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$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

$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

$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

$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

$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

$500,000
3 Beds 3 Baths 3319995 MLS ACTIVE Status 0.2 Acres 37388 Zip Code
**Showings start Saturday, 8/8/2026** A premier modern retreat nestled within the highly coveted Reserve at Holiday Landing community in Tullahoma, Tennessee. Built in 2021 and offering 2,150 square feet of meticulously designed living space, this 3-bedroom, 2.5-bathroom residence delivers the ultimate synthesis of contemporary luxury, effortless leisure, and undeniable financial upside. Offered fully furnished with an acceptable offer, allowing for an immediate transition into personal ownership or instant activation as a short-term rental (STR) from Day 1. Surrounded by nature and on-site hiking trails, offering a true sanctuary just minutes from Tims Ford Lake. This community features a direct golf cart path providing access to the Holiday Landing Marina and the renowned Blue Gill Grill, with boat slips available. Whether you are seeking a lucrative addition to your portfolio, a turnkey vacation home, or a low-maintenance primary residence near the water, this property checks every box. Make sure to check with us on getting some amazing lending incentives!

431 Evans Dr, Tullahoma

$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

$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

$774,900
4 Beds 4 Baths 3316017 MLS ACTIVE Status 0.13 Acres 37398 Zip Code
Lake life at its finest AND offered FULLY FURNISHED, saving you time and money! This turn-key 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

$682,500
3 Beds 2 Baths 3306261 MLS ACTIVE Status 0.31 Acres 37398 Zip Code
Stunning New-Construction Tims Ford Lakefront Living – 2,086 Sq Ft. Waterfront Access. Welcome to this brand-new 3-bedroom, 2-bath with Office /Study lake house, designed for modern comfort and lakeside entertaining. Spanning a generous 2,086 square feet, this thoughtfully crafted home delivers open, light-filled living with beautiful lake views from the moment you walk through the door. Luxury Vinyl Plank (LVP) flooring flows throughout the main living areas, offering durable, stylish, and easy-care surfaces perfect for lake-house life. The primary suite features elegant tile flooring and a spa-inspired custom tile shower, creating a private retreat you’ll look forward to every day. Step outside onto the expansive back porch—an ideal space for morning coffee, sunset gatherings, or hosting friends and family while soaking in the serene lake views. Outdoor living is elevated even further with a deeded boat slip and convenient access to the community boat ramp, making it simple to launch and enjoy the water whenever the mood strikes. Move-in ready by August 2026 and built for the lake lifestyle—this is the new home you’ve been waiting for. Schedule your private showing today and start living the waterfront dream. Gas Heat, Tankless, gas water heater, gas cooktop. Owner Agent. All info to be verified. Taxes TBD. House to be completed by August 1, 2026

57 Cypress Point Dr, Winchester

$729,900
4 Beds 5 Baths 3306198 MLS ACTIVE Status 0.66 Acres 37398 Zip Code
BE A PART OF THE FRANKLIN HILLS COMMUNITY! Relax in this stunning 4BR/5BA home in sought after Franklin Hills subdivision, where timeless elegance meets contemporary convenience. Nestled minutes from Tims Ford Lake and the Winchester city park, this home offers unparalleled living, sophisticated design and impressive amenities. Enjoy the grandeur of the 18 foot ceilings in the LR, accented by beautiful crown molding, built in bookcases and a gas fireplace. The large kitchen is a culinary enthusiast's dream, with stainless steel appliances, a generous bar area, and ample storage space. The formal adjacent DR is perfect for hosting elegance. The Primary BR is a retreat of its own with double vanities, a tile shower, a whirlpool tub, and two walk in closets. A spacious Rec Room offers flexibility for a home theater, game room, etc. Two covered porches invite you to relax. An irrigation system ensures your yard remains vibrant. The home boasts fluted trim, chair rail and extensive crown molding throughout. Newer roof and 3 car garage enhance functionality.

323 Ridgecrest Dr, Winchester

$299,900
3 Beds 2 Baths 3305852 MLS ACTIVE Status 0.27 Acres 37398 Zip Code
Welcome to your forever haven - where comfort meets timeless charm. Step inside to vaulted ceilings with exposed beam, a ceiling fan, and rich finished wood floors that flow seamlessly into the living area. Cozy up by the natural gas fireplace or open the dining room's double doors to a sun-drenched three-season room - your retreat for morning coffee or evening breezes. The kitchen is sure to please: granite countertops, stainless steel appliances, and a clever movable bar that expands your entertaining space at a moment's notice. The master suite offers a peaceful escape with wood floors, walk-in closet, ceiling fan, and a full bath. The second bedroom - currently a den/study - opens to the patio, perfect for a home office or guest hideaway. Bedroom three also features wood floors, a ceiling fan, and its own full bath with vinyl flooring and linen closet. But it's what you can't see that sets this home apart: French drains for peace of mind, a tankless gas water heater (2021), a new central unit motor (2023), reinforced walls and floors, and an AFS-encapsulated crawl space with a dehumidifier. Blinds and kitchen appliances stay. Must See!

