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5983 Flowering Cherry Bend, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ G5118528 MLS
Virtually Staged. Under Construction. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

5983 Flowering Cherry Bend, Winter Garden
5995 Flowering Cherry Bend, Winter Garden
$850,000
4 Beds ⋅ 3 Baths ⋅ G5118526 MLS
Virtually Staged. Under Construction. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes! Sample Image

5995 Flowering Cherry Bend, Winter Garden
923 Allenhurst Street, Winter Garden
$789,000
3 Beds ⋅ 2 Baths ⋅ O6444634 MLS
Welcome to front-porch living in Oakland Park, a sought-after and timeless Winter Garden community surrounded by nature, green spaces, and an inviting neighborhood atmosphere. This beautifully maintained single-story gem offers an open-concept, split-bedroom floor plan filled with natural light and engineered hardwood flooring throughout the living spaces. The chef’s kitchen features granite countertops, abundant cabinetry, a large walk-in pantry, and a separate storage closet, complimented by a full suite of Kenmore appliances including a gas cooktop, hood, wall oven/microwave, dishwasher, and refrigerator. The spacious primary suite offers a walk-in closet, soaking tub, large walk-in shower, and generous linen storage. Extend your living space outdoors to the fully screened-in back porch, complete with outdoor, breezy sheered curtains, a ceiling fan and gas hookup for grilling or an outdoor kitchen. Mature trees and beautiful crape myrtles create a peaceful setting, while a large green space across the street adds an extra sense of privacy. Enjoy access to resort-style and neighborhood pools, nearby trails and lakes, and more than 22 miles of the West Orange Trail. Bike, walk, or golf cart into charming downtown Winter Garden for dining, shopping, entertainment, and the infamous Saturday farmers market. Additional highlights include a two-car garage, laundry room including washer and dryer. There is a separate mudroom area which includes the cabinet, abundant attic storage and custom blinds throughout. All the wall hanging televisions are included as well.

923 Allenhurst Street, Winter Garden
402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ G5117768 MLS
Rare dual-income opportunity with no HOA, located minutes from historic Downtown Winter Garden. Built in 2021 on an oversized corner lot, this high return opportunity, turn-key property offers two complete, self-contained residences designed for optimal rental income, multi-generational living, or an effortless house hack where the neighboring tenant covers your mortgage. Each residence features its own street frontage, private entrance, separate driveway, and dedicated two-car attached garage for complete tenant privacy and independence—four garage bays total. Across both mirrored units, the home encompasses 2,876 heated square feet, totaling six bedrooms, four full bathrooms, and two powder baths, offering three bedrooms and two and a half bathrooms on each side. The main levels highlight spacious open-concept living and dining areas, well-appointed kitchens, and convenient half baths for guests. Upstairs, each unit features a private primary suite with a walk-in closet and en suite bath, alongside two generous guest bedrooms, a second full bathroom, and dedicated laundry space. Durable hard-surface flooring throughout ensures low turnover costs and easy maintenance. Tenants and owners alike will love being within walking and golf cart distance of Plant Street dining, boutique shopping, local breweries, the West Orange Trail, and the Saturday Farmers Market, while enjoying quick commuter access to SR-429, SR-50, and the Florida Turnpike. Modern, high-cash-flow multi-door assets in this prime Winter Garden corridor are exceptionally rare. Schedule your private showing today.

402 E Maple Street, Winter Garden
2308 Axel Street, Winter Garden
$577,063
4 Beds ⋅ 3 Baths ⋅ G5118413 MLS
Virtually Staged. Under Construction. Welcome to 6117 Flowering Cherry Bend, a beautifully designed new construction home located in the desirable Avalon Woods community of Winter Garden. The Anna Maria floor plan offers 2,235 square feet of thoughtfully designed single-story living with 4 bedrooms and 3 full bathrooms. Step inside to an inviting open-concept layout featuring a spacious great room that flows seamlessly into the kitchen and dining areas—perfect for both everyday living and entertaining. The private primary suite provides a relaxing retreat with a well-appointed ensuite bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in Avalon Woods, residents can enjoy community amenities including a park, playground, and walking trails.

2308 Axel Street, Winter Garden
1012 Glensprings Ave, Winter Garden
$425,000
3 Beds ⋅ 2 Baths ⋅ O6445159 MLS
Under contract-accepting backup offers. Welcome home to this exceptional 3-bedroom, 2-bath ranch-style home in sought-after east Winter Garden. This bright and spacious great room features vaulted ceilings, tile flooring, and a signature brick wood-burning fireplace. Large windows fill the room with natural light, creating an open and inviting environment. The functional floor plan offers ample living and entertaining space, complemented by neutral finishes and a ceiling fan for added comfort. The heart of the home is a bright and functional kitchen offering abundant cabinet and countertop space in a classic U-shaped layout designed for everyday convenience, plus an adjacent family dining room. Crisp white cabinetry is complemented by stainless steel appliances and durable tile flooring, while a large window above the sink fills the space with light and provides a pleasant backyard view. Retreat to the spacious primary suite, designed for comfort and relaxation. This inviting bedroom features warm wood-look flooring, a large window, and generous wall space for flexible furniture arrangements. A private ensuite bath with an extended vanity offers convenience and functionality. Two adjacent bedrooms are on the opposite side of the residence. No HOA, 2 blocks from the West Orange Trail's Chapin Station stop, short drive to SR 429, essential shopping and all the dining venues in downtown Winter Garden. Roof replaced in 2015.

