Winter Garden Homes with Pool Community Features

Luxury single-level living awaits at 15066 Canopy Cover Drive in Del Webb Oasis, a premier gated Active 55+ community near Orlando's world-class attractions. Built in 2023, this highly upgraded Renown floor plan - the community's largest single-story design - offers 2,955 square feet, 3 bedrooms, 3.5 baths, tons of closet space, office with custom built-ins, an extended gathering room and an extended 3-car garage. Set on a premium conservation lot with approximately 70 feet of frontage, a fenced backyard and no rear neighbor, the home offers exceptional privacy, space and tranquility. Inside, 8-foot doors and Italian porcelain tile flooring create an elegant, open feel. The gourmet kitchen features quartz countertops, ceiling-height upgraded cabinetry, select glass-front display cabinets with accent lighting, two ovens, a cooktop, microwave, refrigerator and wine/beverage refrigerator. Custom built-ins with accent lighting enhance the office/study, while custom closet systems organize both primary-suite closets and the pantry. Upgraded lighting, ceiling fans, window treatments and UV- and glare-reducing window film add comfort and style throughout. Electric Car charging port in garage. Designed for year-round Florida living, oversized screened lanai 14'.5" x 54'/2" features custom Limestone Galala Tumbled Pavers, a screened enclosure, ceiling fans, a mounted outdoor TV and an Aqua Living Spa hot tub. The fenced backyard includes two access gates. Additional features include an EcoWater whole-home water softener, roof gutters, a whole-home surge protector and an ADT alarm system. All appliances convey, including the washer and dryer, as well as the mounted lanai and garage TVs. Enjoy convenient access: minutes to Walt Disney World, Flamingo Crossings Town Center, groceries, shopping, dining and Orlando-area attractions. Orlando International Airport is approximately 30 minutes away, with hospitals and medical facilities nearby. Port Canaveral is approximately one hour away, and Florida's east- and west-coast beaches are within about 90 minutes.

15066 Canopy Cover Drive, Winter Garden

$1,550,000

4 Beds ⋅ 4 Baths ⋅ O6445243 MLS

Stunning LAKEFRONT home on LAKE HANCOCK! You'll love this SINGLE LEVEL home with 4 bedrooms PLUS office and split 3 Car Garage. You'll enter the home through a gorgeous brick pavered enclosed courtyard. Inside you'll find a formal dining area, a massive living area with high ceilings, and a stunning kitchen. From QUARTZ counters to the French door oven and convection/microwave, counter depth fridge, and GAS cooktop, and the HUGE ISLAND, you'll fall in love with it. The rooms are all spacious, and the primary suite was cleverly designed with closet spaces that also privately connect to the laundry room, another detail adding to the comfort of this home. The split plan layout gives everyone privacy and and the multiple ensuite bedrooms ensure comfort. You'll step outside through a triple slider door, onto your screened porch ready for your summer kitchen installation. Here's there's a retractable screen to keep any bugs out while you're enjoying your LAKE FRONTAGE. Would you like to build your own private boat dock? You can build a 12 1/2 ft wide dock and enjoy the lake life. The home also has garages for 3 cars. You'll find a double garage and a separate single garage. Just to add to this, you're in a great community with lots of amenities like community pool and clubhouse, community boat ramp, recreational facilities and more.

