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$720,000
5 Beds 3 Baths Winter Oaks SubDv. 34787 Zip Code
THE HEART OF WINTER GARDEN… Shopping and Dining just blocks away. Located in the Golf Cart District, the community of Winter Oaks is a hidden gem offering this beautiful 5-Bedroom, 3-Bath Traditional Home with 3000 sq/ft of living space. The rear alley garages allow for timeless architecture, majestic oaks and mature landscaping to set the stage for a lifetime of memories. The front porch leads to your 8’ entry door, open to volume ceilings, a 2nd floor balcony, outstanding crown molding and elegant wood floors. They say, you only have one chance at a first impression, but this home will keep making 1st impressions from front to back. The Living Room is 28x15, Kitchen, Breakfast area and Family room is 34x14 open to a magnificent screen room. The Primary bedroom on the 2nd floor is an impressive 22 x16 with a private balcony for your morning coffee or your evening glass of wine. The Neighborhood does include a community pool and a playground but you are a golf cart ride to the interactive Fountain and Splash pad, Downtown Lifestyle events like Friday’s on the Plaza, Saturday Farmer’s Market on the Pavilion, Holiday Events and Art Exhibits. This is one home you need to tour before you plant roots in Winter Garden.

627 Autumn Oaks Loop, Winter Garden

$940,000
5 Beds 5 Baths Oxford Chase SubDv. 34787 Zip Code
PRICE ADJUSTED - Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom (all ensuite) home offers a rare combination of space, privacy, and family-forward features. As you arrive, the three-car garage and manicured frontage set a high end tone. Inside, soaring high ceilings and an expansive open-concept layout create effortless flow. A dedicated office supports work-from-home needs, and an attached mother-in-law suite with its own private exterior entrance provides true multigenerational flexibility or guest privacy. Entertainment shines with a media room, game room, and stylish bar area, ideal for gatherings large or small. Walk-in closets, abundant natural light, and premium finishes underscore quality throughout. Outdoors, enjoy a tranquil, unobstructed backyard with jacuzzi, solar panels for efficiency, and a fully fenced yard. The covered lanai includes a retractable screen, letting you savor indoor-outdoor living comfortably year-round. Situated across the street from SunRidge Elementary and SunRidge Middle Schools, the location is unmatched for families. Oxford Chase is a secure, gated enclave, and a new public park, Tucker Ranch Wellness Park, is under development on the neighborhood corner, bringing additional green space and recreation just steps away. The famous Winter Garden Farmers Market is just a few minutes away driving, making it even more special. Convenient to premier shopping, dining, and major roadways. This home delivers luxury and location in equal measure.

626 Oxford Chase Drive, Winter Garden

$1,574,000
4 Beds 4 Baths Lakeview Reserve 46/149 SubDv. 34787 Zip Code
COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!! A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price. The price can be reduced by $37K if the buyer assumes a solar panel loan at 3.49%. Experience the ultimate LAKEFRONT living with this stunning, COMPLETELY REMODELED HOUSE ($400K investment) on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm. Every inch of this home has been meticulously upgraded, creating a move-in-ready oasis with high ceilings, open-concept living, designer lighting and upgraded finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, PANORAMIC WINDOWS. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, a wine fridge and a modern backsplash. Entertain effortlessly in the expansive high-ceiling dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The spacious master suite on the ground floor is a serene retreat with a high ceiling, two walk-in closets, an oversized bathroom with two sinks, Jacuzzi and a massage shower and a private screened patio. Two additional bedrooms on the ground floor boast lake views, California closets and high ceilings. A second-floor oversized loft offers a full bathroom, a walk-in closet, separate HVAC and noise-reducing flooring and window treatment —perfect for another master bedroom or entertainment room. Two Florida rooms on both floors provide stunning panoramic lake views. A dedicated office/den on the ground floor is ideal for work or study. All bathrooms have windows and exhaust. Enjoy 90 feet of open-view waterfront—perfect for skiing, boating, fishing, or relaxing. The oversized COVERED BOAT DOCK has electric BOAT LIFT, lighting, WATER, and a Margaritaville-themed bar. The backyard features a RECENTLY RESURFACED SALTWATER POOL with a NEW PUMP, NEW POOL FILTER, a REFENCED PRIVATE YARD, fruit trees & mature, landscaped greenery. Additional highlights include NEW WINDOWS, HVAC, SOLAR PANELS, SMART THERMOSTAT, upgraded irrigation and landscaping, a TWO-CAR GARAGE with a lot of built-in storage and an OVERSIZED DRIVEWAY to park multiple boats or vehicles. Located in a quiet, family-friendly GATED COMMUNITY with golf-cart-friendly streets and DIRECT ACCESS to the scenic WEST ORANGE TRAIL and high-rated elementary and middle SCHOOLS NEARBY. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the farmer's market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways. There are 6 highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun!

261 Zachary Wade Street, Winter Garden

$659,990
4 Beds 3 Baths Tuscany SubDv. 34787 Zip Code
Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!