1012 Glensprings Ave, Winter Garden
2224 Gopher Tortoise Terrace, Winter Garden
$379,900
2 Beds ⋅ 3 Baths ⋅ O6443996 MLS ⋅ 2224 BLDG.
Set in Longleaf at Oakland, directly across from Oakland Nature Preserve and the 22-mile West Orange Trail, this END-UNIT TOWNHOME offers a rare combination of natural surroundings and everyday convenience. A covered front porch overlooking a large grassy area welcomes you home and provides a peaceful place to relax and enjoy beautiful Florida sunsets. ADDITIONAL WINDOWS fill the end-unit home with natural light and create a bright, open feel. UPGRADED luxury vinyl flooring flows throughout the first floor. The OPEN FLOOR PLAN brings the living spaces together, with spacious living and dining areas that flow naturally into the kitchen. UPGRADED 42-inch white cabinetry with crown molding, stone countertops, a tile backsplash, a generous island with additional seating and a LARGE WALK-IN PANTRY create an inviting and functional setting for everything from casual mornings to entertaining friends and family. Just beyond the main living area, a PRIVATE COURTYARD connects the home to the detached TWO-CAR GARAGE by a covered walkway. With the garage positioned separately from the home, the courtyard becomes a private extension of the living space for grilling, entertaining or unwinding outdoors. Offering 1,652 sf, the townhome features TWO BEDROOMS plus a large LOFT that can serve as a HOME OFFICE, MEDIA ROOM, PLAYROOM or additional living area, and 2.5 BATHROOMS. Both bedrooms are located on the second floor and have PRIVATE ENSUITE BATHROOMS, giving the second bedroom the comfort and privacy of a SECOND PRIMARY SUITE. The primary suite includes an expansive WALK-IN CLOSET, while the bathroom is finished with UPGRADED shower tile and an UPGRADED glass shower door. SMART HOME features, including a Ring doorbell, security camera and MyQ garage-door opener add everyday ease. ENERGY-EFFICIENT double-pane windows and a programmable Nest thermostat help keep energy use and monthly electric costs down. Tall oak trees enhance the community’s natural setting, along with a COMMUNITY POOL, PLAYGROUND and WALKING TRAILS. Just outside the community, you can spend mornings walking beneath the trees, head out for a bike ride or follow the WEST ORANGE TRAIL into HISTORIC DOWNTOWN WINTER GARDEN for dining, shopping and the award-winning Saturday Farmers Market. Here, you can feel connected to nature without leaving convenience behind. Florida’s Turnpike entrance is approximately one mile away, while everyday shopping, including the new Costco in Clermont, is less than 10 minutes from home. It is an ideal setting for enjoying a quieter community atmosphere while remaining connected to work, recreation and everything the surrounding area has to offer.

2224 Gopher Tortoise Terrace, Winter Garden
6045 Flowering Cherry Bend, Winter Garden
$849,990
5 Beds ⋅ 4 Baths ⋅ G5118332 MLS
Virtually Staged. Under Construction. Welcome to this beautifully designed, new-construction home in the highly sought-after Avalon Woods community of Winter Garden, This spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining.

6045 Flowering Cherry Bend, Winter Garden
6117 Flowering Cherry Bend, Winter Garden
$754,990
4 Beds ⋅ 3 Baths ⋅ G5118331 MLS
Virtually Staged. Under Construction. Welcome to 6117 Flowering Cherry Bend, a beautifully designed new construction home located in the desirable Avalon Woods community of Winter Garden. The Anna Maria floor plan offers 2,235 square feet of thoughtfully designed single-story living with 4 bedrooms and 3 full bathrooms. Step inside to an inviting open-concept layout featuring a spacious great room that flows seamlessly into the kitchen and dining areas—perfect for both everyday living and entertaining. The private primary suite provides a relaxing retreat with a well-appointed ensuite bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in Avalon Woods, residents can enjoy community amenities including a park, playground, and walking trails.

6117 Flowering Cherry Bend, Winter Garden
1184 Bobcat Chase Boulevard, Winter Garden
$499,900
3 Beds ⋅ 3 Baths ⋅ O6442799 MLS
Under contract-accepting backup offers. A rare opportunity to own a beautifully maintained home in the heart of Oakland, offered at an exceptional value under $500,000. Located in the sought-after Longleaf at Oakland community, this 3-bedroom, 2.5-bath home offers a thoughtful layout, beautiful outdoor space, and a prime location—all at a price point that is increasingly hard to find in this desirable area. Set on a quiet cul-de-sac, the home welcomes you with a modern and functional layout designed for both everyday living and entertaining. Inside, luxury vinyl plank flooring, recessed lighting throughout, and a bright, comfortable feel create a welcoming atmosphere. The kitchen features granite countertops and custom shelving, while additional custom shelving in the laundry room adds both style and practical storage. Spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room provide flexibility for everyday living. A water softener system adds another thoughtful touch to the home. Step outside to a fully fenced backyard offering privacy and flexibility for pets, play, gardening, or simply enjoying your own outdoor space. The peaceful setting and cul-de-sac location create an inviting sense of privacy while still keeping you close to everything Oakland and Winter Garden have to offer. The location is hard to beat. Take a quick walk to the West Orange Trail or enjoy easy access to the Oakland Nature Preserve. Downtown Winter Garden's shops, restaurants, farmers market, and charming atmosphere are just minutes away, while the Florida Turnpike provides convenient access throughout Central Florida. Orlando's world-class theme parks are approximately 20 minutes away. Beautifully cared for, ideally located, and thoughtfully priced, 1184 Bobcat Chase Blvd offers an exceptional opportunity to enjoy the best of Oakland living with comfort, convenience, and a price point that makes this home stand out.

