23,202

Fairfield, CT Homes

Section Image
    • 82 Salt Meadow Rd, Fairfield, CT 06824

      Not Listed For Sale

      82 Salt Meadow Rd, Fairfield, CT 06824

      • 2 Beds
      • 2 Baths
      • 1,965 Sq Ft
      • Built 1978
      82 Salt Meadow Rd, Fairfield, CT 06824

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Terry Keegan Fairfield County Real Estate

  • 23 Benedict Ave, Fairfield, CT 06825
    23 Benedict Ave, Fairfield, CT 06825
    23 Benedict Ave, Fairfield, CT 06825
    /27

    $699,900

    $25K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    23 Benedict Ave, Fairfield, CT 06825

    Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, and a sunroom/solarium that opens to a spacious deck overlooking

    Anthony Fabrizio Coldwell Banker Realty

    23 Benedict Ave, Fairfield, CT 06825
  • 350 Bennett St, Fairfield, CT 06825

    $880,000

    Sold Sep 25, 2025

    350 Bennett St, Fairfield, CT 06825

    • 4 Beds
    • 2.5 Baths
    • 1,948 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Above List Price
    • $452/SF
    • 11 Days On Market

    Current Estimated Value $907,609

    Last Listing Agent Maria Graham-Baptist Coldwell Banker Realty

    350 Bennett St, Fairfield, CT 06825
    • 1001 S Pine Creek Rd, Fairfield, CT 06824

      Est $1,756,736

      Not Listed For Sale

      1001 S Pine Creek Rd, Fairfield, CT 06824

      • 4 Beds
      • 3.5 Baths
      • 3,583 Sq Ft
      • Built 2024
      1001 S Pine Creek Rd, Fairfield, CT 06824

      Last Sold Summary

      • 172 Days On Market

      Last Listing Agent Bette Gigliotti William Raveis Real Estate

  • 69 Birch Rd, Fairfield, CT 06824
    69 Birch Rd, Fairfield, CT 06824
    69 Birch Rd, Fairfield, CT 06824
    /40

    $5,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    69 Birch Rd, Fairfield, CT 06824

    Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with

    Jaclyn Picarillo Higgins Group Bedford Square

    69 Birch Rd, Fairfield, CT 06824
  • 92 Hornbeam Rd, Fairfield, CT 06824

    $2,125,000

    Sold Oct 15, 2025

    92 Hornbeam Rd, Fairfield, CT 06824

    • 5 Beds
    • 5 Baths
    • 6,596 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Below List Price
    • $322/SF
    • 59 Days On Market

    Current Estimated Value $2,318,423

    Last Listing Agent Jennifer Lockwood Coldwell Banker Realty

    92 Hornbeam Rd, Fairfield, CT 06824
    • 985 S Pine Creek Rd, Fairfield, CT 06824

      Est $1,014,325

      Not Listed For Sale

      985 S Pine Creek Rd, Fairfield, CT 06824

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1982
      985 S Pine Creek Rd, Fairfield, CT 06824

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  • 647 Bronson Rd, Southport, CT 06890
    647 Bronson Rd, Southport, CT 06890
    647 Bronson Rd, Southport, CT 06890
    /21

    $899,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    647 Bronson Rd, Southport, CT 06890

    First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

    Vienna DiPiave Preston Gray Real Estate

    647 Bronson Rd, Southport, CT 06890
  • 1924 Stratfield Rd, Fairfield, CT 06825

    $432,500

    Sold Jul 06, 2026

    1924 Stratfield Rd, Fairfield, CT 06825

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1931

    Last Sold Summary

    • 38% Below List Price
    • $347/SF
    • 82 Days On Market

    Current Estimated Value $590,923

    Last Listing Agent Kae Krynitzky The Real Estate Agency

    1924 Stratfield Rd, Fairfield, CT 06825
    • 927 S Pine Creek Rd, Fairfield, CT 06824

      Est $1,196,078

      Not Listed For Sale

      927 S Pine Creek Rd, Fairfield, CT 06824

      • 3 Beds
      • 2 Baths
      • 1,705 Sq Ft
      • Built 1960
      927 S Pine Creek Rd, Fairfield, CT 06824

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Julie Walsh Coldwell Banker Realty

  • 18 Southport Woods Dr, Southport, CT 06890
    18 Southport Woods Dr, Southport, CT 06890
    18 Southport Woods Dr, Southport, CT 06890
    /36

    $599,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    18 Southport Woods Dr, Southport, CT 06890

    Pristine 3 Bedroom, 2 Full Bath Main Level End Unit. Newer Kitchen. Private Patio off Kitchen and Living Room. Walk to Southport Village, Train, Harbor, Library. Great Complex that offers Underground Heated Pool & Clubhouse.

