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$138,500
3232193 MLS ACTIVE Status 0.06 Acres 37398 Zip Code
Bring your vision to life with this well-positioned mixed-use commercial property, formerly home to a successful neighborhood barber shop. Offering excellent visibility and steady traffic, this versatile building is ideal for a variety of uses including retail, salon, office, boutique, studio, or service-based businesses. Inside, you'll find a spacious storefront with large display windows that provide abundant natural light and outstanding exposure. Existing plumbing connections make the space especially appealing for salon, spa, or personal care services, while the flexible floor plan allows for easy customization to fit your specific business needs. Situated in a growing area and zoned for mixed use, this property combines character, functionality, and opportunity. With its established commercial presence and historic charm, the stage is set for a new owner to make it their own. Property is being sold As Is.

1055 Dinah Shore Blvd, Winchester

$299,999
3 Beds 2 Baths 3231532 MLS ACTIVE Status 37398 Zip Code
Welcome to Green River—where front porch living, walkable convenience, and small-town charm come together. Located just a half-mile from Winchester’s historic square and only 1.5 miles from Tims Ford Lake, this brand-new home offers the perfect balance of downtown accessibility and outdoor recreation. Enjoy local dining, shopping, festivals, boating, and lake days—all just minutes from your front door. This charming 3-bedroom, 2-bath cottage-style home offers low-maintenance living in one of Winchester’s most desirable walking communities. The open-concept floor plan features a spacious kitchen with a large island, modern finishes, and inviting living and dining areas perfect for everyday living and entertaining. Two bedrooms and a full bath are located on the main level, while the private primary suite occupies the entire second floor, complete with an ensuite bath and generous closet space. Enjoy relaxing on the covered front porch, entertaining on the back deck, and the convenience of a detached one-car garage. Located within walking distance of Downtown Winchester and just minutes from Tims Ford Lake, this home offers easy access to shopping, dining, recreation, and community events. Experience the perfect blend of modern comfort, convenience, and small-town charm.

99 N Shephard St, Winchester

$2,119,040
4 Beds 6 Baths 3230557 MLS ACTIVE Status 0.36 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. This Home is 3 Level of Luxury with 3 Private Primary Suites - 1 on the Main Level, and 2 Upstairs- all with Double Vanities, Large Showers, Water Closets, and Soaking Tubs. Your Guests Can Stay in Suites like a Hotel! 4th Bedroom has 2 Queen Beds and Bonus Room with 4 Full Beds share Hallway Bath. Bunk Room (4 Twin XL) in the Basement Level has Access to a Full Bathroom on the Basement Level. 2 Laundry Rooms. 2 Kitchens with 3 Dishwashers Total. Main Level Kitchen has Dacor Appliances- 48" Range, Double Oven, 48" Panel Fridge, Microwave Drawer. Basement Kitchen has an Icemaker with Cafe Dishwasher and Full Size Fridge. Basement Living Room has RH Navy Velvet Sofa. Movie Room with Surround Sound on Lower Basement Level. Whole Home has Pella Windows, Sliders, and Doors. Custom Cabinetry in Whole Home- Custom Paint/Stain and Handmade in all Bathrooms and Kitchens. Custom Millwork throughout. Built-ins. Televator for Living Room TV. Upscale Designer Finishes and Cutting Edge Lighting. Lower Level has Pool Table/ Fooseball/Game Area, Closet for a Christmas Tree, Mechanical Storage Closet (can store boating tube, etc). Tankless Hot Water Heater AND Tank Water Heater. Entertainer's Dream Lake House. Luxury Awaits. Shared Community Dock and Exclusive Boat Slip #5. Income Potential if you Choose- sleeps 22. FULLY FURNISHED (Valued at over $100k in Furnishings)- Hot Tub, Pool Table, Tv's, Fooseball, and Dock Box, AND BOAT LIFT INCLUDED IN SALE! TURN KEY LAKE LIFE LIVING.

