Winter Garden Single Family Homes for sale by Neighborhood

Find Winter Garden Single Family Homes  by clicking on the relevant neighborhood.

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ACREAGE & UNREC homes for sale ALEXANDER RDG homes for sale
ARROWHEAD LAKES homes for sale AVALON RDG homes for sale
AVALON RESERVE VILLAGE 1 homes for sale AVALON WOODS homes for sale
BAY ISLE 48 17 homes for sale BAY ST PARK homes for sale
BLACK LAKE PARK PH 01 homes for sale BLACK LAKE PARK PH 02 homes for sale
BRONSONS LNDGS F & M homes for sale CANOPY OAKS PH 1 homes for sale
COUNTRY LAKES homes for sale DEL WEBB OASIS homes for sale
HAMLIN MEADOWS AT HAMLIN homes for sale HAMLIN RESERVE homes for sale
HARVEST AT OVATION homes for sale HARVEST/OVATION homes for sale
HICKORY HAMMOCK homes for sale HIGHLAND RIDGE homes for sale
HIGHLANDS/SUMMERLAKE GRVS PH 2 homes for sale JOHNS LAKE POINTE homes for sale
JOHNS LAKE POINTE A & S homes for sale LAKE AVALON GROVES REP homes for sale
LAKE HANCOCK PRESERVE homes for sale LAKE STAR AT OVATION homes for sale
LAKESHORE PRESERVE PH 1 homes for sale LAKESHORE PRESERVE PH 4 homes for sale
LAKESHORE PRESERVE PH 5 homes for sale LAKEVIEW POINTE/HORIZON WEST P homes for sale
LAKEVIEW PRESERVE homes for sale LAKEVIEW PRESERVE PH 2 homes for sale
LAKEVIEW VILLAGE ESTATES homes for sale NORTHLAKE AT OVATION homes for sale
NORTHLAKE/OVATION PH 1 homes for sale OAKLAND PARK homes for sale
ORCHARD HILLS PH 2 homes for sale OSPREY RANCH homes for sale
OVERLOOK AT HAMLIN homes for sale ROPER RESERVE homes for sale
SERENADE AT OVATION homes for sale SILVERLEAF OAKS homes for sale
SILVERLEAF RESERVE/HAMLIN PH 2 homes for sale STONEYBROOK WEST homes for sale
STONEYBROOK WEST UT 04 48 48 homes for sale STOREY GROVE PH 1B-2 homes for sale
SUMMERLAKE homes for sale SUMMERLAKE RESERVE homes for sale
SUNSET LAKES homes for sale TILDEN PLACE/WINTER GARDEN homes for sale
TWINWATERS homes for sale WATERLEIGH homes for sale
WATERLEIGH PH 1B homes for sale WATERLEIGH PH 2A homes for sale
WATERLEIGH PH 2B homes for sale WATERLEIGH PH 2C-1 homes for sale
WATERLEIGH PH 2C-2 & 2C-3 homes for sale WATERLEIGH PH 3A homes for sale
WATERLEIGH PH 3B 3C & 3D homes for sale WATERLEIGH PH 4A homes for sale
WATERLEIGH PH 4B & 4C homes for sale WATERMARK homes for sale
WATERMARK PH 1B homes for sale WATERMARK PH 2B homes for sale
WATERMARK PH 2C homes for sale WATERMARK PH 4 homes for sale
WATERSIDE/JOHNS LK-PH 1 homes for sale WESTFIELD LAKES homes for sale
WESTHAVEN AT OVATION homes for sale WINCEY GRVS PH 2 homes for sale
WINDING BAY PH 1B homes for sale WINDING BAY PH 3 homes for sale
WINTER GROVE homes for sale WINTERMERE POINTE homes for sale
WOODBRIDGE ON GREEN homes for sale

Newest Single Family Homes for Sale in Winter Garden by Neighborhood

View all Winter Garden Single Family Homes for Sale

  • 325 CRYSTAL WOOD DR, WINTER GARDEN, FL - MLS# O6408089

    WINTER GRV - O6408089 - 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
    Just Added on 05/21/2026 12:50PM

