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$1,465,000
4 Beds 5 Baths S5154749 MLS
Discover elevated living and the Winter Garden lifestyle in downtown's newest custom residence! Ideally positioned off the shores of Lake Apopka and within the beloved golf cart district, this exceptional home offers effortless access to Plant Street’s charming shops, restaurants, Farmers Market, Crooked Can Brewery, Plant Street Market, The Garden Theater & the West Orange Trail. Thoughtfully designed by locals with a deep appreciation for the character of this historic city, this exquisite 4 bedroom, 4.5-bath home blends timeless charm with refined modern finishes throughout. Majestic oaks beautifully frame the home’s craftsman-inspired architecture, while the expansive front porch invites relaxation. Inside, an open-concept design and modern kitchen are curated for both everyday comfort and endless entertaining. Inviting living spaces are complemented by elevated finishes, a wine bar, custom built-ins, a butler’s pantry & outdoor kitchen. Creatively designed to include a drop zone with a one-of-a-kind dog wash station. All bedrooms feature ensuites and custom closets. Refined outdoor living abounds on the back porch with a custom summer kitchen. Just a short golf cart ride to Pickle Ball at Veterans, Splash Pad on Plant, a swim at Farnsworth Pool or exploring nature at Newton Park. Don't miss this one-of-a-kind opportunity!

412 N Boyd Street, Winter Garden

Courtesy of WATSON REALTY CORP

$1,999,000
6 Beds 7 Baths O6429381 MLS
Built in 2024 and completely upgraded beyond builder standards, this 6-bedroom, 5-full-bath, 2-half-bath home in Avalon Ridge gives you the feel of a custom home without having to start from scratch. From the moment you walk in, you can see how much thought was put into every space. The home features custom woodwork, built-ins, upgraded flooring, designer lighting, window treatments, and fully customized closets throughout. The main floor is open, bright, and made for both everyday living and entertaining. A custom lounge near the entrance includes built-in cabinets, lighting, beverage refrigerators, extra storage, and a sitting area. The living room, dining area, and kitchen flow together and open to the covered outdoor space through large sliding glass doors. The kitchen features a large island, quartz countertops, stacked cabinets, stainless steel appliances, and plenty of storage. The same custom wood details continue into the surrounding living spaces, giving the entire first floor a finished and connected look. The primary suite is located downstairs and includes a large bathroom with dual sinks and a fully customized walk-in closet with glass doors, built-in shelving, display space, and a center island. Upstairs, there are additional bedrooms, a Jack-and-Jill bathroom, flexible rooms that can be used as guest rooms or offices, and a dedicated movie room with custom built-ins. Every closet in the home has been redone to create more usable storage. The home also includes upgraded vanities, trim, interior finishes, and wiring already in place for an electric vehicle charger. Complete plans for a custom pool are included with the sale, so the next owner can move forward with the project without having to begin the design process from the beginning, subject to approvals. Photos of pool virtually staged. Custom built-ins, installed light fixtures, window treatments, and curtains are included. Furniture and décor are not included in the list price and will be sold separately as a complete furniture package. This is a nearly new home with the upgrades, storage, and finished look that are hard to find in a standard new-construction home.

16077 Barkly Ridge Court, Winter Garden

Courtesy of MS LAND & BUILDING LLC

$699,000
4 Beds 4 Baths O6429046 MLS
Under contract-accepting backup offers. Built in December 2023 and situated on one of the largest homesites in sought-after Lake Apopka Sound, this exceptional 4-bedroom, 3.5-bath single-story multi-generational home offers over half an acre (0.61 acres) with stunning views of Lake Apopka and a rare private attached in-law suite! Designed for true multi-generational living, the in-law suite features its own private entrance, living room, kitchenette, bedroom, full bathroom, and convenient access to the garage—perfect for extended family, guests, long-term flexibility, or private accommodations. Inside, you'll find soaring ceilings, an open-concept floor plan, elegant tray ceilings, granite countertops throughout, ceramic tile with professionally sealed grout, and an oversized laundry room offering exceptional storage and everyday convenience. The screened lanai overlooks the expansive fully fenced backyard with premium cream vinyl fencing, while additional upgrades include a whole-home water softener, smart security system with app-controlled sensors on every window and door, insulated garage, and a polyaspartic-coated garage floor for superior durability over traditional epoxy finishes. Located in the highly desirable Lake Apopka Sound community in Winter Garden, residents enjoy quick access to Downtown Winter Garden, Plant Street Market, award-winning restaurants, shopping, parks, the Florida Turnpike, SR-429, and Orlando International Airport, making commuting and travel exceptionally convenient. This is a rare opportunity to own a nearly new home with premium upgrades, an oversized homesite, breathtaking lake views, and one of the most versatile floor plans in the community.

