Windsor Oaks Homes with COBB Middle School

Welcome to Windsor Oaks, a charming subdivision nestled in the heart of Tallahassee, Florida. This picturesque community offers a perfect blend of suburban tranquility and vibrant city life, making it an ideal place for families, professionals, and retirees alike. With its lush landscapes and friendly atmosphere, Windsor Oaks is more than just a neighborhood—it's a place to call home.

One of the standout features of Windsor Oaks is its proximity to the highly regarded Cobb Middle School. Parents will appreciate the convenience of having quality education within reach, ensuring that their children receive the best possible foundation for their future. The school's commitment to academic excellence and a nurturing environment makes it a sought-after choice for families living in the area.

The homes in Windsor Oaks are as diverse as the residents who inhabit them, featuring a variety of architectural styles and sizes to suit different lifestyles and preferences. Whether you're looking for a cozy single-family home or a spacious property with room to grow, you'll find a perfect fit in this welcoming community. Many homes boast modern amenities, beautifully landscaped yards, and easy access to nearby parks and recreational facilities.

Living in Windsor Oaks means enjoying the best of Tallahassee living—proximity to shopping, dining, and entertainment, all while being surrounded by nature's beauty. With a strong sense of community and a focus on family-friendly living, Windsor Oaks is a hidden gem in Leon County. Come explore this delightful neighborhood and discover why so many are proud to call Windsor Oaks home!

Newest Windsor Oaks Homes with COBB Middle School

$399,000

3 Beds ⋅ 2 Baths ⋅ 401020 MLS

One or more photo(s) has been virtually staged. Situated on a quiet cul-de-sac in Windsor Oaks, this 3BR/2BA home combines comfort, convenience, and thoughtful updates just 9 minutes from downtown Tallahassee and 15 minutes from the northeast side of town. Fresh pre-finished hardwood floors flow throughout, complementing a spacious living room with 13-foot ceilings, a wood-burning fireplace, and double doors leading to a 2018 screened-in porch. The layout also includes a skylit office/flex space, updated bathrooms, and a fully fenced backyard with a hot tub and a functional sauna that can easily be converted back into a storage shed. Major improvements include a new 2025 roof, 2019 HVAC, and 2025 water heater, while the expansive 46x17 attic over the two-car garage offers incredible potential for a future bonus room or additional bedroom.

2012 Windsor Oaks Court, Tallahassee

$347,500

3 Beds ⋅ 3 Baths ⋅ 397989 MLS

Super In-Town Location! Nestled in the charming Windsor Oaks neighborhood, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. Designed with a highly desirable floorplan, the home features soaring ceilings, abundant natural light, and a brand-new 2024 roof for added peace of mind. The spacious eat-in kitchen is ideal for both everyday living and entertaining, offering a breakfast bar, generous counter space, and like-new stainless-steel appliances. A separate dining room flows effortlessly into the expansive living room, where a cozy fireplace creates a warm and inviting gathering space. Upstairs, a versatile loft provides endless possibilities as a home office, playroom, fitness area, or media room. The oversized primary suite is a relaxing retreat, complete with a spacious ensuite bath featuring double vanities, a jetted tub, and a separate shower. Step outside to enjoy the private, fully fenced backyard with a refreshed deck—perfect for outdoor dining, weekend barbecues, or simply unwinding after a long day. Conveniently located just minutes from the Capitol, state offices, TMH, Governor’s Park, shopping, dining, and everyday conveniences, this move-in-ready home offers exceptional value in one of Tallahassee’s most desirable in-town locations.

525 Forest Green Dr, Tallahassee

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