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$690,000
5 Beds 4 Baths Lakeview Preserve Ph 2 SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your practically new 5-bedroom, 3.5-bathroom sanctuary—a stunning 2022-built residence offering turnkey living in the exclusive, gated waterfront community of Lakeview Preserve. Designed for the modern buyer, this immaculate home is loaded with high-value features: an open-concept layout, a chef-inspired kitchen with granite countertops, a dedicated home office/flex space, and a spacious media loft pre-wired for surround sound. Beyond the fresh paint and newly added gutters, blinds, and upgraded light fixtures, the home includes a practical 3-car tandem garage with an electric vehicle (EV) charging plug. The sought-after Lakeview Preserve lifestyle grants you access to a resort-style pool, fitness center, clubhouse, and non-motorized water sports on Johns Lake, all conveniently located near shopping and dining. Experience the luxury, convenience, and low-maintenance of this highly upgraded home today. Seller is also offering a $5,000.00 credit to the buyer at closing!!

4607 Gliding Wave Street, Winter Garden

$480,000
3 Beds 3 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Welcome to 9404 Woodcrane Drive in Winter Garden’s highly sought-after Horizon West area! Featuring 3 bedrooms, 2.5 bathrooms and over 2,000 square feet, this home is situated on a premium corner lot. The first floor is perfect for entertaining, featuring a stylish kitchen with espresso cabinetry, quartz countertops, backsplash, and stainless steel appliances. The formal dining room is thoughtfully tucked into its own space creating the perfect setting for intimate dinners and special gatherings. The main level half bath allows guests easy access while keeping the upstairs bedrooms and bathrooms private. This home’s upstairs bonus room is a true value-add, providing a flexible space that can be utilized in a multitude of ways. The second floor also includes a convenient laundry room complete with cabinet storage, two secondary bedrooms, and a generous primary suite with two separate closets, tray ceilings and an ensuite bathroom with double vanity sink and walk in shower that features two shower heads. Stay connected and in control with smart features like a Ring doorbell and a mounted security camera above the garage, offering both convenience and security whether you’re home or away. With the Taexx in-wall pest defense system already installed, routine treatments are simple, mess-free, and designed to keep your home comfortable without the hassle of traditional pest control methods. Watermark is one of Winter Garden’s most sought-after resort-style communities and your HOA payment packs incredible value. Residents get to enjoy a beautifully designed clubhouse complete with gathering spaces, kitchen, and a state-of-the-art fitness center. Outdoor amenities include two sparkling pools, one of which has cabanas, shaded pergolas and an entire pool area for the little ones complete with water slides, a tipping bucket, and shallow play areas designed for fun. Sports enthusiasts enjoy tennis courts, basketball courts, bocce ball, and open green spaces perfect for outdoor play. Watermark owners also have access to tons of neighborhood activities throughout the year. From food truck nights, pool parties to seasonal gatherings, the multitude of events help foster a true sense of community. Unique to Watermark is the rooftop deck with panoramic views, offering views of nightly Disney fireworks, plus an outdoor amphitheater for concerts, movies, and neighborhood events. This home is also conveniently located just a few minutes from The Mark that makes your local Starbucks, Walgreens and New York Beer Project all within walking distance. Another major advantage of living in Watermark is access to some of Orange County’s top-rated schools. Owners benefit from highly acclaimed A-rated schools, including Panther Lake Elementary, Hamlin Middle, and Horizon High, all located just minutes from the community. These schools are known for their strong academic programs, excellent extracurricular activities, and a supportive learning environment, making Watermark an ideal choice for looking for outstanding education opportunities. With its thoughtful upgrades and prime location in the desirable Watermark community, this home truly has it all. Don’t miss your chance to make it yours. Schedule your private showing today!

9404 Woodcrane Drive, Winter Garden

$560,000
3 Beds 2 Baths King Bay SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your downtown Winter Garden dream. This updated three-bedroom, two-bath pool home sits right in the golf cart district, just minutes from Plant Street Market, Crooked Can Brewery, and the Saturday Farmers Market. Picture weekend strolls with a coffee in hand, dinner with friends at your favorite local spot, and nights catching live music at the Garden Theatre. Inside, the vibe is comfy-chic with a newer roof, fresh paint inside and out, and a brand-new irrigation system so you can chill instead of worry. The kitchen was remodeled in 2022 with modern finishes that make cooking or hosting feel effortless. Step out back to your own little resort: a sparkling pool with a new heater that keeps the Florida sunshine going all year. Whether it’s summer BBQs, neighbor hangouts, or quiet poolside evenings, this backyard is pure main-character energy. You’ll also love the minimal HOA and the easy access to Orlando, the airport, and the beaches. But nothing beats coming home to that small-town Winter Garden charm. If you’ve been dreaming of a place that feels like a vacation every day, this is the one. Everything you love is just a golf cart ride away. Would you like me to make it slightly shorter so it fits cleanly in a listing flyer or Instagram caption too?