17954 Hither Hills Circle, Winter Garden

Courtesy of EXP REALTY LLC

$389,990
3 Beds 2 Baths O6429098 MLS
Hidden Gems Don't Stay Hidden Long. 234 Grand Royal Circle is the kind of home that stops buyers mid-scroll and makes them say out loud that they did not expect this. Character is the first thing you feel when you walk through the door. Arched doorways carry you through the layout with a warmth and elegance that newer construction spends years and significant money trying to recreate. Rich laminate flooring runs through the main living spaces. Vaulted ceilings create volume and light that make every room feel intentional. And the details, a gallery mirror wall at the entry, a dramatic arched window flooding the flex room with natural light. The kitchen has been updated throughout. Shaker cabinetry, granite countertops, a tile backsplash, stainless steel appliances, upgraded hood and a peninsula with bar seating that opens to the living area and keeps everyone connected. The primary ensuite delivers a double vanity, soaking tub, and clean cabinetry in a bath that feels calm and considered. The flex room is a genuine bonus space, bright, private, and ready to become whatever the next owner needs it to be. The fenced backyard, and a footprint that gives you real outdoor space in one of the most walkable and sought after corridors in Winter Garden. The mature oak canopy makes it feel even larger and is the kind of backyard that earns its own conversation. And then there is the location. Plant Street, Winter Garden's celebrated downtown heart, is right here. The farmers market, award winning restaurants, craft breweries, and community events that make this the most desirable city in Central Florida are not a drive away. They are a walk away. This home is an awesome opportunity in the truest sense of the word. The right buyer is going to recognize exactly what this is the moment they step inside.

234 Grand Royal Circle, Winter Garden

Courtesy of THE AGENCY FL

$425,000
3 Beds 3 Baths O6427423 MLS
Virtually Staged. Discover the potential of this spacious 3-bedroom, 3-bathroom home in Winter Garden, offering a flexible layout and plenty of room to make it your own. With 3 full bathrooms and a large flex room, this home provides endless possibilities for a home office, media room, hobby space, game room, or additional living area. The pool bathroom was added in 2018 with wheelchair-accessible features, including a zero-threshold shower and exterior ramp for ease of access. Major improvements include a metal roof (2018), whole-house generator (2017), flex room windows (2018), A/C (2013), and water heater (1999). Enjoy access to Johns Lake with a public boat ramp conveniently located at the front of the neighborhood, making it easy to spend the day boating, fishing, kayaking, or enjoying one of Winter Garden's most popular lakes. Situated with convenient access to Florida's Turnpike, Highway 50, shopping, dining, and everyday conveniences, this home offers a great opportunity for buyers looking for space, versatility, and a desirable Winter Garden location.

17531 N Sunset Terrace, Winter Garden

Courtesy of CREEGAN GROUP

$1,250,000
4 Beds 4 Baths O6428640 MLS
Under contract-accepting backup offers. Designed to impress and crafted for everyday living, 5513 Thomas Square Drive is a beautifully upgraded pool home in one of Hamlin's most sought-after communities. Offering 4 bedrooms, 3.5 bathrooms, a private office, an oversized loft, a versatile flex room, and a saltwater pool, this exceptional residence seamlessly blends timeless design with modern comfort. From the moment you arrive, the stone-accented elevation, oversized driveway, and manicured landscaping create unforgettable curb appeal. Inside, soaring ceilings, abundant natural light, crown molding, custom trim work, 8-foot doors, and wood-look tile flooring establish an elegant yet welcoming atmosphere. The dramatic two-story great room is the undeniable centerpiece of the home, showcasing a custom floor-to-ceiling built-in with cabinetry, open shelving, and a heat-producing electric fireplace, beautifully complemented by decorative wood ceiling beams that add warmth and architectural character. The open-concept kitchen is equally impressive, featuring white cabinetry, granite countertops, an oversized center island, stainless steel appliances, a gas cooktop, walk-in pantry, expansive butler's pantry, and a dedicated breakfast nook overlooking the backyard. Privately tucked away on the first floor, the primary suite offers engineered hardwood flooring, dual walk-in closets with custom shelving, and a spa-inspired bath with separate vanities, a soaking tub, and an oversized walk-in shower. A private office with matching engineered hardwood flooring, formal dining room, laundry room, and powder bath complete the main level. Upstairs, three spacious bedrooms, two full bathrooms, an oversized loft, and a flexible bonus room provide endless possibilities for a media room, fitness space, playroom, or potential fifth bedroom. Step outside to your own private retreat featuring a saltwater pool with water features, covered lanai, fenced backyard, and the added privacy of no rear neighbors. Thoughtful enhancements throughout the home include the custom family room built-in with electric fireplace, decorative ceiling beams, engineered hardwood flooring in the primary suite and office, permanent exterior architectural trim lighting, a whole-home security camera system, overhead garage storage, newer kitchen appliances, a new microwave, a newer pool pump, and spray foam insulation for enhanced energy efficiency. Residents enjoy resort-style amenities including a clubhouse, community pool, playground, and dog park, all just minutes from Hamlin Town Center, top-rated schools, shopping, dining, major highways, and Walt Disney World. Blending timeless design, quality craftsmanship, and an unbeatable location, 5513 Thomas Square Drive is a rare opportunity to own a truly move-in-ready home in the heart of Winter Garden.

5513 Thomas Square Drive, Winter Garden

Courtesy of SERHANT

$908,142
5 Beds 5 Baths TB8534374 MLS
Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai to the spacious loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find a balance of bold and neutral finishes from the AW Collection Rosemary. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17625 Lake Star Road, Winter Garden

Courtesy of ASHTON WOODS FLORIDA REALTY LLC

$3,295,000
6 Beds 7 Baths O6429415 MLS
Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thoughtfully designed living space on a private 0.5-acre homesite. Featuring 6 bedrooms, 6 full bathrooms, and 1 half bath, this home showcases one of Element's most sought-after floor plans, blending timeless architecture with modern luxury. Designed for both everyday living and elegant entertaining, the open-concept layout features a gourmet chef's kitchen, expansive great room, private office, loft, and spacious covered lanai. Enjoy true Florida living with an extended outdoor entertaining area complete with a resort-style pool, spa, and fully equipped summer kitchen for seamless indoor-outdoor living. Every detail reflects the exceptional craftsmanship, premium finishes, and attention to detail that define Element Home Builders. With construction just beginning, buyers have the rare opportunity to personalize select finishes and own a brand-new custom luxury home in one of Oakland's most desirable communities. Briley Farm is an exclusive enclave just minutes from historic Downtown Winter Garden, the West Orange Trail, top-rated schools, boutique shopping, dining, and major highways, offering convenient access to Downtown Orlando, Walt Disney World, and Orlando International Airport. Experience the perfect blend of luxury, privacy, and convenience in one of Central Florida's premier custom home communities.ning, and major roadways, while maintaining the privacy and charm of luxury estate living. Renderings are for illustration purposes only. Features, specifications, and finishes are subject to change without notice.