    Terry Keegan Fairfield County Real Estate

    18 Southport Woods Dr, Southport, CT 06890
  • 38 Pepperbush Ln, Fairfield, CT 06824

    $850,000

    Sold Sep 22, 2025

    38 Pepperbush Ln, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Above List Price
    • $297/SF
    • 52 Days On Market

    Current Estimated Value $961,285

    Last Listing Agent John Shea William Raveis Real Estate

    38 Pepperbush Ln, Fairfield, CT 06824
    • 723 S Pine Creek Rd, Fairfield, CT 06824

      Est $1,503,455

      Not Listed For Sale

      723 S Pine Creek Rd, Fairfield, CT 06824

      • 4 Beds
      • 3.5 Baths
      • 2,825 Sq Ft
      • Built 2024
      723 S Pine Creek Rd, Fairfield, CT 06824

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Anthony Gigliotti Keller Williams Realty

  • 236 Main St Unit 236, Southport, CT 06890
    236 Main St Unit 236, Southport, CT 06890
    236 Main St Unit 236, Southport, CT 06890
    /32

    $1,495,000

    Coming Soon
    • 1 Bed
    • 1.5 Baths
    • 1,026 Sq Ft

    236 Main St Unit 236, Southport, CT 06890

    A rare opportunity to own in the heart of historic Southport Village for under $1.5 million. Beautifully redesigned by the renowned Michael Greenberg & Associates of Westport, this sophisticated two-level residence is located within a landmark building overlooking Southport Harbor. Offering one of the few opportunities to own in Southport Village at this price point, it is ideally suited as a

    Andrew Whiteley Brown Harris Stevens

    236 Main St Unit 236, Southport, CT 06890
  • 175 Alma Dr, Fairfield, CT 06824

    $1,450,000

    Sold Oct 30, 2025

    175 Alma Dr, Fairfield, CT 06824

    • 4 Beds
    • 3 Baths
    • 2,794 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Above List Price
    • $519/SF
    • 14 Days On Market

    Current Estimated Value $1,549,574

    Last Listing Agent Annie Kruger Brown Harris Stevens

    175 Alma Dr, Fairfield, CT 06824
    • 16 Ennis Ln, Fairfield, CT 06824

      Est $1,200,877

      Not Listed For Sale

      16 Ennis Ln, Fairfield, CT 06824

      • 3 Beds
      • 3.5 Baths
      • 2,496 Sq Ft
      • Built 2003
      16 Ennis Ln, Fairfield, CT 06824

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Jackie Davis William Raveis Real Estate

  • 3808 Redding Rd, Fairfield, CT 06824
    3808 Redding Rd, Fairfield, CT 06824
    3808 Redding Rd, Fairfield, CT 06824
    /40

    $2,275,000

    $320K PRICE DROP Under Contract
    • 4 Beds
    • 4.5 Baths
    • 5,376 Sq Ft

    3808 Redding Rd, Fairfield, CT 06824

    3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original

    Cindy Raney Coldwell Banker Realty

    3808 Redding Rd, Fairfield, CT 06824
  • 73 Inwood Rd, Fairfield, CT 06825

    $1,375,000

    Sold Aug 06, 2026

    73 Inwood Rd, Fairfield, CT 06825

    • 6 Beds
    • 3.5 Baths
    • 3,655 Sq Ft
    • Built 1929

    Last Sold Summary

    • 2% Above List Price
    • $376/SF
    • 8 Days On Market

    Current Estimated Value $1,334,536

    Last Listing Agent Carol Langeland William Pitt Sotheby's Int'l

    73 Inwood Rd, Fairfield, CT 06825
    • 138 Mona Terrace, Fairfield, CT 06824

      Est $1,009,317

      Not Listed For Sale

      138 Mona Terrace, Fairfield, CT 06824

      • 4 Beds
      • 2.5 Baths
      • 2,016 Sq Ft
      • Built 2004
      138 Mona Terrace, Fairfield, CT 06824

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Aziz Seyal William Raveis Real Estate

  • 2580 N Benson Rd, Fairfield, CT 06824
    2580 N Benson Rd, Fairfield, CT 06824
    2580 N Benson Rd, Fairfield, CT 06824
    /40

    $1,549,000

    Open Sun 1PM - 4PM
    • 5 Beds
    • 3.5 Baths
    • 3,254 Sq Ft

    2580 N Benson Rd, Fairfield, CT 06824

    Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming

    Dawn Gitman William Raveis Real Estate

    2580 N Benson Rd, Fairfield, CT 06824
  • 62 Soundview Ave, Fairfield, CT 06825

    $1,810,000

    Sold Dec 19, 2025

    62 Soundview Ave, Fairfield, CT 06825

    • 8 Beds
    • 6 Baths
    • 4,995 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $362/SF
    • 57 Days On Market

