. Major updates include a NEW ROOF (2024) and well-maintained systems, offering peace of mind for years to come.***Step outside to your LARGE ENCLOSED PATIO and private FENCED YARD, creating the perfect outdoor space for pets, gardening, relaxing, or entertaining. With two dedicated parking spaces that can accommodate up to FOUR vehicles , this property offers flexibility rarely found in townhome living. This home is ideal for a variety of buyers—perfect for first-time homebuyers, downsizers, or those seeking low-maintenance living with a primary bedroom downstairs. It’s also a great fit for seasonal residents or anyone looking for a lock-and-leave lifestyle with minimal upkeep and strong location value.***Located JUST MINUTES from SR-429 and SR-408, commuting is effortless with quick access to West Orlando, major employment centers, and Disney-area attractions. Enjoy being close to WINTER GARDEN VILLAGE at Fowler Groves for shopping, dining, and entertainment, as well as the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its farmers market, local boutiques, restaurants, and access to the WEST ORANGE TRAIL for biking and outdoor recreation.***With LOW HOA and NO CDD, modern upgrades, and a highly functional layout, this is a rare opportunity to own a move-in-ready townhome in a prime Winter Garden location.*** Schedule your private showing today and experience the lifestyle this home has to offer—Live here. Bloom here.

1325 Fettler Way, Winter Garden
$285,000
2 Beds ⋅ 1 Baths ⋅ Shadow Lawn SubDv. ⋅ 34787 Zip Code
Step into a storybook setting with this Enchanting, Turnkey Bungalow nestled in the heart of Winter Garden—a true must-see that captures both charm and modern comfort. From the welcoming front porch to the beautiful luxury vinyl plank flooring and picturesque backyard, every detail invites you to slow down and feel at home. Thoughtfully and completely remodeled, this darling residence offers 2 bedrooms, 1 bathroom, and a bright, airy layout designed for easy living and is staged to absolute perfection. Beyond the front door, discover a lifestyle that’s simply unmatched. Take a short stroll to Plant Street or hop onto the scenic West Orange Trail, where the beauty of Winter Garden unfolds all around you. Winter Garden, Florida feels like a place where charm and sunshine quietly linger year-round. Brick-lined streets wind through a historic downtown filled with beautifully restored storefronts, local boutiques, and inviting cafés that spill out onto the sidewalks. Towering oak trees draped in Spanish moss provide shade as the West Orange Trail weaves its way through town, alive with cyclists, joggers, and families enjoying the breeze. Just steps away, the shimmering waters of Lake Apopka create a peaceful backdrop, where golden sunsets stretch across the horizon and birds glide effortlessly over the marshlands. The weekly farmers market brings the community together with fresh blooms, local flavors, and the kind of small-town warmth that’s hard to find elsewhere. Blending old Florida charm with thoughtful growth, Winter Garden offers a lifestyle that feels both relaxed and vibrant—where every corner seems to invite you to slow down, take it in, and stay awhile. Back at home, enjoy peace of mind with extensive updates including a new roof, AC, flooring, kitchen, bathroom, plumbing, and electrical—truly move-in ready. With NO HOA and NO CDD, this property is ideal for a first-time buyer, downsizer, or anyone seeking a slice of charm close to it all. Step outside into an absolutely stunning outdoor retreat, where a beautifully landscaped gravel backyard sets the stage for relaxation and connection. Your private patio invites you to grill, unwind, and gather with loved ones—sharing stories, laughter, and unforgettable memories under the open sky. Opportunities like this don’t come around often—schedule your private showing today before it’s gone.

345 Winter Street, Winter Garden
$285,000
2 Beds ⋅ 1 Baths ⋅ Solomon Sub SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to an incredible opportunity to own a fully remodeled home just minutes from the heart of Downtown Winter Garden and iconic Plant Street. Enjoy the best of “small-town charm meets everyday convenience” with easy access to the Winter Garden Farmers Market, boutique shopping, local coffee spots, award-winning restaurants, breweries, and year-round community events. This move-in ready home offers 2 bedrooms and a bright, comfortable layout perfect for a first-time buyer, downsizer, or anyone wanting to be close to everything Winter Garden has to offer. Major updates provide peace of mind, including a roof approximately 4 years old, new A/C, new water heater, and new appliances. Don’t miss your chance to live near one of Central Florida’s most loved downtowns while enjoying the benefits of a beautifully updated home.

330 E Story Road, Winter Garden