1674 Victoria Way, Winter Garden

$606,000
4 Beds 3 Baths Oaks/Brandy Lake O SubDv. 34787 Zip Code
Welcome to this beautiful 4-bedroom, 3-bathroom home in the desirable Oaks at Brandy Lake community, offering 2,409 square feet of comfortable living space. AC 2021, Water Heater 2018, Rain Gutters added 2020, New Exterior and Interior Paint, and the home features an interlock-permitted electrical input for a whole-home generator. Backing directly onto a scenic lake, this home provides stunning water views from multiple rooms, creating a peaceful and inviting atmosphere. Inside, you’ll find a bright, open-concept floor plan with freshly painted interiors and elegant built-in archways that add character and flow throughout the home. The spacious living room is filled with natural light and connects seamlessly to the kitchen, which features a large center island with a breakfast bar and stainless steel appliances. Just off the kitchen, a cozy breakfast nook overlooks the lake, and there’s also a separate formal dining room, perfect for entertaining. The primary suite offers a private retreat with direct access to the screened lanai, beautiful lake views, and an en suite bathroom with dual sinks, a soaking tub, and a separate shower. The split-bedroom layout ensures added privacy for guests or family members. This home features an Interlock connection, allowing for quick and safe generator hookup during power outages. Step outside to enjoy the screened-in lanai, where you can relax and take in the tranquil lake views. Residents of Oaks at Brandy Lake also enjoy access to community amenities, including a pool and playground. Located just minutes from downtown Winter Garden, this home offers convenient access to local shops, restaurants, and lively community events, making it the perfect blend of comfort, scenery, and location.

832 Eagle Vista Way, Winter Garden

$532,500
3 Beds 3 Baths Hihgland Ridge SubDv. 34787 Zip Code
Discover the perfect blend of comfort, style, and efficiency in this beautifully designed home by Meritage Homes. The open concept floor plan features a spacious kitchen island overlooking the great room, dining area, and patio, ideal for entertaining or family gatherings. Enjoy professionally curated interior finishes, including elegant granite or quartz countertops and sleek tile flooring throughout. A detached two car garage adds both convenience and curb appeal. Located in a sought after neighborhood with top rated schools and easy access to major employment centers, this home combines modern living with energy efficient features that make everyday life more sustainable and affordable.

14111 Frasier Street, Winter Garden

$505,000
4 Beds 4 Baths Storey Grove Ph 2 SubDv. 34787 Zip Code
Seller is motivated to align closing with the end of the current school year (late May). Your home has paid-off solar panels, Whole-house Water Softener system, and Installed Gutters, SCREENED backyard, Disney fireworks views right from your living room! TWO luxurious Primary Suites on Each Floor with walk-in closets. Upstairs, enjoy your spacious loft along with two additional bedrooms and a full bath, offering plenty of room for family, work, or relaxation. Step outside to your private screened-in backyard with a beautiful paver patio, perfect for enjoying Florida living year-round. A unique feature of this home is the Fully Screened walkway connecting the main house to the rear garage, providing added comfort and functionality. Just minutes from both the elementary and middle school, this home offers unmatched convenience for families. The community features resort-style amenities, including a pool, fitness center, playground, and dog park. Homes with this combination of location, layout, and upgrades are rarely available — your home is waiting for you!

9728 Nancy Drew Alley, Winter Garden

$315,000
2 Beds 3 Baths Orchard A1-A26 B1 B2 C D1-D4 SubDv. 34787 Zip Code
HUGE PRICE REDUCTION ...LOCATION-LOCATION -LOCATION .....You Cannot miss this beautiful 2/2-1 townhome With Great SCHOOLS, convenient Located Recently repainted inside 10/25,Exterior 2019, ROOF 2020, Additional Insulation 2023 and much more. This Inside Unit have a Large Loft easy to convert on 3rd Bedroom, Office, Tv /Game room. amazing curb appeal ,beautiful landscape, Open floor plan filled with natural light ,Cozy fenced outdoor porch to relax, grill... Kitchen connecting the Living Space, Laundry room and 2 car Garage Upstairs will see the Spacious Main Bedroom ,2 Bedroom Full Bathroom ,Great Flex/loft space... This Gated Community Offers Community pool ,Mailbox and Playground. All Minutes from Shoppings, Hospitals, amazing schools, Restaurants, Major Roads access and the amazing Downtown Winter Garden. MAKE YOUR APPOINTMENT TO VIEW TODAY ....WONT LAST... (PRICE REDUCTION $-10K AS 11/3/25) https://orders.virtuals1.com/sites/pgzmqpj/unbranded

13879 Golden Russet Drive, Winter Garden

$625,000
4 Beds 3 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
Exceptional Home!!! Unbeatable price!! This stunning corner property has been completely renovated inside and out. It features brand-new premium vinyl flooring throughout—no carpet! With four spacious bedrooms, the master suite stands out for its impressive size and comfort. On the first floor, just off the entryway, there’s a stately office next to a convenient powder room. The home offers a total of 2.5 bathrooms. With its elegant design, this residence perfectly combines comfort and style for your family. Step into your private backyard paradise, where you’ll find a pristine garden and a charming playground, along with a view that feels like an escape into an enchanted world. The fully equipped summer kitchen and screened-in patio make it ideal for entertaining or simply relaxing and enjoying Florida’s wonderful weather. As a resident of this highly desirable community, you’ll have access to one of the best clubhouses in the area, plus a lakeside marina. Enjoy top-notch amenities, including a resort-style swimming pool with lounging areas, a state-of-the-art fitness center, walking and biking trails surrounded by lush greenery, playgrounds, and recreational areas for the whole family. The garage features a new epoxy floor and freshly painted walls, offering a clean, modern look. Prime location in the vibrant Hamlin commercial district and just steps from a highly rated elementary school (9/10 on GreatSchools). Located in a well-established community near Disney, shops, restaurants, and Orlando’s top attractions, this home offers the perfect balance of convenience and tranquility. Don’t miss this opportunity!

