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309 2nd Ave Nw, Winchester
$470,000
5 Beds ⋅ 2 Baths ⋅ 3205990 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37398 Zip Code
SELLER OFFERING OWNER FINANCING AT 5.75% — An ideal income-producing property just over a block from downtown Winchester, provides a rare opportunity for buyers seeking investment property in Tennessee with flexibility for different uses. Built in 1917, this historic, commercially zoned 5-bedroom, 2-bath residence includes approximately 3,922 sq ft on a .34-acre lot in the heart of Winchester. The property features original hardwood floors, spacious living areas, and a covered front porch that adds character and tenant appeal. A detached 1-car garage and driveway parking provide additional functionality. Located seconds from the Winchester square and Hwy 41A, the property is conveniently positioned within the community. Previously office space with a long-term tenant, the layout and location support multiple potential uses, including long-term rental hold, mixed-use potential, or future repositioning within a growing downtown area. Convenient access to local amenities and a strong occupancy history contribute to the property's appeal for investors seeking a centrally located asset in a developing corridor. Buyer to verify all information.

309 2nd Ave Nw, Winchester

3287 Keith Springs Mountain Rd, Belvidere
$494,900
4 Beds ⋅ 3 Baths ⋅ 3205583 MLS ⋅ ACTIVE Status ⋅ 5.71 Acres ⋅ 37306 Zip Code
Nestled on 5.71 private acres, this property offers endless potential for the right buyer! This home is fully livable and functioning but needs a few finishing touches. The home was in the middle of a remodel when plans changed, giving the next owner a chance to add those finishing touches and truly make it their own. This place has so much to offer: Home has new windows, new skylights and interior doors. Dual fuel HVAC, 500 gallon propane tank on property, Central Vac system, New gutters with screens, 2 wells (1 well is inactive), Pelican water filtration system and more! Crawlspace has all vents sealed off and dehumidifier that kicks on when needed. Wet weather spring on property. Too much to mention! Half bath is off garage and plumbed for vanity and toilet. Bring your ideas and turn this secluded property into something special!

3287 Keith Springs Mountain Rd, Belvidere

70 Island Way, Winchester
$459,900
4 Beds ⋅ 3 Baths ⋅ 3198021 MLS ⋅ ACTIVE Status ⋅ 0.04 Acres ⋅ 37398 Zip Code
PRICE REDUCED!! Your Tims Ford Lake Life Starts HereTurnkey, beautifully updated, and ready to enjoy now! This spacious 4-bedroom, 3-bath end-unit townhome in Twin Creeks offers more than 2,500 sq ft of living space and over $60,000 in recent updates, creating the perfect full-time residence or effortless lake retreat.Inside, the open, lake-inspired interior features a spacious living rm with a striking stone fireplace and new flooring, flowing into a bright eat-in kitchen w/granite countertops, generous breakfast bar, and stylish gray cabinetry. The large main-level primary suite includes a spacious ensuite bath with quartz countertops, double vanities, oversized glass-enclosed shower, walk-in closet. A second bdrm & full bath on the main level provide flexibility for guests or a home office, while upstairs offers 2 additional large bedrooms, a full bath, and generous storage.One of the home's most impressive features is the uniquely oversized screened porch with a vaulted ceiling—an exceptional extension of the living space that's perfect for morning coffee, entertaining friends, game days, or relaxing after a day on Tims Ford Lake.As an end unit, this home offers added privacy and outdoor space rarely found in townhome living, including a fenced backyard, large side yard, and no homes directly behind you. The two-car garage features custom epoxy flooring and plenty of room for lake gear, a golf cart, and additional storage.Recent improvements totaling more than $60,000 include the screened porch addition, new water heater, epoxy garage flooring, new hardwood-style flooring in the main-level bedroom, fresh interior paint, and more.This isn't simply a townhome—it's an easy way to start living the Tims Ford Lake lifestyle.Why wait for another season? Your lake home is Ready

