Fairfield, CT Homes

• 

  Est $1,303,573 Not Listed For Sale

  67 Flora Blvd, Fairfield, CT 06824

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1947

  67 Flora Blvd, Fairfield, CT 06824

  Last Sold Summary

  • 4% Above List Price
  • $568/SF
  • 18 Days On Market

  • Last Sold Price $1,250,000
  • May 15, 2024

  Last Listing Agent Jeannette Floto Compass Connecticut, LLC
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  /31

  $999,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  67 Sigwin Dr, Fairfield, CT 06824

  Step inside this inviting home, where a sense of warmth and tranquility is felt from the moment you enter. Lovingly renovated and maintained by the same family for 30 years, this residence offers a wonderful blend of comfort, functionality, and ease of living. The spacious living room flows seamlessly into a bright dining room, perfect for both everyday living and entertaining. The updated eat-in

  Veronica Monahan Compass Connecticut, LLC

  67 Sigwin Dr, Fairfield, CT 06824
• 

  $3,800,000 Sold Feb 04, 2026

  1084 Sturges Hwy, Westport, CT 06880

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $551/SF
  • 126 Days On Market

  Current Estimated Value $3,816,893

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
• 

  Est $1,050,149 Not Listed For Sale

  33 Rita Ave, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1947

  33 Rita Ave, Fairfield, CT 06824

  Last Sold Summary

  • 5% Above List Price
  • $641/SF
  • 2 Days On Market

  • Last Sold Price $1,000,001
  • May 23, 2024

  Last Listing Agent Denise Curcio William Raveis Real Estate
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  /26

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft

  21 Ardmore St, Fairfield, CT 06824

  Fairfield Three-Family | Prime Location, Steady Income A well positioned income producing property in one of Fairfield's most convenient pockets. All three units are currently occupied, offering an investor immediate cash flow from day one. The first and second floor units each offer two bedrooms, 5 rooms total, and over 1,100 square feet of living space, solid footprints that attract long term

  Jennifer Lockwood Coldwell Banker Realty

  21 Ardmore St, Fairfield, CT 06824
• 

  $766,000 Sold Nov 21, 2025

  2180 Cross Hwy, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft
  • Built 1975

  Last Sold Summary

  • 19% Below List Price
  • $400/SF
  • 87 Days On Market

  Current Estimated Value $1,006,343

  Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
• 

  Est $1,390,568 Not Listed For Sale

  48 South St, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Built 1966

  48 South St, Fairfield, CT 06824

  Last Sold Summary

  • 19% Above List Price
  • $502/SF
  • 16 Days On Market

  • Last Sold Price $1,165,000
  • Aug 30, 2023

  Last Listing Agent Katie O'Grady Compass Connecticut, LLC
• 

  

  /40

  $535,000

  • 4 Beds
  • 1.5 Baths
  • 1,599 Sq Ft

  133 Marlborough Terrace, Fairfield, CT 06825

  Welcome to this bright and beautifully expanded Cape Cod home, where natural light pours through generous windows and skylights, and gleaming hardwood and tile floors create an inviting flow throughout. The back of the house features an open floor plan, and an atrium door lets you step outside to the spacious two-tiered deck which overlooks a fully fenced backyard-ideal for pets, play, gardening

  Sherri Steeneck Higgins Group Real Estate

  133 Marlborough Terrace, Fairfield, CT 06825
• 

  $1,125,000 Sold Sep 30, 2025

  992 S Pine Creek Rd Unit 992, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft
  • Built 1988

  Last Sold Summary

  • $638/SF
  • 46 Days On Market

  Current Estimated Value $1,095,755

  Last Listing Agent Nancy Thorne Berkshire Hathaway NE Prop.

