Windward Place Homes for Sale

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

Windward Place boasts an array of beautifully designed homes for sale, each exuding unique character and charm. With spacious floor plans and modern amenities, these residences cater to a variety of lifestyles and preferences. Whether you’re searching for a cozy single-family home or a larger property to accommodate a growing family, Windward Place has something for everyone. Many homes feature lush landscaping, private backyards, and inviting outdoor spaces perfect for entertaining or enjoying Florida’s sunny weather.

Living in Windward Place means embracing a lifestyle filled with convenience and recreation. The community is strategically located near major highways, providing easy access to downtown Orlando, shopping centers, and a plethora of dining options. Families will appreciate the proximity to top-rated schools and parks, ensuring that children have ample opportunities for play and growth.

For those who enjoy the outdoors, Windward Place is just a short drive from Orlando's renowned attractions, including theme parks, nature reserves, and beautiful lakes. Whether you’re looking for adventure or relaxation, this community offers the best of both worlds.

Explore the homes for sale in Windward Place today, and discover the perfect place to call home in this vibrant Orlando neighborhood. Your dream home awaits!

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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