318 N Porter St, Winchester

$399,900
4 Beds 4 Baths 3229184 MLS ACTIVE Status 0.47000000000000003 Acres 37398 Zip Code
Renovations complete! Brick ranch style home with so much space! This 4 Bedroom, brick ranch style home in a great location only minutes to the winchester square! Only 15 min to I-24! This renovated 4 bedroom brick home with all of its updates is a gem! The beautiful kitchen has a country french feel with the granite and beautiful backsplash and newly updated cabinets with the finishing touch of bar seating. This well appointed home has a large living room and a florida room for large gatherings. The owner has done many well thought out upgrades and additions to the home. Huge laundry room with 1/2 bath just off of the pool side of the home so wet guests will not need to go through the house. The home has had all of the plumbing updated as well and the seller has added additional gas heating units!. The large 4th bedroom has a full bath and the second bedroom has a 1/2 bath in it as well. This cute as can be home has a salt water pool to relax in that is partially underground and has a deck alongside it for relaxing on under the cabanna. The private back yard is fully fenced with two outbuildings and lots of soft grass and a fountain along with its beautiful landscaping around the property. The ower has also had gutter guards added to keep the gutters leaf free. This home provides extra parking in the back by the carport or would make a great basket ball area for a growing family. This lovely home is just minutes to the popular Twin creeks Marina, Tims ford lake and shopping and local airport. This home is a must see! Schedule your showing today.

44 Houghton Dr, Winchester

$475,000
3 Beds 3 Baths 3228371 MLS ACTIVE Status 1 Acres 37398 Zip Code
Seller says to bring an offer!! They are ready to sell!! This distinguished residence at 615 Lakeview Way offers a rare blend of timeless elegance and everyday comfort within the desirable lakefront subdivision of Winchester. Set on a serene, park-like 1 acre corner lot, the 3,067-square-foot home welcomes you with stained glass windows that bathe the entry in soft, colorful light. Inside, the spacious formal living room invites conversation beneath its impressive coffered ceilings, while the adjacent formal dining room, adorned with rich hardwood floors, creates the perfect setting for memorable gatherings. The beautifully appointed kitchen features stunning cabinetry and two full-sized pantry cabinets, providing both style and abundant storage for the home cook. Natural light pours into the expansive Florida room, where walls of windows frame peaceful views of the surrounding grounds. A separate gathering room offers a more intimate space for relaxation, while the private master suite provides a true retreat, complete with direct access to a charming gazebo just beyond the doors. Two generously sized guest bedrooms with ample closet space ensure comfort for family and visitors, complemented by two and a half baths throughout. Additional practical features include a three-car attached garage, a dedicated tornado shelter for peace of mind, and an outdoor storage building for seasonal items. With its thoughtful layout and graceful details, this home feels like the place where life slows down just enough to truly enjoy it. Whether you're savoring morning coffee in the sun-filled Florida room or hosting friends in the formal living spaces, 615 Lakeview Way offers the warmth and substance you've been seeking. This special property is ready for you today!! Come see before someone else does!!

615 Lakeview Way, Winchester

$1,849,999
6 Beds 4 Baths 3226482 MLS ACTIVE Status 10.55 Acres 37398 Zip Code
Exceptional property on 10.5 sprawling acres offering the perfect blend of space, comfort, and resort style outdoor living. The main residence features 3,617 sq. ft. with 6 bed, 3.5 baths, providing ample room for family, guests, and entertaining. The well appointed kitchen showcases beautiful hickory cabinetry, black stainless steel appliances, quartz countertops, abundant storage and generous workspace. The home also as an Electrolux vacuum system built into it. A standout feature of this property is the impressive 2,840 sq. ft. Pool House, thoughtfully designed with stunning tongue and groove ceilings, real hardwood floors, and a full kitchen equipped with stainless steel appliances and granite countertops. Whether used for entertaining, extended family accommodations, a game room, or private retreat, this building offers endless possibilities. Step outside to your own private oasis centered around a spectacular 24x40 custom in-ground pool featuring 2 swim-outs. The expansive outdoor setting creates the ideal environment for relaxing, hosting gatherings, and enjoying year round recreation. With over 6,400 square feet of combined living space between the main home and pool house, premium finishes throughout, and exceptional indoor-outdoor amenities, this one-of-a-kind property presents a rare opportunity to own a true entertainers dream.

