23,203

Fairfield, CT Homes

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  • /39

    $2,699,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,340 Sq Ft

    42 Anvill Rd, Southport, CT 06890

    Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings

    Lis Reed Coldwell Banker Realty

    42 Anvill Rd, Southport, CT 06890
  • /20

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • House for Rent

    287 Old Stratfield Rd, Fairfield, CT 06825

    Welcome to this beautifully maintained 2 bedroom, 1 bath home with a detached one-car garage, ideally situated in a desirable Fairfield neighborhood. The remodelled kitchen features granite countertops, stainless steel appliances and a breakfast bar that opens seamlessly to the living area, creating a bright and comfortable space for everyday living and entertaining. Additional highlights include

    Danielle McCain BHGRE Gaetano Marra Homes

    287 Old Stratfield Rd, Fairfield, CT 06825
  • 378 Castle Ave, Fairfield, CT 06825

    $515,000

    Sold Dec 22, 2025

    378 Castle Ave, Fairfield, CT 06825

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1930

    Last Sold Summary

    • 8% Above List Price
    • $413/SF
    • 18 Days On Market

    Current Estimated Value $530,764

    Last Listing Agent Jennifer DeLaurentis Compass Connecticut, LLC

    378 Castle Ave, Fairfield, CT 06825
    • 126 Wakeman Ln, Southport, CT 06890

      Est $1,325,766

      Not Listed For Sale

      126 Wakeman Ln, Southport, CT 06890

      • 4 Beds
      • 2.5 Baths
      • 2,296 Sq Ft
      • Built 1981
      126 Wakeman Ln, Southport, CT 06890

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Ken Banks William Raveis Real Estate

  • /39

    $2,195,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 4,512 Sq Ft

    50 Brookbend Rd, Fairfield, CT 06824

    An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors &

    Kate Cacciatore William Raveis Real Estate

    50 Brookbend Rd, Fairfield, CT 06824
  • /12

    $3,150 Per Month

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft
    • House for Rent

    105 Churchill St Unit 1st Floor (103), Fairfield, CT 06824

    Spacious and Bright 2 Bedroom Apartment in Fairfield - Brand NEW and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated 2-bedroom, 1st-floor apartment, located in a charming 3-family home. This spacious and bright apartment is now available for occupancy, offering a modern living experience with all the amenities you need. Step into the open floor

    Ellen Garcia Brown Harris Stevens

    105 Churchill St Unit 1st Floor (103), Fairfield, CT 06824
  • 30 Falmouth Rd, Fairfield, CT 06825

    $900,000

    Sold Feb 03, 2026

    30 Falmouth Rd, Fairfield, CT 06825

    • 3 Beds
    • 2.5 Baths
    • 1,466 Sq Ft
    • Built 1941

    Last Sold Summary

    • 10% Above List Price
    • $614/SF
    • 12 Days On Market

    Current Estimated Value $919,246

    Last Listing Agent Nancy Freedman William Pitt Sotheby's Int'l

    30 Falmouth Rd, Fairfield, CT 06825
    • 910 Flintlock Rd, Southport, CT 06890

      Est $1,836,461

      Not Listed For Sale

      910 Flintlock Rd, Southport, CT 06890

      • 4 Beds
      • 2.5 Baths
      • 3,035 Sq Ft
      • Built 1992
      910 Flintlock Rd, Southport, CT 06890

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent David Hilliker William Raveis Real Estate

  • /37

    $1,599,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,424 Sq Ft

    75 Millard St, Fairfield, CT 06824

    Fairfield Beach Neighborhood! Nestled in the heart of Fairfield's highly sought-after Beach Area, this wonderful Colonial was totally rebuilt in 2008 and offers an unparalleled lifestyle just moments from Sherman Elementary, public beaches, bocce/tennis courts, the tot lot, Town Hall, downtown Fairfield's acclaimed restaurants, boutique shopping, library, & the Metro-North train station. This

    Christi McEldowney William Raveis Real Estate

    75 Millard St, Fairfield, CT 06824
  • /15

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • 744 Sq Ft
    • House for Rent

    808 Mill Plain Rd Unit 2nd Floor, Fairfield, CT 06824

    Best deal in Fairfield! Very clean and move in condition second floor, one bedroom apartment with covered front porch available for immediate occupancy and conveniently located in walking distance to the town center and train station. Heat and hot water are included, shared washer and dryer in basement and off street parking. The owner requires good credit, no smoking, will consider a pet, first,

    John Kleps Berkshire Hathaway NE Prop.

