Winter Garden Homes with Ocoee High High school

Winter Garden Homes with Ocoee High High school

Welcome to Winter Garden, Florida—a vibrant city nestled in the heart of Orange County that perfectly blends small-town charm with modern conveniences. Known for its picturesque historic downtown, Winter Garden offers a delightful mix of quaint shops, delectable dining options, and lush parks, making it an ideal place for families and individuals alike. The city is surrounded by stunning natural beauty, with the scenic West Orange Trail winding through its landscape, perfect for biking, walking, or simply enjoying the outdoors.

One of the standout features of Winter Garden is its strong sense of community and commitment to quality education. Families looking to settle down will be pleased to know that homes in this area are served by Ocoee High School, a reputable institution known for its dedication to academic excellence and a wide array of extracurricular activities. This means that not only will your family enjoy the comforts of a beautiful home, but they will also have access to a school that prioritizes student success and growth.

Real estate in Winter Garden is diverse, ranging from charming historic homes to modern new constructions, catering to various lifestyles and budgets. Whether you're searching for a cozy bungalow or a spacious family residence, Winter Garden has something for everyone. With its friendly atmosphere, excellent schools, and convenient access to Orlando's attractions, it’s no wonder that Winter Garden is one of the most sought-after places to call home in Central Florida. Come discover the magic of Winter Garden and find your dream home today!

Newest Winter Garden Homes with Ocoee High High school

$850,000
5 Beds 3 Baths Covington Chase Ph 2b SubDv. 34787 Zip Code
Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.

637 Grassy Stone Drive, Winter Garden

$587,000
4 Beds 3 Baths Island Pointe Sub SubDv. 34787 Zip Code
Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.

1085 Chase Drive, Winter Garden

$815,000
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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