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802 Evans Rd, Winchester
$375,000
3 Beds ⋅ 2 Baths ⋅ 3182544 MLS ⋅ ACTIVE Status ⋅ 2.57 Acres ⋅ 37398 Zip Code
Escape to this peaceful, FULLY FURNISHED home nestled on a 2.5 acre wooded lot just minutes from Tim's Ford Lake, a public boat ramp, and the world-famous Jack Daniel’s Distillery. This charming and successful Airbnb offers the perfect mix of charm and modern comfort. Inside, you'll find an updated kitchen with modern appliances, perfect for home-cooked meals, and cozy fireplaces to warm up after a day on the water. Step outside to relax under the stars around the outdoor fire pit or enjoy the quiet seclusion of the wooded surroundings. Additional amenities include a covered carport, extra storage, and plenty of space to park your boat or recreational gear. Whether you're looking for a personal residence with unique charm and full amenities or a new investment for your portfolio - this retreat offers convenience, comfort, and a true Tennessee experience. Update list is attached including brand new tankless water heater and PEX plumbing throughout!

802 Evans Rd, Winchester

205 Houghton Dr, Winchester
$349,900
4 Beds ⋅ 3 Baths ⋅ 3178543 MLS ⋅ ACTIVE Status ⋅ 0.57 Acres ⋅ 37398 Zip Code
Welcome home to this spacious, all-brick ranch offering a versatile one-level floor plan, generous storage, and wonderful outdoor living space! With two primary suites located on opposite ends of the home, this layout offers exceptional privacy and flexibility for family, guests, or multigenerational living. The main living areas feature beautiful hardwood and tile flooring, two fireplaces, and plenty of room to gather. The oversized utility room includes a walk-in pantry, while abundant storage throughout the home helps keep everything organized. A heated and cooled basement provides additional storage and could also serve as a convenient storm shelter. Step outside and enjoy multiple covered outdoor spaces overlooking the large, fenced backyard. The property also features an oversized two-car detached garage, plus an attached two-car carport, providing plenty of room for vehicles, hobbies, storage, or workspace. Located in the established Houghton-Hill subdivision with no HOA, this home offers space, flexibility, and convenience—all in a well-established Winchester setting. Bring your vision and make this well-maintained ranch your own!

205 Houghton Dr, Winchester

59 Turtle Ct, Winchester
$695,900
4 Beds ⋅ 4 Baths ⋅ 3177909 MLS ⋅ ACTIVE Status ⋅ 0.22 Acres ⋅ 37398 Zip Code
Lake Life at its FINEST- this remarkable home in Twin Creeks Subdivision has everything you need! Open Living concept for easy entertaining featuring vaulted ceilings, 5 burner Gas cooktop, double ovens, Quartz countertops and designer lighting. Primary suite is on the main level. Upstairs features 3 large bedrooms all with walk in closets as well as built in bunks perfect for sleepovers! Large covered porch on the back with fireplace that opens to the most expansive patio featuring stamped concrete and multiple sitting areas to relax and/or entertain. Gas grill remains on the back porch. Fenced in back yard and XL garage. Hot tub is negotiable. This home is across from one of the 3 swimming pools and is located on a quiet cul-de-sac. Enjoy all the incredible resort style amenities Twin Creeks offers on beautiful Tim's Ford Lake!