14518 Black Quill Dr Drive Unit 14518, Winter Garden

$575,000
4 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
Beautiful 4-Bedroom Home with CUSTOM CLOSETS and WATER FILTRATION SYSTEM in the Amenity-Rich Waterleigh Community. The Popular Cleardon Floor Plan has an assumable mortgage at 2.25 percent! With top-rated schools and minutes to Walt Disney World, Waterleigh is one of the most desirable communities in Horizon West, Winter Garden, Florida! The Cleardon floor plan stands out for its thoughtful layout, upscale finishes, and effortless flow between living spaces. This two-story home features four spacious bedrooms, 3.5 bathrooms, a charming front porch, a covered and screened lanai, and a two-car garage. The first floor features an open-concept kitchen overlooking the bright living area, an eat-in nook, and a separate dining room—perfect for entertaining. There’s also a guest bedroom and full bathroom on the main floor, ideal for visitors or in-laws, as well as a half bath for added convenience. Upstairs, you’ll find a large loft area, three additional bedrooms, including the primary suite with a private en-suite bath, and a dedicated laundry room. Located just one block from a community pool and playground, this home sits on a wider street—Angel Fish Street—providing extra parking and space for guests.Upgrades and Features: Whole-home water filtration system, Screened and extended paver patio, Custom closets in every room, including laundry and garage Epoxy-coated garage floor, includes washer and dryer and all window cocerings. Community Highlights:Waterleigh offers resort-style living with 4 sparkling community pools, 2 fitness centers, tennis and pickleball courts, volleyball, mini golf, rock climbing, walking trails, and more! Enjoy the convenience of nearby shopping, including a Publix inside the golf-friendly community, dining, and top-rated Horizon West schools inside the comunity, plus easy access to Disney, Highway 429, and Orlando attractions. Don’t miss your chance to own this beautiful Waterleigh home in Winter Garden. Schedule your private showing today and experience the best of Florida living!

16472 Angel Fish Road, Winter Garden

$829,000
4 Beds 4 Baths Hamlin Reserve SubDv. 34787 Zip Code
Welcome to this professionally designed and fully remodeled two-story home in the highly sought-after Hamlin Reserve community of Winter Garden. This 4-bedroom, 3.5-bath residence with an office and loft seamlessly blends modern luxury with everyday comfort. The exterior features crisp white siding, a welcoming front porch, and a two-car garage with epoxy flooring and its own individually controlled air-conditioning unit. The garage is also tandem on one side, allowing space for a third vehicle if desired—current built-in cabinetry can be removed for additional parking flexibility. As you enter, you’re greeted by a stunning home office with navy built-ins and brass hardware—perfect for working from home in style. Just past the office is a cozy family room that provides a relaxing transition before reaching the home’s main living areas. The chef-inspired kitchen showcases two-tone cabinetry, quartz countertops, brass lighting, a plant wall, a butler’s pantry, and an induction cooktop for efficient and modern cooking. The great room stuns with soaring double-height ceilings, wood beams, and a white brick feature wall. A designer half bath with a floating vanity and pendant lighting completes the first floor. Upstairs, the primary suite offers a private retreat with chevron-patterned flooring, a black accent wall, and a custom walk-in closet. The spa-style bath features floating wood vanities, designer mirrors, a freestanding tub, and a glass-enclosed shower. Three additional bedrooms, two full baths, and a versatile loft complete the second floor. Step outside to a spacious screened lanai designed for entertaining, with multiple sitting areas, hanging chairs, and views of the fully fenced backyard. The outdoor space offers room to relax, play, or even add a future pool. Residents of Hamlin Reserve enjoy a resort-style pool, clubhouse, and scenic walking trails—all minutes from Hamlin Town Center, top-rated schools, major highways, and Orlando’s attractions.

15261 Honeybell Drive, Winter Garden

$389,000
2 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
Enjoy low-maintenance living in this beautifully kept 2-bedroom, 2.5-bathroom townhome. The open main level offers seamless flow with plank flooring and thoughtfully designed spaces for everyday living. The kitchen showcases quartz countertops, an upgraded backsplash, stainless steel appliances, and bar seating that opens to the living area. A dedicated nook provides the perfect spot for a home office or additional storage. Both bedrooms upstairs have walk-in closets and private en-suite baths, while the spacious primary suite adds a walk-in shower and separate water closet for added comfort and privacy. Thoughtfully updated with modern fixtures, this home is truly move-in ready. The Longleaf community offers the perfect blend of nature and modern-day convenience, featuring direct access to the West Orange Trail and located across from the Oakland Nature Preserve. Enjoy community amenities such as a pool with cabana, playground, walking trails, centralized mailboxes, and included lawn care—all just minutes from downtown Oakland, Winter Garden, and Florida’s Turnpike.

2218 Gopher Tortoise Terrace, Oakland

$580,000
6 Beds 3 Baths Summerlake Pd Ph 3b SubDv. 34787 Zip Code
Experience modern comfort and efficiency in this beautifully designed home in the heart of Hamlin. This open-concept floor plan offers elegant living spaces ideal for both relaxation and entertaining. Enjoy long-term energy savings with paid-off solar panels and the convenience of EV charging in the garage. Inside, you’ll find a chef-inspired kitchen, spacious gathering areas, and a versatile downstairs suite perfect for guests or remote work. Upstairs, the primary suite and secondary bedrooms provide privacy, space, and natural light throughout. Located in a premier school zone and just minutes from Hamlin Town Center, major highways, and Walt Disney World, this home blends sophistication, functionality, and sustainability—making it a standout choice in one of Central Florida’s most desirable communities.

