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37398, TN - land & lots for sale
108 of 108 results displayed
- New
$139,900Active0.92 Acres0 Sharp Springs Rd, Winchester, TN 37398
MLS# 3134214Listed by: SWAFFORDS PROPERTY SHOP - New
$94,900Active0 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3134024Listed by: BENCHMARK REALTY, LLC - New
$85,000Active0 Acres0 Dry Fork Dr, Winchester, TN 37398
MLS# 3131827Listed by: SIMPLIHOM - New
$259,000Active0.32 Acres6 Cypress Point Dr, Winchester, TN 37398
MLS# 3131339Listed by: WEICHERT REALTORS, THE SPACE PLACE THE LAMPLEY GRP 
$159,900Active5.01 Acres0 Lynchburg Road, Winchester, TN 37398
MLS# 3129662Listed by: PARKS AUCTION & REALTY
$99,900Active0 Acres0 Pontoon Pl, Winchester, TN 37398
MLS# 3129038Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$110,000Active0.69 Acres0 Summerlake Ct, Winchester, TN 37398
MLS# 3129029Listed by: CENTURY 21 COFFEE COUNTY REALTY & AUCTION
$69,500Active3.19 Acres0 Meadowwood Lane, Winchester, TN 37398
MLS# 3127671Listed by: BETTER HOMES & GARDENS REAL ESTATE HERITAGE GROUP
$89,000Active0.31 Acres109 7th Ave Ne, Winchester, TN 37398
MLS# 3124575Listed by: WINTON AUCTION & REALTY CO.
$89,000Active0.27 Acres612 N Jefferson St, Winchester, TN 37398
MLS# 3124566Listed by: WINTON AUCTION & REALTY CO.
$597,000Active0.43 Acres0 Peninsula Point Dr, Winchester, TN 37398
MLS# 3123795Listed by: SAM HATFIELD REALTY, INC.
$89,000Active0.98 Acres0 Garrett Ln, Winchester, TN 37398
MLS# 3123002Listed by: WINTON AUCTION & REALTY CO.
$61,500Active0 Acres0 Dry Fork, Winchester, TN 37398
MLS# 3121620Listed by: SOUTHERN MIDDLE REALTY
$161,500Active7.69 Acres0 Holders Cove Rd, Winchester, TN 37398
MLS# 3121457Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$80,000Active0.19 Acres0 S Cedar St, Winchester, TN 37398
MLS# 3118687Listed by: WINTON AUCTION & REALTY CO.
$90,000Active0.42 Acres1 Oak St, Winchester, TN 37398
MLS# 3112166Listed by: SIMPLIHOM - THE RESULTS TEAM
$35,000Active0.53 Acres0 Lees Ford Lane, Winchester, TN 37398
MLS# 3112212Listed by: WINTON AUCTION & REALTY CO.
$79,900Active0 Acres0 Campfire Ct, Winchester, TN 37398
MLS# 3111135Listed by: SOUTHERN MIDDLE REALTY
$140,000Active0.31 Acres0 Suntan Court, Winchester, TN 37398
MLS# 3078602Listed by: BENCHMARK REALTY, LLC
$249,999Active10 Acres0 Old Tullahoma Rd, Winchester, TN 37398
MLS# 3080240Listed by: COMPASS TENNESSEE, LLC
$84,900Active0.15 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3042948Listed by: MARCOMA REALTY, INC.
$87,500Active0 Acres0 Why Worry Ln, Winchester, TN 37398
MLS# 3062133Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$250,000Active0.67 Acres0 Long View Dr, Winchester, TN 37398
MLS# 3060534Listed by: REAL BROKER
$1,500,000Active19.58 Acres405 Sharp Springs Rd, Winchester, TN 37398
MLS# 3056561Listed by: WINTON AUCTION & REALTY CO.
