Winter Garden Homes with Windermere High School High school

Winter Garden Homes with Windermere High School High school

Welcome to Winter Garden, Florida, a charming city that beautifully blends rich history with modern living. Nestled in Orange County, just a stone's throw away from the vibrant attractions of Orlando, Winter Garden offers a delightful small-town atmosphere with all the conveniences of urban life.

As you stroll through the picturesque streets of the historic downtown area, you'll discover a variety of boutique shops, cozy cafes, and delightful restaurants that cater to every palate. The city's commitment to preserving its heritage is evident in its well-maintained parks and the scenic West Orange Trail, perfect for walking, running, or biking while soaking in the natural beauty of the surroundings.

For families, Winter Garden is an ideal place to call home, especially for those with children attending Windermere High School. This highly regarded institution is known for its strong academic programs, dedicated faculty, and a wide range of extracurricular activities that foster student growth and community involvement. Living in Winter Garden means your children can benefit from quality education while enjoying the tight-knit community atmosphere.

The real estate market in Winter Garden is thriving, with a diverse array of homes to suit every lifestyle. From charming historic bungalows to modern family residences, there's something for everyone. With its excellent schools, beautiful parks, and a vibrant community spirit, Winter Garden is not just a place to live—it's a place to thrive. Come explore the wonderful opportunities that await you in this enchanting city!

Newest Winter Garden Homes with Windermere High School High school

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden

4 Beds ⋅ 2 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to Wintermere—where comfort, privacy, and location come together in one exceptional home. Nestled on a quiet cul-de-sac within the desirable gated Wintermere community, this beautifully maintained 4-bedroom, 2-bath residence offers an ideal blend of indoor and outdoor Florida living. The open split-bedroom floor plan is filled with natural light and features soaring ceilings, spacious living areas, and an updated kitchen complete with a large center island, stainless steel appliances, generous cabinetry, and abundant counter space overlooking the main living area—perfect for everyday living and entertaining. The private primary suite offers a relaxing retreat with dual vanities, a spacious walk-in closet, a garden tub, and a separate shower. Step outside to your own backyard oasis featuring a saltwater pool, expansive lanai, and oversized fenced backyard situated on a generous 0.31-acre lot. Whether you’re hosting family gatherings, enjoying quiet evenings by the pool, or simply taking advantage of Florida’s year-round sunshine, this outdoor space was designed to be enjoyed. Additional highlights include an indoor laundry room, two-car garage, extended driveway, mature landscaping, and the security of a gated neighborhood with sidewalks throughout. Ideally located just minutes from Winter Garden Village, Hamlin Town Center, Walt Disney World, SR-429, Florida’s Turnpike, shopping, dining, hospitals, major employers, and highly regarded schools, this home offers exceptional convenience while maintaining a peaceful residential setting. If you’ve been searching for a move-in ready pool home in one of Winter Garden’s most sought-after gated communities, this property is one you won’t want to miss. Saltwater pool! Screened lanai! Cul-de-sac! Gated community Split floor plan Open concept! Stainless steel appliances! Center island! Fenced backyard! No rear neighbors! Move-in ready! Winter Garden Close to Disney Near Winter Garden Village Near Hamlin Easy access to SR-429 & Florida’s Turnpike Ask about the Incentives that you may QUALIFY FOR!!!

2031 Wintermere Pointe Drive, Winter Garden

5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 5-bedroom, 3-bathroom home in the highly sought-after Independence community, one of Orlando's premier master-planned neighborhoods. Move-in ready and thoughtfully updated, this home features newly installed flooring, fresh interior paint, abundant natural light, and an open-concept floor plan designed for comfortable everyday living and effortless entertaining. A spacious front porch offers the perfect place to relax while enjoying peaceful neighborhood views. Inside, the well-appointed kitchen overlooks the expansive living area, creating a seamless flow for gatherings with family and friends. The second-floor primary suite provides a private retreat with a generously sized bedroom and an oversized en-suite bathroom. Step outside to the covered rear lanai, ideal for morning coffee, outdoor dining, or simply unwinding at the end of the day. Residents of Independence enjoy an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, playgrounds, soccer fields, scenic walking trails with exercise stations, and dog parks. Located within a highly rated A-school district and just minutes from shopping, dining, healthcare, and everyday conveniences, this home also offers easy access to Walt Disney World and Orlando's world-famous attractions.

