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Recently Sold Listings in Winter Garden, FL

Welcome to your dedicated resource for viewing Sold listings in Winter Garden, FL. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Winter Garden, FL below, or if you are looking to sell a home in Winter Garden, FL contact a local agent to discuss the possibilities.

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All Sold Homes for Sale in Winter Garden, FL

$495,000
4 Beds 3 Baths Highland Rdg Ph 2 SubDv. 34787 Zip Code
Welcome to this exceptional home located in the highly sought-after Highland Ridge community. This beautifully maintained 4-bedroom, 2 full bathroom and 1 half bathroom residence offers generous living space and a unique blend of classic curb appeal with modern interior upgrades. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen is designed for both function and style, showcasing a large island, stainless steel appliances, ample counter space, and a convenient corner pantry. It seamlessly connects to the dining and family areas, creating a welcoming and cohesive living space. Wood-look luxury vinyl plank flooring throughout main living areas on the first floor. Upstairs, you’ll find a spacious loft that can be used as a media room or flexible living area, along with a conveniently located laundry room and four bedrooms. The primary suite offers a well-designed en-suite bathroom and a walk-in closet, while the remaining bedrooms share a full bath. Ideally situated in the vibrant Winter Garden area, Highland Ridge residents enjoy access to a pool, playground, and half basketball court. The community is just minutes from the Hamlin shopping and dining district, with convenient access to major highways. Located less than 15 minutes from Walt Disney World, under 30 minutes from Universal Orlando and Downtown Orlando, and approximately 35 minutes from Orlando International Airport. Several renowned golf courses are also nearby. The property is located at the end of a quiet street with minimal traffic, this home offers exceptional privacy and tranquility, backing onto a natural preserve with no rear neighbors. Watch the attached professional video. Easy to show and move-in ready.

12362 Bracco Street, Winter Garden

$539,900
3 Beds 3 Baths Highlands/Summerlake Grvs Ph 2 SubDv. 34787 Zip Code
Welcome to 15419 Uglis Aly, a uniquely positioned Horizon West home offering rare privacy, lifestyle, and convenience just minutes from Disney. This property faces open green space with no immediate front neighbors, creating a rare sense of privacy and openness. Enjoy nightly Disney fireworks views from home, with Grand Floridian approximately 12 minutes door to door. Built by K. Hovnanian, this open-concept home features surround sound, full ethernet wiring throughout, a bright sunroom, double ovens, stainless appliances, and flexible living spaces ideal for modern family life. Upstairs offers 3 spacious bedrooms, a dedicated laundry room, and a versatile loft—an option many similar homes in the area have converted into a 4th bedroom. The primary suite includes dual walk-in closets and an en-suite bath. The backyard is designed for low-maintenance entertaining with premium artificial turf, a covered lanai, and extended pavers. An oversized 20’ x 24’ garage plus one of the longest driveways in the neighborhood provide exceptional parking and storage. Just steps from the playground, green space, and mailboxes without crossing a street, plus access to resort-style amenities including pool, tennis, dog park, grills, and golf-cart-friendly access to shops, dining, and top-rated schools. A rare move-in ready opportunity combining privacy, smart upgrades, and the Horizon West lifestyle.

15419 Uglis Alley, Winter Garden

$725,000
4 Beds 3 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. New Single-Story Home by RockWell Homes, Now Selling! The Hemingway Plan on Homesite #265. Introducing a beautifully designed, new single-story home perfect for modern living. This home offers 4 spacious bedrooms, 3 bathrooms, and a functional layout with a dining area, breakfast nook, and a 2-car garage. The inviting exterior includes a covered front porch and a covered backyard lanai, with multiple upscale design options to suit your style. Step inside to discover a thoughtfully designed kitchen featuring an eat-in island, solid surface countertops, and high-end stainless-steel appliances, including a cooktop, microwave, oven, dishwasher, and vent hood. The kitchen is further enhanced by upgraded 42-inch cabinets, a ceramic tile backsplash, an undermount sink, a Delta faucet, and a butler’s pantry for extra storage. A walk-in storage pantry provides ample space, while the lighting package adds a touch of elegance to the space. The primary suite serves as a private retreat, featuring a dual sink vanity, a ceramic tile shower with a glass enclosure, and ceramic tile flooring. Upgraded Delta faucets, a walk-in closet, stylish lighting, and towel bars complete this serene space. The two secondary bedrooms offer generous closet space and share a full bathroom that includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, lighting, and towel bars for both style and convenience. Additional highlights of this new home include an 8-foot front door, dual-pane energy-efficient windows, a new home warranty, a full landscaping package, and a garage door opener. The utility area is also finished with durable ceramic tile, adding both function and style to the home. With its ideal blend of luxury, functionality, and energy efficiency, this single-story home by RockWell Homes offers the perfect space for comfortable, modern living.

17412 Honeybell Tangelo Court, Winter Garden

$2,850,000
7 Beds 7 Baths Lakeshore Preserve Ph 4 SubDv. 34787 Zip Code
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

$949,000
4 Beds 4 Baths Waterleigh Ph 2c-2 & 2c-3 SubDv. 34787 Zip Code
*****SELLER WILL CREDIT 10K TO ASSIST WITH A RATE BUY DOWN*****LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!