15042 Night Heron Drive, Winter Garden

$564,000
3 Beds 2 Baths Storey Grove SubDv. 34787 Zip Code
**WINTER GARDEN MOVE-IN READY SINGLE FAMILY HOME -- FRONT GARAGE WITH LARGE FULLY FENCED BACKYARD** **LOCATION -- LOCATION** **TUCKED AWAY YET JUST MINUTES TO WALT DISNEY WORLD & AMENITIES** **THREE BEDROOMS + LARGE FLEX/OFFICE SPACE -- OVER 2,100 SQFT** **ONE STORY LIVING** **SPECIAL PARK FACING LOT** Welcome to this lovely move-in ready single family home located in Winter Garden’s highly coveted Storey Grove community. Starting with great curb appeal and a welcoming front porch, this home features a beautiful upgraded stone elevation complete with a front facing garage and long driveway for ample parking space. You will love this location on a very SPECIAL LOT featuring a HUGE community park & playground area directly in front of the home (perfect for pets & play)...space that is yours to use & enjoy! The inside of the home features a fantastic & FLEXIBLE open floor plan with THREE bedrooms on a split plan PLUS a large 11x16 (176 square foot) flex space…office, gym, den, 4th bedroom…the options are endless. Enjoy this large open kitchen with lots of cabinetry and counter space including a large center island, quartz countertops, backsplash, stainless steel appliances & large pantry. ALL APPLIANCES STAY including washer & dryer. The primary suite includes a large walk-in closet and bathroom with double vanity, chair nook, soaking tub & expanded shower. SPECIAL FEATURES & UPGRADES: Upgraded wood-look tile throughout the living areas. Cabinet pull-out drawers. Crown molding in main areas and primary suite. Smart light switches. Smart sprinkler system. Rain gutters. Pest Defense TAEXX System installed in the home. LIVE the Florida lifestyle outdoors in the screened patio lanai and fully fenced large private backyard. Live maintenance & worry-free…ALL OF YOUR LAWNCARE is provided by the HOA in your low fee of approximately $200 per month which also provides access to the incredible resort-style pool, clubhouse/cabana, fitness center, dog park, playground, park areas, walking trails & more. The PERFECT location -- conveniently located to all of the exciting shopping, dining & entertainment of Winter Garden’s Horizon West -- just minutes from Walt Disney World & other area attractions -- minutes from HWY 429 access with easy direct connection to anywhere in Central Florida & beyond -- zoned for top-notch schools including newer Water Spring Elementary/Middle & Horizon High School. WELCOME HOME!

10275 Memoir Avenue, Winter Garden

$347,000
3 Beds 3 Baths Villas/Tucker Oaks SubDv. 34787 Zip Code
Welcome to MAINTENANCE-FREE living in the GATED community of Tucker Oaks! This beautiful 3-bedroom, 2.5-bath end-unit townhome lives like a single-family home — complete with a private front entrance, driveway with ample parking, attached 2-car garage, and a RARE oversized cul-de-sac yard backing to peaceful conservation with no rear neighbors. Enjoy privacy, westward views, and peace of mind with a BRAND NEW ROOF (2025) and thoughtful updates throughout. Inside, the open and flexible layout features tile flooring on the first floor, a spacious living and dining area, and a stylish kitchen with solid wood cabinets, granite countertops, stainless steel appliances, and modern lighting and fans. All appliances convey, including washer and dryer. The low monthly HOA covers LAWNCARE, exterior maintenance, a security gate, pest control + termite protection, and access to amenities — pool, clubhouse, basketball courts, playgrounds, walking paths, and more. Ideally located just two miles from historic Downtown Winter Garden, enjoy easy access to Plant Street Market, Crooked Can Brewery, the weekly farmers market, and a variety of local shops and restaurants. Quick connections to the Turnpike, 429, and 408 make commuting simple, and nearby shopping, dining, and medical facilities along Hwy 50 add everyday convenience. A rare opportunity in one of Winter Garden’s desirable communities — schedule your showing today!

1352 Scarlet Oak Loop, Winter Garden

$491,545
3 Beds 4 Baths Parkview/Hamlin SubDv. 34787 Zip Code
Experience elevated living in this stunning three-story townhome located in the desirable Parkview at Hamlin community in Winter Garden, FL. Inspired by Ashton Woods’ Milan Collection, this home beautifully blends modern design with timeless elegance. Featuring three private suites, including a convenient first-floor suite and a luxurious third-floor primary suite, this home offers both comfort and versatility. The open-concept second floor is perfect for entertaining, showcasing a bright living area and a gourmet kitchen with 42" cabinets, stainless steel GE appliances, white quartz countertops, and luxury vinyl plank flooring. A covered lanai extends your living space outdoors—ideal for relaxing or enjoying morning coffee. Perfectly situated near shopping, dining, and entertainment in Hamlin and Horizon West, and just minutes from Walt Disney World®, this home combines modern style, low-maintenance living, and an unbeatable Winter Garden location.