70 Island Way, Winchester

71 David Crockett Hwy, Winchester
$424,999
5 Beds ⋅ 3 Baths ⋅ 3191031 MLS ⋅ ACTIVE Status ⋅ 1.1 Acres ⋅ 37398 Zip Code
Completely remodeled and move-in ready, this stunning home offers the perfect blend of modern upgrades and functional space. Situated on approximately one acre, this property features 5 bedrooms, an office, a spacious recreation/game room upstairs, and a 2-car garage. Inside, you’ll find beautiful new flooring throughout, custom cabinetry, granite countertops, and stylish finishes at every turn. The primary suite is a true retreat with a gorgeous tiled shower, double vanity, oversized walk-in closet with built-in shelving, and thoughtfully designed details. Every inch of this home has been upgraded with new doors, fixtures, plumbing, and more, giving peace of mind for years to come. Major system updates include new field lines and a new septic system. Whether you need space for entertaining, working from home, or a growing family, this home offers flexibility and quality craftsmanship throughout. Don’t miss your opportunity to own this fully updated property with room to spread out both inside and out.

71 David Crockett Hwy, Winchester

400 Circle Dr, Estill Springs
$369,000
3 Beds ⋅ 2 Baths ⋅ 3190456 MLS ⋅ ACTIVE Status ⋅ 0.42 Acres ⋅ 37330 Zip Code
This unique sale includes 400 Circle Dr and 97 Patrick St—two fully remodeled homes on a single lot! Perfect for investors or multi-generational living, this property offers flexibility and modern upgrades throughout. 400 Circle Dr is a 3 bed 2 bath home that is currently rented. 97 Patrick St is a 1 bed 1 bath home that is currently rented. With both properties, the tenants are on a lease where the buyer would have the option to either honor the lease or give them a 60-day notice to vacate. Leases can be shared upon request. Both homes share a water and sewer meter, but each has its own electric meter for separate utility management. Tenants currently pay utilities. Renovated in 2023, each home features new appliances, cabinets, bathrooms, flooring, fresh paint, and more—making them truly move-in or rent-ready. Schedule your showing with the listing agent today!

400 Circle Dr, Estill Springs

67 Lake Ln, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ 3189974 MLS ⋅ ACTIVE Status ⋅ 0.56 Acres ⋅ 37398 Zip Code
Price Improvement! Owners are offering $3,000 for any updates! Welcome to 67 Lake Ln. in Winchester! This beautifully maintained 3-bedroom, 2-bath home sits on nearly an acre and offers the perfect blend of comfort, convenience, and outdoor living. The open-concept kitchen and living area create a spacious, inviting atmosphere ideal for entertaining or everyday life. This home also features hardwood floors throughout the main living area. Step outside to an immaculate, fully fenced backyard featuring gorgeous landscaping, mature fruit trees, and plenty of room to relax or play. The property also includes a huge two-car garage, RV outlet hookup, and a fully installed storage shed with electricity — perfect for hobbies, storage, or a workshop space. Inside, you’ll find thoughtful upgrades throughout, including whole-house Big Blue Filtration System, two walk-in closets, and functional living spaces designed for comfort and convenience. Located just a mile from the nearest boat ramp and only minutes from town, this home offers peaceful living with easy access to everything you need. Washer/dryer and riding lawn mower convey with the property!!

67 Lake Ln, Winchester

172 Lookout Dr, Winchester
$469,900
3 Beds ⋅ 2 Baths ⋅ 3189545 MLS ⋅ ACTIVE Status ⋅ 0.29 Acres ⋅ 37398 Zip Code
Better than new with tons of builder and seller upgrades in a beautiful, gated community! This gem is located only 1/2 mile from a public boat ramp on the ever-popular Tims Ford Lake. You'll love the grand entrance with soaring ceilings, 8 foot doors throughout, tons of natural light, quartz countertops, and the huge custom pantry. The laundry room, with custom cabinets and folding station, connects to the primary suite. The primary bath includes a separate soaking tub, walk-in tile shower, and double vanities. And the primary closet has custom shelving, by Closets By Design. This gorgeous home has an open floor plan, custom blinds, some new lighting, and tons of storage. The relaxing back porch is a must see. It includes a high ceiling, hanging flower boxes, patio lighting, and a propane heater that conveys with the property. And the extended patio, professional landscaping, and fenced back yard make outdoor entertaining a breeze. Preferred lender is offering 1% of purchase price towards closing costs or rate buy down. Ask me for details. Home is currently under contract, with a Buyer's First Right of Refusal in place, due to a home-sale contingency. Sellers are still accepting showings and entertaining offers!

