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$398,000
3 Beds 3 Baths Hawksmoor - Phase 2 SubDv. 34787 Zip Code
Welcome to 8171 Graycliff Avenue, a charming townhouse nestled in the heart of Winter Garden, FL. This delightful home boasts three spacious bedrooms, two full baths, one half bath and an additional flex room, perfect for a home office or den, ensuring plenty of space for all your needs. The property's open floor plan is a dream come true for those who love a sense of flow and connection between spaces. The main living area is graced with custom porcelain tile, adding a touch of elegance and easy maintenance. Step outside to a private open-air courtyard, a serene spot that seamlessly connects the garage with the main home, perfect for enjoying Florida's beautiful weather. Upstairs, you'll find the convenience of a laundry room, eliminating the need to carry laundry up and down the stairs. The property also features a spacious two-car garage, providing ample storage and parking space. The location of this home is a standout, positioned directly across from a playground and soccer field. Imagine the ease of recreational activities right at your doorstep. As a resident of this vibrant community, you'll have access to resort-like amenities. Unwind in the community pool, keep fit at the fitness center, or let the little ones have fun at the kids splash pad. The clubhouse, complete with event space, offers a great spot for socializing and entertaining. For golf enthusiasts, the Orange County National Golf Course is just a few minutes away. And when you're in the mood for shopping or a bite to eat, downtown Hamlin's restaurants and shops are conveniently close. One of the unique features of this community is the beautiful views of the Disney fireworks, which can be seen nightly, adding a touch of magic to every evening. Plus, the community is golf cart friendly, making local trips a breeze. 8171 Graycliff Avenue is more than just a home; it's a lifestyle. Come and experience the magic for yourself.

8171 Graycliff Avenue, Winter Garden

$1,962,500
5 Beds 6 Baths Hickory Hammock Ph 1d SubDv. 34787 Zip Code
Experience breathtaking lakefront living in this exceptional estate home with a private dock in one of Winter Garden’s most sought-after gated communities: Hickory Hammock at Johns Lake. Perfectly positioned on the shores of Johns Lake, this spacious 5-bedroom, 4 full-bath, 2 half-bath residence offers the ideal combination of elegance, comfort, and outdoor adventure. Whether unwinding on the dock at sunset, setting out for a day of boating and fishing, or simply enjoying the serenity of the water from the private backyard, this home provides a rare opportunity to embrace the Florida lifestyle. Designed for both entertaining and everyday living, the thoughtfully crafted interior features an expansive open floor plan with abundant natural light. The chef-inspired kitchen boasts double islands, premium cabinetry, Silestone countertops, a stylish glass tile backsplash, and a reverse osmosis system, with an adjacent walk-in pantry for added convenience. The family room is designed for comfort, complete with built-in surround sound and seamless indoor-outdoor connectivity through triple sliding doors leading to a covered lanai with retractable screens. A first-floor guest suite includes a private bath and custom Murphy bed, offering flexible space for visitors or a home office, with its own lanai access. Upstairs, the game room with office nook provides additional living space, while the primary suite is a true retreat, featuring French doors opening to a screened balcony with stunning lake views. The luxurious primary bath includes dual vanities, upgraded cabinetry, a walk-in shower, and a garden tub, creating a spa-like atmosphere. Three additional bedrooms, including one with an en-suite bath and two sharing a Jack-and-Jill bathroom, complete the second level, along with a fully equipped laundry room. Outside, the 40’ x 20’ saltwater pool and expansive deck create the perfect setting for entertaining or quiet relaxation. The fully fenced backyard offers both privacy and space to enjoy the beautiful lakefront setting. As part of the prestigious Hickory Hammock community, residents have access to resort-style amenities, including a clubhouse, fitness center, tennis and volleyball courts, a fishing pier, playground, dog park, picnic areas, and scenic walking trails—plus, golf carts are welcome. Conveniently located near Winter Garden Village, historic downtown Winter Garden, top-rated hospitals, and major highways, this home also offers easy access to Disney, Universal, fine dining, luxury shopping, and entertainment.

15986 Johns Lake Overlook Drive, Winter Garden

$715,000
5 Beds 3 Baths Winter Oaks SubDv. 34787 Zip Code
STUNNING UPGRADED HOME IN THE HEART OF WINTER GARDEN Welcome to this beautifully upgraded 5-bedroom, 3-bathroom home located in one of Winter Garden’s most sought-after communities. From the moment you arrive, you’ll be captivated by the home’s curb appeal, water facing front porch, balcony views, and palm tree framed landscaping. Inside, you’ll find a thoughtfully designed layout with modern finishes throughout. The fully renovated kitchen features crisp white cabinetry, quartz countertops, navy lower cabinets with gold hardware, a large center island, and stainless steel appliances. Flowing seamlessly into the dining and living areas, the open-concept floor plan makes this home perfect for entertaining or everyday living. The spacious primary suite offers a peaceful retreat with vaulted ceilings, abundant natural light, and private balcony access overlooking serene water views. Additional bedrooms are generously sized, and the upgraded bathrooms showcase stylish finishes. Step outside to enjoy multiple outdoor living spaces, including a covered patio, fenced yard, and balcony—all perfect for relaxing or hosting gatherings. This community offers wonderful amenities, including a pool and playground just a short walk away. For added lifestyle perks, you’re only a golf cart ride from the lively Winter Garden Farmers Market and Historic Downtown Winter Garden, known for its shops, dining, and events. Plus, public pickleball courts are nearby for endless fun. This home blends modern upgrades, prime location, and community charm—making it the perfect place to call home!

