Fairfield, CT Homes

• 

  $3,100,000

  Sold Jun 30, 2026

  274 Pine Creek Ave, Fairfield, CT 06824

  • 2 Beds
  • 2.5 Baths
  • 2,812 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $1,102/SF
  • 40 Days On Market

  Current Estimated Value $3,181,037

  Last Listing Agent Jen Rosen Coldwell Banker Realty

  274 Pine Creek Ave, 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
• 

  

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $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

Showing Results 601 - 640, Page 16 of 18