172 Lookout Dr, Winchester

58 Island Way, Winchester
$429,000
4 Beds ⋅ 3 Baths ⋅ 3185980 MLS ⋅ ACTIVE Status ⋅ 0.04 Acres ⋅ 37398 Zip Code
Low maintenance living meets lake life luxury in this beautifully designed townhome tucked inside a gated community loaded with amenities! Whether you're looking for a full-time residence or the perfect weekend escape, this one checks all the boxes. Step inside to find a spacious layout featuring a primary suite on the main level, offering convenience and comfort. The spa-like bath is your personal retreat, perfect for unwinding after a day on the water. The open living space flows effortlessly, ideal for entertaining or simply relaxing at home. Out back, enjoy your private fenced backyard, a rare find for townhome living-perfect for pets, morning coffee, or evening gatherings. And the lifestyle? It's hard to beat. Hop on your golf cart and take a quick ride to the marina and waterfront restaurant, where lake days turn into sunset dinners with ease. All of this within a gated community packed with fun things to do, offering both security and a true resort style feel.

58 Island Way, Winchester

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

802 Evans Rd, Winchester

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

23 Skidmore Ln, Winchester

4015 Keith Springs Mountain Rd, Belvidere
$379,000
3 Beds ⋅ 3 Baths ⋅ 3163834 MLS ⋅ ACTIVE Status ⋅ 4.7 Acres ⋅ 37306 Zip Code
Seller has a 48 first right of refusal. Tucked away from the hustle and bustle, this private and serene retreat offers the perfect blend of peace, space, and natural beauty. Nestled on 4.7 picturesque acres, this property invites you to slow down and soak in the quiet surroundings, complete with a charming small pond and abundant wildlife right in your backyard. Inside you will find 3 bedrooms, 2.5 baths and a spacious layout with a dedicated entertaining room perfect for watching ballgames or alone time in the hot tub. An oversized two-car garage provides plenty of room for vehicles, storage, or even a workshop space. Sit by the fireplace inside or cook smores by the firepit outside. Whether you're enjoying peaceful mornings by the pond, watching deer wander through the property, or gathering with loved ones, this property offers a rare opportunity to own your own private slice of countryside paradise. Estate property sale will have to be court approved. Home has a water filtration system.

4015 Keith Springs Mountain Rd, Belvidere

8246 Aedc Rd, Estill Springs
$439,900
3 Beds ⋅ 3 Baths ⋅ 3149785 MLS ⋅ ACTIVE Status ⋅ 0.75 Acres ⋅ 37330 Zip Code
Seller is offering $5,000 in concessions to go towards buyer's rate buy down/closing costs. Brand new and absolutely stunning! This gorgeous new construction home offers 3 bedrooms, 2.5 baths, and a layout designed for both comfort and style. The spacious living area features a beautiful fireplace with built-ins, that creates the perfect cozy gathering spot. The fabulous kitchen is the showstopper with stylish finishes for cooking, entertaining, and making memories. Features are a walk-in pantry, SS appliances, custom cabinets, and granite countertops. The primary suite features a vaulted ceiling and a spa like en-suite offering a tiled shower, and soak-in tub, oversized dual vanity, and custom shelving in the large walk-in closet. A 2-car attached garage adds convenience and functionality. Located only a short distance from Arnold's Air Force Base and Woods Reservoir. Modern, stylish, and move-in ready-this one is ready to welcome you HOME! Appliances are Frigidaire gallery stainless steel and a SHARP microwave drawer unit. Buyer incentive available up to 1% from our preferred lender of the loan amount towards buyer cost.

