Winter Garden FL 6+ Bedroom Real Estate, Homes, Condos for Sale

SPECTACULAR LAKE FRONT BRAND NEW CUSTOM HOME BUILDING COMPLETED IN JULY 2026. EXPERIANCE THE BREATH TAKING LAKE VIEW FROM THE ENTIRE LIVING AREA. CUSTOM DESIGNED FOR BOTH LUXURY AND COMFORT, HIGH END FINISHES THRU OUT. OVERSIZED CHEF'S KITCHEN WITH EXTRA LARGE 12X6 QUARTZ ISLAND COUNTERTOP. EXTRA LARGE REFRIGERATOR with Built in ice maker. Matching cabinetry, 6 Burner GAS STOVE with natural gas. 6 Bedrooms + Huge entertainment room. 7th Bedroom can be theater room/office. 2 MASTER BEDROOMS. One down and one upstairs. Master bedroom and guest bedroom downstairs. Master Bedroom first floor has HIS & HERS CLOSETS. Family Room and Kitchen have great LAKEVIEWS! This house has 4 SIDE ENTRY GARAGE WITH ADDITIONAL TILED PARKING SPACE FOR MANY CARS. 54X12 Extra-large porch great for entertaining. SEA WALL, FENCED BACK YARD. Seller will give Builder’s Warranty. Boat dock and gazebo in progress to get permit and will give credit to buyer at time of closing. Conveniently located near schools, shopping, dining, Disney World, EPCOT, and major highways. Nice quiet neighborhood with Community pool, cabana, 2 dog parks and Playground.

14168 Larkspur Lake Drive, Winter Garden

$818,730

6 Beds ⋅ 5 Baths ⋅ G5116016 MLS

Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed 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, ample counter space, and an open layout that connects 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. Upstairs, a spacious loft offers versatile space for a media room, play area, or home office, along with two additional bedrooms, each with its own private bathroom, ideal for family or guests. 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.

6189 Flowering Cherry Bend Drive, Winter Garden

$1,499,997

6 Beds ⋅ 4 Baths ⋅ O6426540 MLS

WELCOME TO YOUR PRIVATE RESORT IN THE HEART OF WINTER GARDEN! Located behind the gates of the desirable Bradford Creek community, this exceptional 6-bedroom, 4-bath residence offers the space, flexibility, luxury, and unforgettable outdoor lifestyle today’s buyers are searching for. From the oversized driveway and 3-car garage to the breathtaking resort-style backyard overlooking the pond, this home was designed for elevated everyday living and exceptional entertaining. Step inside to a bright, expansive open floor plan featuring a formal dining room, private office or den, spacious living areas, and a highly desirable first-floor bedroom with a full bathroom—ideal for guests, multigenerational living, or a private work-from-home space. The impressive kitchen is the heart of the home and features stainless steel appliances, abundant cabinetry, a large pantry, a convenient butler’s pantry, and a seamless connection to the main living area. The first-floor laundry room adds everyday convenience, while the spacious second-floor loft offers flexible space for a media room, game room, fitness area, home office, or additional family lounge. The expansive primary suite provides a peaceful retreat with generous space and a large walk-in closet. Step outside and experience what truly sets this property apart. The fully fenced backyard has been transformed into a private resort-inspired oasis featuring a spectacular luxury pool with decorative fire features, a swim-up pool bar, and a relaxing spa. Entertain year-round from the summer kitchen and covered gazebo, unwind beside the Zen-inspired pond, gather around the dedicated fire-pit area with four loungers, or enjoy the beauty of the thoughtfully designed butterfly gardens. Low-maintenance artificial turf creates a polished outdoor setting, while peaceful pond views provide a beautiful backdrop for relaxing mornings and memorable evenings. FEATURES INCLUDE: Gated community; 6 bedrooms and 4 bathrooms; 3-car garage; oversized driveway; first-floor bedroom and full bathroom; private office or den; formal dining room; open-concept living; stainless steel appliances; large pantry; butler’s pantry; first-floor laundry; spacious loft; expansive primary suite with a large walk-in closet; resort-style pool; decorative fire features; swim-up pool bar; spa; summer kitchen; covered gazebo; pond views; Zen-inspired pond; fully fenced backyard; artificial turf; butterfly gardens; and a dedicated fire-pit lounge. Enjoy the highly sought-after Winter Garden lifestyle with convenient access to Historic Downtown Winter Garden, local restaurants, coffee shops, boutique shopping, entertainment, community events, and the popular farmers market. Explore the nearby West Orange Trail, area parks, lakes, fitness facilities, shopping centers, grocery stores, and everyday conveniences. The home also offers convenient access to major roadways, Central Florida attractions, employment centers, and the extensive shopping and dining options surrounding Winter Garden Village. This exceptional property combines the privacy of a gated community, the versatility of a 6-bedroom floor plan, and the lifestyle of a private resort in one of Central Florida’s most desirable locations. Homes offering this level of indoor space, outdoor luxury, pond views, and entertaining potential are rarely available. Schedule your private showing today and experience this extraordinary Winter Garden residence for yourself!

