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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
1585 Paynes Church Rd, Winchester
$315,000
3 Beds ⋅ 2 Baths ⋅ 3256588 MLS ⋅ ACTIVE Status ⋅ 0.75 Acres ⋅ 37398 Zip Code
BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the idyllic country setting & enjoy the fresh air from your covered front porch! Schedule your showing today! No HOA or Restrictions!

1585 Paynes Church Rd, Winchester
1563 Paynes Church Rd, Winchester
$315,000
3 Beds ⋅ 2 Baths ⋅ 3256590 MLS ⋅ ACTIVE Status ⋅ 0.87 Acres ⋅ 37398 Zip Code
BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the idyllic country setting & enjoy the fresh air from your covered front porch! Schedule your showing today! No HOA or Restrictions!

1563 Paynes Church Rd, Winchester
1543 Paynes Church Rd, Winchester
$315,000
3 Beds ⋅ 2 Baths ⋅ 3256592 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the idyllic country setting & enjoy the fresh air from your covered front porch! Schedule your showing today! No HOA or Restrictions!

1543 Paynes Church Rd, Winchester
1605 Paynes Church Rd, Winchester
$315,000
3 Beds ⋅ 2 Baths ⋅ 3256595 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37398 Zip Code
BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the idyllic country setting & enjoy the fresh air from your covered front porch! Schedule your showing today! No HOA or Restrictions!

1605 Paynes Church Rd, Winchester
342 Chase Cir, Winchester
$359,900
2 Beds ⋅ 2 Baths ⋅ 3256451 MLS ⋅ ACTIVE Status ⋅ 0.16 Acres ⋅ 37398 Zip Code
Enjoy easy living in the highly sought-after Fox Run Estates community. This charming one-level brick condo offers 2 bedrooms, 2 bathrooms, and 1,801 sq. ft. of comfortable living space. The spacious layout is designed for both everyday living and entertaining, while the low-maintenance lifestyle allows you more time to enjoy the things you love. Located in a quiet, well-established neighborhood, residents have access to a community clubhouse and in-ground pool. Just minutes from downtown Winchester, shopping, dining, healthcare, and beautiful Tims Ford Lake, this home offers the perfect blend of convenience, comfort, and community living.

342 Chase Cir, Winchester
131 Charlotte Dr, Winchester
$349,888
3 Beds ⋅ 2 Baths ⋅ 3251006 MLS ⋅ ACTIVE Status ⋅ 0.47 Acres ⋅ 37398 Zip Code
Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed Move In Ready home. The gorgeously crafted kitchen is appointed with granite counter tops, full size pantry, custom tile backsplash, and tile floors. Everything is color coordinated for you!! All 3 bedrooms have ceiling fans, hardwood floors, and big windows that let in plenty of sunshine. The private Master Suite has double vanities, a make-up area, a Large Walk-In Closet, and a custom walk-in tile shower with dual shower heads too. The Den area with its window A/C unit and Gas Heater is a great place to relax and watch TV!! For anyone who loves to enjoy nature, but not be out in it, just off the Den is a screened in deck to be able to enjoy a cool morning or evening out there while listening to the birds and other sounds of nature. The backyard has been surrounded by a privacy fence and beautifully landscaped. The landscaping in the front adds to first impression WOW factor as you pull into the concrete drive. Do you have a 5th wheel? These owners have added a place specifically for that to park too!! Dont miss the almost new outbuilding that stays with this home as well!! Don't miss out on this home!! Its meticulously maintained inside and out!! Make plans today to come see it before someone else does!!

131 Charlotte Dr, Winchester
114 Bel Aire Dr, Winchester
$249,900
3 Beds ⋅ 2 Baths ⋅ 3248233 MLS ⋅ ACTIVE Status ⋅ 0.35 Acres ⋅ 37398 Zip Code
Completely remodeled brick house with new roof, windows, central unit, water heater, countertops, vanities, light fixtures, plumbing fixtures, paint, luxury vinyl flooring thruout and pex water and sewer pipes. Large covered patio and carport and yard has nice shade trees. Paved driveway. Only about 1/4 mile to Sharp Springs boat ramp on Tims Ford Lake and very convenient to Winchester town square.

