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WATERLEIGH PH 3B 3C & 3D - O6425489 - 16802 OAKBORO ST, WINTER GARDEN, FL 34787 Just Added on 07/21/2026 3:26PM
$500,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained, Laurel floor plan offers 3 bedrooms, 2 bathrooms, and an open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a breakfast bar, a walk-in pantry, and an adjoining dining area that flows seamlessly into the living room. Elegant ceramic tile extends throughout the main living areas, while the abundant natural light create a bright, inviting atmosphere. The private primary suite offers a generous walk-in closet and an ensuite bath with dual vanities and a large walk-in shower. Two additional bedrooms are thoughtfully positioned toward the front of the home, providing flexibility for guests, a home office, or hobbies. Enjoy Florida living year-round on the private brick-paver patio, with additional upgrades including an epoxy-coated garage floor, overhead storage racks, seamless gutters, upgraded front elevation with brick accents, and a rear-entry garage for enhanced curb appeal. Located in the Waterleigh master-planned community, residents enjoy resort-style amenities including multiple pools, fitness centers, walking trails, parks, playgrounds, sports courts, community gardens, and scenic lakes. Conveniently located near Horizon West, Hamlin Town Center, New Publix, shopping, dining, major roadways, Walt Disney World, and everything Winter Garden has to offer. Don't miss the opportunity to own this move-in-ready home in one of Central Florida's most desirable communities.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY
SILVERLEAF OAKS - O6426984 - 6258 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 Just Added on 07/21/2026 3:17PM
$434,490 | Townhouse | 3 beds | 2.5 baths | 2 gar
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This Farm-House townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Burlap cabinetry, a decorative tile backsplash, Lagoon quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, bathrooms, and laundry room, is finished with elegant tile for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC
HAMLIN MEADOWS AT HAMLIN - G5115376 - 17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 Just Added on 07/21/2026 2:32PM
$566,880 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC
AVALON WOODS - G5115369 - 6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 Just Added on 07/21/2026 1:44PM
$708,745 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
AMBERLEIGH 47/7 - O6426485 - 353 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 1 Day on yellowkey
$730,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home nestled within the highly sought-after gated community of Lake Amberleigh in the heart of Winter Garden. Offering 2,762 square feet of thoughtfully designed living space, this meticulously maintained residence combines timeless elegance with modern updates, making it the perfect place to call home. From the moment you arrive, you'll be captivated by the home's charming curb appeal, lush landscaping, and the peaceful ambiance that defines this desirable neighborhood. Inside, soaring vaulted ceilings and oversized windows fill the open-concept living areas with abundant natural light, creating a warm and inviting atmosphere ideal for both everyday living and entertaining. The spacious kitchen serves as the heart of the home, featuring modern appliances, abundant cabinetry, and generous prep space, all flowing seamlessly into the dining and living areas. Just beyond, the cozy family room offers a wood-burning fireplace, creating the perfect gathering spot for relaxing evenings with family and friends. The first-floor primary suite provides a private retreat with a spacious walk-in closet and a beautifully remodeled en-suite bathroom featuring a soaking tub and separate shower. Upstairs, three additional bedrooms offer plenty of space for family, guests, or a home office. All bathrooms throughout the home have been tastefully remodeled, and new luxury vinyl plank flooring adds style, durability, and a fresh contemporary feel. Step outside to your own private Florida oasis. The enclosed, solar-heated pool invites year-round enjoyment, while the expansive side yard overlooking the pond provides exceptional outdoor living space. A fenced garden area and beautifully landscaped grounds complete this tranquil backyard retreat. Major updates provide peace of mind for years to come, including a new roof (2022), a new pool screen enclosure (2021), and numerous additional improvements that enhance both comfort and value. Ideally located in the heart of Winter Garden, Lake Amberleigh offers convenient access to charming downtown shops and restaurants, top-rated schools, major highways, Orlando International Airport, and world-famous Walt Disney World and other Central Florida attractions. This exceptional home truly offers the perfect blend of comfort, style, and location. Don't miss your opportunity to own this incredible property. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC
OVERLOOK 2 AT HAMLIN - O6426321 - 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 2 Days on yellowkey
$1,250,000 | Single Family Home | 5 beds | 3.5 baths | 3 gar
This impressive 5-bedroom, 4-bath pool home offers more than 4,000 square feet of thoughtfully designed living space, combining comfort, functionality, and modern style. Built in 2019 and situated on a beautifully positioned lot with sidewalks and paved streets in the highly sought-after Hamlin community, the home welcomes you with a spacious paver driveway, covered entry, and professionally upgraded landscaping. Inside, a dramatic two-story foyer opens to elegant formal living and dining areas highlighted by soaring ceilings, architectural details, and a blend of upgraded ceramic tile and carpet throughout. The open-concept floor plan is perfect for both everyday living and entertaining, featuring a gourmet kitchen with upgraded cabinetry accented by crown molding, granite countertops, stainless steel appliances, a center island, butler’s pantry, and a bright breakfast nook that flows seamlessly into the expansive two-story family room. Additional flexible living spaces include a private study or media room and a spacious loft, ideal for a home office, playroom, or secondary living area. The private first-floor primary suite offers a peaceful retreat with a spacious ensuite bath and generous walk-in closets, while the additional bedrooms provide ample space for family, guests, or multi-generational living. Step outside to your own tropical oasis, where a custom pool and spa, fully equipped outdoor kitchen, and beautiful water views create the perfect setting for relaxing or entertaining. Residents of this resort-style community enjoy exceptional amenities, including a clubhouse overlooking Lake Hancock, a community pool, fitness center, playground, amphitheater, walking and biking trails, canoe access, and a vibrant calendar of social events. Conveniently located just off SR-429, this exceptional home provides easy access to downtown Orlando, premier shopping, dining, and entertainment.
