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3 bedsNew constructionWith a pool
3 Bedroom Homes in Winchester, TN
84 listings

3 Bedroom Homes in Winchester, TN

3 Bedroom Homes in Winchester, TN

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22 of 84 Listings
Map

3 Bedroom Homes in Winchester, TN

22 of 84 Listings

  1. 108 Lookout Drive — photoNew49

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
Active

$443,900

3 bd · 2 ba · 2,290 sqft

108 Lookout Drive, Winchester, TN

MITCHELL BOWMAN · simpliHOM - The Results Team

  • 208 Lillian St — photo26Active

    $199,500

    3 bd · 1 ba · 1,326 sqft

    208 Lillian St, Winchester, TN

    Cramer Foster · Lynch Rigsby Realty & Auction, LLC

  • 24 Kacey Marie Dr — photo51Active

    $639,000

    3 bd · 4 ba · 2,977 sqft

    24 Kacey Marie Dr, Winchester, TN

    Ashton Staker · eXp Realty

  • 115 7th Ave NE — photo33Active

    $319,000

    3 bd · 2 ba · 1,308 sqft

    115 7th Ave NE, Winchester, TN

    David Janke · Canopy Real Estate

  • Active

    $580,458

    3 bd · 2 ba · 2,274 sqft

    0 Deer Valley, Winchester, TN

    Angela Privett · Benchmark Realty, LLC

  • 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

  • 69 Anderton Dr — photo46Active

    $489,900

    3 bd · 3 ba · 2,564 sqft

    69 Anderton Dr, Winchester, TN

    Hunter Forsythe · Southern Elite Realty

  • 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

  • 401 E Petty Lane — photo33Active

    $375,000

    3 bd · 3 ba · 3,960 sqft

    401 E Petty Lane, Winchester, TN

    Wade Trammell · Greater Downtown Realty dba Keller Williams Realty

  • 369 Pickney Rd — photo14Active

    $599,900

    3 bd · 3 ba · 2,401 sqft

    369 Pickney Rd, Winchester, TN

    Danny Duffey · Duffeys Real Estate

  • 0 Leatherwood Dr — photo10Active

    $1,999,000

    3 bd · 5 ba · 3,438 sqft

    0 Leatherwood Dr, Winchester, TN

    Christopher (Brandon) Heath · Simmons Realty

  • 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

  • 7334 Lynchburg Rd — photoPrice Reduced46Active

    $114,900

    3 bd · 3 ba · 1,444 sqft

    7334 Lynchburg Rd, Winchester, TN

    Jordan Mitchell · SimpliHOM

  • 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

  • 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

  • 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.

  • 3896 Lynchburg Rd — photoPrice Reduced57Active

    $355,000

    3 bd · 2 ba · 1,509 sqft

    3896 Lynchburg Rd, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  • 287 Shasteen Bend Dr — photoPrice Reduced46Active

    $890,000

    3 bd · 3 ba · 1,821 sqft

    287 Shasteen Bend Dr, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  • 1522 Holders Cove Road — photoPrice Reduced65Active

    $400,000

    3 bd · 2 ba · 1,700 sqft

    1522 Holders Cove Road, Winchester, TN

    Wade Trammell · Greater Downtown Realty dba Keller Williams Realty

  • 204 Homeward Ave — photo43Active

    $365,000

    3 bd · 3 ba · 1,988 sqft

    204 Homeward Ave, Winchester, TN

    Lauren Whittle - THE PREFERRED GROUP · Keller Williams Russell Realty & Auction

  • 406 2nd Ave NW — photo13Active

    $125,000

    3 bd · 1 ba · 1,150 sqft

    406 2nd Ave NW, Winchester, TN

    Dustyn Reed · United Real Estate Middle Tennessee

  • 262 Crimson Dr — photo62Active

    $459,999

    3 bd · 2 ba · 2,355 sqft

    262 Crimson Dr, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  • 12…4

    Explore Winchester homes

    By price

    • Under $300K
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    By bedrooms

    • 2 beds
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    By type

    • Single family
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    By feature

    • New construction
    • With a pool
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #338714

    Call Thomas

    Listing data & MLS disclosures

    Realtracs
    Based on information submitted to the MLS GRID as of 2026-09-03 21:28:39 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.

    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

    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%