15429 Hamlin Park Drive, Winter Garden

$545,000
4 Beds 3 Baths Covington Chase SubDv. 34787 Zip Code
**HISTORIC DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **OVERSIZED PRIVATE LOT** **FOUR BEDROOMS -- THREE FULL BATHROOMS** **NEWER HVAC - 2024 + NEWER WATER HEATER -- 2021** **HARDWOOD FLOORING** **FULLY FENCED YARD -- COVERED & SCREENED PATIO LANAI** Welcome to this beautiful move-in ready home located in downtown Winter Garden's highly desired Covington Chase neighborhood! Experience the best of both worlds -- the LOCATION right within downtown & the golf cart district…with the PEACE OF MIND that comes with a newer home. Starting with great curb appeal, this home sits on a special oversized lot with plenty of space between homes…no need to touch your neighbor’s house with this one. Fantastic & flexible floor plan features FOUR bedrooms on a three-way split plan and THREE full bathrooms...all on ONE STORY. This is an ENERGY STAR CERTIFIED home with special features including R-30 insulation & Low-E double pane insulated windows. The large open living space welcomes with newer HARDWOOD FLOORING, lots of NATURAL LIGHT throughout and a beautiful spacious kitchen which is the heart of this home. All appliances convey including washer & dryer. RECENT UPGRADES & UPDATES: HVAC -- 2024. Water Heater -- 2020. Exterior Paint -- 2021. Hardwood Flooring -- 2021. Luxury Carpet (Bedrooms) -- 2021. Interior Paint. New Toilets. Garage Epoxy & Shelving. Custom Window Moldings. Rain Gutters. Private Mailbox. Security System. Termite Bond. LIVE the Florida lifestyle outdoors…ENJOY peace & privacy in the beautiful fully-fenced backyard complete with a covered & screened patio lanai. Plenty of space for your outdoor dreams & plans. This community features a fantastic pool, playground and park area all for a very LOW HOA fee...in addition, the West Orange Trail runs RIGHT THROUGH the center of the community around the corner from the home! It is also ZONED for GOLF CART use throughout Downtown Winter Garden. HUGE weekly farmer's market, annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks and recreation...come JOIN THE FUN! Also conveniently located just minutes from the Winter Garden Village shopping center and just one minute from HWY 429. WELCOME HOME!

446 Millwood Place, Winter Garden

$469,000
3 Beds 2 Baths Island Pointe Sub SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Active Under Contract - accepting back up offers. Welcome to this spacious 3-bedroom, 2-bath home with a 2-car garage, ideally situated in the highly desirable golf cart district of downtown Winter Garden. Step inside to discover a split bedroom floor plan with vaulted ceilings and a cozy living room with fireplace, seamlessly connected to the dining area—creating a warm, inviting space for gatherings. The chef-inspired kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, an eat-in breakfast bar, and ample cabinetry for storage and style. Enjoy the convenience of an indoor laundry room with a sink and extra storage. The primary suite offers comfort and privacy with a generous walk-in closet and a spa-like ensuite bath, while two additional bedrooms and a full bath with dual linen closets provide plenty of space for family or guests. Relax or entertain in the expansive Florida room overlooking the manicured backyard—perfect for morning coffee or evening gatherings. Additional highlights include luxury vinyl flooring in wet areas and new carpet in the bedrooms for added comfort. Perfectly located just a five-minute bike or golf cart ride from Historic Downtown Winter Garden, this home offers easy access to local shops, restaurants, the Saturday farmers market, Lake Apopka parks, and the West Orange Trail. With a low HOA and endless possibilities for personalization, this property combines comfort, convenience, and the coveted Winter Garden lifestyle. Don’t miss your chance to call this charming home yours—schedule your private showing today!

1041 Sadie Lane, Winter Garden

$660,000
5 Beds 3 Baths Hamilton Gardens Ph 2a & 2b SubDv. 34787 Zip Code
Short Sale. Bank Approved Price! Welcome to this meticulously maintained 5-bedroom, 2.5-bath home in the sought-after Hamilton Gardens Community. Designed for modern living, this home offers an open-concept layout where the kitchen seamlessly flows into the dining area and spacious family room, perfect for both everyday life and entertaining. The modern kitchen is a chef's delight, featuring Stainless Steel Appliances, a Gas Range, Granite Countertops, and a large island. The first floor also includes a formal dining room and Flex Room ideal for a home office, bedroom or den. Upstairs, we have a versatile loft, a spacious primary suite with a huge walk-in closet, dual vanities, a soaking tub, and a separate shower, plus three additional bedrooms bathroom and conveniently located Laundry Room. Enjoy thoughtful upgrades like a Water Softener, Water Treatment System, and Tankless Water Heater for ultimate efficiency. The fully fenced backyard comes equipped with water and gas lines ready for your Outdoor Kitchen. Residents enjoy fantastic community amenities, including a pool, playground, dog park, and soccer field. Located in the desirable Hamlin area of Winter Garden, this home is just minutes from Hamlin Town Center's shopping, dining, and entertainment, top-rated Orange County schools, the 429 Expressway, and a short drive to Walt Disney World and other Orlando attractions.

5685 Surprise Lily Drive, Winter Garden

$532,000
4 Beds 2 Baths Stoneybrook West Ut 04 48 48 SubDv. 34787 Zip Code
Welcome to this well-loved 4-bedroom 2-bathroom home in the desirable golf community of STONEYBROOK WEST! With UPDATED KITCHEN AND BATHROOMS and a split floor plan, this home offers comfort, space, and flexibility for everyday living. The primary suite features two walk-in closets and opens to a EXTENDED SCREENED IN PORCH with custom tile, ceiling fans, and a doggy door that leads to a tiled grilling area—perfect for outdoor entertaining! The second bathroom also opens to the porch, adding to the home’s easy indoor-outdoor flow. A formal living room offers a great option for a HOME OFFICE, playroom, or flex space. Additional highlights include a 2025 PAVER DRIVEWAY and a fully fenced backyard backing to conservation providing privacy and peaceful views. ROOF 2018 HVAC 2018 and BRAND NEW WATER HEATER!!! Lovingly maintained and full of charm, this home is ready for its next chapter—come make it yours!