    $1,600,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar

    Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 120 BLUE STONE CIR, WINTER GARDEN, FL - MLS# O6409811

    WESTFIELD LAKES - O6409811 - 120 BLUE STONE CIR, WINTER GARDEN, FL 34787
    Just Added on 05/21/2026 11:59AM

    $749,900 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Welcome to this spacious waterfront pool home located in the highly desirable Westfield Lakes community of Winter Garden! Situated on a scenic pond-front lot, this home offers beautiful water views and an open floor plan designed for comfortable living and effortless entertaining. The expansive kitchen overlooks the main living areas and features abundant cabinetry, a center island, and seamless flow throughout the home. Large windows fill the space with natural light while showcasing the peaceful backyard setting. The split-bedroom layout provides added privacy, while the screened pool and covered lanai create the perfect setting to enjoy Florida living year-round. The pool also features solar heating installed in 2022 for added efficiency and extended enjoyment throughout the seasons. Major updates include a newer roof (2019), updated HVAC system (2024), and newer water heater (2026), offering valuable peace of mind for the next owner. This home offers a fantastic opportunity for buyers looking to personalize a property with solid major-system updates and exceptional bones. Featuring a spacious layout and prime waterfront setting, the home is ideally located near shopping, dining, major highways, West Orange High School, Winter Garden Village, and downtown Winter Garden. With so much potential in a highly desirable area, this property is ready for someone to bring their vision and make it truly shine. Call today for your private showing!

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    Listing is courtesy of: PREFERRED REAL ESTATE BROKERS

  • 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL - MLS# O6409666

    SUMMERLAKE PD PH 1B - O6409666 - 8016 ATLANTIC PUFFIN ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $600,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Fantastic Horizon West Home located in the Master Planned Summerlake community with 4 bedrooms and 3.5 bathrooms. Upon approaching the property, you will enjoy the relaxing and welcoming front porch wonderful for early mornings/evenings and spending time with neighbors and friends. Upon entering the home, you will be impressed with the spacious and open floorpan, tall ceilings, beautiful wood floors and open railed staircase. The center island fully equipped kitchen with breakfast bar, 42" wood "linen" cabinets with a glaze finish, granite counters and beautiful pendant lights overlooking the large dining room and family room is wonderful for entertaining. The first floor also features a private downstairs bedroom and ensuite bathroom convenient for inlaws or guests, a huge storage closet, laundry room and 8 ft. sliding glass doors leading to a rear covered grilling patio. Upstairs you will find a large loft suited for gaming, a playroom or an upstairs family room area. The Master Bedroom features a large, walk-in closet, double vanity bathroom with a large shower and linen closet. The two additional bedrooms share a bathroom and large linen closet and feature plenty of closet space. The Summerlake community features a state-of-the-art clubhouse with fitness center, swimming pool, walking trails, fishing dock, zipline trail, a dog park and much more. Conveniently located near the Hamlin shopping area, highly acclaimed Orange County National Golf Center, major roadways, and great schools including: Horizon High School, Hamlin Middle School and Summerlake Elementary School. The property is also located close to Walt Disney's Magic Kingdom. Plan to see this amazing home today!

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    Listing is courtesy of: BEYCOME OF FLORIDA LLC

  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL - MLS# O6409619

    NORTHLAKE AT OVATION - O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $775,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    Under Construction. Luxury New Home by RockWell Homes, selling from offsite sales center: 14006 Scarlet Aster Alley Winter Garden, FL 34787. The Faulkner Plan on Homesite #267. Experience the ultimate in modern luxury with this stunning new home. This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 13014 AUBREY LN, WINTER GARDEN, FL - MLS# O6409159

