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$443,900
3 Beds ⋅ 2 Baths ⋅ 3541127 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code
Welcome to this beautiful 1.5-level home designed for comfort, convenience, and style! This 3-bedroom home features a zoned primary suite on the main floor, offering privacy and functionality for modern living. The open-concept layout creates an inviting space perfect for entertaining family and friends, while the spacious covered back porch provides the ideal spot to relax and unwind outdoors. Enjoy premium finishes throughout, including Moen black matte plumbing fixtures and elegant Dallas White granite countertops that add a touch of sophistication to the kitchen and baths. The huge finished bonus room offers endless possibilities—whether it’s a media room, playroom, or home office. Located in a gated, family-friendly community, this home is just minutes from shopping, restaurants, doctors’ offices, and the stunning Tims Ford Lake. Love the outdoors? You’ll be only 3 minutes from Sharp Springs Boat Ramp, where you can launch your boat, kayak, or canoe and spend your days fishing or exploring the water.

108 Lookout Drive, Winchester
$424,900
4 Beds ⋅ 2 Baths ⋅ 3541078 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code
The Winchester Plan—a beautifully designed 1-level, 4-bedroom home offering comfort, style, and functionality! The open living concept creates a warm and inviting atmosphere, perfect for family gatherings and entertaining guests. Located in a gated, family-friendly community, this home is just minutes from shopping, restaurants, doctors’ offices, and Tims Ford Lake. Outdoor enthusiasts will love being only 3 minutes from Sharp Springs Boat Ramp, where you can launch your boat, kayak, or canoe and spend the day fishing or exploring scenic Tims Ford Lake. Experience the perfect blend of convenience, community, and lake living—the Winchester Plan makes it all possible!

124 Lookout Drive, Winchester
$75,000
3536117 MLS ⋅ ACTIVE Status ⋅ 1.01 Acres ⋅ 37398 Zip Code
1.01-acre wooded lot on Cooper Lane in Winchester. Accessed by a 30' easement, this private setting adjoins TVA property, offering natural beauty and added seclusion. Conveniently located less than 3 miles from Winchester City Park and a public boat ramp on Tims Ford Lake, and just a 20-minute drive to Tullahoma. A great opportunity for a secluded homesite near the lake while remaining convenient to town.

Cooper Lane, Winchester
$319,000
3 Beds ⋅ 2 Baths ⋅ 3529508 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code
Incredible renovation in prime location! So close to Clark Elementary and situated in a wonderful part of town surrounded by beautiful homes with a partial views of the water. This home really has it all - 3 bedrooms, 2 full bathrooms, plus a newly remodeled flex room that can be a home office, den, or playroom. Newer roof with a BRAND NEW kitchen with new cabinets, countertops, and appliances, beautiful real hardwood floors just refinished professionally by Hanger's Hardwood, new bathrooms, fresh paint, new light fixtures, too much to list! Attached 2 car carport with a shed in the back.New bathroom has modern vanity with tile shower.

115 NE 7th Ave, Winchester
$634,900
3 Beds ⋅ 4 Baths ⋅ 3529308 MLS ⋅ ACTIVE Status ⋅ 0.87 Acres ⋅ 37398 Zip Code
Beautifully updated all-brick home in a highly sought-after neighborhood! This home is truly an entertainer’s dream, featuring a gorgeous, remodeled kitchen with quartz countertops and a stunning brick backsplash, soaring ceilings, custom built-ins, refinished hardwood floors and beautiful updated lighting throughout. Step outside to your own backyard retreat with a swimming pool and covered back porch, perfect for entertaining or relaxing. Newer roof plus numerous thoughtful upgrades throughout. All new kitchen aid appliances , making this beautiful home truly move-in ready. This is one you have to see in person!

24 Kacey Marie Dr, Winchester
$489,900
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
$199,900
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
$599,990
3 Beds ⋅ 3 Baths ⋅ 3527291 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
NEW CONSTRUCTION Construction completion date Mid October 2401 SQ FT Large lot .92 +/- acres. PINCKNEY SUBDIVISION: Welcome home to this brand-new 3-bedroom, 3-bath residence offering an inviting open floor plan designed for modern living. In the desirable Pinckney subdivision, this home delivers space, light, and flexibility from the moment you walk in. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for everyday life and effortless entertaining. Key highlights: Brand-new construction with quality finishes throughout 3 spacious bedrooms and 3 bathrooms Bright, open floor plan that maximizes natural light and flow Taxes TBD. All info needs to be verified by Purchaser. SOME PICTURES ARE AI-enhanced

369 Pickney Rd, Winchester
$419,000
2 Beds ⋅ 2 Baths ⋅ 3520695 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Welcome to your dream home in a brand-new 55+ community designed for comfort, convenience, and low-maintenance living. This newly constructed, single-level home offers a thoughtfully designed floor plan with no steps, making everyday living effortless. Inside, you’ll find 2 spacious bedrooms and 2 full bathrooms, along with a large flex room perfect for a home office, hobby space, or guest area. The open-concept layout is complemented by custom cabinetry and beautiful quartz countertops in both the kitchen and bathrooms, blending style with functionality. Step outside to relax on the covered back porch, ideal for morning coffee or quiet evenings. Built with durable, low-maintenance Hardie board siding, this home allows you to spend less time on upkeep and more time enjoying life. As part of this vibrant 55+ community, residents enjoy access to exceptional amenities including a clubhouse, swimming pool, fitness center, and dog park—everything you need for an active and social lifestyle. Don’t miss this opportunity to own a brand-new home in a welcoming, amenity-rich neighborhood!

