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Waterfront Homes in Winchester, TN
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26 listings
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3 bedsNew construction

Waterfront Homes in Winchester, TN

Waterfront Homes in Winchester, TN

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22 of 26 Listings
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Waterfront Homes in Winchester, TN

22 of 26 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 130 Peninsula Pt Dr — photo60Active

    $1,399,000

    5 bd · 4 ba · 3,801 sqft

    130 Peninsula Pt Dr, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  2. 2032 Little Hurricane Rd — photo98Active

    $2,499,000

    3 bd · 4 ba · 4,258 sqft

    2032 Little Hurricane Rd, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  3. 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

  4. 353 Hammock Dr — photo46Active

    $699,000

    4 bd · 3 ba · 1,913 sqft

    353 Hammock Dr, Winchester, TN

    Heather Boldizsar · Lake Homes Realty, LLC

  5. 107 Brandi Way — photoPrice Reduced22Active

    $1,399,000

    3 bd · 2 ba · 2,962 sqft

    107 Brandi Way, Winchester, TN

    Jackson Carroll · Compass

  6. 205 Billy Goat Hill Rd — photo58Active

    $585,000

    2 bd · 3 ba · 2,634 sqft

    205 Billy Goat Hill Rd, Winchester, TN

    Lisa Hayes · 1st Choice REALTOR

  7. 0 Leatherwood Dr — photo12Active

    $1,999,000

    3 bd · 5 ba · 3,438 sqft

    0 Leatherwood Dr, Winchester, TN

    Christopher (Brandon) Heath · Simmons Realty

  8. 322 N Porter St — photo39Active

    $1,799,000

    4 bd · 5 ba · 5,019 sqft

    322 N Porter St, Winchester, TN

    Tara Hays · Benchmark Realty, LLC

  9. 136 Bay Cove Trl — photo95Active

    $1,499,000

    4 bd · 4 ba · 4,035 sqft

    136 Bay Cove Trl, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  10. 287 Shasteen Bend Dr — photoPrice Reduced46Active

    $849,900

    3 bd · 3 ba · 1,821 sqft

    287 Shasteen Bend Dr, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  11. 0 Golf Shore Dr — photo4Active

    $688,000

    3 bd · 3 ba · 2,313 sqft

    0 Golf Shore Dr, Winchester, TN

    Isaac Zimmerle · Benchmark Realty, LLC

  12. 57 Cypress Point Dr — photoPrice Reduced76Active

    $685,000

    3 bd · 2 ba · 2,086 sqft

    57 Cypress Point Dr, Winchester, TN

    Danny Duffey · Duffeys Real Estate

  13. 924 Cline Ridge Rd — photo83Active

    $399,900

    2 bd · 2 ba · 1,450 sqft

    924 Cline Ridge Rd, Winchester, TN

    Dayla Bray- The Preferred Group · Keller Williams Russell Realty & Auction

  14. 368 Chandler Dr — photoPrice Reduced100Active

    $3,475,000

    4 bd · 7 ba · 8,447 sqft

    368 Chandler Dr, Winchester, TN

    Maggie Hargrove · Benchmark Realty, LLC

  15. 318 N Porter St — photoPrice Reduced63Active

    $2,110,900

    4 bd · 6 ba · 6,160 sqft

    318 N Porter St, Winchester, TN

    Tara Hays · Benchmark Realty, LLC

  16. 59 Walnut Dr — photo75Active

    $740,000

    3 bd · 3 ba · 2,075 sqft

    59 Walnut Dr, Winchester, TN

    Alyssa Roland / The Haven Group · Southern Middle Realty

  17. 282 Owl Hollow Ln — photoPrice Reduced57Active

    $840,900

    4 bd · 3 ba · 3,484 sqft

    282 Owl Hollow Ln, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  18. 61 Joy Cir — photo56Active

    $1,399,900

    6 bd · 6 ba · 6,176 sqft

    61 Joy Cir, Winchester, TN

    Mike Winton · Mike Winton Realty & Auction

  19. 25 Dry Fork Dr — photoPrice Reduced41Active

    $745,000

    3 bd · 3 ba · 2,592 sqft

    25 Dry Fork Dr, Winchester, TN

    Dena Abbott · SimpliHOM

  20. 106 Clearview Cir — photoPrice Reduced41Active

    $799,000

    3 bd · 3 ba · 2,395 sqft

    106 Clearview Cir, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  21. 105 W Paradise Dr — photoPrice Reduced74Active

    $749,900

    4 bd · 4 ba · 4,400 sqft

    105 W Paradise Dr, Winchester, TN

    Angel Griser · Tennessee Mountain Properties

  22. 1376 Old Mansford Rd — photo67Active

    $2,095,000

    3 bd · 5 ba · 5,404 sqft

    1376 Old Mansford Rd, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

12

About Waterfront Homes in Winchester, TN

Waterfront Homes in Winchester, TN: 26 active listings as of October 19, 2026, 04:18 UTC.

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Listing data & MLS disclosures

Realtracs
Based on information submitted to the MLS GRID as of 2026-10-18 18:31:00 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.
  • Waterfront Homes
  • 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

    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.