3539 Liberty Rd, Winchester

$375,000
3 Beds 3 Baths 3225870 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 Tims 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

$1,399,900
6 Beds 6 Baths 3221517 MLS ACTIVE Status 0.45 Acres 37398 Zip Code
A custom built home is located in prestigious Fanning Bend Subdivision. You must see this spectacular fully furnished home on Tim’s Ford Lake. Lake views from breakfast area deck & patio areas Completed in 2022, this luxury lake home features over 6100 SF, 6BR/ 5.5 BA, open floor plan w/seamless flow into Kit, LR & DR areas. LR high ceiling & rock fireplace. Large kitchen custom cabinets ice maker w/Frigidaire Gallery appliances featuring induction cooktop butlers pantry & granite counters.an off kitchen pantry to store all your goodies Primary BR suite w/vaulted ceilings, lavish yourself in the adjoining bath including soak tub, walkin granite shower & double vanity, massive walk-in closet. downstairs w/walk out patio with treated concrete & fabulous lake views. Storm shelter Bedroom 2 baths game area theater room and full kitchen with Electrolux stainless appliances blinds throughout. Home w/true double garage with treated floor. Completely furnished can include boat and golf cart. Very Important This property also features a prominent view corridor selected by the owner with HOA approval. The neighboring home to the left also would like to coordinate theirs with this property to have highest potential create your own canvas

61 Joy Cir, Winchester

$429,900
3 Beds 3 Baths 3221346 MLS ACTIVE Status 2.64 Acres 37398 Zip Code
Located near Tims Ford Lake with deeded lake access, this well-built all brick home offers privacy, space, and plenty of potential on 2.64 wooded acres. With 2,431 sq ft, the home features 3 bedrooms, 2.5 bathrooms, a sunroom, large basement, garage, and attached carport. Mature trees provide a peaceful setting with room to enjoy the outdoors while still being just minutes from Tims Ford State Park and the shopping, dining, and conveniences of Downtown Winchester. The home has been well maintained and is in great overall condition, while offering an opportunity for cosmetic updates to match today’s style and make it your own. A rare combination of space, privacy, and lake-area living in one of Middle Tennessee’s most desirable locations.

90 Owl Hollow Ln, Winchester

$745,000
3 Beds 3 Baths 3221327 MLS ACTIVE Status 0.06 Acres 37398 Zip Code
DON’T MISS THIS AMAZING OPPORTUNITY — Wake up every day to beautiful lake views from your backyard or eat-in kitchen area! This truly turnkey, move-in-ready home is the perfect fit whether you're searching for a primary residence, weekend retreat, or investment opportunity. Thoughtfully designed and meticulously maintained, this stunning home blends timeless finishes with functional upgrades throughout. Step outside and enjoy the beautifully screened-in patio, along with an additional outdoor space ideal for grilling, entertaining, or simply relaxing and taking in the lake lifestyle. The light-filled, open-concept floor plan is enhanced by abundant natural light and scenic lake views. The spacious kitchen serves as the heart of the home, featuring light-colored cabinetry, quartz countertops, a large center island, and an eat-in dining area with plenty of space for gathering with family and friends. The inviting living area showcases a beautiful gas stone fireplace, creating a warm and comfortable atmosphere year-round. The main-level primary suite offers a spacious ensuite bath with double vanities, a dedicated makeup vanity, a large walk-in closet, and abundant storage. An additional main-level bedroom provides flexibility and works perfectly as a home office or guest space. Upstairs, you'll find a third oversized bedroom, and additional extra large storage space, offering multiple options for guests, recreation, or expanded living room Additional upgrades include no carpet throughout and exceptional storage throughout. Enjoy refined, low-maintenance lake living in the highly sought-after gated Twin Creeks community, where the HOA handles lawn care so you can spend more time enjoying the lifestyle. This golf cart-friendly community makes getting around easy and enjoyable. Residents enjoy exceptional amenities including a full-service marina, clubhouse, three pools, and community fire pit plus much more,

