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69 Anderton Dr, Winchester
$479,900
3 Beds ⋅ 3 Baths ⋅ 3527938 MLS ⋅ ACTIVE Status ⋅ 0.05 Acres ⋅ 37398 Zip Code
Enjoy lake living in the gated Twin Creeks Village community on Tims Ford Lake, with up to $10,000 in potential buyer incentives! The seller is offering $5,000 in concessions that can be used toward closing costs and/or an interest rate buy down. This beautifully maintained, move-in-ready condo features fresh exterior paint and an open main-level floor plan with a spacious primary suite, large tile shower, and abundant closet space. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Upstairs offers two additional bedrooms plus a generous bonus area perfect for a home office, game room, media space, or additional lounge area. Relax or entertain on the screened-in back patio after a day on the lake or at one of the community’s resort-style pools. Twin Creeks Village offers multiple pools, clubhouse spaces, walking paths, and convenient access to Twin Creeks Marina and Resort, where boating, lakeside dining, and everything Tims Ford Lake has to offer are just steps away. All kitchen appliances, washer, and dryer remain and convey with the home. Whether you’re looking for a full-time residence, weekend retreat, or investment opportunity, this condo offers comfort, space, and the lake lifestyle all in one. Qualified buyers who use Sterling Smith with First Community Mortgage in Shelbyville may also receive an additional $5,000 lender credit. Contact Sterling at (931) 205-1424 or sterling.smith@fcmhomeloans.com

69 Anderton Dr, Winchester

203 W Petty Ln, Winchester
$179,900
3 Beds ⋅ 1 Baths ⋅ 3527849 MLS ⋅ ACTIVE Status ⋅ 0.2 Acres ⋅ 37398 Zip Code
Charming Winchester Starter Home or Turnkey Rental Opportunity! Make this home just the way you want it! Welcome to 203 W Petty Ln in Winchester, TN! This efficient 1,271 sq. ft., 3-bedroom, 1-bathroom home features a practical single-level layout and a convenient attached one-car carport. Whether you are looking for an affordable path to homeownership or adding a strong performer to your real estate portfolio, this versatile property delivers exceptional value. Key Highlights *Move-In Ready or Rental Ready: Proven track record as a successful investment property—ideal for immediate cash flow or a turnkey starter home. *Functional Layout: 3 comfortable bedrooms and a shared full bath optimized to maximize every square foot of living space. *Convenient Features: Covered one-car carport offering sheltered parking and additional outdoor storage potential. *Prime Winchester Location: Situated in a peaceful neighborhood close to local schools, downtown Winchester shopping, and just minutes from beautiful Tim's Ford Lake.

203 W Petty Ln, Winchester

649 Blair Pond Rd, Winchester
$240,000
3527799 MLS ⋅ ACTIVE Status ⋅ 4.17 Acres ⋅ 37398 Zip Code
◆ 4.17 ACRES WITH 28x50 CONCRETE GARAGE ◆ Rare opportunity to own 4.17, mostly cleared acres in the Winchester area featuring a substantial 28x50 concrete garage/workshop already in place. Zoned Agricultural by Franklin County while subject to the City of Winchester building permit requirements, this property offers an outstanding combination of flexibility, convenience, and future potential. ◆ READY FOR YOUR VISION ◆ The land is primarily cleared, providing multiple excellent building locations, while trees along the property boundaries create privacy and an attractive natural buffer. Whether you're planning a custom home, barndominium, mini-farm, homestead, or country estate, this property provides the space to make it happen. ◆ EXISTING 28x50 GARAGE ◆ The existing concrete garage offers immediate value for storing equipment, boats, RVs, tractors, vehicles, construction materials, or recreational toys. It also makes an outstanding workshop for woodworking, automotive projects, hobbies, or a small business operation while your new home is under construction. ◆ ROOM TO GROW ◆ Enjoy space for gardens, barns, fencing, livestock (subject to applicable regulations), additional outbuildings, outdoor entertaining, and all the benefits that come with owning usable acreage. Finding mostly cleared land with an existing quality building is becoming increasingly rare. ◆ GREAT LOCATION ◆ Conveniently located just minutes from downtown Winchester, Tims Ford Lake, shopping, restaurants, schools, medical facilities, and everyday conveniences. Easy access to major highways provides an excellent balance of peaceful country living with quick access to everything you need. ◆ EXCEPTIONAL OPPORTUNITY ◆ Whether you're searching for a homesite, hobby farm, investment property, or a place with room to live, work, and play, this property checks all the boxes. *Priced at $240,000.* Schedule your showing today and explore the possibilities this exceptional property has to offer.

