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$1,665,000
5 Beds ⋅ 6 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
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1224 Union Club Drive, Winter Garden
$1,075,000
7 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code
This stunning 4,800+ sq ft, single-family home seamlessly blends luxury living with family functionality, creating the perfect sanctuary for discerning homeowners. Designed with both relaxation and productivity in mind, this exceptional property caters to families seeking space and sophistication, as well as professionals requiring elegant work-from-home solutions. The spectacular kitchen serves as the centerpiece of this magnificent home, featuring a modern blend of form and function. Crisp white cabinetry with maximum storage and the expansive center island, finished in complementary gray tones, provides abundant workspace and casual dining. Premium stainless steel appliances, including hob with natural gas, cater to culinary enthusiasts. The striking geometric backsplash in complementary tones adds visual interest and enhances the elegant quartz countertops. A farmhouse-style apron sink with upgraded faucet anchors the island, while industrial-inspired pendant lighting provides both task and ambient illumination. The open-concept design flows seamlessly into the adjoining living spaces, making it ideal for both intimate family meals and grand entertaining. The thoughtfully designed floor plan includes seven generously sized bedrooms and four full bathrooms, with a convenient downstairs primary suite and guest suite for main-floor living. Five additional bedrooms upstairs provide ample space for large families or multi-generational living arrangements. Premium amenities elevate everyday living with a dedicated movie room for cinematic experiences, a large den featuring a built-in bar for all types of entertaining, and a private gym for maintaining an active lifestyle. The breathtaking outdoor living space showcases a stunning resort-style pool complex that serves as the crown jewel of this luxury home. Enclosed within an expansive screened lanai, the area seamlessly blends indoor comfort with outdoor living, providing year-round enjoyment while maintaining protection from the elements. The centerpiece is a magnificent rectangular pool with crystal-clear blue water, complemented by an elegant elevated spa featuring exquisite glass mosaic tile work. The elevated spa creates a beautiful focal point with its geometric design and seamless integration with the main pool. Premium travertine pavers throughout the expansive deck area provide both beauty and functionality, offering ample space for lounging and entertaining. The practical home office exemplifies modern luxury with its thoughtful design and premium finishes. Framed by an elegant arched entry, this dedicated workspace features floor-to-ceiling built-in cabinetry in crisp white, providing abundant storage while maintaining a clean, organized aesthetic. The centerpiece is a sleek white desk island that accommodates dual workstations, perfect for collaborative work or separate professional endeavors. A three-car garage plus additional driveway parking for two vehicles ensures convenience for busy families and frequent guests. Every detail has been carefully considered to provide the ultimate in luxury living while maintaining the warmth and functionality essential for family life. This extraordinary property offers the rare combination of luxury amenities and family practicality. From the professional office space that supports career success to the entertainment areas that create lasting memories, every square foot has been designed with purpose.

14097 Jomatt Loop, Winter Garden
$464,000
3 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code
This recently built energy-efficient home, constructed by Meritage Homes in September 2019! Enjoy a large, covered front porch and a spacious open first floor. Upon entering, you'll find wood-look grey tile flooring that perfectly complements the cabinetry and walls, with no carpet downstairs. The open layout allows for seamless cooking and entertaining, with the kitchen, dining room, and living room all connected. This home features high ceilings, natural lighting, and a $3,000 light fixture installed by the owner. The kitchen includes quartz counters, stainless steel appliances, an overhead vented hood, and a deep stainless steel sink located in the center island overlooking the dining room, along with plenty of bar stool seating and a coffee bar for extra counter space. Upstairs, you'll find ample natural light, modern metal railings overlooking the dining and living areas, and convenient access to the upstairs laundry room. The master suite features abundant natural lighting, a ceiling fan, and a walk-in closet, while the master bath includes French doors leading into the dual vanity, walk-in shower, and a separate door for the toilet area. With spray foam insulation in the attic and double-pane windows, this home is designed to keep the hot Florida heat outside, exceeding ENERGY STAR guidelines for energy efficiency. The two car garage is 2.5 ft wider on each side for 5ft of extra space or storage and the driveway is long enough for four vehicles! The Oakland Trails community offers a pool, playground, two dog parks, and a walking trail, conveniently located near Central Florida's major employment, Florida’s Turnpike and entertainment corridors, including Downtown Orlando, Walt Disney World, and Universal Studios. Enjoy the outdoors by riding your bike or walking to the Oakland Nature Preserve or the West Orange Bike Trail, just outside the neighborhood. Come see this beautiful home today!

2163 White Feather Loop, Oakland
$395,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Built in 2023 and beautifully staged, this stylish 3-bedroom, 2.5-bath townhome offers modern comfort in one of the area's most sought-after, amenity-rich communities—just minutes from Disney! Upstairs, you'll find all three bedrooms, including a spacious primary suite with a walk-in closet and a spa-like en-suite bath featuring dual sinks and a walk-in shower. A second-floor laundry area adds everyday convenience. Downstairs, the open-concept layout boasts sleek tile flooring, a bright living and dining area, and a contemporary kitchen with granite countertops and stainless steel appliances—all included. Additional highlights include a powder bath on the main floor, a practical drop zone by the garage entry, and pre-wiring for ceiling fans in all bedrooms and the living room. Step outside to a covered back patio—perfect for morning coffee or weekend gatherings. The rear-entry 1-car garage, 2-car driveway, and guest parking out front ensure room for everyone. Enjoy resort-style living with access to a sparkling pool, fitness center, dog parks, playgrounds, scenic walking trails, and frequent neighborhood events. With shopping right at the community entrance and lawn care plus exterior maintenance covered by the HOA, this home truly delivers low-maintenance, high-enjoyment living in a place everyone wants to call home!

