Homes in ZIP Code 37398

• 

  

  

  /33

  $285,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  171 Raspberry Dr, Winchester, TN 37398

  Welcome home to this beautifully maintained 3-bedroom, 2-bath home located in a quiet, family-friendly neighborhood! Conveniently situated between the historic Winchester Square and the recreational beauty of Tim’s Ford Lake. This home offers the perfect blend of small-town charm and everyday convenience. Step inside to an inviting open-concept floor plan featuring warm wood flooring,

  Sommer Denby Southern Elite Realty

  171 Raspberry Dr, Winchester, TN 37398
• 

  

  

  /40

  $435,000

  Sold Sep 09, 2026

  102 Cannonball Ct, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $305/SF
  • 37 Days On Market

  Current Estimated Value $544,298

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

  102 Cannonball Ct, Winchester, TN 37398
• 

  

  

  /27

  Est $299,402

  Not Listed For Sale

  122 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,689 Sq Ft
  • Built 1955

  122 Highland Dr, Winchester, TN 37398

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Candice Bedwell Epique Realty
• 

  

  

  /46

  $849,900

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,821 Sq Ft

  287 Shasteen Bend Dr, Winchester, TN 37398

  Lakefront living is available in the sought-after Lee Ford Estates. This brick home offers a convenient, flat walk to a private dock, allowing for enjoyable days on the water. With three bedrooms and two full baths, the well-maintained home balances comfort and practicality. The attached two-car garage provides sufficient parking and storage, while the separate one-car detached garage is suitable

  Sam Hatfield Sam Hatfield Realty, Inc.

  287 Shasteen Bend Dr, Winchester, TN 37398
• 

  

  

  /65

  $299,900

  Sold Jun 23, 2026

  103 Lisa Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $191/SF
  • 241 Days On Market

  Current Estimated Value $300,063

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  103 Lisa Cir, Winchester, TN 37398
• 

  

  /68

  Est $1,137,076

  Not Listed For Sale

  702 Bluff Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1994

  702 Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Alison Davis Pilkerton Realtors
• 

  /2

  $215,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,014 Sq Ft

  0 Little St Unit 3543143, Winchester, TN 37398

  PERFECT LOCATION right in the heart of Winchester! WHY RENT WHEN YOU CAN BUY? Come and experience everything Winchester has to offer! Welcome to this awesome new construction ONE LEVEL home. This residence features LVP flooring throughout, providing durability and a modern, fresh look. Large living room and combo kitchen area complete with stainless steel appliances and custom cabinets. 3

  Stephanie Dowdy Freedom Realty Group

  0 Little St Unit 3543143, Winchester, TN 37398
• 

  

  /3

  $382,500

  Sold Mar 17, 2026

  232 Favre Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 5 Days On Market

  Current Estimated Value $396,826

  Last Listing Agent Mike Stubblefield Franklin County Realty

  232 Favre Cir, Winchester, TN 37398
• 

  

  /27

  Est $134,501

  Not Listed For Sale

  408 7th Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 926 Sq Ft
  • Built 1953

  408 7th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
• 

  

  /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
• 

  

  /70

  $640,000

  Sold Oct 27, 2025

  239 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,739 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 327 Days On Market

  Current Estimated Value $675,714

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
• 

  

  /22

  Est $332,246

  Not Listed For Sale

  102 10th Ave NW, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,150 Sq Ft
  • Built 2001

  102 10th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC
• 

  

  /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
• 

  

  /23

  $154,900

  Sold Mar 26, 2026

  716 N Cedar St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $142/SF
  • 63 Days On Market

  Current Estimated Value $159,846

  Last Listing Agent Steve Jernigan Steve Jernigan Realty

  716 N Cedar St, Winchester, TN 37398
• 

  

  /37

  Est $669,777

  Not Listed For Sale

  2233 Georgia Crossing Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,765 Sq Ft
  • Built 2004

  2233 Georgia Crossing Rd, Winchester, TN 37398

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Landon Keller Century 21 Volunteer Realty
• 

