Refine Search
Sort by
$299,999
3 Beds 2 Baths 3244493 MLS ACTIVE Status 0.73 Acres 37398 Zip Code
Lake weekends, peaceful small-town living, and a fully renovated home on an acre — this Winchester property delivers a lifestyle and value that’s hard to find. Just minutes from Tims Ford Lake, you can spend your weekends boating, fishing, hiking, or relaxing by the water, then come home to a quiet cul-de-sac surrounded by mature trees and plenty of space to enjoy the outdoors. The home is completely move-in ready with spacious bedrooms, generous closets, an easy-flowing floor plan, and an oversized side-entry garage. The primary suite features a beautifully renovated shower, while extensive updates throughout the home mean the work has already been done for you. Improvements include a new roof, gutters, HVAC system, interior and exterior paint, doors, baseboards, lighting, fixtures, ceiling fans, electrical outlets, garbage disposal, and wireless smoke and carbon monoxide detectors. Enjoy morning coffee on the covered front porch, evenings around the fire pit, a freshly refinished deck, new landscaping, a large driveway, and a spacious backyard shaded by mature trees. You’re also minutes from Winchester Square, shopping, dining, schools, and medical facilities, only 5 minutes from the Nissan Powertrain Assembly Plant, near Highway 64, and within easy reach of I-24. If you’ve been looking for an updated Middle Tennessee home where you can enjoy more land, less traffic, lake days, and small-town living without sacrificing convenience, this one offers tremendous value. Preferred lender offering up to 1% lender credit toward closing costs for qualified buyers.

88 Meadow Ln, Winchester

$159,000
3243837 MLS ACTIVE Status 2.19 Acres 37398 Zip Code
Discover the possibilities on this beautiful 2.19-acre property, ready for your next project. Whether you're envisioning a mini farm, a custom dream home, or an investment opportunity, this versatile tract offers exceptional potential. A preliminary soil test supports a 4-bedroom home site, making it easier to start planning your build. Zoned R-2, the property may also accommodate duplex development, offering flexibility for homeowners, investors, or builders seeking income-producing opportunities. Enjoy the space and freedom of country-style living while maintaining convenient access to nearby amenities. With ample room for gardens, animals, workshops, recreational space, or multiple residential units, this property is a rare find with endless possibilities! Soil sample attached

Metcalf Road, Winchester

$252,000
3 Beds 2 Baths 3243487 MLS ACTIVE Status 0.5700000000000001 Acres 37330 Zip Code
Welcome to 261 Glenview Dr in beautiful Estill Springs, TN! This charming 3-bedroom, 2-bath home offers comfortable one-level living on a spacious 0.58-acre lot just minutes from Tim's Ford Lake, local marinas, and outdoor recreation. Inside, you'll find 1,256 square feet featuring a functional layout, spacious living area, well-appointed kitchen with ample cabinet and counter space, a private primary suite, and dedicated laundry area. Recent improvements include a new roof, new windows, and a new water heater, providing added value and peace of mind. Enjoy the fenced backyard, covered front porch, patio, and plenty of room for entertaining, pets, or gardening. Conveniently located near Winchester and Tullahoma, this home is ideal as a primary residence, first-time home, downsizing opportunity, or investment property.

261 Glenview Dr, Estill Springs

$489,900
3 Beds 2 Baths 3243340 MLS ACTIVE Status 0.46 Acres 37398 Zip Code
Welcome to this beautiful brick home offering over 2,000 sq ft of living space in one of the most desirable setting around. This home rests on an amazing lot connecting to Tim's Ford State Park with a short hike to the lake. This property provides direct access to hiking trails and the lake, making it perfect for outdoor enthusiast who enjoy fishing, hiking or nature walks. Inside you will enjoy HW and tile flooring, elegant trim work and spacious bedrooms. A large kitchen makes entertaining and meal prep easy and the separate dining provides the perfect space for family gatherings. Next, step outside to a nice covered deck and relax in the peaceful surroundings. So whether your relaxing at home on the deck, hiking or fishing, this property is a perfect blend. Don't miss your opportunity to own this home in such a perfect setting. No dock or steps permitted. Lake access only.