312 N Park Avenue, Winter Garden

$557,000
4 Beds 3 Baths Overlook 2 At Hamlin Phase 2 And 5 SubDv. 34787 Zip Code
Welcome to this beautiful 2-story home located in the popular Overlook at Hamlin community. Featuring 4 bedrooms and 2.5 bathrooms, this home is designed for both comfort and convenience. The flexible floor plan includes a first-floor bedroom, ideal for visiting family, guests, or a private home office. The main level boasts an open-concept layout with wood-look tile flooring throughout, creating a seamless flow for entertaining and everyday living. Upstairs, you’ll find upgraded premium padded carpet for added comfort. Recent updates include a tankless water heater and a new HVAC system installed in Fall 2024, offering peace of mind and energy efficiency. Enjoy your private fenced courtyard and 2-car garage. The HOA takes care of the landscaping. The community of Overlook at Hamlin offers a variety amenities and is situated in the heart of Hamlin, where you’ll find shopping, dining, fitness centers, bike trails, and more—all within minutes. With easy access to major highways and a short drive to Disney theme parks, this home offers the perfect blend of lifestyle and location. Don’t miss the opportunity to live in one of Winter Garden’s most desirable neighborhoods!

5611 Bowman Drive, Winter Garden

$530,000
3 Beds 3 Baths Waterleigh Ph 2d SubDv. 34787 Zip Code
this house is just next to the resort style clubhouse amenity centers and park, down stairs has flex room.The open floor plan allows access from the kitchen to the breakfast room and family room. Tile throughout the first floor. Carpet in the bedroom. Covered lanai with pavers. Second floor has a large master suite with dual sinks, shower and large walk in closet. 2 more bedrooms upstairs. Laundry is also conveniently placed on the second floor. Open loft space. Situated on a picturesque setting of over 1,400 acres and more than a dozen lakes and clear water ponds, Waterleigh is located just a short drive to nearby shopping, dining and major entertainment attractions. The design and development of the community reflects the natural environments of both land and water. Rolling terrain with low-lying marshes, beautiful scenic lakes and ponds creates a fresh living environment that respects and embraces these wonderful community qualities. The community garden, mini-golf, sports fields, and two resort-style clubhouse amenity centers provide a comforting and fun-filled community environment.

10643 Atwater Bay 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

$489,990
3 Beds 4 Baths Parkview At Hamlin SubDv. 34787 Zip Code
Receive up to $20,000 in closing costs! Welcome to this stunning 3-story townhome by Ashton Woods, part of the sought-after Coastal Collection in Parkview at Hamlin. Thoughtfully designed with 3 private suites, this home offers flexibility and privacy for family and guests alike. The first-floor suite is perfect for visitors or a home office, while the third-floor primary suite features a spacious layout with a walk-in closet and spa-inspired bath. The heart of the home is on the second floor, where the open-concept living room, dining area, and kitchen flow seamlessly together. The chef’s kitchen boasts 42" cabinetry, stainless steel GE appliances, white quartz countertops, a large island, and vinyl plank flooring, all opening to a covered lanai for indoor-outdoor living. Additional bedrooms provide plenty of space for comfort and versatility. Located in the vibrant Parkview at Hamlin community, residents enjoy resort-style amenities, access to top-rated schools, and close proximity to shopping, dining, and all that Winter Garden has to offer.

15477 Hamlin Park Drive, Winter Garden

$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

$695,000
5 Beds 3 Baths Summerlake Pd Ph 3b SubDv. 34787 Zip Code
Welcome home! This bright and beautifully maintained five-bedroom, three-bathroom home with an office nook is located in the highly sought-after community of Summerlake in Winter Garden. Offering over 3,200 square feet of living space, a spacious fully fenced backyard, and a three-car tandem garage, this home features fresh exterior paint in 2024, brand new carpeting upstairs, and luxury vinyl plank flooring on the stairs and in the downstairs guest suite. The kitchen boasts wood cabinets, granite countertops, a newer gas stove, newer refrigerator, center island, breakfast bar, and an eat-in nook, all flowing seamlessly into the living and dining spaces. Sliding doors with plantation shutters open to a screened porch and extended paver patio overlooking the backyard. The upstairs primary suite offers his and hers walk-in closets, dual sinks, a soaking tub, and a walk-in shower. All upstairs bedrooms include walk-in closets, and an expansive loft is perfect for a game room or second living area. Community amenities include a resort style pool, clubhouse, fitness center, fishing dock, zipline, playgrounds, tennis and basketball courts, dog park, and nightly Disney fireworks views. Conveniently located just minutes from Hamlin Town Center, Winter Garden Village, Historic Downtown Winter Garden, and FL 429, with easy access to Orlando’s top attractions including Disney, Universal Studios, and SeaWorld.