  

  /30

  $299,999

  $11K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  101 Royal Oak Dr, Winchester, TN 37398

  Welcome to this well-maintained 3 bedroom, 2 bath brick home situated on 1.3 acre lot in a quiet well-established neighborhood just minutes from the lake. This charming property offers the perfect balance of privacy space and convenience, making it ideal for families, downsizing, or anyone looking to enjoy peaceful living close to outdoor recreation. The home features a bright and inviting living

  Chesney Luttrell John Smith Jr Realty and Auction LLC

  101 Royal Oak Dr, Winchester, TN 37398
• 

  

  /26

  $755,000

  Sold Sep 08, 2026

  206 Knott Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,279 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 45 Days On Market

  Current Estimated Value $794,796

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  206 Knott Rd, Winchester, TN 37398
• 

  

  /23

  Est $247,596

  Not Listed For Sale

  414 S Vine St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2024

  414 S Vine St, Winchester, TN 37398

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Christopher (Bra Heath Simmons Realty
• 

  

  /36

  $315,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1543 Paynes Church Rd, Winchester, TN 37398

  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

  Kasidy Lowe Compass Tennessee, LLC

  1543 Paynes Church Rd, Winchester, TN 37398
• 

  

  /3

  $25,000

  Sold Mar 26, 2026

  0 Lees Ford Ln, Winchester, TN 37398

  • Land
  • 23,086 Sq Ft
  • $47,170 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 37 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lees Ford Ln, Winchester, TN 37398
• 

  

  /21

  Est $234,951

  Not Listed For Sale

  601 Sharp Springs Rd, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,618 Sq Ft
  • Built 1946

  601 Sharp Springs Rd, Winchester, TN 37398

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Brent Liston Sr. Lynch Rigsby Realty & Auction, LLC
• 

  /2

  $110,000

  • Land
  • 37,461 Sq Ft
  • $127,907 per Acre

  0 Summer Lake Unit 4, Winchester, TN 37398

  Build your new home in this quiet and secluded subdivision. Walking trail for all lot owners to access the trail to Owl Hollow Cove on the Tims Ford Lake. Summer Lake TVA Access Trail for golf carts, ATV, bicycle, hiking, paddle boat, swimming and fishing. Boats can be driven into the cove. Currently a boat dock is not permitted but there are several boat docks within a short distance of the

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summer Lake Unit 4, Winchester, TN 37398
• 

  

  /18

  $228,000

  Sold Jun 25, 2026

  286 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 2003

  Last Sold Summary

  • 16% Below List Price
  • $198/SF
  • 146 Days On Market

  Current Estimated Value $232,033

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  286 Strawberry Dr, Winchester, TN 37398
• 

  

  /67

  Est $2,237,923

  Not Listed For Sale

  98 E Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 5.5 Baths
  • 5,530 Sq Ft
  • Built 1997

  98 E Rockcrest Cir, Winchester, TN 37398

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Lisa Culp Taylor Onward Real Estate
• 

  

  /4

  $94,900

  $14K PRICE DROP

  • Land
  • 2.44 Acres
  • $38,893 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
• 

  

  /26

  $389,000

  Sold Mar 31, 2026

  295 Metcalf Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $216/SF
  • 115 Days On Market

  Current Estimated Value $398,344

  Last Listing Agent Jerry Shelton Shelton Auction and Realty

  295 Metcalf Rd, Winchester, TN 37398
• 

  

  /18

  Est $269,075

  Not Listed For Sale

  133 Bel Aire Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 1967

  133 Bel Aire Dr, Winchester, TN 37398

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Brad Weibert Better Homes & Gardens Real Estate Heritage Group
• 

  

  /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
• 

  

  /53

  $795,000

  Sold Nov 04, 2025

  190 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft
  • Built 2009

  Last Sold Summary

  • 10% Below List Price
  • $226/SF
  • 200 Days On Market

  Current Estimated Value $789,914

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cascade Dr, Winchester, TN 37398
• 

