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105 Wilson St, Cowan
$449,900
4 Beds ⋅ 3 Baths ⋅ 3510860 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37318 Zip Code
Charm, character, and craftsmanship all under one roof! This distinctive 4-bedroom, 2.5-bath home offers over 2,300 sq. ft. of thoughtfully designed living space with details you simply don’t find in every home. Beautiful hardwood floors, abundant natural light, custom woodwork, and built-ins create warmth and character throughout. The spacious kitchen features generous cabinetry, an island, and plenty of room for gathering. Flexible living spaces offer options for a home office, guest space, or everyday living, while the updated primary bath adds both style and function. One of the property’s standout features is the approximately 600 sq. ft. screened pavilion - an incredible extension of the home for morning coffee, outdoor dining, entertaining friends, or game days. Established landscaping and mature trees complete the setting. Conveniently located in Cowan, approximately 10 minutes from Sewanee’s central campus and 15 minutes from Winchester, with easy access to dining, shopping, Tims Ford Lake, and everything the mountain area has to offer. A wonderful option for a full-time residence, second home, or weekend retreat.

105 Wilson St, Cowan

312 Harris Chapel Rd, Estill Springs
$350,000
4 Beds ⋅ 3 Baths ⋅ 3510726 MLS ⋅ ACTIVE Status ⋅ 1.3 Acres ⋅ 37330 Zip Code
Discover this inviting home on 1.28+/- acres just outside city limits, only minutes from Tims Ford Lake. Bask in natural light from the Florida Sunroom, sip coffee on the spacious front porch, and enjoy plenty of room to play in the large yard. Pecan trees, roses, Yucca plants, muscadine vine (golden and blue varieties) is mature for making wine, jams & jellies to name a few of the beautiful landscaping touches. From the tall crepe myrtles to the shady driveway this home has potential. The attached 2-car garage, plus a detached shop and carport, offers abundant space for vehicles, hobbies, storage, or a workshop. With endless potential and a peaceful, convenient location, this property is ready for your personal touch. Don’t miss this rare opportunity - schedule your showing today!

312 Harris Chapel Rd, Estill Springs

Cascade Dr, Winchester
$124,900
3510249 MLS ⋅ ACTIVE Status ⋅ 1.04 Acres ⋅ 37398 Zip Code
Discover the perfect setting for your future home on this spacious 1.04 acre homesite in Stone Field Heights. Positioned along the front of the neighborhood and backing to picturesque horse farm acreage, Lot 9 offers a peaceful sense of openness, beautiful sunset views, and added privacy with no subdivision lots directly behind it. The gently sloping terrain offers exciting potential for a walk out basement design, giving you flexibility to create additional living, recreation, or storage space while making the most of the property’s natural grade. Enjoy the best of Southern Middle Tennessee living just minutes from Tims Ford Lake, where boating, fishing, kayaking, and relaxed days on the water can become part of everyday life. Tims Ford State Park, area marinas, boat ramps, trails, camping, and the Bear Trace golf course are all within easy reach. Historic Downtown Winchester is also nearby, offering local shopping, dining, community events, and small town charm. For a scenic day trip, the mountain community of Sewanee and the University of the South are only a quick drive away. With city water, electricity, and public sewer available at the street, much of the essential infrastructure is conveniently accessible as you begin planning your build. Whether you envision a full time residence, a lake area retreat, or a home designed for gathering with family and friends, Lot 9 combines space, scenery, convenience, and access to the Tims Ford lifestyle in one exceptional homesite. Bring your plans and make your vision a reality!

