Winchester, TN Homes for Sale under $300,000

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  /25

  $275,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  1587 By Pass Rd, Winchester, TN 37398

  Beautiful 3 Bedroom, 2 bath, brick home located minutes from beautiful downtown Winchester, featuring quaint shops and a wide variety of restaurants to choose from. Also minutes Tims Ford Lake, Wood Reservoir & Nissan.Attached garage and detached garage/workshop. Exterior newly painted.

  

  Patricia Boswell

  Hanson Realty & Auction Company

  1587 By Pass Rd, Winchester, TN 37398
• Explore Winchester

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  /12

  $85,000

  • Land
  • 0 Sq Ft

  0 Dry Fork Dr Unit 76, Winchester, TN 37398

  Great opportunity to build your dream home with breath taking lake views in the exclusive Gated Resort Community of Twin Creeks Village. Preliminary House Plans are attached. Twin Creeks is the premiere lake living on the beautiful Tims Ford Lake. Community offers boat storage, marina w/ store and restaurant, 3 pool, pavilion with fireplace, underground utilities, city water and public sewer

  

  Dena Abbott

  SimpliHOM

  0 Dry Fork Dr Unit 76, Winchester, TN 37398
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  /12

  $199,900

  • Land
  • 18,730 Sq Ft
  • $464,884 per Acre

  0 River Watch Way Unit 184, Winchester, TN 37398

  Lot 184...ALMOST HALF AN ACRE! Embrace all that Twin Creeks Village has to offer when you build your dream home on this perfect space! Enjoy the convenience of easy access to the marina and immerse yourself in the array of amenities Twin Creeks has to offer. Featuring a clubhouse, multiple pools(3), full-service marina with dock and boat slip rental, restaurant with waterfront dining. a pavilion

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 River Watch Way Unit 184, Winchester, TN 37398
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  /13

  $159,000

  $30K PRICE INCREASE

  • Land
  • 38,724 Sq Ft
  • $178,853 per Acre

  0 Aedc Rd Unit 2, Winchester, TN 37398

  Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Tracts 3 and 4 available

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Aedc Rd Unit 2, Winchester, TN 37398
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  /14

  $119,000

  • Land
  • 0 Sq Ft

  0 Latitude Unit 494, Winchester, TN 37398

  Lot 494...embrace all that Twin Creeks Village has to offer when you build your dream home on this perfect space! Enjoy the convenience of easy access to the marina and immerse yourself in the array of amenities Twin Creeks has to offer. Featuring a clubhouse, multiple pools(3), full-service marina with dock and boat slip rental, restaurant with waterfront dining. a pavilion (The Honeysuckle) for

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Latitude Unit 494, Winchester, TN 37398
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  /8

  $149,900

  • Land
  • 12,632 Sq Ft
  • $516,897 per Acre

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398

  One of the prettiest lake communities in Tennessee! Privately Gated and located at Tims Ford Lake. Exclusive community amenities include beautiful walking trails, full service marina with dock and boat slip rentals, clubhouse, heated pools, event center, boat club and boat rentals. Waterfront dining available at Drafts & Watercrafts. Lake life living at it's finest!

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398
• 

  

  /13

  $250,000

  • Land
  • 3.72 Acres
  • $67,132 per Acre

  0 Aedc Rd Unit 3&4, Winchester, TN 37398

  Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Both Tracts 3 and 4 sale

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Aedc Rd Unit 3&4, Winchester, TN 37398
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  /18

  $150,000

  • Land
  • 1.02 Acres
  • $147,059 per Acre

  0 Bell Dr W Unit 80, Winchester, TN 37398

  Come and build your dream home in the beautiful subdivision of Bell Acres. This is a large cleared 1.02 acre lot as you enter into the beautiful entrance on the left corner. More pictures coming soon.

  

  Chelsea Greenway

  Southern Middle Realty

  0 Bell Dr W Unit 80, Winchester, TN 37398
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  /36

  $299,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,999 Sq Ft

  206 Homeward Ave, Winchester, TN 37398

  Welcome home to this beautifully maintained 4-bedroom, 2-bath gem that checks every box — and then some. From the moment you step inside, rich hardwood flooring, fresh interior paint, recessed lighting, and stylish new light fixtures set the tone for a home that feels move-in ready and thoughtfully cared for. The spacious layout gives you room to truly live — multiple living areas mean everyone

  

  Tekesha Fuqua-Taylor

  Keller Williams Realty - Murfreesboro

  206 Homeward Ave, Winchester, TN 37398
• 

  

  /14

  $199,000

  • Land
  • 0 Sq Ft

  0 Slalom Cir Unit 119, Winchester, TN 37398

  Large corner lot located directly next to the golf cart path to take you straight to Tim's Ford Lake, the Marina and Drafts and Watercrafts (the floating restaurant and bar!) This lot is perfect for a multi level home to take in lake views from the 2nd story! Enjoy all the amenities that Twin Creeks Village has to offer: Clubhouse on site, 3 swimming pools, sandy beach, walking trails, campground