10174 Merrymeeting Bay Drive, Winter Garden

$845,000
5 Beds 5 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!

17406 Honeybell Tangelo Court, Winter Garden

$525,000
3 Beds 3 Baths Watermark SubDv. 34787 Zip Code
Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.

9354 Meadow Hunt Way, Winter Garden

$699,900
4 Beds 4 Baths Hull Island/Oakland Ph 2 SubDv. 34787 Zip Code
Virtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously maintained 2,852 sq ft home built in 2022, with owned rooftop solar that keeps utility costs well below the Florida norm for a home this size. Four bedrooms, four full baths, and a two-car garage, all just minutes from historic Winter Garden's shops, restaurants, and Saturday farmers market. All four bedrooms, including the primary suite, plus the kitchen and all main living areas, are on the first floor. The only upstairs space is a private bonus suite with its own full bath, which functions equally well as a media room, flex room, or guest quarters well removed from the rest of the house. The foyer opens into a connected great room, dining area, and kitchen, with three sliding glass doors along the back wall looking out to a covered and screened lanai. Ceramic tile runs throughout the main living areas. The kitchen features the upgraded gas-range configuration with a Bosch refrigerator, GE stainless appliances, Silestone quartz counters, and an oversized island with seating. Finishes include 42-inch cabinets stacked to the 9'4" ceiling with crown molding. Inside: soft-close dovetail drawers, a three-tier pot and pan organizer, and a pull-out pantry. The owned rooftop solar system was installed in 2023 and carries a 25-year limited warranty through 2048. Combined with the tankless gas water heater, it helps keep monthly utility costs exceptionally low. The primary suite sits at the back of the first floor with a tray ceiling, dual raised-height vanities, a large walk-in shower with a built-in recessed shelf, and a walk-in closet with custom shelving that passes directly through to the laundry room. The upstairs bonus suite measures 18'8" x 25'6" and has its own full bath. It is pre-wired as a dedicated media space, with structured Cat6 throughout, a ceiling-mounted projector outlet, and TV and data chases ready for a wall-mounted display. Additional features include a two-car garage with a 220V/30A outlet suitable for Level 2 EV charging, a workshop, or additional appliances; a Ring doorbell, alarm system, and cameras that convey with the home; upgraded satin nickel interior door hardware with a coordinated front door handleset; upgraded light fixtures; and front gutters. Hull Island amenities include a community pool, clubhouse, playground, and community fishing pier, with the West Orange Trail at the community's doorstep.

2017 Boss Hewett Street, Oakland

$800,000
4 Beds 4 Baths Covington Park SubDv. 34787 Zip Code
Virtually Staged. Welcome to Covington Chase, one of Winter Garden's most sought after communities, where this beautiful home now features a brand new AC system that was just installed, giving you one less major expense to worry about. Just minutes from the charm and energy of Historic Downtown Winter Garden, this exceptional 4 bedroom, 4 full bathroom home sits on an oversized 0.38 acre lot and offers the perfect blend of space, comfort, and flexibility. The expansive backyard provides endless possibilities for entertaining, gardening, relaxing, or creating your own outdoor oasis. With nearly four tenths of an acre, there is plenty of room to enjoy the outdoors and make the space your own. A long driveway and spacious 3 car garage offer ample parking, extra storage, and even room for a golf cart so you can fully enjoy life in Winter Garden's popular golf cart district. Designed with everyday living in mind, the thoughtfully planned layout offers flexibility for a variety of lifestyles. The first floor features a spacious primary suite tucked away for privacy, complete with two walk in closets and a generously sized bathroom. A dedicated office provides the perfect space for working from home, hobbies, or a quiet retreat. You'll also find a convenient Jack and Jill bedroom and bathroom setup on the main level, adding even more versatility to the home's layout. Upstairs, a large loft offers the ideal space for movie nights, a game room, fitness area, or additional living space. A private bedroom and full bathroom complete the second floor, creating a comfortable retreat with added privacy. Recent updates add even more value, including the brand new AC system and a roof that was replaced just a few years ago, offering peace of mind for years to come. The location is just as impressive as the home itself. Only minutes away is the Historic Downtown Winter Garden District, where you'll enjoy locally owned restaurants, coffee shops, boutiques, live events, and the award winning weekly farmers market. Spend weekends exploring the nearby 22 mile West Orange Trail, perfect for biking, walking, or simply enjoying Florida's beautiful weather. Living in the golf cart district makes it easy to head downtown for dinner, festivals, or an evening out without needing to drive. Opportunities like this are rare. An oversized lot, versatile floor plan, downstairs primary suite, dedicated office, multiple living spaces, private upstairs retreat, 3 car garage, brand new AC system, and an unbeatable location near downtown Winter Garden make this home an exceptional opportunity to enjoy the best of Central Florida living.

925 Bainbridge Loop, Winter Garden

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