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Luxury Homes in Fairfield, CT — Page 2
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Luxury Homes in Fairfield, CT

Luxury Homes in Fairfield, CT

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24 of 62 Listings
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Luxury Homes in Fairfield, CT

24 of 62 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 228 Woodrow Avenue — photo28Active

    $1,180,000

    3 bd · 2 ba · — sqft

    228 Woodrow Avenue, Fairfield, CT

    Happy Wang · Keller Williams Realty

  2. 265 Autumn Ridge Road — photo39Active

    $1,495,000

    5 bd · 3 ba · — sqft

    265 Autumn Ridge Road, Fairfield, CT

    Lindsay Violette · Houlihan Lawrence

  3. 128 Linley Drive — photo37Active

    $1,195,000

    3 bd · 3 ba · — sqft

    128 Linley Drive, Fairfield, CT

    Victor Vitti · Higgins Group Real Estate

  4. 1859 Fairfield Beach Road — photo33Active

    $6,499,000

    4 bd · 5 ba · 3,511 sqft

    1859 Fairfield Beach Road, Fairfield, CT

    Mary Kate Klemish-Boehm · Brown Harris Stevens

  5. 11 Oldfield Drive — photoPrice Reduced40Active

    $1,150,000

    4 bd · 2 ba · 2,124 sqft

    11 Oldfield Drive, Fairfield, CT

    Andrew Whiteley · Brown Harris Stevens

  6. 2493 Redding Road — photoPrice Reduced40Active

    $2,195,000

    5 bd · 5 ba · 5,415 sqft

    2493 Redding Road, Fairfield, CT

    John Foran · Compass Connecticut, LLC

  7. 24 Warde Terrace — photo40Active

    $2,349,000

    5 bd · 4 ba · 4,486 sqft

    24 Warde Terrace, Fairfield, CT

    Mary Anne Lagana · William Raveis Real Estate

  8. 250 Szost Drive — photoPrice Reduced37Active

    $1,489,999

    5 bd · 5 ba · 3,065 sqft

    250 Szost Drive, Fairfield, CT

    Denise Daniels-Biagi · Coldwell Banker Realty

  9. 845 Kings Highway West — photoPrice Reduced31Active

    $1,645,000

    3 bd · 3 ba · 2,074 sqft

    845 Kings Highway West, Fairfield, CT

    AJ Letterman · Compass Connecticut, LLC

  10. 891 Oldfield Road — photoPrice Reduced38Active

    $1,395,000

    3 bd · 4 ba · 2,650 sqft

    891 Oldfield Road, Fairfield, CT

    Mark Ciano · Brown Harris Stevens

  11. 891 Oldfield Road — photoPrice Reduced38Active

    $1,395,000

    3 bd · 4 ba · 2,650 sqft

    891 Oldfield Road, Fairfield, CT

    Mark Ciano · Brown Harris Stevens

  12. 480 Riders Lane — photoPrice Reduced34Active

    $1,086,500

    4 bd · 4 ba · 5,042 sqft

    480 Riders Lane, Fairfield, CT

    Robert Marchesi · Compass Connecticut, LLC

  13. 415 Old Post Road — photo40Active

    $3,975,000

    5 bd · 5 ba · 5,740 sqft

    415 Old Post Road, Fairfield, CT

    Cindy Raney · Coldwell Banker Realty

  14. 79 Thorpe Street 79 — photo40Active

    $1,065,750

    3 bd · 4 ba · 2,529 sqft

    79 Thorpe Street 79, Fairfield, CT

    Antonio Salerno · RE/MAX Heritage

  15. 624 Center Street — photo40Active

    $1,495,000

    3 bd · 3 ba · 2,048 sqft

    624 Center Street, Fairfield, CT

    Angela Benzan · Higgins Group Bedford Square

  16. 245 Cedar Road — photoPrice Reduced36Active

    $2,349,000

    4 bd · 4 ba · 3,519 sqft

    245 Cedar Road, Fairfield, CT

    Pat Prenderville · Higgins Group Real Estate

  17. 160 Cedar Road — photo39Active

    $1,699,000

    2 bd · 2 ba · 2,131 sqft

    160 Cedar Road, Fairfield, CT

    Gabrielle Di Bianco · Higgins Group Bedford Square

  18. 1074 Sturges Highway — photo40Active

    $2,690,000

    5 bd · 5 ba · 4,540 sqft

    1074 Sturges Highway, Fairfield, CT

    Amy Desel · Compass Connecticut, LLC

  19. 2730 Burr Street — photo38Active

    $1,200,000

    4 bd · 3 ba · 2,588 sqft

    2730 Burr Street, Fairfield, CT

    Matt Lahey · Higgins Group Real Estate

  20. 91 Lockwood Road — photoPrice Reduced36Active

    $1,448,000

    6 bd · 4 ba · 3,264 sqft

    91 Lockwood Road, Fairfield, CT

    Susan Bento · Distinct Realty

  21. 1149 Fairfield Beach Road — photo40Active

    $4,500,000

    5 bd · 4 ba · 4,142 sqft

    1149 Fairfield Beach Road, Fairfield, CT

    Christine Magliocco · Higgins Group Real Estate

  22. 75 Spinning Wheel Road — photo2Active

    $2,275,000

    4 bd · 4 ba · 3,744 sqft

    75 Spinning Wheel Road, Fairfield, CT

    Bette Gigliotti · William Raveis Real Estate

  23. 220 Stonewall Lane — photoPrice Reduced39Active

    $1,700,000

    5 bd · 4 ba · 4,845 sqft

    220 Stonewall Lane, Fairfield, CT

    Julie Walsh · Coldwell Banker Realty

  24. 110 Judson Road — photo40Active

    $3,695,000

    4 bd · 5 ba · 3,744 sqft

    110 Judson Road, Fairfield, CT

    Cindy Raney · Coldwell Banker Realty

123
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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

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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

    Fairfield, CT community profile

    Area
    27.6 sq. mi.

    Source: HJN community data

    Fairfield housing market

    September 2026 · This period is still settling

    Fairfield 12-month median sale price trend

    Selling at 104.3% of asking price

    Buyers here are paying above asking. MLS · 41 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $999,000$740,000–$1,400,000 typical range
    Price per sq. ft.
    $562
    Sales
    49
    Paid in cash
    28.6%

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

    Median list price
    $1,049,000
    Homes for sale
    117
    Median days on market
    25 days

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

    Year-over-year
    23.5%

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

    Median home size
    1,969 sq. ft.