13298 Pontoon Road, Winter Garden
$700,000
4 Beds ⋅ 3 Baths ⋅ Cypress Reserve SubDv. ⋅ 34787 Zip Code
You've been scrolling the websites for weeks now, just waiting for that perfect combination of price, size, location.....and crossing your fingers for a premium lot.......and you'll be glad that you waited! 13851 Jomatt Loop in Winter Garden is just that and much more, and is now being sold for the very first time by the original owners. One of Taylor Morrison's most popular floor plans' the Emerson, offers a tremendous amount of square footage, and thoughtfully designed to make every square inch functional. As you pull into your paver driveway, past your quaint front porch and over the threshold, you can immediately begin to take in all of the space within this home. A home office; which could double as a homeschooling room, is conveniently located in the front of the home, providing the utmost privacy if needed. A separate formal dining room is adjacent to the kitchen, making it really easy to host those large family gatherings or holiday parties. Once into the heart of the home (your gorgeous new kitchen), you can honestly see how you'll be the envy of all of your friends and family. Granite countertops as far as the eye can see, give you more prep space then you'll know what to do with, and a double-oven, separate microwave and gas cooktop are the icing on the cake to make this a one-stop shop for any baker, sous-chef or aspiring cook. Espresso colored cabinets wrapped around every wall are the perfect place for all of your cookware and plates. In addition to the eat-in kitchen, there is also enough space for (5) barstools around the kitchen counter, all of which opens up to the extra large family room. Two additional bedrooms are located in the rear of the home, and are serviced by their own individual full bathroom. Your new primary suite is located opposite of those, with a tray ceiling and ceiling fan, and stunning views of the conservation on your premier lot. Need a place to relax and call your own after a hard day....how about this hotel-like en-suite bathroom; with dual granite vanities, a soaking bathtub (complete with a TV), and a separate walk-in shower, all of which will rival any local 5-star hotel! Two individual walk-in closets are within your bedroom as well for all of your personal collectibles. Do you want a quiet place to enjoy a morning cappuccino or evening cabernet, well check that box! Your new screened-in lanai comes with unobstructed views of conservation and mature landscaping, setting the stage for the perfect spot to unwind. Enjoy watching over 55 species of birds, deer and countless other wildlife as they enjoy their natural habitats. 1/3 OF AN ACRE | LOW HOA | 3 CAR GARAGE | 3 WAY SPLIT FLOORPLAN | ONE BEDROOM WITH ITS OWN EN-SUITE BATHROOM | 20 PANEL SOLAR SYSTEM (NOT LEASED) = LOW UTILITY BILLS OF $100.00 +/- PER MONTH | WALK TO SUNRIDGE ELEMENTARY. Don't you deserve to walk into a home every day that you are excited about?

13851 Jomatt Loop, Winter Garden
$610,000
4 Beds ⋅ 3 Baths ⋅ Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Welcome to this MOVE-IN READY one-story 4 bed/3 Bath home in Winter Garden, Florida. This Pulte built, Canopy Model, completed in 2020, has an ideal OPEN FLOOR PLAN you've been searching for! Upon entering you are welcomed with RECENTLY UPDATED marble tile flooring and FRESHLY PAINTED walls in the main living areas. The first of your FOUR bedrooms, also a Wheelchair Accessible room, is located directly to your right. This room has an ensuite, walk in closet, and Luxury Vinyl Flooring. Continuing into the home you will be greeted with an abundance of NATURAL LIGHT that flows throughout the home. Your kitchen is nestled in the heart of the home with a breakfast island and window above your kitchen sink that overlooks your CORNER LOT. This area flows into your main dining location and your main Gathering Room. A great open floor plan both for entertaining and relaxing. Located just outside of your Gathering Room, your outdoor Oasis awaits you with a Covered Lanai and a Screened-in, Solar-Heated (and electric-heated) Pool. Lush landscaping around the pool also provides privacy along with a FENCED yard space. Back indoors you will also find a Primary Suite offering dual Quartz sinks, OVERSIZED SHOWER, and a Walk-In Closet with built-in shelving and two more bedrooms. ADDITIONAL UPGRADES INCLUDED: Gutters, Water Softener, Water Purifier, 8 ft doors throughout the home, Recently sealed Driveway and Back Patio Pavers, a TESLA FAST CHARGER, EXTENDED GARGE space offering 6ft of additional storage and built in shelving. Neighborhood Amenities Include: GATED COMMUNITY, Zero-Entry Resort Style Pool, Splash Pad, Fishing Dock over Johns Lake, Kayak Launch into Johns Lake, Fitness Center, Playground and Clubhouse for only $128 monthly. Don't miss your opportunity to live in this amazing community nestled between Winter Garden and growing Clermont area! Schedule your showing today!

