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308 Forest Haven Drive, Winter Garden
$1,170,000
4 Beds ⋅ 3 Baths ⋅ Courtlea Oaks SubDv. ⋅ 34787 Zip Code
NEW PRICE and Brand New Renewal by Anderson Double Paned Windows coming soon ($60,000 value)!!! Welcome to Courtlea Oaks, one of Winter Garden’s most timeless and charming communities, perfectly positioned in the heart of the golf cart district. This beautiful 4-bedroom, 2.5-bath home with a 3-car garage and screened pool has been freshly painted inside and out, offering a bright, clean, move-in-ready feel from the moment you arrive. Inside, you’ll love the functional layout featuring a downstairs office, formal dining room, and spacious family room—plus a stunning open entry with soaring ceilings that extend to the second floor, creating an airy, grand feel. The home also features a generously sized primary suite, complete with a newly renovated bathroom and a spacious walk-in closet—your own private retreat. Upstairs, a versatile loft/bonus space provides the perfect flex area for a media room, playroom, or second living space. Step outside to your backyard oasis with a screened-in pool, ideal for relaxing and entertaining year-round. Enjoy being just minutes from Historic Downtown Winter Garden, with its boutique shopping, casual and fine dining, the Saturday Farmers Market, local breweries, the Winter Garden Theatre, and the West Orange Trail. Conveniently located near major highways including 408, 429, and the Florida Turnpike for an easy commute. Don’t miss your opportunity to own in Courtlea Oaks—schedule your private showing today!

308 Forest Haven Drive, Winter Garden

7389 John Hancock Drive, Winter Garden
$1,167,000
5 Beds ⋅ 4 Baths ⋅ Overlook 2 At Hamlin SubDv. ⋅ 34787 Zip Code
This impressive 5-BEDROOM, 4-bath POOL HOME offers over 4,006 sq ft of living space, designed for comfort, functionality, and modern living. Built in 2019, this home sits on a well-positioned lot with sidewalks and paved streets in the highly sought-after HAMLIN COMMUNITY. A large paver driveway and covered entry framed by upgraded landscaping set the tone for this beautifully appointed home. Inside, a grand two-story foyer opens to formal living and dining spaces accented by soaring ceilings, architectural detailing, and an inviting mix of upgraded ceramic tile and carpet throughout. The open-concept floor plan is ideal for both everyday living and entertaining. The gourmet kitchen features upgraded cabinetry with crown molding, granite countertops, stainless steel appliances, a center island, butler’s pantry, and a breakfast nook, all flowing seamlessly into the expansive two-story family room. Additional FLEX SPACES include a study/media room and a spacious loft, offering options for a home office, playroom, or additional living area. A private FIRST-FLOOR PRIMARY SUITE provides a relaxing retreat with a spacious bath and walk-in closets, while the additional bedrooms offer versatility for guests or multi-generational living. Step outside to a backyard that feels like a tropical escape, with a CUSTOM POOL & SPA, OUTDOOR KITCHEN, and gorgeous WATER VIEW. This backyard is perfect for relaxing or hosting gatherings. Built in 2019 and situated on a well-positioned lot with sidewalks and paved streets, this home is located in a resort-style community featuring a clubhouse overlooking Lake Hancock, pool, fitness center, playground, amphitheater, walking and biking trails, canoes, and a full calendar of social activities. Conveniently located just off SR-429, this home offers easy access to downtown Orlando, shopping, dining, and entertainment.

7389 John Hancock Drive, Winter Garden

8530 Bayview Crossing Drive, Winter Garden
$1,165,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 1a SubDv. ⋅ 34787 Zip Code
MAJOR PRICE IMPROVEMENT! Now offered at $1,299,000. An incredible opportunity to own this beautiful luxury home located in Winter Garden.This luxury residence presents an exceptional opportunity to own a beautifully designed home at its newly adjusted price. Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.

