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Westport, CT Homes for Sale — Page 2 | Realty.com
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Homes for Sale in Westport, CT

Homes for Sale in Westport, CT

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22 of 73 Listings
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Homes for Sale in Westport, CT

22 of 73 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 21 Sturges Commons — photo11Active

    $6,250,000

    6 bd · 9 ba · 10,521 sqft

    21 Sturges Commons, Westport, CT

    Patricia Shea · Coldwell Banker Realty

  2. 61 Clapboard Hill Road — photo40Active

    $3,698,000

    4 bd · 4 ba · 3,418 sqft

    61 Clapboard Hill Road, Westport, CT

    Julie Vanderblue · Higgins Group Real Estate

  3. 12 Beltas Farm Lane — photo40Active

    $7,985,000

    6 bd · 6 ba · 9,121 sqft

    12 Beltas Farm Lane, Westport, CT

    Judy Michaelis · Coldwell Banker Realty

  4. 2 Drumlin Road — photoPrice Reduced40Active

    $1,995,000

    4 bd · 3 ba · 2,315 sqft

    2 Drumlin Road, Westport, CT

    Julie Vanderblue · Higgins Group Real Estate

  5. 1 Twin Oaks Lane — photo40Active

    $4,750,000

    5 bd · 7 ba · 8,521 sqft

    1 Twin Oaks Lane, Westport, CT

    Douglas Bross · Coldwell Banker Realty

  6. 14 Promised Road — photo40Active

    $2,650,000

    3 bd · 3 ba · 2,467 sqft

    14 Promised Road, Westport, CT

    Julia Allan · Houlihan Lawrence

  7. 9 Over Rock Lane — photo17Active

    $9,860,000

    6 bd · 9 ba · 9,200 sqft

    9 Over Rock Lane, Westport, CT

    Danna Rogers · Higgins Group Bedford Square

  8. 124 Harvest Commons 124 — photo40Active

    $1,325,000

    2 bd · 4 ba · 2,141 sqft

    124 Harvest Commons 124, Westport, CT

    Todd Gibbons · Boost Real Estate Group

  9. 3 Stony Point West — photo39Active

    $5,495,000

    6 bd · 9 ba · 6,561 sqft

    3 Stony Point West, Westport, CT

    Debra Shaughnessy · Coldwell Banker Realty

  10. 2 Windy Hill Road — photo39Active

    $4,600,000

    6 bd · 8 ba · 8,185 sqft

    2 Windy Hill Road, Westport, CT

    Jacob Bivona · Keller Williams Prestige Prop.

  11. 24 Edgemarth Hill Road — photo15Active

    $7,015,000

    6 bd · 10 ba · 8,417 sqft

    24 Edgemarth Hill Road, Westport, CT

    Jaclyn Picarillo · Higgins Group Bedford Square

  12. 32 Narrow Rocks Road — photo3Active

    $6,999,999

    6 bd · 9 ba · 10,521 sqft

    32 Narrow Rocks Road, Westport, CT

    Judy Michaelis · Coldwell Banker Realty

  13. 4 Crawford Road — photo40Active

    $2,595,000

    5 bd · 4 ba · 4,471 sqft

    4 Crawford Road, Westport, CT

    Barbara Sweeney · Coldwell Banker Realty

  14. 31 Stonybrook Road — photo36Active

    $5,349,000

    5 bd · 8 ba · 6,503 sqft

    31 Stonybrook Road, Westport, CT

    Kristi Law · William Pitt Sotheby's Int'l

  15. 2 Charcoal Lane — photo27Active

    $2,000,000

    3 bd · 3 ba · 3,810 sqft

    2 Charcoal Lane, Westport, CT

    Meredith Cohen · Serhant Connecticut, LLC

  16. 25 Bauer Pl Extension — photo35Active

    $2,250,000

    4 bd · 3 ba · 2,900 sqft

    25 Bauer Pl Extension, Westport, CT

    Steven Koleno · Beycome of Connecticut

  17. 383 Main Street — photoPrice Reduced5Active

    $819,000

    3 bd · 2 ba · 1,591 sqft

    383 Main Street, Westport, CT

    Aziz Seyal · William Raveis Real Estate

  18. 4 Lantern Hill Road — photo14Active

    $6,650,000

    5 bd · 7 ba · 11,000 sqft

    4 Lantern Hill Road, Westport, CT

    Ian Defronze · Serhant Connecticut, LLC

  19. 5 Baldwin Place — photo20Active

    $6,495,000

    6 bd · 8 ba · 9,062 sqft

    5 Baldwin Place, Westport, CT

    Lori Popkin · Coldwell Banker Realty

  20. 4A Compo Parkway — photo17Active

    $7,990,000

    6 bd · 8 ba · 6,000 sqft

    4A Compo Parkway, Westport, CT

    Jaclyn Picarillo · Higgins Group Bedford Square

  21. 238 Hillspoint Road — photo12Active

    $4,995,000

    3 bd · 4 ba · 2,440 sqft

    238 Hillspoint Road, Westport, CT

    Karen Scott · Compass Connecticut, LLC

  22. 22 Cavalry Road — photo22Active

    $5,900,000

    7 bd · 8 ba · 9,800 sqft

    22 Cavalry Road, Westport, CT

    Cyd Hamer · William Pitt Sotheby's Int'l

1234
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Westport, CT community profile

    Area
    26 sq. mi.

    Source: HJN community data

    Westport housing market

    September 2026 · This period is still settling

    Selling at 100.5% of asking price

    Buyers here are paying above asking. MLS · 18 sales · as of Sep 30, 2026

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

    Median list price
    $4,995,000
    Homes for sale
    64
    Median days on market
    19 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    2,936 sq. ft.