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$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

$385,000
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

$999,000
2 Beds ⋅ 2 Baths ⋅ 3500985 MLS ⋅ ACTIVE Status ⋅ 0.5700000000000001 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

$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

$99,900
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

$78,000
3336165 MLS ⋅ ACTIVE Status ⋅ 5.14 Acres ⋅ 37306 Zip Code
Build your future on this beautiful 5-acre wooded tract in rural Franklin County. Featuring a level landscape with mature trees and a peaceful country setting, this property offers an excellent opportunity for a custom home, weekend retreat, or long-term investment. The property has been recently surveyed, with a soil test currently in progress to help streamline the building process. Water and electric are available at the road, giving buyers a great head start on development. With no known deed restrictions, you'll have the flexibility to create a property that fits your vision. Enjoy the beauty of country living with plenty of room to spread out while remaining within a convenient drive of nearby communities. If you've been searching for a build-ready tract with natural surroundings and endless potential, this one deserves a closer look.

Marshall Rd, Belvidere

$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

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

12300 W David Crockett Pkwy, Belvidere

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

12300 W David Crockett Pkwy, Belvidere

$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

$354,900
3 Beds ⋅ 2 Baths ⋅ 3320086 MLS ⋅ ACTIVE Status ⋅ 0.928 Acres ⋅ 37398 Zip Code
**Double lot with large shop** This beautiful, well-maintained brick home is convenient to everywhere - less than 1.5 miles from downtown Winchester - a mile from the Country Club -1.2 miles from the Hospital and 2 miles from Food City! It's perfectly positioned on a desirable corner lot and includes a second lot as well! Offering 3 bedrooms and 1.5 baths, this home combines timeless charm with clear pride of ownership throughout. A sizeable living room with an eat-in kitchen or separate dining area and wonderful florida room ready for entertaining. The property includes a single car attached garage and carport and a 30 x 40 detached double door garage with it's own small carport..perfect for a woodworking shop or lake toys or whatever your heart desires. Both the shop and home have metal roofs and a circular drive enters both. This well cared for home is ready for the updates you desire or could be move-ready for the young buyer!

1111 Holders Cove Rd, Winchester

$209,900
3 Beds ⋅ 2 Baths ⋅ 3319920 MLS ⋅ ACTIVE Status ⋅ 3.11 Acres ⋅ 37398 Zip Code
Opportunity Awaits! Situated on 3.12± acres spanning two lots, this 3-bedroom, 2-bath home offers a peaceful setting with plenty of room to enjoy country living or create your dream property. The home is nicely positioned on the land and features a spacious yard surrounded by mature trees. A standout feature is the large detached shop, complete with electricity and water, making it ideal for storage, hobbies, a workshop, or small business use. The property is being sold As-Is, presenting an excellent opportunity for investors, renovators, or buyers looking to add their personal touch. Please use caution when viewing the front deck, as it is in need of repair. With acreage, a functional shop, and endless possibilities, this property is ready for its next owner to unlock its full potential.

145 Edgewood Ln, Winchester

$1,250,000
3319370 MLS ⋅ ACTIVE Status ⋅ 0.55 Acres ⋅ 37398 Zip Code
Unlock unmatched potential with over 300 feet of direct Tims Ford Lake frontage paired with the charm of the historic walkable downtown. Situated on high-visibility Hwy 41/Dinah Shore Blvd, this premier C4-zoned property offers a rare combination of scenic waterfront exposure, easy water access, and convenient paved parking. Just a short stroll from the vibrant Downtown Winchester Square—home to local boutiques, artisan coffee shops, dining, and the historic Oldham Theatre—this site delivers exceptional foot traffic, accessibility, and prestige. Whether you envision a high-end corporate office, mixed-use residential development, specialized commercial studio, or flagship venue, this versatile footprint offers endless possibilities limited only by your imagination.