8530 Bayview Crossing Drive, Winter Garden

441 Courtlea Oaks Boulevard, Winter Garden
$1,160,000
5 Beds ⋅ 5 Baths ⋅ Courtlea Oaks SubDv. ⋅ 34787 Zip Code
Virtually Staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

441 Courtlea Oaks Boulevard, Winter Garden

16753 Turtle Hatch Drive, Winter Garden
$1,159,000
4 Beds ⋅ 4 Baths ⋅ Waterside/Johns Lake Ph 1 SubDv. ⋅ 34787 Zip Code
Exquisite Sanctuary with Private Pool in Gated Waterside! Welcome home to this meticulously maintained, one-story masterpiece situated in the heart of Waterside, Winter Garden's established, sought-after gated community. Offering an unparalleled blend of luxury and privacy, this spectacular residence invites you to enjoy calming lakefront views the moment you enter the neighborhood. From the moment you step through the charming front courtyard, the home showcases exceptional quality and elegant upgrades. The gourmet kitchen serves as the heart of this open-concept layout, featuring custom cabinetry and a sun-drenched breakfast room that overlooks your private pool and a serene conservation lot. Retreat to the thoughtfully designed primary suite—a true oasis featuring a spacious walk-in closet with custom built-ins, French door opening to the covered patio, and a spa-like ensuite bath complete with dual vanities, a private commode room, garden tub, and a separate walk-in shower. Custom craftsmanship highlights every detail of this home, from the elegant coffered ceilings in the dining room to custom cabinetry and built-in closets. Off the sunlit breakfast room, a dedicated office area with custom built-in counters provides a functional workspace. Outside, enjoy a freshly painted exterior (2024) and an inviting covered screened lanai featuring a built-in outdoor grill with a sleek bar—perfect for year-round entertaining. Designed for comfortable living and entertaining, the home features a 3-way split bedroom layout, a custom-built entertainment center in the family room, and a Sonos sound system with five separate zones throughout. Embrace the ultimate Florida lifestyle in your private backyard paradise. Designed for inviting entertaining, the space includes a custom pool, spa, and a built-in outdoor grill, all set against a tranquil green space with the privacy of no rear neighbors. Watch the sunset over the lake and unwind in your own personal oasis. Residents of Waterside enjoy an exclusive atmosphere with premier amenities, including a community pool, fitness center, clubhouse, and a playground. Ideally positioned just minutes from top-rated schools, shopping, Disney, downtown Winter Garden, and major roadways, including the 429, 408, and the Florida Turnpike.

16753 Turtle Hatch Drive, Winter Garden

17713 Sedona Street, Winter Garden
$1,153,917
3 Beds ⋅ 4 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
SOLD DATA ENTRY ONLY. Pallazio II (Palermo) model home by Taylor Morrison in Esplanade at McKinnon Groves. This single story residence features 3 bedrooms, 3 full bathrooms, 1 half bathroom, a private study, gourmet kitchen, 3 car garage, extended covered lanai with outdoor kitchen, and a screened pool with raised spa. Interior features include tray ceilings, crown molding, upgraded cabinetry and quartz countertops, custom designer finishes, tile and carpet flooring, and 8 foot interior doors. Property sold subject to a builder model home leaseback agreement, allowing Taylor Morrison to continue occupying and operating the residence as a model home pursuant to the terms of the leaseback.