647 Golf Shores Dr, Winchester

$499,900
4 Beds 4 Baths 3242752 MLS ACTIVE Status 0.33 Acres 37398 Zip Code
With T ims Ford Lake just across the street, be prepared to love the LAKE VIEWS year round from the front porch! GREAT location with all the conveniences nearby -- Twin Creeks Marina, restaurants, shopping on the town Square and numerous boat ramps nearby. Wonderfully open floor plan! Primary downstairs; three bedrooms and open flex space at top of stairs. Bedroom 2 upstairs with its own private bath suite could be a 2nd Primary bedroom for you! Bedrooms 3 and 4 share a Jack-n-Jill bath. Downstairs Office w/glass french doors. Kitchen with island, stainless steel appliances and pantry. Waterproof LVP flooring throughout; NO carpet! Primary bath features tile flooring, large, tiled shower w/frameless glass door and two vanities. Quartz counters throughout. Solid wood custom cabinets w/soft close. Natural gas fireplace, tankless water heater. Closets galore! Upgraded trim throughout. Covered front porch and covered rear porch. The space in this home will amaze you. Don't miss the floored attic space accessible through one of the bedroom closets! This home is like new and can be purchased fully furnished/turn key (and ready to rent immediately) or not. Endless AirBnb/rental possibilities make this a great investment or 2nd home opportunity! Turn key ready to rent; includes kitchen items, sheets towels, etc. Barely lived in; come see!

805 N Jefferson St, Winchester

$499,900
3 Beds 3 Baths 3242748 MLS ACTIVE Status 0.28 Acres 37388 Zip Code
Welcome to lake living made effortless at Tims Ford Lake. Ideally positioned just moments from Holiday Landing Marina and connected by private neighborhood golf cart/walking path, this inviting retreat offers the perfect blend of relaxation, recreation, and low-maintenance ownership. Whether you’re searching for a full-time residence, weekend escape, or short term rental (STR) investment opportunity, this home is designed for easy lake living. Enjoy peaceful mornings and cool Tennessee evenings from the covered rear porch complete with cozy fireplace — the perfect setting after a day on the water. HOA maintained lawn care allows more time for boating, entertaining, and simply enjoying the lake lifestyle. With easy access to the marina, dining, and water activities, this property is equally suited for adventure-filled weekends or quiet restorative getaways. A rare opportunity to own a carefree retreat in one of Middle Tennessee’s most desirable lake communities. PLEASE NOTE: Garage noted is golf cart/watercraft size garage.

185 Evans Dr, Tullahoma

$1,159,900
4 Beds 4 Baths 3242662 MLS ACTIVE Status 0.98 Acres 37330 Zip Code
$7,500 LENDER CREDIT WITH PREFERRED LENDER. STR FRIENDLY. Experience the ultimate in lakefront luxury with this custom-built masterpiece nestled on just under an acre overlooking the sparkling waters of Tims Ford Lake. Whether you're searching for your forever home, a private retreat, or an exceptional income-producing Airbnb opportunity, this property delivers on every level. Designed with both elegance and functionality in mind, this stunning residence offers 4 spacious bedrooms and an open-concept floor plan that perfectly captures breathtaking lake views. The heart of the home is a chef’s dream kitchen, featuring upgraded cabinetry, premium appliances, generous prep space, and seamless flow into the expansive living and dining areas—ideal for entertaining family and guests. The main-level primary suite provides a private sanctuary, while thoughtfully designed living spaces offer comfort and versatility throughout. Step outside and discover resort-style outdoor living at its finest. Relax beside the outdoor fireplace, enjoy the mounted TV while watching the sunset, unwind in the hot tub, or host unforgettable gatherings in the covered dining area—all while taking in panoramic views of the lake. Enjoy direct access to year-round water with your private double-decker dock, making boating, fishing, and waterfront recreation effortless. Opportunities like this are rare—a luxurious custom lake home offering incredible views, premium amenities, and exceptional investment potential.

