Winchester, TN Homes for Sale with Acreage

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  /75

  $799,900

  • 3 Beds
  • 3.5 Baths
  • 3,896 Sq Ft

  630 Shadowbrook Rd, Winchester, TN 37398

  Welcome to your dream home! Nestled in a serene neighborhood, this stunning property built in the 1980s offers a perfect blend of charm & modern updates. Ample space & breathtaking mountain views, an ideal retreat for families or anyone looking for a peaceful escape. Property Features: **Bedrooms:** 3-4 spacious bedrooms, providing flexibility for family living or dedicated guest rooms. Ea room

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 534-0347

  630 Shadowbrook Rd, Winchester, TN 37398
• Explore Winchester

• 

  

  

  /51

  $279,000

  • 3 Beds
  • 1 Bath
  • 2,236 Sq Ft

  621 S Jefferson St, Winchester, TN 37398

  Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 369-4822

  621 S Jefferson St, Winchester, TN 37398
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  /7

  $125,000

  • Land
  • 1.26 Acres
  • $99,206 per Acre

  0 Cascade Dr Unit RTC2824089, Winchester, TN 37398

  Nestled at the back of desirable Stone Field Heights subdivision, this 1.26-acre lot offers the perfect blend of privacy and serenity. The property backs up to picturesque farmland, providing open views and a peaceful atmosphere with no rear neighbors. One of the larger lots which includes mature trees, city water, natural gas, underground utilities, and sewer connections. Ideal for building your

  

  Carolyn Williams

  Onward Real Estate

  (931) 271-4829

  0 Cascade Dr Unit RTC2824089, Winchester, TN 37398
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  /40

  $2,000,000

  • Land
  • 7.9 Acres
  • $253,165 per Acre

  7542 Chestnut Ridge Rd, Winchester, TN 37398

  Discover a remarkable opportunity with this unique 7.9-acre lakefront parcel in Winchester, Tennessee. This expansive property offers access to public water and electricity, making it an ideal canvas for development. With the potential to build multiple homes, it presents an excellent opportunity to create a charming subdivision or thoughtfully planned community.Boasting approximately 575

  

  Dena Abbott

  SimpliHOM

  (931) 600-5342

  7542 Chestnut Ridge Rd, Winchester, TN 37398
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  /68

  $543,900

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  290 Maple Bend Rd, Winchester, TN 37398

  Nearly new custom home on acreage in the highly desirable Maple Bend / Tims Ford Lake area. Built in 2022, this brick and Hardie residence offers a bright, open-concept layout with upscale finishes and no HOA. The spacious living room features luxury vinyl plank flooring, crown molding, recessed lighting, and a beautiful fireplace with a custom wood mantel and built-in shelving. An oversized

  Charlie Gonzales Southern Middle Realty

  290 Maple Bend Rd, Winchester, TN 37398
• 

  

  /20

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  383 Strawberry Dr, Winchester, TN 37398

  Welcome to this well-maintained, move in ready, 3 bedroom, 2 full bath home situated on a full one-acre lot, offering space, privacy, and outdoor enjoyment. The fully fenced backyard is perfect for entertaining and everyday living, featuring a swimming pool, fire pit, and play set. Enjoy relaxing or hosting gatherings on the covered concrete patio, ideal for year-round use. There is a 50 amp

  Aubrey Layne Century 21 Coffee County Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
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  /84

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 2,900 Sq Ft

  220 Deer View Ln, Winchester, TN 37398

  This stunning Franklin County, Tennessee, farm offers a pristine rural setting for those seeking a beautiful 3 bedroom, 2 bathroom home with acreage! The property includes +/- 50 acres of highly productive tillable land, yielding exceptional row crops, alongside rolling pastures, barns, and gorgeous front porch views. The updated home provides ample space for a growing family or future expansion.

  Brian Whitt Arrowhead Land Company

  220 Deer View Ln, Winchester, TN 37398
• 

  

  /52

  $549,900

  • 6 Beds
  • 4 Baths
  • 3,158 Sq Ft

  109 Carter Farris Ln, Winchester, TN 37398

  Nestled on 2.4 enchanting acres, this grand 6-bedroom, 4 bath country estate feels like a storybook come to life. Beneath a canopy of towering shade trees, the home rises with grace and charm, offering space as vast as imagination itself. Inside each room is generous in size. Perfect for gathering with family and friends. Full unfinished basement offers plenty of space for storage, workshop, etc.