17713 Sedona Street, Winter Garden

14567 Cedar Hill Drive, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 1 SubDv. ⋅ 34787 Zip Code
HAVE YOU BEEN SEARCHING FOR A 5-BEDROOM HOME with a DEDICATED OFFICE, PRIVATE THEATER/MEDIA ROOM, TWO BONUS SPACES, and nearly 5,000 SQUARE FEET—but it just hasn’t been there? NOW IT IS! This stunning 5-bedroom, 4-bath home offers an exceptional combination of SPACE, LUXURY, PRIVACY & FUNCTIONALITY, beautifully situated on a FENCED CONSERVATION LOT with NO REAR NEIGHBORS and FRESH SOD in the backyard. STORAGE GALORE! With GENEROUS CLOSETS, WALK-IN STORAGE, AN OVERSIZED WALK-IN PANTRY, and thoughtful storage throughout, this home truly has it all. METICULOUSLY MAINTAINED AND USED AS A VACATION HOME, the property has been kept in PRISTINE CONDITION. The OPEN-CONCEPT FLOOR PLAN features WOOD-LOOK TILE THROUGHOUT THE MAIN LEVEL, TRAY & COFFERED CEILINGS, CUSTOM BUILT-INS, NEW FIXTURES, and abundant natural light. The GOURMET KITCHEN offers 42-INCH CABINETRY, GRANITE COUNTERTOPS, DOUBLE WALL OVENS, COOKTOP, STAINLESS-STEEL APPLIANCES, LARGE ISLAND, and an OVERSIZED WALK-IN PANTRY with abundant cabinet and counter space, all overlooking the spacious family room. The FIRST-FLOOR PRIMARY SUITE is a true retreat with a SITTING AREA, DUAL WALK-IN CLOSETS, and SPA-INSPIRED PRIMARY BATH featuring a double-sink granite vanity, garden tub, and separate shower. The primary closet is CUSTOM DESIGNED BY CALIFORNIA CLOSETS for exceptional organization. Upstairs features FOUR ADDITIONAL SPACIOUS BEDROOMS, EACH WITH A WALK-IN CLOSET, plus a LOFT/ GAME ROOM, DEDICATED MEDIA/THEATER ROOM, and multiple bonus spaces perfect for a HOME OFFICE, MOVIE NIGHTS, GAME DAYS, OR GUESTS. A JACK-AND-JILL BATHROOM WITH SEPARATE VANITIES adds convenience. Step outside to your PRIVATE BACKYARD OASIS featuring a BEAUTIFUL HEATED SALTWATER POOL & SPA, COMPLETED IN 2025, creating the perfect setting for relaxing and entertaining. The POOL PUMP and HVAC WERE UPGRADED IN 2025 to a variable-speed, high-efficiency system for enhanced performance and energy efficiency. INTEGRATED POOL LIGHTING within the screen enclosure creates the perfect evening ambiance. The SCREEN-ENCLOSED REAR PATIO WITH BRICK PAVERS overlooks the peaceful conservation area, providing exceptional privacy. Additional highlights include STONE ELEVATION, COVERED FRONT PORCH, FRESHLY EPOXIED TANDEM 3-CAR GARAGE FLOOR, TESLA CHARGER STATION, ALARM SYSTEM, POOL SAFETY GATE, and NO DIRECT REAR NEIGHBORS. WATER FILTRATION & EXTRAS INCLUDED! The CULLIGAN WATER SYSTEM, WHOLE-HOUSE FILTRATION SYSTEM, WATER SOFTENER, AND REVERSE OSMOSIS DRINKING WATER SYSTEM all stay with the home. Plus, the POOL TABLE IS INCLUDED with the purchase. Enjoy RESORT-STYLE COMMUNITY AMENITIES, including a clubhouse with fitness center and monthly activities, RESORT-STYLE POOL, PLAYGROUNDS & DOG PARK, with MONTHLY HOA FEE INCLUDING LAWN CARE. Ideally located minutes from HORIZON WEST RESTAURANTS & SHOPPING, CINÉPOLIS LUXURY DINE-IN MOVIE THEATERS, CRAFT & FARMERS MARKETS, WINTER GARDEN VILLAGE & DISNEY, with easy access to SR 429, FLORIDA’S TURNPIKE, SR 408 & DOWNTOWN ORLANDO. TOP-RATED SCHOOLS add even more appeal to this incredible location.