25 Dry Fork Dr, Winchester

$794,500
4 Beds 4 Baths 3220663 MLS ACTIVE Status 0.65 Acres 37398 Zip Code
Come Home to Franklin Hills where you have all bedrooms on the main floor, a spacious bonus room over the 26x26 side load garage and a tree lined back yard with lots of privacy. Exterior of home will be 85 % Brick with Cement Fiber Board accents. The expansive foyer leads you directly into the great room with 12ft ceilings All other rooms will have 10 ft ceilings with 8 ft interior and exterior doors The custom designed kitchen will be complete with double ovens and Kitchen Aid Appliances. Home office located to the left of the dining room will have a closet and can easily be utilized as a 4th bedroom. This floor plan has been expanded to approximately 2843 Sq ft on the main with approx. 322 Sq ft bonus room . The master bedroom is 17x 18 making it spacious enough for a sitting area. Home office/4th BR has also been expanded to a 13x14 room . Bedroom 2 has been expanded - 14x12. Luxury Vinyl Planks will be throughout the home. All Showers will be tile. For a limited time a buyer can select most all interior and exterior selections. This home is scheduled to be completed by the end of 2026 . Builder Tims Ford Lake Homes -- Owner / Agent

Ridgecrest Dr, Winchester

$997,500
3 Beds 2 Baths 3218367 MLS ACTIVE Status 0.37 Acres 37398 Zip Code
Nestled in the exclusive community of Lee Ford Estates, this exceptional lakefront retreat offers breathtaking waterfront living just minutes from downtown Winchester. Designed to maximize the beauty of the lake from every angle, the home features French doors throughout, creating stunning panoramic water views and seamless indoor-outdoor living. This beautiful home offers 3 bedrooms and 2 baths, highlighted by a warm gas fireplace and a spacious eat-in kitchen perfect for gathering with family and friends. Step outside to enjoy resort-style amenities including an in-ground pool, expansive deck space, and private waterfront access ideal for entertaining or relaxing lakeside. A coveted TVA permit accommodates two boats and includes a sun deck, making this property a rare opportunity for boating and lake enthusiasts. Complete with a 2-car garage and located in one of the area’s most desirable lake communities, this home combines privacy, convenience, and luxury waterfront living.

423 Shasteen Bend Dr, Winchester

$574,900
3217180 MLS ACTIVE Status 1.13 Acres 37398 Zip Code
Rare Lakefront Opportunity: Just Over an Acre of Private Paradise! Septic approved. TVA Section 26a dock permit application is currently in the environmental review phase. Site visit has been completed, and TVA has indicated they do not anticipate any issues. Documentation is available in MLS. Final approval remains subject to TVA review. Discover the perfect canvas for your dream lake home on this exceptional 1.13-acre lot, beautifully situated in the desirable Dripping Springs area within Dry Creek Estates. Offering the ultimate combination of convenience and serenity, this unique property places you just minutes from town, yet feels world's away nestled among majestic, old-growth hardwood trees that provide ultimate privacy. This lot stands out with highly sought-after features that are becoming increasingly rare to find together: gentle terrain: forget steep cliffs; allowing for a comfortable path directly down to the water's edge. Built-in Value: Neighborhood standards are well-established. Both neighboring properties have successfully perked for 3+ bedroom homes, and both feature private docks. Buyers have an excellent precedent to apply for their own custom TVA dock approval. Investment Potential: Located in a neighborhood that explicitly permits short-term rentals, making it a lucrative option for a luxury vacation property or a premium investment build. Opportunities with this blend of privacy, gentle lake access, rental flexibility, and proximity to town are nearly gone. Don't let this rare piece of Dry Creek Estates pass you by. Plat maps and appraisal are available upon request.

Dry Creek Lane, Winchester

$750,000
3216377 MLS ACTIVE Status 0.8300000000000001 Acres 37398 Zip Code
Back on the market due to financial...fully upgraded and ready to reopen. Location,Location,Location Established restaurant With/ Drive-Thru not currently used + Real Estate Included (Business & Real Estate Included) Well-established, old-fashioned lunch/dinner serving a big community for over 10 years. This local favorite is known for its classic American comfort food, welcoming atmosphere, and loyal customer base that includes local families, workers, and first responders. This restaurant offers strong sales, solid cash flow, and excellent visibility with a freestanding 2,800 sq. ft. building featuring indoor and patio seating for approximately 80 guests, parking, and a profitable drive-thru generating nearly 30% of total revenue. All kitchen appliances are included Additional opportunity available by expanding into breakfast hours.

356 Dinah Shore Blvd, Winchester

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