Winter Garden Shores Rep Real Estate

Winter Garden Shores Rep Real Estate

Welcome to Winter Garden Shores Rep, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Winter Garden Shores Rep, you'll be greeted by a warm sense of community and friendly neighbors. The beautifully designed homes range from cozy single-family residences to spacious modern designs, catering to diverse lifestyles and preferences. Many properties boast stunning landscaping and outdoor spaces, perfect for enjoying Florida’s year-round sunshine.

One of the highlights of living in Winter Garden Shores Rep is its proximity to the charming downtown area of Winter Garden. Just a short drive away, residents can explore a variety of boutique shops, delightful restaurants, and local farmers' markets, all set against the backdrop of picturesque historic buildings. For those who enjoy outdoor activities, the nearby West Orange Trail offers miles of scenic paths for biking, walking, and jogging, ensuring that nature lovers can stay active while soaking in the beautiful Floridian landscape.

Families will appreciate the excellent schools in the area, providing quality education and a nurturing environment for children. With easy access to major highways, commuting to nearby cities like Orlando is a breeze, allowing residents to enjoy the best of both worlds: a peaceful home life and the excitement of urban living.

Discover the charm and convenience of Winter Garden Shores Rep, where your dream home awaits in this welcoming community!

Newest Listings in Winter Garden Shores Rep

$719,500
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Experience the perfect blend of comfort, charm, and functionality in this beautiful Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story loft and a versatile fourth bedroom with its own half bath—perfect for guests, a media room, or flexible living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious family room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and separate office with French doors provide additional space and privacy. Step outside to enjoy peaceful outdoor living in the landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 2-car garage plus a dedicated golf cart garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season too. Recent updates include a New Roof (2023), New hot water tank, New mini-split, A/C Main (2023), and fresh interior paint (2026). Come discover all this wonderful home has to offer and make it yours!

502 Palm Drive, Winter Garden
$469,900
4 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Fully Renovated and Move-In Ready! This beautiful 4-bedroom, 2-bath home features a spacious open-concept layout with bright and modern living areas. The designer kitchen showcases premium-quality cabinetry and elegant quartz countertops, perfect for both everyday living and entertaining. Enjoy relaxing in the screened porch or take advantage of the large backyard, ideal for gatherings, BBQs, or simply enjoying your outdoor space. A perfect blend of style, comfort, and functionality — don’t miss this opportunity!

113 W Division Street, Winter Garden
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Welcome to Winter Garden, which has been ranked by Money Magazine "Best Places To Live In America" and is a finalist for Hallmark Channel's 2026 "Merriest Christmas Towns" Contest. This exceptional property in the heart of the highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. Priced to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. A large shed, rated as a detached garage, provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. The 3/4 acre property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. SELLER WILL CONSIDER SUB-DIVIDINGTHE LOTS. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.

205 Surprise Drive, Winter Garden
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