Cascade Dr, Winchester

77 Kentucky Ave, Sewanee
$499,900
3 Beds ⋅ 2 Baths ⋅ 3509975 MLS ⋅ ACTIVE Status ⋅ 0.69 Acres ⋅ 37375 Zip Code
Nestled directly within the iconic grounds of the University of the South, 77 Kentucky Ave offers a rare opportunity to own a piece of Sewanee’s storied landscape. This classic brick ranch combines the ease of single-level living with the unmatched prestige of a campus location, making it a standout find for those who value both tradition and versatility. The main residence spans 1,400 square feet, featuring three comfortable bedrooms and two full bathrooms. Windows invite an abundance of natural light into the living spaces, creating an atmosphere that is both bright and grounded. Outside, the expansive yard provides a lush, open canvas for gardening or hosting gatherings. The true jewel of this property is the detached 660-square-foot guesthouse. Complete with its own full kitchenette and a full bathroom, this secondary dwelling is a flexible space that’s hard to find. Whether you envision it as a sophisticated home office, a creative studio, or a private retreat for visitors, it adds incredible value and functionality to the estate. Living on the mountain means being part of a unique, vibrant community where world-class lectures, scenic trails, and collegiate charm are just beyond your doorstep. Properties on the University leasehold are a rarity; 77 Kentucky Ave is your chance to step into the heart of it all.

77 Kentucky Ave, Sewanee

1012 Hunt St, Winchester
$325,000
3509952 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Investors, take notice! 1012/1014 Hunt St, Winchester, TN! This new-construction duplex offers an excellent opportunity to add a modern, low-maintenance property to your portfolio in a convenient Winchester location. Each unit features 2 bedrooms and 2 full bathrooms, an attractive floor plan for renters seeking comfortable, functional living space. Both units offer desirable modern finishes, including LVP flooring, custom cabinets, and private patios. New construction means today's finishes and fewer immediate maintenance concerns, making this property an appealing option for both seasoned investors and those looking to expand their rental portfolio. Conveniently located just minutes from downtown Winchester, Nissan, shopping, dining, and other everyday amenities, the property offers easy access to Nissan and other lifestyle destinations—an important advantage for attracting and retaining tenants. With two separate units, modern construction, desirable 2BR/2BA layouts, and a convenient location, this duplex presents a strong opportunity for investors seeking a turnkey-style rental property in the Winchester market. Some photos have been virtually enhanced to completion for illustrative purposes only. Actual photos are also included. Final finishes and details may vary. Buyer/buyer’s agent to verify all pertinent information.

1012 Hunt St, Winchester

112 Short St, Winchester
$310,500
3509953 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Investors, take notice! 112/114 Short St Winchester, TN! This new-construction duplex offers an excellent opportunity to add a modern, low-maintenance property to your portfolio in a convenient Winchester location. Each unit features 2 bedrooms and 2 full bathrooms, an attractive floor plan for renters seeking comfortable, functional living space. Both units offer desirable modern finishes, including LVP flooring, custom cabinets, and private patios. New construction means today's finishes and fewer immediate maintenance concerns, making this property an appealing option for both seasoned investors and those looking to expand their rental portfolio. Conveniently located just minutes from downtown Winchester, Nissan, shopping, dining, and other everyday amenities, the property offers easy access to Nissan and other lifestyle destinations—an important advantage for attracting and retaining tenants. With two separate units, modern construction, desirable 2BR/2BA layouts, and a convenient location, this duplex presents a strong opportunity for investors seeking a turnkey-style rental property in the Winchester market. Some photos have been virtually enhanced to completion for illustrative purposes only. Actual photos are also included. Final finishes and details may vary. Buyer/buyer’s agent to verify all pertinent information.