    FOXCREST - O6409159 - 13014 AUBREY LN, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $750,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    his stunning 5-bedroom, 4-bathroom home with a 3-car garage is located in a quiet water front position in Winter Garden’s highly desirable Foxcrest community. From the moment you walk in, you’ll appreciate the expansive open layout, designed for both relaxed living and effortless entertaining. Beautiful tile floors flow throughout the main living areas, complemented by a spacious formal dining room and a dedicated office, providing just the right amount of privacy for remote work or study. The kitchen is the perfect gathering space, featuring a rare double island configuration that offers one side for meal prep and the other for gathering with family or guests. It includes an electric cooktop, microwave, dishwasher, refrigerator, and 42-inch cabinetry. French doors lead to an enclosed screened patio with views over the pond beyond, the perfect place to unwind. The primary suite is located on the first floor and features an en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Three additional bedrooms and two full bathrooms are also on the main level, offering comfort and functionality for family or guests. Upstairs, a spacious bonus living area, ideal for a games or movie room, a large bedroom, and a full bathroom create the perfect setup for a guest suite, or multi-generational living. A brand new roof is an added bonus. Foxcrest offers a community pool, tennis courts, and a playground too. The location is ideal, just minutes from Winter Garden Village, a short drive to downtown Winter Garden, and with quick access to the 429 for easy commuting.

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    Listing is courtesy of: THE AGENCY FL

  • 5040 BREEZY ACRES ST, WINTER GARDEN, FL - MLS# O6409467

    WINCEY GRVS PH 1 - O6409467 - 5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $690,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    One or more photo(s) has been virtually staged. BETTER THAN NEW WITH FULLY PAID-OFF SOLAR PANELS AND WHOLE-HOME WATER FILTRATION SYSTEM AT CLOSING! Beautifully designed 4-bedroom, 3.5-bath home with a bonus room upstairs featuring a walk-in closet and full bathroom, ideally located in the highly desirable Hamlin area of Winter Garden. Situated on a premium lot with no rear neighbors, this home offers both privacy and convenience in one exceptional package. The welcoming bungalow-style exterior opens to a spacious, modern interior filled with upgrades throughout, including soaring ceilings, tall doors, premium windows, designer lighting, custom Bali window shades, huge closets, and a downstairs laundry room. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, with the main living areas and bedrooms located on the first floor, while the upstairs bonus room provides incredible flexibility as a guest suite, media room, office, or additional living space. The gourmet kitchen features a massive island, quartz countertops, stylish backsplash, range hood, and walk-in pantry, all overlooking the open living and dining spaces, making it ideal for entertaining and everyday living. Step outside to the covered rear porch and enjoy the fenced backyard with no rear neighbors and room for a future pool. Additional highlights include fully paid-off solar panels and a whole-home water filtration system, both to be paid off by the seller at closing. Conveniently located near Hamlin Town Center, SR-429, Walt Disney World, Orlando International Airport, shopping, dining, and major attractions, this home is zoned for Hamlin Elementary, Hamlin Middle, and Horizon West High School. This is Florida living at its finest.

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    Listing is courtesy of: HOMEVEST REALTY

  • 17126 ARROWHEAD BLVD, WINTER GARDEN, FL - MLS# O6409499

    ARROWHEAD LAKES - O6409499 - 17126 ARROWHEAD BLVD, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $565,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Florida Lake Front Charm. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Spring Fed Lake. A2 zoning. A+ schools. No HOA. Established Neighborhood. New Roof and Soffits Sept. 2025, New Exterior Paint Sept 2025, Refrigerator 2024, Dishwasher 2024. Owner is in the process of moving. Estate sale in progress and deep cleaning will be done before closing.

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    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO

  • 13023 INKWELL ALY, WINTER GARDEN, FL - MLS# O6409443

    STOREY GROVE - O6409443 - 13023 INKWELL ALY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $515,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Imagine stepping onto your covered front porch on a crisp morning, surveying the tree-lined street beyond, then entering this charming bungalow where an open floor plan and abundant natural light immediately welcome you home. Updated flooring throughout main floor, neutral paint tones, and move-in ready condition invite you to settle in without delay. The open kitchen anchors the heart of daily life, featuring stone countertops, pendant lighting, a large center island, built-in pantry, custom tile backsplash, and stainless steel appliances that make cooking effortless. High ceilings and oversized closets enhance the sense of space and practicality at every turn. Tile flooring flows smoothly through the kitchen, dining area, great room, entry foyer, and bathrooms, while carpet softens the primary bedroom and bedrooms. Built-in shelving and a customer built-in drop zone provides smart storage solutions throughout. The upgraded stair railing guides you upstairs, where the convenience of upstairs laundry with washer/dryer in-unit eliminates trips between floors. Energy efficient windows frame views of the dry pond, open green space, and tree-lined surroundings—and on clear nights, Disney fireworks paint the sky in the distance. Outside, a screened lanai extends your living space into a protected retreat, while a fenced backyard with vinyl fencing offers privacy and security. The detached garage features rear-facing placement and alley access for convenience, plus remote-controlled entry and a Ring video doorbell for modern security. Central air conditioning, forced air heating, water heater, and ceiling fans ensure year-round comfort. Asphalt shingles cap the roof, completing a well-maintained exterior. This Winter Garden home sits close to Waterspring Elementary and Horizon High School, near Summerlake Park, and within reach of Walt Disney World Resort. Community pool access within a short distance rounds out the lifestyle. Schedule your showing today and discover where your next chapter begins.