14567 Cedar Hill Drive, Winter Garden

9969 Lost Creek Drive, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Virtually Staged. Wake up to WATERFRONT SUNRISES, unwind beside your RESORT-STYLE POOL & SPA, and enjoy DISNEY FIREWORKS from your backyard every night. Situated on an OVERSIZED LAKEFRONT LOT spanning more than 1/3 ACRE with over 250 FEET OF DEPTH, this stunning 5 BEDROOM, 3.5 BATHROOM home offers the perfect blend of luxury, privacy, and lifestyle. The highly desirable NORTH HAVEN FLOOR PLAN features WOOD-LOOK TILE FLOORING, WROUGHT IRON STAIR RAILINGS, SMART HOME TECHNOLOGY, and a spacious OPEN-CONCEPT DESIGN. The GOURMET KITCHEN is appointed with QUARTZ COUNTERTOPS, UPGRADED CABINETRY WITH CROWN MOLDING, STAINLESS STEEL APPLIANCES, SUBWAY TILE BACKSPLASH, WALK-IN PANTRY, and a LARGE CENTER ISLAND perfect for entertaining. The PRIMARY SUITE is a private retreat featuring FRENCH DOORS TO THE LANAI, an OVERSIZED WALK-IN CLOSET, and beautiful WATER VIEWS. Upstairs, the expansive LOFT provides flexible space for a MEDIA ROOM, GAME ROOM, or HOME OFFICE. Step outside to your private backyard oasis featuring a HEATED POOL, OVERSIZED SPA, WATERFALLS, SUN SHELF, SALTWATER SYSTEM, PANORAMIC SCREEN ENCLOSURE, EXTENDED PAVER DECK, and PROFESSIONAL LANDSCAPING. Additional upgrades include FULLY PAID SOLAR PANELS, NEW AC COILS, SMART LIGHTING, LEVEL 2 EV CHARGER, and a 3-CAR GARAGE. As an added bonus, HOA guidelines allow for the ability to BUILD A PRIVATE DOCK, creating a rare opportunity to further enhance your LAKEFRONT LIFESTYLE. Located directly across from the future 5-acre community park, planned to feature playgrounds, basketball courts, walking trails, picnic pavilions, open green space, and recreational amenities, this home offers an exciting lifestyle enhancement just steps away. Another unique benefit is that all school pickup and drop-off traffic is routed through Atwater Bay Drive rather than directly in front of the home, helping maintain a quieter, more peaceful streetscape during school hours. Conveniently located near TOP-RATED SCHOOLS, SHOPPING, DINING, DISNEY, and major highways, this exceptional home offers luxury living at its finest.

9969 Lost Creek Drive, Winter Garden

5365 Bowman Drive, Winter Garden
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to 5365 Bowman Drive, an extensively updated and thoughtfully curated residence in one of Winter Garden’s most desirable communities. Blending architectural presence, meaningful recent upgrades, and unforgettable lifestyle features, this home offers a rare opportunity to own something truly special. A dramatic two-story foyer sets the tone upon entry, opening to an equally stunning two-story living room filled with natural light and architectural volume. The expansive layout creates an immediate sense of openness while maintaining warmth and livability throughout. In preparation for listing, the home has undergone substantial enhancements designed for both comfort and long-term peace of mind. Two brand-new HVAC systems ensure efficient climate control year-round. The exterior has been meticulously refreshed with professional stucco refinishing and a full repaint, delivering crisp curb appeal and a refined aesthetic. The driveway has been extended to comfortably accommodate an additional full-size vehicle with added maneuvering space — a rare and practical upgrade. Inside, fresh interior paint and brand-new carpet throughout create a clean, cohesive, move-in-ready presentation. The kitchen is well-appointed for both everyday living and entertaining, featuring a gas range that will delight culinary enthusiasts. An intelligently designed floor plan includes an isolated guest suite with its own full bath, offering privacy and flexibility for visitors or multigenerational living. Entertainment and leisure take center stage in this home. A custom Star Wars-themed theatre room creates a truly immersive cinematic experience — a one-of-a-kind feature that transforms movie nights into events. Step outside to your private outdoor retreat, where a heated saltwater pool and screened-in lanai invite year-round enjoyment. The backyard backs to a peaceful retention pond, offering added privacy and tranquil views. The oversized garage provides generous storage and flexibility for vehicles, hobbies, or recreational equipment. And as a uniquely Central Florida bonus, rocket launches from Cape Canaveral can be viewed right from your own front doorstep — an awe-inspiring experience that never gets old. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, and world-renowned theme parks including Walt Disney World, this home offers exceptional convenience while maintaining the charm and tranquility of a well-established neighborhood. 5365 Bowman Drive is more than a residence — it is a lifestyle property that seamlessly combines thoughtful upgrades, architectural elegance, resort-style amenities, and an extraordinary location. An exceptional offering in the heart of Winter Garden.

