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14511 Isleview Drive, Winter Garden
$3,170,000
6 Beds ⋅ 6 Baths ⋅ Isles Lake Hancock SubDv. ⋅ 34787 Zip Code
Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.

14511 Isleview Drive, Winter Garden

900 W Plant Street, Winter Garden
$3,050,000
7 Beds ⋅ 8 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code
Exceptional custom estate on approximately 1.61 acres in Downtown Winter Garden's desirable Golf Cart District, just minutes from Historic Plant Street, the West Orange Trail, shopping, dining, and entertainment. This extensively renovated residence offers over 7,700 square feet of living space with 7 bedrooms, 6 full baths, 2 half baths, spacious living and entertaining areas, a chef's kitchen with premium appliances, marble countertops, wine bar, and an open-concept design. The resort-style outdoor living area features a heated saltwater pool, covered lanai, summer kitchen with pizza oven and built-in grill, and an NBA regulation half basketball court. A detached guest house with a full kitchen provides ideal space for guests, multigenerational living, or a private office. Additional features include a gated circular driveway, oversized 3-car garage with workshop, golf cart garage, mature oak trees, and no HOA. Conveniently located near SR-429, Florida's Turnpike, Winter Garden Village, downtown Orlando, area attractions, and Orlando International Airport.

900 W Plant Street, Winter Garden

14730 Avenue Of The Rushes, Winter Garden
$3,050,000
5 Beds ⋅ 6 Baths ⋅ Signature Lakes Prcl 01c SubDv. ⋅ 34787 Zip Code
Luxury meets laid-back lake living on Lake Hancock in Winter Garden, inside the sought-after Independence community with parks, trails, and a true neighborhood feel. Custom built by Brierhill Homes, recognized as MCBC Builder of the Year, and professionally designed/furnished by Gilmore Design Co., this exceptional direct lakefront residence sits on one of the area’s largest lots—with an oversized, fully fenced backyard—perfect for entertaining—where you can enjoy stunning sunsets over the water and catch the Disney fireworks on select nights. Arrive via an impressive circular drive and step into a striking entry featuring a custom front door, polished natural stone flooring, and a dramatic stone accent wall—framed by a deep, covered front porch with a rich wood-plank ceiling that immediately sets the tone. It’s a welcoming space that’s perfect for a small seating area to enjoy morning coffee or greet guests in style. Inside, the home is bright, elevated, and designed for both entertaining and everyday comfort, highlighted by a timeless coastal-modern palette with white oak flooring, a beautiful white oak staircase with integrated LED lighting under each step, and custom ceiling details throughout (including soffit/tray accents and integrated lighting). The layout offers 5 bedrooms, each with a private en-suite bathroom and walk-in closet, and each bedroom includes blackout honeycomb shades for comfort and privacy—including a stunning first-floor primary suite with serene lake and backyard views, plus a dedicated first-floor guest suite. You’ll also love the private office and a media room that easily works as a flex space (playroom, gym, second lounge, or homework room). At the heart of the home, the chef’s kitchen showcases Thermador appliances and a show-stopping double island topped with Cambria quartz with subtle gold veining, plus a custom chevron-designed backsplash with under-cabinet LED lighting that highlights the detail beautifully. The kitchen flows seamlessly into the main living space for true indoor-outdoor living. A wall of living room sliding glass doors opens wide, creating one expansive space that connects the interior to the lanai, pool, and lake beyond. Enjoy built-in Sonos sound in the living room and kitchen, with audio extended to the outdoor kitchen as well—plus the flex/media space is pre-wired if additional speakers are desired. The living room also features a sleek gas fireplace framed in natural stone, flanked by custom built-ins for a clean, designer finish. Out back, unwind in your private retreat with a heated pool and spa, generous covered areas, and a summer kitchen made for sunset dinners. The first-floor lanai (including the summer kitchen) and the second-floor balcony are both fully encapsulated with motorized screens controlled by remote—perfect for effortless, bug-free evenings and both outdoor living areas feature a warm wood-plank ceiling accent that brings a high-end, resort feel. Additional highlights include a whole-home water softener/filtration system (low/zero maintenance), a built-in security system with exterior cameras, built-in Sonos audio, and whole-home smart lighting with keypad controls and scene presets—plus an oversized 3-car garage. Select furniture may be purchased separately upon request.

