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$1,179,000
3 Beds 1 Baths 3514331 MLS ACTIVE Status 34 Acres 37398 Zip Code
Charming brick home on 34+ acres in peaceful countryside, surrounded by pastureland. Combines classic brick with spacious rural living, ideal for first-time buyers. The home comes partially furnished, with a plumbed garage ready for conversion into a master suite with a full bath. This 34+ acre greenbelt is also perfect for building your dream home and shop. Located a quarter mile from Tims Ford State Park, Bear Trace Golf Course, and within 10 minutes of three marinas. Features a 3-bedroom farmhouse suitable for living or renting. This land is rolling, grass pastures, with a nine-stall pole barn, tack and washrooms, birthing stalls, lean-to, hay loft, and a four-bay gated implement shed, and stock pond. Subdivision into less than 5-acre lots isn't allowed.

5630 Mansford Rd, Winchester

$499,990
3514153 MLS ACTIVE Status 1.18 Acres 37318 Zip Code
VERSATILE COMMERCIAL INVESTMENT OPPORTUNITY | COWAN, TN Rare opportunity to acquire approximately 4,790 SF of commercial space with a highly adaptable existing layout and infrastructure. Formerly operated as an assisted living facility, the property features 15 rooms with 17 accommodations, 3.5 bathrooms, a functional commercial-grade kitchen, communal dining area, reception/office space, and a generous lot offering potential for future expansion, subject to applicable approvals. The existing configuration creates a strong foundation for a variety of adaptive-reuse strategies, including healthcare or medical services, rehabilitation, behavioral health, senior-oriented uses, boutique lodging, extended-stay accommodations, workforce housing, professional offices, retreat or training facilities, and other permitted commercial uses. For investors and owner-users alike, the property's existing infrastructure may help reduce the cost and complexity associated with converting a commercial building for a new purpose. Located in Cowan at the base of the Cumberland Plateau, the property offers access to Middle Tennessee markets, outdoor recreation, and the region's growing tourism corridor. Flexible space. Existing infrastructure. Multiple potential strategies. One opportunity to create your own vision. Buyer to verify zoning, permitted uses, dimensions, and suitability for intended use.

328 W Cumberland St, Cowan

$625,000
4 Beds 3 Baths 3513469 MLS ACTIVE Status 1.03 Acres 37398 Zip Code
Looking for a home with room for everyone—and all the extras? This all-brick home offers more than 3,300 sq ft designed for gathering, entertaining and spreading out. Built by Charles Yokley, it features 4 bedrooms, 2.5 baths, a main-level primary suite, updated kitchen with quartz countertops, and two fireplaces. One of the best surprises is the finished bonus room above the detached garage—perfect for a 5th bedroom, man cave, home gym, hobby room or game room. And TWO garages mean plenty of space for vehicles, storage and the boat! With Tims Ford Bass Club boat ramp just 1.5 miles away, you can go from garage to water in minutes, yet still be close to shopping, dining and everyday conveniences. A new architectural-shingle roof was installed in 2026. There’s so much more to appreciate in person—schedule your private showing and discover all the ways this home could work for you.

1136 Bible Crossing Rd, Winchester

$360,000
3 Beds 3 Baths 3513357 MLS ACTIVE Status 0.8 Acres 37398 Zip Code
Welcome to 401 East Petty Lane, where classic charm meets central convenience. Nestled in a peaceful neighborhood on an oversized lot, this timeless single-level ranch provides an exceptional location with effortless access to local work commutes, shopping, dining, and entertainment. Outdoor living is a delight on the private stone patio, which overlooks the expansive yard and serves as an ideal retreat for relaxing or taking in the peaceful surroundings. Step inside to discover a spacious, thoughtfully designed layout tailored for everyday living and entertaining guests. At the heart of the home, the elegantly updated chef's kitchen features sleek new appliances and granite countertops. Flowing from the kitchen are multiple living spaces, including a formal living room, a cozy den, and a bright, expansive sunroom perfect for unwinding in the afternoons. The main floor accommodates three bedrooms and two and a half bathrooms, ensuring all your daily essentials remain conveniently accessible on a single level. Adding to the home's impressive value is a full basement. Whether you are needing a works space, a gym, or hobby room this area is perfect. This space has so much potential whether you're a growing family seeking extra room, or you're a savvy buyer looking to generate passive income, this area can adapt to your needs. Complete with a second laundry hookup and an additional bathroom, transforming the lower level into a high-yield rental unit or private guest suite would be simple and straightforward.

401 E Petty Lane, Winchester

$349,900
4 Beds 3 Baths 3512677 MLS ACTIVE Status 0.23 Acres 37324 Zip Code
This beautiful home features a 4 bedroom, 2.5 bathroom layout and a spacious 2 car garage, that has been updated with epoxy covering. Inside, the open concept kitchen and dining area flow seamlessly into a living room making it an ideal setup for hosting family and friends. The rooms throughout the house have been upgraded with ceiling fans. This home includes a whole house surge protector, water softener and Ring cameras and doorbell. Enjoy peaceful mornings and evenings on the back patio with a large backyard that’s ready for pets, relaxing or entertaining. A shed with electricity is also included with the home and a great addition for storage or working in the yard. Best of all, you are just minutes away from shopping, dining, hiking trails and Tims Ford Lake. This home blends comfort and location perfectly. Schedule your showing today!