312 Briley Avenue, Oakland

Courtesy of CORCORAN PREMIER REALTY

$1,095,000
5 Beds 4 Baths O6429412 MLS
Under contract-accepting backup offers. Welcome Home! Meticulously maintained home boasting with upgrades on an oversized conservation lot with peaceful pond views. Designed for both everyday living and entertaining, features a completely remodeled kitchen with quartz countertops, premium Café appliances, designer backsplash, a massive island with sitting space, upgraded lighting and a custom walk-in pantry. The first floor includes a private office, spacious family room, guest suite with a full bath, laundry room, formal living, and dining room. Porcelain tile flows throughout the main living areas, French doors lead to your private backyard retreat with a fully screened lanai overlooking the saltwater pool and spa, complete with new tile. Upstairs you'll find a stunning media room complete with theater seating and a granite wet bar, 4 bedrooms and a full bath. The primary suite features tray ceiling, plantation shutters, dual walk-in closets, and remodel ensuite bath. Updates include dual vanities, walk-in glass shower, clawfoot tub, and stunning upgraded tile throughout. Two car garage with an upgraded paver driveway. Located in a highly sought-after community of Westfield Lakes. Excellent public schools and convenient access to shopping, dining, and major highways, this exceptional home offers the perfect combination of luxury, comfort, and location. Schedule a private showing today!

626 English Lake Drive, Winter Garden

Courtesy of THE REAL ESTATE COLLECTION LLC

$409,000
2 Beds 2 Baths O6427250 MLS
Under contract-accepting backup offers. Short Sale. ***SHORT SALE***Built in 2024, this like new 2 bedroom plus den, 2 bathroom home offers modern finishes, thoughtful upgrades, and a private setting tucked toward the back of the community with no rear neighbors. The flexible den features French doors, making it ideal for a home office, hobby room, or additional living space. The open concept layout is filled with natural light and centers around a beautifully appointed kitchen with white cabinetry, white Ice subway tile backsplash, white quartz countertops, stainless steel appliances, and a spacious island perfect for everyday living and entertaining. The primary suite features an upgraded walk in shower, while ceiling fans in the living room, both bedrooms, and the den provide added comfort throughout the home. Enjoy Florida living from the covered front porch with space for seating or unwind on the screened lanai overlooking the peaceful backyard with exceptional privacy. The 2 car garage includes two overhead storage racks for added organization. Located just minutes from Walt Disney World, Flamingo Crossings, Horizon West shopping and dining, major roadways, and everyday conveniences, this home combines a desirable location with low maintenance, move in ready living.

13640 Splashing Isla Drive, Winter Garden

Courtesy of SERHANT

$549,900
3 Beds 3 Baths O6428362 MLS
PRICE IMPROVEMENT + $10,000 BUYER INCENTIVE! Seller is offering up to $10,000 toward buyer’s closing costs, prepaids or an interest rate buy-down with a full-price contract submitted by September 30, 2026. Welcome to 10439 Austrina Oak Loop, a beautifully upgraded 3-bedroom, 2.5-bath home with over 2,080 square feet of thoughtfully designed living space in the highly sought-after Watermark community. From the moment you step inside, you'll appreciate the luxury vinyl flooring throughout the first floor, upgraded 8-foot interior doors, designer hardware, and abundant natural light that enhances the home's bright, open-concept layout. The spacious main room flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for everyday living and entertaining. The kitchen features stainless steel appliances, upgraded cabinetry lighting above and below the cabinets, modern stairs with wire handrails, and stylish finishes that blend beauty with functionality. Upstairs, a versatile loft provides the ideal space for a home office, media room, fitness area, or playroom. All three bedrooms are conveniently located on the second floor, offering privacy and comfort. The spacious primary suite features an elegant tray ceiling, oversized walk-in closets, and a luxurious ensuite bath with dual vanities, a large walk-in shower, and plenty of natural light. The secondary bathroom also offers dual sinks, providing added convenience for family and guests. The upstairs laundry room is both practical and well-appointed with upgraded cabinetry and a large utility sink. For those who work remotely, the dedicated office area includes hard-wired internet for reliable high-speed connectivity. The oversized two-car garage is equipped with a 240-volt outlet, making it ready for electric vehicle charging. Enjoy the added benefit of a professional installed whole-water treatment system with dual treatment tanks and pre-filter, helping provide cleaner, conditioned water throughout the home while protecting plumbing and appliances. Enjoy relaxing on the inviting covered front porch, and each evening step outside to catch views of the spectacular Magic Kingdom fireworks. Residents of Watermark enjoy exceptional resort-style amenities, including a clubhouse, resort pool, splash pad, fitness center, tennis courts, playgrounds, scenic walking trails, and beautifully maintained green spaces. The home is just minutes from The Mark at Watermark, featuring Starbucks, Walgreens, New York Beer Project, restaurants, and everyday conveniences. You'll also enjoy close proximity to Orange County National Golf Center, Winter Garden Village, Walt Disney World Resort, highly rated local schools, and convenient access to State Road 429. Offering an exceptional combination of premium upgrades, an unbeatable location, and outstanding community amenities, this move-in-ready home presents an incredible opportunity to enjoy the very best of Central Florida living.