3227 Buoy Circle, Winter Garden
$825,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
MOTIVATED SELLER! SOLAR PANELS WILL BE PAID IN FULL AT CLOSING, saving the new owner HUNDREDS in energy costs monthly! Introducing a breathtaking Spanish-Mediterranean style POOL HOME, built in 2020 and perfectly situated on a PREMIUM CORNER LOT in the highly desirable WATERMARK COMMUNITY of Horizon West. This thoughtfully designed home blends elegance with functionality, featuring TIMELESS FINISHES, a bright OPEN-CONCEPT LAYOUT, and LUXURY VINYL PLANK FLOORING throughout the main living areas. Offering 4 BEDROOMS, 3 FULL BATHROOMS, and a POOL-CONVENIENT HALF BATH, this home includes a PRIVATE GUEST ENSUITE on the main level, a DEDICATED OFFICE OR HOBBY ROOM, and a SPACIOUS UPSTAIRS BONUS ROOM, perfect for a media room, playroom, or additional workspace. At the heart of the home, the GOURMET KITCHEN shines with QUARTZ COUNTERTOPS, STAINLESS STEEL BUILT-IN APPLIANCES, and an OVERSIZED ISLAND perfect for gatherings. A CHARMING FRONT PORCH adds curb appeal and a cozy space to unwind. Upstairs, the LUXURIOUS PRIMARY SUITE offers DISNEY FIREWORK VIEWS and a Spa-Inspired bathroom featuring DUAL QUARTZ VANITIES, a SOAKING TUB, and a WALK-IN SHOWER. Two additional bedrooms, a full bath with GRANITE COUNTERTOPS, and a WELL-APPOINTED LAUNDRY ROOM complete the upper level. Step outside to your PRIVATE BACKYARD OASIS with a CUSTOM-DESIGNED POOL, COVERED LANAI, and FULLY FENCED YARD, ideal for entertaining or relaxing. WATERMARK OFFERS RESORT-STYLE AMENITIES, including multiple pools, clubhouse, splash pad, fitness center, tennis courts, playgrounds, dog park, and scenic walking trails, ALL JUST MINUTES FROM DISNEY, TOP-RATED SCHOOLS, SHOPPING, AND DINING. DON’T MISS THIS OPPORTUNITY! With SOLAR PANELS PAID IN FULL AT CLOSING, you’ll enjoy SIGNIFICANT MONTHLY SAVINGS and immediate value from day one!

15079 Guava Bay Drive, Winter Garden
$900,000
5 Beds ⋅ 4 Baths ⋅ Johns Landing Ph 01 44/47 SubDv. ⋅ 34787 Zip Code
Welcome to 619 Largovista Dr—a custom-built, recently remodeled home in the highly desirable, gated community of Johns Landing on Johns Lake. This one-of-a-kind property features luxury finishes and a beautifully designed layout, along with mature fruit trees for a touch of natural charm. Step into the grand foyer and take in the stunning light fixtures cascading from the soaring ceilings. To your left, a cozy wood-burning fireplace offers the perfect spot for relaxing nights in. To your right, the spacious dining room is enhanced with elegant wainscoting that extends from floor to ceiling.The living room features an inviting entertainment area with sliding glass doors that flood the space with natural light and provide easy access to the backyard. The kitchen is a showstopper, equipped with sleek white slim shaker cabinets and a striking white oak range hood. Just outside, your enclosed outdoor kitchen makes entertaining a breeze.Step into your own tropical paradise and enjoy fresh peaches, mangos, Barbados cherries, and June plums from mature fruit trees. Back inside, retreat to the primary suite, where an exquisitely designed bathroom awaits—complete with a marble walk-in shower for two, a soaking tub, and a 96-inch dual vanity.Upstairs, you'll find a large loft, four spacious bedrooms, and two additional bathrooms. From the loft, step out onto a balcony overlooking the yard—perfect for your morning coffee.Johns Lake offers endless opportunities for fishing, boating, jet skiing, paddleboarding, water skiing, and wakeboarding, with private access from the community boat ramp just down the road. The location is ideal—just off the Turnpike and Highway 50, with biking access to the Orange Trail and the historic Downtown Winter Garden, known for its charming restaurants and boutique shops. Only 25 minutes to Downtown Orlando, Disney, major attractions, and Orlando International Airport.

619 Largovista Drive, Oakland
$852,000
4 Beds ⋅ 3 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
Welcome to 657 Duff Dr—a spacious and beautifully upgraded pool home located in Glynwood, one of Winter Garden’s most desirable neighborhoods. With over 2,000 square feet of living space, a split floor plan, and soaring high ceilings, this home offers the perfect blend of comfort, privacy, and modern design. Step inside to find luxury vinyl plank (LVP) flooring throughout, giving the home a sleek and cohesive feel. The fully remodeled kitchen (2025) is a true showstopper, featuring brand-new appliances, custom cabinetry, quartz countertops, and stylish finishes perfect for entertaining or everyday living. Both the primary suite bathroom and guest bath were also updated in 2025 with contemporary tile, vanities, and fixtures. Major systems have been recently upgraded, including a new roof, A/C in 2022, offering peace of mind and long-term value. Step outside to your own private oasis, complete with a sparkling pool and relaxing hot tub—ideal for enjoying Florida’s sunshine year-round. This home is also part of the Stone Crest community, which features a clubhouse, community pool, playground, tennis courts, and a scenic walk path around a beautiful pond. Located just minutes from historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this home offers unbeatable access to shopping, dining, parks, and recreation. Whether you're headed to the Farmer’s Market, catching a performance at the Garden Theatre, or hopping on the 429 for an easy commute, this location has it all. Don’t miss your opportunity to own this move-in-ready gem in the heart of Winter Garden! <iframe src="https://www.zillow.com/view-imx/a5e72bc4-7098-4731-81dd-16bb98dbb578?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