724 Chase Oaks Court, Winter Garden

$725,000
5 Beds 3 Baths Summerlake Pd Ph 3b SubDv. 34787 Zip Code
Welcome to one of Summerlake’s most popular & sought-after floor plans, a spacious 5 bedroom, 3 bath, 3-car garage home offering both functionality and comfort, along with nightly views of Disney’s fireworks. This home has been thoughtfully updated inside and out, with new luxury vinyl plank flooring and carpeting installed within the past year and the interior and exterior completely repainted. Custom touches throughout set this property apart, including a built-in pantry, custom shelving in the laundry room, and an upgraded primary closet with motion-sensor lighting. Even the tile grout has been freshly cleaned and sealed. The open-concept first floor features tile flooring throughout and a modern gourmet kitchen complete with granite countertops, stainless steel appliances, a stylish backsplash, a large center island, and a custom pantry. The kitchen flows seamlessly into the dining and family rooms., Tucked just off the family room is a dedicated computer or homework station, along with a private guest suite that includes its own full bath and even a Murphy pull-down bed in the adjacent flex room, perfect for visiting family and friends. Upstairs, the primary suite offers a generously sized bedroom, spa-inspired bath, and a beautifully upgraded walk-in closet. Three additional bedrooms surround a large bonus/game room with brand-new vinyl plank flooring, creating the perfect upstairs retreat. Additional features include a garage outfitted with storage racks and a standard EV charger, a high-end Trane air conditioning system that is only three years old, and all appliances conveying with the home — including the garage refrigerator and freezer. The outdoor living area offers a covered patio and fully fenced backyard, providing the perfect space for pets, gatherings, or enjoying Florida evenings. Living in Summerlake means enjoying a true resort lifestyle, with a reasonable HOA that includes lawn service along with amenities such as a resort-style swimming pool, clubhouse, fitness center, tennis and basketball courts, playgrounds, a dog park, and beautiful green spaces. Located near highly rated schools, brand-new restaurants, shopping, and all of Orlando’s world-class attractions, this home combines modern updates with everyday convenience. With its upgrades, flexible floor plan, and unbeatable location, this property is a must-see.

7724 Purple Finch Street, Winter Garden

$2,461,000
7 Beds 6 Baths Summerlake Pd Ph 3a SubDv. 34787 Zip Code
Experience lakefront living at its finest with this stunning waterfront retreat, thoughtfully designed with luxury upgrades and modern convenience throughout. Built in 2018 and located in the Summerlake community of Horizon West, this Lauriston model offers nearly 5,320 square feet of living space set on 1.67 acres with sweeping views of Lake Hancock. From the moment you arrive, the home’s curb appeal shines with Bahama shutters, lush new landscaping, and a palm-lined entry that sets the tone for the elegance within. Inside, the thoughtful layout includes double primary suites—one on each level—along with multiple living areas—one on each level—, a dedicated office, an upstairs bonus room, two laundry rooms with premium appliances—one on each level—, and custom-updated closets throughout, making it ideal for both large households and multigenerational living. The gourmet chef’s kitchen is a true showpiece, complete with GE double ovens, a gas range, built-in refrigerator drawers, and a butler’s pantry, seamlessly flowing into the dining and living areas. Entertain at the custom bar with a w/100-year-old countertop, built-in beer tap, wine cooler, and refrigerator, set right off the main living area. Expansive stacking sliding doors lead to a resort-style backyard featuring a UV pool with a sun shelf, gas and electric heating, double fire pits, a lighting package, and retractable electric screens that create the ultimate indoor-outdoor lifestyle. An outdoor kitchen by Blaze adds a hibachi cooktop, grill, refrigerator drawers, and a large sink, all under a custom wood-trim ceiling that makes entertaining effortless. Beyond the pool, enjoy 80 feet of direct frontage and clear shoreline on Lake Hancock with your private dock, complete with water, electricity, lighting, a 10,000 lb boat lift, and dual jet ski lifts—perfect for sunset cruises, water sports, or simply taking in the lake life. Additional features include solar panels on the roof that continuously feed the grid with sufficient energy to cover the homeowners' monthly usage, a Rinnai tankless water heater, Nest thermostats with two-zone central air, a three-car garage with a charging station and storage racks, and a low $177 monthly HOA that offers access to a fitness center, pool, tennis courts, playgrounds, sidewalks, and golf cart-friendly streets. Zoned for highly rated schools, conveniently located minutes from shopping, dining, theme parks, and major highways, this property offers the perfect balance of tranquility and accessibility. This property combines thoughtful design, modern systems, and unmatched outdoor living—ready for its next owner to enjoy the ultimate waterfront lifestyle.