  992 S Pine Creek Rd Unit 992, Fairfield, CT 06824
• 

  Est $1,428,399 Not Listed For Sale

  332 South St, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft
  • Built 1948

  332 South St, Fairfield, CT 06824

  Last Sold Summary

  • 6% Above List Price
  • $726/SF
  • 28 Days On Market

  • Last Sold Price $1,345,000
  • Jan 11, 2024

  Last Listing Agent Susan Tracy Higgins Group Bedford Square
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  /32

  $2,200,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car

  Wendy Ryan Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
• 

  $2,025,000 Sold Jan 16, 2026

  33 Middlebrook Place, Fairfield, CT 06824

  • 4 Beds
  • 5.5 Baths
  • 5,256 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $385/SF
  • 66 Days On Market

  Current Estimated Value $1,989,802

  Last Listing Agent Kenneth Zerella II William Raveis Real Estate

  33 Middlebrook Place, Fairfield, CT 06824
• 

  Est $2,595,782 Not Listed For Sale

  346 South St, Fairfield, CT 06824

  • 4 Beds
  • 4.5 Baths
  • 4,800 Sq Ft
  • Built 2023

  346 South St, Fairfield, CT 06824

  Last Sold Summary

  • 14% Above List Price
  • $476/SF
  • 48 Days On Market

  • Last Sold Price $2,285,000
  • Apr 26, 2024

  Last Listing Agent Bette Gigliotti William Raveis Real Estate
• 

  

  /40

  $2,749,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,750 Sq Ft

  550 Penfield Rd, Fairfield, CT 06824

  A rare opportunity on one of the most coveted streets in the Fairfield Beach neighborhood, just one block from the shoreline and less than a mile from downtown. Built in 2013 by Garrett Wilson Builders, this exceptional custom home offers 5 bedrooms and 4.5 baths. Along with refined craftsmanship, thoughtful design, and effortless coastal living. The main level is defined by 10' ceilings,

  Suzy Ryan William Raveis Real Estate

  550 Penfield Rd, Fairfield, CT 06824
• 

  $725,000 Sold May 30, 2025

  280 Lenox Rd, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,354 Sq Ft
  • Built 1951

  Last Sold Summary

  • 18% Above List Price
  • $535/SF
  • 51 Days On Market

  Current Estimated Value $718,315

  Last Listing Agent Sandra Juliano Berkshire Hathaway NE Prop.

  280 Lenox Rd, Fairfield, CT 06825
• 

  Est $2,425,887 Not Listed For Sale

  65 Gorham Rd, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft
  • Built 2023

  65 Gorham Rd, Fairfield, CT 06824

  Last Sold Summary

  • 18% Above List Price
  • $514/SF
  • 95 Days On Market

  • Last Sold Price $2,055,000
  • Jul 07, 2023

  Last Listing Agent Sara Santos Coldwell Banker Realty
• 

  

  /25

  $635,000

  • 2 Beds
  • 1 Bath
  • 979 Sq Ft

  245 Unquowa Rd Unit 27, Fairfield, CT 06824

  Welcome to this beautifully updated first-floor residence in the sought-after Mosswood Condominiums. Set within a manicured, park-like setting, the property offers a sense of calm and charm just moments from the heart of town. Ideally located, you can enjoy an easy walk to the train, restaurants, shops, and schools, with beaches, parks, open space, the library, and I-95 all just minutes away.

  Andrea Morelli Higgins Group Real Estate

  245 Unquowa Rd Unit 27, Fairfield, CT 06824
• 

  $1,600,000 Sold Nov 14, 2025

  550 Rolling Hills Dr, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 4,148 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $386/SF
  • 22 Days On Market

  Current Estimated Value $1,609,178

  Last Listing Agent Marcia Lyman Brown Harris Stevens

  550 Rolling Hills Dr, Fairfield, CT 06824
• 

  Est $1,334,325 Not Listed For Sale

  990 S Pine Creek Rd, Fairfield, CT 06824

  • 3 Beds
  • 3.5 Baths
  • 2,740 Sq Ft
  • Built 1988

  990 S Pine Creek Rd, Fairfield, CT 06824

  Last Sold Summary

  • 11% Above List Price
  • $438/SF
  • 42 Days On Market

  • Last Sold Price $1,199,000
  • Jul 21, 2023

  Last Listing Agent Richard Higgins Higgins Group Real Estate
• 

  

