Winter Garden Single Family Homes for sale by Neighborhood

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

View all Winter Garden Single Family Homes for Sale

ACREAGE & UNREC homes for sale ALEXANDER RDG homes for sale
ALEXANDER RIDGE homes for sale AVALON ESTATES homes for sale
AVALON RDG 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 02 homes for sale BRONSONS LNDGS F & M homes for sale
CANOPY OAKS PH 1 homes for sale COUNTRY LAKES homes for sale
COVINGTON CHASE homes for sale CYPRESS RESERVE PH 1 homes for sale
DEL WEBB OASIS homes for sale DEL WEBB OASIS PH 3 homes for sale
ENCLAVE/HAMLIN homes for sale ENCORE AT OVATION homes for sale
ENCORE/OVATION PH 1 homes for sale ENCORE/OVATION-PH 3 homes for sale
ESTS/LAKEVIEW PRESERVE homes for sale FULLERS XING PH 03 A-G homes for sale
G T SMITH SUB 3 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 HAWKSMOOR PH 4 homes for sale
HICKORY HAMMOCK homes for sale HIGHLAND RIDGE homes for sale
HIGHLANDS/SUMMERLAKE GRVS PH 2 homes for sale ISLAND POINTE SUB homes for sale
JOHNS LAKE POINTE homes for sale JOHNS LAKE POINTE A & S homes for sale
LAKE AVALON GROVES REP 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
OSPREY RANCH homes for sale OVERLOOK AT HAMLIN homes for sale
OXFORD CHASE homes for sale SERENADE AT OVATION 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 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-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 2C homes for sale
WESTHAVEN AT OVATION homes for sale WINCEY GROVES homes for sale
WINCEY GRVS PH 2 homes for sale WINDING BAY PH 1B homes for sale
WINDING BAY PH 3 homes for sale WINDWARD CAY 48 125 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

  • 6153 FLOWERING CHERRY BND, WINTER GARDEN, FL - MLS# G5112171

    AVALON WOODS - G5112171 - 6153 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $680,030 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community, in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 217 W BAY ST, WINTER GARDEN, FL - MLS# S5149527

    COOPER & SEWELL ADD - S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $1,495,000 | Single Family Home | 5 beds | 4.0 baths | 1 car

    LOCATION, LOCATION, LOCATION! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!

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    Listing is courtesy of: WATSON REALTY CORP.

  • 16783 TURTLE HATCH DR, WINTER GARDEN, FL - MLS# O6404708

    WATERSIDE/JOHNS LK-PH 1 - O6404708 - 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $1,200,000 | Single Family Home | 5 beds | 5.5 baths | 2 gar

    An exceptional expression of refined living, this luxury estate is nestled within the exclusive gated enclave of Waterside at Johns Lake in Winter Garden. Boasting 5 bedrooms and 5.5 baths, this impeccably designed residence showcases a seamless blend of sophistication and comfort. The expansive open-concept layout is enhanced by elegant wood plank tile flooring throughout the main level and anchored by a chef-inspired gourmet kitchen, thoughtfully appointed for both everyday living and upscale entertaining. The lavish primary suite serves as a private sanctuary, featuring a spa-caliber bath and an oversized walk-in closet designed to impress. Step outside to your own resort-style retreat, where a screened-in pool and spa create the perfect setting for relaxation, complete with a dedicated pool bath for added convenience. The upper level offers a versatile bonus room along with a private guest suite, providing ideal accommodations for visitors or multigenerational living. Distinguished features include a 3-car garage, stately slate tile roof, charming courtyard entry, and a fully integrated irrigation system—every detail curated for both elegance and ease. Residents enjoy access to an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, community pool, fishing dock, scenic walking paths, parks, and playgrounds. Perfectly positioned just minutes from the charm of Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and Horizon West, with convenient access to major thoroughfares and Central Florida’s premier attractions

    Contact Yellowkey Agent

    Listing is courtesy of: SIERRA REALTY GROUP LLC

  • 5460 BOWMAN DR, WINTER GARDEN, FL - MLS# O6402308

    OVERLOOK AT HAMLIN - O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $625,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar

    **Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY

  • 921 BENDING OAK TRL, WINTER GARDEN, FL - MLS# O6405328

    OAKS/BRANDY LAKE 01 REP A & B - O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $575,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.

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    Listing is courtesy of: LPT REALTY, LLC

  • 9827 BEACH PORT DR, WINTER GARDEN, FL - MLS# O6405480

    WATERLEIGH PH 2C-2 & 2C-3 - O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $1,374,990 | Single Family Home | 5 beds | 3.5 baths | 3 gar

    Perfectly positioned on a premier waterfront lot just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where crown molding and wainscoting elevate the home throughout. The gourmet kitchen is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a custom California Closet system and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a rain shower. Spacious secondary bedrooms all offer walk-in closets, with two connected by a Jack-and-Jill bath, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with epoxy flooring and hanging storage racks, a whole-house generator, new 80-gallon water heater, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, summer kitchen, fire pit, screened enclosure, outdoor surround sound speaker system, upgraded lighting package, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ability to build a private dock on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.

