Winchester, TN Homes for Sale with Acreage

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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
• Explore Winchester

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  /78

  $789,900

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

  630 Shadowbrook Rd, Winchester, TN 37398

  Experience unparalleled craftsmanship in this stunning estate situated on over an acre of private, picturesque grounds. This meticulously maintained home features 3 spacious bedrooms, each boasting its own private ensuite bathroom for ultimate comfort and privacy. A 4th bedroom is upstairs and currently being used as an office. The interior is a showcase of architectural detail, defined by custom

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 208-4110

  630 Shadowbrook Rd, 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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  /20

  $304,000

  • 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
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  /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
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  /2

  $575,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  0 Pine Bluff Rd Unit RTC3146467, Winchester, TN 37398

  Beautiful new one-story construction located in the desirable Whispering Pines subdivision! This spacious home offers 3–4 bedrooms and 3 full baths with an open layout designed for comfortable living and entertaining. The great room features a stunning vaulted ceiling, while luxury vinyl plank flooring runs throughout the home for style and durability. The kitchen comes fully equipped with

  Susan Baker BHGRE Baker & Cole

  0 Pine Bluff Rd Unit RTC3146467, Winchester, TN 37398
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  /12

  $200,000

  • Land
  • 1.52 Acres
  • $131,579 per Acre

  0 Summerlake Ct Unit RTC3129091, Winchester, TN 37398

  Newly developed Summerlake Ct. Subdivision. Build your new home on lakefront lot in this quite & secluded area with access trail with walking distance to Owl Hollow Cove, Tims Ford Lake. Summerlake TVA Access Trail for golf carts, ATV, bicycling, hiking, paddle board, kayak, swimming & fishing.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC3129091, Winchester, TN 37398
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  /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
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  /17

  $135,000

  • Land
  • 2.46 Acres
  • $54,945 per Acre

  0 Lakeview Way, Winchester, TN 37398

  Come build your dream home on this +/- 2.457 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way, Winchester, TN 37398
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  /13

  $120,000

  • Land
  • 1.16 Acres
  • $103,181 per Acre

  0 Lakeview Way, Winchester, TN 37398

  Come build your dream home on this +/- 1.163 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way, 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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  Call for Price

  1584 Liberty Rd, Winchester, TN 37398

  ABSOLUTE LIVE/ SIMULCAST REAL ESTATE AUCTION!!! SELLING 86.9 +/- ACRES IN 9 TRACTS ON SATURDAY APRIL 4TH AT 10:00 AM. This land is ABSOLUTELY BEAUTIFUL with stunning Mountain Views!! 10% BUYERS PREMIUM ADDED TO FINAL BID PRICE TO DETERMINE FINAL SALES PRICE. 10% down the day of the sale and balance due in 30 days or less. Tracts 2, 4, & 6 have PERC SITES!!! County water, electricity, & internet

  Fallon Massey Van Massey Realty & Auction

  1584 Liberty Rd, Winchester, TN 37398
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  /12

  $200,000

  • Land
  • 1.21 Acres
  • $165,289 per Acre

  0 Summerlake Ct Unit RTC3129086, Winchester, TN 37398

  Newly developed Summerlake Ct Subdivision. Build your new home in this quite & secluded area with an access trail within walking distance to Owl Hollow Cove, Tims Ford Lake. Summerlake TVA Access Trail for golf carts, ATV, bicycling, hiking, paddle board, kayak, swimming & fish

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC3129086, 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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  /8

  $99,900 Open Sun 1PM - 3PM

  • Land
  • 3 Acres
  • $33,300 per Acre

  0 Michelle Ln, Winchester, TN 37398

  Prime Development Opportunity! Most of the groundwork has already been done on this beautiful property. The land has been surveyed into three separate 1-acre lots, each approved for a 3-bedroom perc site, making it an excellent opportunity for builders, investors, or those looking to create multiple homesites. The property is approximately 90% cleared, saving significant time and cost while still

  Alexandra Watts Southern Middle Realty

  0 Michelle Ln, Winchester, TN 37398
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  /6

  $161,500

  • Land
  • 7.69 Acres
  • $21,001 per Acre

  0 Holders Cove Rd, Winchester, TN 37398

  Country setting. Offering nearly 500 feet of frontage on Holders Cove. Beautiful building sites. Offers pasture,with plenty of room for your animals. City water is at road. Perk test for 3 bedroom. About 5 miles from Winchester. Build your dream home. Survey available.