    808 Mill Plain Rd Unit 2nd Floor, Fairfield, CT 06824
  • 188 Henderson Rd, Fairfield, CT 06824

    $970,000

    Sold Apr 20, 2026

    188 Henderson Rd, Fairfield, CT 06824

    • 3 Beds
    • 1.5 Baths
    • 1,652 Sq Ft
    • Built 1936

    Last Sold Summary

    • 21% Above List Price
    • $587/SF
    • 17 Days On Market

    Current Estimated Value $978,789

    Last Listing Agent Helene Daly Compass Connecticut, LLC

    188 Henderson Rd, Fairfield, CT 06824
    • 245 Range Rd, Southport, CT 06890

      Est $2,326,657

      Not Listed For Sale

      245 Range Rd, Southport, CT 06890

      • 5 Beds
      • 3.5 Baths
      • 5,268 Sq Ft
      • Built 1993
      245 Range Rd, Southport, CT 06890

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Michelle Genovesi William Raveis Real Estate

  • /11

    $1,749,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    54 Timothy St, Fairfield, CT 06824

    Experience refined luxury in this custom new construction offering 3,200 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for

    Anthony Fabrizio Coldwell Banker Realty

    54 Timothy St, Fairfield, CT 06824
  • /24

    $8,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft
    • House for Rent

    108 New England Ave, Fairfield, CT 06824

    Brand-new 2026 construction offering over 3,200 square feet of thoughtfully designed living space-an exceptionally rare opportunity to rent a new construction home in Fairfield. This five-bedroom, four-and-a-half-bath residence features a highly functional modern layout with high-end finishes throughout, including hardwood floors, quartz countertops in the kitchen and bathrooms, custom cabinetry,

    Anthony Gigliotti Keller Williams Realty

    108 New England Ave, Fairfield, CT 06824
  • 345 Old Dam Rd, Fairfield, CT 06824

    $3,500,000

    Sold Jul 05, 2026

    345 Old Dam Rd, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • $1,094/SF
    • 147 Days On Market

    Current Estimated Value $3,350,904

    Last Listing Agent Jackie Davis William Raveis Real Estate

    345 Old Dam Rd, Fairfield, CT 06824
    • 99 Range Rd, Southport, CT 06890

      Est $2,265,666

      Not Listed For Sale

      99 Range Rd, Southport, CT 06890

      • 4 Beds
      • 4.5 Baths
      • 5,880 Sq Ft
      • Built 1991
      99 Range Rd, Southport, CT 06890

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Ken Banks William Raveis Real Estate

  • /39

    $729,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    85 Louvain St, Fairfield, CT 06825

    ***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning

    Sarah Pritchard William Raveis Real Estate

    85 Louvain St, Fairfield, CT 06825
  • /36

    $11,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft
    • House for Rent

    2149 Fairfield Beach Rd, Fairfield, CT 06824

    SPECTACULAR FAIRFIELD BEACH ACADEMIC YEAR RENTAL: September 1, 2028 till end of May 2029. BEACHFRONT PROPERTY! NICE OPEN FLOOR PLAN WITH ROOFTOP DECK, PARKING WASHER DRYER.

    Nick Khamarji New England Realty & Insurance

    2149 Fairfield Beach Rd, Fairfield, CT 06824
  • 11 Oldfield Dr, Fairfield, CT 06824

    $1,150,000

    Sold Nov 07, 2025

    11 Oldfield Dr, Fairfield, CT 06824

    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1950

    Last Sold Summary

    • 16% Above List Price
    • $541/SF
    • 6 Days On Market

    Current Estimated Value $1,216,220

    Last Listing Agent Wendy Ryan Brown Harris Stevens

    11 Oldfield Dr, Fairfield, CT 06824
    • 480 Hulls Hwy, Southport, CT 06890

      Est $1,991,162

      Not Listed For Sale

      480 Hulls Hwy, Southport, CT 06890

      • 3 Beds
      • 3.5 Baths
      • 3,258 Sq Ft
      • Built 1790
      480 Hulls Hwy, Southport, CT 06890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Victoria Fingelly Higgins Group Real Estate

