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148 Roper Drive, Winter Garden
$775,000
3 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code
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

6051 Flowering Cherry Bend, Winter Garden
$697,000
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. 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.

6051 Flowering Cherry Bend, Winter Garden

1372 Roxy Lane, Winter Garden
$511,500
4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lake Ph 2c SubDv. ⋅ 34787 Zip Code
Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home sits on a desirable CORNER LOT and offers an open-concept floor plan with a great blend of functionality and living space. The first floor features a spacious great room with a custom shiplap accent wall and private in-wall electric fireplace, creating a comfortable space to relax or entertain. The great room flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom currently being used as an office, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1372 Roxy Lane, Winter Garden

14567 Cedar Hill Drive, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 1 SubDv. ⋅ 34787 Zip Code
HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been there? NOW IT IS! This stunning 5-bedroom, 4-bath home offers an exceptional combination of SPACE, LUXURY, PRIVACY & FUNCTIONALITY, beautifully situated on a FENCED CONSERVATION LOT with NO REAR NEIGHBORS and FRESH SOD in the backyard. STORAGE GALORE! With GENEROUS CLOSETS, WALK-IN STORAGE, AN OVERSIZED WALK-IN PANTRY, and thoughtful storage throughout, this home truly has it all. METICULOUSLY MAINTAINED AND USED AS A VACATION HOME, the property has been kept in PRISTINE CONDITION. The OPEN-CONCEPT FLOOR PLAN features WOOD-LOOK TILE THROUGHOUT THE MAIN LEVEL, TRAY & COFFERED CEILINGS, CUSTOM BUILT-INS, NEW FIXTURES, and abundant natural light. The GOURMET KITCHEN offers 42-INCH CABINETRY, GRANITE COUNTERTOPS, DOUBLE WALL OVENS, COOKTOP, STAINLESS-STEEL APPLIANCES, LARGE ISLAND, and an OVERSIZED WALK-IN PANTRY with abundant cabinet and counter space, all overlooking the spacious family room. The FIRST-FLOOR PRIMARY SUITE is a true retreat with a SITTING AREA, DUAL WALK-IN CLOSETS, and SPA-INSPIRED PRIMARY BATH featuring a double-sink granite vanity, garden tub, and separate shower. The primary closet is CUSTOM DESIGNED BY CALIFORNIA CLOSETS for exceptional organization. Upstairs features FOUR ADDITIONAL SPACIOUS BEDROOMS, EACH WITH A WALK-IN CLOSET, plus a LOFT/ GAME ROOM, DEDICATED MEDIA/THEATER ROOM, and multiple bonus spaces perfect for a HOME OFFICE, MOVIE NIGHTS, GAME DAYS, OR GUESTS. A JACK-AND-JILL BATHROOM WITH SEPARATE VANITIES adds convenience. Step outside to your PRIVATE BACKYARD OASIS featuring a BEAUTIFUL HEATED SALTWATER POOL & SPA, COMPLETED IN 2025, creating the perfect setting for relaxing and entertaining. The POOL PUMP and HVAC WERE UPGRADED IN 2025 to a variable-speed, high-efficiency system for enhanced performance and energy efficiency. INTEGRATED POOL LIGHTING within the screen enclosure creates the perfect evening ambiance. The SCREEN-ENCLOSED REAR PATIO WITH BRICK PAVERS overlooks the peaceful conservation area, providing exceptional privacy. Additional highlights include STONE ELEVATION, COVERED FRONT PORCH, FRESHLY EPOXIED TANDEM 3-CAR GARAGE FLOOR, TESLA CHARGER STATION, ALARM SYSTEM, POOL SAFETY GATE, and NO DIRECT REAR NEIGHBORS. WATER FILTRATION & EXTRAS INCLUDED! The CULLIGAN WATER SYSTEM, WHOLE-HOUSE FILTRATION SYSTEM, WATER SOFTENER, AND REVERSE OSMOSIS DRINKING WATER SYSTEM all stay with the home. Plus, the POOL TABLE IS INCLUDED with the purchase. Enjoy RESORT-STYLE COMMUNITY AMENITIES, including a clubhouse with fitness center and monthly activities, RESORT-STYLE POOL, PLAYGROUNDS & DOG PARK, with MONTHLY HOA FEE INCLUDING LAWN CARE. Ideally located minutes from HORIZON WEST RESTAURANTS & SHOPPING, CINÉPOLIS LUXURY DINE-IN MOVIE THEATERS, CRAFT & FARMERS MARKETS, WINTER GARDEN VILLAGE & DISNEY, with easy access to SR 429, FLORIDA’S TURNPIKE, SR 408 & DOWNTOWN ORLANDO. TOP-RATED SCHOOLS add even more appeal to this incredible location.