15621 Signature Drive, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 5-bedroom, 3.5-bath home with a spacious 3-car garage, offering the perfect blend of comfort, style, energy efficiency, and location. From the moment you step inside, you’ll appreciate the soaring ceilings, open living spaces, and thoughtful upgrades throughout. The custom stone fireplace, bring an inviting ambiance to those cozy evenings or when entertaining guests year round. At the heart of the home is the gourmet kitchen, featuring granite countertops, built-in appliances, abundant cabinetry, and plenty of space for cooking and entertaining. The adjoining living area is highlighted by a built-in fireplace, creating a warm and inviting focal point for family gatherings. One of the home’s standout features is the fully owned solar system, helping keep monthly electric costs exceptionally low—averaging approximately $33 per month. The exterior has been recently painted, adding fresh curb appeal. Step outside to the expansive backyard designed with possibilities in mind. The generous outdoor space offers ample room to add a pool whilst still leaving plenty of space for a dedicated grilling and outdoor dining area. Whether you're hosting summer barbecues, family gatherings or relaxing with friends, the spacious yard provides the ideal setting for creating your own private outdoor retreat. The modern floor plan offers five bedrooms and 3.5 bathrooms, providing flexibility for families, guests, or a home office, along with a generous 3-car garage for vehicles and additional storage. Ideally located in one of Winter Garden’s most desirable communities, this home is zoned for highly rated schools and offers convenient access to Walt Disney World, SR-429, downtown Orlando, and Orlando International Airport (MCO), making commuting, travel, shopping, dining, and entertainment easily accessible. If you’re looking for a move-in-ready home with premium features, exceptional energy savings, generous living space, and an outstanding location, this home is ready to welcome you.

5079 Palmetto Park Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Phase 3bcd SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained home in the master-planned community of Waterleigh community of Horizon West in Winter Garden. This popular Bellake floor plan offers over 2,200 square feet of beautifully maintained living space. Rare concrete block construction on both the first and second floors, thoughtful updates by the current owner, and a functional open-concept layout make this home stand out from the moment you arrive. As you step inside, you're welcomed by a versatile flex room to the left, perfect for a home office, playroom, or formal sitting area, while the updated half bath with a new vanity and light fixture is conveniently located to the right. Continue into the spacious great room that flows seamlessly into the kitchen, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel Whirlpool appliances, granite countertops, a large center island with additional cabinet storage, ample cabinetry, a dedicated dining area, and overlooks the main living space. Select areas of fresh interior paint, refreshed tile flooring, updated lighting, and a new ceiling fan add to the home's clean, well-cared-for feel. Just beyond the kitchen, a mudroom provides access to the attached two-car garage. Additional storage can be found beneath the staircase. Upstairs you'll find all three bedrooms, two full bathrooms, the laundry room, and an additional storage closet. The spacious primary suite features a beautifully remodeled en-suite bathroom with a walk-in shower finished in timeless subway tile, contrasting dark grout, sleek matte black fixtures, and a custom-designed walk-in closet. The secondary bedrooms share a full bathroom with a dual-sink vanity. Sliding glass doors off the great room open to the covered, screened lanai with paver flooring overlooking the side and backyard. The security system, security cameras, washer, and dryer all convey. Enjoy Waterleigh's resort-style amenities including four pools, four parks, two fitness centers, tennis courts, beach volleyball, putt-putt golf, walking trails, a fishing pier, and a beautiful clubhouse, while the HOA maintains the lawn and shrubs. Minutes from Hamlin Town Center, Publix, SR 429, Disney, and the shores of Hickory Nut Lake, you'll even enjoy Disney fireworks from your driveway. Schedule your private showing today!

15741 Fountain Springs Road, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Lakeshore Preserve SubDv. ⋅ 34787 Zip Code

Luxury Toll Brothers End-Unit Townhome in Lakeshore Preserve! This beautifully maintained CICERO Spanish Colonial floorplan offers an open-concept layout with 10' ceilings, 8' doors, wood-look tile flooring, and abundant natural light. The gourmet kitchen features a center island, 42" cabinets, Diamond white-quartz countertops, stainless steel appliances, natural gas cooking, a large pantry, and a new oversized single-basin sink. The first-floor owner's suite includes a spacious walk-in shower and dual vanities. Upstairs you'll find two generous bedrooms, a loft, and a charming wraparound balcony. A covered walkway connects the home to the attached two-car garage. Recent upgrades include new landscaping, French doors added to the kitchen, water-resistant laminate flooring throughout the upstairs, updated quartz countertops in the kitchen and guest bath, upgraded lighting and staircase chandelier, new refrigerator, washer and dryer, saltwater softener system, patio pavers, and added garage storage. The home has been meticulously maintained with annual HVAC servicing and regular tankless water heater maintenance. Enjoy resort-style living at Lakeshore Preserve with a lakefront clubhouse, fitness center, gathering room, catering kitchen, resort pool, kayaking, and paddleboarding. Ideally located in Horizon West, just minutes from Disney, Universal, shopping, dining, and major retail centers.