112 Short St, Winchester

12571 Old Tullahoma Rd, Tullahoma
$275,000
3 Beds ⋅ 2 Baths ⋅ 3509894 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.75 Acres ⋅ 37388 Zip Code
If you've been searching for a home where all the hard work has already been done, this one deserves a spot at the top of your list! Sitting on approximately .75 acres just outside the Tullahoma city limits, you'll enjoy the convenience of being only minutes from both Tullahoma and Winchester while still having room to spread out and enjoy your own space. This home has been completely renovated from top to bottom, making it an easy choice for a first-time home buyer, someone looking to downsize without giving up space, or anyone wanting a move-in-ready home. Step inside and you'll immediately notice the spacious layout and split bedroom design, giving everyone a little extra privacy. The heart of the home is the beautifully updated kitchen with plenty of cabinet space, modern finishes, and room for family dinners, holiday gatherings, or simply enjoying your morning coffee. The updated bathroom continues the fresh, clean feel found throughout the home. Big-ticket items? Already taken care of! Enjoy peace of mind with a new roof, new windows, and a new water heater. The HVAC is approximately six years old, has been recently serviced, and is working great. Outside, you'll find a large yard with endless possibilities. Whether you want a garden, a place for kids or pets to play, or room for your next backyard cookout, you'll have the space to make it your own. The storage shed stays, giving you even more storage space. Finding a home with this much square footage, this many updates, and this great of a location isn't easy. It's comfortable, functional, and ready for its next chapter. All that's missing is you. Come take a look and see why this one feels like home.

12571 Old Tullahoma Rd, Tullahoma

102 Quail Ct, Estill Springs
$899,900
3 Beds ⋅ 2 Baths ⋅ 3508050 MLS ⋅ ACTIVE Status ⋅ 0.49 Acres ⋅ 37330 Zip Code
This beautifully updated lakefront home on Tims Ford Lake is waiting for you to call it home! With just a few steps to the water you can relax in the sun and enjoy the views of the cove on a private boat dock. Tucked in a cove so there is little boat traffic but still deep water at the dock Mar-Nov. Inside features an updated eat-in kitchen with granite counters and stainless appliances. New flooring throughout the living areas. Recently remodeled guest bathroom. Large primary suite with updated bathroom. No carpet through the whole house! Enjoy entertaining under the covered pavilion with stone fireplace overlooking the fenced backyard and lake. Perfect for summer or fall nights outside by the lake! Full size 2 car garage provides great storage. Convenient location to Estill Springs and downtown Winchester. This home is perfect for a weekend getaway or primary residence. See it today!

102 Quail Ct, Estill Springs

356 Ridgecrest Dr, Winchester
$685,700
4 Beds ⋅ 4 Baths ⋅ 3508025 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
Step into this magnificent 3,705 square foot home, an absolute gem in the highly sought-after Franklin Hills Subdivision. Designed for both grand entertaining and comfortable family living, this residence offers 4 bedrooms and 3.5 baths across two levels. You will immediately notice the architectural elegance, highlighted by premier trim work and stunning tray ceilings. The entryway is graced by a stunning staircase, one of the home's beautiful architectural features, complemented by a gas fireplace that serves as a warm, artistic centerpiece. The main floor features an array of gathering spaces: a gracious Formal Dining Room, a dedicated Sitting Room, and a cozy Living Room warmed by a gas fireplace. The heart of the home is the Kitchen, featuring premium granite countertops and a suite of stainless steel appliances, highlighted by a new oven installed in 2025 , perfect for the home chef, along with a sunny Breakfast Nook. Retreat to the private master bedroom on the main floor, complete with a luxurious full bath. Flooring is a mix of high-quality hardwood, tile, and carpeting. Upstairs, you'll find the additional bedrooms and a spacious Loft. Enjoy outdoor living on the large, covered front porch or relax on the back patio by the warmth of the brick fireplace. Storage and parking are plentiful with the oversized 3-car garage. The washer and dryer, all bedroom furniture, and potentially select living room items convey with acceptable offer.