  

  /28

  Est $482,669

  Not Listed For Sale

  118 Golf Shores Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft
  • Built 1999

  118 Golf Shores Dr, Winchester, TN 37398

  Last Sold Summary

  • 167 Days On Market

  Last Listing Agent Jordan Vandiver Reliant Realty ERA Powered
• 

  

  /38

  $780,000

  $45K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  150 Edie Mae Ln, Winchester, TN 37398

  Escape to your own private Tennessee retreat on 9 picturesque acres just minutes from Tims Ford Lake! This stunning 3-bedroom, 2.5-bath custom home offers the perfect blend of modern comfort, peaceful country living, and recreational convenience. Built in 2020, the thoughtfully designed open floor plan features abundant natural light, soaring ceilings, built-in cabinetry, and a cozy wood-burning

  Matt Sargent Matt Sargent Homes

  150 Edie Mae Ln, Winchester, TN 37398
• 

  

  /35

  $235,000

  Sold Jan 12, 2026

  136 Bel Aire Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $121/SF
  • 187 Days On Market

  Current Estimated Value $252,347

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  136 Bel Aire Dr, Winchester, TN 37398
• 

  

  /11

  Est $184,791

  Not Listed For Sale

  518 N Vine St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1957

  518 N Vine St, Winchester, TN 37398

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC
• 

  

  /49

  $464,900

  • 4 Beds
  • 2.5 Baths
  • 2,645 Sq Ft

  2607 Old Tullahoma Rd, Winchester, TN 37398

  Let's talk about convenience! 2607 Old Tullahoma Rd in Winchester is priced at $464,900! This home is located within a few minutes of everything you'll ever need. Winchester, TN is a charming lakeside town offering a blend of outdoor recreation, historic charm, and a historic downtown. We have it all: boutiques, locally owned restaurants, and a vintage theater. This spacious 3–4 bedroom home with

  Elisa Chessor Century 21 Coffee County Realty & Auction

  2607 Old Tullahoma Rd, Winchester, TN 37398
• 

  

  /34

  $270,000

  Sold Dec 03, 2025

  805 S Shephard St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $206/SF
  • 99 Days On Market

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

  805 S Shephard St, Winchester, TN 37398
• 

  

  /16

  Est $185,461

  Not Listed For Sale

  104 7th Ave SW, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft
  • Built 1988

  104 7th Ave SW, Winchester, TN 37398

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.
• 

  

  /61

  $454,900

  • 4 Beds
  • 2 Baths
  • 1,887 Sq Ft

  25 Lookout Dr, Winchester, TN 37398

  Brand new construction opportunity with early buyer selections available. Construction hasn't begun, giving buyers who secure a contract early the opportunity to personalize select finishes such as paint colors, countertops, cabinetry, and flooring. Qualified buyers who use the preferred lender with an accepted offer may be eligible for rates in the 4s! Welcome to your brand-new dream home in the

  Christopher (Chr Tapp APP Realty

  25 Lookout Dr, Winchester, TN 37398
• 

  

  /49

  $220,000

  Sold Dec 12, 2025

  190 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 22 Days On Market

  Current Estimated Value $229,075

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cheyenne Ave, Winchester, TN 37398
• 

  

  /59

  Est $898,137

  Not Listed For Sale

  75 Bluff Dr, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1990

  75 Bluff Dr, Winchester, TN 37398

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
• 

  

  /39

  $228,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft

  404 S Jefferson St, Winchester, TN 37398

  This property has so much to offer... Updated kitchen with stainless range. Tankless water heater recently installed. Primary bathroom added with walk-.in shower and large walk-in closet. Walk-in tub in hall bath, expandable attic space with framing already completed. Huge rocking chair front porch. Private covered back deck, and a fantastic 28x44 detached 3 car garage with (2) 220 outlets, 3

  Eric Fruehauf BHGRE Baker & Cole

  404 S Jefferson St, Winchester, TN 37398

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