14384 Sunbridge Circle, Winter Garden

$2,860,000

6 Beds ⋅ 6 Baths ⋅ O6430097 MLS

Virtually Staged. The photo showing Disney fireworks is the only pic that is virtually staged. This beautiful Hancock Lake family friendly home is custom built for maximum lakefront enjoyment including a private covered dock protecting a 20’ +/- boat and 2 jet skis. Motor boat or pontoon around the lake, drop a line in or ski on one of the best skiing lakes in the area. The cul-de-sac lot is 1.29 acres with a BIG fenced yard, manicured gardening beds for your green thumb and plenty of room for outdoor games and pets. The extended screened patio has a sleek outdoor Kitchen with durable Weatherstrong cabinetry, cabana bath and a custom salt pool showcasing a water slide, Fiber optic lighting, solar heated and whimsical Disney characters embedded in the rock’s facade. Relax to lake views, or pull down the projector screen for a movie then watch the Disney’s fireworks nightly over the lake. The home has a freshly painted exterior and interior with crown trim throughout. The Kitchen space is designed for multiple chefs with newer appliances, walk-in pantry, island and informal seating. The first level’s primary suite with patio access was previously a media room complete with surround sound that remains intact. The loft with a balcony overlooking the patio and lake is prepped for entertaining. Two additional ensuites, 3 more bedrooms and a laundry room are also on the upper level. Both A/C Systems, all patio doors, reinforced exterior balcony railings and LR/DR bamboo engineered hardwood flooring are updated. The community offers a wide selection of amenities from boat ramp to pools for residents to enjoy.

7301 Wild Blackberry Trail, Winter Garden

$844,172

6 Beds ⋅ 5 Baths ⋅ G5115848 MLS

Virtually Staged. Under Construction. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17320 Wild Daisy Drive, Winter Garden

$845,957

6 Beds ⋅ 5 Baths ⋅ G5115847 MLS

Virtually Staged. Pre-Construction. To be built. Anna Maria with Bonus Room: Welcome to this spacious, thoughtfully designed 6-bedroom, 4.5-bath home, offering the perfect blend of comfort and functionality. The heart of the home is the expansive kitchen, featuring a large center island that's ideal for cooking, entertaining, and gathering with friends. The private primary suite is conveniently located on the first floor, providing a peaceful retreat with added privacy. Upstairs, you'll find two generously sized bedrooms, each with access to it's own bathroom, along with a spacious game room that's perfect for movie nights, a play area, or a second living space.