  Angela Miller John Smith Jr Realty and Auction LLC

  109 Carter Farris Ln, Winchester, TN 37398
• 

  

  /31

  $429,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft

  52 Wiseman Ln, Winchester, TN 37398

  This brand-new vinyl-siding home offers 4 bedrooms and 2 full baths with a thoughtfully designed open floor plan. Luxury vinyl plank flooring flows throughout the main living areas, while the bathrooms and utility room feature durable tile flooring. The spacious kitchen showcases custom cabinetry, granite countertops, and an open layout that’s perfect for entertaining or everyday living. The

  Lisa Curl Better Homes & Gardens Real Estate Heritage Group

  52 Wiseman Ln, Winchester, TN 37398
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  /18

  $509,450

  • Land
  • 22.15 Acres
  • $23,000 per Acre

  0 Haddon Ln Unit RTC2946006, Winchester, TN 37398

  TAX ID has not been split off from the original 50 +/- parcel. This parcel has been survey and will be recorded when sold. There is a well on property, and property has been surveyed into tracts/perked. RARE-FIND! Minutes to Tims Ford Lake. Seller selling as a whole, and SOLD AS IS.

  Teresa Miller Century 21 Coffee County Realty & Auction

  0 Haddon Ln Unit RTC2946006, Winchester, TN 37398
• 

  

  /22

  $219,000

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  709 Isbell Turn Rd, Winchester, TN 37398

  MOTIVATED SELLER! Asking under appraised value. Selling as-is. Discover the perfect blend of comfort, space, and potential with this charming farmhouse on 4.25 flat, usable acres in the heart of Winchester, TN. Whether you’re dreaming of a peaceful retreat, a place to raise a family, or a future mini-farm, this property offers endless opportunity. Inside, you’ll find a welcoming home ready for

  Adam Brock Canopy Real Estate

  709 Isbell Turn Rd, Winchester, TN 37398
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  /65

  $599,999

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft

  250 Awalt Dr, Winchester, TN 37398

  A main house, guest house, barn, & storage building on 5 clean Acres to make your dreams come true! The main home is beautiful and completely updated, with a large kitchen and perfect living area for entertaining. With 4 bedroom septic and an extra room with closet, you've got space for everyone and everything. The attention to detail will surprise you around every corner! Don't miss the studio

  Miciah Viel Keller Williams Realty Nashville/Franklin

  250 Awalt Dr, Winchester, TN 37398
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  /58

  $539,000

  • 5 Beds
  • 4 Baths
  • 4,244 Sq Ft

  466 Willow Oak Dr, Winchester, TN 37398

  Room to grow inside and out! This 5-bedroom, 2 full bath, 2 half bath home sits on 2.21 acres with 4,244 sq. feet of living space. Enjoy a formal living room and dining room, a cozy den and a large recreation room--perfect for entertaining or family fun. A 2-car garage and beautiful outdoor space that is ideal for families. Seller is offering a $20,000 allowance for upgrades to full offers of

  Yvonne Stewart Winton Auction & Realty Co.

  466 Willow Oak Dr, Winchester, TN 37398
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  /9

  $1,800,000

  • Land
  • 25.15 Acres
  • $71,571 per Acre

  3819 Tullahoma Hwy, Winchester, TN 37398

  Prime opportunity on Hwy 41A! 25 acres with road frontage along Tullahoma Highway, currently zoned agricultural but offering excellent potential for rezoning to commercial use. This property is located in a high-traffic corridor with strong visibility, making it ideal for future development. Rare chance to secure acreage in such a prime location—don’t miss it! Less than 0.8 miles to Home Depot

  Jennifer Murdock Horizon Realty Group dba Keller Williams Horizon

  3819 Tullahoma Hwy, Winchester, TN 37398
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  /55

  $388,000

  • 4 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  500 Golf Shores Dr, Winchester, TN 37398

  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

  Elsie (Marie) Ferguson Sewanee Realty

  500 Golf Shores Dr, Winchester, TN 37398
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  /15

  $195,000

  • Land
  • 1.35 Acres
  • $144,444 per Acre

  16 Cascade Dr, Winchester, TN 37398

  Build your dream home on this beautiful lot located in luxurious Stone Field Heights subdivision. Lot 16 is one of the largest lots (1.35 acres) which includes mature trees, city water, natural gas, underground utilities and sewer connections. Because it is located in the back of the subdivision, you will enjoy a very private, large back yard with over 230' width at the rear of the lot. Stone

  Lisa Hayes 1st Choice REALTOR

  16 Cascade Dr, Winchester, TN 37398
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  /6

  $150,000

  • Land
  • 5 Acres
  • $30,000 per Acre

  0 Knott Rd, Winchester, TN 37398

  Discover the perfect canvas for your dream home on this beautiful 5-acre wooded lot! Embrace nature as you watch wildlife right from your future doorstep, creating an idyllic retreat for relaxation and adventure. New Survey & perked for a 3 Bedroom home.Just minutes away, enjoy a public boat launch for fun-filled days on the lake, where fishing and water sports await.This serene slice of