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Slalom Cir Unit 119, Winchester, TN 37398
• 

  

  /13

  $159,000

  • Land
  • 2.19 Acres
  • $72,603 per Acre

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398

  Discover the possibilities on this beautiful 2.19-acre property, ready for your next project. Whether you're envisioning a mini farm, a custom dream home, or an investment opportunity, this versatile tract offers exceptional potential. A preliminary soil test supports a 4-bedroom home site, making it easier to start planning your build. Zoned R-2, the property may also accommodate duplex

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  0 Metcalf Rd Unit RTC3243837, Winchester, TN 37398
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  /17

  $99,999

  • Land
  • 0 Sq Ft

  0 Campfire Ct Unit 463, Winchester, TN 37398

  

  Billie Kay Caldwell

  Swaffords Property Shop

  0 Campfire Ct Unit 463, Winchester, TN 37398
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  /7

  $125,000

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

  0 Cascade Dr Unit 15, 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

  0 Cascade Dr Unit 15, Winchester, TN 37398
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  /17

  $297,000

  $1K PRICE DROP

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

  383 Strawberry Dr, Winchester, TN 37398

  **motivated seller! Send me an OFFER !! 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

  Aubrey Layne Century 21 Coffee County Realty & Auction

  383 Strawberry Dr, Winchester, TN 37398
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  /2

  $255,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  810 N High St, Winchester, TN 37398

  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.

  Curtis Benchmark Realty, LLC

  810 N High St, Winchester, TN 37398
• 

  

  /17

  $299,999

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,213 Sq Ft

  99 N Shephard St, Winchester, TN 37398

  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

  Ashley Nelson Franklin County Realty

  99 N Shephard St, Winchester, TN 37398
• 

  

  /19

  $224,900

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft

  205 8th Ave NW, Winchester, TN 37398

  Welcome to this delightful brick home nestled on a generous corner lot surrounded by mature shade trees. Full of character and timeless appeal, this home features gleaming original hardwood floors that add warmth and authenticity throughout. Perfectly situated close to town and just minutes from Tims Ford Lake. This combines peaceful living with everyday convenience. Replacement windows

  Angela Miller John Smith Jr Realty and Auction LLC

  205 8th Ave NW, Winchester, TN 37398
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  /35

  $229,500

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  1102 N High St, Winchester, TN 37398

  Discover this delightful all-brick home, perfect as a starter abode or a savvy investment opportunity! Nestled on a spacious lot, this property offers much. Just a 30-second drive to the city park and boat ramp. This home boasts a large backyard with a small, fenced area next to the back door, ideal for your furry friends. Extra storage room on the carport for convenience. Inviting hardwood and

  Sharon Swafford Swaffords Property Shop

  1102 N High St, Winchester, TN 37398
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  /35

  $275,000

  • Land
  • 9.42 Acres
  • $29,193 per Acre

  0 Tullahoma Hwy Unit RTC3171237, Winchester, TN 37398

  PREMIUM and RARE investment opportunity to own 9+ acres on Hwy 41A! Positioned in a high-traffic area with excellent visibility, it’s perfectly suited for future development. Opportunities like this are hard to find—don’t miss your chance!

  Aimee Whitt Freedom Realty Group

  0 Tullahoma Hwy Unit RTC3171237, Winchester, TN 37398
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  /27

  $184,900

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft

  424 Laura Ave, Winchester, TN 37398

  Completely renovated and move-in ready, this beautifully updated 2-bedroom, 1-bath home offers the perfect blend of modern style and everyday comfort. Every detail has been thoughtfully refreshed, creating a bright, welcoming space that's ideal for first-time homebuyers, downsizers, or anyone looking for a turnkey home in Winchester, Tennessee. Inside, you'll find fresh finishes throughout, an

  Matt Sargent Matt Sargent Homes

  424 Laura Ave, Winchester, TN 37398
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  /49

  $290,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  367 Carol Cir, Winchester, TN 37398

  Welcome home to this move-in ready 3-bedroom, 2-bath home perfectly situated on a corner lot in a quiet Winchester neighborhood—located outside the city limits and just minutes from Tims Ford Lake and Twin Creeks Marina. Built in 2003, this 1,420 sq. ft. home offers a comfortable, functional layout with an attached two-car garage and thoughtful updates throughout. Inside, you’ll find welcoming

  Paige Morris Southern Middle Realty

  367 Carol Cir, Winchester, TN 37398
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  /2

  $95,000

  • Land
  • 5.34 Acres
  • $17,790 per Acre

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398

  5.34 acres on the desirable Broadview side of Winchester! This beautiful tract is ready to go with a perk site already established—bring your plans and start building. Enjoy the perfect blend of privacy and convenience, located less than 10 minutes from Devil Step boat ramp and Tims Ford Lake. Whether you're looking for a homesite or weekend getaway, this one checks all the boxes! More pictures

