Windermere Homes for Sale

Welcome to Windermere, a charming subdivision nestled in the heart of Clarksville, Tennessee, in Montgomery County. This picturesque community is designed for those who appreciate both tranquility and convenience, making it an ideal place to call home. Windermere boasts a variety of homes for sale, each offering unique features that cater to diverse lifestyles and preferences.

As you stroll through the tree-lined streets of Windermere, you’ll be captivated by the well-maintained landscapes and the welcoming atmosphere. The neighborhood is known for its friendly residents and strong sense of community, making it a perfect setting for families, professionals, and retirees alike. With a range of amenities nearby, including parks, shopping centers, and dining options, you’ll find everything you need just a stone’s throw away.

The homes in Windermere are thoughtfully designed, showcasing modern architecture and spacious layouts. Many properties feature open-concept designs, gourmet kitchens, and expansive backyards, ideal for entertaining or enjoying peaceful evenings. Whether you’re searching for a cozy starter home or a larger residence to accommodate your growing family, Windermere has something for everyone.

In addition to its appealing homes, Windermere is conveniently located near major highways, making commutes to nearby cities a breeze. With excellent schools and recreational facilities in close proximity, residents can enjoy a fulfilling lifestyle in this vibrant community. Explore the homes for sale in Windermere today and discover your dream home in this idyllic Clarksville neighborhood!

Newest Windermere Homes for Sale

$747,777

6 Beds ⋅ 4 Baths ⋅ 3623987 MLS ⋅ ACTIVE Status ⋅ 0.85 Acres ⋅ 37043 Zip Code

EXTRODINARY RARE find in this remodeled ALL BRICK beauty nestled on a beautiful PRIVATE .85 acre lot in an established neighborhood in SANGO ( NO new construction or cookie cutter homes ). Located less than 2 miles from VANDERBILT HOSPITAL & I-24, PUBLIX, RESTAURANTS & SHOPPING plus is zoned for the new KIRKWOOD SCHOOLS. Offering 5231 sq.ft. of total heated & cooled living space in main house & the attached GUEST/IN-LAW SUITE. There is also over 1800 sq. ft of additional outdoor living space on the covered front porch, covered & open TREX deck, STAMPED concrete patio with a built-in BRICK FIREPIT plus another covered patio off the guest suite. The main house offers 6 spacious bedrooms with a main level 22x20 bedroom could be a 2nd primary, a KEEPING ROOM off the kitchen with a VAULTED ceiling & GAS FIREPLACE, another family room with an arch entrance, built-in shelving with another GAS FIREPLACE that has a CHIMNEY that could be converted back to wood burning, a huge 19x13 OFFICE, a formal dining room , 2 Laundry rooms & 3.5 baths. The attached private quest/in-law suite has a kitchen area, bedroom with sitting area & a full bath. The Seller just updated with NEW LPV throughout the main living space, freshly painted throughout, New LIGHTING & a NEW ROOF last year. The eat-in kitchen has beautiful SOLID REAL WOOD cabinets, deep SOFT CLOSE drawers, 2 LAZY SUSANS, GRANITE counters, TILE backsplash, UNDER CABINET lighting, a breakfast bar, DOUBLE OVENS and a walk-in pantry. There is plenty of storage space in the 3 garage attached garage ( can fit up to 6 cars) with mud sink & cabinets. The private backyard has a great space off the deck to install your dream inground pool or create your own backyard oasis. Hurry in this beauty will go fast!!

2812 Wakefield Dr, Clarksville

$579,900

3 Beds ⋅ 2 Baths ⋅ 3621535 MLS ⋅ ACTIVE Status ⋅ 0.76 Acres ⋅ 37323 Zip Code

Quality craftsmanship and timeless style come together in this like-new Craftsman-style home located on a private drive in the desirable Windermere II subdivision. Situated on approximately 1 acre of level, easy-to-maintain property, this beautifully designed home offers approximately 2,200 square feet of comfortable one-level living with a split-bedroom floor plan that provides both privacy and functionality. The spacious main level features three bedrooms and two full bathrooms, with the primary suite offering a relaxing retreat complete with a beautifully tiled shower. The kitchen is thoughtfully appointed with granite countertops and opens to the living areas, creating a welcoming space for everyday living and entertaining. A bonus room above the garage provides valuable additional space that can easily serve as a home office, media room, playroom, or guest space. Step outside and enjoy peaceful mountain views and the privacy of your spacious lot. With a private drive, level yard, county taxes, and no HOA, this property offers a wonderful combination of comfort, convenience, and freedom. Located in an area known for quality schools, this home is an excellent opportunity for those looking for a well-maintained, move-in-ready property with room to enjoy the outdoors while still being conveniently located.

237 Windermere Ln Ne, Cleveland

$724,900

4 Beds ⋅ 4 Baths ⋅ 3615054 MLS ⋅ ACTIVE Status ⋅ 0.54 Acres ⋅ 37043 Zip Code

**Seller is Offering $10,000 in Seller Concessions if Under Contract by Dec 31st, plus a 2-10 Home Warranty at Closing! ** Some homes have a way of making an impression before you've even finished walking through the front door. Set on just over half an acre near Exit 11, this beautiful all-brick home offers 4 bedrooms, 3.5 bathrooms, and an abundance of character. Soaring ceilings and a gorgeous chandelier greet you in the foyer, while abundant natural light, a gas fireplace, and a mixture of hardwood, tile, and carpet flooring add warmth throughout. One of the home's most distinctive features is its two spacious primary suites, both featuring private bathrooms and generous walk-in closet space. The main-level suite features a relaxing Jacuzzi tub beneath a beautiful stained glass window, while the equally spacious upstairs suite offers its own private retreat. An elevator provides convenient access between floors, adding another unique feature to this thoughtfully designed home. The kitchen features quartz countertops, stainless steel appliances, a gas range, and an eat-in dining area, while the formal dining room offers a beautiful space for hosting. Step outside to the charming rear courtyard, perfect for enjoying your morning coffee or unwinding at the end of the day. Throughout the home, generous storage spaces and carefully crafted architectural details add to its appeal. The extra-large fenced backyard offers plenty of room for entertaining, gardening, or letting your four-legged friends roam. With its memorable features, versatile layout, and beautiful finishing touches, this is a home you'll want to experience in person!

2704 Wakefield Dr, Clarksville

$775,000

4 Beds ⋅ 4 Baths ⋅ 3610316 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 1.67 Acres ⋅ 37043 Zip Code

Experience refined living in this all-brick, two-story residence, majestically situated on approximately 1.67 acres. Offering an impressive 4,452 sq ft, this exceptional home blends timeless elegance, generous living spaces, and remarkable privacy. A grand 12x12 foyer welcomes you into an interior enhanced by beautiful hardwood flooring, new carpet, and fresh paint. Two gas fireplaces create an inviting ambiance, including one in the family room (Heat-N-Glo direct vent) and a second in the luxurious owner’s suite. Spacious bedrooms feature generous walk-in closets and access to shared baths. The expansive kitchen boasts a substantial walk-in pantry, complemented by an oversized 11x7 laundry room. Bask in natural light in the sunroom overlooking the picturesque grounds, or retreat outdoors to the stunning in-ground pool—an impressive setting for entertaining and relaxation. A detached 3-car garage provides exceptional parking and storage. Ideally located near I-24, shopping, and schools, this magnificent property offers an extraordinary combination of elegance, privacy, and convenience.

2904 Winn Mor 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 Windermere Ln Ne, Cleveland

Start Your Search

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.

Windermere Homes for Sale

Newest Windermere Homes for Sale

How much is your home worth?

How much is your home worth?