15019 Purple Martin Street, Winter Garden

$482,500
3 Beds 2 Baths Oak Park At Winter Garden SubDv. 34787 Zip Code
Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Garden, FL, offering a desirable split floor plan and exceptional use of space. Recent upgrades include remodeled bathrooms, new sink and kitchen countertops, fresh exterior paint, newer roof, newer HVAC, and no carpet for easy maintenance. Just blocks from downtown Winter Garden’s dining, shopping, and award-winning farmers market. Located in the sought-after Golf Cart District, this home offers the perfect blend of charm and convenience with a low HOA. Hop on the West Orange Trail minutes from your doorstep, perfect for a morning run or bike ride or afternoon stroll enjoying the beautiful Florida scenery West Orange County has to offer. Whether you’re relaxing at home, exploring local boutiques and restaurants, or cruising to the farmers market on your golf cart, this move-in ready property puts you in the heart of one of Central Florida’s most vibrant communities.

653 Stevelynn Circle, Winter Garden

$551,000
3 Beds 2 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
• Well-Priced & Gorgeous THREE-Bedroom, Two-Bath, Concrete-Block, Single-Family Home on a Large, CORNER Lot… with and A-RATED SCHOOLS in the Sought-After Horizon West Area! HOLY COW! • Home is in an Excellent Location Where You can WALK to the Amazing COMMUNITY CENTER Just Across the Street! You will be Thrilled with the Fantastic Condition with All Brand-New LAMINATE FLOORING… and So Freshly PAINTED the home even SMELLS New! • OPEN KITCHEN Overlooking the Family Room & SCREENED PORCH! Nice! Never Run out of Hot Water with a Tankless Gas Water Heater too! • The Affluent Neighborhood of West Lake Hancock Estates is part of the New HAMLIN TOWN CENTER, a 30,000 Acre Master-Planned Community with nearby walkable Shopping, Restaurants, Nature, Hospitals and Endless Entertainment! • You will feel like you are Living in a Family-Oriented Small Town, while also being an established and Master-Planned Community Hosting Virtually all the Resident-Amenities You Could Ever Hope for…all for an Affordable $209/ month! • The Community Clubhouse is RIGHT ACROSS THE STREET from your New Home where you can just WALK Over to Enjoy the Massive, Resort-Style Community POOL & Splash Pad and a 24/8 Resident-Access FITNESS CENTER! Surrounding the Clubhouse residents can enjoy the Sports Lawn, the Firepit, a Covered Pavillion, abundant PICNIC SPACES, Canoes for Rent, the Playground Overlooking the LAKE, the DOG PARK, Miles of Walking Trails…the Waterfront Pavillion to Enjoy the Sunset… and Evening Views of the Disney Fireworks! • Love the Water? Take advantage of your Private BOAT RAMP & BOAT DOCK just for Neighborhood Residents on 467-Acre LAKE HANCOCK! Need storage for your boat, RV, jet skis and trailer?...There is a new neighborhood storage rental facility just 3 minutes away! • You will be living just Minutes Away from so many nearby Dining & Shopping Options You’ll Never Need to Leave the Area at our New HAMLIN TOWN CENTER SHOPPING District, including a Publix & Walmart! You will always have something FUN to do here with the Cinepolis Luxury Movie Theatre, the Urban Air Trampoline Park… the New HORIZON WEST REGIONAL PARK, a 220-Acre Outdoor Orange-County Mega Park…and the exciting New Horizon West 45-Acre SURF PARK too! • For those Golfers, the Well-Known Orange County National Golf Center & Lounge sits next to this Community! • Within a quick 20-minute Drive, you can Use your Annual Passes to the Walt Disney World Parks for a Lifetime of Disney Magic… or be in the Historic Downtown WINTER GARDEN VILLAGE with its Boutique Shopping and Restaurants! • In less than 30 minutes, You will be at Universal Orlando or SeaWorld, or an Easy Commute to DOWNTOWN ORLANDO… and the Orlando International Airport in less than 45 minutes away! Nice! • The Rest of Central Florida is Just Around the Corner with Your Home being only 5 Minutes from the 429 Expressway, with easy Access to the Florida Turnpike & Interstate 4! • Sought-After, A-Rated Schools: Independence Elementary, Bridgewater Middle and Horizon High School…and Many Nearby Private Schools as Well! Say YES!