$73,000Active0.15 Acres0 Suntan Crt, Winchester, TN 37398
MLS# 3054641Listed by: WINTON AUCTION & REALTY CO.- Open Sat, 8am to 5pm
$230,000Active0.25 Acres0 Kayak Way W, Winchester, TN 37398
MLS# 3033545Listed by: LEADING EDGE REAL ESTATE GROUP - Open Sat, 8am to 5pm
$89,900Active0 Acres0 Lake Life Ct Nw, Winchester, TN 37398
MLS# 3048188Listed by: LEADING EDGE REAL ESTATE GROUP 
$100,000Active1.71 Acres0 Old Clark Rd, Winchester, TN 37398
MLS# 3041395Listed by: SOUTHERN MIDDLE REALTY
$110,000Active0 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3119353Listed by: ONWARD REAL ESTATE
$134,900Active5.16 Acres0 Haddon Ln, Winchester, TN 37398
MLS# 3032775Listed by: EXP REALTY
$140,000Active0.66 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3119354Listed by: ONWARD REAL ESTATE
$225,000Active3 Acres0 Spring Hill Dr Off, Winchester, TN 37398
MLS# 3014968Listed by: EXIT NOBLE REALTY GROUP
$95,000Active0.12 Acres0 Campfire Ct, Winchester, TN 37398
MLS# 3011963Listed by: EXP REALTY
$659,000Active44.04 Acres585 Deep Hollow Ln, Winchester, TN 37398
MLS# 3007546Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$79,999Active0 Acres0 Campfire Ct, Winchester, TN 37398
MLS# 3007498Listed by: RELIANT REALTY ERA POWERED
$163,000Active0.43 Acres0 Hammock Drive N, Winchester, TN 37398
MLS# 3003681Listed by: ANDERSON REALTY SERVICES
$139,900Active2.67 Acres0 Maple Bend Rd, Winchester, TN 37398
MLS# 3003166Listed by: JOHN SMITH JR REALTY AND AUCTION LLC
$139,000Active0.66 Acres0 Walnut Drive, Winchester, TN 37398
MLS# 3002631Listed by: JOHN SMITH JR REALTY AND AUCTION LLC
$1,800,000Active25.15 Acres3819 Tullahoma Hwy, Winchester, TN 37398
MLS# 3000595Listed by: HORIZON REALTY GROUP DBA KELLER WILLIAMS HORIZON
$99,000Active1.03 Acres0 Morris Ferry Bridge Rd, Winchester, TN 37398
MLS# 2989747Listed by: WINTON AUCTION & REALTY CO.
$166,000Active0.7 Acres0 Cascade Dr, Winchester, TN 37398
MLS# 2987667Listed by: WEICHERT, REALTORS JOE ORR & ASSOCIATES
$166,000Active0.7 Acres0 Stone Field De, Winchester, TN 37398
MLS# 2987669Listed by: WEICHERT, REALTORS JOE ORR & ASSOCIATES
$74,900Active0.24 Acres443 Canoe Ct, Winchester, TN 37398
MLS# 2986802Listed by: BENCHMARK REALTY, LLC
$79,000Pending0.58 Acres0 Ridgecrest Dr, Winchester, TN 37398
MLS# 2986099Listed by: JOHN SMITH JR REALTY AND AUCTION LLC
$79,900Pending0.28 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980740Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$69,900Active0.15 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980750Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$69,900Active0.15 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980752Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$79,900Active0.33 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980780Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$74,900Active0.23 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980811Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$76,900Active0.15 Acres0 Deer Valley Circle, Winchester, TN 37398
MLS# 2980812Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$50,000Active0.72 Acres0 Sharp Springs Rd, Decherd, TN 37324
MLS# 2980057Listed by: KELLER WILLIAMS REALTY - MURFREESBORO
$64,000Active0.91 Acres0 Cooper Lane, Winchester, TN 37398
MLS# 2976005Listed by: SWAFFORDS PROPERTY SHOP
$158,900Active0.29 Acres0 Hammock Dr, Winchester, TN 37398
MLS# 2973810Listed by: PECK REALTY GROUP, LLC
$65,000Active0.71 Acres0 Union Rd, Winchester, TN 37398
MLS# 2970725Listed by: WINTON AUCTION & REALTY CO.