14730 Avenue Of The Rushes, Winter Garden

17737 Deer Isle Circle, Winter Garden
$2,775,000
5 Beds ⋅ 5 Baths ⋅ Deer Island SubDv. ⋅ 34787 Zip Code
Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

17737 Deer Isle Circle, Winter Garden

6621 Point Hancock Drive, Winter Garden
$2,775,000
5 Beds ⋅ 6 Baths ⋅ Signature Lakes, Independence SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Independence ** Rare 1.39-acre LAKEFRONT cul-de-sac pie-shaped lot with 300 feet of Lake Hancock frontage ** Truly exceptional outdoor living with a heated resort-style pool and spa, LED lighting, swim-out bar, outdoor kitchen, and incredible views of Disney fireworks ** 320sf trex dock extends to a covered boathouse with water, electric, boat lift and double jet ski lift ** Stunning 2019 custom home by Sorenson Construction offers exceptional craftsmanship and breathtaking lake views and Disney firework views ** Interior highlights include 30’ soaring atrium ceilings with wood beams and Velux skylights, a striking double-sided precast travertine fireplace, wood flooring in main living areas, solid wood cabinetry, 9’ solid wood doors, crown molding, and custom closet systems throughout ** The French Provincial chef’s kitchen features stone countertops, farmhouse sink, expansive mahogany island with gas cooktop, Monogram Advantium appliances, and a light-filled breakfast area overlooking the lake. The family room showcases tongue-and-groove beam ceiling, built-ins, and triple sliding glass doors opening to the outdoor living space ** Entertainment spaces include a tiered theatre/media room with screen, speakers and equipment included, plus a game room with lake views and access to the 3-tier patio. A first-floor guest/in-law suite with private entrance provides added flexibility ** Upstairs, the primary suite offers a tray ceiling, Juliet balcony with retractable screen, and spectacular lake views, along with a luxurious bath featuring a round soaking tub, glass shower with designer tile, and custom walk-in closet. A second-floor library/office with French doors and shared wet bar connects to the primary suite. Additional features include Anderson windows, 4.5-car garage with epoxy floors and custom storage, EV charger, whole-home water softeners, reverse osmosis, HVAC UV light and dehumidifier ** Located in the sought-after Independence community with low HOA fees including cable and internet, plus community pools, parks, playgrounds, 2 clubhouses, community events, 10' biking/walk path and +/-2 miles from the 429 entrance and great newer stores, restaurants and businesses ** Buyer to verify square footage-All rm measuremts approx from Builders flr plan. All of these convey - Bookcases in den/library, TV on back patio, TV in great rm, murphy bed 1st flr bdrm, pool table, refrig in garage, wine refrig, media equipment.

6621 Point Hancock Drive, Winter Garden

15138 Shonan Gold Drive, Winter Garden
$2,650,000
5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code
Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

15138 Shonan Gold Drive, Winter Garden

16893 Broadwater Avenue, Winter Garden
$2,500,000
7 Beds ⋅ 6 Baths ⋅ Waterside 90'S SubDv. ⋅ 34787 Zip Code
Experience elevated lakefront living in this former builder model home, perfectly positioned along the shores of Johns Lake in the sought-after Waterside community of Winter Garden. Designed to impress from the moment you enter, the residence showcases soaring ceilings, designer lighting, and expansive windows that fill the home with natural light while framing tranquil water views. The open-concept floorplan seamlessly connects the living, dining, and kitchen spaces, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef's kitchen features an oversized island, abundant cabinetry, and generous prep space overlooking the main living areas. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring dual vanities, a freestanding soaking tub, walk-in shower, and two large walk-in closets. Offering six bedrooms, four-and-a-half baths, a dedicated office, formal dining room, bonus room, and an expansive upstairs game and media space, the home provides exceptional flexibility for multigenerational living, guests, remote work, and recreation. Designed to embrace its waterfront setting, the outdoor living spaces are a true extension of the home. A covered lanai with a summer kitchen overlooks a private backyard highlighted by a striking fountain, creating a resort-inspired atmosphere for entertaining or relaxing. Just beyond, a private dock provides direct access to Johns Lake for boating, fishing, paddleboarding, and unforgettable sunset views. Located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, major highways, dining, shopping, and top-rated schools, this exceptional residence offers the rare combination of luxury, space, and waterfront living in one of Central Florida's most desirable locations.

16893 Broadwater Avenue, Winter Garden

12714 Stoneybrook West Parkway, Winter Garden
$2,400,000
34787 Zip Code
Rarely does a "blank canvas" of this magnitude become available in the heart of Winter Garden’s most sought-after corridor. This sprawling 5.02-acre estate site offers the ultimate sanctuary for those seeking to escape the restrictions of an HOA without sacrificing modern convenience. Boasting a grand 166-foot frontage on Stoneybrook West Parkway and tranquil views of Lake Roberts, the land is perfectly suited for a multi-generational custom estate, a private equestrian retreat, or a sprawling "hobby farm" compound. Under its versatile ORG-A-1 (Citrus Rural) zoning, you have the freedom to build not just a luxury residence, but the lifestyle amenities that nearby communities forbid—including private stables, massive, detached workshops, collector’s garages, and ample space for RV or boat storage. Positioned just minutes from the 429 and Winter Garden Village, this property represents a vanishing opportunity to own significant acreage with unparalleled autonomy and serene water vistas in the 34787 zip code.

