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3 bedsNew construction
Homes Under $1M in Winchester, TN
150 listings

Homes Under $1M in Winchester, TN

Homes Under $1M in Winchester, TN

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24 of 150 Listings
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Homes Under $1M in Winchester, TN

24 of 150 Listings

  1. 19 Carol Cir — photo66Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas

$350,000

3 bd · 2 ba · 1,872 sqft

19 Carol Cir, Winchester, TN

Eberley (Ebbie) Holloway · Southern Middle Realty

  • 205 Sells St — photoNew16Active

    $209,900

    3 bd · 2 ba · 1,700 sqft

    205 Sells St, Winchester, TN

    Kaydence Transue · Better Homes & Gardens Real Estate Heritage Group

  • 102 Oak Park — photo41Active

    $269,900

    2 bd · 1 ba · 1,373 sqft

    102 Oak Park, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  • 96 Maple Dr — photo53Active

    $749,900

    3 bd · 3 ba · 2,052 sqft

    96 Maple Dr, Winchester, TN

    Derrick Foster · Freedom Realty

  • 5630 Mansford Rd — photo36Active

    $889,000

    3 bd · 1 ba · 1,600 sqft

    5630 Mansford Rd, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  • 300 Edgewater Dr — photo28Active

    $250,000

    3 bd · 2 ba · 1,552 sqft

    300 Edgewater Dr, Winchester, TN

    Erica Paige Howard · Freedom Realty Group

  • 204 Homeward Ave — photo77Active

    $350,200

    3 bd · 3 ba · 1,988 sqft

    204 Homeward Ave, Winchester, TN

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

  • 1101 High St, N — photo43Active

    $245,000

    2 bd · 1 ba · 1,292 sqft

    1101 High St, N, Winchester, TN

    Cole Hodges · Stones River Property Mgmt and Real Estate Service

  • 0 Sisk Rd — photo1Active

    $369,000

    3 bd · 2 ba · 1,605 sqft

    0 Sisk Rd, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 1579 Rowe Gap Rd — photo25Active

    $364,900

    3 bd · 2 ba · 1,498 sqft

    1579 Rowe Gap Rd, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 451 Bell Dr, W — photoPrice Reduced83Active

    $495,000

    3 bd · 3 ba · 2,478 sqft

    451 Bell Dr, W, Winchester, TN

    Dawn Rigsby · eXp Realty

  • 201 Lookout Dr — photo74Active

    $469,000

    3 bd · 3 ba · 2,543 sqft

    201 Lookout Dr, Winchester, TN

    Nadine Choufani · Keller Williams Realty Mt. Juliet

  • 153 Brandi Way — photo45Active

    $749,000

    3 bd · 3 ba · 2,207 sqft

    153 Brandi Way, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  • 353 Hammock Dr — photo46Active

    $699,000

    4 bd · 3 ba · 1,913 sqft

    353 Hammock Dr, Winchester, TN

    Heather Boldizsar · Lake Homes Realty, LLC

  • 1011 Massengill St — photo8Active

    $169,900

    3 bd · 2 ba · 1,672 sqft

    1011 Massengill St, Winchester, TN

    Sommer Denby · Southern Elite Realty

  • 0 Sisk Rd — photo3Active

    $349,900

    3 bd · 2 ba · 1,605 sqft

    0 Sisk Rd, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 3754 Aedc Rd — photo30Active

    $389,000

    5 bd · 3 ba · 3,560 sqft

    3754 Aedc Rd, Winchester, TN

    Adam Brock · Canopy Real Estate

  • 133 Westmeade Dr — photo31Active

    $597,500

    4 bd · 3 ba · 3,103 sqft

    133 Westmeade Dr, Winchester, TN

    Robert Baggett · Zach Taylor Real Estate

  • 0 Ridgecrest Dr — photoOpen house Sun, Oct 25 · 12:00 PM16Active

    $794,500

    4 bd · 4 ba · 3,165 sqft

    0 Ridgecrest Dr, Winchester, TN

    Angela Privett · Benchmark Realty, LLC

  • 56 Deer Valley Cir — photo30Active

    $399,900

    2 bd · 2 ba · 1,664 sqft

    56 Deer Valley Cir, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  • 107 Highland Dr — photo11Active

    $200,000

    2 bd · 1 ba · 1,348 sqft

    107 Highland Dr, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 417 Laura Ave — photo40Active

    $217,900

    3 bd · 2 ba · 1,064 sqft

    417 Laura Ave, Winchester, TN

    Candice Bedwell · Epique Realty

  • 79 Charlotte Dr — photo60Active

    $345,000

    3 bd · 2 ba · 1,430 sqft

    79 Charlotte Dr, Winchester, TN

    Amberly Tomme · Legion Realty

  • 1110 Hunt St — photoPrice Reduced23Active

    $198,000

    3 bd · 2 ba · 2,040 sqft

    1110 Hunt St, Winchester, TN

    Shawna Kay Denby · 1st Choice REALTOR

  • 12…7

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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 2026-10-24 12:25:00 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

    September 2026 · This period is still settling

    Selling at 96.6% of asking price

    Buyers here are paying below asking. MLS · 35 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $464,000
    Homes for sale
    165
    Median days on market
    41 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    1,752 sq. ft.