  Nathan Smith John Smith Jr Realty and Auction LLC

  0 Haddon Ln Unit RTC3190742, Winchester, TN 37398
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  /5

  $99,900

  $25K PRICE DROP

  • Land
  • 39,204 Sq Ft
  • $111,000 per Acre

  0 Owl Hollow Ln Unit Lot 1, Winchester, TN 37398

  This lot is just waiting on a lake lover to build their get-a-way retreat. The .90 acre lot has been septic approved for a 3 bedroom home. An adjacent neighbor includes acres of TWRA wildlife protected property in a quiet lake cove, perfect for launching kayaks and canoes. Just minutes away from several boat ramps, Tim's Ford State Park, Bear Trace Golf Course at Tim's Ford, Twin Creeks Marina,

  Jaine Colley WEICHERT, REALTORS Joe Orr & Associates

  0 Owl Hollow Ln Unit Lot 1, Winchester, TN 37398
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  /13

  $239,000

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft

  135 Bel Aire Dr, Winchester, TN 37398

  Very Spacious home in a great neighborhood! Convenient to Winchester, Decherd, and Tims Ford Lake. One owner home, ready for new occupants. Large yard, storage building and a concrete driveway. Windows have been updated in recent years.

  Brad Weibert Better Homes & Gardens Real Estate Heritage Group

  135 Bel Aire Dr, Winchester, TN 37398
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  /17

  $114,900

  $20K PRICE DROP

  • Land
  • 2.46 Acres
  • $46,764 per Acre

  0 Lakeview Way Unit 51, 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 Unit 51, Winchester, TN 37398
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  /27

  $239,000

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  525 Sharp Springs Rd, Winchester, TN 37398

  Charming and efficiently designed home offering incredible value with generous square footage! This well-maintained property features 2 spacious bedrooms upstairs along with a full bath, plus an additional full bath on the main level for added convenience. The open-concept layout connects the great room, dining area, and a large, updated kitchen—perfect for everyday living and entertaining. Enjoy

  Stephanie Dowdy Freedom Realty Group

  525 Sharp Springs Rd, Winchester, TN 37398
• 

  

  /4

  $69,900

  • Land
  • 24,742 Sq Ft
  • $123,063 per Acre

  0 Mansford Rd Unit 2, Winchester, TN 37398

  Construction will start once we have an agreement for land purchase. Builder offering financing!! Build your dream home right here on this beautiful lot. Buyers have the opportunity to choose finishes and adjust the floor plan to fit their lifestyle. Standard features include luxury vinyl plank flooring throughout, beautiful granite countertops, soft-close cabinetry, a durable hardboard exterior

  Bo Davis Keller Williams Realty - Murfreesboro

  0 Mansford Rd Unit 2, Winchester, TN 37398
• 

  

  /13

  $139,900

  • Land
  • 40,075 Sq Ft
  • $152,065 per Acre

  0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398

  Commercial C-2 zoned lot! Location! Location! Location!! Just under an acre (0.92 +/- Acres) a half mile from Walmart Shopping Center, convenient also to city park, eateries, downtown Winchester, Decherd and Tims Ford Lake High Traffic Area Build your new business here!

  Debra (L.D.) Thompson Swaffords Property Shop

  0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398
• 

  

  /13

  $114,900

  $5K PRICE DROP

  • Land
  • 1.16 Acres
  • $98,796 per Acre

  0 Lakeview Way Unit 52, 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 Unit 52, Winchester, TN 37398
• 

  

  /19

  $250,000

  • Land
  • 37,026 Sq Ft
  • $294,118 per Acre

  0 E Rockcrest Cir Unit 42, Winchester, TN 37398

  Set within the serene Hopkins Point community of Winchester, this stunning 0.85-acre waterfront homesite offers a rare chance to create your own private retreat along the shores of Tims Ford Lake. With peaceful water views and a sense of seclusion, this property invites you to slow down and fully embrace the beauty of lake living. Perked for up to two bedrooms, this homesite is perfectly suited

  Lisa Culp Taylor Onward Real Estate

  0 E Rockcrest Cir Unit 42, Winchester, TN 37398
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  /7

  $69,900

  • Land
  • 0 Sq Ft

  0 Why Worry Ln Unit 323, Winchester, TN 37398

  Incredible value-priced lot! Build your dream home in the beautiful Twin Creeks Village, one of the most desirable lakefront communities in the area. This lot is on the marina side and offers the perfect combination of modern amenities and an active, resort lifestyle. Enjoy the peace of mind and exclusivity that comes with living in this gated community. Residents have access to multiple swimming