10439 Austrina Oak Loop, Winter Garden

Courtesy of NOVAK REALTY CORP

$685,000
4 Beds 3 Baths O6428274 MLS
Every single night, you'll have a front-row seat to the magic. Tucked into the coveted Latham Park community of Winter Garden, your new home will be just two miles from Disney's Magic Kingdom! This pristine 2020-built home pairs peaceful waterfront living with an unbeatable, nightly display of Disney’s fireworks right from your welcoming front porch and front yard. Surrounded by updated curb appeal, fresh front landscaping, and a quiet neighborhood setting, it offers a rare lifestyle that truly captures the best of Central Florida living. Inside, the light-filled 2,214-square-foot floor plan feels crisp, elevated, and completely turn-key with brand-new interior paint, custom window shades, and stylish updated lighting throughout. High tray ceilings elevate the main open-concept living and dining spaces, accentuating the clean lines and durable luxury vinyl flooring. At the center of it all is a modern chef’s kitchen designed for both quiet mornings and hosting friends. It features sleek quartz countertops, upgraded over- and under-cabinet accent lighting, a brand-new dishwasher, and an effortless flow into the living area. Conveniently nearby, a dedicated laundry space comes equipped with a brand-new washer and dryer. The primary suite serves as your private sanctuary, complete with a custom built-in walk-in closet system for ultimate organization and peaceful views. Three additional spacious bedrooms and pristine full bathrooms provide exceptional flexibility for guests, family, or a dedicated home office setup. Even the two-car garage has been thoughtfully upgraded with durable epoxy flooring and a full wall mirror, ready to function as your ideal home gym. Step out back to your fully screened-in patio, the perfect bug-free haven for relaxing with a cool drink while taking in serene views of the pond. The leveled backyard is fully enclosed with a metal fence and framed by dense privacy hedges, giving you a private, safe space for pets or outdoor fun. Beyond your doorstep, enjoy a vibrant community complete with active pool events, playground amenities, and access to top-tier local schools including Panther Lake Elementary, Hamlin Middle, Horizon High, and Windermere Prep right around the corner. From peaceful water views out back to fireworks lighting up the sky out front, this is a rare gem in one of Winter Garden’s most sought-after pockets.

9202 Merlon Drive, Winter Garden

Courtesy of SERHANT

$610,000
4 Beds 3 Baths O6429113 MLS
Under contract-accepting backup offers. Space, style, and a true lake-community lifestyle come together in this thoughtfully designed home in the gated community of Lakeview Preserve. With a flexible floor plan, generous living spaces, and room to grow both inside and out, this home offers the perfect blend of comfort, functionality, and Florida living. The open-concept layout is designed for both entertaining and everyday living. At the heart of the home, the kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized island with seating for four. It flows seamlessly into the dining area and spacious living room, creating a welcoming space for everything from weeknight dinners to holiday gatherings. French doors off the foyer lead to a dedicated office, providing flexibility for working from home, a playroom, hobby space, or a quiet retreat. Tucked away on the first floor, the private primary suite features dual vanities, a soaking tub, glass-enclosed shower, and a generous walk-in closet. Upstairs, the expansive bonus room offers endless possibilities as a media room, game room, playroom, or second living area. The additional bedrooms provide comfortable accommodations for family and guests, giving everyone space to spread out. Step outside to the covered brick-paver lanai overlooking the fully fenced backyard, where there's plenty of room for outdoor entertaining, pets, play, gardening, or even a future pool. Whether you're enjoying a quiet morning or hosting friends for a weekend barbecue, the outdoor space is ready to fit your lifestyle. Life in Lakeview Preserve is about more than just the home. Set along the shores of Johns Lake, this gated community embraces an active Florida lifestyle with amenities designed for all ages. Residents enjoy a resort-style pool, splash pad, fitness center, clubhouse and community cabana, playground, community dock, and kayak launch with direct access to Johns Lake for boating, fishing, and paddling. Conservation areas woven throughout the neighborhood enhance the natural beauty, creating a peaceful setting while keeping you close to everything Winter Garden has to offer. Conveniently located just minutes from SR 429, Winter Garden Village, historic Downtown Winter Garden, shopping, dining, parks, and everyday conveniences, this home offers the ideal balance of space, convenience, and community. Whether you're looking for room to grow, space to entertain, or a neighborhood built around an active Florida lifestyle, this home offers the flexibility to fit your lifestyle while creating lasting memories.