$109,900Active0.21 Acres0 Kayak Way, Winchester, TN 37398
MLS# 2969758Listed by: CENTURY 21 COFFEE COUNTY REALTY & AUCTION
$89,900Active1.01 Acres0 Rowe Gap Road, Winchester, TN 37398
MLS# 2967745Listed by: LAMICA REALTY
$89,900Active0.93 Acres0 Rowe Gap Rd, Winchester, TN 37398
MLS# 2967748Listed by: LAMICA REALTY
$509,450Active22.15 Acres0 Haddon Lane, Winchester, TN 37398
MLS# 2946006Listed by: CENTURY 21 COFFEE COUNTY REALTY & AUCTION
$160,000Active0 Acres0 Dry Fork Drive, Winchester, TN 37398
MLS# 2946010Listed by: ANDERSON REALTY SERVICES
$79,000Active0.61 Acres0 Old Holders Cove Rd, Winchester, TN 37398
MLS# 2944855Listed by: JOHN SMITH JR REALTY AND AUCTION LLC
$54,900Active0.45 Acres0 Country Estates Dr, Winchester, TN 37398
MLS# 2943273Listed by: JOHN SMITH JR REALTY AND AUCTION LLC
$84,700Active0.64 Acres0 S College St, Winchester, TN 37398
MLS# 2942332Listed by: LUXSMART REALTY
$145,000Active0.26 Acres0 Wakeboard Way, Winchester, TN 37398
MLS# 2941097Listed by: SOUTHERN MIDDLE REALTY
$215,000Active0.91 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3119356Listed by: ONWARD REAL ESTATE
$74,900Active0 Acres0 Lake Life Ct, Winchester, TN 37398
MLS# 2937046Listed by: ORCHARD BROKERAGE, LLC
$110,000Active0.93 Acres5 Summer Lake, Winchester, TN 37398
MLS# 2936775Listed by: PARKS AUCTION & REALTY
$150,000Active0.95 Acres7 Summer Lake, Winchester, TN 37398
MLS# 2936777Listed by: PARKS AUCTION & REALTY
$110,000Active0.93 Acres13 Summer Lake Ct, Winchester, TN 37398
MLS# 2936779Listed by: PARKS AUCTION & REALTY
$250,000Active1.24 Acres9 Summer Lake Ct, Winchester, TN 37398
MLS# 2936780Listed by: PARKS AUCTION & REALTY
$200,000Active0.95 Acres11 Summer Lake Ct, Winchester, TN 37398
MLS# 2936781Listed by: PARKS AUCTION & REALTY
$110,000Active0.77 Acres3 Summer Lake Ct, Winchester, TN 37398
MLS# 2936782Listed by: PARKS AUCTION & REALTY
$120,000Active0.6 Acres0 Lakeview Way, Winchester, TN 37398
MLS# 2936625Listed by: WINTON AUCTION & REALTY CO.
$135,000Active2.46 Acres0 Lakeview Way, Winchester, TN 37398
MLS# 2936664Listed by: WINTON AUCTION & REALTY CO.
$110,000Active0.81 Acres1 Summer Lake Ct, Winchester, TN 37398
MLS# 2936666Listed by: PARKS AUCTION & REALTY
$200,000Active1.21 Acres0 Summerlake Ct, Winchester, TN 37398
MLS# 3129091Listed by: CENTURY 21 COFFEE COUNTY REALTY & AUCTION
$2,990,000Active63.93 Acres0 Tullahoma Highway, Estill Springs, TN 37330
MLS# 2929042Listed by: WINTON AUCTION & REALTY CO.
$60,000Active0.5 Acres1533 Rowe Gap Rd, Winchester, TN 37398
MLS# 2928997Listed by: WINTON AUCTION & REALTY CO.
$55,000Active0.5 Acres1533 Rowe Gap Rd, Winchester, TN 37398
MLS# 2929001Listed by: WINTON AUCTION & REALTY CO.
$69,000Active2.05 Acres1533 Rowe Gap Rd, Winchester, TN 37398
MLS# 2929005Listed by: WINTON AUCTION & REALTY CO.
$198,000Active3.16 Acres5 Anderton Branch Road, Winchester, TN 37398
MLS# 2925123Listed by: BENCHMARK REALTY, LLC
$139,500Active2.13 Acres4 Anderton Branch Road, Winchester, TN 37398
MLS# 2925121Listed by: BENCHMARK REALTY, LLC
$55,000Active0.87 Acres0 Lynchburg Road, Winchester, TN 37398
MLS# 2899284Listed by: WINTON AUCTION & REALTY CO.
$67,500Active3.09 Acres0 Six Mile Board Rd, Winchester, TN 37398
MLS# 2899303Listed by: WINTON AUCTION & REALTY CO.
