Winter Garden Florida homes for sale starting at Fifty Thousand Dollars

$812,421 - Winter Garden, FL

16195 Point Rock Drive Winter Garden, FL - Waterleigh presents the Cresswell, available to build in Winter Garden, Florida. 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, youll find a flex room perfect for work or play and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. 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. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or guest suite with ensuite bathroom. Like all homes in Winter Garden, the Cresswell includes smart home technology which allows you to control your home with your smart device while near or away. Contact us today and find your home at Waterleigh.

$812,000 - Winter Garden, FL

13075 Sunrise Harvest Drive Winter Garden, FL - Under Construction. Luxury New Home by RockWell Homes. Experience the ultimate in modern luxury with this stunning new home (Lot #105). This spacious 5 bedroom, 4-bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car garage, and both a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired kitchen, which includes solid surface countertops, an island, and high-end stainless steel gas appliances, such as a gas cooktop, oven, microwave, and dishwasher. The kitchen also features an undermount sink with a Delta faucet, a beautiful ceramic tile backsplash, upgraded 42-inch cabinets, upgraded flooring, Delta faucet and a huge walk-in pantry, providing ample storage and making it a dream space for any home chef. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. These windows offer access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring dual sink vanities with Delta faucets, ceramic tile flooring, and a luxurious oversized shower with a glass enclosure. Additional features include a lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, each with its own walk-in closet and access to separate bathrooms. These bathrooms include ceramic tile flooring, ceramic tile tub/shower surrounds, Delta faucets, lighting packages, and towel bars, ensuring both style and functionality. Additional features of this exceptional new home include a full sprinkler system, back yard space for a pool, complete landscaping package, energy-efficient construction, a garage door opener, and a utility area with ceramic tile flooring. The home also boasts an 8-foot front door, a private backyard for added privacy, and a new home warranty for peace of mind. This luxury new home by RockWell Homes offers a perfect combination of upscale living, energy efficiency, and a beautifully designed layout. It’s ideal for those looking for both style and comfort in their next home.

$805,861 - Winter Garden, FL

11045 Hollow Bay Drive Winter Garden, FL - Waterleigh presents the Bellmore, available in Winter Garden, Florida. This amazing one-story home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths with 2,113 square feet. Create your dream home with optional upgrades and customizations available. A beautiful front patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a large pantry for extra storage. This gourmet kitchen features quartz countertops, stainless steel appliances and crown molding cabinetry. Bedroom one, located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with double bowl vanity, and spacious shower/tub space as well as a walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features living area to fit all your needs. Like all homes in Waterleigh, the Bellmore includes smart home technology which allows you to control your home with your smart device while near or away. Contact us today and find your home at Waterleigh.

$805,000 - Winter Garden, FL

16013 Silver Brook Way Way Winter Garden, FL - Welcome to 16013 Silver Brook Way, Winter Garden, FL 34787! This beautiful, like-new two-story home offers a spacious and thoughtfully designed layout with 4 bedrooms and 3.5 bathrooms. Built with quality exterior and modern interiors, it combines durability with style and comfort. Nestled in the heart of Hamlin—one of the most desirable communities in Central Florida to raise a family—this home is just 2 minutes from Walmart and walking distance to both the elementary and middle schools located inside the neighborhood, offering unmatched convenience for daily life. This is a rare opportunity to enjoy space, community, and an ideal location all in one. Enjoy a large backyard, as well as expansive front and rear porches, perfect for relaxing or entertaining. The home features exceptional, tasteful, and modern finishes throughout. Check out the photos and fall in love! Don’t miss this opportunity—schedule your showing today and make this dream home yours!