Listing is courtesy of: CORCORAN PREMIER REALTY
EMERALD RIDGE - O6426519 - 1830 MORNING SKY DR, WINTER GARDEN, FL 34787 2 Days on yellowkey
$465,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to the gated Emerald Ridge neighborhood that is conveniently located near the 429, Turnpike, shopping and restaurants in Winter Garden, Horizon West and Windermere as well as the charming downtown Winter Garden Plant Street and all of the local activities it brings. Cool off in the COMMUNITY POOL and enjoy staying active on the sidewalks that run throughout the neighborhood. This home has an OPEN FLOOR PLAN that greets you as soon as you enter. The spacious living room has nice natural lighting and opens to the eat-in kitchen which was recently remodeled. You’ll find NEW CABINETRY with soft-close doors, a TILE BACKSPLASH and STAINLESS STEEL appliances. The WALK-IN PANTRY is a dream as it gives storage space for kitchen wares and laundry needs. Sliding doors open to the SCREENED PATIO so you can enjoy the evening breeze. There’s a SPACIOUS LOFT upstairs which makes for a fantastic 2nd living room, home office, play space, or home gym. The primary suite in this model is extra large giving room for a sitting area! The WALK-IN CLOSET offers plenty of space to keep your wardrobe organized and the en-suite bathroom has a garden tub and separate shower. The secondary bedrooms share a hall bathroom. The ROOF, AC, AND WATER HEATER WERE REPLACED IN 2018. Additional upgrades include CROWN MOLDING and canned lighting throughout the home.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY
HAMLIN RESERVE - O6425356 - 15372 SUGAR CITRUS DR, WINTER GARDEN, FL 34787 2 Days on yellowkey
$750,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Virtually Staged. CUSTOM, Like-New HOME with a large fenced-in yard in the heart of WinterGarden’s highly sought after Hamlin/Horizon West area. This home features the most desired floor plan built by the custom builder - Ashton Woods homes. It features 4 Bedrooms, 3.5 Baths, office, formal dining/flex space, 2 story impressive great room that you must see in person, a wrap-around full lanai with nice private backyard views. On the main level is the office with french doors, flex space/dining room, a Grand Gourmet Kitchen with butlers pantry that has every upgrade imaginable: custom cabinets, Stainless appliances, quartz counters, custom tile backsplash, whole home water filtration, and wood plank floors. The open layout kitchen with dine-in island flows into the expansive 2 story great room which has nice views of the expansive backyard. You can enjoy the perfect space to spend time with family and friends under the expanded, extended screened, wrap around Lanai with plenty of space to enjoy time with friends and family. Upstairs you’ll find the 3 secondary bedrooms and baths. The large primary suite features plenty of windows, dual vanities, a frameless glass shower with designer tile work, and large walk in closets. Other notable features include: large fenced yard, whole home water filtration, and more. Located in a highly desired community with resort style pool and splash pad, plenty of amenities, parks, walking trails, lakes and more. This sought-after Horizon West community is part of one of the fastest growing communities in the country with shopping, restaurants, movie theater, high rated schools, parks and a hospital all a short distance to the home. The community has easy access to FL-429, FL turnpike and Disney is only 15 minutes away! Downtown Orlando is 25 minutes so a quick commute to about anywhere you would want to go.