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    Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  • 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL - MLS# O6409038

    WESTFIELD LAKES - O6409038 - 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $1,039,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended

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    Listing is courtesy of: CLOCK TOWER REALTY

  • 15031 PURPLE MARTIN ST, WINTER GARDEN, FL - MLS# O6404626

    SUMMERLAKE PD PH 3B - O6404626 - 15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $799,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Horizon West is one of Central Florida's most exciting places to call home, located just 8 miles from Walt Disney World and close to everything Orlando has to offer! This spacious 5-bedroom, 3-bath, 3-car tandem garage residence, is ideally situated on an oversized corner lot, offering the perfect blend of space and functionality. Plenty of room for your dream pool and outdoor kitchen. Inside, this 3318 SqFt floorplan offers an abundance of room for living and entertaining. BONUS...there is also a designated office, guest room and full bath downstairs, and a spacious upstairs loft. Recent improvements include brand new kitchen cabinets, new office cabinetry, a new dishwasher, and a new oven installed 2025. The spacious layout, combined with the oversized lot, provides endless potential both inside and out. Residents enjoy access to a variety of community amenities, including a community pool, scenic dock, beautiful lakes throughout the neighborhood, basketball courts, tennis courts, and a large community park/playground. Located within a top-rated school district and just a couple blocks from Summerlake Elementary School, this home is also minutes from some of Horizon West's most popular attractions including PopStroke, Urban Air Adventure Park, Cinepolis Cinemas, along with shopping, dining, entertainment, fitness centers, and everyday conveniences. With its unbeatable location near Walt Disney, and spacious layout, this home is a fantastic opportunity in Horizon West!

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    Listing is courtesy of: REALTY HUB

  • 16746 TURTLE HATCH DR, WINTER GARDEN, FL - MLS# O6406556

    WATERSIDE/JOHNS LK-PH 1 - O6406556 - 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $1,265,000 | Single Family Home | 6 beds | 4.5 baths | 3 gar

    Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities

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    Listing is courtesy of: CLOCK TOWER REALTY

  • 16217 LAKE JOHNS CIR, WINTER GARDEN, FL - MLS# O6409098

    LAKE JOHNS SHORES - O6409098 - 16217 LAKE JOHNS CIR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $1,200,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar

    16217 Lake Johns Circle is a rare modern farmhouse retreat where luxury, craftsmanship, and family-centered design come together in extraordinary fashion. Positioned on a quiet cul-de-sac of only 15 homes with no HOA, this fully reimagined Winter Garden residence offers front-porch views toward Johns Lake and backs to protected green space, creating a setting that feels private, peaceful, and deeply connected to nature. Completed in 2025, the home underwent an extensive renovation and expansion with remarkable attention to detail and quality. Unlike typical luxury renovations, much of the craftsmanship was personally completed by the homeowners themselves-resulting in a residence that feels intentionally built rather than simply remodeled. Inside, the home unfolds with warm modern farmhouse design, engineered hardwood flooring throughout, soaring ceilings, custom millwork, curated lighting, and expansive gathering spaces designed for both everyday living and elevated entertaining. The chef's kitchen serves as the architectural centerpiece of the home, featuring professional-grade appliances, custom cabinetry, quartz surfaces, a hidden butler's pantry, beverage station, and an oversized gathering island wrapped in authentic character and texture. The floorplan was thoughtfully designed to accommodate multigenerational living and large gatherings with uncommon flexibility. Unique design moments include custom built-in bunk spaces, a secondary bedroom designed with three built-in beds, and a truly exceptional owner's retreat featuring vaulted ceilings, a private sitting area, spa-inspired bath, oversized custom closet room, and peaceful views toward Johns Lake. The upstairs loft creates an additional lifestyle space ideal for media, gaming, reading, or relaxation, while the nearly 1,500-square-foot insulated garage/workshop offers incredible versatility for vehicles, boats, hobbies, fitness, or storage. Major infrastructure improvements completed in 2025 include a new roof, new HVAC systems, new windows, new plumbing, tankless water heater, septic system, and extensive mechanical upgrades. Located minutes from Downtown Winter Garden, Oakland, the West Orange Trail, and major roadways, this is a rare opportunity to own a highly customized modern farmhouse retreat in one of Central Florida's most desirable lifestyle corridors.

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    Listing is courtesy of: HOMEFIRST REAL ESTATE

  • 14246 CREEKBED CIR, WINTER GARDEN, FL - MLS# O6409378

    BRADFORD CRK PH I - O6409378 - 14246 CREEKBED CIR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $675,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    BEAUTIFUL HOME… AMAZING OPPORTUNITY… THIS HOME IS A MUST SEE!!! Welcome to this stunning one-story residence offering 4 spacious bedrooms and 3 full baths, perfectly designed for both comfort and style. From the moment you step inside, you’ll be greeted by hardwood floors and soaring high ceilings throughout—with NO CARPET—creating a bright, open, and inviting atmosphere. The heart of the home is the grand open-concept living area, ideal for entertaining. The gourmet kitchen boasts a large island-style breakfast bar with beautiful granite countertops, a stylish modern backsplash, stainless steel appliances, a double oven, and a walk-in pantry. Seamlessly flowing into the family room and dining area, this space is perfect for hosting gatherings or enjoying cozy nights in. Step outside to your very own sparkling private backyard oasis, complete with a screened lanai—ideal for relaxing, dining al fresco, or enjoying Florida’s sunny lifestyle year-round. The luxurious owner’s suite features high ceilings, a spa-inspired bath with a soaker tub, his-and-hers vanities, an oversized walk-in shower, and an expansive walk-in closet that will exceed expectations. A front room with 15-foot ceilings offers flexibility as a bedroom, office, yoga or art studio, playroom, or game room—tailored to fit your lifestyle. Location, Location, Location! Just minutes from Winter Garden Village, you’ll enjoy premier shopping, dining, and year-round community events. Only a mile away is the vibrant Downtown Historic Winter Garden, home to the ever-popular Farmer’s Market, unique boutiques, and the scenic West Orange Trail for walking, biking, and jogging. Easy access to major commuter routes ensures convenience while preserving the charm of this highly desirable area. ? This home offers the perfect blend of luxury, functionality, and location. Don’t miss the chance to make it yours—schedule your private showing today!

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    Listing is courtesy of: LEGACY PLUS REALTY

  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL - MLS# S5150274

    ORCHARD HILLS PH 2 - S5150274 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $680,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors refresh up the living space.

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    Listing is courtesy of: AROD PARTNERS REALTY

  • 10264 LOVE STORY ST, WINTER GARDEN, FL - MLS# O6409005

    STOREY GROVE PH 1B-2 - O6409005 - 10264 LOVE STORY ST, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $900,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Welcome to this exceptional 5-bedroom, 3-bath residence offering luxury, comfort, and unbeatable location. Situated on a private conservation lot with no rear neighbors, this home features a stunning saltwater pool, spacious screened lanai, and a fully fenced backyard designed for relaxation and entertaining. Enjoy nightly Disney fireworks and beautiful sunset views right from your own backyard. Inside, you’ll find elegant upgrades including luxury vinyl plank flooring with a warm oak finish, high-end details, and custom woodwork throughout. The thoughtful layout includes a private downstairs office, a first-floor guest suite with full bath, and a large upstairs bonus room offering flexible living space for any lifestyle. A three-car garage provides ample parking and storage. Located in a highly sought-after community with resort-style amenities—pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Zoned for top-rated Water Spring schools, including walking distance to Water Spring Elementary and proximity to Horizon West High School. Just minutes from Disney, SR-429, Flamingo Crossings, dining, and shopping.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 11803 SHINE VIEW LN, WINTER GARDEN, FL - MLS# O6407993