1184 Bobcat Chase Boulevard, Winter Garden
15318 Beamleigh Road, Winter Garden
$448,990
3 Beds ⋅ 3 Baths ⋅ S5158128 MLS
Welcome to this beautifully updated 3-bedroom, 2.5-bath home, offering a spacious and functional layout with modern finishes throughout. The main living area features an inviting open-concept design complemented by luxury vinyl plank flooring, creating a seamless flow between the living, dining, and kitchen spaces. The kitchen serves as the centerpiece of the home, featuring upgraded cabinetry, a large center island, and a farmhouse-style sink, with plenty of space for everyday meals and entertaining. Upstairs, the primary bedroom offers a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. An open flex space on the second floor adds even more versatility and can be used as a media area, playroom, office, or additional lounge. Additional improvements include a roof replaced in 2018 and A/C installed in 2019. Conveniently located near schools, shopping, restaurants, and major roadways, this home combines modern updates, flexible living spaces, and everyday convenience.

15318 Beamleigh Road, Winter Garden
14543 Sabal Crest Way, Winter Garden
$598,800
4 Beds ⋅ 3 Baths ⋅ O6442363 MLS
FIRST TIME EVER OFFERED FOR SALE! Welcome to 14543 Sabal Crest Way, an exceptionally maintained, original-owner home located in the highly sought-after Orchard Hills community of Winter Garden. Pride of ownership is evident around every corner of this beautiful single-story residence, offering 4 bedrooms, 3 full baths and 2,224 heated square feet with an ideal combination of comfort, efficiency and location. Just a block from the Orchard Hills clubhouse, fitness center and playground, this home puts some of the community’s best amenities practically at your doorstep. Inside, the heart of the home is an impressive kitchen designed for both everyday living and entertaining. Enjoy built-in double convection ovens, a vented cooktop, abundant cabinetry and an oversized center island overlooking the main living areas. The open, functional one-story floor plan provides excellent separation of space while remaining bright, inviting and easy to live in. The upgrades continue throughout the property, including custom closet systems, gutters, fully fenced backyard and a 220-volt outlet in the garage ready for EV charging. One of the biggest bonuses is the fully paid-off 8.19 kW solar panel system, providing significant dent in the monthly electric savings without the burden of a solar loan or lease. The HOA handles the lawn care too !!! Location of this home is remarkable. Orchard Hills is ideally positioned near the rapidly growing Hamlin retail, dining and commercial district, SR 429 Expressway, Walt Disney World, the new community park and library, and everything Horizon West and Winter Garden have to offer. The property is located within a sought-after K-12 public school district and is also just minutes from the campuses of Foundation Academy and Windermere Preparatory School. Homes combining this condition, one-story living, four bedrooms, three full baths, a fenced yard, community amenities, paid-off solar and an outstanding Winter Garden location are increasingly difficult to find at this value. Meticulously cared for by its original owners, this home is truly move-in ready and an absolute cream puff. You simply won't find more for less. Schedule your private showing and move quickly—14543 Sabal Crest Way is ready for its second owner!

14543 Sabal Crest Way, Winter Garden
990 Stationside Drive, Winter Garden
$525,000
4 Beds ⋅ 2 Baths ⋅ O6440519 MLS
RARE FIND in prime OAKLAND, Florida, only a 1/4 mile away from the WEST ORANGE TRAIL: a COMPLETELY REMODELED turn-key home on an OVERSIZED 0.25-ACRE LOT with VERY LOW HOA FEES! Why settle for tiny high-density lots when you can have true space, privacy, and full peace of mind? This FULLY MODERNIZED 4-bedroom, 2-bathroom residence offers over 2,000 square feet of luxury, with major big-ticket items already completed, including a NEW ROOF IN 2024 and a NEW AC IN 2023. Step inside to this inviting and fresh home with satin-white interior paint, NEW FIXTURES AND HARDWARE throughout, and low-maintenance LUXURY VINYL PLANK FLOORING with NO CARPET anywhere. The BRIGHT KITCHEN features SPARKLING QUARTZ COUNTERTOPS, a CLASSIC WHITE SUBWAY TILE BACKSPLASH, a STAINLESS STEEL HOOD, a DOUBLE-OVEN, and SPACIOUS 42-INCH UPPER CABINETS. Both bathrooms have been tastefully modernized, highlighted by a complete primary suite revamp. Outside, the QUARTER-ACRE PROPERTY features a NEW 6-FOOT VINYL PRIVACY FENCE, a MASSIVE 15x40 BACK PATIO perfect for outdoor dining, ALL-NEW SOD AND LANDSCAPE, a MATURE AND PRODUCING MANGO TREE, an IRRIGATION WELL for MAJOR UTILITY SAVINGS, and ample room to build a pool. Nestled in charming, canopy-lined Oakland, FL—prized for its quiet, Old-Florida feel and proximity to the West Orange Trail—you're minutes from historic Downtown Winter Garden’s famous weekly farmers market, craft breweries, boutique shopping, and fine dining. Best of all, instant connectivity to SR-50, FL-429, and the Florida Turnpike puts Downtown Orlando, Walt Disney World, Universal Studios, and all major Central Florida attractions within an easy 20-minute drive. CALL TODAY TO SCHEDULE A VISIT!