336 Bjs Lndg, Estill Springs

$125,000
3242352 MLS ACTIVE Status 5.05 Acres 37375 Zip Code
Great 5.05 acre Lot with 158' of road frontage making it easy to build on if you want to be nestled in the woods with a Sewanee address and off the domain. This is not a flag lot so less cost up front to build. Just one mile away from St. Andrews school and less than 5 mins from the University of the South entrance. The Deep Woods area is a fantastic location close to Monteagle or Sewanee on a quiet dead end road. Lot has had a rough drive cut in already, a soil test and a survey is available. Take the soil test to get a perc permit. Well will needed to be dug for water, no city water access. Fiber available. Power at the road. Perfect spot to build your mountain cabin, weekend getaway or forever home here on the beautiful South Cumberland Plateau. This lot has the county line running through the front part of the lot.

Deep Woods Road, Sewanee

$455,000
3 Beds 3 Baths 3242345 MLS ACTIVE Status 0.59 Acres 37398 Zip Code
Welcome home to this beautifully remodeled all-brick ranch offering the convenience of one-level living in one of Winchester’s most sought-after lake communities. Located just a block from a boat ramp, you’ll enjoy easy access to the lake & all the recreation it has to offer. Step inside to an inviting open floor plan designed for comfortable living & entertaining. The stunning newly remodeled kitchen features granite countertops, stainless steel appliances & an abundance of beautiful white cabinetry, providing both style and functionality. The spacious great room offers a cozy fireplace, recessed lighting & plenty of room to gather w guests. Big ticket items have already been replaced making this newly remodeled home basically new for you! Newly installed heating & air, roof, insulated garage door, split hvac unit for garage & so much more! This home features 3 spacious bedrooms & 3 full bathrooms, including a beautifully updated primary suite with a renovated bathroom, walk-in shower & upscale finishes. A huge laundry room includes a full wall of built-in cabinets for exceptional storage & an attached full bathroom for added convenience. The attached deep one-car garage offers ample space for a vehicle, boat, golf cart, or recreational equipment. Outside, you’ll find even more room for storage, hobbies, and outdoor enjoyment with a detached garage/workshop, detached carport, and fully fenced backyard. Whether you need space for projects, extra parking, pets, or entertaining, this property delivers. Let’s not forget relaxing. Have a sweet tea or morning coffee on your large covered patio located right off the kitchen & great room. With modern updates throughout, abundant storage, multiple outbuildings, and a prime location near the lake, this move-in-ready home offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss this opportunity to own a beautifully updated home in one of Winchester’s most desirable lake neighborhoods.

106 Chattin St, Winchester

$359,000
3 Beds 2 Baths 3242003 MLS ACTIVE Status 1 Acres 37398 Zip Code
Charming Farmhouse on 1 Acre – Move-In Ready! Welcome to your peaceful country retreat! This adorable farmhouse sits on 1 acre and offers the perfect blend of charm and modern updates. The home features 3 bedrooms and 2 full baths, with thoughtful renovations completed in 2015, including updated plumbing and electrical systems. Home was just completely repainted with a neutral paint throughout. Step into the lovely kitchen, where you’ll find custom cabinetry with abundant storage—perfect for keeping everything organized while enjoying a warm, inviting space to cook and gather. The upstairs bedroom provides a cozy and private area, ideal for a teen, guest room, or home office. Outside, the property continues to impress with a large detached 4 CAR GARAGE offering plenty of space for vehicles, hobbies, or extra storage. You’ll also find a carport, an additional storage building, and even a storm shelter for added safety and convenience. With plenty of room to roam and all the right updates already in place, this charming farmhouse is ready to welcome you home!