    WATERLEIGH - O6407993 - 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $781,186 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has upgraded stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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    Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL - MLS# O6408835

    OAKLAND PARK - O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $1,725,000 | Single Family Home | 6 beds | 5.0 baths | 3 gar

    One or more photo(s) has been virtually staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

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    Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC

  • 1692 HIGHBANKS CIR, WINTER GARDEN, FL - MLS# O6408620

    ROPER RESERVE - O6408620 - 1692 HIGHBANKS CIR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $760,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Located in the highly desirable Roper Reserve gated community, this beautifully maintained 4-bedroom, 3.5-bath home offers the perfect combination of comfort, space, and privacy. Situated on a premium lot with peaceful pond and conservation views, enjoy no rear neighbors and a tranquil setting just minutes from everything Winter Garden has to offer. The home features an open-concept layout with a newly upgraded kitchen showcasing quartz countertops, new cabinetry, stainless steel appliances, a large center island, and an oversized walk-in pantry. Upstairs, the oversized 4th bedroom/loft offers endless potential as a guest suite, game room, office, media room, or additional living space. Additional highlights include a formal dining area, spacious living areas, and a 3-car split garage. Conveniently located near top-rated schools, shopping, hospitals, major highways, Downtown Winter Garden, and just a short drive to Walt Disney World Resort. Community amenities include a fitness pavilion, playground, and direct access to the West Orange Trail.

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    Listing is courtesy of: VESTI LLC

  • 14451 WINDSOR HALL WAY, WINTER GARDEN, FL - MLS# O6408731

    LAKE HANCOCK PRESERVE - O6408731 - 14451 WINDSOR HALL WAY, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $510,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Move-in ready and perfect for today’s busy family lifestyle, this beautiful single-family home offers the space, comfort, and functionality young families are looking for! From the moment you arrive, you’ll love the welcoming covered front porch overlooking a peaceful pond — the perfect spot for morning coffee or evening relaxation. Inside, tall ceilings, durable laminate and porcelain tile flooring, and an open-concept layout create a bright and inviting feel. The spacious living room features a decorative fireplace and flows seamlessly into the kitchen, complete with a large island with pendant lighting, walk-in pantry, and plenty of room for family meals, homework time, and entertaining friends. The split-bedroom floor plan provides added privacy for parents, while the primary suite offers serene pond views, a large walk-in closet, and an ensuite bath with double sinks, garden tub, and walk-in shower. Thoughtful everyday features include a drop zone at the garage entry, inside laundry room with oversized storage closet, ceiling fans throughout, and a rear-entry garage. Out back, enjoy a covered and screened porch plus a privacy-fenced yard with room to play, grill, and gather. Comfortable, functional, and truly move-in ready — this home is ready to fit your family’s next chapter!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 17124 BEACHGRASS ALY, WINTER GARDEN, FL - MLS# O6408024

    LAKE STAR AT OVATION - O6408024 - 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $559,990 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Under Construction. Welcome to 17124 Beachgrass Alley, in Winter Garden, Florida: a new construction home built by M/I Homes, offering 1,983 square feet of thoughtfully designed living space. This home features a well-crafted floorplan combining quality design with everyday functionality. This home features 3 bedrooms, 2.5 bathrooms, an open-concept living space perfect for daily living and entertaining, a lanai, and a 2-car rear-load garage This home showcases an open-concept living space that creates a seamless flow between the family room, kitchen, and dining area, making it ideal for both relaxed evenings and hosting guests. The floorplan is designed with intention, ensuring each room serves a clear purpose while maintaining a cohesive feel throughout. Upstairs, the owner's bedroom offers a private retreat, complete with an en-suite bathroom and walk-in closet for added convenience. The overall layout reflects a commitment to quality design, with clean lines and functional spaces that make everyday living comfortable. Situated in a desirable Winter Garden neighborhood, this home benefits from proximity to parks and outdoor recreation areas, providing easy access to green spaces for families and individuals alike. The surrounding neighborhood offers a welcoming atmosphere with well-maintained streets and a sense of connection to the outdoors.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 17106 BEACHGRASS ALY, WINTER GARDEN, FL - MLS# O6407735