3247 Buoy Circle, Winter Garden

Courtesy of BLUE MARLIN REAL ESTATE

$328,000
3 Beds 3 Baths O6428398 MLS #C BLDG.
Virtually Staged. Welcome to this beautifully maintained end-unit townhome located in the desirable gated community of Tucker Oaks in Winter Garden, offering extra privacy, abundant natural light, and a premium pond-view lot with additional backyard space. Conveniently situated right next to the community amenities, this home combines comfort, style, and an exceptional location. Step inside to an inviting open-concept floor plan featuring a spacious living room, dining area, and kitchen that flow seamlessly together, making it perfect for both everyday living and entertaining. The kitchen is beautifully appointed with tall cabinetry, granite countertops, stainless steel appliances, and a large walk-in pantry, while a versatile flex room offers the perfect space for a home office, formal dining room, playroom, or additional living area. A beautifully renovated half bathroom and an indoor laundry room add convenience to the first floor. Upstairs, you'll find like-new carpet (2020) throughout, two spacious guest bedrooms, a full guest bathroom, and a relaxing primary suite featuring an elegant tray ceiling and tranquil pond views. The en-suite bathroom offers a double-sink vanity, a garden tub/shower combination, and a generous walk-in closet. Additional features include a new air conditioning system (2026), new roof (2024), new water heater (2024) and a large garage with tall ceilings, providing excellent storage space. Enjoy peaceful mornings overlooking the pond and all the benefits of living in a gated community with nearby amenities including a pool and dog park. This move-in-ready home offers the perfect combination of thoughtful upgrades, functional living space, and an unbeatable location.

1668 Scarlet Oak Loop Unit C, Winter Garden

Courtesy of COLDWELL BANKER REALTY

$703,000
4 Beds 4 Baths O6426531 MLS
Back on the market. Buyers financing fell through. This exceptional four-bedroom plus office home is located on a premium homesite in the highly desirable Waterside community of Winter Garden. Just a short walk from the community's resort-style amenities, you'll enjoy a waterfront pool, clubhouse, fitness center, walking trails, and playground. The gourmet kitchen is perfect for entertaining and everyday living, featuring upgraded countertops, beautiful cabinetry, stainless steel appliances, and a gas range. The thoughtfully designed split floor plan offers the owner's retreat and private office on the first floor, while three additional bedrooms and a spacious bonus/media room are located upstairs. The luxurious owner's suite features a massive walk-in shower and a custom walk-in closet. Throughout the home, you'll find numerous upgrades, including hardwood floors, crown molding, and custom built-in desks and bookcases in the bonus room. Whether you need a media room, playroom, or home office, this flexible space can easily accommodate your lifestyle. Additional upgrades include a gas tankless water heater, whole-house water softener, and a freshly painted exterior, providing both comfort and peace of mind. Step outside to your own private, fully fenced backyard oasis. The expansive covered lanai with beautiful travertine tile overlooks a fully turfed yard with no rear neighbors, creating the perfect setting for relaxing or entertaining family and friends while enjoying the privacy this premium homesite offers. The backyard also includes a play set, making it an ideal space for young ones to enjoy while still offering plenty of room for outdoor gatherings and recreation.

16971 Tradewind Point, Winter Garden

Courtesy of FOLIO REALTY LLC

$925,000
4 Beds 4 Baths O6429007 MLS
Welcome to 14897 Ellingsworth Lane where the sellers welcome reasonable offers – A Spacious Retreat in Gated Oxford Chase tucked away on a quiet cul-de-sac in the sought-after gated community of Oxford Chase, this stunning 4-bedroom, 3 1/2-bathroom home with a flex space ideal for a home office offers the perfect balance of elegance, function, and location. Built in 2018, the home features an open-concept layout, soaring ceilings, and a long list of upgrades designed for today’s modern lifestyle. From the moment you arrive, you’ll be drawn in by the lush landscaping, paver driveway, and welcoming covered front porch. Inside, enjoy dramatic two-story ceilings, abundant natural light, and designer fixtures—including crystal and chrome chandeliers in both the formal dining room and the second dining area off the kitchen. At the heart of the home, the spacious kitchen boasts shaker cabinetry, quartz countertops, a large island, walk-in pantry, stylish backsplash, natural gas stove, and stainless-steel appliances—all opening to the generous family room, perfect for entertaining or relaxing. The thoughtfully designed split floor plan features a serene primary suite on one side of the home, complete with a spacious bedroom, his-and-her walk-in closets, and a spa-like en-suite bath with dual vanities, soaking tub, and walk-in shower. A second en-suite bedroom on the opposite wing offers privacy for guests or multigenerational living. Two additional downstairs bedrooms provide versatility, and one of them is currently used as a home office. Both larger bedrooms feature walk-in closets, while the stylish powder room adds convenience near the main living areas. Upstairs, a large open loft provides flexible space for a TV room, homework area, or playroom, alongside two more bedrooms—one with new carpet, the other with luxury vinyl plank flooring—and a full bath. Additional features include: Three-car garage (2-car plus separate 1-car currently used as a gym) Tile flooring throughout the main living areas Wide luxury vinyl plank flooring in most bedrooms Ceiling fans throughout Laundry room on the first floor with both gas and electric dryer hook-ups Optional water softening system Security system, window blinds, and natural gas connection Expansive backyard ready for outdoor entertaining Community playground and dog park The location is unbeatable— very close to A-rated Sun Ridge Elementary and Sun Ridge Middle School, so you’ll never sit in car lines again! You’re also just minutes from Tucker Ranch, Winter Garden Village, historic Downtown Winter Garden, and Oakland, with easy access to Avalon Road and major highways. With its prime location, spacious layout, and luxury finishes, this home truly has it all. Don’t miss the opportunity to make 14897 Ellingsworth Lane your next address.