12714 Stoneybrook West Parkway, Winter Garden

9751 Quiet Lane, Winter Garden
$2,300,000
3 Beds ⋅ 4 Baths ⋅ Valley View SubDv. ⋅ 34787 Zip Code
Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.

9751 Quiet Lane, Winter Garden

7460 John Hancock Drive, Winter Garden
$2,275,000
6 Beds ⋅ 6 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code
Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

7460 John Hancock Drive, Winter Garden

15592 Avenue Of The Arbors, Winter Garden
$2,250,000
6 Beds ⋅ 4 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code
Experience luxury lakefront living at its finest on beautiful Lake Hancock in this stunning two story, Mediterranean-inspired estate. Perfectly positioned to capture breathtaking orange and purple sunset views, this exceptional home offers 6 bedrooms, 4 bathrooms, a private office, theater room, wine cellar and an open-concept design tailored for premier indoor/outdoor living. The gourmet kitchen is the heart of the home, featuring a large center island, granite countertops, custom cabinetry, walk-in pantry, stainless steel appliances, gas cooktop, and adjoining breakfast area. Stunning painted wooden beams warm the formal dining room and great room. The expansive great room showcases a gas fireplace and the pocket sliding door seamlessly connects to outdoor paradise. Retreat to the luxurious main-level owner’s suite complete with two walk-in closets, a gas fireplace, spa-like bath, private lanai access, and panoramic lake views. A main-floor guest suite with private bath provides added convenience and flexibility. Upstairs, you’ll find four spacious bedrooms and two full bathrooms, including a convenient Jack-and-Jill layout. Designed for entertaining, the upper level also features an expansive family room complete with a wet bar and direct access to a screened lanai overlooking the lake. A pre-wired theater room is the perfect setting for movie nights, game days, and unforgettable gatherings. Outdoor living is second to none with a covered lanai, cabana, summer kitchen, infinity-edge pool and spa, pergola and screened second-floor porch, creating the ultimate waterfront lifestyle. A private wooden dock extends into Lake Hancock, creating the perfect launch point for boating adventures, casting a line at sunset, or unwinding while enjoying the peaceful lakefront setting. Additional highlights include beautiful tile flooring throughout, two tankless water heaters, laundry rooms on both levels, abundant storage space, and a multi-generational layout that can accommodate family and guests alike. 3 car attached garage. Oversized red-paver driveway. Lake Hancock is a 475-acre freshwater ski lake highly celebrated for its clean, clear water and active recreation lifestyle. Signature Lakes offers residents clubhouses, multiple community pools, fitness center, sports courts, walking trails, community boat ramp and nightly views of Disney Magic Kingdom fireworks!! Located in one of Winter Garden’s most desirable lakefront settings, this remarkable property offers a rare opportunity to enjoy luxury, recreation, and endless unforgettable views right from your backyard!

15592 Avenue Of The Arbors, Winter Garden

15783 Tangerine Dream Court, Winter Garden
$2,100,000
5 Beds ⋅ 6 Baths ⋅ Hickory Hammock Emerald Pointe SubDv. ⋅ 34787 Zip Code
LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and breathtaking water views, offering the ultimate in Florida living. Privacy and serenity are exceptional with wide lake views from nearly every room and a charming, landscaped park with towering oaks directly across the street. From the moment you enter, a dramatic two-story foyer with upgraded crystal light fixtures and a striking clear view of the lake sets the tone for this modern masterpiece. The formal dining area flows seamlessly into the expansive great room, where an open concept design, stacked stone accent wall, and a rear wall of stackable sliding glass doors creating a true indoor-outdoor living experience. The oversized gourmet kitchen is a chef’s dream, featuring dual islands, pot filler, built-in side-by-side stainless steel refrigerator and freezer, double ovens with convection, built-in microwave, and a dedicated wine and beverage cooler. White shaker cabinetry with illuminated glass inserts, crown molding, quartz countertops, glass tile backsplash, and an oversized walk-in pantry elevate the space. The breakfast nook is perfectly positioned to capture tranquil lake views with every meal. The main level offers a thoughtfully placed half bath for guests, along with a private guest suite featuring sliding doors to the covered lanai and an ensuite bath, ideal for extended stays or multigenerational living. Upstairs, modern glass and stainless-steel railing lead to a spacious bonus room with a full wet bar and additional wine and beverage cooler. This impressive entertaining space opens to a generous balcony with sweeping, unobstructed views of Johns Lake. A convenient laundry room with LG washer and dryer and a second half bath add to the home’s functionality. The primary suite is a serene lakefront retreat, boasting dual walk-in closets, private balcony overlooking Johns Lake, and a spa-inspired ensuite with oversized walk-in shower with rain shower head, garden tub, and dual quartz vanities. Three additional upstairs bedrooms include generous closets, ceiling fans, and either ensuite or Jack-and-Jill baths with tile flooring, quartz counters, and tub/shower combinations; perfect for family or guests. Modern conveniences abound, including a Nest home system, motorized rolling shades, whole-house water filtration with reverse osmosis, and an oversized 3-car garage. The east-facing rear yard offers approximately 102 feet of lake frontage, thoughtfully oriented to avoid the harsh afternoon sun while maximizing shimmering water views throughout the day. Residents of Hickory Hammock enjoy resort-style amenities including a zero-entry pool, clubhouse, fitness center, tennis and volleyball courts, fishing pier, playgrounds, walking trails, and a dog park. Located just minutes from historic Downtown Winter Garden, Winter Garden Village, area attractions, Disney, and Orlando International Airport, this residence perfectly blends contemporary design, lakefront luxury, and everyday convenience. Schedule your private showing today and experience lakefront sophistication at Emerald Point at Hickory Hammock.

