Windermere Homes for Sale

Welcome to Windermere, a delightful subdivision nestled in the heart of Middlesboro, Kentucky, within the picturesque Bell County. This charming community offers a perfect blend of serene living and convenient access to local amenities, making it an ideal choice for families, retirees, and everyone in between.

Windermere is characterized by its beautifully landscaped streets, friendly neighbors, and a strong sense of community. The subdivision is designed to foster a peaceful lifestyle while still being just a stone's throw away from the vibrant heart of Middlesboro. Residents enjoy easy access to schools, parks, shopping, and dining options, ensuring that everything you need is right at your fingertips.

When it comes to homes for sale in Windermere, you'll find a variety of options that cater to diverse tastes and budgets. From charming single-family homes with spacious yards perfect for family gatherings to modern designs featuring open floor plans and contemporary finishes, there’s something here for everyone. The properties are well-maintained and reflect the pride of ownership that residents take in their homes.

Living in Windermere means embracing a lifestyle where community and comfort come together. Imagine enjoying evening strolls along tree-lined streets, hosting barbecues in your backyard, or gathering with neighbors for seasonal events. With homes available now, the opportunity to join this welcoming neighborhood is just a click away. Explore Windermere today and discover your dream home in this enchanting subdivision in Middlesboro, KY!

Newest Windermere Homes for Sale

$389,900

3 Beds ⋅ 3 Baths ⋅ 341277 MLS

Welcome home to **104 Bermuda Lane in Inman!** This charming traditional two-story home, built in 2006, offers **3 bedrooms, 2.5 bathrooms**, and a spacious layout designed for comfortable everyday living. Situated on a generous **corner lot**, this property offers plenty of outdoor space for relaxing, entertaining, gardening, or enjoying a little extra privacy. A true standout is the incredible **4-car garage capacity**! In addition to the **attached 2-car garage**, the property features a separate **detached 2-car garage**—perfect for the car enthusiast, workshop, hobbies, recreational equipment, or simply all the extra storage you've been looking for. Located in the growing Inman area with convenient access to shopping, dining, schools, and nearby communities, this home offers the combination of space, functionality, and flexibility that can be hard to find. The property is also located in a **USDA-eligible area**, which may provide qualified buyers with an opportunity for **100% financing**. **Two garages. Room for four cars. A spacious corner lot. Come discover all the possibilities at 104 Bermuda Lane!**

104 Bermuda Ln, Inman

Listing courtesy of of Keller Williams Realty.

$230,000

3 Beds ⋅ 2 Baths ⋅ 26005639 MLS

Welcome home to this spacious and inviting 3-bedroom, 1.5-bath property that offers both comfort and versatility! In addition to the three bedrooms, you'll find a bonus room that can easily serve as a 4th bedroom, home office, or flex space to fit your needs. This home features both a cozy living room and a separate den, providing plenty of space for relaxing or entertaining. The den is highlighted by a charming fireplace—perfect for gathering on cooler evenings. The eat-in kitchen offers a warm and functional space for everyday meals. Step outside to enjoy a large backyard complete with a swimming pool, an expansive deck, and a screened-in area attached to the deck—perfect for relaxing without worrying about pests while still enjoying the outdoors. Whether you're hosting guests or unwinding after a long day, this outdoor space has it all. With its flexible layout, multiple living spaces, and great indoor and outdoor amenities, this home has something for everyone. Don't miss your chance to make it yours!

156 Wellington Dr, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

$425,000

3 Beds ⋅ 3 Baths ⋅ 339021 MLS

Hidden within a quiet, mature neighborhood, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and unforgettable outdoor living. From the moment you step inside, soaring vaulted ceilings create a stunning first impression, filling the living spaces with light and an airy sense of openness. With approximately 2,200 square feet, this home was designed for both everyday living and effortless entertaining. Plantation shutters throughout most of the home provide timeless elegance, while the newly updated front porch railing adds charm and curb appeal. The heart of the home extends into an incredible sunroom where indoor and outdoor living come together seamlessly. Featuring three sliding glass doors and two oversized sliding windows, this versatile space transforms with the seasons. Imagine summer evenings with every opening pulled back, warm breezes flowing through, laughter from friends by the pool, and the glow of sunset settling over your private backyard retreat. Outside, the possibilities are endless. A fenced backyard oasis awaits with a sparkling pool, a hot tub, and a cozy fire pit that convey with the home perfect for gathering under the stars. Whether you're hosting weekend cookouts, celebrating special occasions, or simply enjoying a quiet night at home, this backyard was made for making memories. A built-in gas line for your grill adds even more convenience to your outdoor lifestyle. This is more than a house—it's the setting for your next chapter. A place where mornings begin with coffee in the sunroom, afternoons are spent poolside, and evenings end around the fire with family and friends. Once you step inside, you'll find yourself wanting to stay a little longer... and imagining what life could look like here. Cameras do not convey.

140 Bermuda Ln, Inman

Listing courtesy of of Coldwell Banker Caine Real Est.

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Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.