14567 Cedar Hill Drive, Winter Garden

2766 Bobcat Chase Boulevard, Winter Garden
$475,000
3 Beds ⋅ 3 Baths ⋅ Longleaf At Oakland SubDv. ⋅ 34787 Zip Code
Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!

2766 Bobcat Chase Boulevard, Winter Garden

13624 Larsen Lane, Winter Garden
$870,000
5 Beds ⋅ 4 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 5-bedroom, 4-bath home located in a gated Winter Garden community, offering an exceptional blend of elegant finishes, functional living spaces, and resort-style outdoor living. With soaring ceilings and an inviting open entry, this home is filled with architectural details including crown molding, coffered and tray ceilings that add character throughout. Designed for both everyday living and entertaining, the thoughtfully crafted floor plan offers formal living and dining areas while maintaining an open flow between the kitchen and family room. Tile flooring extends through the main living areas and luxury vinyl in the primary suite and entire upstairs, providing both style and durability. The spacious kitchen serves as the heart of the home with granite countertops, abundant cabinetry, generous counter space, bar seating, a separate dinette, and seamless views into the family room. Expansive pocket sliding glass doors create a true indoor-outdoor living experience, opening the family room to the covered lanai and pool area—perfect for entertaining family and friends. The first-floor primary suite is a private retreat featuring abundant natural light, direct access to the lanai, dual walk-in closets, separate vanities, a walk-in shower, and a relaxing soaking tub. A dedicated office with built-in shelving and closet space provides an ideal work-from-home setup. Two additional bedrooms and bathrooms are also located downstairs, including a private en-suite with direct access to the pool. Upstairs offers exceptional flexibility with a spacious loft that can serve as a second living area, game room, or playroom, along with a fourth bedroom and full bath. A fifth bedroom is currently configured as a media room with surround sound and projector hookups, making it ready for movie nights or easily converted back to a bedroom. Step outside to your own backyard retreat featuring a sparkling pool with a natural rock waterfall, a unique swim-up table, and a spacious covered lanai. The fully fenced backyard provides both privacy and room to relax, play, or entertain. Additional highlights include a three-car garage and an ideal location just minutes from Winter Garden Village, offering shopping, grocery stores, restaurants, and healthcare. With convenient access to SR-429 and Historic Downtown Winter Garden, this home combines the comfort of a gated community with easy access to everything Central Florida has to offer.

13624 Larsen Lane, Winter Garden

14001 Rugby Street, Oakland
$810,000
5 Beds ⋅ 4 Baths ⋅ Verde Park Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Price improved and ready for its next owner, this beautifully maintained pool home in the sought-after Verde Park community offers more than 4,240 square feet of thoughtfully designed living space on a beautiful 0.26-acre corner lot in one of Winter Garden’s most beloved communities. With 5 bedrooms and 4 bathrooms, the home delivers an exceptional combination of space, comfort, and Florida outdoor living with a flexible layout designed for everyday living and entertaining. Inside, elegant formal living and dining rooms, architectural archways, and generous gathering spaces create a warm and welcoming first impression. The expansive family room connects seamlessly to a gourmet kitchen complete with granite countertops, stainless steel appliances, a cooktop, built-in wall oven, and a sunny breakfast nook overlooking the outdoor living area - the kind of space where mornings feel easy and gatherings happen naturally. The versatile floor plan offers room for a variety of needs, including a downstairs Murphy bed office that is perfect for guests or working from home, plus an additional downstairs bonus room with exciting potential as a next-generation living space ideal for multigenerational families or extended stays. Upstairs, the primary suite wraps you in comfort with a large bedroom, spa-like bath, garden tub, dual vanity, separate walk-in shower, and a custom oversized walk-in closet with built-in storage. The second floor also features a large open loft with a convenient kitchenette and a dedicated media room, creating the perfect setup for movie nights or entertainment. Outdoors, enjoy a private screened pool and lanai, covered patio, and summer kitchen designed for year-round enjoyment. The home is also EV charging ready, adding modern convenience for today’s lifestyle. When you’re ready to explore, everything is right at your doorstep. Enjoy walkable access to the West Orange Trail, perfect for morning bike rides, jogging, or evening strolls. Major shopping, including Costco, popular retail, and everyday conveniences, is just minutes away, charming downtown Winter Garden, with its vibrant farmers market, local dining, and boutique shops, is a short drive from home. Add easy access to Montverde Academy and the Florida Turnpike, and this location truly checks every box. Some photos are virtually staged. Aerial property lines are approximate and should be verified by buyer. *Aerial photo property lines are an estimate and to be verified by buyer, some photos are virtually staged