990 Stationside Drive, Winter Garden
13246 Serene Glade Road, Winter Garden
$434,106
3 Beds ⋅ 3 Baths ⋅ G5117926 MLS ⋅ 169 BLDG.
Virtually Staged. Under Construction. Sample Images: Harbor Town Home – Stylish End Unit Living. Beautiful end-unit townhome offering 1,644 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and creating a bright, open, and airy atmosphere throughout. Elegant linen cabinets and sleek quartz countertops, perfectly paired with durable, designer-inspired RevWood laminate flooring that flows seamlessly across the first floor. A perfect blend of style, functionality, and modern comfort—ideal for everyday living and effortless entertaining.

13246 Serene Glade Road, Winter Garden
13250 Serene Glade Road, Winter Garden
$431,373
3 Beds ⋅ 3 Baths ⋅ G5117925 MLS ⋅ 182 BLDG.
Virtually Staged. Under Construction. Sample Images: Harbor Town Home – Stylish End Unit Living. Beautiful end-unit townhome offering 1,644 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and creating a bright, open, and airy atmosphere throughout. Elegant linen cabinets and sleek quartz countertops, perfectly paired with durable, designer-inspired RevWood laminate flooring that flows seamlessly across the first floor. A perfect blend of style, functionality, and modern comfort—ideal for everyday living and effortless entertaining.

13250 Serene Glade Road, Winter Garden
1523 Juniper Hammock Street, Winter Garden
$750,000
6 Beds ⋅ 4 Baths ⋅ O6439797 MLS
Under contract-accepting backup offers. A new dryer was installed in May 2024, and a new washing machine was installed in August 2025 with a two-year warranty. In June 2026, the upstairs A/C indoor unit was replaced. The installation included all labor and materials, as well as product registration for parts warranty. 1523 Juniper Hammock Street welcomes you with a striking two-story façade, graceful architectural lines, and a beautifully composed exterior that creates an impressive sense of arrival. At the rear, the home opens to a lush, peaceful setting dominated by mature trees and natural greenery, offering a refreshing backdrop and a greater sense of privacy. A partial water view from the side adds another layer of beauty without taking away from the secluded, tree-lined atmosphere. Together, the elegant exterior and serene natural surroundings create a home that feels both distinguished and wonderfully connected to the outdoors.

1523 Juniper Hammock Street, Winter Garden
263 Deer Isle Drive, Winter Garden
$1,495,000
3 Beds ⋅ 3 Baths ⋅ O6440044 MLS
Under contract-accepting backup offers. Welcome home! This turnkey, exquisite custom home enables you to wake up to shimmering water views of Johns Lake and step into the lakefront lifestyle you’ve been dreaming of. On an acre in a gated community, sellers spared no expense on a complete renovation— exterior to interior and down to the studs. New windows, high end finishes, and designer details in every room rival new construction. Upon entering, you’ll be captivated by an abundance of natural light, soaring ceilings and panoramic water views. The foyer leads to the spacious living/office/flex space and dining room with stunning dry bar and 180+ bottle wine fridge. The large family room with fireplace feature wall and bay window adjoins the true gourmet kitchen for open concept living, overlooking the lake and community pond with lighted fountain. A chef’s kitchen features tall kitchen cabinets for extra storage, massive center island, large sink, Fisher and Paykel double-drawer dishwasher, Scotsman pellet icemaker. The all Viking appliance pkg includes a 36” refrigerator with 30” freezer, dbl ovens, warming drawer, 6 burner induction stove top. A plumbed, built-in Miele espresso machine provides your favorite morning coffee, hot water, and more. A reverse osmosis water filtration system feeds the kitchen sink, icemakers, coffee machine. The sunroom boasts two walls of new Pella hurricane rated slider doors that flood the home with natural light and frame the stunning waterfront scenery and provides a seamless connection between indoor and outdoor living opening onto the sandstone lanai with oversized resort style sparkling saltwater pool, spa and waterfall. The lanai roof structure is unique in that the vaulted roof and screening provides all weather protection to the pool, built in bar and overflow patio area allowing for entertaining in any weather or watching the Disney fireworks or rocket launches. The lanai is outfitted with 3 large DC ceiling fans and integrated watering system. Spacious primary bedroom with lanai access overlooks the lake and boasts a spa-like bathroom with dual vanities, frameless zero entry shower, free-standing tub and large walk-in closet. The split bedroom plan allows for maximum privacy. Secondary bedrooms are spacious with oversized closets. The exterior, with its professional landscape design and lighting, is designed for play, relaxation and beauty. Enjoy direct access to Johns Lake and spend your days boating, jet skiing, kayaking, paddle boarding, fishing or simply relaxing. A paver walkway from the house leads to the expansive back yard, beachfront, and large fire pit area, perfect for play and entertaining. Private dock with remote boat lift and double jet ski lift allows for lake enjoyment with effortless access. Dock is equipped with running water, lights and no/low maintenance composite decking and handrails. The deep garage is oversized with storage racks and an additional air-conditioned bonus space to be used as a craft/exercise room/home office or air-conditioned storage. Neighborhood amenities include community dock, boat ramp, tennis/pickleball court, basketball court, cable/internet. Conveniently and centrally located with easy access to the Turnpike, 429, 408, downtown Winter Garden and Orlando, the airport, Disney, Universal and area attractions. Minutes to restaurants, shops, hospitals, West Orange Trail.