    Last Listing Agent Mary Anne Lagana William Raveis Real Estate

    62 Soundview Ave, Fairfield, CT 06825
    • 23 Mona Terrace, Fairfield, CT 06824

      Est $846,386

      Not Listed For Sale

      23 Mona Terrace, Fairfield, CT 06824

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1949
      23 Mona Terrace, Fairfield, CT 06824

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Ed Pinto The Pinto Group R. E. Services

  • 307 Old Post Rd, Fairfield, CT 06824
    307 Old Post Rd, Fairfield, CT 06824
    307 Old Post Rd, Fairfield, CT 06824
    /40

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 2,472 Sq Ft

    307 Old Post Rd, Fairfield, CT 06824

    It's a rare find to discover a classic Beach area Colonial that balances timeless character w/ this price point. Built in 1916, this home captures that sought-after vintage soul from the moment you step onto the covered front porch-complete w/ a swing that's practically begging for a book & a glass of lemonade. Inside, a wide foyer welcomes you into a traditional center-hall layout where original

    Helene Daly Compass Connecticut, LLC

    307 Old Post Rd, Fairfield, CT 06824
  • 177 High Meadow Rd, Southport, CT 06890

    $2,625,000

    Sold Jun 12, 2026

    177 High Meadow Rd, Southport, CT 06890

    • 4 Beds
    • 4.5 Baths
    • 4,859 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Above List Price
    • $540/SF
    • 49 Days On Market

    Current Estimated Value $2,522,944

    Last Listing Agent Katie O'Grady Compass Connecticut, LLC

    177 High Meadow Rd, Southport, CT 06890
    • 164 Oldfield Dr, Fairfield, CT 06824

      Est $1,682,644

      Not Listed For Sale

      164 Oldfield Dr, Fairfield, CT 06824

      • 5 Beds
      • 3 Baths
      • 2,893 Sq Ft
      • Built 1948
      164 Oldfield Dr, Fairfield, CT 06824

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent David Krasnoff Compass Connecticut, LLC

  • 11 Knapps Park Dr, Fairfield, CT 06825
    11 Knapps Park Dr, Fairfield, CT 06825
    11 Knapps Park Dr, Fairfield, CT 06825
    /15

    $300,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    11 Knapps Park Dr, Fairfield, CT 06825

    Rare opportunity to own a strong-performing investment property or simply enjoy the ease of one-level living in this charming ranch-style duplex that lives very much like a single-family home! A wonderful condo alternative with no HOA fees or restrictions, enjoy a spacious private fenced backyard, charming patio for outdoor dining, and a quiet setting in coveted Fairfield. This home offers

    Melissa Montagno Higgins Group Real Estate

    11 Knapps Park Dr, Fairfield, CT 06825
  • 750 Burr St, Fairfield, CT 06824

    $2,850,000

    Sold Aug 03, 2026

    750 Burr St, Fairfield, CT 06824

    • 6 Beds
    • 8 Baths
    • 6,214 Sq Ft
    • Built 1927

    Last Sold Summary

    • 14% Below List Price
    • $459/SF
    • 36 Days On Market

    Current Estimated Value $3,158,868

    Last Listing Agent Julie Vanderblue Higgins Group Real Estate

    750 Burr St, Fairfield, CT 06824
    • 161 Mona Terrace, Fairfield, CT 06824

      Est $849,106

      Not Listed For Sale

      161 Mona Terrace, Fairfield, CT 06824

      • 4 Beds
      • 1 Bath
      • 1,075 Sq Ft
      • Built 1961
      161 Mona Terrace, Fairfield, CT 06824

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Shoshana Snyder Compass Connecticut, LLC

  • 400 Buena Vista Rd, Fairfield, CT 06825
    400 Buena Vista Rd, Fairfield, CT 06825
    400 Buena Vista Rd, Fairfield, CT 06825
    /35

    $949,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    400 Buena Vista Rd, Fairfield, CT 06825

    Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen,

    Adrienne Schoetz Coldwell Banker Realty

    400 Buena Vista Rd, Fairfield, CT 06825
  • 250 Lockwood Rd, Fairfield, CT 06825

    $989,375

    Sold Mar 19, 2026

    250 Lockwood Rd, Fairfield, CT 06825

    • 4 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Above List Price
    • $488/SF
    • 11 Days On Market

    Current Estimated Value $990,618

    Last Listing Agent Jeanne Bracken Coldwell Banker Realty

    250 Lockwood Rd, Fairfield, CT 06825
    • 240 Harbor Rd, Southport, CT 06890

      Est $3,560,083

      Not Listed For Sale

      240 Harbor Rd, Southport, CT 06890

      • 3 Beds
      • 3.5 Baths
      • 3,942 Sq Ft
      • Built 1966
      240 Harbor Rd, Southport, CT 06890