14001 Rugby Street, Oakland

1523 Juniper Hammock Street, Winter Garden
$710,000
6 Beds ⋅ 4 Baths ⋅ Mcallister Landing SubDv. ⋅ 34787 Zip Code
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

8931 Doddington Way, Winter Garden
$497,500
3 Beds ⋅ 3 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code
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

445 Spring Leap Circle, Winter Garden
$415,000
4 Beds ⋅ 2 Baths ⋅ Deerfield Place SubDv. ⋅ 34787 Zip Code
Exceptional value in the heart of Winter Garden! This estate sale presents a rare opportunity to own a well-maintained home at an attractive price in one of Central Florida’s most sought-after communities. The open-concept floor plan is highlighted by soaring cathedral ceilings, creating a bright, spacious feel throughout the main living areas. Elegant French doors add charm and architectural character, while fresh exterior paint enhances the home’s curb appeal. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor entertaining, pets, gardening, or play. Conveniently located just minutes from Winter Garden Village and historic Downtown Winter Garden, you'll enjoy easy access to shopping, dining, entertainment, parks, and the West Orange Trail as well as a community playground. A fantastic opportunity to add your personal touches and enjoy all that Winter Garden has to offer. Estate sale pricing makes this one a must-see! You’re home.

445 Spring Leap Circle, Winter Garden

6373 Argent Wood Drive, Winter Garden
$483,190
4 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The spacious Trailwood townhome is a perfect blend of luxury and practicality, featuring 4 bedrooms, 3 bathrooms, a 2-car rear-load garage, and a private courtyard—ideal for both relaxation and entertaining. The open-concept first floor is a true highlight, with an expansive gathering room seamlessly flowing into the beautifully appointed kitchen. This chef-inspired space features white cabinetry, stunning quartz countertops, and a decorative tile backsplash. Stainless-steel Whirlpool appliances, a stainless steel single-bowl sink, and an upgraded faucet enhance both the functionality and style of the kitchen. Step outside through the gathering room to your private courtyard, an inviting outdoor space perfect for enjoying the fresh air in a tranquil setting. Also located on the first floor is a convenient bedroom and full bathroom, ensuring comfort and privacy for guests. For ultimate relaxation, the owner's suite is located on the second floor, offering ample natural light, a spacious walk-in closet, and a spa-inspired en suite bathroom. The owner’s bathroom is a serene escape, featuring quartz-topped dual vanity sinks, a glass door shower, a linen closet, and a private enclosed toilet. The second floor also includes two additional bedrooms, a full bathroom, and a laundry room, offering thoughtful separation for privacy and convenience. Wood-Look Luxury Vinyl Plank flooring spans the first floor living areas, providing both style and durability, and tile in the laundry room and bathrooms adds a sleek, modern touch. Plush, stain-resistant Shaw brand carpet completes the bedrooms, and staircase for added comfort. Experience the luxury and convenience of the popular Trailwood interior-unit townhome. Don’t miss your chance to make this stunning home yours!