59 Turtle Ct, Winchester

50 Maple Dr, Winchester
$575,000
3 Beds ⋅ 2 Baths ⋅ 3170116 MLS ⋅ ACTIVE Status ⋅ 0.48 Acres ⋅ 37398 Zip Code
Welcome to this well-maintained all-brick home offering a comfortable and easy-flow floor plan, perfect for everyday living and entertaining. Located in the desirable Dripping Springs neighborhood, this property includes deeded access to Tim’s Ford Lake, making it an ideal retreat for lake lovers. Enjoy your own out lot parcel featuring a single covered boat dock complete with lift and solar power—just a short golf cart ride away. Whether you're spending the day on the water or relaxing at home, this property delivers the best of both worlds. The home has been thoughtfully updated with a roof and all windows replaced approximately nine years ago, and a brand-new HVAC system installed in January 2025. Step outside to a wonderful backyard oasis featuring the back yard completely fenced in with a privacy fence and a spacious covered deck—perfect for grilling, entertaining, or unwinding after a day at the lake. Residents of Dripping Springs enjoy exclusive amenities including a private boat launch, boat storage area, and a newly built pickleball court. Don’t miss this opportunity to own a move-in ready home with lake access and exceptional outdoor living!

50 Maple Dr, Winchester

16 Bingham Ct, Winchester
$549,000
3 Beds ⋅ 3 Baths ⋅ 3170004 MLS ⋅ ACTIVE Status ⋅ 0.66 Acres ⋅ 37398 Zip Code
Tucked inside the highly sought-after lake community of Dripping Springs, this beautifully fully updated home offers the kind of lifestyle people dream about. With year-round lake views and your very own private pier dock, every day feels like a getaway. Inside has been completely updated. The show-stopping floor-to-ceiling fireplace anchors the main living space creating a warm atmosphere. Situated on a spacious lot, you'll have plenty of room to relax, entertain, or store your lake toys. This home offers a 2-car detached garage/shop along with a 2-car attached garage. Enjoy access to community amenities including a private boat ramp, pickleball court, and the peaceful beauty of lake living all year long.

16 Bingham Ct, Winchester

23 Skidmore Ln, Winchester
$499,000
3 Beds ⋅ 3 Baths ⋅ 3168672 MLS ⋅ ACTIVE Status ⋅ 0.94 Acres ⋅ 37398 Zip Code
All-brick home with stunning mountain views, a detached 3-car garage with bonus space above, and nearly an acre of level country living just minutes from Winchester. Situated on a beautiful corner lot just minutes from Winchester, this all-brick home offers over 2,200 square feet of living space with stunning countryside and mountain views. Featuring 3 bedrooms, 2.5 baths, a dedicated office, and an expansive layout, this home provides the perfect balance of comfort and functionality. The spacious primary suite, generously sized secondary bedrooms, and well-designed kitchen create an ideal setting for everyday living. A standout feature is the detached 3-car garage with a large bonus room above—perfect for a home office, guest suite, hobby space, gym, or future expansion. Combined with the attached garage, you’ll enjoy parking and storage for up to 5 vehicles. Outside, the nearly one-acre level corner lot offers endless possibilities for entertaining, gardening, recreation, or simply enjoying the peaceful views and open skies.

23 Skidmore Ln, Winchester

25 Lookout Dr, Winchester
$454,900
4 Beds ⋅ 2 Baths ⋅ 3145241 MLS ⋅ ACTIVE Status ⋅ 0.22 Acres ⋅ 37398 Zip Code
Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the heart of Winchester, Tennessee! Nestled at a dead end cul-de-sac in a gated subdivision near beautiful Tim's Ford Lake, this modern ranch offers the perfect combination of comfort, convenience, and community. From the moment you arrive, you’ll appreciate the clean curb appeal, inviting entryway, and thoughtfully designed single-level layout that makes everyday living effortless The spacious kitchen is the centerpiece of the home, featuring sleek cabinetry, premium countertops, a large island with bar seating, and stainless steel appliances. Seamlessly connected to the dining and living spaces, it’s an ideal setup for both entertaining and everyday life. The private owner’s suite offers a peaceful retreat with a walk-in closet and a spa-inspired en-suite bath boasting dual sinks and a luxurious tiled shower. Three additional bedrooms provide flexibility for family, guests, or a home office. A second full bath ensures everyone has space and comfort. The gated subdivision provides extra security, while the proximity to Tim's Ford Lake means endless opportunities for boating, fishing, and outdoor recreation just minutes from your doorstep. With its custom touches, efficient floor plan, and prime location near schools, shopping, and Winchester’s charming downtown, this home is move-in ready and built for a lifestyle of ease. Whether you’re searching for a full-time residence or a weekend retreat near the lake, this property checks all the boxes. Don’t miss your chance to make this stunning new home yours—schedule a private showing today! (interior pics are from previous build)