7717 Green Mountain Way, Winter Garden

$920,632
5 Beds 5 Baths Silverleaf Oaks SubDv. 34787 Zip Code
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 - Now Open! Step into the Scarlett by Pulte Homes, where elegance and modern convenience come together in perfect harmony. This stunning 5-bedroom, 4.5-bathroom, 2 car garage residence offers a seamless blend of sophistication and comfort, with every detail thoughtfully designed to elevate your living experience. The open-concept layout creates a spacious and airy environment, enhanced by an abundance of natural light and luxurious finishes. On the first floor, discover an en suite bedroom with attached bathroom, featuring a linen closet, exquisite quartz countertops, and a walk-in closet, providing a private and inviting retreat for guests. As you continue into the home, an open flex room, located next to the gathering room, allows natural light to flood the area, making it the perfect spot for relaxation or entertaining. If you need a private office, there is also a second enclosed flex room for all of your needs. The heart of this home is the gourmet kitchen, Winstead White cabinetry beautifully complements the striking Quartz countertops and decorative tile backsplash. Soft-close drawers, easy-access cabinets, granite sink, upgraded faucet, and KitchenAid stainless-steel appliances (including a refrigerator) combine to create a chef-inspired space designed for both form and function. The kitchen seamlessly flows into the café and gathering room, with a pocket sliding glass door that opens to the covered lanai, enhancing the indoor-outdoor living experience. For added convenience and privacy, you’ll find a powder room for guests located on the first floor. Upstairs, the tranquil owner’s suite serves as a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with dual vanity sinks. The loft area offers an ideal space for relaxation, whether for a quiet evening or a movie night. The second floor also includes three additional bedrooms, two bathrooms (one of which is an en suite), and a conveniently located laundry room, making daily living effortlessly easy. The laundry room, conveniently located on the second floor, offers a utility sink, making everyday tasks easier. This home is crafted with high-end touches, such as tile flooring in the first floor main living areas and bathrooms, Shaw brand wood-look luxury vinyl plank flooring in the enclosed flex room, loft, and on the staircase, and plush, stain-resistant Shaw carpet in the bedrooms. From the matte black hardware finishes and 8' interior doors to the Wrought Iron Balusters with Oak Handrail at the staircase no detail is overlooked. This home also comes equipped with a variety of modern conveniences, including a smart thermostat and doorbell, additional LED downlights, and additional data and media ports. With its exceptional design, sophisticated finishes, and smart features, this Scarlett home is the epitome of both comfort and luxury—perfectly tailored to fit your lifestyle.

16371 Bright Leaf Road, Winter Garden

$499,000
4 Beds 4 Baths Waterleigh Ph 1b SubDv. 34787 Zip Code
MOTIVATED SELLER! PRICED BELOW MARKET FOR QUICK SALE! Discover the Waterleigh Phase 1 community by DR Horton, conveniently located just a short drive from Disney parks, Universal Studios, and SeaWorld. This tranquil neighborhood features mature trees, beautiful landscapes, walking trails, a dog park, personal gardens, 3 community pools, and a new Publix Supermarket. Community Highlights: Monthly events include food trucks, domino night, story time, golf cart parades, movie night, murder mystery parties, cookie decorating, pet photos, and more! Amenities: Walk to the Phase 1 clubhouse with a resort-style pool, miniature golf, beach volleyball, fitness center, and friendly neighbors. The Cleardon model is a thoughtfully designed 2,477-square-foot home with 4 bedrooms and 3.5 baths. Home Features: Downstairs boasts a bedroom with a private full bath, perfect as a guest suite or home office. The open floor plan offers great space for entertaining. The kitchen includes a large granite island with seating for four, modern appliances (new stove & disposal), plenty of storage, and a walk-in pantry. Upstairs features a loft, 3 bedrooms, 2 baths, and a convenient laundry area. Two bedrooms share a bath with double sinks and a tub/shower combo. The spacious owner’s suite includes a double sink bathroom, walk-in shower, separate water closet, 2 linen closets, and walk-in closet. New HVAC. The HOA covers all lawn care, sprinkler maintenance, and mulch replacement. Schedule your private showing today and envision yourself in this exceptional Winter Garden neighborhood!