7500 Lake Hancock Boulevard, Winter Garden

$737,500
4 Beds 4 Baths Summerlake Pd Ph 1b-A Rep SubDv. 34787 Zip Code
Welcome to this beautifully upgraded residence in the sought-after Summerlake community of Horizon West, Winter Garden. Perfectly situated on an estate-size corner lot, this property offers exceptional privacy with no neighbors on one side and peaceful greenspace views. Spanning nearly 3,600 sq ft, the home features 4 bedrooms, 3.5 bathrooms, a private office, formal living room, and even a hidden theater room! A charming front porch sets the stage for the inviting interior, where extended tile flooring flows throughout the main living areas for a seamless, elegant look. At the front of the home, the private office features stylish sliding doors and a large window—ideal for working from home—while the versatile formal living room can easily serve as a dining room. The gourmet kitchen is the heart of the home, showcasing upgraded cabinetry, granite countertops, a large breakfast island, modern pendant lighting, tile backsplash, stainless steel appliances, gas cooktop, and a custom walk-in pantry. The dishwasher and microwave are brand-new. The kitchen opens to the dining area and spacious family room, which leads to a covered lanai and fully fenced backyard—perfect for entertaining or adding a pool. A custom bar with cabinetry, extra seating space, and a beverage fridge makes hosting a breeze, while the guest powder bath downstairs features a newer vanity. You’ll also appreciate the oversized under-the-stair storage. Upstairs, built-in storage cabinetry leads to a hidden door revealing the private theater room with board-and-batten accents—ideal for movie nights or as a bonus space. The oversized primary suite offers a sitting area, dual walk-in closets, and a spa-like bathroom with dual vanities, updated lighting, an oversized walk-in shower, soaking tub, and linen closet. Three additional bedrooms and two full bathrooms are also located upstairs, along with an oversized laundry room featuring space for extra storage or a hobby table, plus a newer washer and dryer. Additional highlights include overhead garage storage, gutters, a fully fenced yard, and a new A/C system (2023). The oversized covered lanai provides ample seating for gatherings. Enjoy the privacy of the corner lot with plenty of space for backyard games, gardening, or a future pool. Summerlake residents enjoy resort-style amenities, including a clubhouse, fitness center, resort-style pool with splash pad, tennis courts, playgrounds, dog park, half basketball court, and scenic walking trails. The HOA even includes lawn maintenance. Zoned for A-rated schools—including Summerlake Elementary right in the neighborhood—and just minutes from Hamlin Town Center, SR 429, and Walt Disney World, this home perfectly blends convenience, comfort, and luxury. Schedule your private showing today—this one won’t last! Make sure you check out the video!

8000 Key West Dove Street, 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

$1,570,500
3 Beds 4 Baths 34787 Zip Code
A Rare Slice of Serenity in the Heart of Horizons West — 5526 Tiny Road Almost five acres in the middle of one of Central Florida's most sought-after communities isn't just rare — it's nearly impossible to find. While the rest of Horizons West builds closer together, 5526 Tiny Road sits on almost five rolling, private acres surrounded by open sky, a private pond, and natural Florida landscape — all within walking distance of community trails, top-rated schools, and the brand-new Orange County Library currently under construction just steps away. This is the property buyers spend years waiting for. The freedom of acreage. The convenience of community. No HOA. No compromise. The custom-built 2007 estate offers 2,400 square feet of thoughtfully designed living space — three bedrooms, a spacious loft, and 2.5 bathrooms inside, plus a half bath in the oversized 3.5-car garage built for the enthusiast, the workshop, the toys, or all three. The open-concept layout is filled with natural light, anchored by a gourmet kitchen and flowing living spaces designed for both everyday comfort and effortless entertaining. Step outside and the property truly comes alive. A front gazebo attached to the home frames sweeping views across the acreage. The screened rear lanai overlooks a nature preserve. Sunrises and sunsets paint the elevated ridge in a way that no subdivision lot can replicate. Wild turkeys, native birds, and open Florida sky are your neighbors. Just a short ride to Hamlin Town Center, Disney World, SR-429, and everything Horizons West continues to build around you — including planned road enhancements to Tiny Road itself, with landscaped medians and expanded sidewalks that will further elevate the entrance to this property. Properties like this don't come back to market. Once it's gone, it's gone — because there is nothing left to build like it here. 3 Bed | Loft | 2.5 Bath + Garage Half Bath | 3.5-Car Garage | Almost 5 Acres | No HOA | Custom 2007 Build | Private Pond | Horizons West / Independence-Summerport