649 Blair Pond Rd, Winchester

205 Billy Goat Hill Rd, Winchester
$585,000
2 Beds ⋅ 3 Baths ⋅ 3527505 MLS ⋅ ACTIVE Status ⋅ 1.11 Acres ⋅ 37398 Zip Code
This is a unique opportunity to own a Tims Ford Lake lakefront home offering privacy, character, and lake access at a reasonable price! This spacious home features 3 bedrooms and 2 baths, a living room with a soaring stone fireplace, a new HVAC system, and an updated kitchen with all new appliances. The full basement offers incredible flexibility, with a sauna, office, kitchen, dining area, sunroom, bathroom, two additional rooms, and two fireplaces—creating plenty of space for entertaining, guests, hobbies, or a potential short-term rental setup. Outside, you'll find multiple decks, patio areas, and a beautiful waterfall, providing wonderful spaces to relax and enjoy the peaceful surroundings. A private area with lake access is just an easy two-minute walk from the home, offering a great spot to unwind by the water and enjoy your favorite beverage. The property is being offered furnished, making it even more appealing as a vacation home, second home, or potential investment property. You also have the option to remove trees up to 3 inches in diameter and limb up larger trees between the home and the lake on TVA property, potentially opening up an even better lake view. With its privacy, lake access, unique features, and convenient location on Tims Ford Lake, this property offers a wonderful opportunity to enjoy lake living and all it has to offer!

205 Billy Goat Hill Rd, Winchester

369 Pickney Rd, Winchester
$599,999
3 Beds ⋅ 3 Baths ⋅ 3527291 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
Welcome to 369 Pickney Rd, Lot 7, in Winchester! This new construction home offers 2,401 square feet of single-story living on approximately 0.92 acres in the Pinckney subdivision. Featuring 3 bedrooms and 2.5 baths, the open floor plan connects the living, dining, and kitchen areas for comfortable everyday living and easy entertaining. Tims Ford Lake is within 4 miles of the Tims Ford Bass Club and public boat ramp. The kitchen features an island and stainless steel appliances, while tile and luxury vinyl flooring complement the home’s fresh finishes. The isolated primary bedroom offers added privacy, with a primary bath featuring a separate shower and tub. An attached two-car garage adds convenience, and the spacious lot provides room to enjoy the outdoors—all with no HOA. Offered at $599,999, with seller concessions available. Schedule your private showing today! Owner/Agent. Taxes TBD. Buyer to verify all pertinent information.

369 Pickney Rd, Winchester

Leatherwood Dr, Winchester
$1,950,000
3 Beds ⋅ 5 Baths ⋅ 3526330 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.5 Acres ⋅ 37398 Zip Code
Welcome to lake living at its finest! This beautiful, spacious lakefront home offers the perfect combination of comfort, style, and waterfront living. Situated right on the lake with a dock included, the property features an easy, gently sloping walk to the water—perfect for boating, fishing, swimming, and enjoying everything the lake has to offer. The home showcases board-and-batten painted siding, wood porch ceilings, Trex decking, and a stunning stone fireplace. Inside, you’ll find quality finishes throughout, including quartz countertops, LVP flooring, and beautifully finished tile showers. The walkout basement provides additional living and entertaining space while offering convenient access to the backyard and lake. Get it under contract early enough and there may still be an opportunity to negotiate select customizations and finishes, giving the buyer a chance to add their own personal touch before completion. Whether you’re looking for a full-time residence, vacation getaway, or investment property with excellent Airbnb potential, this home checks all the boxes. Enjoy mornings on the porch, evenings by the fireplace, and days on the water—all just steps from your back door. Lakefront living, a dock, beautiful finishes, customization opportunities, and an easy walk to the water make this one you won’t want to miss!

Leatherwood Dr, Winchester

River Watch Way, Winchester
$74,900
3518840 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37398 Zip Code
Highly Motivated Seller! An extraordinary opportunity awaits at 0 River Watch Way! Nestled in a peaceful, secluded section of the prestigious Twin Creeks community, this prime, level building lot offers the ideal canvas to bring your custom lakeside vision to life. With Tims Ford Lake just steps down the street, you can effortlessly embrace the ultimate resort-style lifestyle every single day. Twin Creeks is renowned as one of Tims Ford Lake’s premier master-planned communities, offering an unparalleled lineup of world-class amenities right at your fingertips: *Resort-Style Amenities: Relax and unwind at the community clubhouse, sparkling pool, cozy fire pit, or the spacious pavilion with seating—perfect for gathering with neighbors and friends. *Lakeside Entertainment: Take advantage of the dedicated special events area featuring sweeping lake views, ideal for hosting unforgettable occasions. *Full-Service Marina & Dining: Enjoy direct access to the full-service marina, boat slip rentals, a boat storage lot, and delicious dining at the waterfront restaurant. *Outdoor Recreation & Guest Accommodations: Explore scenic walking trails, utilize the nearby RV campground, or host visiting family in the six luxury guest rental cottages. Whether you are looking to build a full-time residence or a peaceful weekend retreat, Lot 183 offers privacy, convenience, and vibrant community living all in one package. Don’t miss your chance to secure your piece of paradise on Tims Ford Lake—schedule your visit today!