8220 Bayview Crossing Drive, Winter Garden

$415,000
2 Beds 2 Baths Del Webb Oasis SubDv. 34787 Zip Code
All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. The amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home. Your dream home awaits at Del Webb Oasis – visit us today! The stunning Ellenwood Villa by Del Webb blends luxury and convenience, featuring 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen is a true centerpiece, designed for both elegance and functionality. It features stainless steel Whirlpool appliances (including the refrigerator), 42” Dana White soft-close cabinetry, Peral Jasmine Quartz countertops, a decorative tile backsplash, an upgraded faucet, and a stainless-steel single bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secluded secondary bedroom and bathroom provide an additional layer of privacy, offering a tranquil space when you need it most. The front of the home features an enclosed flex room, offering endless possibilities as a home office, hobby room, or any other space that suits your needs. Designer-curated finishes elevate every corner of this home, including Matte Black ardware and plumbing fixtures, Whirlpool washer/dryer, and 2” faux wood blinds. Luxury touches like 8’ interior doors, comfort-height toilets, Sherwin Williams Agreeable Gray Interior Wall Paint, epoxy garage floor, and wood-look luxury vinyl flooring throughout the main living areas and bedrooms and porcelain tile flooring in the bathrooms and laundry room to enhance the home's style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, additional LED downlights, digital IP camera pre-wire, and extra data and media ports, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax.

13526 Pearl Beach Street, Winter Garden

$750,000
5 Beds 4 Baths Greystone Ph 01 SubDv. 34787 Zip Code
This stunning 5-bedroom, 4-bathroom home at 313 Courtlea Park Dr in Winter Garden is priced below APPRAISED VALUE, offering exceptional value in one of Central Florida's most desirable communities. Located just minutes from Historic Downtown Winter Garden, you'll have easy access to boutique shopping, award-winning restaurants, the popular farmers market, and year-round community events. This 3,152 square foot home sits on a quiet cul-de-sac with beautiful brick paver driveway and conservation area in the back. The open floor plan features a renovated kitchen with updated cabinets, countertops, and modern appliances. All bathrooms have been thoughtfully updated, and the large den offers flexible space perfect for a home office, media room, or playroom. Recent upgrades include a new roof in 2023, A/C system in 2025, and fully paid-off solar panels for energy savings. The property offers extra parking and safe spaces for children to play and ride bikes with minimal through traffic. Outdoor enthusiasts will love the nearby West Orange Trail for biking, jogging, and evening walks. The home is conveniently located within the golf cart district, providing charming golf cart access to downtown Winter Garden's attractions. This home combines modern updates with practical living in a family-friendly neighborhood. The conservation area provides natural privacy while the location offers both tranquility and convenience. With its below-appraisal pricing and premium features, this property presents an excellent opportunity for buyers seeking quality and value in Winter Garden.

313 Courtlea Park Drive, Winter Garden

$675,000
3 Beds 2 Baths Roper Reserve SubDv. 34787 Zip Code
Welcoming One-Story Home with Pond Views in Gated Winter Garden Community... Step inside this charming 3-bedroom, 2-bath home with a flexible bonus room and an open floorplan that’s perfect for everyday living. From the pavered drive to the beautifully landscaped front yard, this home greets you with curb appeal and comfort. The spacious island kitchen is the heart of the home, with granite countertops and plenty of room to gather with family and friends. Just off the kitchen, the cozy family room features custom built-ins and a stone fireplace—an ideal spot to relax or entertain. Easy-care tile floors run throughout the home, adding both style and convenience. The primary suite is your own private retreat, complete with peaceful pond views, a walk-in closet, and a spa-like bath with a jetted tub. Outside, enjoy Florida living at its finest on the screened patio, complete with a summer kitchen and stone fireplace, overlooking the fenced yard and tranquil pond. You’ll also love the community amenities, including outdoor fitness, playground, and picnic area. With a 2-car garage and a great location in Winter Garden, this home offers comfort, charm, and convenience all in one.