17314 Wild Daisy Drive, Winter Garden

$1,999,000

6 Beds ⋅ 7 Baths ⋅ O6429381 MLS

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

16077 Barkly Ridge Court, Winter Garden

$3,300,000

7 Beds ⋅ 8 Baths ⋅ O6428993 MLS

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

$1,016,060

6 Beds ⋅ 4 Baths ⋅ G5115512 MLS

Virtually Staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

6274 Flowering Cherry Bend, Winter Garden

$1,800,000

6 Beds ⋅ 4 Baths ⋅ O6418208 MLS

TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home. Video https://youtu.be/FU5ZvzJ_3PM

16945 W Phil C Peters Road, Winter Garden

$1,099,000

6 Beds ⋅ 5 Baths ⋅ O6422734 MLS

Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence located in the highly sought-after Cypress Reserve community of Winter Garden. Perfectly positioned on a premium homesite with no rear neighbors, this impressive home offers exceptional privacy, tranquil conservation views, and a versatile floor plan designed for today’s lifestyle. The open-concept design showcases beautifully appointed living spaces throughout both floors, making it ideal for multigenerational living or hosting extended family and guests. A dramatic second-floor loft overlooks the main living area, creating an open and inviting atmosphere while providing additional living space. Upstairs also features a second primary suite, three additional spacious bedrooms, a dedicated theater/media room, and a flex room that serves perfectly as a home office, den, or playroom. At the heart of the home is a chef-inspired gourmet kitchen designed to impress, featuring stainless steel appliances, a gas cooktop, double wall ovens, quartz countertops, and an oversized center island with an undermount sink, generous seating, and double-sided cabinetry that provides exceptional storage for both everyday living and entertaining. Motorized shades throughout the main living area add a touch of sophistication and everyday convenience. The spacious family room opens effortlessly to the outdoor living space through triple pocket sliding glass doors, creating a seamless indoor-outdoor lifestyle. Relax year-round on the screened lanai overlooking peaceful conservation views or entertain with ease around the sparkling pool and fully equipped outdoor kitchen featuring a Paradise Grill, built-in sink, and refrigerator. Luxurious owner's suite is a private retreat featuring a spa-inspired bath with dual vanities, a relaxing garden tub, a zero-entry walk-in shower with seamless glass enclosure, and double-door entry to an expansive custom-designed walk-in closet that is sure to impress. A private hallway just off the main living area leads to a spacious guest suite with direct access to the pool, along with a generously sized laundry room for added convenience. Upstairs, you'll find a second primary suite, three additional bedrooms, an expansive loft, a dedicated theater/media room, and a versatile flex room—offering abundant space for family, guests, a home office, fitness room, or additional living area. Additional highlights include a three-car tandem garage offering abundant storage and ample room for a home gym, workshop, or hobby space. LOCATED just minutes from Downtown Winter Garden, the award-winning Winter Garden Farmers Market, Winter Garden Village, shopping, dining, top-rated schools, and major roadways including State Road 429 and Florida’s Turnpike, this exceptional home offers the perfect blend of luxury, comfort, convenience, and location *** This is a rare opportunity to own one of Cypress Reserve’s premier residences and experience the very best of the Winter Garden and true Florida lifestyle. ***

14067 Jomatt Loop, Winter Garden

$850,000

6 Beds ⋅ 4 Baths ⋅ O6419418 MLS

Exceptional 6-bedroom, 4-bathroom home on a private cul-de-sac in the highly desirable gated community of Johns Cove. This spacious residence features formal living and dining rooms, a large family room, soaring vaulted ceilings, and a double staircase. The kitchen offers stainless steel appliances, granite countertops, a large island, abundant cabinetry, and a breakfast area with tranquil pond views. The first-floor primary suite overlooks the pool and includes an en-suite bath with dual vanities, garden tub, separate shower, and walk-in closet. Upstairs offers generously sized bedrooms and a dedicated movie room. Enjoy a screened heated saltwater pool and spa, updated full pool bath, covered lanai, private balcony, and no rear neighbors. Residents enjoy a private boat ramp on Johns Lake, ideal for bass fishing, boating, paddle boarding, and kayaking. Near West Orange Trail, Downtown Winter Garden, Winter Garden Village, dining, shopping, and top-rated schools.