Listing is courtesy of: FL PRO BROKERS LLC
WATERMARK PH 4A - S5154027 - 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 3 Days on yellowkey
$859,990 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to this exceptional corner-lot home with a premium lot in the highly sought-after Watermark community of Horizon West, Winter Garden! This beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, plus a spacious bonus room that can easily serve as a 5th bedroom, home office, media room, or playroom. Designed for both comfort and entertaining, the open-concept floor plan is filled with abundant natural light and features a stunning gourmet kitchen with an oversized island, perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the covered lanai, creating the ideal indoor-outdoor Florida lifestyle. The luxurious primary suite offers a private screened balcony, providing the perfect place to enjoy your morning coffee or unwind after a long day. Step outside to a generously sized, fully fenced backyard offering exceptional privacy and endless possibilities to design your dream outdoor oasis, whether you envision a custom pool, summer kitchen, or beautiful garden. Additional upgrades include a whole-home water softener system, epoxy flooring in the oversized two-car garage, and numerous thoughtful features throughout the home. Located within walking distance to top-rated schools and just minutes from shopping, dining, entertainment, major highways, Disney theme parks and everything Horizon West and Winter Garden have to offer, Watermark also features outstanding resort-style amenities for residents to enjoy year-round. This is more than just a home—it’s a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.
Listing is courtesy of: MARCILLO REAL ESTATE LLC
WATERMARK PH 1B - G5115256 - 14681 SETON CREEK BLVD, WINTER GARDEN, FL 34787 3 Days on yellowkey
$815,000 | Single Family Home | 3 beds | 3.0 baths | 2 gar
WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property, located in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with a large bonus room / half bath as well as an oversized living room. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. SunPower 2KW 6-Panel solar system that is owned outright. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!
Listing is courtesy of: SUNSHINE LIFE REALTY LLC
SUMMERLAKE PD PH 3B - O6425221 - 15101 PURPLE MARTIN ST, WINTER GARDEN, FL 34787 4 Days on yellowkey
$519,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to this well-maintained, move-in-ready two-story home in the sought-after Summerlake community of Horizon West at Winter Garden. Low-maintenance living with HOA-included lawn care. Beautiful home featuring living space with 3 bedrooms, 2.5 bathrooms, 1 versatile main-level den/office/flex room, 2-car garage and covered patio. A-rated school zone. The functional open floor plan features a modern kitchen that flows into the dining and living areas. Downstairs main-level den/office is ideal for remote work, guests, or a home gym. Upstairs spacious primary suite with en-suite bath. Two additional bedrooms upstairs. Covered patio. Summerlake is an amazing Resort-Style Lifestyle community amenities including a resort-style pool with splash pad, clubhouse with lake views, state-of-the-art fitness center, tennis & basketball courts, zipline, dog park, playgrounds, sports fields, walking trails, and more. Conveniently located in the heart of Horizon West, minutes from Orange County National Golf Center, Hamlin Town Center (shopping, dining, cinema), Winter Garden Village, major highways (SR 429, 535, US 192), Walt Disney World, and Universal Orlando. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC
SERENADE AT OVATION - G5115242 - 13043 SERENE GLADE RD, WINTER GARDEN, FL 34787 4 Days on yellowkey
$589,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Virtually Staged. Welcome to your Newbury model home! This Dream Finders Home is a 4-bedroom, 3-bathroom that offers 2,083 square feet! This PREMIUM CORNER LOT next to conservation area and Lake View from primary suite. This home has a beautifully upgraded living space in a desirable area of Winter Garden. The neighborhood of Serenade at Ovation offers Elevation C which is the upgraded elevation with a more desirable curb appeal that includes stone veneer. The heart of the home features a modern kitchen with upgraded cabinets, backsplash tile and stylish light fixtures extending into the breakfast nook. This lot is near the conservation area and lake view from primary suite window. Throughout the house, you'll find upgraded light fixtures and enhanced lighting in the living room, creating a warm and inviting atmosphere. Tile throughout the 1st floor was a BUILDER UPGRADE! This primary bathroom boasts upgraded faucets, tile, and cabinets! The wood grain adorns the staircase instead of traditional carpet for an elegant touch. Every window is dressed in upgraded wood blinds as a BUILDER UPGRADE, and fresh upgraded paint brightens all interior rooms. Practical upgrades include an enhanced sink and cabinet in the laundry room; plus, extra light sockets strategically placed in the living room and additional prewiring in the upstairs bonus room for your convenience. Upgraded utility sink and cabinets in laundry room on the 2nd floor. This thoughtfully upgraded home combines comfort, style, and functionality in a prime location. The attention to detail in every room, from the kitchen upgrades to the enhanced lighting throughout, creates a move-in ready property that's perfect for modern living. This neighborhood offers excellent connectivity with nearby transportation options and shopping conveniences. The proximity to quality educational facilities, including Horizon High School just minutes away, adds to the home's appeal. The area provides easy access to recreational opportunities, with Disney Theme parks and entertainment venues within a short drive. Brand New Publix, Miller's Alehouse in shopping plaza nearby. Enjoy Winter Garden's local history and charm! Bonus: includes high-speed fiber optic internet!. Home is currently rented through 10/31/2026 current rental rate is $3,000.00.
