Windsor Oaks Real Estate

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 urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Windsor Oaks is characterized by its beautifully landscaped streets and well-maintained homes, each exuding a unique charm that reflects the warmth of Southern living. The neighborhood boasts a variety of architectural styles, providing a diverse aesthetic that appeals to a wide range of tastes. With spacious lots and mature trees, residents enjoy a serene environment that invites outdoor activities and leisurely strolls.

One of the standout features of Windsor Oaks is its prime location. Situated just minutes away from the vibrant downtown area of Tallahassee, residents have easy access to a plethora of dining, shopping, and entertainment options. Whether you’re looking to savor a meal at a local café, explore boutique shops, or attend cultural events, everything you need is within reach.

Families will appreciate the proximity to highly-rated schools and parks, ensuring that children have ample opportunities for education and recreation. The community is also conveniently located near major highways, making commuting a breeze.

At Windsor Oaks, you’re not just buying a home; you’re becoming part of a welcoming community that values connection and quality of life. With its ideal location, beautiful homes, and friendly atmosphere, Windsor Oaks is truly a hidden gem in Tallahassee. Come experience the charm of this delightful neighborhood today!

Newest Listings in Windsor Oaks

$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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