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Winchester, TN Homes for Sale | Realty.com
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3 beds
170 listings
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New construction
With a pool

Homes for Sale in Winchester, TN

Homes for Sale in Winchester, TN

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24 of 170 Listings
Map

Homes for Sale in Winchester, TN

24 of 170 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 61 Brookfield Cir — photoPrice Reduced32Active

    $340,000

    3 bd · 2 ba · 2,038 sqft

    61 Brookfield Cir, Winchester, TN

    Fhonda Hatmaker · eXp Realty

  2. 24 Kacey Marie Dr — photo51Active

    $639,000

    3 bd · 4 ba · 2,977 sqft

    24 Kacey Marie Dr, Winchester, TN

    Ashton Staker · eXp Realty

  3. 115 7th Ave NE — photoNew33Active

    $319,000

    3 bd · 2 ba · 1,308 sqft

    115 7th Ave NE, Winchester, TN

    David Janke · Canopy Real Estate

  4. 76 Chase Cir — photo42Active

    $369,900

    2 bd · 2 ba · 1,818 sqft

    76 Chase Cir, Winchester, TN

    Sean Crabtree · Blue Door Realty Group

  5. 205 Billy Goat Hill Rd — photo58Active

    $585,000

    3 bd · 3 ba · 2,634 sqft

    205 Billy Goat Hill Rd, Winchester, TN

    Lisa Hayes · 1st Choice REALTOR

  6. 404 S Jefferson St — photo39Active

    $238,000

    2 bd · 2 ba · 1,370 sqft

    404 S Jefferson St, Winchester, TN

    Eric Fruehauf · BHGRE Baker & Cole

  7. 1478 Marble Hill Rd — photo53Active

    $880,000

    4 bd · 3 ba · 2,128 sqft

    1478 Marble Hill Rd, Winchester, TN

    Abigail Sysenkham · Southern Middle Realty

  8. 69 Anderton Dr — photo46Active

    $489,900

    3 bd · 3 ba · 2,564 sqft

    69 Anderton Dr, Winchester, TN

    Hunter Forsythe · Southern Elite Realty

  9. 203 W Petty Ln — photo19Active

    $199,900

    3 bd · 1 ba · 1,271 sqft

    203 W Petty Ln, Winchester, TN

    John Michael Peck · Century 21 Volunteer Realty

  10. 401 E Petty Lane — photo33Active

    $375,000

    3 bd · 3 ba · 3,960 sqft

    401 E Petty Lane, Winchester, TN

    Wade Trammell · Keller Williams Realty

  11. 369 Pickney Rd — photo14Active

    $599,900

    3 bd · 3 ba · 2,401 sqft

    369 Pickney Rd, Winchester, TN

    Danny Duffey · Duffeys Real Estate

  12. 0 Leatherwood Dr — photo10Active

    $1,999,000

    3 bd · 5 ba · 3,438 sqft

    0 Leatherwood Dr, Winchester, TN

    Christopher (Brandon) Heath · Simmons Realty

  13. 322 N Porter St — photo37Active

    $1,799,000

    4 bd · 5 ba · 5,019 sqft

    322 N Porter St, Winchester, TN

    Tara Hays · Benchmark Realty, LLC

  14. 56 Deer Valley Cir — photo30Active

    $419,000

    2 bd · 2 ba · 1,664 sqft

    56 Deer Valley Cir, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  15. 270 Wood Bluff Rd — photoPrice Reduced71Active

    $451,500

    4 bd · 3 ba · 2,228 sqft

    270 Wood Bluff Rd, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  16. 424 Laura Ave — photoPrice Reduced27Active

    $174,900

    2 bd · 1 ba · 824 sqft

    424 Laura Ave, Winchester, TN

    Matt Sargent · Matt Sargent Homes

  17. 27 Shady Cove Ln — photo94Active

    $768,500

    3 bd · 2 ba · 1,616 sqft

    27 Shady Cove Ln, Winchester, TN

    Charlie Gonzales, ABR, SRS, e-PRO | 931-808-5521 · Southern Middle Realty

  18. 7334 Lynchburg Rd — photo46Active

    $159,900

    3 bd · 3 ba · 1,444 sqft

    7334 Lynchburg Rd, Winchester, TN

    Jordan Mitchell · SimpliHOM

  19. 23 Woods Edge Rd — photo16Active

    $298,000

    3 bd · 2 ba · 1,400 sqft

    23 Woods Edge Rd, Winchester, TN

    Sharon Swafford · Swaffords Property Shop

  20. 136 Bay Cove Trl — photo90Active

    $1,499,000

    4 bd · 4 ba · 4,035 sqft

    136 Bay Cove Trl, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  21. 80 Tanya Ter — photo8Active

    $349,900

    3 bd · 2 ba · 1,400 sqft

    80 Tanya Ter, Winchester, TN

    Daniel Prince · John Smith Jr Realty and Auction LLC

  22. 5630 Mansford Rd — photo36Active

    $1,179,000

    3 bd · 1 ba · 1,600 sqft

    5630 Mansford Rd, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  23. 3896 Lynchburg Rd — photoPrice Reduced57Active

    $369,000

    3 bd · 2 ba · 1,509 sqft

    3896 Lynchburg Rd, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  24. 1136 Bible Crossing Rd — photoPrice Reduced81Active

    $669,000

    4 bd · 3 ba · 3,324 sqft

    1136 Bible Crossing Rd, Winchester, TN

    Dawn Rigsby · eXp Realty

12…8

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Greater Chattanooga REALTORS
IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-08-26 07:16:17 UTC
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Based on information submitted to the MLS GRID as of 2026-08-31 16:02:43 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #338714

    Call Thomas

    Winchester, TN community profile

    Population
    9,947
    Median income
    $58,811
    Housing units
    4,383
    People per sq. mi.
    83.2
    Area
    119.5 sq. mi.

    Source: HJN community data

    Nearby areas

    ZIP codes

    • 37388 (167)
    • 37160 (164)
    • 37398 (164)
    • 37355 (112)
    • 37387 (51)
    • 37330 (48)
    • 37356 (41)
    • 37324 (30)

    Cities

    • Tullahoma (167)
    • Shelbyville (164)
    • Manchester (112)
    • Tracy City (51)
    • Estill Springs (47)
    • Monteagle (41)
    • Decherd (30)
    • Lynchburg (26)

    Winchester housing market

    June 2026

    Winchester 12-month median sale price trend

    Selling at 97.5% of asking price

    Buyers here are paying below asking. MLS · 36 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 29, 2026

    Median sale price
    $319,000$183,000–$486,500 typical range
    Price per sq. ft.
    $200
    Sales
    55
    Paid in cash
    50.9%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    31 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    25.9%