Listing is courtesy of: RE/MAX TITANIUM GROUP
OXFORD CHASE - O6426346 - 14779 MCCLANE RD, WINTER GARDEN, FL 34787 4 Days on yellowkey
$899,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar
Virtually Staged. Welcome to 14779 McClane Road! Set behind the gates of Oxford Chase, this one of a kind Mattamy home stands apart from anything else in the community. Five bedrooms, four baths, and 3,118 square feet of genuinely upgraded living on a lot that simply cannot be replicated. At the heart of it is a custom designed kitchen any chef would love to call their own. A dramatic waterfall edge stone island seats four beneath designer glass pendants, surrounded by crisp white cabinetry, a deep stainless farmhouse apron sink, a gas cooktop beneath a vented stainless chimney hood, and a full stainless double wall oven. It opens directly into the great room and flows to a formal dining room crowned by a tray ceiling, bay window, and cascading crystal chandelier. Large stone look tile runs continuously through every common area with no transitions and no compromises. The attention to detail carries throughout. Every bathroom features tile taken floor to ceiling in the shower surrounds, accented by a custom glass mosaic inlay band. The first floor primary offers privacy and generous proportions, while a main floor laundry room adds a deep storage closet, the kind of everyday storage that makes a home genuinely functional. Upstairs is where this floor plan gets extremely special. A spacious loft paired with its own full bathroom creates a genuine second living quarters, not a bonus room with a powder bath down the hall. Aging parents get real independence. Young adults returning home get privacy and dignity. An au pair, a long term guest, or a live in caregiver has a complete suite of their own. It is the kind of true multi generational layout families search for and rarely find. An oversized 3 car garage with an extra deep bay handles the vehicles, the workshop, and everything in between. Step outside and the setting speaks for itself. An oversized covered lanai opens onto a wide, open lawn with no rear neighbors and no homes across the way. The protected retention area means that openness is permanent, not a temporary view waiting to be built out. The yard is already pre wired for a pool, so your private resort is ready whenever you are. A walking trail sits just a short stroll from your door. And nearly every night, you can finish dinner on the lanai and watch Disney's fireworks light up the sky, visible from multiple vantage points throughout the home. The location may be the quietest luxury of all. SunRidge Elementary and SunRidge Middle are an easy walk from your front door. AdventHealth Winter Garden sits roughly five minutes away. Minutes in the other direction, the new $31 million Tucker Ranch wellness complex is bringing a teaching farm, botanical gardens, retreat center, and fitness trail system, joining the existing 200 acre nature preserve on Johns Lake with its kayak launch and miles of trails. Plant Street's restaurants and award winning Farmers Market, Winter Garden Village, and quick access to the 429 are all close at hand, with Orlando International Airport about 30 minutes out. Homes in Oxford Chase rarely come available, and lots like this one almost never do. Schedule your private showing today!
OAKLAND PARK - O6425976 - 944 KYLEE ALY, WINTER GARDEN, FL 34787 4 Days on yellowkey
$779,900 | Single Family Home | 4 beds | 4.0 baths | 2 gar
Under contract-accepting backup offers. Welcome to this exceptional 4-bedroom, 4-bath residence with a private office, expansive loft, and 2,831 square feet of beautifully designed living space in the highly sought-after McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. Perfectly positioned on a private corner end lot, this stunning home is complemented by a welcoming front porch and showcases timeless architecture, upscale designer finishes, and exceptional attention to detail. Step inside to discover soaring ceilings, abundant natural light, and beautiful white oak luxury vinyl plank flooring throughout the main living areas. A private office just off the foyer provides the ideal work-from-home space or flex room, while custom window treatments, plantation shutters, designer wallpaper, elegant accent walls, and custom built-ins create a warm yet sophisticated atmosphere. At the heart of the home, the gourmet chef's kitchen features custom cabinetry with upgraded hardware, quartz countertops, an oversized island with designer pendant lighting, a gas cooktop, custom vent hood, built-in wall oven, decorative tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room, where custom built-ins create the perfect gathering space for entertaining or relaxing. The thoughtfully designed floor plan includes a