15783 Tangerine Dream Court, Winter Garden

5340 Bowman Drive, Winter Garden
$2,050,000
5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access

5340 Bowman Drive, Winter Garden

9008 Morgana Court, Winter Garden
$2,050,000
5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code
Set along the shoreline of Lake Hickorynut in Avalon Cove, this 2022-built lakefront residence blends refined design with the ease of modern Florida living. Positioned on a cul-de-sac corner lot of approximately 0.35 acres, the home offers long, open-water views and a lifestyle centered around indoor–outdoor connection, afternoon breezes off the lake, and sunsets enjoyed from the covered balcony or the resort-style pool terrace. The home spans approximately 4,934 square feet of living space (total 6,907 square feet), with five bedrooms and five full baths, and features tall ceilings, expansive windows, and sliding glass doors that frame the water view from the main living areas. The main level includes an open kitchen with upgraded cabinetry, soft-close doors and drawers, an oversized island, a natural-gas cooktop, a walk-in pantry, and a glass-enclosed wine room. An electric fireplace anchors the family room, and double sliding barn doors open to a dedicated theater room equipped with a projector, automated screen, and integrated sound. A first-floor guest suite with a walk-in closet and an additional full bath is perfect for visitors or multi-generational living. A large flex space, currently used as a gym, completes the first floor. Upstairs, a spacious loft with custom cabinetry, beverage drawers, and a triple-TV setup leads to the 40-foot covered balcony overlooking the lake — perfect for enjoying the sunset. The primary suite shares the same view and offers a large spa-style bath with a freestanding tub, an oversized shower with multiple shower heads, dual sinks, and a walk-in closet with built-in storage and direct access to the laundry room. Three additional bedrooms and two more full baths are also located on this level. The fenced backyard is designed for low-maintenance year-round enjoyment, featuring turf, lush landscaping, and a custom outdoor kitchen under the covered lanai. The natural-gas heated pool includes a waterfall, bubbler, oversized spa, built-in table with umbrella, sun shelf, lighting, auto-fill and drain, and complete smartphone control. A composite, covered dock — built in 2022 — extends the lifestyle onto the water with a boat lift, electricity, water, and rail lighting. Additional features include an EV charging station in the oversized three-car garage, custom garage cabinetry with a dedicated workbench, plantation shutters, upgraded tile plank flooring on the first floor with hardwood upstairs, a tile roof, smart-home systems (Control4, Lutron lighting, and Sonos), a water filtration system with reverse osmosis, and a security system with video capability. Located minutes from great schools, dining, parks, and attractions in Horizon West, this lakefront home offers both privacy and connection in one of Winter Garden’s most desirable areas.

9008 Morgana Court, Winter Garden

15555 Panther Lake Drive, Winter Garden
$2,025,000
5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Award-Winning Toll Brothers Model Home on the Lake | Infinity Pool + Designer Estate Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Maranello model sites on a premium lakefront homesite and is designed for both elevated everyday living and effortless entertaining, the home showcases expansive open living areas, designer finishes, and seamless indoor-outdoor flow. Property Highlights & Amenities: * Seller pays $10,000.00 towards buyer's closing costs * Infinity pool with heated spa providing breathtaking water views * Large pocket sliders create a true open-air living experience, connecting the living and dining spaces with the pool, lanai, and lake * Private mother-in-law suite offering a comfortable and private retreat for guests or extended family, ideal for multi-generational living or a quiet home office * Chef’s kitchen with JennAir appliances designed for both everyday living and elevated entertaining * Top rated schools a bike ride from Independence Elementary School and Horizon High School * Outdoor living with a fully equipped kitchen, fireplace, fire pit and TV creating a complete outdoor living space perfect for hosting or relaxing year-round * Private balcony with expansive views of the Lake, pool and community * Butler’s kitchen providing additional prep space, storage, and functionality for seamless entertaining * Spacious loft with built-ins and workspace offering flexible space for work, study, or casual gathering * First-floor primary suite with spa-style bath and walk-in closet creating a private retreat with comfort and convenience on the main level * Professionally designed model home finishes throughout delivering a cohesive, high-end aesthetic in every space * Furnishings convey, presenting an opportunity to acquire the home’s professionally curated design elements. Enjoy access to Panther Lake’s resort-style community amenities, including a clubhouse with event space for private parties and receptions, fitness center, community pool, playground, walking trails, and a private dock with canoe/kayak storage—perfect for embracing the lakefront lifestyle. A rare opportunity to own a premier waterfront model home with resort-style amenities - this home delivers the perfect blend of privacy, luxury, and convenience. Schedule your private showing today.