1603 Johns Cove Ln, Winter Garden

$899,000

6 Beds ⋅ 5 Baths ⋅ O6421864 MLS

PRICE TO SELL!!!! Beautifully maintained and highly desirable residence in a prime Orlando-area location. This home stands out for its exceptional condition, functional layout, and inviting atmosphere, making it an outstanding opportunity for both homeowners and investors alike. Step inside to a bright and open living space filled with natural light, offering a seamless flow that enhances everyday comfort and entertaining. The thoughtfully designed kitchen connects effortlessly to the main living area, creating a practical and welcoming centerpiece of the home. In addition to the spacious living areas, the home features a dedicated office, perfect for working from home or creating a quiet study space, as well as a separate TV/media room, offering the ideal setting for movie nights, gaming, or relaxing with family and friends. The primary suite provides a private retreat with generous closet space and a well-appointed bathroom. Additional bedrooms are well-proportioned and flexible, ideal for guests or personal use. The home also features convenient in-unit laundry and ample storage throughout, adding to its everyday functionality. Located in a well-kept community with excellent access to major highways, shopping centers, dining options, and local attractions, this property offers both lifestyle and convenience in one package. With strong rental and resale appeal, this is a rare opportunity you don't want to miss. Buyer to verify all information, including HOA rules, fees, and rental restrictions.

15790 Sweet Limetta Drive, Winter Garden

$1,025,000

6 Beds ⋅ 6 Baths ⋅ O6421967 MLS

Welcome to this exceptional home in the highly sought-after Latham Park community, where luxury, space, and privacy come together. Situated on a premium conservation lot with no rear or front neighbors, this beautifully upgraded residence offers the perfect blend of elegance, comfort, and functionality. Featuring 6 bedrooms, 5 full bathrooms, and 1 half bathroom, this thoughtfully designed floor plan is ideal for multigenerational living and effortless entertaining. The first floor offers two private bedroom suites, perfect for guests or extended family, along with a convenient half bath. Upstairs, you'll find four additional bedrooms, including a spacious owner's suite and a newly added sixth bedroom with its own private en-suite bath. The remaining bedrooms are served by one full bath and a Jack-and-Jill bathroom, providing comfort and convenience for everyone. Designed with premium finishes throughout, this home features genuine hardwood flooring in the main living areas, adding timeless elegance that sets it apart from standard vinyl flooring. The gourmet kitchen and all bathrooms showcase beautiful granite countertops, enhancing both style and durability. The open-concept layout seamlessly connects the kitchen, dining, and living areas, while the expanded family room provides even more space for gathering and entertaining. An enlarged secondary bedroom offers additional flexibility for guests, a home office, or a private retreat. Additional highlights include a 3-car garage, generous living spaces, and breathtaking conservation views that provide exceptional privacy and a peaceful natural backdrop. Ideally located just minutes from top-rated schools, shopping, dining, major highways, and Walt Disney World, this move-in-ready home presents a rare opportunity to own one of the finest properties in one of Winter Garden's most desirable communities. Don't miss your chance to own this exceptional conservation-lot home featuring six bedrooms, premium upgrades, expanded living spaces, and an unbeatable location!

9240 Bradleigh Drive, Winter Garden

$1,095,000

6 Beds ⋅ 5 Baths ⋅ O6422411 MLS

Under contract-accepting backup offers. Tucked inside sought-after Johns Lake Pointe, this impeccably maintained 6-bedroom, 5-bathroom, pool home offers 4,693 square feet of thoughtfully designed living space where style, comfort, and exceptional entertaining come together. With a versatile floor plan that includes a first-floor Primary suite, and additional Primary suite upstairs, expansive gathering spaces, and standout rooms for both relaxation and recreation, this home offers the flexibility and scale today’s buyers are searching for. Soaring ceilings and a bright, open layout create an inviting sense of space from the moment you enter, while the beautifully updated Kitchen serves as the heart of the home with quartz countertops, elegant white cabinetry, stainless double workstation sink, and Samsung Wi-Fi-enabled appliances. Luxury vinyl plank flooring runs throughout, adding warmth, durability, and a cohesive finish. Upstairs, the oversized Bonus/Game room with wet bar and beverage refrigerator offers the perfect place to unwind, while the dedicated Home Theater with projector, screen, surround sound, and reclining seating makes movie night an event of its own. And then there’s the backyard—an absolute showstopper! With tranquil pond and greenspace views, no rear neighbors, and a resort-style setting designed for year-round enjoyment, this outdoor space truly sets the home apart. The saltwater pool and spa feature a sun shelf, fire features, and electric heater, while the fully equipped Outdoor Kitchen with built-in grill, smoker, beverage refrigerator, and bar seating was made for effortless entertaining. Additional highlights include a 4-car garage with air conditioning, insulation, ceiling-mounted storage, and finished floors, along with a Mudroom, upstairs Laundry and updated lighting. Ideally located just minutes from Downtown Winter Garden, Winter Garden Village, the West Orange Trail, local schools, and major roadways, this is more than just a home—it’s a place to gather, celebrate, and enjoy the very best of Florida living.