    LAKE STAR AT OVATION - O6407735 - 17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $799,990 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    **Model Home for Sale** Step inside the Jensen model home and experience a thoughtfully designed space that blends modern style with everyday livability. This two-story home welcomes you with a bright, open-concept first floor where the family room, dining area, and kitchen flow together effortlessly—perfect for hosting friends or enjoying a relaxed night in. The kitchen is the heart of the home, showcasing crisp white cabinetry, sleek hardware, built-in stainless steel appliances, and an oversized island with seating that’s ideal for casual meals and entertaining. Designer pendant lighting and light wood-look flooring add warmth and sophistication throughout the main living space. Upstairs, the private owner’s suite creates a peaceful retreat, complete with tray ceiling detail, a spacious walk-in closet, and a well-appointed en-suite bath. Two additional secondary bedrooms, a full hall bath, and an conveniently located laundry room make the second floor both functional and comfortable. At the back of the home, the covered lanai extends your living space outdoors and creates the ultimate entertaining zone. Wood-plank ceilings, a ceiling fan, built-in grill area, and a spa-style hot tub set the stage for relaxing evenings and weekend gatherings in true Florida style. With its charming exterior, rear-load garage, and designer finishes throughout, the Jensen model home perfectly reflects the lifestyle waiting for you at Lake Star at Ovation.

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 46 W VINING ST, WINTER GARDEN, FL - MLS# O6408720

    ELLMAN PARK - O6408720 - 46 W VINING ST, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $569,900 | Single Family Home | 3 beds | 2.0 baths | 2 car

    Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

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    Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY

  • 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL - MLS# O6408574

    SIGNATURE LAKES PH 3B-4, 3B-5 - O6408574 - 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $628,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this beautiful residence located in the highly sought-after Independence community (Signature Lakes) in Winter Garden! This spacious two-story home features 4 bedrooms and 3.5 bathrooms with a thoughtfully designed layout ideal for comfortable everyday living. The primary suite is conveniently located on the first floor, while three additional bedrooms upstairs provide flexibility and privacy for family or guests. Inside, you’ll find a bright and open floor plan with upgraded vinyl flooring throughout the entire home, offering both durability and a modern aesthetic with no carpet anywhere in the house. The kitchen opens seamlessly to the living and dining areas, creating an inviting atmosphere perfect for entertaining and daily living. A downstairs laundry room and generous living spaces add to the home’s functionality and appeal. Located within close proximity to top-rated schools, scenic walking trails, parks, and resort-style community amenities including pools, clubhouses, fitness centers, playgrounds, tennis courts, and lake access. The HOA includes cable TV, high-speed internet, and community maintenance, with no CDD fees. Currently tenant occupied, this property presents an excellent opportunity for both investors and owner-occupants. Tenants are willing to vacate, offering flexibility for buyers seeking either immediate rental income or a future primary residence in one of Winter Garden’s most desirable master-planned communities.

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    Listing is courtesy of: TOPSKY REALTY INC

  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL - MLS# O6407413

    ENCORE AT OVATION - O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $520,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 12597 Encore at Ovation Way in the highly desirable Winter Garden area! This beautifully designed home is located in a sought-after gas community and offers a modern open-concept layout perfect for everyday living and entertaining. Enjoy easy maintenance and a stylish look with no carpet throughout the main living areas. The spacious kitchen features upgraded finishes, ample cabinetry, and a large island overlooking the living and dining spaces. Conveniently situated near shopping, dining, major highways, and Disney attractions, this home is also zoned for highly rated schools, making it an excellent choice for both homeowners and investors alike. Experience comfort, convenience, and one of the best locations Winter Garden has to offer!

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    Listing is courtesy of: INTEREALTY SERVICE





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