5365 Bowman Drive, Winter Garden

15716 Panther Lake Drive, Winter Garden
$1,150,000
5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Opportunity Awaits in the Sought-After Lakeshore Community in Horizon West! NEW PRICE, DON'T MISS IT!! Welcome to the popular Maranello model by Toll Brothers—an impressive and luxurious two-story home nestled in the heart of Horizon West’s premier Lakeshore community. Boasting 4,693 square feet of thoughtfully designed living space, this elegant residence features 5 bedrooms, 4.5 bathrooms, and a multipurpose bonus room perfect for a home office, game room, or media space. One of the standout features of this impressive home is the oversized In-Laws Suite with its private entrance, offering flexibility and comfort for extended family or guests. Whether you're entertaining or simply enjoying everyday living, this home provides both elegance and functionality in equal measure. With an open-concept layout, the heart of the home is the gourmet kitchen, beautifully appointed with an oversized island, KitchenAid stainless steel appliances, double ovens, and custom cabinetry with convenient pull-out drawers. The kitchen overlooks the light and airy living room, creating a seamless connection between cooking, dining, and relaxation. From here, step out to the covered outdoor lanai and the expansive oversized deck—an entertainer’s dream, ideal for hosting gatherings, celebrations, or simply enjoying Florida’s beautiful weather year-round. The primary bedroom is located on the first floor with an en-suite bathroom, while the second floor offers large secondary bedrooms and a spacious bonus room. The community offers exceptional amenities, including a state-of-the-art recreation center overlooking two beautiful lakes, a lakefront clubhouse with fitness center, resort-style pool, firepit, summer kitchen, two playgrounds, sand volleyball courts, hammocks, club room, dog park, jogging trails, and more. The HOA covers 1 gigabit internet, community activities for the entire family, all landscape and irrigation maintenance, as well as outdoor pest control. Lakeshore is zoned for top-rated schools, and it is located minutes away from the Theme Parks, new restaurants, shopping, and entertaining areas, and it is situated next to the Orange County National Golf Course, a 36-hole Championship Course. Call to schedule a private showing today.

15716 Panther Lake Drive, Winter Garden

13217 Tollcross Way, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT! Skip the wait and step into luxury with this never-occupied 2025 Toll Brothers Griffin Craftsman residence, perfectly positioned on one of the most desirable premium waterfront homesites in Westhaven at Ovation. Offering breathtaking water views with no front or rear neighbors, this exceptional residence showcases an extraordinary collection of premium builder options, designer upgrades, luxury outdoor enhancements, and resort-inspired living that sets it apart from standard new construction. Originally designed as a personal residence rather than a speculative build, every upgrade was thoughtfully selected with quality, comfort, and timeless elegance in mind, creating a home that stands far above the ordinary. Offering more than 4,150 square feet of impeccably designed living space, this extraordinary home features 6 bedrooms, 5 full bathrooms, a private office, a spacious loft, and a 2-car garage, delivering the perfect blend of luxury, comfort, and functionality. At the heart of the home is a spectacular gourmet kitchen featuring an upgraded floor plan, Butler's Pantry, a stunning waterfall quartz island, premium cabinetry, designer finishes, LED accent lighting, and an expansive multi-slide glass door that seamlessly connects the interior living spaces with the resort-style outdoor retreat. Designed to impress, the outdoor living area rivals that of a private luxury resort, showcasing a spectacular custom-designed heated pool and spa, an extended covered lanai, outdoor kitchen preparation, privacy wall, and peaceful waterfront views. With approximately $240,000 invested in the custom pool, spa, and outdoor living area alone, this backyard offers an exceptional lifestyle rarely found in today's luxury new construction homes. The elegant primary suite is a true private sanctuary, featuring a tray ceiling, spa-inspired bathroom, an oversized glass-enclosed shower, and an exclusive covered balcony overlooking the water. Throughout the home you'll appreciate engineered wood stair treads, upgraded railings, premium flooring, quartz countertops, upgraded interior doors, Smart Home technology, security and Wi-Fi prewiring, designer lighting, and countless luxury finishes that elevate this residence well beyond the builder's standard specifications. Located in the highly sought-after Westhaven at Ovation, residents will soon enjoy an exceptional resort-style clubhouse featuring a swimming pool, fitness center, and gathering spaces. Ideally located just minutes from Walt Disney World, Flamingo Crossings, Horizon West, world-class shopping, dining, golf courses, and major highways, this home offers one of Central Florida's most desirable luxury lifestyles. Why wait months to build when this extraordinary home is complete, never occupied, and available today? Every major upgrade has already been thoughtfully selected and completed, allowing you to enjoy the very best of Toll Brothers luxury living from day one. This is a rare opportunity to own one of the finest residences in Westhaven at Ovation at an exceptional new price. Schedule your private showing today and experience the difference for yourself.