427 Egret Place Drive, Winter Garden

$2,800,000

6 Beds ⋅ 7 Baths ⋅ O6413047 MLS

Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own private ensuite bath, delivering the ultimate in comfort and privacy for family and guests alike. A dedicated home office provides the perfect retreat for focused work, while the airy upper-level loft adds flexible living space ideal for a media room, playroom, or secondary lounge. Step outside and experience true Florida luxury a custom pool serves as the centerpiece of the outdoor living area, perfectly positioned to capture serene pond views that make every morning and evening feel like a private escape. Seamless indoor-outdoor integration defines this home's design philosophy, with expansive windows flooding the interior with natural light and blurring the line between inside and out. Inside, Davila Homes' signature craftsmanship is evident at every turn: timeless architecture, high-end finishes, an open-concept layout designed for effortless entertaining, and a gourmet kitchen appointed with state-of-the-art appliances. Every detail was thoughtfully curated and personalized through Davila's exclusive Design Center experience. The Grove is one of Oakland's most intimate and sought-after communities, featuring just 44 homesites surrounded by lush common areas, water features, walking trails, and bike paths. Minutes from the vibrant shops and dining of Downtown Winter Garden, top-rated West Orange County schools, and the beloved West Orange Trail, yet tucked away in the quiet charm of one of Central Florida's most historic small towns.

1128 Prado Lane, Winter Garden

$2,615,320

6 Beds ⋅ 7 Baths ⋅ O6413825 MLS

Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own private ensuite bath, delivering the ultimate in comfort and privacy for family and guests alike. A dedicated home office provides the perfect retreat for focused work, while the airy upper-level loft adds flexible living space ideal for a media room, playroom, or secondary lounge. Step outside and experience true Florida luxury a custom pool serves as the centerpiece of the outdoor living area, perfectly positioned to capture serene pond views that make every morning and evening feel like a private escape. Seamless indoor-outdoor integration defines this home's design philosophy, with expansive windows flooding the interior with natural light and blurring the line between inside and out. Inside, Davila Homes' signature craftsmanship is evident at every turn: timeless architecture, high-end finishes, an open-concept layout designed for effortless entertaining, and a gourmet kitchen appointed with state-of-the-art appliances. Every detail was thoughtfully curated and personalized through Davila's exclusive Design Center experience. The Grove is one of Oakland's most intimate and sought-after communities, featuring just 44 homesites surrounded by lush common areas, water features, walking trails, and bike paths. Minutes from the vibrant shops and dining of Downtown Winter Garden, top-rated West Orange County schools, and the beloved West Orange Trail, yet tucked away in the quiet charm of one of Central Florida's most historic small towns.

1152 Prado Lane, Winter Garden

$834,999

7 Beds ⋅ 4 Baths ⋅ S5152585 MLS

Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the rare features you'll appreciate is the three-car garage, offering plenty of room for multiple vehicles, golf carts, recreational equipment, a workshop, fitness area, or additional storage. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare three-car garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.