15555 Panther Lake Drive, Winter Garden

20 W Crest Avenue, Winter Garden
$2,000,000
5 Beds ⋅ 5 Baths ⋅ Boyd-Lutz Sub SubDv. ⋅ 34787 Zip Code
Virtually Staged. Built by the owner with uncompromising construction standards, this Winter Garden masterpiece delivers the kind of quality and engineering you simply don’t find in today’s market. And with the seller just reducing the price, this luxury home is now an even more exceptional opportunity. Custom built pool renderings and pricing available. Concrete structural design, hurricane-rated engineering, impact windows, full foam insulation, fiber-cement siding, and an Ipe hardwood porch set the tone for durability and refinement. Inside, natural light pours across level-5 walls, rich wood flooring, crown molding, and custom shutters—creating a warm, polished, magazine-worthy aesthetic. The open living and chef’s kitchen are built for elevated living: gas range, pot filler, handcrafted cabinetry, and a dramatic retractable pocket door that dissolves the boundary between indoors and out. The resort-style back porch is a showpiece—pecky cypress bar, industrial finishes, automated screens, garage-style doors, mini-split A/C, and a half bath—perfect for hosting unforgettable evenings. The primary suite is pure indulgence, featuring a spa-inspired bath with dual shower heads, soaking tub, digital controls, a custom closet, and a private concrete safe room. A butler’s kitchen, wine bar, dedicated office, and whole-home CAT-5 wiring elevate everyday convenience. Upstairs, the bonus/game room and oversized balcony create a luxe hangout zone. Storage is abundant with walk-in closets throughout. And the finished two-story garage loft—pre-plumbed and air-conditioned—offers endless possibilities: in-law suite, golf simulator lounge, gym, office, or creative studio. Outside, curated landscaping, gas lanterns, an architectural driveway, and a heated concrete hot tub with Wi-Fi controls complete the experience. All just moments from Downtown Winter Garden’s brick-lined streets, upscale dining, boutique shopping, Plant Street Market, Crooked Can, the West Orange Trail, and the historic Garden Theatre. Craftsmanship, luxury, and location—now at an even more compelling price.

20 W Crest Avenue, Winter Garden

4230 Rex Drive, Winter Garden
$2,000,000
9 Beds ⋅ 6 Baths ⋅ Lake Avalon Grvs 2nd Rep SubDv. ⋅ 34787 Zip Code
**A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!

4230 Rex Drive, Winter Garden

9014 Morgana Court, Winter Garden
$1,990,000
5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code
This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!

9014 Morgana Court, Winter Garden

17261 Heartwood Loop, Winter Garden
$1,910,500
5 Beds ⋅ 7 Baths ⋅ Avalon Estates SubDv. ⋅ 34787 Zip Code
Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is a dream for entertaining, featuring two expansive islands, generous counter space, and seamless flow into the family room, where a wood-burning fireplace adds warmth and charm. French doors open to the pool area, complete with two oversized covered lanais, creating an ideal setting for relaxing or hosting guests. The downstairs primary suite is both spacious and inviting, featuring a private fireplace, large walk-in closet, and a magazine-worthy en suite bath. A private office sits just off the primary suite, offering a quiet retreat for work or study. Upstairs, you’ll find a large bonus room with kitchenette, three additional bedrooms, and two full bathrooms—perfect for family or guests. Don’t miss the panoramic views through the large windows—on clear nights, you can watch Disney fireworks sparkle in the distance and even catch NASA rocket launches from the east coast. Built with poured concrete tilt-wall construction, this home is as strong and resilient as it is beautiful. The laundry room doubles as a safe room, featuring metal doors, bullet-resistant glass, and reinforced concrete walls and ceiling. Additional highlights include a new roof (2025), an attached three-car garage, plus a detached 2.5-car garage with studio and full bath—ideal for guest quarters, an office, or hobby space. Located just minutes from shopping, dining, and major highways (Florida Turnpike, 429, and 408), this estate is 11 miles from Disney World, 12 miles from Universal Studios, and 23 miles from Orlando International Airport. With its combination of space, craftsmanship, and location, this property also offers excellent potential as a luxury short-term rental. Experience the tranquility and grandeur of Avalon Estates—schedule your private tour today and start creating lifelong memories in your new home.