private first-floor guest suite with a full bath, ideal for guests or multigenerational living. Upstairs, an expansive loft offers flexible living space perfect for a media room, game room, or second family room. The luxurious primary suite is privately situated away from the secondary bedrooms and offers tray ceilings, designer accent walls, a spacious walk-in closet, and a spa-inspired en-suite bath featuring dual quartz vanities, a soaking garden tub, and a separate walk-in shower. Two additional upstairs bedrooms each feature walk-in closets, with one offering its own private en-suite bath, while another full bath serves the remaining bedroom and loft. Even the laundry room has been elevated with designer wallpaper, quartz folding countertops, and an included washer and dryer. Outside, the private corner homesite enhances both curb appeal and privacy, offering additional green space and a peaceful setting to enjoy the Florida lifestyle. Living in Oakland Park means embracing one of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market. With convenient access to Florida's Turnpike, SR-429, downtown Orlando, and Central Florida's world-famous attractions, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC
WATERLEIGH PH 3B 3C & 3D - O6425825 - 9152 SONOMA COAST DR, WINTER GARDEN, FL 34787 5 Days on yellowkey
$739,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest suite with a full bathroom, ideal for multigenerational living, overnight guests, or a home office. The spacious kitchen flows seamlessly into the dining and family room, creating the perfect setting for entertaining and everyday living. Upstairs, you’ll find a versatile loft that can serve as a media room, playroom, or second living area, along with the remaining bedrooms, including the spacious primary suite. Step outside to relax and unwind while enjoying the tranquil pond and conservation views from your backyard. Best of all, the HOA MAINTAINS the LAWN, allowing you to enjoy a low-maintenance lifestyle. Residents enjoy outstanding community amenities, including multiple resort-style swimming pools, a fully equipped fitness center with a play area, tennis courts, and more. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando’s world-famous attractions, this home offers the perfect blend of luxury, comfort, and convenience. Don’t miss this rare opportunity to own a home with stunning water and conservation views in one of Winter Garden’s most desirable communities!
Listing is courtesy of: INTOP REALTY LLC
STOREY GROVE PH 1B-3 - S5153929 - 15066 BOOK CLUB RD, WINTER GARDEN, FL 34787 5 Days on yellowkey
$410,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Storey Grove community in Winter Garden. Built in 2020, this modern residence offers approximately 1,717 square feet of thoughtfully designed living space with an open-concept floor plan, abundant natural light, and stylish finishes throughout. The spacious kitchen features stainless steel appliances, quartz countertops, and a large island overlooking the living and dining areas, making it ideal for everyday living and entertaining. The primary suite offers a generous walk-in closet and an elegant en-suite bathroom. Residents enjoy outstanding community amenities, including a resort-style pool, fitness center, clubhouse, playgrounds, walking trails, and parks. Conveniently located near Flamingo Crossings, Horizon West, Walt Disney World, major highways, shopping, dining, and top-rated schools. Don’t miss the opportunity to own this exceptional home in one of Winter Garden’s most sought-after communities!
Listing is courtesy of: LEVO REAL ESTATE LLC
JOHNS LANDING PH 01 44/47 - O6426152 - 706 STRIHAL LOOP, WINTER GARDEN, FL 34787 5 Days on yellowkey
$599,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Virtually Staged. BRAND NEW ROOF! This five-bedroom, three-and-a-half-bathroom residence sits in a gated community with a new roof and architectural shingles, offering security and peace of mind. The property combines thoughtful interior finishes with direct access to some of the area's most desirable outdoor recreation opportunities. Inside, the kitchen features stainless steel appliances and a custom tile backsplash above stone countertops, with a breakfast nook for casual dining. The primary suite includes a picture window and rich wood flooring, complemented by crown molding throughout the residence. The great room flows across ceramic tile and polished wood surfaces, while the formal dining room showcases gleaming wood floors. An upstairs loft with natural wood planks provides flexible space for an office, playroom, or media area. The laundry room features ceramic tile for easy maintenance and durability. A smart thermostat manages climate control efficiently throughout all living areas. The covered front porch