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$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

$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

$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

$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

$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

$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

$289,000
5 Beds 2 Baths 3278665 MLS ACTIVE Status 0.54 Acres 37398 Zip Code
--- MOVE IN READY --- 1 Level - FLEX space galore - Fully rehabbed from top to bottom and 100% move-in ready, this solid, single-level ranch offers modern comfort just minutes from Tims Ford Lake and Boiling Fork Creek. Designed with zero stairs and two separate living areas, this highly versatile layout is the perfect setup for a large family, multi-generational living or even a high-yield rental investment. Enjoy absolute peace of mind with premium upgrades throughout, including a brand-new metal roof, siding, windows, and a stunning designer kitchen. Outside, the brand-new back deck overlooks a spacious, level half-acre lot—providing an ideal space for entertaining and plenty of room to park your boat, trailer and lake toys. A rock-solid, fully renovated home in a fantastic location. PRICED TO SELL!

1200 Little St, Winchester

$99,999
3271990 MLS ACTIVE Status 0.20700000000000002 Acres 37398 Zip Code
Imagine waking each morning to the gentle rhythm of lake life, where every day holds the promise of relaxation and connection. Nestled within a beautifully gated community along the shores of Tims Ford Lake, this rare opportunity at 0 Kayak Way offers more than just a property, it presents an invitation to embrace a lifestyle of ease and adventure. The community welcomes you with an impressive array of amenities designed for enjoyment and convenience. Multiple pools invite refreshing swims, while scenic walking paths and dedicated golf cart roads create seamless connections throughout the neighborhood. A full-service marina stands ready for your boating pursuits, with boat slips available for those who inquire. Gather with friends at the floating bar and restaurant, celebrate special moments in versatile venues, or enjoy live concerts that bring the community together. A nearby beach adds the perfect touch for sun-filled afternoons, all while remaining conveniently close to the historic square in Winchester, Tennessee, where unique shops and diverse dining options await. This exceptional corner lot at 0 Kayak Way represents far more than a location. It is the foundation for memories yet to be made, peaceful mornings on the water, spontaneous gatherings with neighbors, and a genuine sense of belonging that so many seek yet rarely find.

Kayak Way, Winchester

$489,900
3268487 MLS ACTIVE Status 37398 Zip Code
Rare opportunity to own a nearly new, high-end duplex built in 2023. The property features two beautifully finished 2-bedroom, 2-bath units, each offering 888 square feet of modern, efficient living space with an attached one-car garage. Both units are thoughtfully designed with open-concept layouts, upscale finishes, modern kitchens, and spacious bedrooms with private baths. One unit is currently leased on a month-to-month basis at $1,800/month, while the 2nd unit is rented for $1,600/month with a year lease Located just minutes from downtown Winchester, shopping, restaurants, and Tims Ford Lake, this property offers the perfect blend of quality construction, strong rental demand, and long-term appreciation potential. A rare chance to acquire a newer construction duplex in a market with very limited multi-family inventory.

65 Duncan Ln, Winchester

$499,999
3 Beds 2 Baths 3260658 MLS ACTIVE Status 0.5700000000000001 Acres 37398 Zip Code
Fresh opportunity on Tims Ford Lake with improved pricing! If you have been looking for privacy, land, and lake life, this one deserves a second look. Set on a wooded lot with space for backyard bonfires, quiet evenings under the stars, and outdoor living, this property also includes private dock access approximately 400 yards from the home. Be on the water in minutes with no long idle zones and quick access to open water for boating, surfing, swimming, and sunset cruises. Located in a calm no-wake zone, the dock area stays peaceful and safe, making it ideal for paddleboarding, kayaking, and relaxing lake days. A neighborhood boat ramp is just one minute from the home with no launch fees, offering rare convenience on Tims Ford Lake. The private dock is close to multiple marinas, including Tims Ford State Park Marina just minutes away by boat, along with waterfront dining, live music, and boat rentals nearby. The dock also offers a front-row view of the Fourth of July fireworks. With close proximity to Tims Ford State Park, golf, outdoor recreation, and downtown Winchester, this property is ideal as a full-time residence, weekend getaway, or income-producing short-term rental.

512 Cline Ridge Rd, Winchester

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