River Watch Way, Winchester

27 Shady Cove Ln, Winchester
$748,500
3 Beds ⋅ 2 Baths ⋅ 3516336 MLS ⋅ ACTIVE Status ⋅ 0.51 Acres ⋅ 37398 Zip Code
Enjoy beautiful Tims Ford Lake views from this exceptionally maintained 3-bedroom, 2-bath home in the desirable Hopkins Point community. Built in 2023, this thoughtfully designed home combines high-end finishes with an open, single-level floor plan ideal for everyday living and entertaining. The spacious living area features a vaulted ceiling, fireplace, and large windows that bring in natural light while showcasing the surrounding scenery. The kitchen offers abundant cabinetry, a large island, gas cooking, pantry, and an open connection to the dining and living areas. The primary suite includes a walk-in closet and private bath with double vanities and a tiled walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to the expansive covered deck and take in the lake views while relaxing or entertaining. The architectural design and construction of the home were planned to accommodate the future addition of a walkout basement, offering an opportunity to expand the living space if desired. Additional features include finished wood and tile flooring, a utility room, an attached 2-car garage, concrete driveway, and a beautifully maintained 0.51-acre lot. Hopkins Point residents have access to the community boat ramp and designated parking area, making it easy to enjoy boating, fishing, and everything Tims Ford Lake has to offer. Move-in ready and designed for lake-area living, this home is one you will not want to miss.

27 Shady Cove Ln, Winchester

136 Bay Cove Trl, Winchester
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 3515094 MLS ⋅ ACTIVE Status ⋅ 0.4 Acres ⋅ 37398 Zip Code
Welcome to this beautiful custom-built lake home in Fanning Bend, lovingly maintained by its one and only owner. Thoughtfully designed with a spacious floor plan and an easy, natural flow between the living room, kitchen, and sunroom, this home is perfect for both everyday living and entertaining. The main level features two spacious ensuite bedrooms, offering comfort and privacy for family and guests. It also has a dedicated office/study. Enjoy peaceful lake views from the screened-in porch, the perfect spot to relax and take in the scenery. The finished basement provides even more living and entertaining space with a large recreation room and kitchenette. A spacious heated and cooled garage/utility area offers incredible flexibility for storage, hobbies, or additional workspace. Additional bonus space includes a golf simulator area and storm shelter, making this home truly exceptional and versatile. The sellers have recently added a retaining wall and leveled the backyard, creating an inviting outdoor area to enjoy and take advantage of the lake setting. With its thoughtful design, abundant finished space, lake views, and impressive amenities, this custom-built home offers the perfect combination of comfort, functionality, and relaxed lake living. A rare opportunity to own a truly special home! House has a deeded dock slip with lift as well as a whole house water filtration system, tankless water heater, pet washing station, irrigation system and all basement area is heated and cooled. Fanning Bend also has a beautiful Clubhouse and swimming pool. See attached 3D tour: https://www.zillow.com/view-imx/00795dbd-c812-4ea1-861e-8409087d19db?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

136 Bay Cove Trl, Winchester

416 Colonial Dr, Winchester
$335,000
3 Beds ⋅ 2 Baths ⋅ 3514992 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 0.4 Acres ⋅ 37398 Zip Code
Beautiful, well-maintained full brick home on a .40 acre corner lot. The meticulously landscaped front yard welcomes you to this wonderful home! There's attention to detail throughout this 3 bedroom, 2 full bath home. Some of the upgrades include: engineered hardwood flooring in the entry way and living room, crown molding in most of the rooms, tile in the kitchen, utility room and both bathrooms. 9 and 10 foot ceilings, Natural gas fireplace and water heater. The primary bedroom suite has a walk-in closet and easy access to the laundry room. The guest bedrooms are separated from the primary suite for privacy. The fenced backyard is perfect for entertaining, with a deck complete with a pergola, and the patio is the perfect place to grill. Attached 2 car garage. Call and schedule a showing today!

416 Colonial Dr, Winchester

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

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

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

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

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

1522 Holders Cove Rd, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ 3501390 MLS ⋅ ACTIVE UNDER CONTRACT 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

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

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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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