creates an inviting entrance, and mature landscaping frames the property with established trees and plantings that provide natural privacy and curb appeal. The location offers exceptional convenience and recreation. You're minutes from Downtown Winter Garden, with easy connectivity to the Florida Turnpike for broader travel throughout Central Florida. The West Orange Trail is nearby for outdoor enthusiasts seeking biking and nearby paths, and the community boat ramp provides direct waterfront entry to John's Lake for boating and fishing. The Oakland Nature Preserve is close by, offering natural spaces to explore with nearby trails and wildlife viewing opportunities. Whether you're seeking waterfront recreation, trail connectivity, or proximity to local commerce and dining, this address delivers on multiple fronts. Schedule a showing today to experience this property and its neighborhood firsthand.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO
THE GROVE RESORT - S5153949 - 14501 GROVE RESORT AVE #1728, WINTER GARDEN, FL 34787 5 Days on yellowkey
$260,000 | Condo | 3 beds | 2.0 baths
** WOW** A rare opportunity to purchase a 7th (top) floor condo at the beautiful Grove Resort and Water Park! This 3-bedroom, 2-bathroom, with sleeper sofa, comes fully furnished and ready to go! Onsite management does all the work for you by obtaining bookings through major websites and travel companies, and whenever you want to stay just let them know and you can stay in your unit for up to 179 nights per year. Everything you need is in the unit, full kitchen, washer and dryer, dishes, linens, TV's in all rooms, screened-in balcony, and gorgeous view over the pond and Lake Austin! The Grove Resort has three pools located at The Springs Pools area, where the large hot tub is also situated! Nearby is the full service Valencia restaurant, and the 24/7 gym. A short walk down to Lake Austin brings you to a fishing dock, and you can also rent a swan paddle boat, or kayak!! The Surfari Water Park is a must for owners and guests! A large pool is central to the amenity, and there is a lazy river, water slides, a splash zone, the Flowrider surfing experience, and you can enjoy a meal or beverage at the Longboard Bar and Grill! For added fun pay a visit to Flip Flops games arcade which has over 6000 sf of games and a black light mini golf course!! If you need snacks or quick essentials, the Marketplace has food, drinks, Starbucks, and gifts!! The concierge located at the front desk area sells all park tickets and can arrange transportation to all the theme parks!!! The Grove Resort is a Disney Good Neighbor Hotel, so transportation is FREE every day to the Disney theme parks also!! Don't miss this one!!****
Listing is courtesy of: FLARE PROPERTIES LLC
WATERLEIGH PH 2B - O6426027 - 9561 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787 5 Days on yellowkey
$729,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a versatile flex room can serve as a home office, formal dining room, playroom, hobby space, or additional sitting area based on your needs. Wood-look tile extends across the first floor, where wide archways create an easy flow between the kitchen, casual dining area, and family room. The kitchen is anchored by a large island with seating and features white cabinetry, stainless steel appliances, a blue glass-tile backsplash, generous counter space, a walk-in pantry, and a cabinet-lined serving area. The refrigerator was replaced in July 2024, and the microwave was replaced in November 2023. The first-floor primary suite offers a comfortable retreat with a tray ceiling, multiple windows, and an en suite bath featuring dual vanities, a soaking tub, separate shower, and an exceptionally large walk-in closet. Upstairs, one secondary bedroom includes its own full bath, while two additional bedrooms share another full bathroom with dual sinks. The oversized loft provides adaptable space for media, recreation, work, or hobbies. A dedicated laundry room, powder bath, built-in drop zone cabinetry, and attached two-car garage add everyday convenience. Wi-Fi-enabled features include the refrigerator, washer, dryer, microwave, thermostat, garage door openers, Ring device, and two smoke detectors. The exterior was painted in August 2025, and the covered front porch, covered rear lanai, and grassy backyard provide additional space to relax outdoors. Waterleigh residents have access to amenities throughout every phase of the community, including four resort-style pools, three fitness centers, tennis courts, sand volleyball, mini-golf, multiple playgrounds, pavilions, and walking paths. Lawn maintenance is included with the HOA, allowing more time to enjoy the neighborhood and its convenient Horizon West location near SR-429, shopping, dining, and Central Florida attractions.