414 Wrangler Road, Winter Garden

$1,520,000
5 Beds 4 Baths Johns Cove 43/104 SubDv. 34787 Zip Code
RARE LAKEFRONT OPPORTUNITY in the exclusive, gated community of John’s Cove! This custom-built 4,373 square foot Mediterranean estate offers the ultimate Florida lakefront lifestyle with 5 bedrooms, 4 full bathrooms, both casual and formal gathering rooms, a spacious bonus room, pool, and private dock with boat lift on the nearly 2,600-acre watersports paradise of John’s Lake. As you arrive, the expansive circular pavered driveway and stunning Mediterranean architecture create an immediate sense of distinction. Through the grand double doors, the impressive foyer opens to a home defined by elegance—honed and filled travertine floors, soaring ceilings with crown molding, oversized baseboards, and breathtaking pool and lake views. The open, split-bedroom floor plan is thoughtfully designed for both comfortable living and effortless entertaining. The Formal Living Room and Great Room share a decorative glass fireplace, while the Formal Dining Room with an exquisite chandelier flows seamlessly into the kitchen. The 30-foot Florida Room, lined with sliding glass doors, provides uninterrupted water views. A wet bar with sink, ice machine, cabinetry, and refrigerator makes this space perfect for gatherings. Nearby, the Casual Dining area is the ideal spot to enjoy the sunrise over the water with your morning coffee. The gourmet kitchen is a chef’s dream, featuring premium stainless steel appliances including a 36” ceramic cooktop, new high-powered vent hood, counter-depth refrigerator, double built-in ovens, microwave, two dishwashers, and built-in trash compactor. Rich granite countertops, solid wood cabinetry, generous butler’s pantry with pull-out shelving, and breakfast bar complete the space. The first-floor Primary Suite is a private retreat, featuring a large bedroom with home office area and pool and lake views. The spa-inspired bath offers a jetted soaking tub, frameless glass shower, dual vanities, and two walk-in closets with custom wood shelving. Upstairs, you’ll find the fifth bedroom with private balcony, ensuite bath, and new luxury vinyl flooring, along with a spacious bonus room ideal for a home theater, game room, or playroom. Combined, this upstairs wing creates the perfect in-law suite. Additional bedrooms include a large second bedroom with its own hallway and full bath, plus third and fourth bedrooms that share a guest/pool bath. The outdoor living here is unmatched. A screen-enclosed pool with two-level pavered deck overlooks more than 62 feet of direct lake frontage. The private dock includes a covered boat lift, double jetski lift, fishing/sitting area, and activity platform with prep station. John’s Lake is renowned for boating, trophy bass fishing, skiing, wakeboarding, kayaking, and more. Practical features include a laundry room with utility sink, wood cabinetry and included washer/dryer, as well as a 3-car side-facing drive-through garage. John’s Cove is a highly sought-after gated lakefront community offering a private boat ramp. Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, major highways (Turnpike, 429, 408), and a short drive to the Clermont Chain of Lakes, Disney, and Universal, this home is the perfect blend of tranquility and accessibility. Experience luxury lakefront living at its finest—this rare Johns Lake opportunity will not last!

812 Johns Point Drive, Oakland

$1,325,000
5 Beds 7 Baths Canopy Oaks Ph 1 SubDv. 34787 Zip Code
UPGRADES GALORE in this Award Winning Delray Model, MOVE-IN-READY! This Pool Estate offers a rare opportunity to indulge in luxury living. The two-story home boasts 4,409 square feet of living area with five bedrooms, five bathrooms, two half-bathrooms, and a three-car garage. (It's 5,844 square feet, counting the garage, front entry, lanai, and rear balcony.) Exquisite finishes, Italian Architecture, a second-floor balcony, a 2-story foyer, a Juliette balcony, and a magnificent Chef's kitchen are just a few of the features that will have you upon entry. The amazing kitchen is truly the heart of the home and features 42" cabinetry with second-tier upper lighted hutch stack for even more storage space, soft close doors and drawers, over and under ambient lighting, and crown molding. The cabinet-front door to the pantry eloquently blends with the cabinetry and upgraded Jenn-Air appliances. KitchenAid Double Oven.  The oversized prep island has a sink, and there is a convenient pot filler water faucet on the gas cooktop wall. There is a fabulous 200-bottle wine cellar nestled under the stairs with wine refrigeration/storage and wrought iron-gated entry. The MAIN FLOOR master suite is both spacious and private and features a luxurious walk-in shower, free-standing soaking tub, and walk-in closet. There is an additional guest bedroom with an en-suite bath on the main floor, great for guests or in-laws. Upstairs, you will enter the large gathering room with rich wood floors, tray ceiling, and a built-in desk which opens up to a 22-foot second-floor balcony. There is a theatre room jhas  Epson projector with a HEOS sound system that connects to Indoor and outdoor and rock speakers. Upstairs three additional en-suite bedrooms, one being designed as a "second master suite". The spacious, covered lanai is enclosed with 3-panel stacking slider doors, creating an expanded and open outdoor living space. The lanai includes a summer kitchen, a large pool with spa. Canopy Oaks is a gated enclave of luxury homes in Winter Garden. !Reading nook with built in book shelves Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquility. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates, each meticulously crafted to cater to the specific needs and desires of homeowners, includes scenic nature trail, a children’s play park and a community post office. An exceptional estate at an exceptional value Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the turnpike, as well as its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home presents an exceptional opportunity for easy commuting.

659 Canopy Estates Drive, Winter Garden

$375,000
3 Beds 3 Baths Black Lake SubDv. 34787 Zip Code
Best-Priced New Construction Opportunity in Winter Garden - Unlock Immediate Value. Welcome to 14804 Coscester Street, a modern new-construction home offering the perfect combination of space, functionally, and value in one of Winter Garden's fastest-growing corridors. This thoughtfully designed residence features an open-concept layout, spacious living areas, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space - ideal for both everyday living and entertaining. Generous bedroom and well-appointed bathrooms provide comfort and flexibility for a variety of lifestyles. What truly sets this home apart is its exceptional pricing relative to surrounding communities, making it one of the best vale opportunities currently available in Winter Garden. For buyers seeking maximum square footage, modern constructions, and long-term upside potential, this property delivers. Whether you're a first-time homebuyer looking to enter the market, or an investor seeking a strong rental asset in a high-demand area, this home offers immediate equity potential and long-term growth positioning. Additional highlights include: modern construction with efficient features; open layout with abundant natural light; competitive pricing designed to create instant value; ideal for primary residence or investment strategy. Priced to Sell - opportunities like this are rare in today's market. Schedule your private showing today and secure one of Winter Garden's best value homes.

