Fairfield, CT Homes

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  /30

  $750,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,205 Sq Ft

  249 Wheeler Park Ave, Fairfield, CT 06825

  Wonderfully maintained split-level ranch in Fairfield, located on a quiet dead-end street. Lovingly cared for by the same family for the past 33 years, this home offers both space and flexibility. The home features four bedrooms, with one currently being used as a home office. The primary bedroom is on the second floor and includes an en-suite bathroom. The other bedrooms are on the main floor.

  Katerina Hendrickson Coldwell Banker Realty

  249 Wheeler Park Ave, Fairfield, CT 06825
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  /19

  $12,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,277 Sq Ft
  • House for Rent

  1140 Fairfield Beach Rd, Fairfield, CT 06824

  Available immediately. Stunning water views and a rooftop deck overlooking Penfield Lighthouse. Live at the beach with panoramic water views from nearly every room, highlighted by an exceptional rooftop deck with direct sightlines to Penfield Lighthouse and the Long Island Sound. Nestled between the peaceful Pine Creek and the vibrant Fairfield Beach community, this elevated, FEMA compliant

  Bryan Frinhani The Brokerage of New England

  1140 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $3,800,000 Sold Oct 06, 2025

  1241 Hulls Hwy, Southport, CT 06890

  • 5 Beds
  • 8 Baths
  • 8,299 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Above List Price
  • $458/SF
  • 56 Days On Market

  Current Estimated Value $3,855,355

  Last Listing Agent Libby Tritschler William Raveis Real Estate

  1241 Hulls Hwy, Southport, CT 06890
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  Est $1,349,894 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

  • 8% Above List Price
  • $568/SF
  • 18 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Jeannette Floto Compass Connecticut, LLC
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  /10

  $950,000 Under Contract

  • 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 William Pitt Sotheby's Int'l

  647 Bronson Rd, Southport, CT 06890
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  /35

  $10,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 4,797 Sq Ft
  • House for Rent

  220 Burr St, Fairfield, CT 06824

  Summer, winter, short term or annual rental available. Enjoy this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen offers top of the line appliances, a big center island, loads of cabinetry and eat-in kitchen option. Soaring

  Hedyeh Renstrup William Pitt Sotheby's Int'l

  220 Burr St, Fairfield, CT 06824
• 

  $710,000 Sold Oct 29, 2025

  5 Random Rd, Fairfield, CT 06825

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $328/SF
  • 52 Days On Market

  Current Estimated Value $710,739

  Last Listing Agent Gaetano Marra BHGRE Gaetano Marra Homes

  5 Random Rd, Fairfield, CT 06825
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  Est $1,066,582 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

  • 7% Above List Price
  • $641/SF
  • 2 Days On Market

  Last Sold Price $1,000,001

  Last Listing Agent Denise Curcio William Raveis Real Estate
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  /19

  $885,000

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft

  35 Knapps Hwy, Fairfield, CT 06825

  Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and much more! The new, efficient mechanicals really keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of

  Thomas Chanaca Chanaca Real Estate

  35 Knapps Hwy, Fairfield, CT 06825
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  /32

  $70,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,180 Sq Ft
  • Townhouse for Rent

  2144 Fairfield Beach Rd, Fairfield, CT 06824

  Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5

  Michael Menillo Collage Realty

  2144 Fairfield Beach Rd, Fairfield, CT 06824
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  $1,005,000 Sold Mar 11, 2026

  25 Helen St, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 1,747 Sq Ft
  • Built 1920

  Last Sold Summary

  • 14% Above List Price
  • $575/SF
  • 8 Days On Market

  Current Estimated Value $870,734

  Last Listing Agent Clyde Wauchope Coldwell Banker Realty

  25 Helen St, Fairfield, CT 06824
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  Est $1,447,257 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

  • 24% Above List Price
  • $502/SF
  • 16 Days On Market

  Last Sold Price $1,165,000

  Last Listing Agent Katie O'Grady Compass Connecticut, LLC
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  /39

  $2,595,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
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  $39,000 total monthly price