263 Deer Isle Drive, Winter Garden
226 Hammock Preserve Loop, Winter Garden
$889,900
4 Beds ⋅ 3 Baths ⋅ G5117627 MLS
Under contract-accepting backup offers. A rare opportunity in highly sought-after Oakland Park—this beautifully furnished, turnkey home offers **4 spacious bedrooms, 3 full bathrooms, including a first-floor bedroom and full bath ideal for guests, extended family, or an in-law arrangement**, plus the exceptional Winter Garden lifestyle buyers are looking for. Tall ceilings, 8-foot doors, elegant architectural details, high-end décor, and thoughtfully designed living spaces create an elevated yet comfortable feel throughout. (If the buyer prefers not to keep the furniture and furnishings, they can be excluded from the sale.) The showpiece kitchen is truly the heart of the home, featuring premium quartz countertops, a 5-burner gas range, stainless steel hood, striking designer backsplash, and spacious walk-in pantry. The spa-inspired primary suite offers an expansive private bathroom and generous walk-in closet, creating the perfect retreat. And for a little extra personality, the home even has its very own “Harry Potter” closet! Enjoy Florida living from the inviting screened front porch, complete with a porch swing perfect for morning coffee, an afternoon book, or relaxing at the end of the day. The back patio and fenced yard provide another comfortable setting for entertaining, outdoor dining, or simply enjoying the beautiful Florida weather. An expansive 3-car garage offers exceptional space and storage. Offered fully furnished with beautiful, high-end furnishings and décor, this home is truly turnkey—just bring your suitcase and start enjoying the lifestyle. Located near highly regarded schools and just moments from the West Orange Trail, walk, bike, take your golf cart, or drive to charming Downtown Winter Garden, the Farmers Market, restaurants, shopping, and entertainment. Move in before the holidays and experience everything this incredible community has to offer, including festive neighborhood traditions and upcoming celebrations such as the golf cart parade, fall festival, and more. An exceptional opportunity to own a remarkably equipped home in one of the area’s most desirable communities at an amazing value.

226 Hammock Preserve Loop, Winter Garden
8931 Doddington Way, Winter Garden
$479,000
3 Beds ⋅ 3 Baths ⋅ O6440410 MLS
WINTER GARDEN LIVING AT ITS BEST! | ORIGINAL OWNERS | FULLY PAID-OFF SOLAR | TESLA EV CHARGER | UPDATED FIRST-FLOOR LAMINATE FLOORING | ABUNDANT NATURAL LIGHT | OVERSIZED PRIMARY RETREAT | FENCED BACKYARD + PAVERS | LATHAM PARK NORTH | Welcome to 8931 Doddington Way, a beautifully maintained, original-owner home located in the highly sought-after Latham Park North community in the heart of Horizon West. Purchased directly from Ashton Woods in 2016, this premium home features elevated builder finishes, including upgraded flat-textured walls for a more refined look than typically found throughout the neighborhood and surrounding area. Downstairs, an abundance of windows fills the home with natural light, creating a bright and welcoming atmosphere throughout the main living spaces. Updated laminate flooring spans the first floor, giving the home a clean, cohesive look while connecting the kitchen, dining, and living areas. Custom built-ins, including an entertainment center and mudroom, add both character and functionality. An additional flex space offers even more versatility and is perfectly suited for a small home office, butler’s pantry, pet room, or additional storage. Upstairs, the home transitions into its private living spaces, highlighted by an impressively spacious primary room. The oversized primary bedroom offers plenty of room to create a true retreat and is complemented by a large walk-in closet and expansive ensuite bathroom featuring a generously sized walk-in shower. Additional bedrooms complete the upper level, along with a full guest bathroom featuring a shower/tub combination and a conveniently located upstairs laundry room with gas dryer. Outside, the fully fenced backyard has been enhanced with added pavers for additional outdoor living and entertaining space, along with French drains and whole-home gutters for added functionality. The home also offers several high-value modern features, including a FULLY PAID-OFF solar system with no solar loan or lease to assume, a Tesla Wall Connector for at-home EV charging, a whole-home water system, and whole-home surge protection. Additional improvements include exterior paint in 2023, a new refrigerator in 2025 (which makes four styles of ice), and a new garage door opener and keypad in 2025. Located within Latham Park North, residents enjoy community amenities including a pool, playground, sidewalks, and green spaces, all just minutes from Hamlin’s shopping, dining, entertainment, and everyday conveniences. Easy access to SR-429 keeps Downtown Winter Garden, Orlando, and Central Florida attractions within easy reach. 8931 Doddington Way is a home you won’t want to miss. Schedule your private showing today!