356 Ridgecrest Dr, Winchester

Suntan Ct, Winchester
$140,000
3506562 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code
Lake View Lot- Very RARE! Beautiful and spacious lot on the end of Suntan Court, in a coveted cul-de-sac. LAKE VIEW LOT on the TWIN CREEKS MARINA SIDE. Come build your dream home! HOA cuts the grass, even after you build a home. Lake Life Made Easy and Convenient! Not 1, not 2, but WOW- 3 Community Pools!!! Gated Neighborhood, Golf Cart Friendly, Adjacent to Twin Creeks Marina via private golf cart path with gate- code only given to Twin Creeks Residents and Guests. Great for an Investment. No Build Out Times- Buy and Hold to Build When You're Ready. Twin Creeks offers a wonderful community to part time residents, full time residents, and lot owners with a wide array of social activities on their calendar. Boat slips currently available at Twin Creeks Marina. Complimentary boat and boat trailer storage inside the gate at the boat trailer parking areas in neighborhood as availability allows. Neighborhood managed by Ghertner. Lot owners still have full use of pools whether they have a house or not. Come dip your toe in the lake life!

Suntan Ct, Winchester

90 Pine Bluff Ct, Winchester
$644,900
3 Beds ⋅ 3 Baths ⋅ 3506107 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
Gorgeous new construction located in the desirable Whispering Pines subdivision! This home offers 3 bedrooms, 2 full baths, 1 half bath, bonus room, spaciously laid out and designed for comfortable living. The great room features a stunning double-tray vaulted ceiling. Luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator. Enjoy the convenience of a 2-car garage, concrete driveway, along with durable Hardie board siding for lasting curb appeal. Unwind or entertain outdoors on the front or sprawling back covered porches. Home is conveniently located with easy access to Winchester and Tullahoma retail, grocery, entertainment, healthcare options, and only minutes from beautiful Tims Ford Lake, where boating, fishing, and recreation can be explored! All measurements are approximate and not guaranteed, if important please remeasure.

90 Pine Bluff Ct, Winchester

218 Charlotte Dr, Winchester
$488,000
4 Beds ⋅ 3 Baths ⋅ 3501421 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code
Beautifully Maintained Home With Space, Comfort, and Incredible Extras! Pride of ownership shines throughout this very-well maintain 4-bedroom, 3-bath home located in a wonderful, established neighborhood. Offering a thoughtfully designed layout with plenty of space and flexibility, this home features a main level primary suite, plus an additional upstairs primary suite/bonus room. Perfect for guests, extended family, or multi-generational living. The spacious kitchen is made for those who love to cook and entertain featuring double ovens, a large gas range, a walk-in pantry, and an abundance of cabinetry. Charming details such as a clawfoot tub add character and personality. Step outside and enjoy the screened-back patio, an ideal spot for morning coffee or relaxing evenings. Car enthusiasts, hobbyists, and RV owners will appreciate both an attached and detached garage, along with 30 and 50 amp hookups and a dedicated septic connection for a motorhome. Major improvements and thoughtful upgrades add even more value, including a new roof in 2020, Leafguard gutter system, a new hot water heater, and automatic crawl space vents. With generous living space, excellent storage, multiple garage options, RV accommodations, and so many well-planned features, this home offers the perfect combination of comfort, convenience, and versatility.

218 Charlotte Dr, Winchester

1522 Holders Cove Rd, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ 3501390 MLS ⋅ ACTIVE Status ⋅ 1.45 Acres ⋅ 37398 Zip Code
Welcome to 1522 Holders Cove Road, a truly unique, fully updated, single-level ranch offering a new roof installed in 2025 and backyard paradise that embodies the American dream. Situated on nearly 1.5 private acres, this move-in-ready home offers the ideal blend of peaceful privacy and everyday convenience, located just minutes from downtown Winchester's shopping, dining, and local attractions. Inside, you will discover a thoughtful and efficient layout designed for modern living. The bright, open living area welcomes you with abundant natural light and flows seamlessly into a tastefully updated kitchen with new appliances. A dedicated home office and a separate laundry room provide a rare level of everyday functionality. The primary suite serves as a true retreat, complete with a spa-like ensuite bathroom, while two additional bedrooms and a stylish full guest bath ensure everyone has plenty of room to spread out. Step through the back door into your personal outdoor paradise. The current owners spared no expense curating a beautifully landscaped backyard experience. You can entertain guests effortlessly on the expansive patio featuring a cozy fire pit, or follow the stone footpath to the custom raised garden beds. The back yard finale is the custom water feature and pristine koi pond, complete with its own private sun deck for relaxing afternoons. Don't miss your chance to own this extraordinary property in Winchester, TN. Call today to schedule your private tour.