657 Duff Drive, Winter Garden
$555,000
3 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 2 & 5 SubDv. ⋅ 34787 Zip Code
Welcome to The Cove at Hamlin, a portion of the Resort Style Community of Overlook at Hamlin, Winter Garden! This lovely home is the Sheen Model, built in 2018 by Taylor Morrison Builders. The Front Porch beckons you inside with its warm and breezy Coastal and Cottage Vibe. As you enter the bright Foyer, there is an Ensuite Bedroom and Full Bath to the right of the Foyer. From the Foyer, proceed to the Great Room/Open Floor Plan featured by a Gourmet Style Kitchen with 42" Cabinets; Tasteful Stainless Steel Appliances including a Gas Oven Range; Spacious Breakfast Bar with Deep Stainless Sink; Gas Oven Range; an L-Shaped Living Room & Dinette Area. From the Dinette Area, step outside to a Paver Brick Walkway and Courtyard, leading to the 2-Car Garage equipped with Automatic Garage Door Open. Now on to the Second Level! From the bright Foyer, proceed up the stairs, with its classic banister, to a second level with a spacious Media/Family Room, conveniently located Laundry Room, and the Exquisite and Well-Appointed Ensuite Primary Bedroom and Primary Bathroom with a Massive Walk-in Closet. In the Split Plan Second Level, Bedroom 3 also has an adjacent Full Bath with Tub, Walk-In Closet, and a Door with Full Glass View out to the Second Level Balcony. Overlook at Hamlin is a walkable Community, featuring a Resort-Style Pool, Fitness Center, Clubhouse, and Splash Pad, and just minutes to Retail, Medical Services, Restaurants, Movie Theater, Entertainment, and Theme Parks, with convenient access to SR 429 North and South and Florida's Turnpike.

15283 Shonan Gold Drive, Winter Garden
$760,000
5 Beds ⋅ 5 Baths ⋅ Summerlake Pd Ph 1b SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to 14640 Porter Rd located in Summerlake in the heart of Hamlin. This spacious 5-bedroom home offers over 4,000 sq ft of smart, functional living—including two offices, and 4.5 bathrooms Walking in you are welcomed by the generous living room, and a large island kitchen. The chef’s kitchen is a dream, with a gas cooktop, built-in oven and microwave, large island, walk-in pantry, refrigerator and dishwasher. The first floor includes two dedicated office spaces, a bedroom with full bath, and beautiful custom trim work throughout. Upstairs includes a large loft, four bedrooms + three bathrooms, and a laundry room with cabinets, sink, and hanging rack. The primary suite features a private sitting area, a HUGE walk-in closet with custom built-ins, and a spacious bath with soaking tub and separate vanities. All walk-in closets (except one in the house) are upgraded with custom storage. Outside, the fully fenced backyard is a private oasis—complete with a stunning paver patio and a built-in stone fireplace, perfect for entertaining or quiet nights by the fire. Gutters are already installed, and there’s a top-of-the-line Kinetico water softener system, plus a 50-amp electric car charger in the oversized 3-car garage. Located in the amenity-rich Summerlake community, you’ll enjoy resort-style living with access to a pool, gym, walking trails, playgrounds, tennis courts, and more—all just minutes from Disney and Hamlin Town Center.

14640 Porter Road, Winter Garden
$530,000
4 Beds ⋅ 4 Baths ⋅ Greystone Ph 01 SubDv. ⋅ 34787 Zip Code
BACK ON MARKET! If you've been searching for a spacious home in a prime location with room to add value, this is your chance! Located in the highly desirable Golf Cart District of Winter Garden, just steps from the West Orange Trail and a short ride to the shops and dining in Historic Downtown, this Taylor Morrison home is full of potential and priced to sell. Featuring 4 bedrooms, 4 bathrooms, and a 3-car garage, the home offers a mostly single-story layout with high ceilings and large windows that bring in beautiful natural light. The generous main suite is tucked away on the first floor and includes an en-suite bathroom with a soaking tub, walk-in shower, double vanities, and private water closet. Two additional bathrooms and three more bedrooms downstairs provide flexibility for family, guests, or a home office. Upstairs, a huge bonus room with its own full bathroom and closet gives you even more space. The home could use some refreshing, but with this much square footage, a functional layout, and a sought-after location, the upside is tremendous. Whether you're a buyer looking to make a house your own or an investor searching for value, this is a must-see! Bring your vision and come explore the possibilities today.