$799,999 - Winter Garden, FL

16150 Parkwyn Street Winter Garden, FL - MUST SEE THIS LUXURIOUS OPEN CONCEPT HOME SWEET HOME! * * * CLICK ON "VIRTUAL TOUR" AND SEE IT FOR YOURSELF! This EXQUISITE 4-BEDROOM, 3 & A HALF BATH home is ON A CORNER LOT IS LOADED W/ METICULOUS STRUCTURAL AND DESIGN UPGRADE OPTIONS is located in the unparalleled Horizon West area, known for MODERN LIVING AT IT'S BEST in the "HAWKSMOOR" COMMUNITY conveniently near the Orange County National GOLF CENTER AND LODGE well known as the "Home of the Nation's Largest Driving Range", Orlando Health HOSPITAL, brand NEW FL GREAT SCHOOLS - Elementary and Highschool, short 3-5 minute drive to PREMIERE DINING/RESTAURANTS, SHOPPING & ENTERTAINMENT! And, with easy access to Hwy 429, you're ONLY MINUTES AWAY FROM THE WORLD-RENOWNED ORLANDO THEMED PARKS! This OPEN CONCEPT home FEATURES AN IMPRESSIVE HIGH CEILING, a VERY LUXURIOUS PRIMARY MASTER BEDROOM and ENSUITE ON THE 1ST FLOOR, 3 WELL-APPOINTED PROFESSIONALLY DECORATED GUEST BEDROOMS on the 2nd floor, a 2ND FLOOR LIVING/ENTERTAINMENT PLAY AREA, a FLEX OFFICE/LIBRARY ROOM on the 1st floor that can also serve as the Formal DINING ROOM and a very large, VERY OPEN GREAT ROOM! This TRULY ENERGY EFFICIENT home provides ample space for family living and entertaining featuring a GORGEOUS OPEN KITCHEN LOADED W/ STAINLESS STEEL "KitchenAid" APPLIANCES, STAINLESS STEEL DEEP SINK, 42" CABINETS W/ AMPLE DRAWERS AND STORAGE, OVERSIZED STONE GRANITE ISLAND that can SEAT UP TO 6, a LARGE WALK-IN PANTRY across from the BUTLER/BAR that leads into the Formal Dining/Flex room. The home is equipped w/ IMPACT Sliding Glass Doors, Windows ACCENTED W/ A TOTAL OF 6 PANELS OF MOTORIZED REMOTE CONTROLLED SUN SHADE in the Living Area, BUILT IN SPEAKER SYSTEM W/ VOLUME CONTROL ON SPECIFIC LOCATIONS ALL THROUGHOUT THE HOME & in the PATIO AREA! The outdoor space OFFERS A TRANQUIL COVERED LANAI overlooking a fenced landscaped yard. Let's not forget about the Exclusive Community Amenities, Resort-Style Clubhouse that offers a zero-entry resort-style pool, a kiddie pool with interactive features, and convenient parking for residents and guests. The clubhouse is also available for private rentals, making it an ideal venue for GATHERINGS, PARTIES AND EVENTS. Paired with Wellness & Recreation in mind, the clubhouse boasts a yoga lawn, Zen garden, fitness center, and large meeting room. Moreover, the clubhouse is surrounded by ponds and lakes and is laced with scenic walking trails for outdoor enjoyment! Don't miss the opportunity TO OWN THIS TRULY EXCEPTIONAL HOME in one of Winter Garden’s most desirable communities. CALL TODAY TO SCHEDULE YOUR TOUR!