  /40

  $2,900,000 Under Contract

  • 6 Beds
  • 5.5 Baths
  • 5,952 Sq Ft

  70 Meadow Ridge Rd, Fairfield, CT 06824

  Nestled on a picturesque cul-de-sac street in the heart of Southport, 70 Meadow Ridge Rd offers the perfect blend of classic charm and modern convenience. This custom home boasts 6 bedrooms and 5, Bathrooms providing ample space for comfortable living and entertaining. Step inside to discover sun-drenched living spaces featuring gleaming hardwood floors, a cozy fireplace, and an open-concept

  David Krasnoff Compass Connecticut, LLC

  70 Meadow Ridge Rd, Fairfield, CT 06824
• 

  $1,570,000 Sold Jun 30, 2025

  66 Flax Rd, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 2,490 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Above List Price
  • $631/SF
  • 49 Days On Market

  Current Estimated Value $1,589,574

  Last Listing Agent Veronica Monahan Compass Connecticut, LLC

  66 Flax Rd, Fairfield, CT 06824
• 

  Est $1,092,034 Not Listed For Sale

  826 Oldfield Rd, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,931 Sq Ft
  • Built 1924

  826 Oldfield Rd, Fairfield, CT 06824

  Last Sold Summary

  • 36% Above List Price
  • $275/SF
  • 28 Days On Market

  • Last Sold Price $805,000
  • Jun 29, 2023

  Last Listing Agent Irene Cheung BHGRE Shore & Country
• 

  

  /36

  $999,000

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft

  63 Henry St, Fairfield, CT 06824

  .Wonderful opportunity in Fairfield's highly sought-after University neighborhood where charm, convenience, and lifestyle come together. Just a short stroll to the train and vibrant town center, this location is truly hard to beat. This thoughtfully renovated and expanded home blends timeless character with modern updates, offering a warm and inviting feel throughout. The sun-filled kitchen

  Katie O'Grady Compass Connecticut, LLC

  63 Henry St, Fairfield, CT 06824
• 

  $3,700,000 Sold Feb 13, 2026

  130 Willow St, Southport, CT 06890

  • 4 Beds
  • 5 Baths
  • 3,828 Sq Ft
  • Built 1859

  Last Sold Summary

  • $967/SF
  • 15 Days On Market

  Current Estimated Value $3,189,118

  Last Listing Agent Pam Toner Berkshire Hathaway NE Prop.

  130 Willow St, Southport, CT 06890
• 

  Est $965,376 Not Listed For Sale

  114 Gould Ave, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1957

  114 Gould Ave, Fairfield, CT 06824

  Last Sold Summary

  • 38% Above List Price
  • $461/SF
  • 51 Days On Market

  • Last Sold Price $700,000
  • Jul 05, 2023

  Last Listing Agent Jackie Davis William Raveis Real Estate
• 

  

  /40

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  89 Random Rd, Fairfield, CT 06825

  Follow the stone steps to this split-level in one of Fairfield's most sought-after neighborhoods. Inside, the open-concept living/dining room is where daily life naturally unfolds, grounded by hardwood floors and a large window that frames the backyard. The outdoors is always within view, while the layout naturally supports everything from lively gatherings to relaxed dinners. The screened-in

  Sarah Pritchard William Raveis Real Estate

  89 Random Rd, Fairfield, CT 06825
• 

  $1,655,500 Sold Aug 08, 2025

  110 Florence Ln, Fairfield, CT 06824

  • 3 Beds
  • 3.5 Baths
  • 3,366 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $492/SF
  • 14 Days On Market

  Current Estimated Value $1,664,397

  Last Listing Agent Ellen Fusco Compass Connecticut, LLC

  110 Florence Ln, Fairfield, CT 06824
• 

  Est $764,951 Not Listed For Sale

  57 Welch Terrace, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,603 Sq Ft
  • Built 1958

  57 Welch Terrace, Fairfield, CT 06824

  Last Sold Summary

  • 24% Above List Price
  • $386/SF
  • 15 Days On Market

  • Last Sold Price $619,000
  • Feb 27, 2025

  Last Listing Agent Kenneth Camarro Coldwell Banker Realty
• 

  

