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356 Ridgecrest Dr, Winchester
$685,700
4 Beds ⋅ 4 Baths ⋅ 3508025 MLS ⋅ ACTIVE Status ⋅ 0.92 Acres ⋅ 37398 Zip Code
Step into this magnificent 3,705 square foot home, an absolute gem in the highly sought-after Franklin Hills Subdivision. Designed for both grand entertaining and comfortable family living, this residence offers 4 bedrooms and 3.5 baths across two levels. You will immediately notice the architectural elegance, highlighted by premier trim work and stunning tray ceilings. The entryway is graced by a stunning staircase, one of the home's beautiful architectural features, complemented by a gas fireplace that serves as a warm, artistic centerpiece. The main floor features an array of gathering spaces: a gracious Formal Dining Room, a dedicated Sitting Room, and a cozy Living Room warmed by a gas fireplace. The heart of the home is the Kitchen, featuring premium granite countertops and a suite of stainless steel appliances, highlighted by a new oven installed in 2025 , perfect for the home chef, along with a sunny Breakfast Nook. Retreat to the private master bedroom on the main floor, complete with a luxurious full bath. Flooring is a mix of high-quality hardwood, tile, and carpeting. Upstairs, you'll find the additional bedrooms and a spacious Loft. Enjoy outdoor living on the large, covered front porch or relax on the back patio by the warmth of the brick fireplace. Storage and parking are plentiful with the oversized 3-car garage. The washer and dryer, all bedroom furniture, and potentially select living room items convey with acceptable offer.

356 Ridgecrest Dr, Winchester

90 Pine Bluff Ct, Winchester
$644,900
3 Beds ⋅ 3 Baths ⋅ 3506107 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
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.

90 Pine Bluff Ct, Winchester

218 Charlotte Dr, Winchester
$488,000
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

1522 Holders Cove Road, Winchester
$350,000
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 new roof installed in 2025 and 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

262 Crimson Dr, Winchester
$449,000
3 Beds ⋅ 2 Baths ⋅ 3322405 MLS ⋅ ACTIVE Status ⋅ 0.69 Acres ⋅ 37398 Zip Code
ATTN: Sellers are offering $10,500 to buyers for a 2-1 buydown on interest rates with an accepted offer!! (Ex. If interest rates are currently 7.5%, then your first year rate would be 5.5% and 2nd year interest would be 6.5%) That is a game changer for buyers! Or buyers can use the money toward their closing costs or whatever they choose. Welcome home to this beautiful brick ranch 3-bedroom, 2-full-bath brick home situated on a spacious 0.7-acre lot in a quiet, established subdivision in a great location. 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

1111 Holders Cove Rd, 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

145 Edgewood Ln, 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

525 Sharp Springs Rd, Winchester
$220,000
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

57 Cypress Point Dr, Winchester
$685,000
3 Beds ⋅ 2 Baths ⋅ 3306261 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37398 Zip Code
Enjoy Tim's Ford Lake living in this newly built, single-level home in Cypress Point. With 2,086 square feet, 3 bedrooms, 2 baths, and a dedicated office or study, the layout offers room to relax, entertain, and work from home. The open living area features lake views, luxury vinyl plank flooring, and a kitchen with an island, gas cooking, and stainless steel appliances. The spacious primary suite includes double vanities, a separate tub, and a custom tile shower. An expansive covered back porch extends your living space outdoors - perfect for morning coffee or evenings overlooking the lake. A deeded boat slip and access to the community boat ramp make it easy to enjoy days on the water. Additional features include an attached two-car garage, natural gas heat, a tankless gas water heater. Owner/Agent. Property taxes to be determined. Buyer to verify all pertinent information.