336 Courtlea Park Drive, Winter Garden
$524,000
3 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
PRICED TO SELL! MOTIVATED SELLER! Don't miss out on this incredible opportunity and step into one of the most coveted communities in HAMLIN, with A-RATED SCHOOLS, to discover this exquisite, move-in-ready Craftsman-style residence. From the moment you enter, the soaring two-story foyer sets the tone for the ELEGANCE AND CHARM this home offers. The FIRST FLOOR features a versatile ENSUITE, perfect as a guest bedroom, home office, or in-law suite. Love to cook and entertain? The spacious kitchen is a chef’s dream, boasting 42-inch cabinets, granite countertops, an oversized island, GE stainless steel appliances, a gas range, and a custom-built walk-in pantry. For those who enjoy outdoor living, the SCREENED-IN PATIO with pavers and the fenced-in side yard provide the perfect spaces for relaxing or hosting gatherings. Inside, the home is free of carpet, with wood and laminate flooring extending throughout the bedrooms, staircase, and upstairs living areas. Upstairs, you’ll find a third bedroom with an adjacent full bath, as well as a walk-in laundry room conveniently located down the hall. The loft area just outside the master suite offers a cozy nook for a sitting area or additional office space. French doors lead to the spacious master bedroom, complete with a luxurious ensuite featuring dual sinks, a large walk-in shower, and an expansive walk-in closet with custom shelving. This vibrant community is packed with amenities, including a resort-style pool, clubhouse with fitness center, playground, dog park, and even a private boat ramp for accessing the shimmering waters of Lake Hancock. Plus, lawn care is included, giving you more time to enjoy life with loved ones. Conveniently located just half a mile from Hamlin Town Center, you’ll have Publix, a variety of restaurants and bars, and the Cinépolis Luxury Cinemas right at your doorstep. With Disney World, Orlando Health, and endless shopping and dining options nearby in Horizon West, this home truly offers the best of Central Florida living. Schedule your showing today!

5539 Bowman Drive, Winter Garden
$449,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Welcome to a charming Sandhill townhome in Waterleigh, offering comfort and modern convenience. Features include 1,816 sq ft, 3 bedrooms, 2.5 baths, a garage, loft space, and smart home technology. The open layout includes a bright living area, gourmet kitchen, and dining space. Upstairs, find spacious bedrooms and a versatile loft. Also includes smart home features that enhance comfort and convenience in this desirable community. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

18141 Cider Mill Lane, Winter Garden
$811,000
4 Beds ⋅ 4 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
Golf-Front Luxury Living in Guard-Gated Stoneybrook West Discover the ultimate Florida lifestyle in this stunning Arthur Rutenberg semi-custom pool home, perfectly positioned on the golf course in the highly sought-after community of Stoneybrook West. This spacious home offers 4 bedrooms, a private office, and a versatile upstairs bonus suite with a full bath—ideal for guests, a media room, or playroom. With 4 full bathrooms and a thoughtful split-bedroom layout, there’s plenty of space for family and entertaining. The kitchen features Samsung appliances, Corian countertops, and a sunny dinette overlooking the screened pool and patio. The family room shines with custom built-ins and natural light, while the formal living and dining rooms create elegant spaces for gatherings. Three sets of sliding glass doors make indoor-outdoor living effortless. Highlights include a stone-accented exterior, crown molding, surround sound, generous storage, and a newer HVAC (2019). Community Lifestyle: Stoneybrook West is Winter Garden’s premier golf and lakefront neighborhood, offering resort-style amenities: Jr. Olympic pool, fitness center, playground, sports fields, tennis, pickleball, basketball, inline skating, sand volleyball, private boat ramp, and resident discounts on the 18-hole championship golf course. HOA includes high-speed internet and upgraded Spectrum cable. Prime Location: Minutes from major highways, top-rated schools, the new Florida Hospital, Winter Garden Village, theme parks, and Orlando International Airport. For peace of mind, the seller is including a home warranty. Don’t miss this rare opportunity to live in one of Winter Garden’s most desirable guard-gated communities!

1331 Marble Crest Way, Winter Garden
$556,500
4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve Bungalows SubDv. ⋅ 34787 Zip Code
Brand new, energy-efficient home available NOW! The open first floor boasts a spacious great room and dining area that flow seamlessly together. The upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter Garden, you'll have easy access to eateries and entertainment alike. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

16418 Silver Brook Way, Winter Garden
$540,000
4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve Bungalows SubDv. ⋅ 34787 Zip Code
Brand new, energy-efficient home available NOW! The open first floor boasts a spacious great room and dining area that flow seamlessly together. The upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter Garden, you'll have easy access to eateries and entertainment alike. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

16496 Silver Brook Way, Winter Garden
$212,000
2 Beds ⋅ 2 Baths ⋅ Westside Townhomes SubDv. ⋅ 34787 Zip Code
Westside Townhomes ** Low HOA fees $174 quarter ** Great one story living with 2 bedrooms and 2 full baths ** Ceramic tile throughout ** Open floor plan ** Screened patio and fenced backyard ** Ceramic tile entire unit ** Convenient location to downtown Winter Garden restaurants, shopping, Aldis, Publix, businesses and huge Farmers Market on Saturdays ** Buyer to verify room measurements.