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Libby Tritschler William Raveis Real Estate

  • 101 Applegate Rd, Fairfield, CT 06825
    101 Applegate Rd, Fairfield, CT 06825
    101 Applegate Rd, Fairfield, CT 06825
    /17

    $1,650,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,880 Sq Ft

    101 Applegate Rd, Fairfield, CT 06825

    Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright,

    Alan Hamilton William Raveis Real Estate

    101 Applegate Rd, Fairfield, CT 06825
  • 824 Riverside Dr, Fairfield, CT 06824

    $1,700,000

    Sold Mar 19, 2026

    824 Riverside Dr, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 2,670 Sq Ft
    • Built 2013

    Last Sold Summary

    • $637/SF
    • 0 Days On Market

    Current Estimated Value $1,724,366

    Last Listing Agent Courtney Dabrowski William Raveis Real Estate

    824 Riverside Dr, Fairfield, CT 06824
    • 10 Harbor Rd, Southport, CT 06890

      Est $2,464,072

      Not Listed For Sale

      10 Harbor Rd, Southport, CT 06890

      • 4 Beds
      • 4.5 Baths
      • 3,120 Sq Ft
      • Built 1986
      10 Harbor Rd, Southport, CT 06890

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Ellen Fusco Compass Connecticut, LLC

  • 57 1st St, Fairfield, CT 06825
    57 1st St, Fairfield, CT 06825
    57 1st St, Fairfield, CT 06825
    /39

    $625,000

    Pending
    • 5 Beds
    • 2 Baths
    • 1,210 Sq Ft

    57 1st St, Fairfield, CT 06825

    Rare opportunity to own this beautifully maintained Cape Cod in one of Fairfield's most convenient neighborhoods. Offered for only the third time in its history, this move-in ready home has been lovingly cared for by the same owners for over 25 years and has undergone extensive updates and renovations throughout the years (see feature sheet for complete details). Situated in a quiet residential

    William J. Gill Compass Connecticut, LLC

    57 1st St, Fairfield, CT 06825
  • 82 Lee Dr, Fairfield, CT 06824

    $1,650,000

    Sold Aug 07, 2026

    82 Lee Dr, Fairfield, CT 06824

    • 5 Beds
    • 3 Baths
    • 3,032 Sq Ft
    • Built 1939

    Last Sold Summary

    • 12% Below List Price
    • $544/SF
    • 86 Days On Market

    Current Estimated Value $1,783,717

    Last Listing Agent Jacek Mikolajczyk Berkshire Hathaway NE Prop.

    82 Lee Dr, Fairfield, CT 06824
    • 128 Sasco Hill Rd, Fairfield, CT 06824

      Est $1,842,729

      Not Listed For Sale

      128 Sasco Hill Rd, Fairfield, CT 06824

      • 4 Beds
      • 2.5 Baths
      • 2,460 Sq Ft
      • Built 1912
      128 Sasco Hill Rd, Fairfield, CT 06824

      Last Sold Summary

      • 254 Days On Market

      Last Listing Agent Kenneth Zerella II William Raveis Real Estate

  • 817 Sasco Hill Rd, Fairfield, CT 06824
    817 Sasco Hill Rd, Fairfield, CT 06824
    817 Sasco Hill Rd, Fairfield, CT 06824
    /8

    $3,995,000

    Pending
    • Land
    • 2.02 Acres
    • $1,977,723 per Acre

    817 Sasco Hill Rd, Fairfield, CT 06824

    BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive

    Victoria Fingelly Higgins Group Real Estate

    817 Sasco Hill Rd, Fairfield, CT 06824
  • 264 Half Mile Rd, Southport, CT 06890

    $1,750,000

    Sold Jul 01, 2026

    264 Half Mile Rd, Southport, CT 06890

    • 4 Beds
    • 2.5 Baths
    • 2,642 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Above List Price
    • $662/SF
    • 11 Days On Market

    Current Estimated Value $1,620,702

    Last Listing Agent Beth Mengel Compass Connecticut, LLC

    264 Half Mile Rd, Southport, CT 06890
    • 290 Sasco Hill Rd, Fairfield, CT 06824

      Est $7,644,387

      Not Listed For Sale

      290 Sasco Hill Rd, Fairfield, CT 06824

      • 7 Beds
      • 10 Baths
      • 8,083 Sq Ft
      • Built 1924
      290 Sasco Hill Rd, Fairfield, CT 06824

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Tara Hawley Coldwell Banker Realty

Showing Results 601 - 640, Page 16 of 18

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