57 Cypress Point Dr, Winchester

266 Woods Edge Rd, 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

924 Cline Ridge Rd, 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

95 Luttrell Dr, Winchester
$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

128 Bel Aire Dr, Winchester
$299,900
4 Beds ⋅ 2 Baths ⋅ 3285789 MLS ⋅ ACTIVE Status ⋅ 0.35 Acres ⋅ 37398 Zip Code
Welcome to 128 Bel Aire Dr — where modern updates, functional space, and an unbeatable location come together! This beautifully updated 4-bedroom, 1.5-bath home offers just under 2,000 square feet of comfortable living space. Inside, you’ll find brand new LVP flooring, giving the home a fresh, modern feel from the moment you walk in. Enjoy the flexibility of multiple living areas with both a spacious living room and a cozy den—perfect for entertaining, a home office, or additional lounge space. The eat-in kitchen is ideal for everyday living, while the oversized laundry room adds extra convenience and storage. Each bedroom offers generous space, and the home’s updates make it truly move-in ready. Located just minutes from Tims Ford Lake and close to Winchester’s charming downtown, you’ll love having easy access to local shops, dining, and all the favorite hometown spots that make this area so special. Whether you’re looking for space, style, or location—128 Bel Aire Dr checks all the boxes!

128 Bel Aire Dr, Winchester

102 Oak Park, Winchester
$269,900
2 Beds ⋅ 1 Baths ⋅ 3282483 MLS ⋅ ACTIVE Status ⋅ 0.74 Acres ⋅ 37398 Zip Code
Make plans now to see this extensively renovated home with a FULL basement in the heart of Winchester! Sitting on a huge corner lot and surrounded by mature shade trees, there is still room to expand. Beautifully renovated inside and out, some of the major updates include a new roof, new Hardie Board siding, new heat/air system, new plumbing, new electric, new water heater, new windows, new gutters and downspouts. The newly renovated kitchen includes new cabinets, new quartz counters, new stainless steel appliance package, new faucets and light fixtures. Beautiful new LVP flooring throughout the main level. The renovated bathroom features a custom tiled shower. Updates also include new recessed lighting plus updated drywall, trim and paint. Original pine bedroom walls add character while the rest of the home offers modern finishes and an open, functional layout. Best of all, the FULL basement and oversized lot offer opportunities for additional living space, workshop, storage, garage, recreation area, or future expansion. This home is a great option for owner/occupants (especially if you operate a home-based business!), investors, long or short-term rentals (think AirBnb/VRBO opportunities)! Great location--roughly 1.5 miles to Downtown Winchester and so convenient to Tims Ford Lake, Nissan Decherd, AEDC, Tullahoma, Manchester, and Huntsville.

102 Oak Park, Winchester

1200 Little St, 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 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

2607 Old Tullahoma Rd, Winchester
$464,900
4 Beds ⋅ 3 Baths ⋅ 3270548 MLS ⋅ ACTIVE Status ⋅ 0.74 Acres ⋅ 37398 Zip Code
Let's talk about convenience! 2607 Old Tullahoma Rd in Winchester is priced at $464,900! This home is located within a few minutes of everything you'll ever need. Winchester, TN is a charming lakeside town offering a blend of outdoor recreation, historic charm, and a historic downtown. We have it all: boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with 2 full baths and a half bath, offers a primary bedroom on the main level for sought-after first-floor living. The flexible fourth bedroom functions perfectly as a bonus room, recreation room, or home office, a popular feature for today’s buyers. Enjoy a nice-size yard, gas fireplace, and first-floor laundry, combining comfort and everyday convenience. Located in a highly desirable area close to shopping, dining, schools, and local amenities, this home delivers both location and lifestyle. Lake access is just minutes away, with a boat dock and fishing area within one mile, making it ideal for those searching for homes near the lake, lake lifestyle properties, or homes with nearby boat access in the local market. This property is perfect for buyers looking for a home in a prime location, with flexible living space, main-level primary suite, and easy access to recreation and amenities. The crawl space has been encapsulated and includes a dehumidifier. Home has new roof and a concrete drive. There is also garbage pickup at this location. Some pictures are AI generated to show the space this home has to offer. Not only is there an abundance of closet space it also has a walk in attic.