  Debra (L.D.) Thompson Swaffords Property Shop

  0 Knott Rd, Winchester, TN 37398
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  /5

  $198,000

  • Land
  • 3.16 Acres
  • $62,658 per Acre

  5 Anderton Dr, Winchester, TN 37398

  Tims Ford Lake WATET VIEW large lot. 3.16 acreLot. AMAZING water views. water access very very close. Hard to find LARGE LOT near the Lake. Build your custom dream home on this beautiful, year round water view site. This lot is situated on a private driveway access and enjoys additional privacy with Tim’s Ford State Park property next door. Enjoy 180-degree view of beautiful Tims Ford Lake and

  isaac zimmerle Benchmark Realty, LLC

  5 Anderton Dr, Winchester, TN 37398
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  /70

  $3,800,000

  • 6 Beds
  • 8 Baths
  • 8,002 Sq Ft

  1657 Boswell Rd, Winchester, TN 37398

  HIGHEST GROSSING RENTAL ON TIM'S FORD LAKE!!! Welcome to your stunning dream retreat on 14 acres on a private cove of Tims Ford Lake. This magnificent turnkey 8,000+ sqft estate comes furnished and boasts a 5 bed, 5.5 bath with luxurious accommodations and ample space for 20+ guests. The home features a modern commercial grade kitchen, endless windows for great natural light, a game room, a

  Davey Hackett Parks Compass

  1657 Boswell Rd, Winchester, TN 37398
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  /3

  $139,500

  • Land
  • 2.13 Acres
  • $65,432 per Acre

  4 Anderton Dr, Winchester, TN 37398

  Tims Ford Lake. WATER ACCES very very close. Spacious 2.132 acre lot. AMAZING views. Water access is very very close. Hard to find LARGE LOT near the Lake. Build your custom dream home on this beautiful, year round view This lot is situated on a private driveway access and enjoys additional privacy with Tim’s Ford State Park property nearby. Enjoy view of beautiful Tims Ford Lake and direct

  isaac zimmerle Benchmark Realty, LLC

  4 Anderton Dr, Winchester, TN 37398
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  /5

  $250,000

  • Land
  • 1.24 Acres
  • $201,613 per Acre

  9 Summer Lake Ct, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on 1.24 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to

  Greg Sitz Parks Auction & Realty

  9 Summer Lake Ct, Winchester, TN 37398
• 

  /2

  $479,900

  • 4 Beds
  • 2 Baths
  • 2,269 Sq Ft

  188 Wiseman Ln, Winchester, TN 37398

  Discover this beautiful home featuring custom-built cabinets, granite countertops, spacious walk-in closets, a welcoming covered front porch, and a back deck perfect for relaxing or entertaining. Sitting on 1.386 acres, the property boasts a huge, flat, and cleared backyard—ideal for kids, pets, and outdoor activities. Located in a peaceful and desirable new neighborhood, this home offers

  Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  188 Wiseman Ln, Winchester, TN 37398
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  /33

  $320,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  667 Maple Bend Rd, Winchester, TN 37398

  Beautiful 3.5 acres. Blocks from Fairview boat ramp launch. Property extends 75 feet into woods. Lots of wildlife.Room for Garden space or animals. Home is a 2 bedroom 1.5 half baths, but the original septic is for a 3 bedroom home. New Roof and HVAC. 30x30 detached garage/shop with lift, commercial compressor and jack. Also has wood stove and/or propane heater. 2 smaller metal sheds for storage.

  Pam Ford Benchmark Realty, LLC

  667 Maple Bend Rd, Winchester, TN 37398
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  /5

  $249,999

  • Land
  • 10 Acres
  • $25,000 per Acre

  0 Old Tullahoma Rd Unit RTC3080240, Winchester, TN 37398

  10 flat acres off of Old Tullahoma Rd, perfect to build your dream home or subdivide! Build site perked for 4 bedrooms. Soils and Survey available upon request. Great location to build within Franklin County. Close to Historical Downtown Winchester and Tims Ford Lake. Land is located directly across the street from 4536 Old Tullahoma Rd, Winchester, TN 37398.

  Diego Vergara Compass Tennessee, LLC

  0 Old Tullahoma Rd Unit RTC3080240, Winchester, TN 37398
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  /12

  $110,000

  • Land
  • 3.93 Acres
  • $27,990 per Acre

  0 Georgia Crossing Rd, Winchester, TN 37398

  Discover the tranquility and potential of this exceptional 3.93-acre parcel just outside of Winchester. This property offers ample space for a custom home or to cultivate your very own mini farm. Enjoy breathtaking views and a private setting. Close proximity to local amenities, schools, and major roadways.