114 Bel Aire Dr, Winchester
6606 Old Tullahoma Rd, 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
1717 Georgia Crossing Rd, Winchester
$99,900
3 Beds ⋅ 2 Baths ⋅ 3234838 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 37398 Zip Code
Unlock the potential of this versatile 1,500± sq. ft. property! Offering a unique opportunity for investors, renovators, or buyers looking to create a space tailored to their vision, this property provides a blank slate with flexible layout possibilities. Whether you envision an open-concept design, additional living areas, or a completely customized floor plan, there is plenty of room to bring your ideas to life. Outside, a detached block building with a durable metal roof offers additional space for a workshop, storage, hobbies, or future improvements. An attached one-car garage adds even more functionality. A new water meter will need to be installed for the property. This property was recently created through a minor division separating it from the neighboring property, now offered as MLS #3234828.

1717 Georgia Crossing Rd, Winchester
99 N Shephard St, Winchester
$295,999
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
145 Murray Lake Dr, Winchester
$344,500
3 Beds ⋅ 2 Baths ⋅ 3230993 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code
Welcome to this beautiful 3 br 2 ba brick home located in the areas most desirable subdivision. This home features an inviting open floor plan perfect for entertaining or everyday living. You'll love the gorgeous HW floors, custom cabinetry, and abundant counterspace. The oversize laundry room provides additional convenience while the huge closets ensure plenty of organization. The huge primary suite offers a relaxing retreat with plenty of closet space and quality craftsmanship. Don't miss this opportunity!

145 Murray Lake Dr, Winchester
44 Houghton Dr, Winchester
$399,900
4 Beds ⋅ 4 Baths ⋅ 3229184 MLS ⋅ ACTIVE Status ⋅ 0.47 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
3896 Lynchburg Rd, Winchester
$355,000
3 Beds ⋅ 2 Baths ⋅ 3220839 MLS ⋅ ACTIVE Status ⋅ 0.9 Acres ⋅ 37398 Zip Code
Charming Remodeled Home with Extra Garage Space Near Tims Ford Lake! This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and location. Recently remodeled, the interior features stainless steel appliances, new light fixtures, stylish finishes including granite countertops and a fresh, modern feel throughout. The home includes a 2-car attached garage with durable epoxy flooring, plus a newly built spacious 23x29 detached two-bay garage—ideal for extra vehicles, a workshop, or storage. Additional upgrades include an encapsulated crawlspace, providing improved energy efficiency and peace of mind. Situated outside city limits, you’ll enjoy added privacy while still being just minutes from Tims Ford Lake and nearby marinas, making this a perfect spot for boating, fishing, and outdoor living. Whether you're looking for a full-time residence or a weekend retreat, this property checks all the boxes!

3896 Lynchburg Rd, Winchester
253 Brookfield Cir, Winchester
$344,900
3 Beds ⋅ 2 Baths ⋅ 3216744 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37398 Zip Code
Beautiful NEW construction just minutes away from Twin Creeks Marina! This beautifully crafted home features a durable Hardiboard exterior and an inviting open floor plan designed for comfortable everyday living and entertaining. Split bedroom concept, luxury vinyl flooring in main living areas, custom shelving in all closets and pantry, walk in tile shower in primary bathroom, stunning lighting throughout and so much more! Great lot! Great neighborhood! Ride your golf cart to the marina or to dine at Drafts and Watercrafts! Convenient location with Tim's Ford Lake around the corner and Downtown Winchester just minutes away!

253 Brookfield Cir, Winchester
173 Country Club Ter, Winchester
$299,000
3 Beds ⋅ 3 Baths ⋅ 3198195 MLS ⋅ ACTIVE Status ⋅ 0.42 Acres ⋅ 37398 Zip Code
Lovely neighborhood! Landscaping in the flower beds to be tidied up and shrubs to be pruned. 'Selling As Is".

173 Country Club Ter, Winchester
110 Allen Dr, Winchester
$224,900
3190517 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Great investment property, located in cul de sac. All brick! Two units with central heating and cooling, one with a brand new unit. Large, private back yard. Located close to grocery store, shopping, restaurants, etc. Great return on your money. Both units are rented at 875.00 and 950.00.