Listing is courtesy of: KELLER WILLIAMS CLASSIC
HICKORY HAMMOCK PH 2A - S5153907 - 15838 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787 5 Days on yellowkey
$1,219,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar
Welcome to luxury lakefront living in the gated community of Hickory Hammock at Johns Lake. Situated on an oversized homesite overlooking beautiful Lake Burnett, this exceptional 5-bedroom, 4-bathroom home with a 3-car garage and resort-style pool offers the perfect blend of elegance, comfort, and modern updates. From the moment you step inside, you'll be captivated by the rich hardwood floors that flow throughout the entire home, exquisite crown molding, and thoughtfully designed spaces. The versatile formal living room features a stunning accent wall, while the formal dining room and beautifully detailed staircase with decorative tile risers create an inviting atmosphere for entertaining. A first-floor bedroom and full bath offers exceptional flexibility for a variety of living arrangements while enjoying serene lake views. The fully updated gourmet kitchen is a chef's dream, featuring a large center island, double wall ovens, cooktop, pantry, new refrigerator, dishwasher, upgraded quiet garbage disposal, and seamless views into the spacious family room with custom solid wood built-in cabinetry. Through the expansive 8-foot glass slider, you'll discover your private outdoor oasis complete with a sparkling pool and spa, sunken gas fire pit, Covered Patio with remote screens and breathtaking lake views, and a gas stub already in place for a future outdoor kitchen or grill. The Second floor offers a generous loft provides additional living space, while the luxurious primary suite offers a private sitting area, a massive custom walk-in closet by The Container Store, and a recently renovated spa-inspired bath featuring dual vanities, adjustable lighted mirrors, marble accents, herringbone flooring, an oversized soaking tub, and a spacious walk-in shower. The upstairs laundry room is beautifully appointed with custom cabinetry, a solid wood folding counter, hanging bar, and designer tile accent wall. Bedroom three includes its own en-suite bath and walk-in closet, and the spacious second floor entertainment room showcases a Chicago brick accent wall and custom sliding barn door. Bedrooms four and five are equally inviting with designer finishes and custom closet systems. Surrounded by natural beauty and abundant wildlife, Hickory Hammock has it all. With a community resort pool with zero entry, clubhouse, fitness center, tennis courts, volleyball courts, playground & miles of walking paths around this lake community! This extraordinary property offers the tranquility of lakefront living while being conveniently located near major roadways, shopping, dining, and top-rated schools. This is more than a home—it's a lifestyle.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS
WATERLEIGH PH 3B 3C & 3D - S5153663 - 15929 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787 5 Days on yellowkey
$569,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the community pools, and inside are A1+ schools, so don't wait to come see your new home!
Listing is courtesy of: VALSTAR REALTY LLC
JEWEL HEIGHTS - O6425850 - 641 S BOYD ST, WINTER GARDEN, FL 34787 6 Days on yellowkey
$165,000 | Single Family Home | 2 beds | 1.0 baths
Exceptional Downtown Winter Garden Investment Opportunity! Located in one of the most desirable areas of Downtown Winter Garden, this property presents an outstanding opportunity to build your dream home or complete a substantial renovation in an area where redevelopment continues to thrive. The existing 1924 home is approximately 912 square feet with 2 bedrooms and 1 bathroom and is being sold AS-IS, with the value primarily in the location and land. Public records indicate a 5,024-square-foot lot zoned R. Enjoy the unmatched lifestyle that Downtown Winter Garden is known for, with convenient access to Plant Street's award-winning restaurants, boutique shopping, the weekly Farmers Market, Crooked Can Brewing Company, live entertainment, and the West Orange Trail. Whether you're a builder, investor, or buyer looking to create a custom home in one of Central Florida's most sought-after downtown districts, this is a rare opportunity to secure a property with tremendous potential in a location where new construction and beautifully renovated homes continue to command premium values. Don't miss your chance to invest in the future of Downtown Winter Garden!
Listing is courtesy of: BHHS FLORIDA REALTY
OVERLOOK AT HAMLIN - O6425792 - 7773 MINUTEMEN LOOP, WINTER GARDEN, FL 34787 6 Days on yellowkey
$875,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Welcome to this beautifully maintained 5-bedroom, 3-bath home with a dedicated office, offering the perfect blend of elegance, comfort, and functionality in the highly desirable Overlook at Hamlin community of Winter Garden. Thoughtfully designed for today's lifestyle, this spacious floor plan features a sought-after first-floor primary suite, providing a private retreat with convenience and flexibility. From the moment you enter, you'll appreciate the pride of ownership evident throughout. Gorgeous wood flooring flows through the main living areas, complemented by brand-new carpet and fresh interior paint for a truly move-in-ready feel. The dedicated office is ideal for working from home, studying, or creating a quiet flex space. The heart of the home is the open-concept living area, where a beautiful gas fireplace creates a warm and inviting focal point. The spacious kitchen overlooks the family room and dining area, making it easy to entertain while staying connected with family and guests. Step outside to one of the home's standout features—an oversized covered lanai and an expansive screened enclosure that extends your living space outdoors. Whether you're enjoying your morning coffee, dining al fresco, or hosting gatherings, this incredible outdoor retreat is designed for year-round Florida living. Upstairs, you'll find generously sized secondary bedrooms that provide plenty of space for family and guests, while the thoughtful layout offers privacy and versatility for every stage of life. Located in the sought-after Hamlin area, residents enjoy exceptional resort-style amenities, including a private community boat ramp with access to Lake Hancock, a lakeside clubhouse, fitness center, community pool, playgrounds, parks, walking trails, and waterfront recreation. Just minutes from Hamlin Town Center, Walt Disney World, shopping, dining, entertainment, top-rated schools, and major highways, this location offers unmatched convenience and an exceptional lifestyle. With fresh interior paint, gorgeous wood floors, new carpet, a first-floor primary suite, dedicated office, gas fireplace, and an incredible screened outdoor living space, this meticulously maintained home is truly move-in ready and offers everything today's buyers are looking for.