14804 Coscester Street, Winter Garden

$291,000
2 Beds 2 Baths Tucker Oaks SubDv. 34787 Zip Code
NEW AC, NEW ROOF! 8 minutes drive to Downtown Winter Garden! Remodeled with Upgrades – Move-In Ready! Zoned for A Rated Schools! Welcome to your sophisticated retreat in the sought-after gated community of Tucker Oaks. This beautifully remodeled 2-bedroom, 2-bathroom condo blends modern style, everyday comfort, and truly maintenance-free living perfect for today’s busy lifestyle. Step inside to a freshly updated interior featuring a bright open-concept layout filled with natural light. The inviting living and dining areas flow seamlessly into a modern kitchen with quartz countertops, solid wood cabinetry, and premium stainless steel appliances (2023) ideal for both cooking and entertaining. Upstairs, new luxury vinyl plank flooring leads you to the spacious primary suite with soaring ceilings, abundant sunlight, a large walk-in closet, and a spa-inspired en-suite bath with dual sinks. The second bedroom and full bath offer flexibility for guests, family, or a stylish home office. This home has been meticulously upgraded for peace of mind, including a brand-new HVAC system (2025), a new roof (2024), new kitchen appliances (2023), updated bathroom vanities, bright color paint on walls, on-trend lighting, and new ceiling fan. A newer washer and dryer are also included (2023) As a resident, you’ll enjoy resort-style amenities, sparkling pool, playgrounds, basketball courts, dog park, walking trails, and picnic areas without the hassle of exterior maintenance. Prime Location: Just minutes to Winter Garden Village, historic Downtown Winter Garden, the renowned Farmers Market, and with quick access to the Turnpike, 429, and W. Colonial Dr. Whether you’re a first-time buyer, looking to downsize, or seeking a turnkey investment, this condo delivers style, comfort, and lasting value in one of Central Florida’s most desirable communities. Schedule your private showing today, your fully updated Winter Garden home is ready!

15344 Oak Apple Court Unit 16A, Winter Garden

$525,000
4 Beds 4 Baths Storey Grove SubDv. 34787 Zip Code
Discover this beautifully designed 4-bedroom, 3.5-bath home in one of Winter Garden’s most desirable communities! Offering nearly 2,500 sq. ft. of living space, this home features TWO master bedrooms (one upstairs, one downstairs), perfect for multi-generational living or guest privacy. Enjoy modern wood-look porcelain tile floors, a spacious upstairs loft, and a stylish kitchen with quartz countertops. Step outside to a private backyard —ideal for relaxing or entertaining. Located in a top-rated school zone, this community offers low HOA fees, a resort-style pool, and unbeatable convenience—Publix shopping center is mins away , with easy access to highways, Disney, and shopping. Don’t miss this move-in-ready gem in the heart of Winter Garden!

15240 Chapter Way, Winter Garden

$960,000
4 Beds 4 Baths Avalon Rdg SubDv. 34787 Zip Code
Experience the epitome of refined living in The Florenzo, a magnificent, one-of-a-kind residenc, where timeless elegance meets modern design. From the moment you enter the extended foyer, you’re greeted by soaring ceilings, refined finishes, and an abundance of natural light. A versatile flex room and a formal dining room with grand windows set the tone for sophistication. The gourmet kitchen is a chef’s dream—featuring a striking center island, an additional eating island, premium appliances, and seamless flow into the expansive living room and spacious covered lanai—perfect for indoor-outdoor entertaining. The thoughtfully designed split floor plan offers three private bedrooms, each with walk-in closets and access to two well-appointed baths, creating the ultimate privacy for family and guests. Enter from the three-car garage into a stylish drop zone and generous laundry room for everyday convenience. Through elegant French doors, discover the luxurious owner’s suite—a true retreat boasting two walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and an oversized, designer shower. This exceptional home blends functionality with unmatched style, making it the perfect haven for those who appreciate fine living.