5526 Tiny Road, Winter Garden

$2,125,000
5 Beds 5 Baths Hickory Hammock Ph 1d SubDv. 34787 Zip Code
This LAKEFRONT Home with PRIMARY AND 3 SECONDARY BEDROOMS ON the MAIN FLOOR was RENOVATED FROM TOP TO BOTTOM and is located in the very desirable GATED Community of HICKORY HAMMOCK. The moment you walk through the front door, you will have gorgeous VIEWS OF THE BEAUTIFUL 2400-ACRE JOHN’S LAKE. The interior continues with the COUNTLESS UPDATED CUSTOM FINISHES including VERY HIGH-END LUXURY VINYL PLANK FLOORING throughout the entire first floor, QUARTZ COUNTERTOPS, 53” EUROPEAN-STYLE KITCHEN CABINETS, TWO-PIECE CROWN MOLDING, and 7” BASE MOLDING. ALL 5 BEDROOMS HAVE WALK-IN CLOSESTS WITH CUSTOM BUILT-INS. You will find one additional Bedroom and Full Bathroom upstairs alongside a HUGE BONUS ROOM with plush carpet and extra thick padding. Entering the home from the garage, you will find a beautifully designed MUD SPACE and then enter the laundry room to find a BUILT-IN SMOOTHIE/COFFEE BAR with upper and lower cabinets, drawers, and a BUILT-IN SINK. There’s also an ingenious “SECRET” SPACE that’s currently being used as an art room. The home features a whole-home filtration/softener and R.O. water system. Alarm system and cameras are paid in full and included. Additionally, this home provides a SCREENED-IN SALTWATER POOL. Inside the screened patio, you’ll enjoy entertaining with a SUMMER KITCHEN, complete with a built-in grill, refrigerator, sink, and granite countertop. This home provides extraordinary entertaining space, both inside and out. This home also features an OVERSIZED 3-car garage with Lots of OVERHEAD STORAGE RACKS and a SPLIT AIR CONDITIONER. The PRIVATE DOCK IS EQUIPPED WITH WATER AND ELECTRICITY AND BOAT LIFT. There is a FULLY FENCED backyard leading to your dock where you can watch DISNEY FIREWORKS OR GO ENJOY BOATING, PADDLE BOARDING, KAYAKING, OR JET SKIING ON THE INCREDIBLE 2400 ACRE JOHN’S LAKE. *BONUS - SOLAR PANELS ARE OWNED – NO ADDITIONAL PAYMENTS – SAVE MONEY ON YOUR ELECTRIC BILL* THIS EXCEPTIONALLY DESIGNED AND UPDATED LAKEFRONT HOME TRULY OFFERS IT ALL. Schedule your private showing today.

16098 Johns Lake Overlook Drive, Winter Garden

$592,000
5 Beds 4 Baths Johns Landing Ph 02 48 138 SubDv. 34787 Zip Code
Investor Special! Located in the highly desirable, gated lakefront community of Johns Landing. This spacious 5-bedroom, 4-bathroom pool home offers nearly 4,000 sq. ft. of living space (excluding garage) and features two upstairs primary suites, additional bedrooms with a loft and bathroom, plus a downstairs guest/in-law suite. The layout also includes formal living and dining rooms, an open kitchen with center island, and a large family room leading to the screened-in pool, spa, and covered patio. Pool table included! Major updates are complete, including a new roof, HVAC service (August 2025), and a freshly acid-washed pool with new equipment (August 2025). Note that, many cosmetic updates are still needed, and repair quotes are available upon request, making this an excellent value-add opportunity. Johns Landing residents enjoy gated access, a playground, and a private boat ramp to Johns Lake, known for boating and fishing. Conveniently located near Downtown Winter Garden, Clermont, the Turnpike, Downtown Orlando, and area theme parks.

219 Largovista Drive, Oakland

$770,000
4 Beds 4 Baths Signature Lakes Ph 3b-4, 3b-5 & SubDv. 34787 Zip Code
Stunning 4-Bedroom, 3.5-Bath Home with Private Pool – Your Dream Oasis Awaits! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home, perfectly designed for both comfort and entertaining. Nestled in the Signature Lakes community, this spacious property boasts an ideal blend of modern upgrades and timeless elegance. Rare find with two-car detached garage and 1 space carport. Gorgeous pool-jaquzzi screened-in area, and cozy front porch area. Step inside to find an open-concept living area filled with natural light, high ceilings, and premium finishes throughout. Beautiful kitchen features granite countertops, stainless steel appliances, a large center island, and ample cabinetry—perfect for hosting or everyday meals. The primary suite located on the first floor is a true retreat, complete with a walk-in closet and a luxurious en-suite bath with double vanities, a soaking tub, and a separate walk-in shower. Three additional generously sized bedrooms and three and a half bathrooms provide plenty of space for family or guests. Step outside to your private backyard paradise featuring a sparkling pool, a covered patio area, and lush landscaping—perfect for summer gatherings or quiet relaxation. Additional features include: A dedicated home office or flex space Upstairs bonus room or second living area Two-car garage with extra storage Laundry room with built-in cabinets Zoned HVAC and smart home features Located near top-rated schools, parks, shopping, and dining, this home truly has it all. Schedule your private tour today and see why this home won't last long!