13217 Tollcross Way, Winter Garden

16217 Lake Johns Circle, Winter Garden
$1,140,000
5 Beds ⋅ 5 Baths ⋅ Lake Johns Shores SubDv. ⋅ 34787 Zip Code
16217 Lake Johns Circle is a rare modern farmhouse retreat where luxury, craftsmanship, and family-centered design come together in extraordinary fashion. Positioned on a quiet cul-de-sac of only 15 homes with no HOA, this fully reimagined Winter Garden residence offers front-porch views toward Johns Lake and backs to protected green space, creating a setting that feels private, peaceful, and deeply connected to nature. Completed in 2025, the home underwent an extensive renovation and expansion with remarkable attention to detail and quality. Unlike typical luxury renovations, much of the craftsmanship was personally completed by the homeowners themselves-resulting in a residence that feels intentionally built rather than simply remodeled. Inside, the home unfolds with warm modern farmhouse design, engineered hardwood flooring throughout, soaring ceilings, custom millwork, curated lighting, and expansive gathering spaces designed for both everyday living and elevated entertaining. The chef's kitchen serves as the architectural centerpiece of the home, featuring professional-grade appliances, custom cabinetry, quartz surfaces, a hidden butler's pantry, beverage station, and an oversized gathering island wrapped in authentic character and texture. The floorplan was thoughtfully designed to accommodate multigenerational living and large gatherings with uncommon flexibility. Unique design moments include custom built-in bunk spaces, a secondary bedroom designed with three built-in beds, and a truly exceptional owner's retreat featuring vaulted ceilings, a private sitting area, spa-inspired bath, oversized custom closet room, and peaceful views toward Johns Lake. The upstairs loft creates an additional lifestyle space ideal for media, gaming, reading, or relaxation, while the nearly 1,500-square-foot insulated garage/workshop offers incredible versatility for vehicles, boats, hobbies, fitness, or storage. Major infrastructure improvements completed in 2025 include a new roof, new HVAC systems, new windows, new plumbing, tankless water heater, septic system, and extensive mechanical upgrades. Located minutes from Downtown Winter Garden, Oakland, the West Orange Trail, and major roadways, this is a rare opportunity to own a highly customized modern farmhouse retreat in one of Central Florida's most desirable lifestyle corridors.

16217 Lake Johns Circle, Winter Garden

14966 Etowah Street, Winter Garden
$1,140,000
5 Beds ⋅ 5 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code
Discover this exceptional and beautifully maintained home located in one of Central Florida’s most sought-after communities, ideal for families. Enjoy your own private pool retreat, perfect for relaxing and entertaining all year long. The interior has been freshly painted, creating a bright, clean, and welcoming ambiance. Featuring premium appliances, thoughtfully selected finishes, and a spacious layout, this home offers both style and functionality. Custom built-in closets add comfort and organization, while the complete laundry room provides added convenience. With generous living areas and flexible spaces throughout, this large residence is designed to meet the needs of modern living. Set in a vibrant neighborhood with top-rated schools, parks, and community amenities, this home truly has it all.

14966 Etowah Street, Winter Garden

14255 Hampshire Bay Circle, Winter Garden
$1,125,200
4 Beds ⋅ 5 Baths ⋅ Bay Isle 48 17 SubDv. ⋅ 34787 Zip Code
Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

14255 Hampshire Bay Circle, Winter Garden

10198 Merrymeeting Bay Drive, Winter Garden
$1,125,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code
Stunning lakefront living in the heart of Waterleigh! Watch the sky go gold over the water every evening from your own screened patio, the kind of gorgeous sunset that makes this more than just a house with a view. This 5 bedroom, 3 and a half bathroom home offers an open concept downstairs living space, a dedicated home office, and custom plantation shutters throughout. The primary suite is on the first floor, with those same postcard lake views and a private door straight out to the screened patio, so morning coffee and evening sunsets are never more than a few steps away. Enjoy the beautifully updated upstairs bathrooms featuring solid quartz slab walk-in showers with low-profile quartz bases. Additional upgrades include a whole-home LifeSource water filtration system and an energy-efficient AC/heat pump in the garage. Enjoy resort style amenities including 4 community pools, pickleball and tennis courts, mini golf, sand volleyball, and multiple playgrounds. Zoned for top Horizon West schools, with easy access to shopping, grocery, and Disney. Lakefront views, unforgettable sunsets, and an unbeatable location this one has it all!