1230 Westside Drive, Winter Garden
$425,000
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to 9380 Bolshoi Alley in Winter Garden, Florida, a stunning new construction townhome for sale. This beautiful townhome offers 3 bedrooms, 2.5 bathrooms, an open-concept living space, and a 2-car detached garage. This Winter Garden townhome presents an ideal opportunity to own a brand-new property with personalization options to make it truly yours. The open-concept design creates a seamless flow between living spaces, perfect for both everyday living and entertaining guests. Your owner's bedroom, conveniently located upstairs, provides a private retreat after a long day. The additional bedrooms offer comfortable spaces for family members or guests. With 2 full bathrooms, this home provides convenience for everyone. The kitchen features modern appliances and ample counter space, ideal for home chefs who enjoy cooking and hosting gatherings. The thoughtful layout maximizes functionality while maintaining aesthetic appeal. Situated in Winter Garden, this home offers the perfect balance of comfort and style. Don't miss out!

9380 Bolshoi Alley, Winter Garden
$459,990
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Discover this beautiful new construction townhome for sale at 15394 Burgtheater Drive in Winter Garden! Step inside and find 3 bedrooms, 2.5 bathrooms, a first-floor flex room, an open-concept living space, and a 2-car detached garage. This Winter Garden townhome showcases quality craftsmanship throughout, with careful attention to detail evident in every room. The open-concept layout creates a natural flow between living areas, making it ideal for both everyday living and entertaining guests. Your upstairs owner's bedroom provides a private retreat away from the main living areas, while two additional bedrooms offer comfortable spaces for family members or guests. With 2 full bathrooms and a powder room, this home balances functionality with style. Winter Garden offers exceptional neighborhood amenities with proximity to beautiful parks and recreational facilities. Residents enjoy access to walking trails, playgrounds, and open green spaces - perfect for active lifestyles and outdoor enjoyment.

15394 Burgtheater Drive, Winter Garden
$685,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West D SubDv. ⋅ 34787 Zip Code
Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf Community Enjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room and extends outdoors to your private screened lanai, complete with a sparkling pool, built-in bar—perfect for gatherings. The luxurious upstairs primary suite features a private balcony with tranquil views and an expansive en suite bath with a garden tub, walk-in shower, and dual vanities. Thoughtful touches throughout include stainless steel appliances, elegant tile flooring on the main level, plush carpet upstairs, and ceiling fans in most rooms. Located in a guard-gated community with access to Black Lake, amenities include a clubhouse, golf course, dock, and private boat ramp —all just minutes from Winter Garden Village and charming Downtown Winter Garden!

2454 Black Lake Boulevard, Winter Garden
$539,000
4 Beds ⋅ 2 Baths ⋅ Lift Station/Cobblestone/Winte SubDv. ⋅ 34787 Zip Code
Welcome to 218 Black Springs Lane, Winter Garden, FL 34787 Located in the gated community of Cobblestone Step into comfort and style in this beautifully maintained 4-bedroom, 2-bathroom home with a brand-new roof installed April 2025. Nestled on a generous lot with a side-entry 2-car garage and an extended driveway that fits up to six vehicles, this home offers both curb appeal and convenience. Inside, the thoughtfully designed floor plan features a formal living and dining room that welcomes you through the front door. The heart of the home is a bright, open-concept kitchen and family room, perfect for entertaining or relaxing with loved ones. The kitchen showcases maple cabinetry, granite countertops, stainless steel appliances, and large ceramic tile flooring—a timeless space for creating meals and memories. Step through the family room to your covered patio and spacious backyard, ideal for a future pool, garden, or play area. Whether you're hosting a barbecue or enjoying a quiet morning coffee, this outdoor space is ready for your vision. Be sure to check out the walkthrough video and floor plan to experience the flow and feel of this inviting home. Live just a 20-minute walk from Winter Garden Village, a bustling open-air shopping destination with popular retailers like Target, Best Buy and Old Navy, plus dining favorites such as First Watch, Cracker Barrel. Whether you're grabbing brunch, running errands or enjoying a night out, everything you need is just around the corner! Location, Location, Location! Live minutes from the vibrant charm of Downtown Winter Garden, where you can stroll along Plant Street and Explore local favorites like Plant St. Market, The Hangry Bison and Market To Table. Enjoy boutique shopping, live music and the historic ambiance that makes this area one of Central Florida's most beloved destinations.

218 Black Springs Lane, Winter Garden
$565,000
4 Beds ⋅ 2 Baths ⋅ Traditions Sub SubDv. ⋅ 34787 Zip Code
Welcome to 101 Traditions Drive—your charming slice of Winter Garden living just minutes from Historic Plant Street! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of comfort, convenience, and value. Step inside to discover an open-concept living space with updated kitchen and bathrooms, ideal for both everyday living and entertaining. The spacious kitchen features modern finishes, ample storage, and a central island that flows seamlessly into the bright, airy living room. Retreat to the private primary suite with a walk-in closet and updated ensuite bath. Three additional bedrooms provide flexibility for guests, family, or a home office. Enjoy Florida evenings in the fenced backyard, perfect for pets or play, with room to personalize. Nestled in a quiet, established neighborhood with easy access to major highways, shopping, dining, and top-rated schools, this home is a rare find at an unbeatable price point. Hop in your Golf cart and enjoy your family time downtown Winter Garden! House updates include: New roof – 2020, Exterior paint - 2024, Fence – 2020, AC – 2021, remodeled bathrooms 2024, new water heater 2023, Vinyl floors – 2020, New Refrigerator – 2021, New Dishwasher – 2022, Pergola added – 2023, Paver patio extension – 2023. Whether you’re a first-time buyer, investor, or looking to downsize, this move-in ready gem checks all the boxes!