6606 Old Tullahoma Rd, Winchester

$389,900
3 Beds 2 Baths 3234824 MLS ACTIVE Status 0.86 Acres 37330 Zip Code
24 Hour Right of Refusal - Experience elevated living in this stunning new construction home perfectly positioned on just under an acre with peaceful seasonal lake views and a private wooded backdrop. Thoughtfully designed with both luxury and functionality in mind, this 3 bedroom, 2 bathroom residence offers refined finishes and timeless details throughout. Step inside to an expansive open concept living, dining, and kitchen space highlighted by a custom-built judge’s wall that creates a striking focal point with warmth and sophistication. The designer kitchen features granite countertops throughout, premium LG appliances, an oversized walk-in pantry, and custom closet systems curated for effortless organization. The desirable split bedroom floorplan provides privacy and comfort, while the spacious primary suite offers a spa-inspired retreat complete with double vanities, a beautifully designed walk-in shower, and additional storage. A large utility room adds convenience, while the covered front porch and oversized carport create the perfect setting to relax and enjoy the serene wooded surroundings and seasonal water views. Blending luxury finishes, modern craftsmanship, and peaceful scenery, this exceptional property offers an elevated lifestyle just moments from the lake.

39 Bluebird Trail, Estill Springs

$299,000
3 Beds 1 Baths 3234068 MLS ACTIVE Status 2.06 Acres 37306 Zip Code
MOTIVATED SELLER!!! COUNTRY LIVING CLOSE TO TOWN! Well-maintained 3-bedroom, 1-bath home situated on 2.06 acres in the beautiful Belvidere community. Enjoy the privacy of a country setting surrounded by farmland and mature shade trees, while being just 10 minutes from The Winchester Square. Features include an eat-in kitchen, large utility room, tile shower, covered porch, metal roof, city water, and central HVAC replaced in 2022. Outside you'll find attractive landscaping, two storage sheds, a barn, and a lean-to shed. Located outside the city limits this property offers the perfect combination of peaceful country living and convenient access to town amenities. This property has plenty of room for kids and pets. Very low traffic on Crawford Lane for you to ride bikes, horses, golf cart, etc safely. Other recent updates include: 2022 - New windows, 2024 - ground up bathroom renovation, 2022 - roof replacement, 2026 - new rear porch deck and covered metal roof, 2026 - fresh interior & exterior paint, 2026 - fresh gravel on driveway, 2022 - new 12x30 mini barn and new 10x20 mini barn. Original concrete block barn has electric and water with storage attic, great for farm animals or chickens.

840 Crawford Ln, Belvidere

$374,900
3 Beds 2 Baths 3233004 MLS ACTIVE Status 1.09 Acres 37330 Zip Code
Lake living meets country charm, just 2 miles from Tims Ford Lake! Experience refined comfort and serene surroundings in this beautifully appointed 3 bedroom, 2 bathroom home, perfectly situated on a lush 1 acre lot, just 2 miles from the coveted Tims Ford Lake! Designed for both style and function, the open concept living space showcases tasteful finishes, abundant natural light, and seamless flow for entertaining. The gourmet kitchen offers sleep countertops, premium cabinetry, and modern appliances, while the inviting living area provides the perfect backdrop for relaxing evenings. The primary suite is the private retreat, complete with a spa-inspired, custom tiled shower, and generous closet space. Outside, the expansive grounds offer endless opportunities, with no HOA! Create a garden oasis, or host outdoor gatherings. With pristine lake waters, charming marinas, and endless recreation just moments away, this property offers an unparalleled blend of elegance, privacy and location!

