Windward Place Homes with Sidewalk Exterior Features

Welcome to Windward Place, a charming subdivision nestled in the heart of Orlando, Florida, within the scenic Orange County. This delightful community is the perfect blend of comfort, style, and convenience, making it an ideal place for families, young professionals, and retirees alike.

Windward Place features a collection of beautifully designed homes, each showcasing stunning architectural details and modern amenities. One of the standout features of this subdivision is the inviting sidewalks that line the streets, creating a pedestrian-friendly atmosphere. Whether you're taking a leisurely stroll with your family, enjoying a morning jog, or simply walking your dog, the sidewalks encourage an active and connected lifestyle.

The homes in Windward Place boast a variety of exterior styles, each with its own unique charm. From cozy single-family residences to spacious two-story homes, there’s something to suit every taste and preference. Many properties feature lush landscaping and manicured lawns, enhancing the overall appeal of the neighborhood.

Located just minutes from Orlando's vibrant downtown, residents of Windward Place enjoy easy access to a plethora of shopping, dining, and entertainment options. The area is also known for its top-rated schools and close proximity to beautiful parks, making it an excellent choice for families looking to settle down in a thriving community.

Experience the warmth and charm of Windward Place, where every home is a gateway to a fulfilling and active lifestyle in the heart of Orlando. Come discover your dream home today!

Newest Windward Place Homes with Sidewalk Exterior Features

$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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