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft
  • House for Rent

  4900 Congress St, Fairfield, CT 06824

  Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths,

  Leslie Razook William Pitt Sotheby's Int'l

  4900 Congress St, Fairfield, CT 06824
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  $900,000 Sold Nov 12, 2025

  28 Primrose Ln, Fairfield, CT 06825

  • 4 Beds
  • 4 Baths
  • 2,521 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $357/SF
  • 21 Days On Market

  Current Estimated Value $907,610

  Last Listing Agent Debra Carson William Raveis Real Estate

  28 Primrose Ln, Fairfield, CT 06825
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  Est $1,508,792 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

  • 12% Above List Price
  • $726/SF
  • 28 Days On Market

  Last Sold Price $1,345,000

  Last Listing Agent Susan Tracy Higgins Group Bedford Square
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  $995,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,234 Sq Ft

  100 Tuller Rd, Fairfield, CT 06825

  Welcome to this adorable jewel box home, thoughtfully reimagined and beautifully expanded by the current owner to live better than new. Every detail has been addressed-from major systems to stylish finishes-making this a truly turnkey opportunity. The home is connected to natural gas and features a new roof, new windows, all new appliances, and completely updated electrical and plumbing. The

  Meredith Cohen Serhant Connecticut, LLC

  100 Tuller Rd, Fairfield, CT 06825
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  /19

  $85,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • House for Rent

  172 College Place, Fairfield, CT 06824

  Beach Area Colonial Walk To Beach. Fully Furnished. Fully Applianced Kitchen-Fenced Private Yard With BBQ-Ample Parking Available For Academic Rental- Will Accommodate 5 persons. For Academic Year Sept To May

  Michael Menillo Collage Realty

  172 College Place, Fairfield, CT 06824
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  $1,899,000 Sold Apr 01, 2025

  218 Lower Farm Rd Unit Lot 5, Fairfield, CT 06824

  • 4 Beds
  • 4 Baths
  • 4,300 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $442/SF
  • 136 Days On Market

  Last Listing Agent Linda Blackwell Houlihan Lawrence

  218 Lower Farm Rd Unit Lot 5, Fairfield, CT 06824
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  Est $2,697,157 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

  • 18% Above List Price
  • $476/SF
  • 48 Days On Market

  Last Sold Price $2,285,000

  Last Listing Agent Bette Gigliotti William Raveis Real Estate
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  /36

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  127 Spruce St, Southport, CT 06890

  Enjoy stylish and easy living in this spectacular townhome on Southport's much-loved, storybook Spruce Street. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining or very comfortable living - the Great Room enjoys a gas fireplace and opens

  Ellen Fusco Compass Connecticut, LLC

  127 Spruce St, Southport, CT 06890
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  $795,000 Sold Aug 07, 2025

  76 Pratt St, Fairfield, CT 06824

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1949

  Last Sold Summary

  • 10% Above List Price
  • $803/SF
  • 30 Days On Market

  Current Estimated Value $819,771

  Last Listing Agent Nicole Mansdorf William Raveis Real Estate

  76 Pratt St, Fairfield, CT 06824
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  Est $2,550,588 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

  • 24% Above List Price
  • $514/SF
  • 95 Days On Market

  Last Sold Price $2,055,000

  Last Listing Agent Sara Santos Coldwell Banker Realty
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  $1,599,000

  • 5 Beds
  • 3.5 Baths
  • 3,229 Sq Ft

  164 Wakeman Rd, Fairfield, CT 06824

  Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a

  Katie O'Grady Compass Connecticut, LLC

  164 Wakeman Rd, Fairfield, CT 06824
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  $736,000 Sold Sep 25, 2025

  1134 Valley Rd, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,687 Sq Ft
  • Built 1928

  Last Sold Summary

  • 6% Above List Price
  • $436/SF
  • 21 Days On Market

  Current Estimated Value $728,373

  Last Listing Agent Elise Larrabure Coldwell Banker Realty

  1134 Valley Rd, Fairfield, CT 06825
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  Est $1,329,529 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

  Last Listing Agent Richard Higgins Higgins Group Real Estate
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  /23