7031 Billie Court, Winter Garden

$473,000

3 Beds ⋅ 3 Baths ⋅ O6445205 MLS ⋅ N/A BLDG.

Welcome to your own piece of paradise in the prestigious dual-gated enclave of Hickory Hammock at Johns Lake! This magnificent 3-bedroom, 2.5-bathroom former builder’s model townhome offers the perfect blend of luxury, comfort, and Florida’s natural beauty. Set amidst THREE breathtaking waterways—the 2,500-acre Johns Lake, Lake Burnett, and Lake Claire—this home delivers a serene lifestyle surrounded by lush landscapes and wildlife. Hickory Hammock is filled with resort-style amenities, including a zero-entry community pool, clubhouse, fitness center, tennis and sand volleyball courts, dog park, playgrounds, parks, walking trails, and a community pier perfect for sunset strolls and lakeside relaxation. Step inside to discover a home that feels brand new. The sellers have just replaced the entire carpet, installed an UV lights for HVAC system, freshly painted the interior, updated the exterior pavers, and installed a brand-new lanai screen, giving the home a crisp, move-in-ready feel from the moment you arrive. The light-filled living area features modern finishes and opens seamlessly to the dining space and gourmet kitchen—an entertainer’s dream with its energy-efficient appliances, stylish countertops, and abundant storage. Enjoy peaceful pond views from your living room and kitchen, making everyday moments feel like a retreat. Upstairs, a versatile loft offers the flexibility for a home office, media room, playroom, or additional guest space. The expansive primary suite is your private sanctuary, complete with a luxurious en-suite bathroom featuring a walk-in shower, dual vanities, and abundant natural light. Designed with exceptional energy efficiency, this home includes block foam insulation, high-performance windows and doors, and a high-efficiency HVAC system, all contributing to lower energy bills and year-round comfort. Perfectly situated in the heart of Winter Garden, you’ll be just minutes from Downtown Winter Garden, Winter Garden Village, Highway 429, the Florida Turnpike, top-rated K–12 schools, Foundation Academy, Montverde Academy, and Windermere Prep. And of course—just a few minutes from Walt Disney World and close to all major shopping, dining, and Orlando attractions. Don’t miss your chance to experience this serene, luxury, resort-style lifestyle. Schedule your private tour today and make this beautifully updated retreat your next home!

15688 Orange Harvest Loop, Winter Garden

$735,000

4 Beds ⋅ 3 Baths ⋅ O6444401 MLS

LUXURIOUS, RENOVATED & RESORT-STYLE LIVING IN WINTER GARDEN! Welcome home to 1809 Delafield Dr., an impressive 4-bedroom, 2.5-bath home offering approximately 3,605 square feet of beautifully designed living space. Location is everything! Enjoy the convenience of Winter Garden with easy access to shopping, restaurants, entertainment, major highways, Disney, and Central Florida’s most popular attractions. Downtown Winter Garden and Winter Garden Village are just part of what makes this area such a desirable place to live. Inside, the spacious open-concept floor plan offers multiple living and dining areas, creating the perfect setting for everyday living and entertaining. Beautiful laminate flooring runs throughout the home, while the completely renovated kitchen features stunning natural stone countertops, real wood cabinetry, and a spacious layout that flows seamlessly into the living areas.

1809 Delafield Drive, Winter Garden

$956,826

5 Beds ⋅ 5 Baths ⋅ O6444983 MLS

Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11839 Shine View Lane, Winter Garden

$902,116

5 Beds ⋅ 5 Baths ⋅ O6444970 MLS

Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11875 Shine View Lane, Winter Garden

$445,000

4 Beds ⋅ 26 Baths ⋅ O6443417 MLS

Welcome to this beautiful 2023-built townhouse located in the desirable Storey Grove community in Winter Garden! This spacious two-story home features 3 bedrooms, 2.5 bathrooms, and 1,992 square feet of thoughtfully designed living space. The open-concept layout offers a welcoming living area and a well-appointed kitchen featuring a large center island and stainless-steel appliances, including a refrigerator, microwave, and dishwasher. The home also offers a convenient two-car garage and a private outdoor space, perfect for relaxing or entertaining. Residents of Storey Grove enjoy access to wonderful community amenities, including pool, clubhouse, dog park, and beautifully maintained common areas. The HOA also includes exterior maintenance for added convenience. Ideally located near shopping, dining, entertainment, and major roadways, this home offers the perfect combination of comfort, convenience, and modern Florida living. Seller is motivated! Preferred lender Vystar Credit Union 100 financing with no PMI, an appraisal credit, no intangible tax, and competitive rates, subject to buyer qualification and applicable program terms.

Winter Garden

$947,591

5 Beds ⋅ 5 Baths ⋅ O6444950 MLS

Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11935 Shine View Lane, Winter Garden