2656 Slagrove Court, Winter Garden

$280,000
3 Beds 2 Baths Bay St Park SubDv. 34787 Zip Code
This beautifully updated 3 bedroom, 2 bathroom home offers modern comfort at an unbeatable value. With 910 sq ft of living space, it features a brand-new roof, newer A/C, fresh interior and exterior paint, a fully remodeled kitchen with brand new appliances, and brand new remodeled bathrooms—giving you peace of mind and a move-in ready lifestyle. Located in the heart of Winter Garden, this home is close to shops, dining, and entertainment, all while being tucked into a welcoming neighborhood. Whether you’re a first-time buyer, downsizing, or looking for an investment property, this gem checks all the boxes. Don’t miss this rare opportunity to own a beautifully renovated home in one of Central Florida’s most sought-after communities—for less than $300K! All measurements are estimates**

1065 Lincoln Terrace, Winter Garden

$386,000
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Charming Interior Unit Townhome with Courtyard Views in Waterleigh, nestled in the heart of the highly sought-after Waterleigh community, this adorable end unit townhome offers a perfect blend of comfort and convenience. 3 bedrooms and 2.5 baths, this home features an inviting open-concept first floor, perfect for gathering with loved ones, brand new LVP throughout, new hurricane shutters, new appliances, brand new interior paint, no carpet, patio. Step outside to enjoy the covered patio, a serene spot for morning coffee, or relax on the charming front porch, perfect for a cozy seating area where you can soak in the tranquil courtyard views. With plenty of storage throughout and an attached garage, staying organized is effortless. Located in the vibrant, golf cart-friendly Waterleigh community, where lawn care is included, and the top-notch amenities speak for themselves—resort-style pools, scenic views, a 6 hole mini golf course, sand volleyball and more. This townhome offers everything you need to embrace a warm, welcoming lifestyle in a prime location. With neighborhood schools and parks within the community and grocery shopping located in the front, this ideal location is perfect for anyone

12063 Holystone, Winter Garden

$557,500
4 Beds 2 Baths Orchard Hills SubDv. 34787 Zip Code
Welcome to this beautifully maintained single-story home in the sought-after Orchard Hills community of Winter Garden. Perfectly positioned on a larger corner lot with a park across the street, this 4-bedroom, 2-bath residence sits within Horizon West. A spacious front porch welcomes you with peaceful park views. Inside, durable wood-look tile flooring flows through the main living areas. The updated kitchen features modern cabinetry with quartz countertops, a beautiful backsplash, updated lighting, a large island for entertaining, and stainless steel appliances. A single-basin sink overlooks a picturesque window, and a beverage refrigerator is conveniently built into the island. You’ll appreciate the custom walk-in pantry designed to maximize storage. The kitchen opens to the spacious dining area and family room—ideal for easy entertaining. The family room provides abundant natural light with views of the private backyard. A thoughtful split floor plan separates the primary suite from the secondary bedrooms. The primary suite enjoys generous natural light and a custom walk-in closet. The en-suite bath includes a walk-in shower, garden tub, dual-sink vanity, and beautiful accent tile. At the front of the home, you’ll find two secondary bedrooms and a full bathroom with a large vanity and linen closet. The front bedroom offers custom shelving and functions perfectly as a home office. The third secondary bedroom includes a walk-in closet. The separate laundry room features cabinetry, along with the washer and dryer. Off the family room, an oversized screened lanai provides plenty of space for outdoor entertaining. The fully fenced backyard includes an additional paver patio—great for a fire pit—and is spacious enough to accommodate a future private pool. Additional thoughtful touches include storage cabinets in the utility room and gutters. Community amenities feature a resort-style zero-entry pool, fitness center, multiple playgrounds and green spaces, a dog park, and a clubhouse hosting regular events such as food truck nights and holiday activities. HOA includes lawn care. The home is conveniently close to Hamlin Shopping Center, Winter Garden Village, and major expressways including the 429, Florida Turnpike, and 408 for an easy commute to Downtown Orlando or the airport. Enjoy a quick drive to Downtown Winter Garden for weekly farmers markets and festivals, with convenient proximity to Disney. It’s also less than 1.5 miles from the under-construction Horizon West Regional Park and upcoming Horizon West Library. Zoned for A-rated schools—Keenes Crossing Elementary, Bridgewater Middle, and Windermere High. With no waiting for new construction, a premier lot, and numerous upgrades, this home is move-in ready and won’t last long!