  • /4

    $1,100,000

    • Land
    • 2.65 Acres
    • $415,094 per Acre

    22 Brett Rd, Fairfield, CT 06824

    An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /38

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft
    • House for Rent

    71 Belmont St, Fairfield, CT 06824

    Rare opportunity to lease this beautifully maintained and updated Raised Ranch in one of Fairfield's most desirable beach-area neighborhoods. Just a short walk to Jennings Beach, Fairfield Train Station, downtown Fairfield, restaurants, shopping, parks, and all the amenities that make Fairfield one of Connecticut's most sought-after communities.This spacious home offers 3 bedrooms, 2 full

    William J. Gill Compass Connecticut, LLC

    71 Belmont St, Fairfield, CT 06824
  • 171 Paddock Hill Ln, Fairfield, CT 06824

    $2,950,000

    Sold Jul 15, 2026

    171 Paddock Hill Ln, Fairfield, CT 06824

    • 4 Beds
    • 6 Baths
    • 6,252 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Above List Price
    • $472/SF
    • 40 Days On Market

    Current Estimated Value $2,791,730

    Last Listing Agent Kate Cacciatore William Raveis Real Estate

    171 Paddock Hill Ln, Fairfield, CT 06824
    • 290 Acorn Ln, Southport, CT 06890

      Est $2,127,202

      Not Listed For Sale

      290 Acorn Ln, Southport, CT 06890

      • 4 Beds
      • 3.5 Baths
      • 5,035 Sq Ft
      • Built 1999
      290 Acorn Ln, Southport, CT 06890

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  • /35

    $3,988,000

    • 4 Beds
    • 5.5 Baths
    • 7,971 Sq Ft

    475 Fence Row Dr, Fairfield, CT 06824

    Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A

    Erin Melson The Agency

    475 Fence Row Dr, Fairfield, CT 06824
  • /25

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,122 Sq Ft
    • House for Rent

    108 Colonese Rd, Fairfield, CT 06825

    Welcome to 108 Colonese Road, a beautifully maintained home nestled in the highly desirable Stratfield neighborhood. This inviting 3-bedroom, 2-full-bath home is filled with natural light from its large windows, the home features an updated kitchen and renovated bathrooms, creating a fresh and modern feel throughout. The spacious lower level provides a versatile living area ideal for a family

    Sara Santos Coldwell Banker Realty

    108 Colonese Rd, Fairfield, CT 06825
  • 274 Valleyview Rd, Fairfield, CT 06824

    $1,350,000

    Sold Jul 16, 2026

    274 Valleyview Rd, Fairfield, CT 06824

    • 3 Beds
    • 2.5 Baths
    • 2,562 Sq Ft
    • Built 1950

    Last Sold Summary

    • 13% Above List Price
    • $527/SF
    • 47 Days On Market

    Current Estimated Value $1,184,812

    Last Listing Agent Anthony Fabrizio Coldwell Banker Realty

    274 Valleyview Rd, Fairfield, CT 06824
    • 60 Arbor Dr, Southport, CT 06890

      Est $1,050,246

      Not Listed For Sale

      60 Arbor Dr, Southport, CT 06890

      • 3 Beds
      • 2 Baths
      • 2,205 Sq Ft
      • Built 1944
      60 Arbor Dr, Southport, CT 06890

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Cathy Carrano William Pitt Sotheby's Int'l

  • /23

    $525,000

    Pending
    • 1 Bed
    • 1 Bath
    • 956 Sq Ft

    245 Unquowa Rd Unit 126, Fairfield, CT 06824

    Elegantly updated, one bedroom, second floor residence in sought-after Mosswood Condominiums. Fully renovated in the last five years...the unit is sparkling with fresh paint, refinished hardwood floors, custom trim and stair railing. The kitchen and baths are thoughtfully redone with stainless steel appliances, granite counters and new tile. An expansive dining and living room leads to a deck

    Andrea Morelli Higgins Group Real Estate

    245 Unquowa Rd Unit 126, Fairfield, CT 06824
  • /40

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • House for Rent

    510 Reef Rd, Fairfield, CT 06824

    Welcome to your dream beach retreat in the heart of Fairfield - just minutes' walking distance to both the beach and vibrant downtown. This bright, beautifully renovated home blends effortless coastal elegance with timeless Serena & Lily-inspired style. Sun-filled interiors, sophisticated finishes, and thoughtfully curated spaces create the perfect seaside sanctuary. Step outside to a fully