$375,000

2 Beds ⋅ 3 Baths ⋅ O6444697 MLS ⋅ Na BLDG.

Resort-style ease meets everyday comfort in this move-in ready Independence townhome that lives like a single-family home. Two bedroom, two and a half bath, with both bedrooms featuring private en suites. Enjoy a welcoming front porch for morning coffee and an expansive private courtyard that truly feels like your own backyard, with direct access to a 2-car garage—giving you outdoor living space, privacy and functionality you don’t always find in townhome living. **And when the sun goes down, enjoy the magic of Magic Kingdom fireworks right from home.** Fresh exterior paint and newer roof, inside brand new carpet, newer Trane HVAC, upgraded LG Smart stainless steel appliances app controlled plus W/D (with added features like bio defense light) set a clean, modern tone. An open-concept layout features a kitchen with an island breakfast bar that flows seamlessly into the dining and living areas, keeping everyone connected. Soaring ceilings and abundant natural light from numerous windows create a bright, airy feel throughout. Smart-home conveniences include a Ring security system with remote monitoring and My Q remote-access garage controls, giving you added convenience whether you’re home or away. The HOA covers lawn care, so your weekends are truly yours. Step outside and you’ve got a Gazebo on corner to enjoy lakefront picnics, two clubhouses in close distance where lots of community parties happen with resort pools, fitness center, game room, holiday events, giant open lawns for sports and activities, walking and biking trails, multiple playgrounds and parks, basektball and tennis courts, dog parks, a community boat ramp onto Lake Hancock, access to a PokemonGo Pokestop, and that signature Indenpendence reflecting pond. (Lake Views from Master BD and front porch). All the polish of a model home, with the space and feel of a single family, plus the low maintenance lifestyle you want. Just minutes from shopping, groceries, and dining, with Walt Disney World approximately 20 minutes away. Everyday convenience and weekend magic, right at your doorstep. Organized community events, including festivals, pool events, food-truck nights and Independence's annual fireworks event.

14169 Avenue Of The Groves, Winter Garden

$680,000

4 Beds ⋅ 3 Baths ⋅ O6443950 MLS

Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

707 Chase Oaks Court, Winter Garden

$165,000

1 Beds ⋅ 2 Baths ⋅ O6444524 MLS ⋅ 1 BLDG.

pro pics coming but don't wait....For sale for first time ever. Best price in 34787 with convenient location to SR 50. New carpet and paint. very low hoa at $63 a month. Community pool is few doors down too. Priced to sell so move quick. You wont find one like this again.

441 Sand Lime Road, Winter Garden

$899,000

3 Beds ⋅ 4 Baths ⋅ O6433620 MLS

Welcome to an exceptional Winter Garden residence where refined finishes, thoughtful upgrades, and effortless indoor-outdoor living come together beautifully. Ideally situated in the Estates at Lakeview Preserve, 3292 Windbeam Ct. offers an elevated lifestyle in a beautifully appointed home designed for both everyday living and entertaining. Meticulously maintained and enhanced with nearly $75,000 in upgrades, this residence showcases sophisticated design and exceptional attention to detail throughout. Restoration Hardware lighting, custom millwork, elegant window treatments, plantation shutters, and high-end finishes create a cohesive, polished aesthetic. Beautiful wood-look tile flooring and crown molding flow throughout the main living areas, while custom wall accents in the family room add warmth and architectural character. The stunning Restoration Hardware lighting collection makes an immediate impression, from the dramatic entry chandelier and kitchen pendants to the living and dining room chandeliers, primary bedroom chandelier, and custom picture lighting. The beautifully appointed kitchen combines style and functionality with Statuario quartz countertops and upgraded 42-inch soft-close cabinetry, creating an inviting space for gathering. The luxurious primary suite is a true retreat, featuring a custom Closets by Design walk-in closet and an impressive spa-inspired super shower. A second closet connects directly to the laundry room and is outfitted with upgraded cabinetry, countertops, and sink for exceptional organization and convenience. A versatile enclosed flex room provides the perfect setting for a private home office, study, or additional living space. The split-bedroom floor plan offers generously sized secondary bedrooms, each featuring its own ensuite bath. Pocket sliding doors seamlessly open to the oversized screened-in lanai, extending the living space outdoors and creating an ideal setting for morning coffee, relaxed evenings, or entertaining guests. The outdoor living area features a custom screen enclosure, and plumbing for your new outdoor kitchen, while the fully enclosed yard provides added privacy and functionality. Additional exterior and garage enhancements include gutters, and an epoxy-finished garage floor. Further upgrades include a Puragain whole-house water filtration system with reverse osmosis drinking water, adding comfort and convenience to an already exceptional home. The Estates at Lakeview Preserve is a private section featuring spacious 70-foot homesites and three-car garages, while residents enjoy access to the exceptional amenities of Lakeview Preserve, including a resort-style pool, playground, fitness center, kayak launch, and community dock with access to Johns Lake. Every detail has been thoughtfully selected and beautifully executed, offering the next owner a truly move-in-ready home with an impressive collection of upgrades in one of Winter Garden’s desirable communities. Don’t miss the opportunity to make this exceptional residence your own!

3292 Windbeam Court, Winter Garden

Winter Garden Homes with Pool Community Features

Newest Winter Garden Homes with Pool Community Features