8931 Doddington Way, Winter Garden
1017 Priory Circle, Winter Garden
$350,000
3 Beds ⋅ 3 Baths ⋅ O6438757 MLS ⋅ 1017 BLDG.
Under contract-accepting backup offers. Welcome home to a place where life feels just a little easier. Tucked inside the peaceful Westbrook community of Winter Garden, this beautifully maintained, move in ready townhome offers the perfect blend of comfort, style, and convenience. Step inside to discover an inviting open living and dining space that naturally brings everyone together. The heart of the home is the kitchen, thoughtfully designed with gleaming granite countertops, stainless steel appliances, a contemporary tile backsplash, and plenty of space to prepare everything from quick weekday breakfasts to weekend gatherings with friends. Stylish upgraded lighting throughout adds a fresh, modern touch to every room. Upstairs, all three bedrooms create a private retreat away from the main living areas. The spacious primary suite is designed for relaxation and features dual walk in closets, giving everyone room to stay organized. With two additional bedrooms and two and a half bathrooms, there's plenty of flexibility for family, guests, or a dedicated home office. Behind the scenes, a newer high efficiency HVAC system with a UV germicidal light provides year round comfort and added peace of mind. Outside your front door, you'll love being just minutes from Winter Garden Village, the award winning shops and restaurants of Historic Downtown Winter Garden, and the excitement of Disney Springs. Easy access to SR 429 puts Orlando, Tampa, and Central Florida's top attractions within easy reach, making both your daily commute and weekend adventures effortless. Beautiful, meticulously cared for, and ideally located, this is more than a townhome. It's the beginning of your next chapter. Schedule your private showing today.

1017 Priory Circle, Winter Garden
12021 Windstone Street, Winter Garden
$749,000
4 Beds ⋅ 3 Baths ⋅ O6440149 MLS
Welcome home to this stunning pool home with a beautiful water view in desirable Westfield Lakes! Offering 2,335 square feet in a triple-split design, this home features a screened pool overlooking the water and an impressive list of recent improvements, including roof (2023), AC (2019), water heater (2023), whole-home repipe (2021), pool resurfacing and new tile (2020), repainted kitchen cabinets (2026) and fully remodeled bathrooms. Enjoy the Florida lifestyle from your screened pool and lanai, whether starting the day with coffee by the water, taking an afternoon swim or entertaining family and friends. Westfield Lakes is known for its mature tree-lined streets, beautifully landscaped entrances and welcoming neighborhood atmosphere. Residents enjoy Lake Beulah with two fishing docks, scenic ponds with lighted fountains, tennis and pickleball courts, and two playgrounds. The neighborhood is also home to abundant wildlife, including sandhill cranes, herons, egrets, bald eagles and owls. With the Roper YMCA, Southwest Aquatics and two dog parks nearby, this home offers a wonderful combination of space, recreation and convenience. A screened pool, peaceful water view, major updates and plenty of space all in beautiful Westfield Lakes.

12021 Windstone Street, Winter Garden
17108 Haggerty Hollow Drive, Winter Garden
$712,735
4 Beds ⋅ 3 Baths ⋅ G5117579 MLS
Virtually Staged. Pre-Construction. To be built. Welcome to the Biscayne, a thoughtfully designed two-story home offering the perfect balance of space, comfort, and flexibility. Featuring four bedrooms and three bathrooms, this floor plan is ideal for both everyday living and entertaining. The main level showcases an open-concept layout where the dining area flows seamlessly into the expansive great room and well-appointed kitchen, creating a welcoming space for gatherings. A versatile flex room on the first floor offers endless possibilities and can be used as a home office, fitness space, or optional guest bedroom. Step outside to the covered patio, perfect for relaxing or hosting outdoor get-togethers. Upstairs, a spacious primary suite complete with a walk-in closet and private bath, providing a comfortable retreat at the end of the day. A bonus room adds additional living space, ideal for a media room, playroom, or secondary lounge. The conveniently located upstairs laundry room enhances everyday functionality. Located in the desirable Hamlin Meadows community, residents enjoy a thoughtfully planned neighborhood with a variety of homesites, including rear-load townhomes and single-family homes. Just minutes from Hamlin Town Center, you’ll have easy access to shopping, dining, and entertainment

17108 Haggerty Hollow Drive, Winter Garden
1527 Viscaya Cove Boulevard, Winter Garden
$635,000
4 Beds ⋅ 4 Baths ⋅ O6440090 MLS
Under contract-accepting backup offers. Waterside at John’s Lake | 4 Bedrooms | 3.5 Bathrooms | Corner Lot | Fenced Backyard | Solar Panels | Turn-Key | Fully Furnished & Decorated UNDER CONTRACT – ACCEPTING BACKUP OFFERS Beautiful turn-key, fully furnished and professionally decorated two-story home located in the desirable Waterside at John’s Lake community in Winter Garden. This spacious residence features 4 bedrooms, 3 full bathrooms, and 1 half bathroom, situated on a corner lot with a fully fenced backyard, no rear neighbors, and plenty of green space, offering privacy and a peaceful setting. The home features a bright and open layout designed for comfortable living and entertaining. The spacious kitchen offers stainless steel appliances, beautiful wood cabinetry, quartz countertops, a large center island, and a pantry. The home also features solar panels, providing an added energy-efficient benefit. The primary suite is conveniently located on the first floor and offers a spacious walk-in closet, dual vanity, and a large walk-in shower. Upstairs, you will find a versatile loft area, an additional suite, and two more generously sized bedrooms, providing plenty of space for family, guests, or a home office. Residents of Waterside at John’s Lake enjoy excellent community amenities, including a resort-style pool, fitness center, playground, sidewalks leading to the community pier, and beautiful outdoor spaces. Ideally located in Winter Garden, this home offers the perfect combination of space, privacy, comfort, and resort-style community amenities. With the property being fully furnished, decorated, and truly turn-key, it is ready for its new owner to enjoy from day one. The property is currently UNDER CONTRACT and ACCEPTING BACKUP OFFERS. Don't miss this opportunity!