25 Lookout Dr, Winchester

270 Wood Bluff Rd, Winchester
$451,500
3 Beds ⋅ 3 Baths ⋅ 3134071 MLS ⋅ ACTIVE Status ⋅ 0.59 Acres ⋅ 37398 Zip Code
Bring your fishing pole or Kayak! This charming 4-bedroom, 2.5-bathroom home is all about easy living and great views, especially with its direct access to the peaceful Boiling Fork Creek and Tim's Ford Lake. Tucked away in a lovely neighborhood full of mature trees and super close to everything you need, it features a fully fenced-in backyard that’s perfect for pets or just hanging out. Inside, you'll find a wide-open living room with a cozy stone fireplace and two sets of French doors that open up to a massive back deck overlooking the water—ideal for morning coffee or weekend cookouts. The primary bedroom is conveniently located on the main floor, giving you your own private space downstairs. Wood Bluff Subdivision does have a common area open for residents with easy access to the creek-perfect for fishing or putting in your kayak!

270 Wood Bluff Rd, Winchester

220 Bryan Dr, Winchester
$459,000
4 Beds ⋅ 4 Baths ⋅ 3121591 MLS ⋅ ACTIVE Status ⋅ 0.68 Acres ⋅ 37398 Zip Code
Welcome to your new home nestled in a serene lake neighborhood on Tims Ford Lake. This delightful house offers the perfect blend of comfort, privacy and entertaining space, making it ideal for families and those seeking a relaxed lifestyle. The privacy-fenced backyard provides the perfect escape for gatherings or quiet evenings under the stars. The convenient patio is perfect for barbecues, outdoor dining or lounging with a good book. This charming home boasts 3 bedrooms with a versatile flex room on the lower level that can serve as a cozy den, guest suite or home office. This welcoming room features double doors that open to the patio, seamlessly blending indoor and outdoor living. The attached full bath adds convenience, making it an ideal guest space. Cook and entertain with ease in the cheery kitchen with stainless appliances and dining area. Nestled inside city limits, enjoy easy access to local amenities while enjoying an aesthetically pleasing neighborhood with underground utilities. Being located in a lake community means you're just moments away from boating, fishing and exploring the great outdoors. Tims Ford Lake is known for its breathtaking scenery and recreational opportunities, making it the perfect backdrop for your active lifestyle. Renovated in 2018 including roof, central system, water heater, kitchen cabinets, countertops, and appliances. Don't miss the chance to make this charming property your own!

220 Bryan Dr, Winchester

500 Golf Shores Dr, Winchester
$388,000
4 Beds ⋅ 3 Baths ⋅ 2963154 MLS ⋅ ACTIVE Status ⋅ 1.52 Acres ⋅ 37398 Zip Code
Premier Location!! Golf Shores Dr is a very quite street that ends in a cul-de-sac. approximately one mile from Tim's Ford State Park, only minutes from Bear Trace Golf Course, 3 marina's and multiple boat ramps. Concrete drive and a two car/boat carport! Spend those hot summer days enjoying the above ground pool! The large deck area is great place for entertaining offering a view of the forest that surrounds the back of the property. You will find an in-law suite on the bottom floor with it's own private entrance! (In-Law suite serves as a great short term rental) The main home has 3b2b, large den, dining room and eat in kitchen. The property has been well maintained (NEW ROOF 2025) and has several upgrades since original construction. Two outbuildings offer ample storage space. Adjoining property is included in this purchase. .76 acre / lot #17 at no additional cost. This lot has electric hookup for camper in place. Owner is willing to rent the property) on a monthly basis while it's on the market.

500 Golf Shores Dr, Winchester

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