  Hailey Floyd Franklin County Realty

  0 Georgia Crossing Rd, Winchester, TN 37398
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  /36

  $715,000

  • 3 Beds
  • 4 Baths
  • 3,706 Sq Ft

  766 Awalt Dr, Winchester, TN 37398

  New custom built 3 BR home in a fabulous area close to Tims Ford Lake. This spacious home features a large master suite with a separate tub and tile shower, double vanities, and a large walk in closet. The kitchen is equipped with all new stainless appliances, stove and range are both gas, plenty of custom cabinets, and large island for extra counter space. This home also has a large Florida

  Greg Sitz Parks Auction & Realty

  766 Awalt Dr, Winchester, TN 37398
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  /82

  $589,000

  • 3 Beds
  • 2.5 Baths
  • 2,946 Sq Ft

  656 Shadowbrook Rd, Winchester, TN 37398

  Classic charm meets timeless elegance in this beautiful Winchester home—one that instantly brings to mind the warmth and character of Father of the Bride and the nostalgia of Home Alone. Offering over 2,900 square feet of thoughtfully designed living space, this home is filled with inviting details, gorgeous millwork, and stunning hardwood floors throughout. Located less than two miles from the

  Elizabeth Banks Southern Middle Realty

  656 Shadowbrook Rd, Winchester, TN 37398
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  /4

  $89,900

  • Land
  • 1.01 Acres
  • $89,010 per Acre

  0 Rowe Gap Rd, Winchester, TN 37398

  Beautiful 1-acre lot located in Winchester, TN. This property offers a peaceful country setting. Perfect for building your dream home or a weekend getaway. Enjoy the charm of small-town living while being just minutes from Tims Ford Lake, shopping, and schools. Don’t miss this opportunity to own your slice of Tennessee!

  LeighAnn Tillett Lamica Realty

  0 Rowe Gap Rd, Winchester, TN 37398
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  /7

  $99,000

  • Land
  • 1.03 Acres
  • $96,117 per Acre

  0 Morris Ferry Bridge Rd, Winchester, TN 37398

  Commercial lot located near Woods Reservoir in Franklin County, Tennessee. Could serve many different uses including mechanic shop, storage facility, or general market. Corner lot with city water and power available.

  Thomas Ore Winton Auction & Realty Co.

  0 Morris Ferry Bridge Rd, Winchester, TN 37398
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  /71

  $1,140,000

  • 4 Beds
  • 3.5 Baths
  • 6,803 Sq Ft

  2124 Boswell Rd, Winchester, TN 37398

  Just MINUTES from Tim's Ford Lake! When Your Custom-Built Home Is Masterfully Crafted By A Brilliant Engineer, You’re Investing In A Home Designed For Generations. Set On An Expansive 2.6-Acre Estate, This Property Combines Uncompromising Quality With Thoughtful Functionality At Every Turn. Upstairs You Will Find The Primary Suite, Spacious Kitchen, Guest Bedrooms, Tranquil Sunroom, And A

  Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty

  2124 Boswell Rd, Winchester, TN 37398
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  /10

  $139,900

  • Land
  • 2.67 Acres
  • $52,397 per Acre

  0 Maple Bend Rd, Winchester, TN 37398

  PRIME LOCATION! Come build your dream home on this beautiful 2.67-acre tract of land. This spacious property offers plenty of room for your custom design, outdoor living spaces, and more. Water tap already in place. 3 bedroom perk. With lake access and marinas nearby, you'll have endless opportunities for boating, fishing, and recreation, yet still be close to town conveniences. The perfect spot

  Angela Miller John Smith Jr Realty and Auction LLC

  0 Maple Bend Rd, Winchester, TN 37398
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  /6

  Call for Price

  • Land
  • 3.72 Acres

  0 Aedc Rd Unit RTC3073348, Winchester, TN 37398

  ABSOLUTE RETIREMENT AUCTION! SATURDAY, FEBRUARY 28TH @ 12PM. SELLING ABSOLUTE REGARDLESS OF PRICE AND WITHOUT RESERVE! LIVE ON-SITE AUCTION WITH ONLINE BIDDING AVAILABLE. PREVIEW/INSPECTION: SATURDAY, FEBRUARY 21ST 10AM-3PM. This commercial tract has +/- 436' of frontage on AEDC Rd (Hwy 127) and +/- 15' of frontage on Decherd Estill Rd. This property could make a great location for a self storage

  Thomas Ore Winton Auction & Realty Co.

