Courtesy: United Real Estate Middle Tennessee
615-624-8380
Here's your chance to grab a renovation-ready property in one of Winchester's most desirable pockets. This home is perfect for an investor or hands-on buyer looking to build sweat equity, complete with a 1-car garage and a cellar for added storage. Tucked within walking distance of historic Winchester Square and just minutes from Tims Ford Lake, it's a location that blends small-town charm with everyday convenience. Bring your vision, this one has real upside for the right buyer.
Courtesy: eXp Realty
888-519-5113
Looking for a home with room for everyone—and all the extras? This all-brick home offers more than 3,300 sq ft designed for gathering, entertaining and spreading out. Built by Charles Yokley, it features 4 bedrooms, 2.5 baths, a main-level primary suite, updated kitchen with quartz countertops, and two fireplaces. One of the best surprises is the finished bonus room above the detached garage—perfect for a 5th bedroom, man cave, home gym, hobby room or game room. And TWO garages mean plenty of space for vehicles, storage and the boat! With Tims Ford Bass Club boat ramp just 1.5 miles away, you can go from garage to water in minutes, yet still be close to shopping, dining and everyday conveniences. A new architectural-shingle roof was installed in 2026. There’s so much more to appreciate in person—schedule your private showing and discover all the ways this home could work for you.
Courtesy: Greater Downtown Realty dba Keller Williams Realty
423-664-1900
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.
Courtesy: Southern Middle Realty
931-597-0263
Space, comfort, and features you’ll appreciate from the moment you walk in! This spacious 4-bedroom, 2.5-bath home offers a spacious open-concept layout with plenty of room for everyday living and entertaining. The large hobby room offers flexible space for a pool table, workshop, craft room, home office, or whatever fits your lifestyle. The primary bath has been beautifully renovated bath with double vanities and a large walk-in shower. Step outside to the screened-in back porch with composite decking, creating an inviting space to relax and enjoy the outdoors. A storm shelter in the garage adds an extra layer of convenience and peace of mind. With generous living space and flexible rooms, this home is ready for its next owner to make it their own. Refer to media section for all the updates.
Courtesy: Freedom Realty Group
931-588-0508
NEW PRICE! BASEMENT HOME! Step into this beautifully updated 3BR/2.5BA home offering comfort, style, and room to grow. The open kitchen shines with stainless appliances and a modern hood, flowing easily into the den where a welcoming fireplace sets the tone for cozy evenings. A BRIGHT Florida room and a partially finished basement with new flooring add versatile living areas. Separate Living room offers added space and it even has room for a nice dining room table for late afternoon dinners, Outside, a stone patio is ready for gatherings around the fire pit, and the spacious backyard includes a handy storage building. With an oversized 2-car garage, metal roof, and a location close to schools, shopping, restaurants, and the Nissan plant, this home blends convenience with everyday charm. Don't miss out on this wonderful property located in Winchester, TN!
Courtesy: John Smith Jr Realty and Auction LLC
931-967-2114
Step into timeless elegance with this beautifully appointed 4-bedroom, 2-bath home where thoughtful design meets everyday luxury. Tastefully decorated with refined finishes and warm, inviting spaces, this home offers the perfect blend of comfort and sophistication. The heart of the home is the stunning kitchen, featuring granite countertops, abundance of cabinetry, and a spacious walk-in butler's pantry that makes both entertaining and daily living effortless. The open-concept layout flows seamlessly into the living room, where a newly added stacked stone fireplace creates a striking focal point and the perfect place to gather. Need additional space? The versatile flex room (4th bedroom) offers endless possibilities as a formal dining room, home office, extra bedroom, home office, etc. The spacious primary suite provides a peaceful retreat, while two additional bedrooms offer comfort for family guests. The tankless hot water heater provides ample amount of hot water. Outside, you'll enjoy a location that's just a golf cart ride away from the Winchester Country Club and its beautiful golf course, making it easy to enjoy mornings on the greens, evenings with friends, and the relaxed lifestyle you've been dreaming of. Luxury, convenience, and impeccable style come together in this exceptional home.
Courtesy: BHGRE Baker & Cole
931-455-3994
Gorgeous new construction located in the desirable Whispering Pines subdivision! This home offers 3 bedrooms, 2 full baths, 1 half bath, bonus room, spaciously laid out and designed for comfortable living. The great room features a stunning double-tray vaulted ceiling. Luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with stainless steel appliances, including a refrigerator. Enjoy the convenience of a 2-car garage, concrete driveway, along with durable Hardie board siding for lasting curb appeal. Unwind or entertain outdoors on the front or sprawling back covered porches. Home is conveniently located with easy access to Winchester and Tullahoma retail, grocery, entertainment, healthcare options, and only minutes from beautiful Tims Ford Lake, where boating, fishing, and recreation can be explored! All measurements are approximate and not guaranteed, if important please remeasure.
Courtesy: Lynch Rigsby Realty & Auction, LLC
931-967-1672
This picturesque Historic home right off the square in Winchester offers 5 bedrooms 3.5 baths and old world charm. Tons of elegant built ins, gas log FP, an amazing office, Very large bedrooms on the 1st floor, 2 car garage, and much more. This property could also be a great spot for an office or other Commercial usages
Courtesy: BMA Properties
931-438-4492
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
Courtesy: Swaffords Property Shop
931-303-0400
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)
Courtesy: Lynch Rigsby Realty & Auction, LLC
931-967-1672
Welcome to your dream home in Twin Creeks Village, where comfort meets style and convenience. This beautiful 4-bedroom, 3.5-bath home offers spacious living with a thoughtful layout and high-end touches throughout. Downstairs you will find a seamless flow between the living room and kitchen, perfect for entertaining or relaxing. The Primary Suite is also on the main level providing a private retreat with generous space and en-suite bath. Upstairs you will find three additional bedrooms, each with large closets, plus a bonus room ideal for a home office, gym, or media room. Enjoy the covered back porch complete with a hot tub—perfect for year-round relaxation. Located in amenity-rich Twin Creeks Village, offering access to 3 pools, golf cart trails to the marina and floating restaurant and more! Don't miss this opportunity to live in one of the area's most desirable communities
Courtesy: Winton Auction & Realty Co.