101 Traditions Drive, Winter Garden
$590,000
4 Beds ⋅ 2 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Welcome to the beautiful gated community of Hickory Hammock! This charming home offers everything you need for comfortable living—and more. From the moment you step inside, you’ll be greeted by an open floor plan filled with natural light. The spacious great room is ideal for relaxing or entertaining, while the kitchen and family room seamlessly connect to create the perfect space for gatherings. The kitchen is a chef’s dream, featuring 42-inch espresso cabinets with crown molding, quartz countertops, a stylish backsplash, and a convenient center island. Stainless steel appliances add a sleek, modern touch. Throughout the home, wood-grain tile flooring enhances the warm and welcoming atmosphere. The master suite is generously sized, offering a peaceful retreat complete with an oversized shower, dual sinks with raised quartz counters, and a large walk-in closet. A beautiful wood accent wall with a floating mantle fireplace adds charm and character to the main living area, complemented by elegant 5¼-inch baseboards throughout. Step outside to an expansive extended lanai—perfect for enjoying Florida’s sunshine or hosting barbecues with family and friends. As a resident of Hickory Hammock, you’ll have access to exceptional community amenities, including a clubhouse, fitness center, sand volleyball court, tennis courts, a large community pool, dog park, playground, walking trails, and a fishing pier—ideal for an active and social lifestyle. Located just minutes from downtown Winter Garden and Winter Garden Village’s shops and restaurants, this home is perfectly situated for convenience and enjoyment. Don’t miss your chance to make this beautiful home yours—schedule a showing today!

15586 Hamlin Blossom Avenue, Winter Garden
$499,900
3 Beds ⋅ 2 Baths ⋅ Summerlake Grvs SubDv. ⋅ 34787 Zip Code
Welcome home to this beautiful one story home on a corner lot with a fenced yard. With 1,765 square feet of thoughtfully designed space, this home has been well maintained and is move-in ready. As you enter the home, you'll notice the extended tile throughout the main living areas with the "wood look" finish, as well as plantation shutters on every window. Off of the foyer overlooking the beautiful front porch, you'll find a den which makes a great office, 4th bedroom or dining room. The beautiful and spacious kitchen has 42" cabinetry, granite countertops, updated hardware, wall oven with stainless steel hood, glass cooktop, marble backsplash and large center island. The kitchen is open to the cafe and family room making it a great floor plan for entertaining. The owner's suite has lots of natural light, a large walk-in closet, and the owner's bath has dual sinks, separate shower with accented tile, and soaking tub. Enjoy a glass of wine on the front porch or have your morning cup of coffee on the rear lanai. Enjoy BBQ's and outdoor games on the extended brick paver patio and fenced yard. This popular floor plan is a split plan with the owner's suite in the rear of the home and 2 additional bedrooms in the front of the home. The owners recently installed laminate wood flooring in all of the bedrooms and closets so there is no carpeting! Other upgrades include a whole house water softener, spacious laundry room with cabinets and a utility sink, painted garage floor, stone elevation, 30 year MI transferrable structural warranty, core fill block insulation and more! Great location - walking distance to the community pool, cabana, dog park, tennis courts and tot lot. Enjoy the convenience of the new Horizon West shopping center, luxury movie theatre, dining, shopping, and easy access to the 429, Turnpike, 408, Disney, Orange County National Golf Center and more! A-rated schools!

8004 Sweet Orange Avenue, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 2c SubDv. ⋅ 34787 Zip Code
Short Sale. BACK ON THE MARKET — THROUGH NO FAULT OF THE SELLER! Buyer financing fell through. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already wired and ready for connection—making this an energy-smart choice for eco-conscious buyers. As you walk in you are greeted with open-concept living/ dining room area that is ideal for entertaining, with a spacious kitchen located at the rear of the home. Enjoy stainless steel appliances, crown-topped cabinetry, a walk-in pantry, and a generous granite island that flows seamlessly into the living and dining areas. You’ll also find a built-in office nook and a convenient half-bath on this level. Upstairs, a spacious loft adds flexibility—perfect as a second living area, playroom, or home office. The laundry area is thoughtfully tucked away, and the split-bedroom design offers added privacy. The primary suite includes a walk-in closet, dual vanity, and a walk-in shower. Two additional bedrooms are located toward the front of the home and extend access to a private, covered balcony—an ideal spot to catch Disney’s nightly fireworks with a glass of wine and a great book. Whether you're unwinding on the front porch, enjoying balcony views, or taking advantage of community amenities—including a resort-style pool, playground, fitness center, basketball court, and more—you’ll find the lifestyle here hard to beat. You are just walking distance to The Mark, a versatile retail neighborhood center, with stores, restaurants, gas station, and more! Best of all, you’re just minutes from Walt Disney World, Magic Kingdom, Epcot, and Hollywood Studios—each less than 20 minutes away.

