Winter Garden Shores Rep Homes with Private Pool type

Winter Garden Shores Rep Homes with Private Pool type

Welcome to Winter Garden Shores Rep, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision is known for its picturesque landscapes, friendly community atmosphere, and convenient access to the best that Central Florida has to offer. Whether you’re a growing family, a retiree, or looking for a vacation home, Winter Garden Shores Rep has something for everyone.

One of the standout features of this delightful neighborhood is the abundance of homes with private pools. Imagine stepping out into your own backyard oasis, where you can relax under the Florida sun or host unforgettable gatherings with friends and family. These private pools not only provide a refreshing retreat on warm summer days but also add an element of luxury and tranquility to your lifestyle.

The homes in Winter Garden Shores Rep boast a variety of architectural styles, each designed to complement the lush surroundings. From modern designs to charming traditional layouts, you’ll find residences that cater to diverse tastes and preferences. Many properties feature spacious yards, well-manicured gardens, and the latest amenities, making them ideal for both relaxation and entertainment.

Living in Winter Garden Shores Rep means you’re just minutes away from downtown Winter Garden, where you can enjoy a vibrant mix of shops, restaurants, and cultural attractions. With easy access to major highways, commuting to nearby cities or theme parks is a breeze.

Discover the perfect blend of comfort, community, and leisure in Winter Garden Shores Rep—your private paradise awaits!

Newest Winter Garden Shores Rep Homes with Private Pool type

205 Surprise Drive, Winter Garden
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Back on the Market due to Buyer's failure to perform. 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

Start Your Search

How much is your home worth?

Get instant property value now!