17261 Heartwood Loop, Winter Garden

15058 Sunstar Way, Winter Garden
$1,900,000
5 Beds ⋅ 4 Baths ⋅ Highlands/Summerlake Grvs Ph 3 SubDv. ⋅ 34787 Zip Code
Experience LUXURY ~ WATERFRONT LIVING in this FULLY UPGRADED ~ POOL HOME in the sought-after Highlands at Summerlake Groves community of Horizon West! Built in 2021 and situated on a generous .40 ACRE LOT with a FENCED YARD, this exceptional home delivers breathtaking nightly views of DISNEY FIREWORKS reflecting across the water, creating a spectacular backdrop you can enjoy year-round from the comfort of your own home. Designed with both everyday living and unforgettable entertaining in mind, this home offers an OPEN CONCEPT layout filled with natural light, a dramatic two-story living room with a chic FIREPLACE feature wall, CUSTOM BUILT-INS, and WOOD LOOK TILE flooring throughout the main living areas. The spacious MAIN FLOOR PRIMARY SUITE delivers a private retreat, while a dedicated OFFICE with custom built-in cabinetry and desk space makes working from home effortless. Upstairs, you will find three additional bedrooms and one of the home's most impressive features – a PROFESSIONALLY DESIGNED THEATER ROOM with over $350,000 invested in premium finishes and technology, including a $12,000 projector, professional acoustic treatments, custom wall detailing, and seating for eight. No detail was overlooked when it comes to technology and convenience! Whole-home automation controls music, lighting, outdoor fans, LED lighting, water features, and more with the touch of a button. The WHOLE HOME & POOL SOUND SYSTEM further enhances the experience, while the two-car garage includes its own mini-split A/C system. Additional upgrades include a TILE ROOF, water softener, paver driveway, and separate 1-car and 2-car garages offering ample storage and flexibility. Step outside and discover a backyard designed to rival a private resort. The COVERED LANAI features a fully equipped OUTDOOR KITCHEN complete with a built-in grill, pizza oven, stone flat-top grill, vent hood, and oversized ISLAND for gathering. MOTORIZED SHADES provide privacy and comfort, while the CUSTOM POOL & SPA showcase three WATER FEATURES, dramatic FIRE ELEMENTS, and panoramic LAKE VIEWS. A perimeter mosquito misting system helps maintain a comfortable outdoor environment day and night, allowing you to fully enjoy Florida living year-round. Whether you are boating, skiing, entertaining guests, enjoying a movie night in the theater, or watching Disney fireworks dance across the lake each evening, this home offers a lifestyle few properties can match. Residents of the Highlands at Summerlake Groves also enjoy community amenities and a prime Winter Garden location just minutes from Orange County National Golf Center, the New Independence area, Disney parks, shopping, dining, Downtown Winter Garden, farmers markets, community events, and convenient access to SR 429. Waterfront luxury, state-of-the-art technology, unforgettable outdoor living, and one of the most impressive theater rooms you will find in a private residence – this is the opportunity you have been waiting for. Call today to schedule a private tour!

15058 Sunstar Way, Winter Garden

15198 E Oakland Avenue, Winter Garden
$1,790,000
4 Beds ⋅ 4 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code
Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area is known for its community charm and excellent schools. Take a short golf cart ride or bike the West Orange Trail to relax and unwind in the heart of downtown Winter Garden just minutes away. Inside, you'll be captivated by the gourmet kitchen, tall ceilings, and exposed wood beams that add warmth and character throughout. The bright, open layout is complemented by plantation shutter blinds, high-end finishes, and plenty of natural light. With a spacious 3-car garage, there's room for vehicles, storage, and more. Enjoy the added bonus of new A/C units in both the garage and attic—providing an additional 278 usable square footage for a home gym, workshop, or flex space. Step outside to your private backyard oasis, featuring a newly added **resort-style pool**, perfect for relaxing or entertaining all year long. Don’t miss your chance to own this rare and beautiful gem—schedule your private tour today!

