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1136 Bible Crossing Rd, Winchester
$599,000
4 Beds ⋅ 3 Baths ⋅ 3513469 MLS ⋅ ACTIVE Status ⋅ 1.03 Acres ⋅ 37398 Zip Code
An updated kitchen, room to gather, and a main-level primary suite make everyday living comfortable. A separate bonus room and two garages give your hobbies space of their own. This all-brick home offers four bedrooms, two full baths, and a half bath, with separate living and dining spaces that provide flexibility for everyday routines and larger gatherings. The kitchen features quartz countertops, updated cabinetry, and room to prepare meals while staying connected to the day. Above the detached two-car garage, a finished bonus room offers space for games, creative projects, or a quiet retreat. An additional attached two-car garage provides convenient parking and storage. A new architectural-shingle roof was installed in 2026. Located approximately 1.5 miles from the Tims Ford Bass Club boat ramp and convenient to Winchester’s shopping and dining, 1136 Bible Crossing Road offers room to settle in and make it your own.

1136 Bible Crossing Rd, Winchester

401 E Petty Ln, Winchester
$350,000
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 Ln, Winchester

74 Frost St, Decherd
$334,900
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! Click on "virtual tour" to see an instant indoor and outdoor tour of this home!!

74 Frost St, Decherd

Deep Woods Rd, Sewanee
$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 Rd, Sewanee

322 N Porter St, Winchester
$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

105 Wilson St, Cowan
$419,900
4 Beds ⋅ 3 Baths ⋅ 3510860 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37318 Zip Code
Discover exceptional craftsmanship, modern comfort, and energy-conscious upgrades in this beautifully updated 4-bedroom, 2.5-bath home offering 2,381 square feet in Cowan, just approximately 10 minutes from Sewanee’s central campus. Blending timeless character with thoughtful renovations, this distinctive property offers high end finishes, inviting living spaces, and improvements throughout. The beautifully renovated kitchen features granite and quartz countertops, abundant cabinetry, and a spacious island ideal for gathering and entertaining. The dining room showcases exquisite quarter-sawn oak wainscoting, Brazilian cherry hardwood flooring, and custom built-ins, reflecting the attention to detail found throughout the home. Designed with year-round comfort and efficiency in mind, the home features spray foam insulation, high-efficiency heating systems, a wood-burning stove in the living area, and a remote-controlled natural gas stove in the primary bedroom. Updated plumbing and electrical systems, wired transfer switch with secured generator building for optional back up power, and a new 30-year architectural shingle roof provide additional valuable improvements. Other exceptional features include Marvin windows, a reinforced concrete tornado safe room, a soundproof den with its own mini-split system, smart security and fire alarm systems, FloLogic automatic water leak detection and shutoff, and EV-ready driveway wiring. Step outside to a fenced backyard featuring an impressive approximately 600-square-foot screened pavilion, creating a wonderful space for outdoor dining, entertaining, or simply relaxing. The property also offers dedicated driveway parking for four vehicles. Conveniently located near Sewanee and the University of the South, with easy access to Winchester, Tims Ford Lake, shopping, and dining, this home combines small-town charm with everyday convenien

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

102 Quail Ct, Estill Springs
$849,900
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

90 Pine Bluff Ct, Winchester
$644,900
3 Beds ⋅ 3 Baths ⋅ 3506107 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
$5,000 LENDER CREDIT and FREE APPRAISAL with First Community Mortgage (Sterling Smith) 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

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

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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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