5954 Cypress Hill Road, Winter Garden

$902,500
3 Beds 4 Baths Park Place SubDv. 34787 Zip Code
Huge price reduction!! Gorgeous former model in this beautiful masonry wrapped complex in the heart of Winter Garden! Only 4 of these large 2900 SF units in entire complex which have a separate golf cart garage in addition to the two-car garage. Click on virtual tour for Matterport walk through and floorplan. This unit is elevator ready!! Ground level features a nice en-suite bedroom with walk in closet, full bath and option for additional washer and dryer. Gorgeous dark wood floors in all main areas. Main level offers a light and bright open floorplan with gourmet kitchen, custom inlay ceilings, pantry, dining area and light and bright living space with balcony and large windows and doors. The highly upgraded kitchen offers glass door cabinetry, lighting, stainless Samsung appliances, gas range, and beautiful granite counter tops with huge island for that special entertaining. The third floor is a wonderful retreat with spacious master suite and additional bedroom, both with full en-suite bathrooms and laundry area. Master suite has TWO huge walk-in closets and adjoining master bath featuring a double vanity, tile walls, luxury soaker tub, large glass enclosed walk-in shower. Additional features are Crown molding, recessed lighting, ceiling fans, custom plantation shutters, custom build in shelving organizers, pantry, on demand hot water heater, fire sprinklers, smoke and carbon monoxide detectors, prewired and plumbed for central vacuum system and so much more. Truly one of the most elegant units in the complex. This complex offers carefree lifestyle with a two-minute walk to all restaurants and shops in beautiful historic downtown Winter Garden. Some pictures have been virtually staged with furniture.

149 S Park Avenue, Winter Garden

$750,000
4 Beds 3 Baths Waterleigh Ph 2b SubDv. 34787 Zip Code
Stunning Move-In Ready 4-bedroom, 3-bath Single-Story Pool Home on an oversized Premium Lot with Full Water Views. Thoughtfully Upgraded Throughout, this home features luxury vinyl, wood-look plank tile flooring [no carpet] paired with high ceilings, crown molding, and recessed lighting. An abundance of natural light fills the open living areas, creating a warm and inviting atmosphere. Enjoy cooking and entertaining in the beautifully upgraded kitchen with quartz countertops, stainless steel appliances, a stylish backsplash, and a new refrigerator with dual ice makers. The walk-in pantry, two-tone island with bead board detailing, and crown-molded cabinetry provide both style and functionality. The primary suite includes a tray ceiling, custom-built closet, and peaceful views of the pool and pond. Unwind in the spa-style, ADA-accessible shower with a built-in bench and clean tile finishes. Additional custom closets in Bedroom 2, the kitchen pantry, and garage provide smart storage solutions. Epoxy garage flooring, a water softener, and Haiku ceiling fans add comfort and everyday ease. Step outside and relax in your own Tropical Oasis. The screened-in pool features calming waterfalls, custom lighting, and a paver deck ideal for lounging or gathering. Surrounded by mature landscaping and palm trees, the backyard is fully enclosed with an aluminum fence and perfectly positioned for waterfront views. Porch and pool furniture are included, making outdoor living effortless. Stay connected with built-in WiFi, USB outlets, and exterior cable access. Located in the sought-after Waterleigh community offering resort-style amenities including pools, clubhouse, fitness center, tennis and pickleball courts, beach volleyball, playgrounds, walking trails, community fishing dock and more. HOA includes lawn care for added convenience. Close to shopping, dining, new Publix, Disney, and major roadways including 429, I-4, and 417. Schedule your showing today!

16049 Bayou Crest Drive, Winter Garden

$745,000
4 Beds 3 Baths Waterleigh Ph 2b SubDv. 34787 Zip Code
Welcome to Your Own Slice of Paradise in Waterleigh! Offering 4 spacious bedrooms and 3 full baths, fully owned solar panels for entire home, and whole home water softner system this home features an open layout, a walk-in laundry room, and a 2-car garage for added convenience. This one-story bungalow pool home is perfectly positioned on a tranquil pond with a sparkling water fountain—and yes, you can even catch nightly sounds of the Disney fireworks right from your own backyard or take a short walk to catch the view! . The screened-in, solar-heated pool creates the ultimate indoor-outdoor Florida lifestyle—perfect for relaxing evenings or entertaining guests. The primary suite is a peaceful retreat with a walk-in closet and serene pond views. Located in the highly sought-after Waterleigh community, enjoy resort-style living with access to clubhouses, multiple pools, tennis courts, walking trails, a community dock, and more. Zoned for top-rated schools including the new Atwater Bay Elementary, Water Spring Middle School, and Horizon High School. Just 5 minutes to local grocery stores and dining, and only 20 minutes from the magic of Disney, this home is the perfect blend of convenience, community, and charm.