8246 Aedc Rd, Estill Springs

71 Oakwood Ln, Tullahoma
$150,000
4 Beds ⋅ 2 Baths ⋅ 3145574 MLS ⋅ ACTIVE Status ⋅ 1.54 Acres ⋅ 37388 Zip Code
**home sale contingency fell through** 4-bedroom, 2-bath brick home on a 1.54 acre wooded lot offering approximately 2,231 square feet. Built in 1960, the property presents a clear opportunity for investors or contractors looking for a full renovation project. The level, wooded lot provides space and privacy that is increasingly difficult to find. Recent cleanup has removed debris and cleared trees around the home, opening up the property and making it easier to evaluate. Cash or renovation financing likely required. Property is being sold as-is and the seller will make no repairs. Utilities may not be active. Enter at your own risk; some parts of the floor may not be safe to walk on. The home has recently been cleaned out and trees surrounding the house have been cleared. Updated photos reflecting these improvements will be added soon.

71 Oakwood Ln, Tullahoma

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

25 Lookout Dr, Winchester

105 Farris Creek Bridge Rd, Belvidere
$449,900
5 Beds ⋅ 2 Baths ⋅ 3138357 MLS ⋅ ACTIVE Status ⋅ 11.47 Acres ⋅ 37306 Zip Code
Welcome to your homestead dreams! Beautiful ranch-style home situated on 11.47+/- acres—perfect for those seeking true country living. This home offers 5 bedrooms, 2 bathrooms, and 1,944 sq ft of living space. Featuring durable LVP flooring throughout, a spacious laundry room, and a functional kitchen equipped with stainless steel appliances, a bar-top ideal for casual meals, and an adjoining eat-in dining area for gatherings. The primary suite has been beautifully updated and includes a large walk-in closet and a private bath with a walk-in tile shower. Outside, the unrestricted acreage provides endless possibilities—bring horses, cattle, chickens, goats, or create the mini-farm or homestead you’ve been dreaming of. Ideal for outdoor enthusiasts, this property offers excellent hunting potential and is just minutes from the Elk River, perfect for kayaking, fishing, and enjoying nature. Conveniently located approximately 25 minutes from Winchester Square with easy access to the highway for commuting to Huntsville, AL.

105 Farris Creek Bridge Rd, Belvidere

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

220 Bryan Dr, Winchester

105 Farris Creek Bridge Rd, Belvidere
$389,900
5 Beds ⋅ 2 Baths ⋅ 3112272 MLS ⋅ ACTIVE Status ⋅ 5.59 Acres ⋅ 37306 Zip Code
Welcome to your homestead dreams! Thoughtfully updated ranch-style home offering 5 bedrooms, 2 bathrooms, and 1,944 sq ft, situated on 5.5 +/- unrestricted acres—perfect for those seeking true country living. This home features durable LVP flooring throughout, a spacious laundry room, and a functional kitchen equipped with stainless steel appliances, a bar-top ideal for casual meals, and an adjoining eat-in dining area for gatherings. The primary suite has been beautifully updated and includes a large walk-in closet and a private bath with a walk-in tile shower. Outside, the unrestricted acreage provides endless possibilities—bring horses, cattle, chickens, goats, or create the mini-farm or homestead you’ve been dreaming of. Ideal for outdoor enthusiasts, this property offers excellent hunting potential and is just minutes from the Elk River, perfect for kayaking, fishing, and enjoying nature. Conveniently located approximately 25 minutes from Winchester Square with easy access to the highway for commuting to Huntsville, AL. An additional 5.8-acre tract is available for purchase separately under a different MLS number. 3112273 Enjoy the peace, privacy, and freedom of country living at its finest.

105 Farris Creek Bridge Rd, Belvidere

188 Trotters Cir, Estill Springs
$399,500
3 Beds ⋅ 3 Baths ⋅ 3080607 MLS ⋅ ACTIVE Status ⋅ 0.76 Acres ⋅ 37330 Zip Code
Nestled in desirable Estill Springs, 188 Trotters Circle offers space, functionality, and scenic beauty in one impressive package. This two-story home features 3 bedrooms, 3 bathrooms, and 2,697 sq ft., along with a garage, a double carport plus a single carport, and a 14x24 workshop ideal for storage or hobbies. 1339 square feet of partially finished basement with work area and garage space. Enjoy peaceful surroundings and beautiful views at Tims Ford Lake and a boat launch less than half a mile away, making this property perfect for those seeking both comfort and lifestyle. Located just minutes from the water, this home blends practicality with the charm of lakeside living in Estill Springs.

188 Trotters Cir, Estill Springs

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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.

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