16004 Ollivett Street, Winter Garden

$1,204,900

6 Beds ⋅ 4 Baths ⋅ O6419829 MLS

Experience luxury waterfront living in one of Winter Garden's most desirable communities! This stunning home offers the perfect blend of elegant design, spacious living, and breathtaking water views. From the moment you arrive, you'll appreciate the attractive curb appeal, paver driveway, and spacious three-car garage. Inside, you'll find an expansive open floor plan designed for both everyday living and entertaining. The heart of the home is the impressive chef's kitchen featuring an oversized quartz island, built-in wall oven and microwave, stainless steel appliances, abundant cabinetry, a walk-in pantry, and plenty of prep space. The kitchen flows seamlessly into the spacious family room, highlighted by beautiful luxury flooring, tray ceilings, decorative wall accents, and oversized sliding glass doors that frame the picturesque lake views. The first-floor primary suite is a true retreat, offering private access to the screened lanai, generous proportions, and a luxurious ensuite bath complete with dual vanities, an oversized walk-in shower, private water closet, and an expansive walk-in closet. Step outside to the oversized screened lanai and enjoy your morning coffee or evening sunsets overlooking the peaceful water. The backyard offers plenty of room to relax while taking in the tranquil views. Additional features include a large laundry room, spacious secondary bedrooms, ample storage throughout, modern neutral finishes, and dual HVAC systems for added comfort and efficiency. Located in the highly sought-after Winter Garden area, you'll enjoy easy access to shopping, dining, entertainment, and major roadways including SR-429, Florida's Turnpike, and Highway 50. Historic Downtown Winter Garden, Winter Garden Village, Horizon West, and Disney are all just a short drive away. The community also offers convenient access to parks, walking trails, and everything that has made Winter Garden one of Central Florida's most desirable places to call home. If you've been searching for a spacious, move-in-ready waterfront home with upscale finishes and an exceptional location, this one deserves a spot at the top of your list.

3399 Buoy Circle, Winter Garden

$1,045,000

7 Beds ⋅ 4 Baths ⋅ O6418541 MLS

Under contract-accepting backup offers. Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.

15037 Lake Bessie Loop, Winter Garden

$910,510

6 Beds ⋅ 4 Baths ⋅ G5113976 MLS

Virtually Staged. Under Construction. Pre Design Center Pricing Sample Image Welcome to this beautifully designed newer-construction home in the highly sought-after Hamlin Meadows community of Winter Garden, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. Pricing does not include design selections; you have the opportunity to customize the home to fit your taste

17350 Wild Daisy Drive, Winter Garden

$823,309

6 Beds ⋅ 5 Baths ⋅ G5113974 MLS

Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17139 Ingram Bluff Drive, Winter Garden

$2,350,000

6 Beds ⋅ 4 Baths ⋅ A4697264 MLS

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

$846,095

6 Beds ⋅ 5 Baths ⋅ G5113896 MLS

Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed 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, ample counter space, and an open layout that connects 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. Upstairs, a spacious loft offers versatile space for a media room, play area, or home office, along with two additional bedrooms, each with its own private bathroom, ideal for family or guests. 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.

6225 Flowering Cherry Bend Drive, Winter Garden

$900,000

6 Beds ⋅ 6 Baths ⋅ O6412747 MLS

Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected design. Designed for both comfort and flexibility, each home features a spacious living and dining area, a bright kitchen with French doors leading to the backyard, and a convenient first-floor guest powder bath. Upstairs, all bedrooms are thoughtfully positioned for added privacy. The primary suite includes a private ensuite bath, while the secondary bedrooms are generously sized and complemented by abundant storage throughout each residence. The Wilson Street residence has been thoughtfully upgraded with luxury vinyl flooring, an enhanced kitchen with stone counters and gas cooking, beautifully updated bathrooms, and an attractive staircase that adds character and style. The Maple Street residence has been a consistently popular rental and has been exceptionally maintained, offering a spotless interior that reflects pride of ownership. The location offers exceptional convenience with nearby access to Downtown Winter Garden, one of Central Florida’s most sought-after destinations. Enjoy a vibrant mix of locally owned restaurants, cafés, boutiques, specialty shops, the award-winning Winter Garden Farmers Market, seasonal festivals, live entertainment, and the renowned West Orange Trail. The property also provides convenient access to the Florida State Road 429, Florida State Road 408, and Florida’s Turnpike, making travel throughout Central Florida simple. Popular destinations, including Winter Garden Village, Walt Disney World Resort, major employment centers, shopping, dining, entertainment, parks, and everyday conveniences, are all nearby. Whether you’re seeking a property that offers exceptional flexibility for evolving lifestyle needs, the opportunity to generate rental income, or the convenience of two complete residences under one roof, this distinctive property delivers a rare combination of privacy, functionality, and long-term versatility. Opportunities like this are seldom available, especially with a layout that allows each residence to maintain its own identity while remaining connected.