16061 Bayou Crest Drive, Winter Garden

$655,000
3 Beds 2 Baths Winter Garden Shores First Add SubDv. 34787 Zip Code
Mid-Century Charm Meets Modern Comfort in Winter Garden! Discover the perfect blend of classic appeal and contemporary upgrades in this delightful 3-bedroom, 2-bath pool home, ideally situated on a generous .30+ acre lot just blocks from downtown Winter Garden. Best of all, there's no HOA! Step inside and appreciate the thoughtful updates that complement the home's timeless mid-century architecture. The kitchen boasts updated Bosch appliances, including a 2021 induction range and 2023 wall oven for a total of two ovens, along with quartz countertops and an updated farm sink. You'll find engineered hardwood floors in the family room, kitchen, and hallway, and custom window blinds throughout. Peace of mind comes with a brand-new roof (July 2025), rain gutters, an AC unit replaced in 2019, and a gas hot water heater from 2018. The primary bedroom suite offers three deep closets with custom doors and a renovated en-suite bath (2021) featuring new tile, a walk-in low threshold shower, and modern fixtures that maintain the home's classic character. The hall bath was also renovated in 2023 with new tile and paint. The dining room provides a cozy ambiance with a gas fireplace and built-in shelves, while French doors open to a spacious 26x17 covered and screened back porch wired with Bluetooth speakers and also has a 220 power hookup for a hot tub. A versatile mud room/art studio/office and a dedicated laundry room add to the home's functionality. The outdoor living space is a true oasis, featuring a fenced backyard (2019) with an amazing heated saltwater pool (2019), complete with a sun ledge. The yard is kept lush with an irrigation system fed by a well (pump replaced 2020) and a French drain system (2019) for optimal drainage. The north gate is a double gate, allowing boat or RV parking behind the fence, with an RV electric outlet on the side of the house. Plus, there's a large elevated workshop building with electricity and AC for your projects (As Is). In 2023, a variance was obtained through the City of Winter Garden to build a new structure where the current workshop sits, which also allows for an attached covered veranda to be built. Beyond your doorstep, the vibrant heart of Winter Garden awaits. This home is located in the golf cart district, allowing you to drive your own golf cart on approved roads. Enjoy leisurely strolls to the weekend farmers market, participate in festive holiday events, and explore a diverse array of restaurants and shops. You're also within walking distance to Lake Apopka, where breathtaking sunsets are a daily spectacle, and it's renowned as one of Florida's top three birding areas. The Jessie Brock Community Center (offering exercise and Crealde art classes) and its pond with a paved walking circuit and exercise stations are also just a short walk away, as is the West Orange Bike Trail. This Winter Garden gem offers not just a home, but a lifestyle. Don't miss your chance to own a piece of this charming and convenient community!

423 N Main Street, Winter Garden

$1,780,000
5 Beds 5 Baths N/A SubDv. 34787 Zip Code
Exquisite New Construction in the Heart of Winter Garden’s Golf Cart District – Over 4,000 Sq Ft of Craftsman Charm! Step into timeless style and modern luxury with this brand new Craftsman-style masterpiece, perfectly situated on a charming cobblestone one-way street in the highly sought-after Golf Cart District of historic Winter Garden. Boasting over 4,000 square feet of beautifully appointed living space, this 5-bedroom, 4.5-bathroom estate offers the perfect blend of character, comfort, and convenience—all with NO HOA dues or restrictions. Set on over a third of an acre, the home impresses at first glance with custom landscaping, a massive covered front porch, and timeless curb appeal. Inside, enjoy warm wood flooring throughout, striking custom wooden beams in the foyer, and a spacious great room with electric fireplace—all flooded with natural light. Designed for entertaining, the open-concept layout includes a chef’s kitchen with custom cabinetry, gas appliances including professional grade gas range, built-in refrigerator and freezer stacks, walk-in pantry, wet bar with wine refrigerator, and a spacious island. Step outside to your private oasis complete with a large covered and pavered back patio, summer kitchen (grill + outdoor refrigerator), fenced yard, and a sparkling pool with heated spa—perfect for entertaining year-round. The downstairs primary suite offers a peaceful retreat with a spa-inspired bath, spacious shower, and massive walk-in closet finished with built-ins. A second downstairs bedroom with its own walk-in closet and nearby bath is perfect for guests or a home office. Upstairs, you'll find three additional bedrooms (each with walk-in closets), a loft living area, and even a second laundry/utility room for added convenience. The main laundry room downstairs is oversized, filled with natural light and extensive cabinetry, and an adorable mudroom just off the garage. Additional features include: Two-car garage PLUS a golf cart garage, dual tankless gas water heaters, gas appliances, and fully fenced back yard. This rare Winter Garden gem offers the best of both worlds—new construction luxury with the charm of Downtown Winter Garden living. Just moments from shops, dining, and everything downtown Winter Garden is known for. Don’t miss this opportunity to own a truly one-of-a-kind home in one of Central Florida’s most desirable communities.