1522 Holders Cove Rd, Winchester

52 Narrows Dr, Winchester
$999,000
2 Beds ⋅ 2 Baths ⋅ 3500985 MLS ⋅ ACTIVE Status ⋅ 0.57 Acres ⋅ 37398 Zip Code
Experience lakefront living at its finest in this immaculate 2-bedroom, 2-bath log home nestled in a peaceful cove. Meticulously maintained and full of rustic charm, this property offers exceptional access to the water with three points of entry, including a boathouse, floating dock, and standard dock—perfect for boating, fishing, swimming, or simply enjoying the lake lifestyle. The inviting interior features warm wood finishes and a comfortable, move-in-ready layout, while the tranquil setting provides the perfect place to relax and unwind. Unfinished basement offers endless options for expansion. Whether you’re searching for a full-time residence, weekend getaway, or vacation rental opportunity, this waterfront retreat is a rare find

52 Narrows Dr, Winchester

1489 Decherd Estill Rd, Decherd
$249,900
3499553 MLS ⋅ ACTIVE Status ⋅ 1.97 Acres ⋅ 37324 Zip Code
Exceptional Commercial Property with 1.97 Acres & Secured Yard 1489 Decherd Estill Rd, Decherd, TN 37324 Position your business for success at 1489 Decherd Estill Rd. This prime commercial real estate offering combines a functional standalone building with nearly 2 acres of highly usable land, making it a rare find in the local market. At the center of the property is a 1,323-square-foot commercial building designed for efficiency, easily adaptable for office space, customer service counters, retail, or workshop operations. Surrounding the building, the expansive 1.97-acre footprint provides significant road presence and seamless ingress/egress. A standout highlight of the property is the fully enclosed ~0.70-acre fenced gravel lot. This secure outdoor space offers immediate utility for businesses requiring vehicle parking, heavy equipment staging, material storage, or fleet management. Currently leased to SCAT, who will be vacating in the near future, this property presents a timely opportunity for end-users looking to occupy quickly or investors seeking a versatile commercial asset with strong leasing potential.

1489 Decherd Estill Rd, Decherd

Old Tullahoma Rd, Winchester
$90,000
3336266 MLS ⋅ ACTIVE Status ⋅ 1.09 Acres ⋅ 37398 Zip Code
Are you ready for custom country living? This beautiful 1.09-acre buildable lot offers the perfect setting to create your dream home in Winchester, Tennessee. Situated on a private road with the convenience of being close to everything the small town of Winchester has to offer, this property gives you the space, freedom, and privacy you have been looking for. Water and electricity are already available at the lot, and a percolation site approved for up to a 4-bedroom home provides the opportunity to design a home that fits your lifestyle. Build the home, create the memories, and enjoy the country lifestyle you have always envisioned. A second build-ready tract is available on a separate listing for Lot #1.