8873 Fountain Palm Alley, Winter Garden

6 Beds ⋅ 6 Baths ⋅ Latham Park South SubDv. ⋅ 34787 Zip Code

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 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

4 Beds ⋅ 3 Baths ⋅ Waterleigh Phs 3b 3c & 3d SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living and entertaining. Relax on the covered lanai while enjoying peaceful water views and breathtaking Florida sunsets. Residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, BBQ and picnic areas, and lawn maintenance, all just minutes from top-rated schools, shopping, dining, hospitals, major highways, Flamingo Crossings, and Walt Disney World. This exceptional home offers the perfect combination of comfort, convenience, and resort-style living—schedule your private showing today!

9296 Bolero Road, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 1 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Beautifully maintained 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.

14301 White Moss Way, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code

Welcome to 15183 Bridgewater Crossings Blvd, a 3-bedroom, 2 full/1 half bath home with a versatile bonus room featuring newly installed sliding barn doors, perfect for a home office, playroom, or guest space. Fresh exterior and interior paint, new ceiling fans and crown molding in the living room, kitchen, and primary bedroom add character throughout. Enjoy Florida living from your fully fenced in backyard with rear porch, or relax on your front porch, where you can view the nightly Disney fireworks. Located in the highly desirable Horizon West area, this amenity-rich community offers two pools, two clubhouses with fitness centers, an arcade room, billiards, tennis, basketball courts, dog parks, walking and bike paths, expansive green spaces, and a community boat ramp with access to Lake Hancock. HOA INCLUDES CABLE and Wi-Fi. Enjoy exceptional convenience with SR 429 minutes away, providing quick access throughout Central Florida. Minutes from Hamlin Town Center, where you can enjoy the new recreational destination Horizon West Regional Park, PopStroke, Cinepolis, shopping & dining galore, the new Horizon West Library and Orange County National Golf. Bonus... you are so close to the magic of Downtown Winter Garden, Disney World and zoned for top-rated schools. This home offers the perfect blend of comfort, recreation and location! ALL INFORMATION CONTAINED HEREIN IS FROM SOURCES DEEMED RELIABLE, HOWEVER, NO REPRESENTATION OR WARRANTY IS MADE TO THE ACCURACY THEREOF.

15183 Bridgewater Crossings Boulevard, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Highlands/Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code

Modern Comfort Meets Resort-Style Living in Horizon West Discover the perfect blend of style, convenience, and community in this beautiful home located at 15813 Sweet Lemon Way in the highly sought-after Highlands at Summerlake Groves community of Winter Garden. Built in 2018, this spacious, open-concept residence provides a tranquil retreat while keeping you connected to the best of Central Florida’s lifestyle. Home Highlights This well-appointed home features an airy, modern layout designed for both entertaining and everyday relaxation: Spacious Living: Approximately 2,119 sq. ft. of living space featuring a seamless Open Floor Plan that connects the kitchen, dining, and living areas for family gatherings. Designer Touches: Beautifully finished with solid wood cabinetry, premium solid-surface countertops, and elegant tray ceilings that add a touch of sophistication. Comfort & Layout: A functional, split-bedroom design provides privacy and comfort, complemented by generous walk-in closets and large windows that invite abundant natural light. Modern Features: Includes a convenient 2-car garage, central cooling, and durable luxury vinyl plank flooring throughout. Community & Lifestyle Amenities Living in Highlands at Summerlake Groves means having access to a lifestyle designed for activity and connection. The community provides residents with a range of perks, including: Resort-Style Amenities: Enjoy access to a community pool and clubhouse that serve as the heart of the neighborhood. Active Living: Well-maintained walking trails, scenic sidewalks, and ample green space throughout the community invite you to stay active outdoors. Neighborhood Vibe: A family-friendly atmosphere with street lights and community-focused infrastructure that ensures peace of mind. HOA Perks: Your monthly dues cover cable TV, water, waste services, essential maintenance and access to recreational facilities, allowing for a low-maintenance lifestyle so you can spend more time enjoying your home. Prime Location: The Heart of Winter Garden Located in the dynamic Horizon West area, you are minutes away from everything you need: Entertainment & Magic: Unbeatable proximity to world-renowned theme parks and the Walt Disney World® Resort area. Top-Rated Schools: Situated near highly regarded schools, including Summerlake Elementary, Hamlin Middle, and Windermere High School. Shop & Dine: Just a short drive to the historic downtown Winter Garden for local boutiques and the famous Farmers Market, or Winter Garden Village for convenient, big-brand shopping and dining. Ready to Make It Yours? This home is a rare opportunity to own a move-in-ready property in one of Central Florida's most desirable zip codes. Whether you are looking for your first home or your next upgrade, 15813 Sweet Lemon Way is waiting for you.

15813 Sweet Lemon Way, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 4 SubDv. ⋅ 34787 Zip Code

Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.

5686 Cypress Hill Road, Winter Garden

Start Your Search