14897 Ellingsworth Lane, Winter Garden

Courtesy of EMPIRE NETWORK REALTY

$859,000
4 Beds 3 Baths O6426625 MLS
RARE FIND! ** Experience resort-style living in this exceptional home on a rare OVERSIZED 0.15-acre homesite, ideally located JUST MINUTES from the vibrant HAMLIN Town Center in one of Winter Garden's most desirable areas. Featuring a stunning nearly **NEW HEATED SALTWATER PRIVATE POOL, premium summer kitchen, expansive covered lanai, elegant travertine patio, and a fully fenced backyard, this property offers the Florida lifestyle today's buyers are looking for. Offering 2,990 square feet, 4 spacious bedrooms, and 2.5 bathrooms, this home perfectly blends luxury, comfort, energy efficiency, and everyday functionality. Designed with flexibility in mind, it also features a versatile flex room with the potential to serve as a future fifth bedroom, home office, or study, as well as a spacious upstairs bonus room ideal for a media room, playroom, or additional family living space. The primary suite is complemented by an oversized walk-in closet. Beyond its outdoor living spaces, this home also delivers a remarkable financial advantage. The FULLY PAID-OFF SOLAR PANEL SYSTEM, valued at over $30,000, means no lease or loan to assume and helps keep the average monthly electric bill at approximately $80, even during Florida's summer months. That's hundreds of dollars in energy savings every month, providing exceptional long-term value and sustainability for the next homeowner. The fully fenced backyard is a true private retreat designed for entertaining and relaxing year-round. The nearly new heated saltwater pool was built with all required permits, offering the confidence and peace of mind that come with a recently constructed, modern pool system. Outdoor living is completed by the covered lanai and travertine deck, a premium summer kitchen, and low-maintenance artificial turf. A convenient first-floor half bathroom with direct access to the backyard makes entertaining even more enjoyable. Beyond its outdoor living spaces, this home also delivers a remarkable financial advantage. Additional upgrades include a beautifully remodeled upstairs bathroom with a frameless glass shower enclosure, custom closet systems, two independent HVAC systems for enhanced comfort and efficiency, professionally installed gutters, an epoxy-coated garage floor, and overhead garage storage racks. The location adds even more value: just minutes from Hamlin Town Center, with convenient access to top-rated schools (Summerlake Elementary, Hamlin Midle School, Horizon High School), Publix, Walmart, restaurants, cafés, boutique shopping, Cinépolis Luxury Cinemas, PopStroke, Urban Air Adventure Park, and SR-429. As a resident of the highly desirable Summerlake community, you'll enjoy standout amenities, including a clubhouse, fitness center, community pool, tennis courts, playgrounds, walking trails, and lawn maintenance included through the HOA. Move-in ready and thoughtfully upgraded throughout, this home offers a rare combination of outdoor living, energy efficiency, and prime Winter Garden location. Schedule your private showing today! All information, including room dimensions, square footage, HOA fees, community amenities, and restrictions, is deemed reliable but not guaranteed and should be independently verified by the buyer and buyer’s agent.

7594 Lake Hancock Boulevard, Winter Garden

Courtesy of WRA BUSINESS & REAL ESTATE

$765,000
5 Beds 4 Baths O6428748 MLS
**DREAM HOME ALERT** PREMIUM LOT – WATER VIEW WITH BEAUTIFUL FOUNTAIN, NO REAR NEIGHBORS **PRIVACY BUSHES** PLUS BONUS/LOFT; FIRST FLOOR BEDROOM & FULL BATHROOM **GOURMET KITCHEN** LOTS OF UPGRADES**MAINTENANCE FREE COMMUNITY. Welcome to this beautiful spacious home located in Winter Garden’s highly coveted Waterleigh community which features beautiful homes, incredible amenities and lake views at every turn. This move-in ready Cresswell home is one of the builder’s most popular floor Plan. A beautiful porch welcomes you to this home, as you enter the foyer, to the left is a bedroom and full bath that can be used as an office or bedroom for an in-law or teenage/adult child offering much privacy from the rest of the home. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a SPACIOUS KITCHEN ISLAND and WALK-IN PANTRY for extra storage along with STAINLESS STEEL APPLIANCES. As we head up to the second floor, we are greeted with a HUGE LOFT AREA. You will also find the rest of the bedrooms and Master suite upstairs with a split plan for privacy. The Master has a VERY SPACIOUS WALK-IN CLOSET with CUSTOM BUILT-INS, as well as ensuite bathroom with double sinks, Walk-in Shower & separate SOAKING TUB and private toilet area with door. Down the hall from the master (split plan allowing privacy) we will find two additional bedrooms with large closet space that share a second upstairs bathroom with dual sinks and linen closet for extra storage. While a fourth bedroom is complete with a walk-in closet and ENSUITE BATHROOM. Your laundry room is also located on the second floor for convenience. Low HOA FEE of just $245 a month and INCLUDES ALL LAWN CARE CUTTING, FERTILIZATION, EXTERIOR PEST CONTROL & TRIMMING OF HEDGES/TREES of your LARGE lot...in addition to the community's incredible resort-style pools, clubhouses, fitness centers, parks, playgrounds, dog park, beach volleyball, tennis courts, putt-putt, fishing pier, walking trails…& MORE! This HOME IS THE PERFECT location with a PUBLIX SHOPPING CENTER just a short distance from home, located at the community entrance. That’s NOT ALL-WATERLEIGH is a GOLF CART FRIENDLY COMMUNITY that is conveniently located to all of the exciting shopping, dining & entertainment of Winter Garden’s Horizon West -- minutes from Walt Disney World & other area attractions -- minutes from HWY 429 access with easy direct connection to anywhere in Central Florida & beyond -- zoned for top-notch schools. WELCOME HOME! Some Post Builder UPGRADES and ADD-ONS include (see attachment for full list) Central Vac system, In-Ceiling Speakers, Internet Cable system, Upgraded Pendant lighting & tiled backsplash in Kitchen, High end Bosch Dishwasher installed 2024, Screened in porch, Extended paved deck and backyard firepit, Fully Fenced in backyard with 2 gates, Tall Privacy bushes installed on both sides of fence, GUTTERS, Epoxy floors in garage, Ultra quiet My Q controlled garage doors, Upgraded smart strand stain resistant carpet with upgraded padding for comfort and sound control, Master closet built-ins, Multiple Storage cabinets installed to laundry room and bathrooms, just to name a few.