2607 Old Tullahoma Rd, Winchester

65 Duncan Ln, 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

44 Hammock Dr, Winchester
$499,000
3 Beds ⋅ 3 Baths ⋅ 3260224 MLS ⋅ ACTIVE Status ⋅ 0.16 Acres ⋅ 37398 Zip Code
Beautiful Twin Creeks home with lake views, just one block from the water! This stunning 3-bedroom, 2.5-bath home with a 2-car garage offers an inviting open-concept floor plan featuring custom cabinetry, detailed millwork, a gorgeous stone fireplace, and abundant natural light throughout. Step outside to a fully fenced backyard with a covered concrete patio perfect for relaxing, entertaining, or enjoying peaceful evenings. As a resident of Twin Creeks Village, you'll enjoy exceptional community amenities, including a resort-style pool, clubhouse, and convenient lake access. Whether you're looking for everyday comfort or an active lakeside lifestyle, this home offers the best of both Don't miss your opportunity to own this exceptional Twin Creeks home schedule your private showing today!

44 Hammock Dr, Winchester

109 Carter Farris Lane, Winchester
$490,000
6 Beds ⋅ 4 Baths ⋅ 3259881 MLS ⋅ ACTIVE Status ⋅ 2.4 Acres ⋅ 37398 Zip Code
This charming country home has been lovingly maintained and cared for by one family since it was built. Located in one of Franklin County's most sought-after countryside settings, the mountains, lake, and shopping are all close by. The owners have spared no expense in making sure that the home has zero deferred maintenance and is entirely move-in ready for its next owner. Situated on a spacious and scenic 2.4 acres, this property provides the perfect space for families, hobbyists, and anyone looking for some elbow room. The exterior style of the home is timeless and has a stately appeal, featuring an all-brick construction that provides an elevated aesthetic and low-maintenance upkeep. Stepping inside, you'll find expansive living spaces and a large kitchen designed for gathering. The main level hosts both a large primary suite and an additional bedroom with a full bathroom, making this floor plan perfect for multi-generational living and accommodating visiting guests with ease. Upstairs, you'll find a one-of-a-kind landing area with custom built-ins and a conversation pit that takes you back to a time when American architecture had a true, exciting flair. With four additional bedrooms, a second primary suite, and two more full bathrooms, there is plenty of room for a family of any size to spread out. Downstairs, a full basement provides great storage and an excellent opportunity for a quick value-add with a space that could be finished out with ease. Step outside to a peaceful screened-in porch and enjoy the privacy that the mature hardwood trees in the backyard provide. Call today and schedule your private tour, this opportunity will not last long!

109 Carter Farris Lane, Winchester

23 Woods Edge Rd, Winchester
$275,000
3 Beds ⋅ 2 Baths ⋅ 3259669 MLS ⋅ ACTIVE Status ⋅ 1.23 Acres ⋅ 37398 Zip Code
A welcoming living space boasts a stunning double-opening fireplace, perfect for cozy evenings spent with family and friends. The abundant natural light streaming through replacement windows creates an airy ambiance that will make you feel right at home. The dining room conveniently opens to an outdoor patio through sliding doors, making it an entertainer's dream. Imagine hosting gatherings with seamless indoor-outdoor flow, where laughter and good food abound beneath the stars. Enjoy the convenience of instant hot water with a state-of-the-art gas system. This property features not only a spacious 2-car attached garage for daily convenience but also a detached 2-car garage/shop that offers additional storage and versatility. Whether you need space for vehicles, hobbies, or tools, you will never be short on space. With over an acre to explore, you have the perfect canvas for gardening, outdoor activities, or simply basking in the beauty of nature. The expansive yard provides endless possibilities for relaxation or recreation, making it an ideal space for families, pets, and outdoor enthusiasts alike. Situated in a tranquil setting, yet conveniently located near schools, shopping, Winchester City Park and Tims Ford Lake, you can enjoy the best of both worlds – peace and accessibility. Selling ‘As Is’.

23 Woods Edge Rd, Winchester

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.