Windermere Real Estate

Welcome to Windermere, a charming subdivision nestled in the heart of Clarksville, Tennessee, within the vibrant Montgomery County. This picturesque community is the perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Windermere boasts beautifully designed homes that reflect a variety of architectural styles, ensuring that you find the perfect fit for your lifestyle. The neighborhood features spacious lots, lush green spaces, and meticulously maintained landscaping, creating an inviting atmosphere for residents and visitors alike. With a strong sense of community, Windermere is known for its friendly neighbors and family-oriented events, fostering a welcoming environment for all.

Located just a short drive from the bustling downtown Clarksville, residents of Windermere enjoy easy access to a plethora of shopping, dining, and entertainment options. Local parks, recreational facilities, and top-rated schools are all within reach, making it an ideal location for families seeking a balance between work and play.

Outdoor enthusiasts will appreciate Windermere's proximity to scenic parks and nature trails, perfect for hiking, biking, and enjoying the beautiful Tennessee weather. Additionally, the area is conveniently located near major highways, providing quick access to Nashville and other nearby attractions.

Whether you’re looking to buy your first home, upgrade to a larger space, or find a peaceful retreat, Windermere offers a welcoming community that feels like home. Come discover the charm and convenience of Windermere in Clarksville, TN – where your dream home awaits!

Newest Listings in Windermere

$847,777

5 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

$404,900

3 Beds ⋅ 3 Baths ⋅ 3230437 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

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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.