10198 Merrymeeting Bay Drive, Winter Garden

13554 Sunset Lakes Circle, Winter Garden
$1,125,000
3 Beds ⋅ 3 Baths ⋅ Sunset Lakes SubDv. ⋅ 34787 Zip Code
Stunning custom lakefront home with 3 bedrooms, 3 baths, plus den or office, formal living and dining room, and a screened-in pool overlooking nightly Disney fireworks! This split-bedroom plan offers privacy and elegance of 15 FT and 20 FT ceilings, featuring ceramic tile throughout, granite countertops, stainless steel appliances, 42” cabinets with crown molding in kitchen and laundry room. Central vac system in kitchen and a gas fireplace in family room. The spacious primary suite includes a custom closet, split vanities, and a walk-in shower. The bonus room features its own A/C unit and controls, and is pre-plumbed and A/C-ready for an additional bathroom and closet. Enjoy the convenience of an inside laundry room and 3-car garage. Step outside to your private dock on a 38-acre private ski lake and relax in your backyard oasis while taking in serene lake views. This home is the perfect blend of luxury, comfort, and Florida living in Winter Garden. Close proximity to shopping, new hospital, and major attractions.

13554 Sunset Lakes Circle, Winter Garden

552 Walker Street, Oakland
$1,125,000
Briley Farm SubDv. ⋅ 34787 Zip Code
Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. Each of these professionals brings years of experience and a dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock—perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle—where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

552 Walker Street, Oakland

6352 Wild Persimmon Way, Winter Garden
$1,123,773
6 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. ARLINGTON bonus. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

6352 Wild Persimmon Way, Winter Garden

8906 Sonoma Coast Drive, Winter Garden
$1,120,000
4 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
LUXURY POOL HOME on PREMIUM CONSERVATION LOT with ALL THE BEST UPGRADES!! Nearly NEW Kallan POOL Home has 4 Bedrooms, FLEX Room, LOFT, 4.5 Baths, TILE ROOF, 3 Car Tandem Garage and a BALCONY off the Primary Suite! Enjoy an Outdoor PARADISE that starts with a FULL SUMMER KITCHEN with Grill, Vent Hood, Side Burner, 18 FEET of GRANITE COUNTERS with Raised Bar, Large Sink, Refrigerator and Pizza Oven! Enjoy the DELUXE Heated Pool and Spa with Waterfall Spillover, LED Lighting, Glass Tile, Automation System, Pebble Tech Surface and Sun Shelf. High End features include Upgraded Pavers and Spectacular Views from the Enclosure with PANORAMIC Screens! PLUS – ALL Patio Furniture including FIRE PIT is Included! Just steps from the POOL is the 4th FULL BATH! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK with 10 Stage FILTERED WATER, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with VENT HOOD! Large Pantry and Butler Pantry add Storage! Stylish Features and Elegant Accents Make this Home Special! OPEN FLOOR PLAN with Views Of Patio, Pool and Conservation from almost every window! First Floor FLEX SPACE with Custom Wood Barn Door can be a great Office, Living Room or 5th Bedroom! Convenient Powder Bath Features Wallpaper and Decorative Mirror. Entire First Floor is WOOD PLANK Porcelain Tile. Stairs are Engineered Wood and the Loft and Upstairs Hallways and Bedrooms are NEW Wide Plank LUXURY VINYL! Owners Suite has CUSTOM DRAPERY with ROOM DARKENING Panels, a PRIVATE Screened BALCONY, Spacious Bath with TWO QUARTZ Vanities, Garden Tub, Shower and Large WALK-IN CLOSET WITH CUSTOM ORGANIZERS! The HUGE LOFT Separates the Bedrooms. Bedroom 2 is a PRIVATE SUITE with CUSTOM CLOSET and Opens to Bath 2. Bedrooms 3 and 4 with Custom Closets share FULL BATH 3 With DOUBLE Sinks. The Large Laundry with CABINETRY and Utility Sink Completes the 2nd Floor! The Owners Thought of Everything! FENCED YARD, Gutters, Quality Ceiling Fans & Light Fixtures, Whole House Water Softener and Filtration System, Custom Drapery, UPGRADED 80 Gal HYBRID Hot Water Heater, Garage with EPOXY FLOOR and MUCH MORE! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 2 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, NEW Water Spring Middle School – both are Walking Distance, and NEW Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