266 Woods Edge Rd, Winchester

$279,900
3 Beds 2 Baths 3305185 MLS ACTIVE Status 0.38 Acres 37398 Zip Code
Move-in ready with charm, space, and versatility. This beautifully refreshed home has been updated with fresh paint throughout, new light fixtures, and fresh landscaping. The spacious primary bedroom features vaulted ceilings and natural lighting. A brand new water heater and included washer and dryer add convenience for the new owner. Step outside to enjoy the large, beautiful backyard, perfect for entertaining, gardening, or simply relaxing. The detached mother-in-law suite with its own screened in porch offers endless possibilities-- ideal for guests, extended family, or home office. This home is conveniently located minutes from town and a short distance to the Winchester Square.

801 S High St, Winchester

$399,900
2 Beds 2 Baths 3305167 MLS ACTIVE Status 0.78 Acres 37398 Zip Code
Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation. Inside, you'll find a spacious layout featuring an inviting living area with Panoramic window views, dining room, eat-in kitchen with beautiful wooden cabinets and moveable island ! All this provides plenty of room for family and friends to gather and enjoy the lake or just hanging out playing games and watching movies . 2 bedrooms and 2 full baths for your convenience and the washer and dryer are all located on that main level! Downstairs you’ll find 2 rooms and a closet/ laundry room if desired. Step outside to enjoy the scenic setting, beautiful landscape and plenty of storage and privacy where you can relax and take in the beauty of the nearby water views. Located just minutes from Tims Ford Dam, public boat ramps, marinas, and Tims Ford State Park, this home is ideal as a full-time residence, weekend retreat, or vacation getaway. Whether you enjoy boating, fishing, golfing, or simply unwinding in a peaceful setting, this property offers the perfect place to call home. Schedule your showing today and experience all that this beautiful Winchester property has to offer! This property does come with an inlet lake access within walking distance from the house .

924 Cline Ridge Rd, Winchester

$525,000
3 Beds 2 Baths 3305090 MLS ACTIVE Status 2.74 Acres 37388 Zip Code
Just outside Tullahoma and only 7 minutes from Holiday Landing Marina and the Blue Gill Grill, this 2,700+ square foot home offers the space, updates, and land you've been searching for. Step inside to a thoughtfully updated interior featuring a new kitchen, newer windows, water heater, carpet, insulation, roof, gutters, and soffit. With 3 bedrooms, 2 bathrooms, a dedicated office, formal living and dining rooms, and a den anchored by a gigantic wood-burning fireplace, there's room for every stage of life. Outside, nearly 3 acres give you room to grow, literally. Enjoy an orchard of grapes, plums, peaches, apples, blueberries, and strawberries, all ready to harvest right from your own yard. Move-in ready with many major systems already handled, and country living just minutes from the lake and local favorites. Come see this Franklin County gem for yourself!

781 Blue Creek Rd, Tullahoma

$516,500
4 Beds 3 Baths 3302252 MLS ACTIVE Status 0.25 Acres 37388 Zip Code
Fully furnished** TURN-KEY READY** Highly rated 5-star Airbnb on Tims Ford Lake! Tucked away on a private cul-de-sac, this well-appointed home offers a primary suite on the main level with dual vanities, plus 3 additional bedrooms and a versatile den upstairs. The main living areas feature durable LVP flooring throughout, creating a seamless and inviting flow. The spacious eat-in kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, and a center island with seating. Enjoy your morning coffee on the covered rocking chair front porch or unwind in the evenings on the covered back deck with a cozy fireplace. Refrigerator, washer, and dryer remain. The neighborhood includes a convenient golf cart path providing easy access to Blue Gill Grill and Holiday Landing Marina, making it easy to enjoy everything lake life has to offer.

534 Evans Dr, Tullahoma

$374,900
3 Beds 2 Baths 3298130 MLS ACTIVE Status 0.5 Acres 37398 Zip Code
Beautifully maintained 3-bedroom, 2-bath home offering a spacious split-bedroom, open-concept floor plan with custom kitchen cabinetry, abundant storage, and an inviting living area. The primary suite features a tray ceiling, dual walk-in closets, and a private bath. Relax in the new two-person hot tub (which conveys) while enjoying beautiful views of Tims Ford Lake. A unique bonus is the vacant lot behind the home, which is not buildable, providing added privacy and helping preserve the lake view. Located on Luttrell Drive, you'll enjoy public access to Tims Ford Lake just approximately 100 yards away—perfect for fishing, kayaking, or simply enjoying the water. Additional features include a 2-car garage, rocking chair front porch, spacious corner lot, beautiful lake views, and NO HOA!

95 Luttrell Dr, Winchester

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