    Contact Yellowkey Agent

    Listing is courtesy of: SERHANT

  • 15081 TEA TREE DR, WINTER GARDEN, FL - MLS# G5112081

    AVALON WOODS - G5112081 - 15081 TEA TREE DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $797,398 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.

    Contact Yellowkey Agent

    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL - MLS# O6404614

    LAKESIDE AT HAMLIN - O6404614 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $699,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    The property boasts a prime location with convenient access to SR 429 and Avalon Road, providing easy connectivity to Horizon West and downtown Winter Garden. The surrounding area continues to experience rapid growth, bringing an exciting mix of new restaurants, entertainment options, and highly rated public and private schools. Whether you are looking for a home that perfectly blends comfort, lifestyle, and location, or seeking an investment opportunity in one of Central Florida’s most sought-after and fast-growing areas, this property is an exceptional choice. Water view home, Davis model, Awesome location in the heart of Horizon West right off the 429 at Independence and Avalon. This 4-2.5 with 2802sf sits right across the street from large pond so you can enjoy sitting on your front porch and take in the scenery. Inside, open floor plan, great room and dining look into the gourmet kitchen, with built in oven, built in cooktop and stove hood. Sink island with breakfast bar. Beautiful tiled back splash, crown molding with white granite counters on white cabinets. First floor master bedroom, large walk-in closet, dual sinks, separate toilet, separate shower and stand alone tub. Second floor has bedrooms 2, 3, and 4 each have walk in closets. Laundry room upstairs with washer and dryer and hall bath. Front large loft through door is 14x20. Off the kitchen is back door to back covered porch and covered walk to garage. This home has 2 ac units for more efficiency, and fiber optic cable and lawn care is included. This community is right near the 429 exit at Independence, near the hospital and tons of new shops and restaurants.

    Contact Yellowkey Agent

    Listing is courtesy of: SPRING REALTY ONE LLC

  • 1968 PANTHEON DR, WINTER GARDEN, FL - MLS# O6404386

    ALEXANDER RDG - O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $529,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautifully maintained home in the Heart of Winter Garden! Located in the highly sought-after neighborhood of Alexander Ridge, this single story Craftsman-style home embodies the feeling of a peaceful family community, with its stone-covered columns and a welcoming front porch. Continuing through the wide foyer you'll find a den/flex room, well-suited for a home office or playroom. The upgraded kitchen with thick quartz countertops, 42” solid wood cabinets, and a large island, is open to the dining and family rooms, making it ideal for entertaining. At the end of the day, the expansive owners' suite is a true retreat, featuring a massive walk-in closet, dual vanities, a soaking tub, and a large upgraded walk-in shower. Set apart from the Owners' suite, you'll find the two additional bedrooms, a tasteful guest bath, and the spacious laundry room. Step outside to the relaxing covered and screened lanai, perfect for enjoying the evening breezes in privacy. Situated in a fantastic community with a neighborhood park, gazebo, miles of trails, and a refreshing pool, you'll be just minutes from the best of Hamlin and Winter Garden—shopping, dining, and top-rated schools. Although the serenity feels like its own little world, you're only a short drive to Disney World®, Universal Studios® and all the attractions Central Florida has to offer. Don’t miss this incredible opportunity—schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: KUNKLE REALTY GROUP

  • 16754 OAKBORO ST, WINTER GARDEN, FL - MLS# O6404652

    WATERLEIGH PH 3B 3C 3D - O6404652 - 16754 OAKBORO ST, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $558,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to the highly sought-in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 3 full and one a half bathrooms,, and approximately 2,477 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has to offer. Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!

    Contact Yellowkey Agent

    Listing is courtesy of: SPRING REALTY ONE LLC

  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL - MLS# O6404599

    WATERLEIGH PH 2C-2 & 2C-3 - O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $689,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to the highly sought-after Cresswell model in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 4 full bathrooms, and approximately 2,840 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has . Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!

    Contact Yellowkey Agent

    Listing is courtesy of: SPRING REALTY ONE LLC

  • 17828 ADRIFIT, WINTER GARDEN, FL - MLS# O6405778

    WATERLEIGH - O6405778 - 17828 ADRIFIT, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $949,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Here’s a polished luxury style Zillow/MLS property description you can use: Welcome to this stunning waterfront residence located in one of Winter Garden’s most desirable communities. Situated on the largest lot in the neighborhood, this exceptional five bedroom home combines luxury, comfort, and modern design with breathtaking water views throughout the property. From the moment you enter, you are greeted by elegant custom finishes including designer wood wall panels, custom TV feature walls, integrated LED lighting, and high end details thoughtfully curated throughout the home. The spacious open concept layout creates the perfect atmosphere for both entertaining and everyday living. The gourmet kitchen overlooks the living room and offers beautiful panoramic water views, creating a bright and inviting space at the heart of the home. Large windows fill the property with natural light while seamlessly connecting the indoor and outdoor living experience. Upstairs, you will find a spacious media and TV room perfect for family gatherings, movie nights, or a private retreat. Adding a unique architectural touch, several bedroom entrances feature hidden doors that blend beautifully into the custom wall panel designs. Step outside to an oversized backyard with direct water views and a naturally sloped lot descending toward the water, creating the ideal setting for a future infinity edge pool and luxury outdoor oasis. The expansive outdoor space offers endless possibilities for entertaining, relaxation, and enjoying Florida living at its finest. This is a rare opportunity to own one of the most unique and upgraded homes in the community, offering premium lot positioning, designer upgrades, and incredible potential for outdoor expansion.

