Windermere Real Estate

Welcome to Windermere, a charming subdivision nestled in the heart of Cleveland, Tennessee, within beautiful Bradley County. This picturesque community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Windermere is characterized by its well-maintained streets, lush green spaces, and beautifully designed homes that reflect a variety of architectural styles. Whether you're searching for a cozy single-family residence or a spacious two-story home, Windermere has something to suit every taste and lifestyle. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community events foster lasting connections.

One of the standout features of Windermere is its proximity to Cleveland's vibrant city center, where you'll find an array of shopping, dining, and entertainment options. Enjoy a leisurely afternoon at one of the local parks, or take advantage of the nearby recreational facilities that cater to all ages. Families will appreciate the access to top-rated schools, ensuring quality education for their children.

Outdoor enthusiasts will love the scenic beauty surrounding Windermere, with opportunities for hiking, biking, and exploring nature just a stone's throw away. The area’s mild climate allows for year-round outdoor activities, making it a delightful place to call home.

With its welcoming community, convenient location, and an abundance of amenities, Windermere is more than just a subdivision; it's a place where memories are made and dreams come true. Come discover the charm of Windermere and see why so many are proud to call this lovely neighborhood home!

Newest Listings in Windermere

$389,900

3 Beds ⋅ 3 Baths ⋅ 3337130 MLS ⋅ ACTIVE Status ⋅ 0.37 Acres ⋅ 37323 Zip Code

This Windermere home just entered its new era. This one's been given the full glow-up -- New carpet, fresh paint throughout (yes, even the garage), refreshed cabinets with brand-new countertops, new plumbing, new water heater, new ceiling fans, new garage doors with a sleek painted floor, and the septic's been pumped. Translation: the to-do list is already done. Start your mornings on the rocking chair front porch, then step inside to a vaulted family room that feels open, bright, and made for gathering. The main-level primary suite is the real flex -- spacious, private, and complete with his-and-hers closets, a soaking tub, and separate shower. Two more bedrooms plus a bonus flex room mean you've got options: home office, playroom, gym -- you decide. A dedicated laundry room keeps life running smoothly. Out back, new deck rails and a perfectly pancake-flat lot are ready for cookouts, cornhole, and everything in between. Low-maintenance vinyl siding means more weekends actually enjoying the place. 2,206 square feet, zero projects, all vibes -- come see it before someone else calls it home.

168 NE Windermere Lane, Cleveland

$847,777

6 Beds ⋅ 4 Baths ⋅ 3305765 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37043 Zip Code

Welcome to your private ALL BRICK retreat sitting on just under an acre and minutes from exit 11 I-24W, VANDERBILT HOSPITAL, PUBLIX, RESTAUTANTS, SHOPPING and zoned for the new KIRKWOOD SCHOOLS. This rare find offers 5231 sq.ft. of total. Great outdoor space on over 1200 sq. ft of covered and open trex deck, front porch and stamped concrete with brick firepit. Offering 6 bedrooms in the main home with 3.5 baths plus an additional attached guest house with kitchen area, bedroom, office and full bath. There is plenty of storage in the 3 car garage with shelving and cabinets. Just updated with NEW LPV throughout the main living space, freshly painted, a NEW ROOF last year, beautiful SOLID REAL WOOD cabinets and deep drawers, 2 lazy susans in the eat-in kitchen with GRANITE counters, breakfast bar, TILE backsplash, undercabinet lights, DOUBLE ovens, space for a full size wine cooler, and a walk-in pantry. The grand foyer opens up to a spacious office offering lots of natural lighting. The Laundry room has a sink and lots of storage area plus there is another laundry room off the main floor bedroom. There is plenty of space to entertain in the Grand keeping room with VAULTED ceiling and FIREPLACE off of the kitchen with a beautiful arched entrance to another living room with another gas fireplace. The backyard is lined with trees for privacy and there is a great space right off the deck to install your dream pool ( the septic and field lines are in the front yard ).HURRY this GEM will not last long!!!

2812 Wakefield Dr, Clarksville

$389,900

3 Beds ⋅ 3 Baths ⋅ 3230437 MLS ⋅ ACTIVE Status ⋅ 0.37 Acres ⋅ 37323 Zip Code

168 NE Windermere Lane, Cleveland

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.