  Edward Brock Lynch Rigsby Realty & Auction, LLC

  0 Holders Cove 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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  $775,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,504 Sq Ft

  74 Summerlake Ct, Winchester, TN 37398

  New home in quiet and secluded cul-de-sac, 2025 sq ft spacious open floor plan, lot backs up to wooded area. All homeowners have access to a walking trail that leads down to Owl Hollow Cove and Tims Ford Lake. Summerlake TVA Access Trail for golf carts, ATV, bicycling, hiking, paddle board, kayak, swimming and fishing. No boat dock allowed. Several public boat dock within a short distance.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  74 Summerlake Ct, 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
• 

  $474,900 New Construction

  • 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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  /18

  $464,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  134 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 1.28 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

  134 Wiseman Ln, Winchester, TN 37398
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  /56

  $610,000

  • 3 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  145 Franklin Heights Dr, Winchester, TN 37398

  Welcome home to comfort, space, and peaceful surroundings in this beautifully designed mostly one-level home nestled on one of the largest lots in Franklin Hills-- a generous 1.64 acres. Thoughtfully laid out with everyday living on the main floor, this home is ideal for those seeking easy convenient living without sacrificing room to spread out. The main level features three spacious bedrooms

  Thomas Ore Winton Auction & Realty Co.

  145 Franklin Heights Dr, Winchester, TN 37398
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  /36

  $699,000 New Construction

  • 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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  /16

  $449,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 3,560 Sq Ft

  3754 Aedc Rd, Winchester, TN 37398

  Coming soon is this unique and outstanding investment opportunity for owner/occupants and developers alike. With over 600' of road frontage on AEDC Rd and next door to Scenic View Golf Course, 3754 AEDC Rd boasts TWO viable dwellings along with 9.57 acres of picturesque farm land, complete with panoramic views of the mountains. Build your dream home or develop the parcel into smaller lots. Rehab

  Adam Brock Canopy Real Estate

  3754 Aedc 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

  $990,000

  • 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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  /26

  $134,900

  • Land
  • 5.16 Acres
  • $26,143 per Acre

  0 Haddon Ln Unit RTC3032775, Winchester, TN 37398

  Build your dream home in the peaceful Metcalf Crossings community, where quiet country living meets everyday convenience. This beautiful 5.16 acre tract offers a perfect blend of open space and privacy surrounded by scenic views. The property has already been surveyed and soil mapped, with city water and power available at the road and room for your own septic system. Gentle topography and

  Dennis Sanders eXp Realty

  0 Haddon Ln Unit RTC3032775, Winchester, TN 37398
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  /4

  $199,900

  • Land
  • 10.2 Acres
  • $19,598 per Acre

  0 Old Estill Springs Rd Unit 4, Winchester, TN 37398

  Are you ready to build your dream? 10.2 acres just minutes from Winchester on Old Estill Springs rd, and just across the road from the water at Acklen Bend. Choose the location for your Dream Home to have privacy or gorgeous views. Don't hesitate because this one won't last long. Buyer to verify Schools and Taxes.

  Mike Mcalister Woodruff Realty & Auction

  0 Old Estill Springs Rd Unit 4, 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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  /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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  /13

  Call for Price

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1680 Bypass Rd, Winchester, TN 37398

  AT AUCTION! SATURDAY, MARCH 28TH @ 10AM. FIXER UPPER HOUSE & +/- 2.86 ACRES ON BOILING FORK CREEK. ZONED COMMERCIAL. BID LIVE ON-SITE DAY OF SALE OR ONLINE. This property is packed with potential! Zoned C-2 but grandfathered for residential use, it offers great flexibility. It features approximately 324 feet of frontage on Bypass Road and nearly 500 feet along Boiling Fork Creek, which flows into

  Pelatiah Prince Winton Auction & Realty Co.

  1680 Bypass Rd, 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, 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. Zoned commercial. Can be rezoned to residential. Buyer and/or Buyers agent to

  Leanne Bonning EXIT Noble Realty Group

  219 Old Mill Rd, Winchester, TN 37398
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  /17

  $659,000

  • Land
  • 44.04 Acres
  • $14,964 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

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