56 Deer Valley Cir, Winchester
$68,900
3518992 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Discover the perfect spot for your **lake getaway!** Located just minutes from downtown Winchester and a quick walk to the lake/marina, this property offers an incredible opportunity to build your dream home, weekend retreat, or vacation escape. Situated in the Twin Creeks subdivision, you’ll enjoy an amazing community setting while still having convenient access to boating, fishing, and everything lake life has to offer. **Bring your plans and start building the lake lifestyle you’ve been dreaming about!**

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
$335,000
3 Beds ⋅ 2 Baths ⋅ 3514992 MLS ⋅ COMING SOON / HOLD Status ⋅ 0.4 Acres ⋅ 37398 Zip Code
***COMING SOON!!! MEASUREMENTS, DETAILS AND PHOTOS COMING SOON!!!***

416 Colonial Dr, Winchester
$349,900
3 Beds ⋅ 2 Baths ⋅ 3513552 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37398 Zip Code
Welcome Home! Check out this well-maintained 3 bedroom, 2 bath home that has so much to offer! Convenient to Highway 64 and minutes away from Twin Creeks. This home comes with a large fenced in back yard in a quiet neighborhood, built in 2016 with 1,400 square foot of living space and a two-car garage. More Pictures Coming Soon! Need 24 Hour Notice to Show

80 Tanya Ter, Winchester
$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
$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
$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
$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
$695,000
8 Beds ⋅ 4 Baths ⋅ 3508033 MLS ⋅ ACTIVE Status ⋅ 0.62 Acres ⋅ 37398 Zip Code
This picturesque Historic home right off the square in Winchester offers 5 bedrooms 3.5 baths and old world charm. Tons of elegant built ins, gas log FP, an amazing office, Very large bedrooms on the 1st floor, 2 car garage, and much more.

110 S Porter St, 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
$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
$125,000
3 Beds ⋅ 1 Baths ⋅ 3506512 MLS ⋅ ACTIVE Status ⋅ 0.39 Acres ⋅ 37398 Zip Code
Here's your chance to grab a renovation-ready property in one of Winchester's most desirable pockets. This home is perfect for an investor or hands-on buyer looking to build sweat equity, complete with a 1-car garage and a cellar for added storage. Tucked within walking distance of historic Winchester Square and just minutes from Tims Ford Lake, it's a location that blends small-town charm with everyday convenience. Bring your vision, this one has real upside for the right buyer.

406 NW 2nd Ave, 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
$99,000
3505881 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Build your dream home in Twin Creeks Village on beautiful Tim’s Ford Lake! This homesite offers the opportunity to enjoy one of Winchester’s premier gated lake communities, featuring resort-style pools, clubhouse, putting green, walking trails, and inviting common areas. Golf-cart-friendly Twin Creeks also offers access to the marina, boat ramp, waterfront dining, live music, community events, and more. Convenient to downtown Winchester, this is a great setting for a primary home, weekend getaway, or investment property.

Dry Fork Drive, Winchester
$510,000
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
$400,000
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 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 Road, 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
$449,000
3 Beds ⋅ 2 Baths ⋅ 3322405 MLS ⋅ ACTIVE Status ⋅ 0.6900000000000001 Acres ⋅ 37398 Zip Code
Brick Ranch in Prime Winchester Location! Welcome home to this 3-bedroom, 2-full-bath brick home situated on a spacious 0.7-acre lot in a quiet, established subdivision. Featuring a desirable split-bedroom floor plan, this property offers the perfect blend of privacy, comfort, and convenience. The primary bedroom is a true sanctuary, featuring 252' sq ft of space with a large walk-in closet plus a convenient second closet for ample storage. For mealtime or entertaining guests the house features a separate dining room, bar space in the kitchen and an eat-in breakfast area right in the kitchen. Sunlit Florida Room: The large Florida room offers seamless indoor-outdoor transition with direct access from both the main living room and the primary bedroom. The expansive 0.7-acre yard provides a beautiful, serene backdrop perfect for outdoor gatherings, gardening, or weekend relaxation. Enjoy peace of mind knowing the roof is only 4 years old, and the HVAC system was replaced just 6 years ago. Winchester is positioned in a highly sought-after area of Southern Middle Tennessee, and you are just minutes away from everything Winchester has to offer: Historic downtown Winchester shopping and dining; Winchester City Park; local medical facilities; pristine waters and recreation at Tims Ford Lake. This move-in-ready gem truly is a must-see to fully appreciate all of its fine details. Schedule your private tour today before it's gone! (HVAC 2020; Roof 2022)

262 Crimson Dr, Winchester
$179,900
3 Beds ⋅ 2 Baths ⋅ 3320580 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37398 Zip Code
Don’t miss this charming brick home situated on a desirable corner lot just across the road from beautiful Tims Ford Lake! Whether you’re looking for the perfect starter home or a great investment opportunity, this property has plenty to offer. Enjoy a spacious, fenced backyard with room for pets, play, or entertaining. Conveniently located near all that Winchester has to offer while being just moments from the lake, this home combines location, value, and potential. Schedule your showing today!

207 Melody Ln, 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.