  0 Aedc Rd Unit RTC3073348, Winchester, TN 37398
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  /58

  $669,000

  • 5 Beds
  • 3.5 Baths
  • 5,474 Sq Ft

  240 Dogwood Dr, Winchester, TN 37398

  Motivated Seller! This one of a kind property is nestled on 13.49 acres among towering hardwoods and mature landscaping. Less than a mile from shopping & dining. 15 min. to Twin Creeks Marina & Resort. Endless Possibilities: start a business or make it your forever home. Instant rental income with the 25x36 In-law suite complete with kitchen, living, dining, bed , bath & separate entrance. With a

  Elsie (Marie) Ferguson Sewanee Realty

  240 Dogwood Dr, Winchester, TN 37398
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  /34

  $225,000

  • Land
  • 3 Acres
  • $75,000 per Acre

  0 Spring Hill Dr, Winchester, TN 37398

  Discover the perfect blend of convenience and freedom with this rare 3-acre parcel inside Winchester city limits. If you’ve been searching for a few acres to build your dream home—just minutes from downtown—this one checks every box. Located just beyond a neatly maintained grass-lined fence row at the edge of Winchester Village Phase II, the property offers the benefits of subdivision proximity

  Leah Dickert EXIT Noble Realty Group

  0 Spring Hill Dr, Winchester, TN 37398
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  /43

  $399,000

  • 3 Beds
  • 2 Baths
  • 3,050 Sq Ft

  219 Old Mill Rd, Winchester, TN 37398

  Second chance opportunity! This property is back on the market after a temporary tenant situation and is now ready for new ownership. Reintroduced at a new price and positioned to sell, 219 Old Mill Rd offers excellent value for today’s buyer. Ideal for owner-occupants or investors looking for a well-located property with strong potential. Buyer and/or Buyers agent to verify all important

  Leanne Bonning EXIT Noble Realty Group

  219 Old Mill Rd, Winchester, TN 37398
• 

  

  /27

  $479,900

  • 4 Beds
  • 2 Baths
  • 2,187 Sq Ft

  160 Wiseman Ln, Winchester, TN 37398

  This stunning home showcases custom-built cabinets, quartz countertops, walk-in closets, custom light fixtures, and a luxurious primary bathroom featuring a separate soaking tub and tiled shower. The striking black Hardie board siding, covered front porch, and spacious back deck add to its curb appeal and outdoor enjoyment. Sitting on 1.322 acres, the property offers a huge, flat, and cleared

  Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  160 Wiseman Ln, Winchester, TN 37398
• 

  

  /59

  $1,600,000

  • 4 Beds
  • 2 Baths
  • 2,164 Sq Ft

  1000 N Vine St, Winchester, TN 37398

  Welcome to the picturesque shores of Tims Ford Lake, in Franklin County! Nestled on a 2.3 acre lot, this property features a 4-bedroom, 2-bath home and offers a RARE opportunity to own a slice of paradise in Winchester, Tennessee. No subdivision, No HOAs, but right in the heart of Winchester! Breathtaking views with nearby access (Twin Creeks Marina)to one of the area’s most sought-after lakes!

  Melissa Stewart Swaffords Property Shop

  1000 N Vine St, Winchester, TN 37398
• 

  

  /17

  $799,000

  • Land
  • 44.04 Acres
  • $18,143 per Acre

  585 Deep Hollow Ln, Winchester, TN 37398

  Stunning acreage in beautiful Williams Cove. this piece of property offers 44 acres of stunning mountain acreage along with a level field section perfect for building your custom dream home right at the foot of the mountain. For immediate use, the parcel includes a mobile home that is in livable condition, providing a ready base while you plan your perfect mountain-view residence. Property has

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  585 Deep Hollow Ln, Winchester, TN 37398
• 

  

  /4

  $100,000

  • Land
  • 1.71 Acres
  • $58,480 per Acre

  0 Old Clark Rd, Winchester, TN 37398

  Ivy Hankins Southern Middle Realty

  0 Old Clark Rd, Winchester, TN 37398
• 

  

  /5

  $69,000

  • Land
  • 2.05 Acres
  • $33,659 per Acre

  1533 Rowe Gap Rd, Winchester, TN 37398

  2.05 Acre vacant building lot with approval for 5-bedroom septic system. 359' x 257'. Zoned R-1 (single family only, no mobile homes). Otherwise unrestricted. Great lot for house or barn-dominium.

  Thomas Ore Winton Auction & Realty Co.

  1533 Rowe Gap Rd, Winchester, TN 37398

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