16144 Barkly Ridge Court, Winter Garden

$590,000
4 Beds 4 Baths Waterleigh Ph 3b 3c & 3d SubDv. 34787 Zip Code
Welcome to 16512 Sea Glass Street, a beautifully upgraded 4 bedroom, 3.5 bath home in the highly desired, golf cart friendly community of Waterleigh. Built in 2021, this home offers an unbeatable location just a short walk from the brand-new Atwater Bay Elementary School and steps from the phase 3 amenity center which includes a beach entry pool, playground and field. Step inside to find an open-concept layout filled with natural light, designer finishes, and smart-home features, including surround sound and whole-home audio plus automatic shades for effortless living. The main level includes a private guest suite with upgraded carpet, perfect for visitors or multigenerational living. Upstairs, you’ll love the spacious loft with access to a screened-in balcony, ideal for enjoying morning coffee or evening sunsets. Additional features include laminate flooring on the stairs and throughout the second floor, and a screened-in back porch. Living in Waterleigh means more than just a home, it’s a lifestyle. Enjoy resort-style amenities, including multiple pools, fitness centers, playgrounds, sports courts, walking trails, and community events, all with lawn care included in the HOA. Hop on your golf cart and explore everything this vibrant community has to offer. If you’ve been dreaming of a home that offers comfort, convenience, and a true sense of community, 16512 Sea Glass Street is ready to welcome you home.

16512 Sea Glass Street, Winter Garden

$645,000
4 Beds 3 Baths Stoneybrook West D SubDv. 34787 Zip Code
Video and 3D walkthrough available! Welcome to a neighborhood unlike any other in Winter Garden! Stoneybrook West has a 24-hour guarded gate, a 7,700 square foot town center, Olympic-sized swimming pool with splash zone, fitness center, playground, tennis courts, basketball courts, pickleball courts, fishing/viewing pier, private boat ramp, and a community activity calendar! The HOA DUES INCLUDE INTERNET and CABLE! This home has an amazing POND VIEW and NO REAR NEIGHBORS. You can’t miss the charming curb appeal when you arrive. Enter the home to find a layout designed for both entertaining and everyday comfort. The FORMAL LIVING AND DINING SPACES at the front of the home offer a comfortable setting for hosting friends and family, while the OPEN-CONCEPT KITCHEN AND FAMILY ROOM at the back of the home provide a seamless flow for relaxed gatherings. The spacious kitchen is ready for home chefs, featuring generous counter space, a WALK-IN PANTRY, stainless steel appliances, stylish tile backsplash, and a convenient breakfast bar. Slide open the doors to your SCREENED PATIO and FULLY FENCED BACK YARD—ideal for pets, play, or simply soaking in the view. This home offers excellent multi-generational living or guest accommodations with a BEDROOM AND FULL BATHROOM DOWNSTAIRS. Upstairs, a VERSATILE LOFT area awaits—perfect as a second living room or media space. The loft and the primary suite open to the SCREENED BALCONY, where you can unwind and take in the view. The primary suite also features a garden tub, walk-in shower, dual vanities (plus a makeup area), and a MASSIVE WALK-IN CLOSET. Enjoy everyday convenience with an upstairs laundry room complete with cabinet storage and utility sink. Additional upgrades include a NEW ROOF (2023), NEW WATER HEATER (2023), AC (2019), surround sound wiring in the family room and loft, CEILING FANS and great storage throughout! Balforn Tower Way is conveniently located near the resident’s gate and is just minutes away from the community town center, golf clubhouse, great schools, restaurants, shopping, a hospital and entertainment. NOTE: THE SELLERS ARE OFFERING A $10,000 BUYER CREDIT FOR PAINT AND CARPET WITH A FULL-PRICE $675,000 OFFER!

2549 Balforn Tower Way, Winter Garden

$560,000
2 Beds 2 Baths Johns Lake Homesites SubDv. 34787 Zip Code
Stunning Sunset views embellish this 2 bedroom / 2 bathroom bungalow on beautiful Johns Lake. Enjoy the peace and tranquility as you feel the breeze off the picturesque setting from your back patio or head out on the water for boating, skiing, or fishing for trophy largemouth Bass. This charming home provides incredible lake views from the Kitchen, Primary Suite, and Family room (ordained with rustic stone walls and wood burning fireplace). This Gem awaits your finishing touches to create a true masterpiece! Conveniently located to downtown Winter Garden, Winter Garden Village, restaurants, shops, Disney theme parks, and Universal theme parks. Come and see all that this prize property has to offer.

38 Live Oak Road, Winter Garden

$1,070,000
5 Beds 5 Baths Lathan Park North SubDv. 34787 Zip Code
FULLY FURNISHED Turnkey Luxury Home with Private Pool & Summer Kitchen in Latham Park. Welcome to 14400 Shocklach Drive, a stunning 5-bedroom, 4.5-bath former Ashton Woods model home in the highly sought-after Latham Park community of Winter Garden. Thoughtfully designed with upscale finishes and open-concept living, this home blends modern luxury with the serenity of a conservation setting. Step inside and you’re greeted by soaring ceilings, abundant natural light, and a flowing layout that includes a spacious flex room – perfect for a home office, playroom, or fitness space. The heart of the home is the chef-inspired kitchen, featuring 42” espresso cabinets, a massive quartz island, stainless steel appliances, and a walk-in pantry. Just off the main living area, enjoy formal dining and a spacious family room, ideal for entertaining. Upstairs offers a loft overlooking the great room, while the private primary suite features wood flooring, a spa-like bath with frameless glass shower, freestanding soaking tub, and a large walk-in closet. Step outside to your private backyard retreat – complete with a custom pool, fire pit, and a fully equipped summer kitchen for seamless indoor-outdoor living and entertaining. This fully furnished turnkey property is move-in ready and designed to impress. Home Highlights: 5 Bedrooms | 4.5 Bathrooms | Flex Room + Loft Private pool, built-in fire pit & covered lanai Outdoor summer kitchen Gourmet kitchen with oversized quartz island 12x24 ceramic tile, wood floors in primary, upgraded carpet in bedrooms Spacious 2-car garage Community Perks: Latham Park offers resort-style amenities including a community pool, fire pit lounge, playground, and a scenic 1,000-foot nature boardwalk. Location: Zoned for A-rated schools – Independence Elementary, Bridgewater Middle, and Windermere High – and just minutes from shopping, dining, and major highways.