    Contact Yellowkey Agent

    Listing is courtesy of: KAZA REAL ESTATE LLC

  • 897 LANDRUM DR, WINTER GARDEN, FL - MLS# O6404632

    OAKLAND PARK - O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $899,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA LLC

  • 9231 GRAND ISLAND WAY, WINTER GARDEN, FL - MLS# O6405710

    LAKESIDE - O6405710 - 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $495,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious primary suite designed for privacy and relaxation. A versatile loft area upstairs provides additional flexibility, ideal for a home office, media room, or extra living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The kitchen is equipped with contemporary cabinetry, quality countertops, and modern appliances, offering both style and functionality. The home features ceramic tiles flooring in the main living areas for a sleek and modern look, while the carpeted bedrooms provide added comfort. Energy Star certification and enhanced insulation contribute to greater energy efficiency, helping reduce utility costs. Step outside to enjoy a charming front porch, perfect for relaxing and taking in the neighborhood ambiance. Residents of Watermark enjoy access to exceptional resort-style amenities, including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, and dining, this home is just a short 15-minute drive from Walt Disney World, making it an ideal location for both homeowners and investors. Don’t miss the opportunity to own a beautiful home in one of Horizon West’s most sought-after communities.

    Contact Yellowkey Agent

    Listing is courtesy of: ELITE INTERNATIONAL REALTY INC

  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL - MLS# O6402423

    LAKEVIEW POINTE/HORIZON WEST P - O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $545,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence in the coveted Lakeview Pointe community, where modern luxury meets unmatched convenience. This beautifully maintained 2,294 sq. ft. home is designed for effortless entertaining, featuring an expansive open-concept first floor where abundant natural light creates a warm and inviting atmosphere. The upgraded chef's kitchen is an absolute showstopper, boasting 42-inch white cabinets, a new KitchenAid dishwasher, and a convection range. It flows seamlessly into the main living spaces, making it the perfect centerpiece for both intimate family meals and lively gatherings. Step outside to your private screened patio—an idyllic outdoor oasis designed for relaxing in the Florida breeze year-round. Everyday practicality is beautifully elevated by a charming covered walkway leading to the detached 2-car garage, while the freshly painted exterior ensures striking curb appeal and long-term durability. Inside, experience a higher standard of living with custom built-in closets throughout, offering premium storage solutions rarely found at this price point. Best of all, you can end your evenings on the cozy front porch, the ultimate spot to unwind and take in the spectacular nightly Disney fireworks—a truly magical and unique feature that makes this house feel like home.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 13728 FOX GLOVE ST, WINTER GARDEN, FL - MLS# O6405142

    STONEYBROOK WEST UT 04 48 48 - O6405142 - 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $739,900 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    Welcome to 13728 Fox Glove St, a MOVE-IN READY luxury home on the 14th hole in the guard-gated golf community of Stoneybrook West in Winter Garden. This 5-bedroom, 3.5-bath home offers nearly 3,400 sq ft with soaring ceilings, abundant natural light, and an open-concept layout perfect for living and entertaining. Neutral tones create a bright, timeless feel throughout. Enjoy seamless indoor-outdoor living with dual sliding doors leading to an oversized covered lanai, screened pool, and stunning golf course views. Major updates include a NEW ROOF (2025), NEW UPSTAIRS AC (2025), and DOWNSTAIRS AC (2022). Community amenities include 24-hour security, golf, clubhouse, fitness center, resort-style pool, sports courts, playground, fishing pier, and Black Lake access with boat ramp. Convenient to Winter Garden Village, SR-429, and downtown Winter Garden. TOP RATED SCHOOLS! Call today!

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    Listing is courtesy of: CRYSTAL CLEAR REALTY LLC

  • 7649 SILVER MEADOW ST, WINTER GARDEN, FL - MLS# G5112006

    HAMLIN MEADOWS AT HAMLIN - G5112006 - 7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $642,745 | Single Family Home | 5 beds | 4.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 602 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 13780 FRESH IVY ST, WINTER GARDEN, FL - MLS# O6403387

    DEL WEBB OASIS PH 3 - O6403387 - 13780 FRESH IVY ST, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $949,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!

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    Listing is courtesy of: WEMERT GROUP REALTY LLC





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