931-967-3650
For sale at auction! 130 acres, offered in 9 tracts with the option to regoup. Farm fronts on 3 different county roads: Peaceful Lane, Georgis Crossing Road, and Arnold Farm Road. This farm features a 2br/1ba single-story brick dwelling with kitchen, living room, den, utility room, & sunroom. There are also multiple ag buildings which include 62'x127' equipment shed, 25'x28' two bay detached garage, 44'x58' equipment shed, 30'x96' barn, 66'x88' barn, 56'x168' hay barn, 4 grain bins, and more! House gets water from a well located on the property. This farm has a great mix of cultivated land and hay pasture. Auction Date = Saturday, October 24th @ 10am. Auction Location = 308 Peaceful Lane, Winchester, TN 37398.
Courtesy: Swaffords Property Shop
931-303-0400
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.
Courtesy: Blue Door Realty Group
615-392-5700
**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!
Courtesy: Steve Jernigan Realty
931-954-0206
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.
Courtesy: Team George Weeks Real Estate, LLC
615-948-4098
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!
Courtesy: Lynch Rigsby Realty & Auction, LLC
931-967-1672
This property is absolutely stunning! The features give it such a luxurious and unique vibe. The combination of master suites on the main floor, the roll-up garage door in the dining room for that indoor-outdoor feel, and the real mountain sandstone outdoor fireplace and foundation really sets it apart. Plus, a boat slip on the community dock and extra garage space for a boat are perfect for lakefront living. This would be a dream for someone who loves water activities.
Courtesy: Duffeys Real Estate LLC
256-508-8410
Stunning New-Construction Tims Ford Lakefront Living. 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. Luxury Vinyl Plank (LVP) 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. Deeded boat slip. Agent / Owner Taxes TBD. Info to be verified.
Courtesy: Benchmark Realty, LLC
615-809-2323
Lake life at its finest -- 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 "high end" home with all the bells and whistles at this price. The open floor plan features a spacious living room with a coffered ceiling, built-in cabinetry and a gas fireplace. Luxury vinyl plank floors flow seamlessly throughout this home; no carpet! The kitchen and dining areas offer beautiful wooden beams, granite countertops, stainless steel appliances including a 4-burner gas cooktop w/griddle; creating a perfect mix of elegance and functionality. The kitchen and dining areas are an ideal focal point for family gatherings and entertaining. Just off the kitchen, a screened porch with 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 home that blends luxury, functionality, and a true sense of community. But the true magic is in the lifestyle. Enjoy summer 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 all worlds — comfort, community, and a life that feels like vacation every day. This home has it all! To save you lots of time and money, this home may be purchased FULLY FURNISHED for an additional $25K.
Courtesy: Freedom Realty Group
931-588-0508
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.
Courtesy: Duffeys Real Estate
256-508-8410
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
Courtesy: John Smith Jr Realty and Auction LLC
931-967-2114
Lovely 3-bedroom, 2-bath brick home located in a great neighborhood. Offering the perfect blend of comfort, convenience, and location, you'll love being just minutes from Tims Ford Lake, the city park, scenic walking trails, tennis courts, and the swim plex. Shopping/ dining, and everyday conveniences are all just a short drive away making this home ideal for today's busy lifestyle. Inside you will find a warm and inviting layout that's perfect for everyday living and entertaining. One of the standout features is the oversized garage, complete with a drive-through rear door-ideal for storing a boat, trailer, or lawn equipment.
Courtesy: Winton Auction & Realty Co.
931-967-3650
3-bedroom, 2.5 bath brick house with kitchen, dining area, utility room, and additional flex room. Home features a split bedroom concept with oversized master suite, attached carport, and nice back deck. Approximately 2146 sq. ft. living space. Sitting on 0.62-acre lot. Great investment or starter home!
Courtesy: Winton Auction & Realty Co.
931-967-3650
3-bedroom, 1.5 bath brick house with eat-in kitchen, utility room, and additional flex room. Approximately 1644 sq. ft. living space. Sitting on 0.95-acre lot. Great investment or starter home!
Courtesy: Onward Real Estate
615-234-5020
Discover the potential in this manufactured home on a permanent foundation. Recent remodeling has been done to the primary bathroom. Whether you're looking for an affordable primary residence, or an investment opportunity, this home offers plenty of possibilities. This home is being sold AS IS making it a great opportunity for buyers looking to build equity.
Andrea D. Conner, License 344441, Xome Inc., License 262361, [email protected], 844-400-XOME (9663), 751 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067
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Winchester is located in Tennessee. Winchester, Tennessee has a population of 9,299. Winchester is less family-centric than the surrounding county with 25.39% of the households containing married families with children. The county average for households married with children is 26.74%.
The median household income in Winchester, Tennessee is $51,870. The median household income for the surrounding county is $52,189 compared to the national median of $69,021. The median age of people living in Winchester is 40 years.
The average high temperature in July is 87.8 degrees, with an average low temperature in January of 27.4 degrees. The average rainfall is approximately 55.6 inches per year, with 2.7 inches of snow per year.