Listing is courtesy of: COMPASS FLORIDA LLC
THE GROVE RESORT - O6425797 - 14501 GROVE RESORT AVE #2233, WINTER GARDEN, FL 34787 6 Days on yellowkey
$230,000 | Condo | 3 beds | 2.0 baths | 1 gar
The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2233 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC
COURTLEA OAKS PH 01A - O6425087 - 434 VALLEY VIEW DR, WINTER GARDEN, FL 34787 6 Days on yellowkey
$950,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC
NA - O6418208 - 16945 W PHIL C PETERS RD, WINTER GARDEN, FL 34787 6 Days on yellowkey
$1,800,000 | Farm | 6 beds | 4.0 baths | 2 gar
TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home.
Listing is courtesy of: WINDERMERE COCOA BEACH CENTER
INDEPENDENCE - O6425462 - 14802 SPEER LAKE DR, WINTER GARDEN, FL 34787 6 Days on yellowkey
$1,690,000 | Single Family Home | 5 beds | 4.5 baths | 3 gar
Under contract-accepting backup offers. Enjoy Disney fireworks nightly from your own backyard. Welcome to 14802 Speer Lake Drive, a stunning 5+ bedroom, 4.5-bath lakefront estate in the highly sought-after Independence community, offering the best of both worlds: Winter Garden charm paired with top-rated Windermere schools. Set on the shores of Lake Speer, this 3,742 sq ft home delivers the ultimate Central Florida lifestyle complete with a private dock and boat lift, a sparkling infinity-edge pool, and front-row views of nightly Disney fireworks from your own backyard. Inside, this well maintained home impresses at every turn. The gourmet kitchen features double ovens, a built-in wine fridge, and a counter-depth refrigerator, perfect for entertaining. Retreat to the oversized primary suite, complete with a private flex space ideal for a home office, nursery, or sitting room, plus a generously sized walk-in closet built for serious storage. Beyond the home itself, Independence offers resort-style community amenities including a community pool, tennis courts, a fitness center, walking trails, and a clubhouse — all just minutes from Winter Garden Village, historic downtown Winter Garden, and Orlando's theme parks. Lakefront living, A-rated schools, Disney views, and low Winter Garden taxes — this rare combination won't last long. Schedule your private showing of 14802 Speer Lake Drive today.
Listing is courtesy of: DIAMOND REAL ESTATE GROUP
LAKE FOREST SEC 10A - O6425287 - 13624 LARSEN LN, WINTER GARDEN, FL 34787 6 Days on yellowkey
$900,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar
Welcome to this beautifully designed 5-bedroom, 4-bath home located in a gated Winter Garden community, offering an exceptional blend of elegant finishes, functional living spaces, and resort-style outdoor living. With soaring ceilings and an inviting open entry, this home is filled with architectural details including crown molding, coffered and tray ceilings that add character throughout. Designed for both everyday living and entertaining, the thoughtfully crafted floor plan offers formal living and dining areas while maintaining an open flow between the kitchen and family room. Tile flooring extends through the main living areas and luxury vinyl in the primary suite and entire upstairs, providing both style and durability. The spacious kitchen serves as the heart of the home with granite countertops, abundant cabinetry, generous counter space, bar seating, a separate dinette, and seamless views into the family room. Expansive pocket sliding glass doors create a true indoor-outdoor living experience, opening the family room to the covered lanai and pool area—perfect for entertaining family and friends. The first-floor primary suite is a private retreat featuring abundant natural light, direct access to the lanai, dual walk-in closets, separate vanities, a walk-in shower, and a relaxing soaking tub. A dedicated office with built-in shelving and closet space provides an ideal work-from-home setup. Two additional bedrooms and bathrooms are also located downstairs, including a private en-suite with direct access to the pool. Upstairs offers exceptional flexibility with a spacious loft that can serve as a second living area, game room, or playroom, along with a fourth bedroom and full bath. A fifth bedroom is currently configured as a media room with surround sound and projector hookups, making it ready for movie nights or easily converted back to a bedroom. Step outside to your own backyard retreat featuring a sparkling pool with a natural rock waterfall, a unique swim-up table, and a spacious covered lanai. The fully fenced backyard provides both privacy and room to relax, play, or entertain. Additional highlights include a three-car garage and an ideal location just minutes from Winter Garden Village, offering shopping, grocery stores, restaurants, and healthcare. With convenient access to SR-429 and Historic Downtown Winter Garden, this home combines the comfort of a gated community with easy access to everything Central Florida has to offer.
Listing is courtesy of: REVEL REALTY LLC