  /40

  $2,850,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 4,322 Sq Ft

  598 S Benson Rd, Fairfield, CT 06824

  Rare Beach Property~ Steps to Sandcastle Playground, Jennings Beach and South Benson Marina - this striking Colonial delivers a unique blend of luxurious beach living and exceptional build quality. Homes of this caliber seldom become available along the shoreline. ~ EXPANSIVE FIRST FLOOR ~ The house features a sprawling first floor Great Room and show stopping Chef's Kitchen which combine in a

  Julie Vanderblue Higgins Group Real Estate

  598 S Benson Rd, Fairfield, CT 06824
• 

  $650,000 Sold Oct 31, 2025

  56 Southport Woods Dr, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Above List Price
  • $433/SF
  • 35 Days On Market

  Current Estimated Value $672,453

  Last Listing Agent Brett Lieberman The Riverside Realty Group

  56 Southport Woods Dr, Southport, CT 06890
• 

  Est $920,587 Not Listed For Sale

  81 Welch Terrace, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft
  • Built 1958

  81 Welch Terrace, Fairfield, CT 06824

  Last Sold Summary

  • 48% Above List Price
  • $319/SF
  • 7 Days On Market

  • Last Sold Price $620,000
  • Sep 26, 2023

  Last Listing Agent James Millington William Raveis Real Estate
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  /40

  $1,899,900 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,730 Sq Ft

  260 Pansy Rd, Fairfield, CT 06824

  Welcome to 260 Pansy Road, the last home available at Pansy Road Farms! Built by a respected local builder, this beautifully crafted, new construction center hall colonial offers over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. Set against 8+ acres of protected open space, this home offers a rare combination of privacy, natural beauty, and modern luxury

  Anthony Gigliotti Keller Williams Realty

  260 Pansy Rd, Fairfield, CT 06824
• 

  $970,000 Sold Aug 06, 2025

  1510 Congress St, Fairfield, CT 06825

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft
  • Built 1982

  Last Sold Summary

  • 8% Below List Price
  • $375/SF
  • 97 Days On Market

  Current Estimated Value $1,003,549

  Last Listing Agent Katherine Fassman Higgins Group Real Estate

  1510 Congress St, Fairfield, CT 06825
• 

  Est $1,186,388 Not Listed For Sale

  1039 S Pine Creek Rd, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft
  • Built 1948

  1039 S Pine Creek Rd, Fairfield, CT 06824

  Last Sold Summary

  • 22% Above List Price
  • $509/SF
  • 6 Days On Market

  • Last Sold Price $975,000
  • May 25, 2023

  Last Listing Agent Alan Hamilton William Raveis Real Estate
• 

  

  /19

  $3,900,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  1008 Fairfield Beach Rd, Fairfield, CT 06824

  1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the

  Valerie Alvarez Serhant Connecticut, LLC

  1008 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $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 $875,925

  Last Listing Agent Maria Graham-Baptist Coldwell Banker Realty

  350 Bennett St, Fairfield, CT 06825
• 

  Est $1,790,081 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

  • 7% Above List Price
  • $469/SF
  • 172 Days On Market

  • Last Sold Price $1,679,000
  • Oct 04, 2024

  Last Listing Agent Bette Gigliotti William Raveis Real Estate
• 

  

  /40

  $840,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  205 Winnepoge Dr, Fairfield, CT 06825

  Located in the desirable Lake Hills section of Fairfield, this charming three-bedroom Cape offers comfort, character, and an ideal setting. Walking through the front door, you are welcomed into the center hall and immediately feel the warmth and charm of the home. The main level features an open-concept living space with a spacious living room with fireplace that flows seamlessly into the dining

  James Millington William Raveis Real Estate

  205 Winnepoge Dr, Fairfield, CT 06825
• 

  $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 $2,183,120

  Last Listing Agent Jennifer Lockwood Coldwell Banker Realty

  92 Hornbeam Rd, Fairfield, CT 06824
• 

  Est $1,104,961 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

  • 18% Above List Price
  • $548/SF
  • 20 Days On Market

  • Last Sold Price $935,000
  • Aug 21, 2023

  Last Listing Agent Julie Walsh Coldwell Banker Realty

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