402 E Maple Street, Winter Garden

$1,200,000

6 Beds ⋅ 4 Baths ⋅ O6415935 MLS

Under contract-accepting backup offers. Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.

1812 Lake Roberts Landing Drive, Winter Garden

$877,275

6 Beds ⋅ 4 Baths ⋅ G5113601 MLS

Virtually Staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Winter Garden

$1,495,000

6 Beds ⋅ 6 Baths ⋅ O6414639 MLS

An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.

16614 Harbor Sail Way, Winter Garden

$855,520

6 Beds ⋅ 4 Baths ⋅ G5113317 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Winter Garden

$909,990

6 Beds ⋅ 4 Baths ⋅ G5113315 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

Winter Garden

$821,000

7 Beds ⋅ 4 Baths ⋅ O6413647 MLS

Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. Included 100-Day Home Warranty with buyer activation

15130 Ovation Drive, Winter Garden

$1,250,000

6 Beds ⋅ 6 Baths ⋅ O6412255 MLS

One or more photos have been virtually staged. Live the luxury lifestyle West Lake Hancock Estates, an exclusive lakeside community. This home offers 6 bedrooms and 6 bathrooms over 4816 sq. ft. of living space with an open-concept design perfect for both everyday living and entertaining. A rare highlight, this home features two primary suites on the first floor, ideal for multi-generational living or guests. The gourmet double-island kitchen boasts upgraded cabinetry, granite countertops, double ovens, stainless steel appliances, a center island, butler’s pantry and a breakfast nook flowing seamlessly into spacious living and dining areas, a large loft, and a dedicated media room. Engineered hardwood floors, crown molding, custom built-ins, wainscoting, surround sound, a security system, and a custom mudroom/drop zone conveniently located in the garage. Enjoy outdoor living with a fully equipped outdoor kitchen and a backyard with room to build your dream pool. Additionally features include a 3-car garage and access to resort-style amenities such as a lakeside clubhouse, pool, fitness center, trails, and a ramp to launch your boat to Lake Hancock. Conveniently located near SR-429, with easy access to Orlando, shopping, dining, and entertainment.

14240 Colonial Pointe Drive, Winter Garden

$2,500,000

6 Beds ⋅ 7 Baths ⋅ O6410839 MLS

This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve community, this stunning home impresses from the moment you arrive with an elegant paved driveway, beautifully manicured landscaping, and grand double entry doors leading into a dramatic two-story foyer with soaring ceilings and an unforgettable first impression. Designed for exceptional living and entertaining, the home features a sophisticated open-concept floor plan filled with abundant natural light and breathtaking lake views that create a serene and picturesque atmosphere throughout the property. The elegant dining area showcases stunning views of the pool and lake, creating the perfect setting for memorable gatherings with family and friends. The gourmet kitchen is truly a chef’s dream, featuring granite countertops, a spacious center island with seating, stainless steel appliances, designer tile backsplash, and a large walk-in pantry with custom built-in shelving. Overlooking the expansive living room, the space is enhanced by tray ceiling details and elegant recessed lighting, offering both warmth and sophistication. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, opening to a spectacular pool deck and outdoor gourmet area designed for the ultimate Florida lifestyle. Relax while enjoying peaceful water views from your private backyard oasis — the perfect place to entertain, unwind, and enjoy Florida sunsets over the lake. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom with modern square sinks, a soaking tub, and a spacious walk-in rain shower. A separate laundry room provides ample cabinetry and additional storage for convenience and organization. Residents of Lakeshore Preserve enjoy outstanding resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, yoga room, playgrounds, dog park, sand volleyball court, fishing pier, and community canoes and kayaks. The HOA also maintains the community common areas, allowing for a truly low-maintenance lifestyle. Ideally located just minutes from Orange County National Golf Center, Walt Disney World Resort, premier shopping, dining, top-rated schools, and major highways, this impeccably maintained lakefront-inspired home offers the perfect combination of luxury, convenience, and lifestyle. A rare opportunity to own an exceptional lake-view home in one of Winter Garden’s most desirable communities.