14580 Cedar Hill Drive, Winter Garden

$865,000
4 Beds 4 Baths Heritage/Plant Street SubDv. 34787 Zip Code
Built in 2019, this stunning 4-bedroom, 3.5-bathroom residence combines timeless craftsmanship with modern sophistication in one of Winter Garden’s most desirable locations. Offering over 3,100 square feet of thoughtfully designed living space, this home pairs elegant interior finishes with extensive upgrades that make everyday living both effortless and refined. Step inside to find custom interior shutters, crown molding, and enhanced trimwork throughout, setting a tone of understated luxury. The chef’s kitchen impresses with double ovens, a gas cooktop, and a spacious layout that seamlessly connects to the open family room—complete with a custom-built entertainment center and cabinetry. Upstairs, the loft features a custom wet bar with built-in cabinetry, lighting, and sink—an ideal space for entertaining or relaxing at the end of the day. Retreat to the primary suite, where automatic blinds, a custom closet system, and a serene ensuite bath create a true sanctuary. Each bedroom includes customized storage, reflecting thoughtful attention to detail throughout the home. Outdoor living is equally remarkable: a fully equipped outdoor kitchen with kegerator, natural gas fire pit, outdoor shower, and motorized screens make this space perfect for year-round enjoyment. The custom second-floor porch adds an elevated retreat overlooking the property. Practical features abound, including a whole-home generator (serviced annually), saltwater and carbon filtration system, gas tankless water heater, new dishwasher and disposal, and metal shelving in the garage for optimized storage. Even exterior details—like added outlets for holiday lighting—reflect the home’s careful design. This property has been meticulously maintained, with biannual HVAC servicing, monthly pest control, a subterranean termite bond, annual generator and backflow servicing, and more—all ensuring peace of mind and long-term value. The neighborhood offers a beautiful community pool, just a short walk from the property. It is golf-cart friendly, too! Located just steps from the West Orange Trail, this home offers convenient access to historic Downtown Winter Garden, local shops, dining, and top-rated schools including Dillard Street Elementary, Lakeview Middle, and West Orange High.

716 Orange Belt Loop, Winter Garden

$740,000
4 Beds 4 Baths Tilden Place/Winter Garden SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Modern Living Meets Everyday Ease in This Gated Community Gem This 4-bedroom, 3.5-bath home blends polished style with real-life comfort. Step inside to high ceilings and open and bright with sunlight in every corner—formal enough for hosting, relaxed enough to feel like home. *** Worried about interest rates?... Don't. Lender is offering up to $7,600 in credits for rate buy downs, closing costs, or both. *** The gourmet kitchen steals the show with stone counters, gas cooktop, built-in oven, farmhouse sink, soft-close cabinetry, and a waterfall-edge island ready for breakfast, homework, or meaningful conversations. *** open concept with a surround-sound–ready living room built for movie nights or weekend guests *** Your first-floor Primary Suite offers two custom closets and an elegant spa-like ensuite with plenty of space in your own personal retreat. *** Upstairs, the elegant wood staircase leads you to a versatile flex room with French doors—ideal as an office, guest suite, or creative space. *** A spacious bonus room or loft adds room for a Home Theater, game room, or home gym. Two bedrooms share a bath, while a third enjoys its own ensuite. Luxury vinyl plank upstairs, tile down—no carpet, no fuss. *** The two-car garage includes wiring for EV charging and overhead storage. *** Outside, the covered lanai overlooks a large fenced yard—perfect for pets, soccer nets, fire-pit, or a future pool. *** Located in sought-after Tilden Place, just minutes from top A Rated schools, dining and shopping at Hamlin, Cinepolis Movie Theater, Winter Garden Village, Disney World, farmers markets, and more. *** More than move-in ready—this one lets you move in and live better. This rare opportunity won’t last—schedule your private showing today!

14399 Wabasso Loop, Winter Garden

$715,000
5 Beds 3 Baths Black Lake Preserve SubDv. 34787 Zip Code
!!BACK ON MARKET WITH A RECENT PRICE REDUCTION!! Seller may consider buyer concessions if made in an offer ****Located in the desirable GATED COMMUNITY of Black Lake Preserve, this spacious two-story POOL HOME offers style, comfort, and a prime Winter Garden location! Built in 2017 and thoughtfully upgraded, it is MOVE-IN READY with a NEW SALT WATER POOL surrounded by paver decking, SOLAR PANELS (will be paid off at closing!), and fresh LUXURY VINYL PLANK FLOORING throughout the main living areas. The inviting TWO STORY FOYER, feature wall, and flexible formal spaces at the front of the home create visual interest and options for dining with family or entertaining friends. The layout flows naturally into the OPEN CONCEPT informal living area, casual dining space and kitchen. For the family chef the kitchen is a standout, featuring a fresh modern color palette, large ISLAND with breakfast bar seating, must have STAINLESS STEEL APPLIANCES (that include a NEW FRIDGE!), recessed lighting, and a butler’s pantry with dry bar and additional walk-in storage. Large windows let the NATURAL LIGHT pour in and sliding glass doors open to the COVERED LANAI, making it easy to enjoy poolside views year round. A versatile MAIN FLOOR BEDROOM and FULL BATH offer ideal space for a home office, visiting guests or multi-generational living. Heading upstairs you will find a generous LOFT/BONUS ROOM provides additional flexible living space, along with three guest bedrooms, a third full bath, and the spacious primary suite. Your tranquil retreat includes a large WALK-IN CLOSET and private en-suite bath with DUAL/SPLIT VANITIES, a SOAKING TUB, and separate shower. For your convenience, the laundry room is also on the second floor – complete with a new dryer and you also have a ***NEWER A/C (2023)!*** This home’s CURB APPEAL shines with stacked stone accents, complementary landscaping, and a welcoming front elevation. Black Lake Preserve residents will enjoy the playground, walking trails and lovely pond views, all within a small, friendly community of just 92 homes. The location is unbeatable, just minutes to Historic Downtown Winter Garden’s shops, dining, and parks, with easy access to Florida’s Turnpike, FL-429, and SR 408. You are less than 30 minutes to Downtown Orlando and world-famous theme parks, and just steps from SunRidge Elementary and Middle Schools. With room to grow inside and out, modern updates, and a sought after location, this home offers the lifestyle you’ve been looking for in one of Winter Garden’s most desirable gated communities. Call today to schedule a tour and start making memories in your new HOME SWEET HOME!