15198 E Oakland Avenue, Winter Garden

902 Johns Point Drive, Winter Garden
$1,749,000
4 Beds ⋅ 4 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code
Seller financing available! Discover an extraordinary waterfront retreat where luxury, privacy, and breathtaking lake views come together in perfect harmony. This exceptional 4-bedroom, 4-bath custom residence offers over 4,000 square feet of thoughtfully designed living space on the shores of highly sought-after Johns Lake, delivering an unparalleled Florida lifestyle. Designed with both elegance and functionality in mind, the custom-built home features a desirable split-floor plan that provides ultimate privacy. The expansive primary suite occupies its own private wing, creating a true owner's retreat complete with serene lake views, generous sized closets, and a spa-inspired ensuite bath featuring a luxurious steam shower for the ultimate relaxation experience. The additional bedrooms are thoughtfully positioned on the opposite side of the home, offering comfort and privacy for family and guests. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, and panoramic water views. Recent updates enhance both style and value, including fresh interior paint throughout and brand-new waterproof luxury laminate flooring with a lifetime warranty installed throughout the entire home. These elegant upgrades provide a seamless, modern aesthetic while offering exceptional durability for years to come. Designed for today's lifestyle, the home also features a spacious executive office, ideal for remote work or a private study, along with a highly desirable game room that offers endless possibilities for recreation, media, or entertaining. The heart of the home is a spacious chef's kitchen that opens effortlessly to the main living spaces, allowing you to enjoy lake views while cooking, dining, or entertaining. Expansive windows and glass doors flood the home with natural light while framing the stunning waterfront scenery and creating a seamless connection between indoor and outdoor living. Step outside to your private resort-style oasis featuring a sparkling pool, spa, covered lanai, and private boat dock. Enjoy direct access to Johns Lake, one of Central Florida's premier recreational lakes, offering endless opportunities for boating, fishing, jet skiing, paddleboarding, wakeboarding, and unforgettable sunset cruises right from your backyard. Whether relaxing poolside, entertaining guests, or enjoying a quiet evening overlooking the water, every day feels like a vacation. What's more you have easy access to Florida's turnpike and 429 for seamless access to downtown Orlando, area theme parks, and Orlando International Airport!! Schedule for showing today.

902 Johns Point Drive, Winter Garden

1216 Hull Island Drive, Oakland
$1,730,000
5 Beds ⋅ 5 Baths ⋅ Hull Island/Oakland SubDv. ⋅ 34787 Zip Code
Experience the ultimate lakefront lifestyle in this stunning MI Homes Endeavor, perfectly positioned on 83 feet of shoreline along Lake Apopka - No Flood Zone - in the highly desirable community of Hull Island. Built just 5 years ago, this exceptional residence offers 4,224 square feet of thoughtfully designed living space featuring 5 bedrooms, 4.5 bathrooms, bonus room, two dedicated office spaces (one on each floor), and a 3-car garage. Every detail of this home has been carefully curated with extensive post-builder upgrades and thoughtful custom touches throughout. With no rear or front neighbors, this property delivers both privacy and breathtaking natural beauty. Enjoy unforgettable sunset views from the newly installed Trex boat dock, the resort-style screened pool and patio, or nearly every west-facing room in the home. Out front, peaceful preserve views create the perfect backdrop for sunrise mornings. From the moment you step inside, you’re welcomed by soaring ceilings, abundant natural light, and stunning water views. The dramatic family room showcases impressive vaulted ceilings, creating an open yet inviting atmosphere ideal for both entertaining and everyday living. The gourmet kitchen is truly a chef’s delight, featuring a massive center island, natural gas cooktop, built-in convection oven, stainless steel appliances, and extensive cabinetry and prep space. The adjoining dinette area offers casual dining convenience, while the formal dining room provides an elegant setting for gatherings and celebrations. The first floor also includes a wine room, private office, guest bedroom, and full pool bath with direct outdoor access. Designed for exceptional indoor-outdoor living, the backyard retreat is nothing short of spectacular. The recently designed luxury pool features elegant waterfall and fountain elements, an oversized jacuzzi, custom natural gas fire pit, turf play area, and expansive covered lanai complete with tongue-and-groove ceiling and travertine flooring — all enclosed within a panoramic screen offering unobstructed lake views. Enjoy direct access to Florida’s natural beauty right from your backyard. Spend your evenings fishing from the private dock, launching your boat with ease from the electric lift for a sunset cruise on Lake Apopka, or exploring the connected Tavares Chain of Lakes and charming downtown Mount Dora by water. Upstairs, a striking staircase with sleek glass railings enhances the home’s modern design. The luxurious owner’s suite offers incredible lake views and a recently renovated spa-inspired ensuite featuring a freestanding soaking tub, oversized walk-in shower, and designer finishes. The spacious game/media room and second office overlooking the preserve offer incredible flexibility for work, entertainment, or multigenerational living. Secondary bedrooms enjoy beautiful views, while the fourth bedroom functions perfectly as a private mini-suite. Ideally located in the charming Town of Oakland, Hull Island offers convenient access to Winter Garden, Clermont, the Florida Turnpike, shopping, dining, and recreation. Community amenities include a pool, playground, dog park, and private dock access on the nature preserve - all with a low HOA. This is a rare opportunity to own an extraordinary lakefront retreat where luxury, comfort, and the Florida lifestyle come together seamlessly. Schedule your private showing today and experience lakeside living at its finest.