    Helene Salerno Ogents, LLC

    510 Reef Rd, Fairfield, CT 06824
  • 1207 Stillson Rd, Fairfield, CT 06824

    $1,545,000

    Sold Feb 20, 2026

    1207 Stillson Rd, Fairfield, CT 06824

    • 5 Beds
    • 4.5 Baths
    • 4,073 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $379/SF
    • 18 Days On Market

    Current Estimated Value $1,553,986

    Last Listing Agent John Hackett William Raveis Real Estate

    1207 Stillson Rd, Fairfield, CT 06824
    • 85 Arbor Terrace, Southport, CT 06890

      Est $1,825,008

      Not Listed For Sale

      85 Arbor Terrace, Southport, CT 06890

      • 5 Beds
      • 3 Baths
      • 3,287 Sq Ft
      • Built 1944
      85 Arbor Terrace, Southport, CT 06890

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Monika Filipek Brown Harris Stevens

  • /35

    $639,000

    Open Sun 1PM - 3PM $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,310 Sq Ft

    781 Tunxis Hill Rd, Fairfield, CT 06825

    Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living

    Amy Vaupel William Pitt Sotheby's Int'l

    781 Tunxis Hill Rd, Fairfield, CT 06825
  • /15

    $3,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Townhouse for Rent

    185 Knapps Hwy Unit 185, Fairfield, CT 06825

    Beautifully updated townhouse-style condominium in the exceptionally well-maintained Ridgewood Complex. Offering approximately 1,638 square feet of living space, this spacious 2-bedroom, 2-full-bath home features a large living room and dining room combination with two sets of sliding glass doors leading to a long covered deck and additional outdoor space. The updated kitchen includes granite

    amaryllis rodriguez RE/MAX Right Choice

    185 Knapps Hwy Unit 185, Fairfield, CT 06825
  • 28 Mill Hill Rd Unit 28, Fairfield, CT 06890

    $552,000

    Sold Dec 16, 2025

    28 Mill Hill Rd Unit 28, Fairfield, CT 06890

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1971

    Last Sold Summary

    • $368/SF
    • 8 Days On Market

    Current Estimated Value $639,063

    Last Listing Agent William J. Gill Compass Connecticut, LLC

    28 Mill Hill Rd Unit 28, Fairfield, CT 06890
    • 150 Arbor Dr, Southport, CT 06890

      Est $1,310,075

      Not Listed For Sale

      150 Arbor Dr, Southport, CT 06890

      • 3 Beds
      • 2.5 Baths
      • 2,307 Sq Ft
      • Built 1944
      150 Arbor Dr, Southport, CT 06890

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Tara Hawley Coldwell Banker Realty

  • /26

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    772 Rowland Rd, Fairfield, CT 06824

    An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional

    Julie Vanderblue Higgins Group Real Estate

    772 Rowland Rd, Fairfield, CT 06824
  • /21

    $2,800 Per Month

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • House for Rent

    11 Tuller Rd, Fairfield, CT 06825

    All recently renovated! Enter thru side door into the adorable (and functional) mudroom! Love the tile and built-in color! Kitchen with all new appliances, island with extra storage, recessed and pendant lighting, and granite countertops! Kitchen open to living room, with lovely light filled space. Upstairs are 2 bedrooms and 1 full renovated bathroom! Shared backyard with plenty of green space.

    Terry Keegan Fairfield County Real Estate

    11 Tuller Rd, Fairfield, CT 06825
  • 11 Tuckahoe Ln, Fairfield, CT 06824

    $1,590,000

    Sold Apr 08, 2026

    11 Tuckahoe Ln, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 3,636 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $437/SF
    • 20 Days On Market

    Current Estimated Value $1,609,553

    Last Listing Agent Christine Magliocco Higgins Group Real Estate

    11 Tuckahoe Ln, Fairfield, CT 06824
    • 136 Arbor Dr, Southport, CT 06890

      Est $1,166,217

      Not Listed For Sale

      136 Arbor Dr, Southport, CT 06890

      • 3 Beds
      • 2.5 Baths
      • 2,411 Sq Ft
      • Built 1944
      136 Arbor Dr, Southport, CT 06890

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

Showing Results 321 - 360, Page 9 of 18

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