14373 Black Lake Preserve Street, Winter Garden

$845,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
Welcome to Oakland Park, Winter Garden’s premier Golf Cart District — where timeless architecture, front-porch living, and modern design come together just steps from the West Orange Trail and charming downtown Winter Garden. This home exudes curb appeal with its classic front porch that invites you to relax and take in the neighborhood’s vibrant, walkable atmosphere. Inside, the open-concept main level showcases ceramic tile flooring throughout, granite countertops, and high ceilings that create a bright, spacious feel perfect for entertaining or everyday living. Upstairs, you’ll find all bedrooms thoughtfully designed for comfort and functionality, each featuring walk-in closets. The wood staircase adds a touch of elegance, while a convenient upstairs laundry room enhances daily ease. Retreat to the owner's suite, complete with custom built-ins in the owner's suite closet. Step outside to a private fenced backyard designed for outdoor enjoyment — complete with a fire pit, patio, and extended detached garage. The home also includes gutters and thoughtful details that make maintenance a breeze. Nestled in the heart of Winter Garden’s golf cart-friendly community, this home offers the best of both worlds — the peaceful charm of Oakland Park and the convenience of cruising Downtown Winter Garden to Plant Street Market, Winter Garden's Farmers Market, restaurants, shops, and local events, along with the West Orange Trail. Don't miss your opportunity to own a piece of Winter Garden!

1428 Union Club Drive, Winter Garden

$365,000
3 Beds 3 Baths Signature Lakes, Independence SubDv. 34787 Zip Code
Independence ** TONS OF UPDATES & NEW PRICE 11/18/25 ** HOA FEES INCLUDE CABLE, INTERNET, PEST, front lawn/shrub service, amazing amenities and community events ** Beautiful NEW warm laminate 12" waterproof wood floors throughout the first floor Oct 2025, NEW carpet all 3 bedrooms and NEWLY painted interior Oct 2025 ** 3 bedroom with first floor den or use as another family room area **NEW roof 2024 & NEW heat pump/air conditioner August 2024 ** White kitchen cabinets with NEW attractive white polished Carrara quartz counters, NEW sink/faucet & disposal August 2025 ** Stainless steel kitchen appliances all included - stove, NEW refrigerator Spring 2025, microwave and dishwasher ** Convenient 2nd flr laundry ** NEST thermostat **Ceiling fans in den, family rm & 2 bedrooms **Fully fenced backyard w full patio & detached 2 car garage with new garage door opener Oct 2025 ** ** 2 community pools, 2 clubhouses both with fitness rooms, park areas, playgrounds, incredible park-like conservation thru-out the community. 10' bike/walk path, 2 community boat ramps, 2 dog parks, tennis & basketball courts & more! +/- 1 mile to the 429 expressway. Owner responsible for back courtyard. HOA charges $1000 capital contribution 1x fee & 2 months HOA fees paid at closing by buyer ** All room measurements are approximate from Builder Floor plan. There is a security system - was not used by Sellers.

14230 Avenue Of The Groves, Winter Garden

$649,000
3 Beds 3 Baths Stoneybrook West 44/134 SubDv. 34787 Zip Code
Stunning 2024 Renovation in Stoneybrook West Modern Elegance Meets Resort Living Welcome to this beautifully renovated home in the prestigious gated golf community of Stoneybrook West. Completed in 2024, this spacious residence features three bedrooms, three bathrooms, an office, and a game room, providing an ideal combination of modern elegance and luxury design. Chef’s Kitchen The heart of the home is a chef’s kitchen, thoughtfully equipped with custom 42-inch cabinets and a striking quartzite island that spans up to 14 feet. Enjoy Samsung Bespoke white glass appliances, a gas range with a built-in air fryer, and a butler’s pantry-style cabinet for added functionality and storage. Luxurious Primary Suite Retreat to the primary suite, where the spa-inspired bathroom features a built-in fireplace, tiled accent wall, and a flat-screen TV to create a relaxing ambiance. The bathroom is appointed with dual vanities, a soaking tub, and premium finishes, while an oversized custom closet ,dressing room measuring up to 8x16 feet provides exceptional storage and organization. Home Upgrades and Features This home has been meticulously updated with a new air system, whole-home water softener, reverse osmosis filter, new upstairs carpet, and gutters installed around the entire property. The roof was replaced in 2018, ensuring years of durability and peace of mind. Entertainment Spaces . 22 ft Vaulted ceiling in the main living dining area. Designed for entertaining, the custom bar area features dual wine refrigerators, making it perfect for hosting guests. Step outside to a backyard oasis, complete with a covered patio, jacuzzi, tanning deck, fire pit, and outdoor TV—ideal for gatherings and relaxation. Community and Location Located within an A-rated school district, Stoneybrook West offers resort-style amenities and a golf cart-friendly lifestyle. Residents enjoy access to a championship golf course, fitness center, tennis and pickleball courts, hockey facilities, an Olympic-sized pool, splash pad, playground, clubhouse, and boating lake. This home embodies a blend of comfort, style, and community amenities, presenting a unique opportunity to enjoy luxury living in Central Florida.

1006 Portmoor Way, Winter Garden