8906 Sonoma Coast Drive, Winter Garden

15208 Lake Claire Overlook Drive, Winter Garden
$1,118,361
5 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 2b SubDv. ⋅ 34787 Zip Code
Experience unmatched Privacy and Serenity on your own Peninsula Surrounded by Lake Claire, Lake Burnett and Johns Lake. This stunning, One-of-a-Kind Home is tucked away at the end of a Cul-De-Sac with Water and Natural Conservation on 3 sides. Located in the highly sought-after, Gated Community of Hickory Hammock, this unique residence offers Panoramic Water Views from EVERY Window and combines thoughtful upgrades with unbeatable natural surroundings. From the moment you arrive, you’re welcomed by an oversized paver driveway, a charming Front Porch, and Peaceful Lake Views that immediately set the tone. Inside, the home features 9'4" Ceilings on the first floor with tile flooring throughout, and beautifully crafted Wrought Iron Railings and Hardwood Stairs leading to the second floor, where Engineered Hardwood adds warmth and character. The first floor offers a flexible layout including a Formal Dining Room and an Office/flex space at the front of the home. The Open-Concept Kitchen and Living Areas are ideal for everyday living or entertaining friends. Triple Sliders frame stunning Water Views and fill the home with Natural Light. The Gourmet Kitchen boasts 42" Espresso cabinetry, Quartz Countertops, a Large island, under-cabinet lighting, a Double Oven, and a window over the sink with lake views. Surround Sound extends through the kitchen, dining area, living room, primary suite, and outdoor spaces. A Full Bedroom and Bathroom on the First Floor offer flexible options for guests or Multi-generational living. Upstairs, the Luxurious Primary Suite features a Sitting Area with Built-In Cabinetry, Floating Shelves, a Mini Fridge, and a Perfect Place to Enjoy some Morning Coffee or Tea. The Spa-like Primary Bathroom includes Dual vanities, a large Walk-In Shower, and a Garden Tub with Amazing Views—perfect for relaxing and soaking. With no rear neighbors, your only visitors are the Birds and Wildlife! Enjoy Movie Nights in the Theater Room, complete with a Projector, Screen, and Surround Sound. Additional Bedrooms include walk-in closets and access to 2 full baths, while the Upstairs Laundry Room adds convenience. Step outside to your Private Retreat: a Screened-in Covered Lanai, Extended Patio with Pergola, and Tranquil Water Views in every direction. A Walking Trail begins just steps away, connecting you to Johns Lake Conservation. The home is also equipped with SOLAR PANELS that are Fully Paid Off, offering Long-Term Energy Savings and allowing new owners to enjoy the benefits from day one. Hickory Hammock is known for its Prime Location, Low HOA, and Resort-Style Amenities, including a Gated Entrance, Community Pool, Clubhouse, Fitness Center, Tennis and Sand Volleyball Courts, Fishing Pier, Dog Park, Scenic Walking Trails and Zoned for Top-Rated Schools. This home offers the Rare Combination of being your Peaceful Retreat in the Middle of Nature, while still being conveniently located to Winter Garden Village Shopping, Downtown Winter Garden, Major Highways, and just 15 miles from Orlando’s Attractions. Wake up to breathtaking sunrises and wind down with Stunning sunsets every single day in this incredible home—where nature paints the sky morning and night. And as a magical bonus, enjoy a front-row view of the Disney Fireworks lighting up the horizon every evening of the year. Schedule your Private Showing Today and Experience One-of-a-Kind Lakeside Living at its Finest. MOTOVATED SELLERS!

15208 Lake Claire Overlook Drive, Winter Garden

16149 Leyland Cypress Lane, Winter Garden
$1,113,794
5 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! DEERFIELD MODEL. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

16149 Leyland Cypress Lane, Winter Garden

15292 Maritime Pine Drive, Winter Garden
$1,104,225
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! ARLINGTON bonus. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

15292 Maritime Pine Drive, Winter Garden

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