14536 Golden Harbor Lane, Winter Garden
$950,000
5 Beds ⋅ 3 Baths ⋅ Courtlea Oaks Ph 01a SubDv. ⋅ 34787 Zip Code
Welcome to Courtlea Oaks, nestled in the heart of downtown Winter Garden! This charming pool home features 5 bedrooms, 3 full bathrooms, and a framed, unfinished 408 sq. ft. bonus room upstairs—ready for your personal touch. Enjoy the screened-in pool or relax on your covered front porch while visiting with neighbors. Surrounded by lush landscaping and elegant landscape lighting, you’re just a couple of blocks from the West Orange Bike Trail. Take your golf cart downtown and explore an array of shops, boutiques, restaurants, breweries, and more. Winter Garden is also renowned for its vibrant Saturday Farmers Market and year-round community events. This is truly a home you won’t want to miss!

403 Courtlea Creek Drive, Winter Garden
$789,999
5 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
*****Price Improvement-Back on the market at no fault to the property or seller******This home is within 3 minutes of the Winter Garden Village shopping and Dining Center, with Disney only 20 minutes away. It is a meticulously maintained and beautifully upgraded 5-bedroom, 4-bathroom home in the heart of Winter Garden and sits on an oversized corner lot. There are no backyard neighbors, which is a plus for privacy. In addition to that, this 3,080 sq ft residence offers timeless charm with a pond view, and modern enhancements at every turn. From the updated kitchen with refaced cabinets and backsplash, to the fully remodeled owner’s suite bath, no detail has been overlooked. Enjoy peace of mind with a whole-house generator, newer roof cleaning, WiFi-enabled A/C units, updated plumbing, electrical, and lighting fixtures throughout. Plus, step outside to a screened lanai, upgraded paver patio, and fenced backyard, perfect for entertaining. Additional highlights include Mohawk flooring on the main level, custom window moldings, ADT security system, GE washer/dryer with warranty, and a two-zone A/C system with maintenance plans. Also, to add a cherry on top, its located near parks, top-rated schools, and just less than 3 minutes from Highway 429. This home is move-in ready with thoughtful updates creating a luxury feel that most buyers desire, and would love to raise their family. Don’t wait, but RUN to schedule your private showing today!

2258 Rickover Place, Winter Garden
$1,250,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code
Welcome to 10180 Merrymeeting Bay Drive, a true gem nestled in the heart of Waterleigh—one of Winter Garden’s most sought-after communities. This stunning 5-bedroom, 3.5-bath Emerald Series home offers 3,910 square feet of beautifully upgraded living space, set on a premium lakefront lot overlooking the tranquil waters of Lake Tucker. From the moment you arrive, you’ll notice the elevated design touches that make this home so special—from the slate roof and extended lot to the pristine exterior, freshly painted in June, and its location on a quiet peninsula in Waterleigh’s picturesque Phase 2. Community amenities include, 3 pools, 2 clubhouses, multiple playgrounds, dog parks, outdoor workout areas, 2 indoor gyms, miniature golf course, tennis courts, beach volleyball court, community dock, walking paths, monthly classes and community events and the landscaping is included in the HOA. Inside, the North Haven floor plan unfolds with elegance and thoughtful upgrades throughout. Premium flooring, custom cabinetry, wainscoting, and crown moulding add a level of refinement, while the open layout offers both comfort and functionality. The heart of the home seamlessly connects the living and dining spaces to the gourmet kitchen, creating the perfect setting for both relaxed living and entertaining. Just beyond, a spacious screened-in lanai invites you to enjoy breathtaking sunset views over the lake every evening. The heated saltwater pool and spa are controlled by a smart home automation system, and built-in speakers set the tone for unforgettable gatherings or peaceful mornings by the water. This home was built to last, with block-on-block construction extending to the second floor—an upgrade rarely seen in this market—and additional insulation added for enhanced energy efficiency. Upstairs and down, every detail has been considered, including a thoughtfully plumbed laundry room ready for a utility sink, and an electric car charger in the garage for modern convenience. From its quiet, tucked-away street to the private, dockable lake it sits on, this home truly blends luxury with lifestyle in all the right ways. If you’ve been looking for something extraordinary—something that offers both elegance and the essence of Florida living—this is your opportunity. Come experience all that 10180 Merrymeeting Bay Drive has to give. I’d love to show you around.

10180 Merrymeeting Bay Drive, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Tribute At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to 9368 Bolshoi Alley in Winter Garden, a stunning new construction townhome for sale. This townhome features 3 bedrooms, 2.5 bathrooms, a first-floor flex room, a 2-car garage, and moreThis newly built townhome showcases exceptional craftsmanship and attention to detail. The thoughtfully designed kitchen serves as the heart of the home, featuring ample counter space and storage options. The living areas offer plenty of natural light, creating a warm and inviting atmosphere throughout. Upstairs, you'll find the spacious owner's bedroom with an en-suite bathroom providing a private retreat. The two additional bedrooms offer comfortable accommodations for family members or guests. Located in Winter Garden, 9368 Bolshoi Alley positions you in a desirable area with easy access to parks and recreational opportunities. The community provides a pleasant setting for your new home, with scenic surroundings and a welcoming atmosphere. Experience the advantages of new construction with this exceptional 3-bedroom townhome that combines quality craftsmanship, thoughtful design, and an excellent location.

9368 Bolshoi Alley, Winter Garden