1527 Viscaya Cove Boulevard, Winter Garden
15279 Harrowgate Way, Winter Garden
$359,900
3 Beds ⋅ 3 Baths ⋅ O6440200 MLS
Under contract-accepting backup offers. PRICED TO SELL! Located in the highly desirable Stone Creek community in Winter Garden, this home features the popular “Cypress” floor plan with 1,846 sq. ft. of living space. The kitchen includes newer stainless-steel appliances. The washer and dryer are also included. The layout is practical and spacious, with a large loft ideal for remote work, a play area, or additional living space. Enjoy a two-car garage and a large fenced yard—big enough to add a pool. Stone Creek is a walkable neighborhood with a park, playground, benches, and scenic walking areas. The location is exceptional: 10 minutes to downtown Winter Garden’s shops, restaurants, and entertainment 5 minutes to the 429 Expressway 20 minutes to Downtown Orlando 30 minutes to Disney and major attractions

15279 Harrowgate Way, Winter Garden
15240 Shonan Gold Drive, Winter Garden
$1,348,900
4 Beds ⋅ 4 Baths ⋅ O6440016 MLS
Ideally located in the highly sought-after Hamlin area of Winter Garden, this beautifully maintained pool home offers the perfect combination of comfort, convenience, and Florida living with beautiful lake Hancock views. Enjoy easy access to shopping, dining, entertainment, major roadways, outdoor recreation, and the many attractions and amenities throughout Winter Garden and Horizon West. Designed for effortless everyday living and entertaining, the residence features bright, spacious interiors that flow seamlessly into the outdoor living area. The private saltwater pool can be heated using either solar energy or gas, providing flexibility and year-round enjoyment. Fully paid-off solar panels present an exceptional advantage, with no solar lease or financing obligation for the new owner. Additional improvements include one brand-new air-conditioning system, a second A/C system replaced less than three years ago, and a whole-home water softener and filtration system with reverse osmosis for drinking water. Fresh landscaping enhances the home’s curb appeal and creates a welcoming first impression. With its energy-efficient features, valuable recent upgrades, resort-style outdoor space, and desirable location, this move-in-ready property presents an exceptional opportunity to enjoy the best of the Winter Garden lifestyle. Pictures will be posted soon.

15240 Shonan Gold Drive, Winter Garden
14975 Winter Stay Drive, Winter Garden
$770,000
4 Beds ⋅ 3 Baths ⋅ O6437980 MLS
Under contract-accepting backup offers. Welcome to 14975 Winter Stay Drive, where the work has already been done and the upgrades go far beyond builder basics. Thoughtfully improved inside and out, this Horizon West home pairs a warm, finished feel with the kind of practical upgrades you will appreciate for years to come. At the heart of the home, the kitchen features KitchenAid appliances installed in 2024. LVP flooring was added in 2025 and flows throughout the bedrooms. Plantation shutters, installed in 2026, add a polished finishing touch. Even the laundry room has been elevated with built-in cabinetry, granite countertops and additional storage. Outside is where this home really sets itself apart. The custom gunite pool, completed in 2024, features a swim shelf, heater AND chiller, upgraded screen enclosure and child safety fence, making it just as enjoyable in the heat of summer as it is on a cool Florida evening. The covered lanai was transformed into an outdoor living space with a fireplace, TV accent wall and recessed lighting, creating a true extension of the home for entertaining or relaxing year-round. The upgrades continue behind the scenes with a fully paid 15kW solar system, generator back-feed hookup, French drains along the east-facing gutters and downspouts, and overhead garage storage racks. Located in Winter Garden's sought-after Horizon West area, this is a home that has been intentionally upgraded, carefully maintained and designed to be lived in. Skip the projects and start enjoying the pool, the outdoor living space and everything this home has to offer from day one.

14975 Winter Stay Drive, Winter Garden
16644 Point Rock Drive, Winter Garden
$569,500
4 Beds ⋅ 4 Baths ⋅ O6440015 MLS
Under contract-accepting backup offers. Welcome to resort-style living in the highly desirable Waterleigh community! This beautifully maintained home combines comfort, thoughtful upgrades, and an incredible Horizon West location just minutes from Walt Disney World. Upon entering, you’ll find a private first-floor bedroom complete with a walk-in closet and its own full bathroom, creating an ideal space for guests, extended family, or a private home office. Continue into the open-concept living and dining areas, where the spacious layout provides the perfect setting for everyday living and entertaining. The interior was professionally painted and enhanced with upgraded Hunter ceiling fans throughout, updated vanity and lighting fixtures, a new entry pendant light, and a beautiful dining room chandelier! Upstairs, the spacious primary suite features a large walk-in closet and private en-suite bathroom. Two additional generously sized bedrooms provide plenty of space for family, guests, or a home office. The upstairs loft adds valuable flexible living space and is just steps from your private screened-in balcony, complete with an exterior ceiling fan, creating the perfect place to relax and enjoy the Florida evenings! Step outside to the screened-in lanai featuring FLORIDA GLASS for additional privacy and comfort, overlooking a FULLY FENCED backyard. Additional improvements include RAIN GUTTERS, a newer washing machine, a transferable Massey Total Coverage Termite Protection Plan with the most recent renewal completed in August 2026, and an HVAC Platinum Plus Maintenance Plan with preventative maintenance most recently completed in May 2026! One of the best benefits of living in Waterleigh is the low-maintenance lifestyle, with HOA-INCLUDED LAWN MAINTENANCE allowing you to spend more time enjoying the incredible RESORT-STYLE AMENITIES, beautiful community spaces, golf cart-friendly streets, and year-round community events. Enjoy being just minutes from Disney and even catching views of the Disney fireworks from within the community. The location is hard to beat, with convenient access to shopping, dining, Publix, and everything Horizon West has to enjoy. Even more is coming to the area, including the NEW HORIZON WEST LIBRARY and HORIZON WEST REGIONAL PARK, along with a new county park featuring basketball and pickleball courts COMING SOON to the community! Families will also appreciate being zoned for highly rated local schools, including ATWATER BAY ELEMENTARY. This is more than a home, it’s the Waterleigh lifestyle. Enjoy resort-style amenities, HOA-included lawn maintenance, highly rated schools, nearby shopping and recreation, and the magic of Disney just minutes away. Schedule your private showing today and discover everything 16644 Point Rock Drive has waiting for you!