134 Lightfoot Ln, Estill Springs

$795,000
4 Beds 3 Baths 3232929 MLS ACTIVE Status 7.37 Acres 37324 Zip Code
Experience the beauty and tranquility of country living in the exceptional 4 BR, 2,5 Bath home situated on 7.37 fully fenced acres with a pond. Enjoy breathtaking views of the Cumberland Plateau from the expansive wraparound porch, perfect for relaxing and taking in the scenery. Just a few minute drive to the University of the South in Sewanee and I-24. Inside you will find beautiful hardwood floors, a cozy fireplace and well-appointed kitchen featuring granite countertops. The spacious floor plan offers comfort and functionality for everyday living and entertaining. Also has a large detached three-bay garage with concrete foundation, providing ample space for vehicles, equipment, hobbies, or storage.

354 Garner Rd, Decherd

$299,000
3232227 MLS ACTIVE Status 10.48 Acres 37375 Zip Code
AMAZING WEST FACING BLUFF VIEW!! Incredible opportunity to get 10 acres of property, with a bluff view, near the domain of The University of the South: Sewanee. Property has been perced, with multiple build sites available. Features an on site well, with electricity and high speed fiber internet at the lot line. Homesite on the bluff has been partially cleared. Property also features a creek that could be dammed up to form a small pond! Access to the interstate, as well as the Sewanee and Monteagle communities, within 15 minutes. 45 minutes from Chattanooga, and an hour and a half to Nashville. This truly is the perfect spot to feel secluded, while still having easy access to the outside world. Let your imagination run wild on this gorgeous piece of mountain land!

Claiborne View Rd, Sewanee

$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

$689,600
3230781 MLS ACTIVE Status 34.48 Acres 37388 Zip Code
34.48-Acre Private Retreat on Fergus Ln- Tullahoma, TN. Discover your perfect canvas for your dream home on this stunning 34.48 acre parcel located at 0 Fergus Ln in Tullahoma, TN. Offering rolling terrain, mature timber, and breathtaking water features, this property delivers the ultimate blend of privacy, natural beauty, and recreational potential. The land features gentle rolls and pockets of mature hardwood timber that provide a serene, wooded backdrop and excellent privacy. A highlight of the property is direct access to Rocky Branch Creek- a beautiful cascading waterway with picturesque waterfalls that create a soothing soundtrack and stunning visual appeal year- round. Complementing this is an additional spring-fed creek flowing across the property, ensuring fresh, reliable water resources and enhancing the overall ecosystem. Whether you're looking to build a custom home, establish a family compound, or create a weekend getaway, this acreage is ideally suited for it. The topography offers several potential build sites with natural elevation changes that could provide long-range views of the surrounding countryside and creeks. Access is convenient yet private, with legal easements from both Fergus Ln and Rackler Ln, giving you flexible entry options. This is a rare opportunity to own a substantial, water-rich tract in a desirable area. Whether you're an outdoor enthusiast, or someone seeking a peaceful homestead, this property checks every box. Don't miss your chance to own this slice of Tennessee paradise. Contact the listing agent today for more details or to schedule a private showing.

Fergus Ln, Tullahoma

$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

$289,900
3 Beds 2 Baths 3229854 MLS ACTIVE Status 1.1 Acres 37330 Zip Code
Welcome to 7495 Old Tullahoma Rd in beautiful Estill Springs! This well-maintained 2020 manufactured home on a permanent foundation offers the perfect blend of comfort, functionality, and country charm. Featuring 3 bedrooms, 2 full bathrooms, and a thoughtfully designed open-concept layout, this home provides plenty of space for both everyday living and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, creating a warm and inviting atmosphere. The primary suite offers a private retreat with an ensuite bath, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, you'll find a detached shop ideal for hobbies, storage, or workspace needs, along with a carport for covered parking and added convenience. Enjoy the peace and privacy of country living while remaining just minutes from Estill Springs, Winchester, Tullahoma, and beautiful Tims Ford Lake. Whether you're looking for your first home, downsizing, or seeking a property with room to work and play, this move-in ready property is one you won't want to miss!

7495 Old Tullahoma Rd, Estill Springs

$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

board logo

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.