$40,000Active0.68 Acres0 Six Mile Board Rd, Winchester, TN 37398
MLS# 2899307Listed by: WINTON AUCTION & REALTY CO.
$49,500Active0.94 Acres0 Six Mile Board Rd, Winchester, TN 37398
MLS# 2899310Listed by: WINTON AUCTION & REALTY CO.
$2,000,000Active7.9 Acres7542 Chestnut Ridge Rd, Winchester, TN 37398
MLS# 3058553Listed by: SIMPLIHOM
$125,000Active1.26 Acres0 Cascade Dr, Winchester, TN 37398
MLS# 2824089Listed by: ONWARD REAL ESTATE
$99,900Active0.9 Acres0 Owl Hollow Lane, Winchester, TN 37398
MLS# 2821723Listed by: WEICHERT, REALTORS JOE ORR & ASSOCIATES
$94,900Active0 Acres0 Driftwood Ct, Winchester, TN 37398
MLS# 3129033Listed by: LYNCH RIGSBY REALTY & AUCTION, LLC
$110,000Active3.93 Acres0 Georgia Crossings Rd, Winchester, TN 37398
MLS# 3083817Listed by: FRANKLIN COUNTY REALTY
$64,900Active0.28 Acres67 Edgefield Ct, Winchester, TN 37398
MLS# 2792697Listed by: SWAFFORDS PROPERTY SHOP
$64,900Active0.55 Acres66 Edgefield Ct, Winchester, TN 37398
MLS# 2792698Listed by: SWAFFORDS PROPERTY SHOP
$195,000Active1.35 Acres16 Cascade Drive, Winchester, TN 37398
MLS# 2786623Listed by: 1ST CHOICE REALTOR- Open Sat, 8am to 5pm
$139,900Active0 Acres0 Dry Fork Dr, Winchester, TN 37398
MLS# 2754013Listed by: LEADING EDGE REAL ESTATE GROUP 
$97,900Active0.25 Acres0 Turtle Court, Winchester, TN 37398
MLS# 3001940Listed by: BENCHMARK REALTY, LLC
$149,900Active0.45 Acres0 Windjammer Ct, Winchester, TN 37398
MLS# 3049746Listed by: BENCHMARK REALTY, LLC
$79,900Active0.24 Acres0 Canoe Ct, Winchester, TN 37398
MLS# 2695309Listed by: COMPASS
$999,999Active25.75 Acres0 Honey Ln, Winchester, TN 37398
MLS# 2689137Listed by: CENTURY 21 COFFEE COUNTY REALTY & AUCTION
$149,900Active0.29 Acres0 Twin Creeks Drive, Winchester, TN 37398
MLS# 2685254Listed by: WEICHERT, REALTORS JOE ORR & ASSOCIATES
$115,000Active0.35 Acres0 Driftwood Ct, Winchester, TN 37398
MLS# 2985981Listed by: BARLOW REALTY LLC
$49,500Active0.33 Acres0 Sherry Street, Winchester, TN 37398
MLS# 2670574Listed by: SOUTHERN MIDDLE REALTY
$84,900Active0.18 Acres0 Kayak Way, Winchester, TN 37398
MLS# 2648864Listed by: SAM HATFIELD REALTY, INC.
$730,000Active1.3 Acres0 Rocky Hollow Road, Winchester, TN 37398
MLS# 2624341Listed by: SIMMONS REALTY
$140,000Active0 Acres0 Slalom Circle, Winchester, TN 37398
MLS# 2618426Listed by: LEADING EDGE REAL ESTATE GROUP
$149,900Active0.31 Acres0 Cannonball Ct, Winchester, TN 37398
MLS# 2568563Listed by: WINTON AUCTION & REALTY CO.
$250,000Active0.31 Acres0 Cypress Point Drive, Winchester, TN 37398
MLS# 2559824Listed by: WEICHERT, REALTORS JOE ORR & ASSOCIATES
$159,900Active0.5 Acres0 River Watch Way, Winchester, TN 37398
MLS# 3039225Listed by: FRANKLIN COUNTY REALTY
$90,000Active0.24 Acres443 Canoe Ct, Winchester, TN 37398
MLS# 2398144Listed by: HODGES AND FOOSHEE REALTY INC.
Local realty services provided by:CENTURY 21 Premier
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.