16644 Point Rock Drive, Winter Garden
166 Hammock Preserve Loop, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ O6439973 MLS
Under contract-accepting backup offers. Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserve Loop is roughly three-quarters complete: framing, block construction, roof, windows, and drywall are in, and the home is currently paused at that stage. What's left is the fun part - flooring, cabinetry, fixtures, paint, and finishes - which means the next owner gets to select every surface in a 3,186-square-foot, four-bedroom, four-bath custom home instead of settling for someone else's choices. The Carrabelle plan delivers a two-story, open-concept layout on a 6,914-square-foot corner homesite in Oakland Park: a first-floor guest suite and flex room, a dramatic 21-foot foyer, an open kitchen and great room with decorative beams, a covered lanai and cabana with an open-air courtyard and fireplace, and a second-floor primary suite with a spa-style bath and walk-in closet. A three-car garage and an optional suite above it round out the plan. Full floor plan available on request. Sold AS IS. The original building permit has expired and is disclosed; a buyer will need to re-permit to resume construction. AR Homes has provided an itemized estimate to complete the home - available to serious buyers - along with the original plan set and specifications, so you're not guessing at scope. This is a straightforward, priced-to-reflect-its-stage opportunity for a buyer (or a buyer working with their own GC) who wants a real custom home in Oakland Park without paying new-construction-complete pricing for it. Located in the sought-after Oakland Park community, with tree-lined streets, walking trails, and community events, close to downtown Winter Garden's shops and dining. Cash, conventional, or construction/renovation financing. Buyer and buyer's agent to verify all information including HOA details, permit status, and completion costs. Seller makes no representations or warranties regarding the condition or completeness of existing work.

166 Hammock Preserve Loop, Winter Garden
109 Windtree Lane Unit N, Winter Garden
$209,900
2 Beds ⋅ 2 Baths ⋅ O6438852 MLS ⋅ N BLDG.
Here is your opportunity to own a very nicely remodeled 2 Bedroom 2 Bath Downstairs Condominium located at Windtree Gardens in the sweet spot of bustling Winter Garden Florida. This is an ideal unit for first time buyers, a second home or long term investment rental property. The monthly HOA fee is very reasonable and the community is very well maintained. Within minutes you can be on Plant Street in the very popular downtown district and enjoy numerous shops, restaurants, the Crooked Can Brewery, the West Orange Trail and the Splash Pad for the little ones. Just to the south you will find fabulous shopping & dining options at The Winter Garden Village at Fowler Groves. Professional offices and ample medical facilities are all with minutes as well. Be sure to schedule a showing soon as these downstairs units do not come up often.

109 Windtree Lane Unit N, Winter Garden
148 Roper Drive, Winter Garden
$795,000
3 Beds ⋅ 2 Baths ⋅ O6435330 MLS
Under contract-accepting backup offers. Virtually Staged. Prime North Winter Garden Location with Lake Apopka Views! This solidly built block home offers an ideal combination of location, updates, flexible outdoor living, and unique extras. Enjoy views of Lake Apopka and Bradford Park, while being just a quick golf cart ride from the shops, restaurants, and entertainment of Downtown Winter Garden. The home has been thoughtfully updated, including a new metal roof (December 2025), new 150-amp electrical service panel (2021), new water heater (January 2026), and windows approximately three years old. The spacious 2.5-car garage features a brand-new EV charger and dedicated golf cart parking. One of the property's standout features is the detached workshop, complete with electricity and water, a 50-amp RV hookup, and sewer access—offering an excellent starting point for a potential casita/ADU with some modifications. The backyard is designed for both entertaining and future possibilities. Electrical has been strategically installed to accommodate a future swimming pool, if desired. Two separate screened rooms provide distinct private and entertaining spaces, with a thoughtfully designed barbecue area conveniently located between them. The primary bedroom enjoys its own private screened room—perfect for morning coffee or relaxing at the end of the day. Inside, the open floor plan features a comfortable living room with built-ins, a centrally located kitchen with breakfast nook, and a convenient indoor laundry room. The spacious primary suite includes a renovated bathroom and private access to the backyard. All of this in a highly desirable North Winter Garden location, just a few blocks from Downtown Winter Garden. Take your golf cart to the award-winning farmers market, Plant Street Market, Garden Theatre, splash pad, shopping, dining, and entertainment. A rare opportunity to enjoy the best of Winter Garden living with space, flexibility, and outstanding potential!

148 Roper Drive, Winter Garden