6373 Argent Wood Drive, Winter Garden

9969 Lost Creek Drive, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Virtually Staged. Wake up to WATERFRONT SUNRISES, unwind beside your RESORT-STYLE POOL & SPA, and enjoy DISNEY FIREWORKS from your backyard every night. Situated on an OVERSIZED LAKEFRONT LOT spanning more than 1/3 ACRE with over 250 FEET OF DEPTH, this stunning 5 BEDROOM, 3.5 BATHROOM home offers the perfect blend of luxury, privacy, and lifestyle. The highly desirable NORTH HAVEN FLOOR PLAN features WOOD-LOOK TILE FLOORING, WROUGHT IRON STAIR RAILINGS, SMART HOME TECHNOLOGY, and a spacious OPEN-CONCEPT DESIGN. The GOURMET KITCHEN is appointed with QUARTZ COUNTERTOPS, UPGRADED CABINETRY WITH CROWN MOLDING, STAINLESS STEEL APPLIANCES, SUBWAY TILE BACKSPLASH, WALK-IN PANTRY, and a LARGE CENTER ISLAND perfect for entertaining. The PRIMARY SUITE is a private retreat featuring FRENCH DOORS TO THE LANAI, an OVERSIZED WALK-IN CLOSET, and beautiful WATER VIEWS. Upstairs, the expansive LOFT provides flexible space for a MEDIA ROOM, GAME ROOM, or HOME OFFICE. Step outside to your private backyard oasis featuring a HEATED POOL, OVERSIZED SPA, WATERFALLS, SUN SHELF, SALTWATER SYSTEM, PANORAMIC SCREEN ENCLOSURE, EXTENDED PAVER DECK, and PROFESSIONAL LANDSCAPING. Additional upgrades include FULLY PAID SOLAR PANELS, NEW AC COILS, SMART LIGHTING, LEVEL 2 EV CHARGER, and a 3-CAR GARAGE. As an added bonus, HOA guidelines allow for the ability to BUILD A PRIVATE DOCK, creating a rare opportunity to further enhance your LAKEFRONT LIFESTYLE. Located directly across from the future 5-acre community park, planned to feature playgrounds, basketball courts, walking trails, picnic pavilions, open green space, and recreational amenities, this home offers an exciting lifestyle enhancement just steps away. Another unique benefit is that all school pickup and drop-off traffic is routed through Atwater Bay Drive rather than directly in front of the home, helping maintain a quieter, more peaceful streetscape during school hours. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, and major highways, this exceptional home offers luxury living at its finest.

9969 Lost Creek Drive, Winter Garden

17724 Porter Road, Winter Garden
$449,614
3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. Sample Image Pre Design Center Pricing The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

17724 Porter Road, Winter Garden

16149 Leyland Cypress Lane, Winter Garden
$1,113,794
5 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! DEERFIELD MODEL. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. 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.

16149 Leyland Cypress Lane, Winter Garden

1345 Winter Green Way, Winter Garden
$160,000
2 Beds ⋅ 2 Baths ⋅ Village Grove Ph 02 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Newly updated & move in ready! This 2 bedroom townhome has a 1/2 bath on the main level with 2 bedrooms sharing a bath on the 2nd floor. The renovation included the kitchen and bathrooms utilizing wood tone cabinets and a neutral palette that is more classic than trendy. Kitchen is fully equip with stainless appliances, decent storage and a window overlooking the backyard. The first floor is all tile keeping it cool and low maintenance. All of the main living space is downstairs with an open concept dining and living room leaving flexibility to make the space work for your lifestyle. Stairs lead to the 2 bedrooms and bath tucked away upstairs. The bathroom has a cute design with extra storage and wood laminate flooring throughout, no carpet!! French doors lead to a private fenced backyard offering you room to relax, try your hand at gardening and entertain! Grass seed is being put down in the back yard. Out front, a small area is tucked behind a privacy wall and topped with a pergola-style roof. The main roof on these building is tile, truly the strongest choice for Florida's inclement weather! The front entry also includes a screen door, perfect for enjoying Florida's cooler days. With a low HOA & a Winter Garden address, this freshly updated townhome offers an appealing price point and access to all Central Florida has to offer. This area has grown immensely over the past several years bringing yes, some traffic, but more than makes up for it in opportunity and activities than ever!!! You can still find that hometown feel you see in movies, with the weekly Farmer’s Market in Historic Downtown, soccer and baseball fields bustling on Saturday mornings! Monthly and seasonal events are also abundant and so fun! Pop over to Epic or Disney for the afternoon or enjoy delicacies from around the world at Epcot! All just a short drive from home!

