Windward Place Homes for Sale

Welcome to Windward Place, a hidden gem nestled in the heart of Orlando, Florida, within the vibrant Orange County. This charming subdivision offers an idyllic blend of suburban tranquility and urban convenience, making it a perfect haven for families, professionals, and retirees alike.

Windward Place boasts a variety of beautifully designed homes that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious modern layouts, each property is thoughtfully crafted with quality materials and contemporary finishes. Many homes feature open-concept living spaces, gourmet kitchens, and lush backyards, ideal for entertaining or simply enjoying the Florida sunshine. With homes for sale in Windward Place, prospective buyers will find a delightful selection that meets their needs and aspirations.

The community is not just about stunning homes; it also offers a welcoming atmosphere with beautifully landscaped common areas, walking paths, and recreational facilities. Residents can enjoy leisurely strolls or bike rides while soaking in the natural beauty that surrounds them. Families will appreciate the proximity to top-rated schools, parks, and family-friendly attractions, ensuring that there’s always something to do.

Conveniently located, Windward Place provides easy access to major highways, shopping centers, and dining options, making it a breeze to explore all that Orlando has to offer. Whether you’re looking for a peaceful retreat or a place to create lasting memories, Windward Place is the perfect setting for your next chapter. Explore the homes for sale today and discover why this community is the ideal place to call home!

Newest Windward Place Homes for Sale

$535,000

3 Beds ⋅ 3 Baths ⋅ Windward Place SubDv. ⋅ 32812 Zip Code

Virtually Staged. Welcome to 4404 Sailor Court, a turnkey colonial-style pool home offering 3-bedrooms, 2.5-baths, and 1,972 square feet of living space. This home is conveniently situated at the end of a cul-de-sac, features an impressive .30-acre lot, a fully fenced-in backyard, and no rear neighbors. The beautiful brick exterior offers timeless curb appeal, while the tastefully updated interior is warm, inviting, and truly move-in ready. As you step inside, discover the details that make this home special. The custom stairs and laminate flooring (2025) throughout the ground floor, fresh interior paint (2026), and new light fixtures (2026) create a welcoming first impression. On the first floor you'll find the formal dining room, living room, kitchen, a brick wood-burning fireplace, half bathroom, and the laundry room. The kitchen is equipped with a full suite of new stainless steel Whirlpool appliances (2025/2026), granite counter tops, plenty of storage, and upgraded soft close cabinets. Impact windows throughout the home bring in an abundance of natural light. Upstairs, you'll find three generously sized bedrooms, including the oversized primary suite. The guest bathroom is shared by the two additional bedrooms, one of which features a built-in desk system, ideal for a home office. Step outside through the sliding glass doors and you'll find a spacious, covered, screened-in patio. The private screened-in pool, outdoor bar, and expansive backyard create a perfect setting to experience the Florida lifestyle. Enjoy the privacy of having no rear neighbors and a fully fenced-in backyard. Major improvements provide additional peace of mind, including a newer roof and gutters (September 2022), A/C (May 2019), new water heater (2026), new pool pump (2026), and newer septic drain field (2023). Two sheds in the backyard add additional storage options, including a 12x10 Tuff shed (2022). Centrally located near the heart of Orlando, you really can't beat this location! Barber Park is right around the corner which offers basketball courts, soccer fields, playgrounds, a splash pad, dog park, and seasonal farmers markets. The home is just minutes from the Conway Chain of Lakes, approximately 10 minutes from the Orlando International Airport, 15 minutes from Downtown Orlando, and has convenient access to Orlando's world-famous attractions. Schedule a showing today!

4404 Sailor Court, Orlando

$490,000

4 Beds ⋅ 2 Baths ⋅ Windward Place SubDv. ⋅ 32812 Zip Code

Beautifully maintained 4-bedroom, 2-bathroom home on a cul-de-sac in a centrally located Orlando neighborhood. Just minutes from Orlando International Airport, Downtown Orlando, and close to public and private schools. This property offers unmatched convenience for commuting, education, and entertainment. Inside, the home has been cared for, featuring a new AC system and a newer roof, providing peace of mind for years to come. The spacious layout offers comfortable living areas, generous bedrooms, and a warm, inviting atmosphere throughout. With its ideal location and well-kept condition, this home is a fantastic opportunity for buyers seeking comfort, convenience, and value in the heart of Orlando.

3726 Sarasota Court, Orlando

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