$799,999 - Winter Garden, FL

16150 Parkwyn Street Winter Garden, FL - MUST SEE THIS LUXURIOUS OPEN CONCEPT HOME SWEET HOME! * * * CLICK ON 'VIRTUAL TOUR' AND SEE IT FOR YOURSELF! This EXQUISITE 4-BEDROOM, 3 & A HALF BATH home is ON A CORNER LOT IS LOADED W/ METICULOUS STRUCTURAL AND DESIGN UPGRADE OPTIONS is located in the unparalleled Horizon West area, known for MODERN LIVING AT IT'S BEST in the 'HAWKSMOOR' COMMUNITY conveniently near the Orange County National GOLF CENTER AND LODGE well known as the 'Home of the Nation's Largest Driving Range', Orlando Health HOSPITAL, brand NEW FL GREAT SCHOOLS - Elementary and Highschool, short 3-5 minute drive to PREMIERE DINING/RESTAURANTS, SHOPPING & ENTERTAINMENT! And, with easy access to Hwy 429, you're ONLY MINUTES AWAY FROM THE WORLD-RENOWNED ORLANDO THEMED PARKS! This OPEN CONCEPT home FEATURES AN IMPRESSIVE HIGH CEILING, a VERY LUXURIOUS PRIMARY MASTER BEDROOM and ENSUITE ON THE 1ST FLOOR, 3 WELL-APPOINTED PROFESSIONALLY DECORATED GUEST BEDROOMS on the 2nd floor, a 2ND FLOOR LIVING/ENTERTAINMENT PLAY AREA, a FLEX OFFICE/LIBRARY ROOM on the 1st floor that can also serve as the Formal DINING ROOM and a very large, VERY OPEN GREAT ROOM! This TRULY ENERGY EFFICIENT home provides ample space for family living and entertaining featuring a GORGEOUS OPEN KITCHEN LOADED W/ STAINLESS STEEL 'KitchenAid' APPLIANCES, STAINLESS STEEL DEEP SINK, 42' CABINETS W/ AMPLE DRAWERS AND STORAGE, OVERSIZED STONE GRANITE ISLAND that can SEAT UP TO 6, a LARGE WALK-IN PANTRY across from the BUTLER/BAR that leads into the Formal Dining/Flex room. The home is equipped w/ IMPACT Sliding Glass Doors, Windows ACCENTED W/ A TOTAL OF 6 PANELS OF MOTORIZED REMOTE CONTROLLED SUN SHADE in the Living Area, BUILT IN SPEAKER SYSTEM W/ VOLUME CONTROL ON SPECIFIC LOCATIONS ALL THROUGHOUT THE HOME & in the PATIO AREA! The outdoor space OFFERS A TRANQUIL COVERED LANAI overlooking a fenced landscaped yard. Let's not forget about the Exclusive Community Amenities, Resort-Style Clubhouse that offers a zero-entry resort-style pool, a kiddie pool with interactive features, and convenient parking for residents and guests. The clubhouse is also available for private rentals, making it an ideal venue for GATHERINGS, PARTIES AND EVENTS. Paired with Wellness & Recreation in mind, the clubhouse boasts a yoga lawn, Zen garden, fitness center, and large meeting room. Moreover, the clubhouse is surrounded by ponds and lakes and is laced with scenic walking trails for outdoor enjoyment! Don't miss the opportunity TO OWN THIS TRULY EXCEPTIONAL HOME in one of Winter Garden's most desirable communities. CALL TODAY TO SCHEDULE YOUR TOUR!

$799,000 - Winter Garden, FL

15313 Lebeau Loop Winter Garden, FL - Tucked within Winter Garden’s sought-after Winding Bay community, this 4-bedroom, 3.5-bath pool home blends refined craftsmanship with functionality and outdoor living at its finest. Built in 2021, the residence showcases a thoughtfully designed layout featuring an open-concept great room, anchored by a custom accent wall and oversized windows that flood the space with natural light. The kitchen is equally impressive with shaker cabinetry, a statement granite island, gas cooktop with stainless hood, modern backsplash, and walk-in pantry—ideal for both everyday cooking and elevated entertaining. Adjacent dining and living areas flow seamlessly to a covered lanai, complete with an outdoor kitchen, gas grill, refrigerator and built-in lighting. A saltwater pool with sun shelf, tile finishes, and privacy landscaping overlooks a peaceful conservation area, offering a private resort-style experience. The first-floor primary suite includes tray ceilings, walk-in closets, and a spa-inspired bathroom with an expansive tiled shower and dual vanities. Upstairs, a loft creates a flexible second living space alongside a private guest suite. Smart home features, wood-look tile flooring, and thoughtful upgrades like pest guard, a tankless water heater, rain gutters, and custom lighting elevate the home’s performance and style. Located within a community featuring a clubhouse, dog park, and pool, and zoned for top-rated schools including Horizon High, this property also provides easy access to Hamlin Town Center, Flamingo Crossings Village, and Disney. No CDD, low HOA, and a highly desirable location make this a rare opportunity in one of Horizon West’s fastest-growing corridors.

$798,990 - Winter Garden, FL

17551 Lake Star Road Winter Garden, FL - no description

$798,990 - Winter Garden, FL

12025 Encore At Ovation Way Winter Garden, FL - This 3,611 square foot Newport plan includes 5 bedrooms, 3 bathrooms, and a 3-car garage; this plan can be made into a dual owner's suite home. It offers additional in-room bathrooms for more privacy, as well as the ability to add extended lanai's and second story balconies, maximizing your view or outdoor living space.

$798,631 - Winter Garden, FL

13117 Faro Court Winter Garden, FL - Elegant foyer providing access to formal dining room. Private home office, perfect for telecommuting. Impressive great room with plenty of natural light. Spacious loft and bedrooms on second floor. Private primary suite located at back of home. Expansive laundry room with HovHall.

Winter Garden, Florida listings for sale

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