1345 Winter Green Way, Winter Garden

242 Winter Nellis Circle, Winter Garden
$359,999
3 Beds ⋅ 3 Baths ⋅ Orchard SubDv. ⋅ 34787 Zip Code
Some photos are Virtually Staged. WELCOME to a HOME that truly stands out in THE ORCHARD, a desirable GATED COMMUNITY in WINTER GARDEN! This beautifully updated 3-BEDROOM, 2.5-BATHROOM TOWNHOME is perfectly positioned with NO REAR NEIGHBORS and a BEAUTIFUL OPEN GREEN SPACE BEHIND THE HOME, offering a peaceful and private setting. From the moment you arrive, the inviting PRIVATE ENTRYWAY and spacious ATTACHED 2-CAR GARAGE set the tone for the comfort and convenience this home offers. Step inside to discover NO CARPET ON THE FIRST FLOOR, UPDATED LAMINATE FLOORING, and numerous recent updates throughout. The home features NEW LIGHT FIXTURES AND CEILING FANS (2026), NEW FAUCETS (2026), and NEW CARPET UPSTAIRS (2026). Major systems have also been thoughtfully updated, including a NEW HVAC SYSTEM (2021) and ROOF (2020). The WASHER AND DRYER (2024) add even more value and convenience. The open-concept main living area seamlessly connects the living room, dining area, and kitchen, creating a warm and welcoming space for both everyday living and entertaining. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ABUNDANT CABINETRY, a LARGE WALK-IN PANTRY, and a BREAKFAST BAR WITH PENDANT LIGHTING. A versatile FLEX ROOM just off the main living area provides endless possibilities and can easily serve as a HOME OFFICE, PLAYROOM, EXERCISE ROOM, OR ADDITIONAL SITTING AREA. A convenient HALF BATH WITH UPDATED FIXTURES, large storage closet, and direct access to the garage complete the first floor. A DEDICATED LAUNDRY AREA adds even more convenience to the home’s thoughtful design. From the dining area, sliding glass doors open to the PEACEFUL BACKYARD SETTING, where you can relax and enjoy the expansive green space and the added privacy of NO REAR NEIGHBORS. Upstairs, the NEW CARPET INSTALLED IN 2026 continues into the spacious loft, currently used as an office and complemented by additional cabinetry. The generous PRIMARY SUITE features a MASSIVE WALK-IN CLOSET WITH A WINDOW and a private ensuite bathroom offering DUAL SINKS, a STANDING SHOWER, SEPARATE JETTED SOAKING TUB, and PRIVATE WATER CLOSET. Two additional bedrooms are thoughtfully located on the opposite side of the primary suite and share a full bathroom featuring a TUB AND SHOWER COMBINATION. The HOA COVERS THE EXTERIOR OF THE HOME, LAWN MAINTENANCE, AND COMMON AREAS, providing added convenience and peace of mind. Residents of THE ORCHARD enjoy GATED SECURITY, a TRANQUIL COMMUNITY POOL, and PLAYGROUND, all in a prime WINTER GARDEN LOCATION just minutes from shopping, dining, top-rated schools, and the charm of DOWNTOWN WINTER GARDEN. TASTEFULLY UPDATED, WELL-MAINTAINED, AND MOVE-IN READY, this townhome offers an exceptional combination of STYLE, COMFORT, PRIVACY, AND CONVENIENCE, with many of the major updates already completed for you. Come see why you will love calling THE ORCHARD HOME!