16124 Azure Key Street, Winter Garden

Courtesy of FLORIDA HOMES REALTY & MORTGAGE

$1,100,000
4 Beds 3 Baths O6428247 MLS
Move in ready home with remarkable sunsets, breathtaking panoramic views of Lake Apopka, and calming bird watching right from the backyard. Highlights of this home from outside to inside are wide paver driveway with parking pad, spacious 3 car garage, covered front and rear porches, fully fenced in backyard, extended rear concrete patio, large flex room, mother in law suite with private entrance and kitchenette, and incredible kitchen to love at the center of an open floorplan. Floorplan: Triple split layout puts the primary suite, the secondary bedrooms, and the mother in law suite each in their own private area of the home. The mother in law suite has its own private exterior entrance, kitchenette, bedroom, and full bath. Large flex room for a home gym, office, studio, gaming room, or playroom. Kitchen: Cabinets to the ceiling, stone counters, beveled subway tile, farmhouse sink, island with seating for four, built-in wall oven and microwave, stainless vented hood, pot filler above the cooktop, spacious pantry, open to the living and dining space. Interior: Tray ceilings in the dining room, living room, and primary suite, wood slat accent wall, crown molding, upgraded lighting, ceiling fans, window treatments installed. Primary suite with walk in closet, corner tub, double sinks, and glass shower. Ceramic tile in main living areas, carpet in secondary bedrooms, inside laundry room. Exterior: Wide paver driveway with large paved parking pad, spacious three car garage, covered front porch, covered rear porch, extended full width concrete patio, fully fenced backyard with gates on both sides, sprinkler system throughout, tile roof. Recreation: Killarney Station trailhead five minutes out with bike rentals, repairs, and supplies center. West Orange Trail runs 20 plus miles into historic downtown Winter Garden. Lake Apopka Wildlife Drive and Lake Louisa State Park both an easy drive. Convenience: Downtown Wintergarden 25 minutes, Costco 8 minutes, Disney 25 minutes, Downtown Orlando 30 minutes, MCO Airport 35 minutes.

17854 Hither Hills Circle, Winter Garden

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$219,000
3 Beds 2 Baths S5154456 MLS Building 2 BLDG.
**Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Beautiful 3-bedroom/2-bathroom Jasmine floorplan available for sale at The Grove Resort and Water Park! This first floor apartment is fully-furnished and has everything you need for a wonderful vacation condo! This spacious unit has 14-foot ceilings in the main living space, giving a light, airy feel, and opens to an enclosed balcony where you can enjoy views of gardens and pond. Full kitchen has everything you need for cooking breakfasts, to family dinners, with a full washer and dryer in a room just off the kitchen. The living room also has a sleeper sofa for extra guests if needed. A short stroll brings you to either the central front desk area where you will find The Marketplace, the well-stocked convenience store, and the gift shop and concierge desk, or to the Springs Pools area where you can choose from three beautiful pools and the hot tub. The Valencia Restaurant, with additional outside seating, is open for breakfast, lunch, and dinner, 7 days a week, and is next to the 24/7 gym. Take a walk down to Lake Austin and try some fishing, or paddle a swan boat! From there you can visit the Surfari water park with its large pool, lazy river, water slides, and splash area! Try out the Flowrider surfing experience, or just watch while enjoying food and drinks from the Longboard Bar and Grill! Flip Flops is the 6000sf games arcade with glow-in-the-dark mini golf, so don't miss that! Free daily shuttles to the Disney parks are available for all owners and guests! This truly is a great place to own a vacation condo while the onsite management company rent out your unit when you are not there! Call for more details!!**

14501 Grove Resort Avenue Unit 2119, Winter Garden

Courtesy of FLARE PROPERTIES LLC

$179,000
2 Beds 2 Baths S5154450 MLS Building 3 BLDG.
**Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Beautiful Palm model 2-bedroom/2-bathroom condo for sale at The Grove Resort and Water Park! This fully-furnished unit has a lovely view over the central fountain and is bright and airy. This floorplan has the desirable two double beds in the second bedroom, providing extra sleeping accommodation for owners and guests. A sleeper sofa in the living room gives extra sleeping space if required. A full kitchen provides all you need for cooking a quick breakfast, or family dinner, and a laundry room is also conveniently situated just off the kitchen. The dining area and living room give plenty of seating for guests, or enjoy a quiet coffee out on the screened balcony. The unit is central to the resort, so all amenities are just a few minutes stroll away. You can enjoy the Surfari water park with its large pool, lazy river, water slides, and splash zone! The Longboard Bar and Grill are also inside the water park, along with the Flowrider surfing experience!! Don't forget to visit Flip Flops, the 6000sf games arcade, with glow-in-the-dark mini golf, or go down to the Springs Pools where you have your choice of three further pools, or relax in the hot tub! You can enjoy a meal at the Valencia Restaurant, or at the outdoor bar, or walk down to Lake Austin and try your hand at fishing, kayaking, or paddling a swan boat! The Front Desk is where you will find the Marketplace convenience store and gift shop, and the concierge for all your theme park tickets or excursions! The Grove Resort also provides FREE daily transportation to the Disney theme parks. Don't miss out on owning a wonderful vacation condo at The Grove, where you can enjoy your vacations, then let the onsite management company rent out your unit for income when you are not using it. Call for more details!!**

