Windward Place Homes for Sale

Welcome to Windward Place, a hidden gem nestled in the heart of Orlando, Florida! This charming subdivision is a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike. Windward Place boasts a picturesque setting with lush landscaping, tree-lined streets, and a warm community atmosphere that welcomes you home.

The homes for sale in Windward Place are as diverse as they are inviting. From contemporary single-family homes to spacious townhouses, you'll find a variety of architectural styles that cater to different tastes and lifestyles. Each residence is designed with comfort in mind, featuring open floor plans, ample natural light, and modern amenities that ensure a seamless living experience. Many homes also offer private backyards, perfect for outdoor gatherings or quiet evenings under the stars.

Living in Windward Place means enjoying the best of both worlds. While the subdivision offers a peaceful retreat from the hustle and bustle of city life, it is conveniently located near major highways, shopping centers, and top-rated schools. Outdoor enthusiasts will appreciate the proximity to parks and recreational areas, providing endless opportunities for biking, hiking, and enjoying Florida's beautiful weather.

Whether you're looking to buy your first home or seeking a serene place to retire, Windward Place has something for everyone. Explore the current homes for sale and discover the vibrant community that awaits you in this delightful Orlando neighborhood. Welcome to Windward Place—where 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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