  Stacy Zepeda The Sapphire Group Real Estate

  0 Why Worry Ln Unit 323, Winchester, TN 37398
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  /21

  $89,999

  • Land
  • 0 Sq Ft

  0 Suntan Ct Unit 267, Winchester, TN 37398

  Don’t miss your chance to own this extra-large corner lot in the prestigious Twin Creeks Subdivision. Conveniently located just a quick golf cart ride from Drafts and Watercrafts Marina, this property offers both comfort and lifestyle.Enjoy access to three community pools and a beautiful clubhouse, with lawn mowing included through the HOA for low-maintenance living. But what truly sets Twin

  Dawn Parrish Leading Edge Real Estate Group

  0 Suntan Ct Unit 267, Winchester, TN 37398
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  /7

  $115,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft

  605 Gin St, Winchester, TN 37398

  Property is being sold in an as-is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification

  JERRY EMERSON KING Williams & Williams Real Estate Auctions

  605 Gin St, Winchester, TN 37398
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  /22

  $80,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  17 Smith Rd, Winchester, TN 37398

  Single-wide home with a large yard just minutes from Tims Ford Lake and Tims Ford State Park! Enjoy peaceful living with plenty of outdoor space while being close to boating, fishing, hiking, and all that Winchester has to offer. The home is also prepped for a wood-burning stove, featuring a tiled platform and chimney outlet already in place. Great opportunity for a primary home, weekend getaway,

  Alyssa Roland Southern Middle Realty

  17 Smith Rd, Winchester, TN 37398
• 

  

  /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
• 

  

  /19

  $139,900

  $25K PRICE DROP

  • Land
  • 0 Sq Ft

  0 Dry Fork Dr Unit 50, Winchester, TN 37398

  MOTIVATED SELLER!!! One of the LAST remaining WATER VIEW building lots in beautiful Twin Creeks Village! Lot #50 Dry Fork Dr is a premium location to build your dream home overlooking the water — just imagine ending every day on your back porch with a front-row seat to the sunset over Tims Ford Lake. This resort-style, golf-cart-friendly community gives you access to THREE swimming pools,

  Felicia Wright Leading Edge Real Estate Group

  0 Dry Fork Dr Unit 50, Winchester, TN 37398
• 

  

  /4

  $99,900

  $9K PRICE DROP

  • Land
  • 2.44 Acres
  • $40,943 per Acre

  0 Sugar Leaf Cir Unit Lot 31, Winchester, TN 37398

  Build your dream home on this 2.44-acre lot! There’s plenty of space and room for privacy, with a minimum house size of 1,800 sq. ft. Public utilities at street-water, sewer, electricity, cable, telephone. There is a small inactive sinkhole on the back of the property that poses no threats according to the geological report that is listed under documents

  Jackson Lynch Lynch Rigsby Realty & Auction, LLC

  0 Sugar Leaf Cir Unit Lot 31, Winchester, TN 37398
• 

  

  /7

  $79,900

  $5K PRICE DROP

  • Land
  • 6,359 Sq Ft
  • $547,260 per Acre

  0 River Watch Way Unit 364, Winchester, TN 37398

  Motivated Sellers! All reasonable offers considered. Come enjoy this Summer ! Get access to all the amenities and enjoy your weekends at the lake This level lot is ready for your dream home! Bring the house plans. (The lot next door *365, MLS * is also for sale so you could build on both lots. Located in family-friendly, gated lakeside community, Twin Creeks offers everything you need for

  Amy Rivera Marcoma Realty, Inc.

  0 River Watch Way Unit 364, Winchester, TN 37398
• 

  

  /39

  $94,900

  • Land
  • 0 Sq Ft

  0 River Watch Way Unit 266, Winchester, TN 37398

  Enjoy vibrant summers and unhurried winters in Twin Creeks Village, a thoughtfully designed lake community offering year-round comfort, amenities, and a true sense of neighborhood. Lawn maintenance is handled for you, allowing more time to relax and enjoyed the lifestyle of living in a gated, lakefront community. Amenities galore in Twin Creeks -- 3 pools, Clubhouse, walking trails, Marina (boat

  Shelia Lunsford Benchmark Realty, LLC

  0 River Watch Way Unit 266, Winchester, TN 37398
• 

  /2

  $150,000

  • Land
  • 19,602 Sq Ft
  • $333,333 per Acre

  2 Oak St, Winchester, TN 37398

  Conveniently located lot that is near Hwy 41-A and within walking distance to the lake. Bring your plans for a custom home. Investors bring your plans for two single family homes or two duplexes with city approval. Property has access to sewer and city water at the road. Schedule an appointment to see this lot with unlimited possibilities today! Buyer to verify all pertinent information.

  Latoya Stone simpliHOM - The Results Team

  2 Oak St, Winchester, TN 37398

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