14501 Grove Resort Avenue Unit 3406, Winter Garden

Courtesy of FLARE PROPERTIES LLC

$550,000
4 Beds 2 Baths O6428109 MLS
Under contract-accepting backup offers. Virtually Staged. $10,000 TOWARD BUYER’S CLOSING COSTS! SELLER MOTIVATED TO SELL!!! NEWLY TRANSFORMED AS OF AUGUST 19, 2026—COME TAKE A FRESH LOOK AND FALL IN LOVE! Discover the complete Florida lifestyle in this move-in-ready, 4-bedroom, 2-bathroom saltwater pool home located in Winter Garden’s gated Wintermere community. Offering oversized 0.31-acre lot, this home combines a spacious interior, an incredible backyard, added privacy, and convenient access to everything Central Florida has to enjoy! The home’s refreshed presentation was completed as of August 19, 2026, creating an exciting opportunity for buyers to experience its transformation in person. Inside, you will find an inviting open floor plan, an updated kitchen, comfortable living and entertaining spaces, and a spacious primary suite. Step outside and discover your private Florida retreat, complete with a sparkling saltwater pool, relaxing pool jets, screened lanai, and an oversized fenced backyard. With no rear residential neighbors, this property provides additional privacy and plenty of room for swimming, entertaining, pets, outdoor activities, or simply relaxing in the Florida sunshine. PROPERTY HIGHLIGHTS: • 4 bedrooms • 2 bathrooms • Approximately 1,960 heated square feet • Oversized 0.31-acre lot • Sparkling saltwater pool • Relaxing pool jets • Screened lanai • Updated kitchen • Open floor plan • Spacious primary suite • Oversized fenced backyard • No rear residential neighbors • Gated Wintermere community • Quiet cul-de-sac location • Indoor laundry room • Two-car garage • Extended driveway • Move-in ready BUYER INCENTIVE: The seller is offering $10,000 toward the buyer’s allowable closing costs, subject to the terms of an accepted contract and lender approval. Conveniently located near SR-429, SR-408, Winter Garden Village, Hamlin, shopping, restaurants, Orlando-area employment centers, and Walt Disney World, this home offers suburban space with outstanding Central Florida accessibility. The transformation is complete, the pool is ready, and your Winter Garden lifestyle is waiting. Come take a fresh look, schedule your tour, and fall in love! Call your Favorite Realtor | Broker Right NOW! Check to see if you Qualify for Hometown Heros! Up to $35,000!

2031 Wintermere Pointe Drive, Winter Garden

Courtesy of LANDLORD FINDERS BUILD REAL ESTATE LLC

$830,186
3 Beds 3 Baths TB8532670 MLS
Under Construction. Welcome to Northlake at Ovation! This gorgeous new construction home is located in the highly desirable Horizon West area of Winter Garden. This beautiful two story home features 3 bedrooms, 3 baths and flexible loft space. The open kitchen boasts plenty of upgrades from the AW Collection Milan such as beautiful 42 inch cabinets, tiled backsplash, and stainless steel appliances. Large island with upgraded quartz countertops perfect for gatherings that is open to the family room with soaring two story ceiling with plenty of windows bringing in natural light throughout. Main living space features wood look tile flooring and bedrooms with upgraded carpet for comfort, plus 8' interior and exterior doors throughout the home. Enjoy the amenities with a swim in the community pool, clubhouse, shaded playground, and dog park. This home is conveniently located to top rated schools, shopping, grocery stores, Horizon West restaurants, and Walt Disney World. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17631 Lake Star Road, Winter Garden

Courtesy of ASHTON WOODS FLORIDA REALTY LLC

$199,999
2 Beds 2 Baths O6426740 MLS Bldg L BLDG.
BRAND NEW CARPET INSTALLED! Welcome to this first floor condo in the heart of Winter Garden! This 2 bedroom, 2 bath unit offers an excellent opportunity for both homeowners and investors. Enjoy the convenience of ground floor living with a private screened in patio, perfect for relaxing with your morning coffee or unwinding after a long day. Inside, you'll find a functional floor plan with a washer and dryer included, making move in even easier. The home is priced to reflect its potential and is ready for your personal touch with fresh paint and new flooring, allowing you to customize the space while adding instant value. Residents enjoy a variety of community amenities, including a swimming pool, basketball court, clubhouse, and community mailbox. The unit also comes with two designated parking spaces for added convenience. Ideally located near shopping, dining, entertainment, and major roadways, this condo offers affordability, convenience, and the opportunity to make it your own in one of Winter Garden's most desirable areas.

93 Windtree Lane Unit 102, Winter Garden

Courtesy of REVEL REALTY LLC

$499,900
3 Beds 3 Baths O6427751 MLS
Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!

2766 Bobcat Chase Boulevard, Winter Garden

Courtesy of PREMIER SOTHEBYS INT'L REALTY

$825,000
5 Beds 3 Baths O6427944 MLS
Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.

637 Grassy Stone Drive, Winter Garden

Courtesy of HOMEVEST REALTY

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