Windermere Real Estate

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

Windermere is characterized by its beautiful tree-lined streets, well-maintained homes, and a welcoming atmosphere that fosters a strong sense of community. Residents enjoy spacious lots, modern architectural designs, and a variety of home styles that cater to diverse tastes and preferences. Whether you’re seeking a cozy starter home or a more expansive residence, Windermere has something for everyone.

One of the standout features of Windermere is its proximity to Cleveland’s thriving downtown area, where you can explore a plethora of dining, shopping, and entertainment options. Local parks and recreational facilities are just a stone's throw away, providing ample opportunities for outdoor activities, family picnics, and leisurely strolls. For nature enthusiasts, nearby hiking trails and scenic landscapes offer a perfect escape into the great outdoors.

Education is a top priority in the Windermere community, with access to highly-rated schools that are committed to fostering academic excellence. Families will appreciate the strong sense of community spirit, with neighborhood events and gatherings that encourage connections among residents.

If you’re looking for a place that combines comfort, convenience, and a vibrant lifestyle, Windermere in Cleveland, TN, is the perfect choice. Come and discover your dream home in this enchanting subdivision today!

Newest Listings in Windermere

$824,990

5 Beds ⋅ 3 Baths ⋅ 3514492 MLS ⋅ ACTIVE Status ⋅ 1.81 Acres ⋅ 37043 Zip Code

OFFERING 1% lender credit toward a 1 year rate buydown with the seller's preferred lender. Welcome to 2988 W Mor Drive, where the value is in the SPACE, LAND, AND EVERYDAY LIVABILITY. With just over 3,200 square feet on NEARLY TWO ACRES, this home offers a level of space that is increasingly difficult to find at this price point closer to Nashville. For buyers comparing what their budget gets them closer to Nashville, this property offers SIGNIFICANTLY MORE SQUARE FOOTAGE, NEARLY TWO ACRES OF LAND, AND EASY INTERSTATE ACCESS. Set in an ESTABLISHED CLARKSVILLE NEIGHBORHOOD just minutes from I-24, Nashville is about 45 minutes away and BNA about 40 minutes away. Everyday conveniences are close too, with beloved local Mexican restaurant EL RANCHO GRANDE just five minutes away, urgent care just minutes from home, and Walmart, Lowe’s, Kroger, and other essentials all within 15 minutes. Enjoy a quieter setting, more privacy, and a true COMMUNITY FEEL without giving up easy access to Middle Tennessee. Nearly two acres also means more room for outdoor entertaining, pets, hobbies, gardening, or simply enjoying a little more breathing room between you and your neighbors. ADDITIONAL NOTES: Open floor plan with exposed beams and fireplace in the family room. Eat-in kitchen features a large island and pantry, plus separate laundry room and formal dining room. FIVE BEDROOMS PLUS A BONUS ROOM offer plenty of flexibility. The king-sized PRIMARY SUITE includes a double vanity, freestanding tub, glass and tile shower, and oversized walk-in closet. One additional bedroom and full bath are located on the main level, with three additional bedrooms, Jack and Jill bath, and BONUS ROOM upstairs. Covered back porch extends the living space outdoors, with thoughtful BRM craftsmanship throughout. Come meet your new home today!

2988 W Mor Dr, Clarksville

$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

$817,777

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

Price Improvement!! 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 heated living space in main house and the guest suite that is connected to the house by a covered roof breezeway. Great outdoor living space on over 1800 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, deep SOFT CLOSE 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 gas 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 & side yard ).

2812 Wakefield Dr, Clarksville

$389,900

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

This Windermere home just entered its new era. 24 Hour First Right of Refusal - House to sell that is not under contract. 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.