410 Dinah Shore Blvd, Winchester

$230,000
2 Beds ⋅ 2 Baths ⋅ 3318900 MLS ⋅ ACTIVE Status ⋅ 0.43 Acres ⋅ 37398 Zip Code
Whether you're buying your very first home, looking to simplify life with less maintenance, or searching for the perfect vacation retreat, this charming 2-bedroom, 2-bath home checks every box. Thoughtfully designed with comfortable living spaces and a functional layout, this home offers the perfect balance of convenience and comfort. Its unbeatable location near Tims Ford Lake and Twin Creeks Marina makes it easy to spend your weekends boating, fishing, dining, or simply enjoying everything lake life has to offer. For first-time homebuyers, it's an affordable opportunity to begin building equity in a desirable location. For those ready to downsize, it provides the ease of low-maintenance living without sacrificing comfort. And for investors, its proximity to one of Middle Tennessee's most sought-after lake destinations makes it an excellent opportunity as a short-term rental or weekend getaway. Whether you're looking for a place to call home or a smart investment with year-round appeal, this property offers endless possibilities in a location you'll love.

525 Sharp Springs Rd, Winchester

$405,000
3 Beds ⋅ 2 Baths ⋅ 3318452 MLS ⋅ ACTIVE Status ⋅ 0.81 Acres ⋅ 37330 Zip Code
Build your dream home from the ground up on AEDC Lakeview Lot 2! Priced at $405,000, this to-be-built home gives you the opportunity to personalize many of the finishes to match your style. Buyers can choose from 7 siding colors, 7 interior paint colors, 7 flooring options, 5 cabinet colors, 5 countertop selections, and 5 brick colors, making it easy to create a home that feels uniquely yours. Looking for extra space? A 30x30 detached shop can be added for an additional $40,000, providing plenty of room for hobbies, storage, or a workshop. Don’t miss your chance to build a brand-new home in the desirable AEDC Lakeview community. Secure your lot today and start customizing your future home!

AEDC Lakeview Rd, Estill Springs

$774,900
4 Beds ⋅ 4 Baths ⋅ 3316017 MLS ⋅ ACTIVE Status ⋅ 0.13 Acres ⋅ 37398 Zip Code
Lake life at its finest -- can be purchased FULLY FURNISHED, saving you time and money! This beautiful home in Twin Creeks is a MUST SEE and features upgrades galore! From the inviting stone-accented exterior and charming covered front porch to the open and thoughtfully designed interior, every detail of this home exudes quality and comfort. It is rare to find a fully "high end" furnished home with all the bells and whistles at this price. The open floor plan features a spacious living room with a coffered ceiling, a gas fireplace and built-ins. Luxury vinyl plank floors flow seamlessly throughout this home. The kitchen and dining areas feature beautiful wooden beams, granite countertops, a 4-burner gas cooktop w/griddle and stainless steel appliances, creating a perfect mix of elegance and functionality. This area is an ideal focal point for family gatherings and entertaining. Just off the kitchen, a screened porch with a gas fireplace opens to expansive outdoor living spaces featuring a built-in grill, refrigerator, and pergola-covered entertaining area. The main-level primary suite boasts a coffered ceiling and direct access to a private covered patio. Upstairs, a second primary suite with an ensuite bath is joined by two additional bedrooms, a bonus room, a third full bath, and an impressive 16' x 13' balcony. Don’t miss the chance to experience this impeccably maintained, move-in-ready, turn-key home that blends luxury, functionality, and a true sense of community. But the true magic is in the lifestyle. Enjoy days on the water boating or kayaking, evenings at the community restaurant and bar, and weekends spent at the pools, clubhouse, and social events with neighbors who soon feel like family. Whether you’re looking for a primary home or a lake getaway, this home offers the best of both worlds — comfort, community, and a life that feels like vacation every day. his home has it all!