958 Tildenville School Road, Winter Garden

$700,000
4 Beds 4 Baths Watermark SubDv. 34787 Zip Code
LOCATION LOCATION LOCATION!! Live just minutes from the magic in this stunning Winter Garden home! This beautifully maintained home features 4 bedrooms, 3.5 bathrooms, and an added BONUS great room, offering flexible space perfect for a second living area, playroom, home theater, or office. As you step inside, you’re greeted by a private office to the left with double doors, followed by a formal dining room that sets the stage for holidays and special gatherings. Downstairs showcases ceramic tile flooring throughout, and an open-concept layout filled with natural light. The kitchen is a true centerpiece with a large island perfect for seating, granite countertops, custom backsplash, and stainless steel appliances. From the kitchen, a separate breakfast nook, and a cozy den just off the kitchen makes a great additional lounge or play space. All bedrooms, including the spacious primary suite, are located upstairs for added privacy. The second floor also features a dedicated laundry room with washer and dryer included. Closets throughout the home are upgraded with wood shelving—no wire racks—adding style and functionality. Additional highlights include upgraded wood blinds throughout, real wood stairs with custom metal spindles, an epoxied garage floor with overhead storage racks, and permanent, permanent outdoor trim lighting that keeps the exterior festive all year long. Step outside to your private backyard oasis featuring Trex decking on the covered patio, an extended pavered area with a cozy fire pit, vinyl fencing, and a grassy area ideal for pets, play, or peaceful evenings watching the Disney fireworks every night! Meritage Homes is all about energy efficiency, and this home delivers! Outfitted with solar panels and spray foam insulation in the attic, it’s designed to keep energy bills lower and the home comfortable year-round. The added benefit? The attic stays cool enough to use as extra storage space. Home is equipped with indoor Rampart Security System and outdoor Ring doorbell system. Nestled in one of Watermark’s most desirable spots, this home is just a quick 2-minute stroll to the community’s incredible amenities including a resort-style pool with splash pad, park, playground, fitness center, tennis courts, clubhouse, amphitheater, and even a second-story deck perfect for catching the Disney fireworks. Plus, you’re just minutes from Disney, Hamlin’s top dining and shopping, and have easy access to SR-429 for a smooth commute around Orlando. With stylish upgrades, a spacious layout, and a prime location......this one checks all the boxes. Don’t miss your chance to experience the magic!

9213 Holliston Creek Place, Winter Garden

$550,000
3 Beds 4 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
Under contract-accepting backup offers. Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification. From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented façade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites. The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight — ideal for entertaining, hosting family, or gathering after a day at the parks. The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home — a rare and memorable feature that truly sets this property apart. Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month. Move-in ready, meticulously maintained, and positioned in one of Winter Garden’s most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover. Private showings available by appointment.

15456 Gilligan Court, Winter Garden

$2,670,000
7 Beds 6 Baths Waterside SubDv. 34787 Zip Code
Stunning Designer Home in Exclusive Gated Community Near Horizon West, Windermere, and Downtown Winter Garden. No detail was overlooked in this custom-upgraded 7-bedroom, 5.5-bath estate offering a rare combination of luxury-focused design, wellness-minded living, and high-function luxury. From bespoke ceiling and wall treatments to curated finishes in every room, this home showcases intentional design at every turn. A striking slab of Italian marble creates a dramatic focal point in the main living area, while unique wallpaper choices from Gucci wallpaper in the powder room to gold-leaf and natural grass cloths throughout add rich layers of texture and refinement. Created with wellness in mind, all paints used are low-VOC for optimal indoor air quality. Built-ins, wall finishes, furnishings, and furniture are made from clean, sustainable, and high-end materials. Over $40,000 worth of gorgeous designer light fixtures are thoughtfully placed throughout, adding brilliance and elegance to every space. Enjoy peace of mind with a whole-house water purification system that enhances both your health and your skin and hair. A natural gas-powered generator provides reliable backup power, while the heated pool and hot tub provides year-round relaxation and can be heated simultaneously. The private dock accommodates boats up to 25 feet, and a French drain system with pump ensures water management and flood protection.The dedicated media room is designed for the ultimate movie-night experience, featuring tiered theater seating, blackout shades, and a built-in wet bar, perfect for entertaining or relaxing in comfort and style. Additional features include Hurricane-rated drop-down screen on the balcony and an Extended driveway. Tucked within one of the only gated communities in this part of Winter Garden, this home offers both prestige and convenience with quick access to Horizon West, Downtown Winter Garden, and Windermere. Enjoy Johns Lake living at its best. From boating and fishing to stunning sunset views. A true blend of luxury, wellness, and location. Click the tour links for floor plans, additional videos and an interactice map!

16821 Broadwater Avenue, Winter Garden