14400 Shocklach Drive, Winter Garden

$449,000
3 Beds 2 Baths Waterside/Johns Lk-Ph 2a SubDv. 34787 Zip Code
Welcome to 17047 Harbor Oak Parkway in the highly sought-after Waterside Community of Winter Garden! This 3-bedroom, 2-bath residence is a true gem, offering an unparalleled combination of comfort, style, and convenience. Step inside and be greeted by tall ceilings and an open floorplan perfect for entertaining with tons of natural light. Towards the front of the home, you'll find the primary bedroom with two large walk in closets and oversized en suite bathroom, with two guest bedrooms just across the hall. One of the many highlights of this property is its prime location. Imagine enjoying lazy afternoons by the community pool or staying active at the adjacent recreation center, both conveniently located just across the street. The park and playground adjacent to the property provide additional opportunities for outdoor recreation and family fun. Don't miss the opportunity to make this haven in the Waterside Community your own. Schedule a showing today and discover the perfect blend of luxury, convenience, and community living in Winter Garden!

17047 Harbor Oak Parkway, Winter Garden

$867,500
4 Beds 3 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
Welcome to this extensively upgraded, smart-enabled Pool and Spa one-story home featuring a 3-car garage and a long list of modern improvements both inside and out. Nestled in the Luxury Overlook at the Hamlin community, zoned for top-rated schools, and less than 15 minutes to the back entrance of Walt Disney World. Inside, the kitchen and laundry room were fully remodeled in 2025. Chef’s dream kitchen features a premium double wall oven with versatile top oven (can be converted into 2 separate cooking compartments) giving you three independent cooking zones in one appliance; In addition you have the full-size oven and range, giving you four cooking areas to prepare multiple dishes at once, perfect for hosting holidays, dinner parties, or just making weeknight meals a breeze. There’s also dedicated Coffee water lines and a spacious custom-built pantry with rotating storage. The laundry room includes an all-in-one smart washer/dryer, custom cabinetry with slide-out hampers, and a mop closet. Thoughtful interior upgrades are found throughout: a motorized shade for the sliding glass door, a custom hallway game/coat closet, a Jack & Jill bath with new tile and shower, redesigned guest closets—including one with a built-in desk perfect for working or studying from home—and a custom primary closet with added lighting, drawers, mirrors, and shelving. The primary bathroom is equipped with convenient USB outlets, including one dedicated for accessories. The oversized garage offers space for 3 cars and ample storage, including pull-down stairs to attic, featuring Tesla EV and golf cart charging outlets, ceiling-mounted storage, and additional laundry hookups for an additional washer and dryer. Major systems provide peace of mind, HVAC replaced in 2023 with TRANE, pool equipment updated within the last two years, gas pool/spa heater 2025, new garage door openers, tracks, exterior access panels, and the exterior painted 2022. Technology upgrades include hard-wired Quantum fiber internet, an Eero Wi-Fi mesh system with three access points, smart light bulbs, motion sensors, USB outlets, smart smoke/carbon monoxide detectors (all new), and multiple ethernet ports throughout. In-ceiling speakers inside and outside, 5 exterior security cameras (expandable to 8), and an ADT security system with door and window sensors complete the package. Step outside to your private oasis with an oversized pool and spa, artificial turf around the screened lanai, soffit lighting, smart pool controls, custom outdoor cabinetry with water line and filtration system set up for fridge/ice maker and coffee maker, and the lanai is set-up to keep you comfortable year-round with hard-wired additional fans and heaters. The fenced yard, complete with gated access and dog run area completes this incredible outdoor living space. The community features resort-style amenities, including a dock, boat ramp, clubhouse, gym, dog park, playgrounds, and scenic walking trails. Minutes from the Hamlin Town Center, the new hotspot in Horizon West, where you can enjoy shopping, unique restaurants, a brewery, and entertainment, including the luxury Cinepolis and PopStroke. Explore the community's walking trails on foot, by bike, or by running, or take a golf cart ride! These trails lead directly to the Town Center, making it easy to navigate and enjoy everything this vibrant area has to offer. Schedule your appointment to tour today!

7779 Minutemen Loop, Winter Garden