242 Winter Nellis Circle, Winter Garden

14067 Jomatt Loop, Winter Garden
$1,030,000
6 Beds ⋅ 5 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code
Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence located in the highly sought-after Cypress Reserve community of Winter Garden. Perfectly positioned on a premium homesite with no rear neighbors, this impressive home offers exceptional privacy, tranquil conservation views, and a versatile floor plan designed for today’s lifestyle. The open-concept design showcases beautifully appointed living spaces throughout both floors, making it ideal for multigenerational living or hosting extended family and guests. A dramatic second-floor loft overlooks the main living area, creating an open and inviting atmosphere while providing additional living space. Upstairs also features a second primary suite, three additional spacious bedrooms, a dedicated theater/media room, and a flex room that serves perfectly as a home office, den, or playroom. At the heart of the home is a chef-inspired gourmet kitchen designed to impress, featuring stainless steel appliances, a gas cooktop, double wall ovens, quartz countertops, and an oversized center island with an undermount sink, generous seating, and double-sided cabinetry that provides exceptional storage for both everyday living and entertaining. Motorized shades throughout the main living area add a touch of sophistication and everyday convenience. The spacious family room opens effortlessly to the outdoor living space through triple pocket sliding glass doors, creating a seamless indoor-outdoor lifestyle. Relax year-round on the screened lanai overlooking peaceful conservation views or entertain with ease around the sparkling pool and fully equipped outdoor kitchen featuring a Paradise Grill, built-in sink, and refrigerator. Luxurious owner's suite is a private retreat featuring a spa-inspired bath with dual vanities, a relaxing garden tub, a zero-entry walk-in shower with seamless glass enclosure, and double-door entry to an expansive custom-designed walk-in closet that is sure to impress. A private hallway just off the main living area leads to a spacious guest suite with direct access to the pool, along with a generously sized laundry room for added convenience. Upstairs, you'll find a second primary suite, three additional bedrooms, an expansive loft, a dedicated theater/media room, and a versatile flex room—offering abundant space for family, guests, a home office, fitness room, or additional living area. Additional highlights include a three-car tandem garage offering abundant storage and ample room for a home gym, workshop, or hobby space. LOCATED just minutes from Downtown Winter Garden, the award-winning Winter Garden Farmers Market, Winter Garden Village, shopping, dining, top-rated schools, and major roadways including State Road 429 and Florida’s Turnpike, this exceptional home offers the perfect blend of luxury, comfort, convenience, and location *** This is a rare opportunity to own one of Cypress Reserve’s premier residences and experience the very best of the Winter Garden and true Florida lifestyle. ***

14067 Jomatt Loop, Winter Garden

15183 Bridgewater Crossings Boulevard, Winter Garden
$505,000
3 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code
Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.

15183 Bridgewater Crossings Boulevard, Winter Garden

122 Windtree Lane Unit O, Winter Garden
$220,000
2 Beds ⋅ 2 Baths ⋅ Windtree Gardens Condo Ph 04 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated 2-bedroom, 2-bath upstairs condo that has been completely remodeled from the studs up! Everything has been updated, making this home truly move-in-ready-just bring your furniture and start enjoying the Winter Garden lifestyle. Step inside to a bright, fresh interior featuring new flooring, fresh paint, recessed lighting, and all new fixtures throughout. The stunning kitchen has been completely redesigned with beautiful new cabinetry, a farmhouse sink, granite countertops, and brand-new appliances, creating a stylish and functional space you'll LOVE. Primary bathroom has a farmhouse sink, remodeled to a higher ceiling in the shower providing more space. The home also features a newer AC unit, and washer/dryer for added convenience. Even the private outdoor balcony has been redone, providing the perfect spot to relax and unwind. Enjoy community amenities including a swimming pool, basketball courts, and clubhouse, all while benefiting from one of the lowest HOA fees in Winter Garden! The location is hard to beat-convenient to major highways and just minutes from charming Downtown Winter Garden, where you will find fantastic restaurants, shopping, entertainment, and the popular award winning Saturday Farmers Market. Beautifully finished, and ready for it's NEW OWNER! Opportunities like this one don't come along often. Schedule your showing today before it's GONE!!!