110 Allen Dr, Winchester
810 N High St, Winchester
$245,000
3190516 MLS ⋅ ACTIVE Status ⋅ 37398 Zip Code
Great duplex in perfect location...convenient to Tims Ford lake, Twin Creeks marina and downtown Winchester! One side had an extensive overhaul in 2025. Both sides are currently rented at 975.00 each. Great return on your money! Allow 24hr showing notice to alert tenants.

810 N High St, Winchester
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
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
1400 Holders Cove Rd, Winchester
$325,000
3 Beds ⋅ 1 Baths ⋅ 3180557 MLS ⋅ ACTIVE Status ⋅ 2.3 Acres ⋅ 37398 Zip Code
2.3 +/- acres in country like setting just minutes from the square in Winchester.

1400 Holders Cove Rd, Winchester
205 Houghton Dr, Winchester
$349,900
4 Beds ⋅ 3 Baths ⋅ 3178543 MLS ⋅ ACTIVE Status ⋅ 0.57 Acres ⋅ 37398 Zip Code
Welcome home to this spacious, all-brick ranch offering a versatile one-level floor plan, generous storage, and wonderful outdoor living space! With two primary suites located on opposite ends of the home, this layout offers exceptional privacy and flexibility for family, guests, or multigenerational living. The main living areas feature beautiful hardwood and tile flooring, two fireplaces, and plenty of room to gather. The oversized utility room includes a walk-in pantry, while abundant storage throughout the home helps keep everything organized. A heated and cooled basement provides additional storage and could also serve as a convenient storm shelter. Step outside and enjoy multiple covered outdoor spaces overlooking the large, fenced backyard. The property also features an oversized two-car detached garage, plus an attached two-car carport, providing plenty of room for vehicles, hobbies, storage, or workspace. Located in the established Houghton-Hill subdivision with no HOA, this home offers space, flexibility, and convenience—all in a well-established Winchester setting. Bring your vision and make this well-maintained ranch your own!

205 Houghton Dr, Winchester
667 Maple Bend Rd, Winchester
$320,000
2 Beds ⋅ 2 Baths ⋅ 3168548 MLS ⋅ ACTIVE Status ⋅ 3.56 Acres ⋅ 37398 Zip Code
Close to the Fairview Boat Ramp.Fantastic 3.5 acres with mature trees, abundant wildlife, and privacy. Property extends 75 feet into woods. Room for a Garden or a Mini Farm Home is a 2 bedroom 1.5 half baths. Original Septic Permit is for a 3 Bedroom home. Room to Expand. New Roof and HVAC. 30x30 Detached Garage/shop with Wood Burning Stove or use the Propane Heater. 2 Metal Sheds for Storage. Seller willing to give a Carpet Allowance or Negotiate Price. Close to Town and Lake. Easy to Show, Just Don't let Cat Out. Motivated Sellers.

667 Maple Bend Rd, Winchester
500 Golf Shores Dr, Winchester
$388,000
4 Beds ⋅ 3 Baths ⋅ 2963154 MLS ⋅ ACTIVE Status ⋅ 1.52 Acres ⋅ 37398 Zip Code
Premier Location!! Golf Shores Dr is a very quite street that ends in a cul-de-sac. approximately one mile from Tim's Ford State Park, only minutes from Bear Trace Golf Course, 3 marina's and multiple boat ramps. Concrete drive and a two car/boat carport! Spend those hot summer days enjoying the above ground pool! The large deck area is great place for entertaining offering a view of the forest that surrounds the back of the property. You will find an in-law suite on the bottom floor with it's own private entrance! (In-Law suite serves as a great short term rental) The main home has 3b2b, large den, dining room and eat in kitchen. The property has been well maintained (NEW ROOF 2025) and has several upgrades since original construction. Two outbuildings offer ample storage space. Adjoining property is included in this purchase. .76 acre / lot #17 at no additional cost. This lot has electric hookup for camper in place. Owner is willing to rent the property) on a monthly basis while it's on the market.

500 Golf Shores Dr, Winchester
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