Old Tullahoma Rd, Winchester

903 Old Estill Springs Rd, Winchester
$1,750,000
3335281 MLS ⋅ ACTIVE Status ⋅ 47.5 Acres ⋅ 37398 Zip Code
Exceptional 47.5± acre residential development opportunity in the heart of Winchester, TN. This predominantly level, well-drained farm offers frontage on Old Estill Springs Rd., Bible Crossing Rd., and Myers Rd., providing multiple access points for a future subdivision or master-planned community. Adjacent to Winchester City Park, the property presents a rare opportunity to create a deed-restricted neighborhood with the potential for sidewalk connections to the City's walking trail system (subject to City approval). A beautiful 2.5± acre spring-fed pond provides a stunning centerpiece for community green space or premium homesites. Public sewer, water, natural gas, fiber internet, and electric are available along Sharp Springs Rd. and Myers Rd., making this one of the area's most development-ready tracts. The property includes an approximately 2,800 sq. ft. residence that could be divided off and sold separately or incorporated into the development as a clubhouse, sales center, or community amenity. Located less than one mile from a public boat ramp on Tims Ford Lake, the property offers residents convenient access to boating, fishing, and outdoor recreation. Frontage along **Bible Crossing Rd.—one of Winchester's busiest corridors—**provides excellent visibility and accessibility. Winchester (population approximately 10,400) is one of Middle Tennessee's fastest-growing lake communities, located approximately 90 minutes from Nashville, 60 minutes from Chattanooga, and 60 minutes from Huntsville, AL. The combination of strong regional growth, available utilities, outstanding topography, and an exceptional location makes this a premier residential development opportunity.

903 Old Estill Springs Rd, Winchester

12300 David Crockett Pkwy W, Belvidere
$875,900
3333695 MLS ⋅ ACTIVE Status ⋅ 9.17 Acres ⋅ 37306 Zip Code
Rare Belvidere Homestead Opportunity on 9.17 Acres! Welcome to 12300 David Crockett Pkwy W, a versatile and solidly constructed estate built in 2008 that offers incredible space, privacy, and endless possibilities. Nestled on 9.17 expansive acres in Franklin County, this country property features an impressive Geo-Thermal unit, a whole- house water softener 7-bedroom, 4.5-bathroom layout designed for large families, multi-generational living, or those who love to host. The heart of the home features 2 fully equipped kitchens—including one boasting industrial sinks, perfect for canning, home businesses, or large-scale food prep. Rest easy knowing the home is built to last, featuring a durable metal roof and a partially finished basement constructed with premier Superior Walls for maximum strength and energy efficiency. Downstairs, you will also find a traditional root cellar, ideal for long-term food storage. Outside, the property shines with a massive (36*48) detached drive-through garage, offering unparalleled space for a workshop, farm equipment, vehicles, or your favorite hobbies. The back of the property includes an extra large 46x40 shed to house more equipment. Don't miss this rare blend of acreage, robust construction, and functional homesteading features. Schedule your private tour today!

12300 David Crockett Pkwy W, Belvidere

12300 David Crockett Pkwy W, Belvidere
$875,900
7 Beds ⋅ 5 Baths ⋅ 3333693 MLS ⋅ ACTIVE Status ⋅ 9.17 Acres ⋅ 37306 Zip Code
Rare Belvidere Homestead Opportunity on 9.17 Acres! Welcome to 12300 David Crockett Pkwy W, a versatile and solidly constructed estate built in 2008 that offers incredible space, privacy, and endless possibilities. Nestled on 9.17 expansive acres in Franklin County, this country property features an impressive Geo-Thermal unit, a whole- house water softener 7-bedroom, 4.5-bathroom layout designed for large families, multi-generational living, or those who love to host. The heart of the home features 2 fully equipped kitchens—including one boasting industrial sinks, perfect for canning, home businesses, or large-scale food prep. Rest easy knowing the home is built to last, featuring a durable metal roof and a partially finished basement constructed with premier Superior Walls for maximum strength and energy efficiency. Downstairs, you will also find a traditional root cellar, ideal for long-term food storage. Outside, the property shines with a massive (36*48) detached drive-through garage, offering unparalleled space for a workshop, farm equipment, vehicles, or your favorite hobbies. The back of the property includes an extra large 46x40 shed to house more equipment. Don't miss this rare blend of acreage, robust construction, and functional homesteading features. Schedule your private tour today!

12300 David Crockett Pkwy W, Belvidere

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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.

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