15505 Shorebird Lane, Winter Garden

$1,649,999

6 Beds ⋅ 5 Baths ⋅ O6408835 MLS

Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

1101 Eagles Pass Way, Winter Garden

$949,990

6 Beds ⋅ 5 Baths ⋅ G5112230 MLS

Virtually Staged. Welcome to this beautifully designed Tidewater Bonus newer-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.

15136 Tea Tree Drive, Winter Garden

$3,330,000

6 Beds ⋅ 6 Baths ⋅ O6403188 MLS

Under contract-accepting backup offers. 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

$2,850,000

7 Beds ⋅ 7 Baths ⋅ O6402632 MLS

Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden

$749,360

6 Beds ⋅ 5 Baths ⋅ G5111523 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17434 Sunset Prairie Drive, Winter Garden

$2,295,000

6 Beds ⋅ 6 Baths ⋅ O6400891 MLS

Under contract-accepting backup offers. 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

$1,349,000

7 Beds ⋅ 4 Baths ⋅ V4948569 MLS

Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.

1698 Juniper Hammock Street, Winter Garden

$941,015

6 Beds ⋅ 4 Baths ⋅ G5111078 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

6249 Flowering Cherry Bend, Winter Garden

$740,205

6 Beds ⋅ 5 Baths ⋅ G5110933 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17428 Sunset Prairie Drive, Winter Garden

$955,893

6 Beds ⋅ 4 Baths ⋅ G5110454 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus with 6 Bedrooms. 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.

Winter Garden

$829,953

6 Beds ⋅ 4 Baths ⋅ G5110442 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

17362 Wild Daisy Drive, Winter Garden

$849,358

6 Beds ⋅ 4 Baths ⋅ G5110441 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

17465 Sunset Prairie Drive, Winter Garden

$909,778

6 Beds ⋅ 4 Baths ⋅ G5110440 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

17368 Wild Daisy Drive, Winter Garden

$3,200,000

41 Beds ⋅ 75 Baths ⋅ O6395167 MLS

15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland. Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style residences, mobile home/RV units, and additional rental pads, creating multiple income streams and long-term upside. Currently generating $34,860 per month in gross rental income the property delivers immediate cash flow while offering significant future value-add and redevelopment potential. Located just minutes from the Florida Turnpike interchange, Downtown Winter Garden, Clermont, and the greater Orlando employment hubs, this site sits directly in the path of West Orange’s continued expansion. The C-1 zoning and strategic frontage on SR-50 make this an especially compelling opportunity for investors seeking stable income today with the flexibility for future repositioning. Whetherd workforce housing and RV income asset, repositioned into a boutique rental community, or held for future redevelopment, opportunities with this combination of location, scale, frontage, and in-place revenue are increasingly rare. (Seller is selling 112 units in total varying in diffrent locations this is 32 of those 112)

15992 W Colonial Drive, Winter Garden

$740,205

6 Beds ⋅ 5 Baths ⋅ G5110060 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17308 Wild Daisy Drive, Winter Garden

$890,955

6 Beds ⋅ 4 Baths ⋅ G5110034 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus 6 bedrooms. 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 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.

6261 Flowering Cherry Bend, Winter Garden

$999,315

6 Beds ⋅ 4 Baths ⋅ G5109533 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

15377 Maritime Pine Drive, Winter Garden

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