74 Frost St, Decherd

$175,000
3512665 MLS ACTIVE Status 7.57 Acres 37375 Zip Code
Check out this private and tranquil 7.57 acre lot. The road is cut in and bordered by two lots. The property opens up to the buildable areas. There could be many buildable sites. It's very secluded with many deer roaming. Imagine sitting on your porch and taking in the wildlife. You have the feeling of being out and away but yet Hwy 41-A and I- 24 is so close. Chattanooga/Nashville/Huntsville all within an hour, 2 plus. St. Andrews Sewanee School, The University of the South just within 5/10 minutes. There is so much the South Cumberland Plateau has to offer. Please come and enjoy the living dream. There is an option to buy into the HOA at Cooleys Rift to enjoy the beautiful lake and all the amenities.

Deep Woods Road, Sewanee

$1,799,000
4 Beds 5 Baths 3512410 MLS ACTIVE Status 0.37 Acres 37398 Zip Code
Elevated Lake Living. Lakeside Luxury at the Finest! 3 Level Home that Has It All and More. In Gated Boutique Community Close to Downtown Winchester. HOA incl Lawn Mowing, Gate Maintenance, Common Area and Dock Maintenance/Insurance. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #6. Built Ready for a Hot Tub, and Sauna. 3 Car Garage. Basement Level has 2 Full Bedrooms with 2 Full Bathrooms, Living Room, and Kitchenette/Bar. Slight Variations made to plans, there is no jack and jill bathroom any longer, it is a private bathroom for 1 Bedroom. Main Level built to plan, and Top Level has an additional Bathroom not seen on plans. Come tour to see all the improvements and upgrades for yourself!

322 N Porter St, Winchester

$473,900
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

$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

$355,000
3 Beds 3 Baths 3510602 MLS ACTIVE Status 0.71 Acres 37398 Zip Code
Enjoy the best of Winchester living in this well-maintained 3-bedroom, 3-bath home on a spacious 0.71-acre lot. Offering nearly 2,000 square feet, the home features comfortable living spaces, a bright sunroom, and a covered patio overlooking a large backyard with plenty of room for gardening, entertaining, pets, or simply enjoying the outdoors. The detached garage adds exceptional flexibility with plumbing and a space previously used as an apartment—ideal for a guest suite, home office, workshop, hobby room, or potential rental opportunity. Covered parking for your boat or RV makes it easy to take advantage of everything the area has to offer. Just a short walk from Tim's Ford Lake and only minutes from downtown Winchester, you’ll enjoy convenient access to boating, fishing, local restaurants, shopping, and everyday amenities. With its generous outdoor space, versatile detached building, and sought-after location, this property is ready to fit your lifestyle.

204 Homeward Ave, 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

$499,900
3 Beds 2 Baths 3509975 MLS ACTIVE Status 0.6900000000000001 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

$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

$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

$275,000
3 Beds 2 Baths 3509894 MLS ACTIVE 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

$925,000
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

$1,200,000
3508030 MLS ACTIVE Status 40 Acres 37388 Zip Code
40 ACRES. TWO BREATHTAKING WATERFALLS. ENDLESS POSSIBILITIES. Welcome to 326 Davis Spring Rd, a truly rare opportunity just outside the Tullahoma city limits where natural beauty, privacy, and convenience come together. Tucked away down a private drive, this remarkable 40-acre property feels like your own secluded Tennessee retreat—yet you’re only minutes from Tullahoma’s shopping, dining, and everyday amenities, and two minutes from Tims Ford Lake. Two stunning waterfalls are the showpiece of the property, complete with a deck perfectly positioned to sit back, relax, and take in the peaceful surroundings. A flowing creek, scenic bluff, abundant wildlife, established deer stands, and a mini cabin add to the character and versatility of this incredible land. Hunt, farm, grow crops, build your dream home, create a family retreat, or simply enjoy the beauty of 40 expansive acres—the canvas is yours. Even better, much of the groundwork is already in place with an existing septic tank, electricity, and spring water. Whether you’re searching for recreational land, a future homestead, farm, hunting property, or a private escape close to town, 326 Davis Spring Rd offers a combination that is increasingly hard to find. Waterfalls, acreage, infrastructure, privacy, and an unbeatable location—this is Tennessee land at its finest!

326 Davis Spring Rd, Tullahoma

$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

$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 Court, Winchester

$295,000
2 Beds 2 Baths 3506112 MLS ACTIVE Status 0.71 Acres 37330 Zip Code
Enjoy the ease of one story living in this beautifully designed 2 bedroom, 2 bath home with a dedicated office, perfectly located just 5 miles from a Tims Ford Lake boat ramp. Whether you're looking for a full time residence, a weekend retreat, or a low maintenance lifestyle close to the water, this home offers the perfect blend of comfort and convenience.Step inside to an inviting open concept floor plan where the living, dining, and kitchen areas flow seamlessly together, creating a spacious and welcoming atmosphere ideal for everyday living and entertaining. The dedicated office provides the flexibility to work from home, or create a guest space to fit your needs. Start your mornings with coffee on the covered front porch and unwind in the evenings on the concrete back patio overlooking the fenced backyard. The outdoor space is perfect for pets, gardening, gatherings with friends, or simply enjoying the peaceful surroundings.Designed with convenience in mind, this home offers everything you need on one level, eliminating stairs while maximizing functionality and comfort. Located near Tims Ford Lake, you'll enjoy easy access to boating, fishing, kayaking, and all the outdoor recreation that makes Middle Tennessee living so desirable. When using preferred lender receive up to an additional $5,000 towards closing cost or rate buydown and FREE apprasial, conditions and terms apply.

31 Honey Ln, Estill Springs

$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

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