1216 Hull Island Drive, Oakland

121 W Maple Street, Winter Garden
$1,700,000
4 Beds ⋅ 4 Baths ⋅ G T Smith Sub 2 SubDv. ⋅ 34787 Zip Code
**MULTIPLE OFFERS RECEIVED** Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden.

121 W Maple Street, Winter Garden

14802 Speer Lake Drive, Winter Garden
$1,690,000
5 Beds ⋅ 5 Baths ⋅ Independence SubDv. ⋅ 34787 Zip Code
Enjoy Disney fireworks nightly from your own backyard. Welcome to 14802 Speer Lake Drive, a stunning 5+ bedroom, 4.5-bath lakefront estate in the highly sought-after Independence community, offering the best of both worlds: Winter Garden charm paired with top-rated Windermere schools. Set on the shores of Lake Speer, this 3,742 sq ft home delivers the ultimate Central Florida lifestyle complete with a private dock and boat lift, a sparkling infinity-edge pool, and front-row views of nightly Disney fireworks from your own backyard. Inside, this well maintained home impresses at every turn. The gourmet kitchen features double ovens, a built-in wine fridge, and a counter-depth refrigerator, perfect for entertaining. Retreat to the oversized primary suite, complete with a private flex space ideal for a home office, nursery, or sitting room, plus a generously sized walk-in closet built for serious storage. Beyond the home itself, Independence offers resort-style community amenities including a community pool, tennis courts, a fitness center, walking trails, and a clubhouse — all just minutes from Winter Garden Village, historic downtown Winter Garden, and Orlando's theme parks. Lakefront living, A-rated schools, Disney views, and low Winter Garden taxes — this rare combination won't last long. Schedule your private showing of 14802 Speer Lake Drive today.

14802 Speer Lake Drive, Winter Garden

16161 Barkly Ridge Court, Winter Garden
$1,660,000
6 Beds ⋅ 7 Baths ⋅ Avalon Rdg SubDv. ⋅ 34787 Zip Code
Sunset Lake Views | Luxury Upgrades | Move in Ready | Positioned on a Cul-de-Sac homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and enhanced with extensive owner improvements completed after purchase. The main floor supports single-level living with a primary suite, guest bedroom with en-suite bathroom, study, and an extensively upgraded kitchen and butler’s pantry featuring an oversized 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador microwave, and Samsung appliances. New luxury vinyl flooring extends throughout the first level, complemented by 12-foot ceilings. The primary suite features tray ceilings, automatic blinds, a large walk-in closet, and a remodeled bath with floor to ceiling tile and seamless glass shower. Upstairs includes a 33x22 loft, media room, four additional bedrooms, climate-controlled storage, and a balcony with elevated lake views. Other recent updates include interior paint, lighting, and gutters. Community amenities include a recreation area and walking trails, with convenient access to the 429, downtown Orlando, Walt Disney World, and top-rated schools.

16161 Barkly Ridge Court, Winter Garden

7766 Minutemen Loop, Winter Garden
$1,640,000
5 Beds ⋅ 5 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code
Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features stunning lake views, a spa-like bath with a soaking tub, and an expansive walk-in closet that offers more than enough storage for your entire wardrobe. Located in the scenic community of Winter Garden, this home includes exclusive access to a private clubhouse with a resort-style pool and fitness center. Guests will love movie nights and gatherings in your inviting space. Conveniently close to theme parks, downtown Orlando, major highways, top-rated schools, and shopping centers, this home offers the perfect blend of comfort and convenience. Don’t miss your chance to own this exceptional home—schedule your private showing today!

7766 Minutemen Loop, Winter Garden

15120 Shonan Gold Drive, Winter Garden
$1,625,000
4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Beautiful Winter Garden lakefront home with 270-degree lake views, a resort pool, and location, location, location. This one-story, four-bedroom, four-bath open floor plan home features a modern infinity-edge pool overlooking stunning views of Lake Hancock, with an oversized fenced-in backyard. Just three minutes to everything in Hamlin. The home also features an office/flex room and is located three minutes off 429 and New Independence Parkway, 30 minutes to the Orlando International Airport, 25 minutes to downtown Orlando, 20 minutes to Disney World, 12 minutes to Winter Garden Village, and 3 minutes to the movies, theaters, several restaurants, and shopping. This property has one of the best views on Lake Hancock in one of the best locations — a one-of-a-kind lakefront home in Winter Garden, Florida, that you must see for yourself.

15120 Shonan Gold Drive, Winter Garden

720 Lake Brim Drive, Winter Garden
$1,590,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

720 Lake Brim Drive, Winter Garden