  $425,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  220 Melville Dr, Fairfield, CT 06825

  Welcome to 220 Melville Drive in Fairfield, a charming brick half duplex. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two

  Lauren Iraeta KW Legacy Partners

  220 Melville Dr, Fairfield, CT 06825
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  $3,000,000 Sold May 02, 2025

  319 Harbor Rd, Southport, CT 06890

  • 5 Beds
  • 5 Baths
  • 3,580 Sq Ft
  • Built 1918

  Last Sold Summary

  • 17% Below List Price
  • $838/SF
  • 189 Days On Market

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  319 Harbor Rd, Southport, CT 06890
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  Est $1,105,143 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

  • 37% Above List Price
  • $275/SF
  • 28 Days On Market

  Last Sold Price $805,000

  Last Listing Agent Irene Cheung BHGRE Shore & Country
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  /16

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  11 Judges Hollow Rd, Fairfield, CT 06824

  Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

  Lisa Hartmann William Pitt Sotheby's Int'l

  11 Judges Hollow Rd, Fairfield, CT 06824
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  $2,150,000 Sold Aug 18, 2025

  347 Lalley Blvd, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 3,031 Sq Ft
  • Built 2013

  Last Sold Summary

  • 6% Below List Price
  • $709/SF
  • 96 Days On Market

  Current Estimated Value $2,181,266

  Last Listing Agent Carrie Sakey Coldwell Banker Realty

  347 Lalley Blvd, Fairfield, CT 06824
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  Est $922,366 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

  • 32% Above List Price
  • $461/SF
  • 51 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Jackie Davis William Raveis Real Estate
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  /40

  $599,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,918 Sq Ft

  16 Paisley Ln Unit 16, Fairfield, CT 06825

  This is the one you have been waiting for!!!Two bedroom, two bath first floor ranch style Blackford unit in desirable Woodfield Village. The living room features oak floors, fireplace, and sliding French doors leading to deck and opens to a spacious dining room with hardwood floor, crown molding and wainscotting. A beautiful, newly renovated eat-in kitchen provides storage galore with built-in

  Laura Sydney William Pitt Sotheby's Int'l

  16 Paisley Ln Unit 16, Fairfield, CT 06825
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  $1,065,000 Sold Jun 11, 2025

  62 Spruce St S, Fairfield, CT 06890

  • 4 Beds
  • 4 Baths
  • 2,328 Sq Ft
  • Built 1855

  Last Sold Summary

  • 7% Above List Price
  • $457/SF
  • 24 Days On Market

  Current Estimated Value $1,046,933

  Last Listing Agent Libby Tritschler William Raveis Real Estate

  62 Spruce St S, Fairfield, CT 06890
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  Est $698,990 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

  • 13% Above List Price
  • $386/SF
  • 15 Days On Market

  Last Sold Price $619,000

  Last Listing Agent Kenneth Camarro Coldwell Banker Realty
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  /39

  $3,449,000

  • 5 Beds
  • 7 Baths
  • 5,515 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  $1,011,000 Sold Apr 01, 2025

  153 Dudley Dr, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,897 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Above List Price
  • $349/SF
  • 17 Days On Market

  Current Estimated Value $1,043,680

  Last Listing Agent Terry Keegan Fairfield County Real Estate

  153 Dudley Dr, Fairfield, CT 06824
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  Est $876,780 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

  • 41% Above List Price
  • $319/SF
  • 7 Days On Market

  Last Sold Price $620,000

  Last Listing Agent James Millington William Raveis Real Estate
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  $1,150,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  49 South St, Fairfield, CT 06824

  Rare opportunity in sought-after Sasco Hill/South Pine Creek neighborhood. Perfectly nestled between town & beach. Absolutely charming home set on expansive level property in hard to find non-flood zone beach area. Meticulously maintained, updated and well-loved home. Living Room with wood burning fireplace, updated kitchen with granite & stainless steel appliances, office/den & full finished

  Katie O'Grady Compass Connecticut, LLC

  49 South St, 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 $4,134,076

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880

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