309 Campfire Ct, Winchester

$1,150,000
2 Beds ⋅ 3 Baths ⋅ 3314284 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37398 Zip Code
Gorgeous 5 bedroom, 3 bath lakefront living at its best on Tims Ford Lake! Just in time for lake season! Experience the ultimate waterfront lifestyle in this stunning home perfectly situated in the highly sought-after Caney Hollow. With direct lake access from your backyard and your own covered boat slip featuring both a boat lift and jet ski lift with an adjacent floating dock, this property is fully equipped and ready for long days on the water. Wake up to breathtaking lake views from the spacious primary suite with private outdoor access—perfect for morning coffee overlooking the water. Designed for both relaxation and entertaining, the home features two fireplaces, including a stunning stacked-stone fireplace on the expansive covered back porch. Multiple access points create seamless indoor-outdoor living and effortless enjoyment of the views. The finished walk-out basement adds even more living space with a full bedroom, spacious bonus area, and large utility room—ideal for guests, a game room, or multi-generational living. A spacious garage provides plenty of room for your boat and lake toys, while newly added parking offers added convenience for guests. A gently sloped stone pathway with 30 steps lead directly to your private dock & boat house, making every lake day easy and accessible. Located just minutes from marinas, dining, and Tims Ford State Park, this home offers the perfect blend of comfort, convenience, and one of Tennessee’s most sought-after lake lifestyles. All SS appliances, including the washer and dryer, remain. Bathrooms have been updated and home freshly painted! Home warranty provided!

645 Wildwood Trce, Winchester

$1,750,000
3 Beds ⋅ 3 Baths ⋅ 3312749 MLS ⋅ ACTIVE Status ⋅ 2.46 Acres ⋅ 37356 Zip Code
Step into luxury and timeless craftsmanship in this stunning lodge-style retreat. The grand entry opens with eight-foot custom solid wood doors and rich hardwood floors leading into a spacious living space featuring wood gables and a cozy wood-burning fireplace. The chef’s kitchen boasts custom knotty alder cabinetry, a huge island, a coffee and prep station, and a high-end Bertazzoni appliance package complete with a gas cooktop and two electric ovens, perfectly complemented by unique stained glass pantry doors rescued from an Asheville church. Entertain with ease using the Thor bar appliance package featuring a dual-zone wine cooler or relax by one of the three custom wood-burning fireplaces found throughout the home. Exceptional custom details include Black Forest light fixtures, stained solid wood trim, an antique tiger wood vanity with a copper sink in the powder room, and a dedicated dog wash station. Enjoy outdoor living on the covered back porch lounge area with the opportunity to take advantage of a permit for a ten-by-ten boat dock on the 230' of waterfront. Additional highlights include stand-up fully floored attic storage and a massive fully stubbed walk-out basement ready for your personal touch that offers an additional 2,400 square feet when finished, and an underground pet containment system with two collars. Cooley's Rift neighborhood offers a gated entrance, 54-acre private lake, boathouse and waterfalls.

40 Trussell Creek Trl, Monteagle

$450,000
3 Beds ⋅ 3 Baths ⋅ 3311983 MLS ⋅ ACTIVE Status ⋅ 0.43 Acres ⋅ 37388 Zip Code
Stunning Modern Farmhouse with High-End Finishes and NO HOA! Step into this gorgeous new construction home that blends timeless charm with luxury design. You’ll find quartz countertops throughout, a stylish marble backsplash, elegant gold fixtures, and designer lighting. The kitchen features soft-close cabinetry, a farmhouse sink, and sleek black stainless steel appliances. Every bedroom showcases trey ceilings, while the primary suite includes an oversized closet, a spa-inspired tile shower, and a standalone soaking tub. The secondary bedrooms are connected by a convenient Jack-and-Jill style bath. A spacious laundry room includes built-in storage, folding space, and a half bath for added functionality. Outside, enjoy the warmth of wood-accented trim and ceilings on both the inviting front and expansive back porches. Upscale exterior lighting and full landscaping add to the home’s curb appeal. Located near Tullahoma’s shopping and dining hubs and zoned for Tullahoma High School, this home offers the perfect combination of comfort and convenience. Don’t miss your opportunity to see this exceptional property—schedule your showing today!

1601 Old Estill Springs Rd, Tullahoma

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