122 Windtree Lane Unit O, Winter Garden

17639 Adams Street, Winter Garden
$320,000
3 Beds ⋅ 2 Baths ⋅ Edgewater Beach Sub SubDv. ⋅ 34787 Zip Code
FIXER-UPPER OPPORTUNITY NEAR JOHNS LAKE! Located just a block from beautiful Johns Lake in desirable Winter Garden, this 3-bedroom, 2-bath home offers an incredible opportunity to create your dream home or investment property. The home features a newer roof, a spacious garage, and a massive Florida room with endless possibilities for additional living, entertaining, a home office, or whatever your vision may be. With a little TLC and some updating, this property has the potential to truly shine. The location is hard to beat, with Johns Lake nearby and all that Winter Garden has to offer just minutes away. Johns Lake is well known for boating, fishing, and other water recreation, adding to the appeal of this location. If you've been looking for a property with great location, solid potential, and plenty of room to make it your own, this one is worth taking a look at. Bring your vision and your ideas—this could be the opportunity you've been waiting for!

17639 Adams Street, Winter Garden

14827 Masthead Landing Circle, Winter Garden
$607,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
**Virtual staging in formal living and dining rooms. Video available.** Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW with a distant golf course view. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!

14827 Masthead Landing Circle, Winter Garden

9166 Cut Shot Drive, Winter Garden
$555,000
5 Beds ⋅ 3 Baths ⋅ Panther View SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 5-bedroom, 3-bathroom home located in the highly sought-after Horizon West/Winter Garden community. Designed with both comfort and functionality in mind, this spacious home features an open-concept floor plan that is perfect for everyday living and entertaining. The heart of the home is the modern kitchen, which flows seamlessly into the dining area, breakfast nook, and expansive family room, creating a bright and inviting gathering space. A first-floor bedroom and full bathroom provide the ideal setup for guests, multi-generational living, or a private home office. Step outside to enjoy the lanai, offering the perfect space to relax, dine, or entertain while enjoying Florida’s year-round outdoor lifestyle. Upstairs, the generous primary suite features a large walk-in closet and a well-appointed ensuite bathroom. Three additional bedrooms and a versatile loft provide ample space for family, guests, a media room, or a play area. Ideally situated just minutes from Hamlin Town Center, top-rated schools, shopping, dining, entertainment, and major highways, this home also offers convenient access to Walt Disney World, Flamingo Crossings, and Downtown Winter Garden. Combining a flexible floor plan, desirable location, and exceptional lifestyle, this is an outstanding opportunity to own a home in one of Central Florida’s fastest-growing and most desirable communities.

9166 Cut Shot Drive, Winter Garden

17713 Sedona Street, Winter Garden
$1,153,917
3 Beds ⋅ 4 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
SOLD DATA ENTRY ONLY. Pallazio II (Palermo) model home by Taylor Morrison in Esplanade at McKinnon Groves. This single story residence features 3 bedrooms, 3 full bathrooms, 1 half bathroom, a private study, gourmet kitchen, 3 car garage, extended covered lanai with outdoor kitchen, and a screened pool with raised spa. Interior features include tray ceilings, crown molding, upgraded cabinetry and quartz countertops, custom designer finishes, tile and carpet flooring, and 8 foot interior doors. Property sold subject to a builder model home leaseback agreement, allowing Taylor Morrison to continue occupying and operating the residence as a model home pursuant to the terms of the leaseback.

17713 Sedona Street, Winter Garden

16771 Oakboro Street Street, Winter Garden
$787,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Virtually Staged. Built in 2020, this beautifully designed five-bedroom, four-bathroom home offers 2,840 square feet of thoughtfully planned living space in the sought-after Waterleigh community. The private outdoor retreat features a heated saltwater pool, screened enclosure, and covered lanai, perfect for year-round relaxation and entertaining. Inside, the open-concept main level showcases quartz countertops, upgraded cabinetry, and a seamless flow from the kitchen to the dining and gathering areas, with sliding glass doors opening to the pool and lanai. A first-floor bedroom with an adjacent full bathroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, four additional bedrooms and well-appointed bathrooms offer plenty of space and privacy. Built in 2020, the home also offers the advantage of newer roofing, HVAC, and major systems. Additional features include a two-car garage and access to Waterleigh’s impressive amenities, including resort-style community pools, clubhouses, fitness centers, tennis courts, a dog park, multiple parks, and stocked fishing ponds. Homes offering a private heated saltwater pool and first-floor guest accommodations are a rare find. Schedule your private showing today.

16771 Oakboro Street Street, Winter Garden

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