23,202

Fairfield, CT Homes

Section Image
  • /39

    $1,849,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,686 Sq Ft

    121 Osborne Hill Rd, Fairfield, CT 06824

    Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances,

    Barbara Sweeney Coldwell Banker Realty

    121 Osborne Hill Rd, Fairfield, CT 06824
  • /10

    $3,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,069 Sq Ft
    • House for Rent

    755 Stillson Rd, Fairfield, CT 06824

    Experience the perfect blend of timeless character and modern comfort in this beautifully refreshed 1930's two bedroom brick Cottage. A distinctive architectural detail, the turret and whimsical weather-vane creates wonderful curb appeal, while the thoughtfully updated interior offer easy one-level living. Newly refinished hardwood floors reflect abundant natural light, enhancing the home's warm

    Jaq Bush Higgins Group Real Estate

    755 Stillson Rd, Fairfield, CT 06824
  • 692 Stillson Rd, Fairfield, CT 06824

    $1,599,000

    Sold Jul 13, 2026

    692 Stillson Rd, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 2,962 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $540/SF
    • 26 Days On Market

    Current Estimated Value $1,591,211

    Last Listing Agent Lisa Graham-Wanzell Brown Harris Stevens

    692 Stillson Rd, Fairfield, CT 06824
    • 130 Woodrow Ave, Southport, CT 06890

      Est $784,127

      Not Listed For Sale

      130 Woodrow Ave, Southport, CT 06890

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1924
      130 Woodrow Ave, Southport, CT 06890

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Tony Salerno RE/MAX Heritage

  • /37

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,075 Sq Ft

    41 Stillson Place, Fairfield, CT 06824

    OFFERS DUE TUESDAY, AUGUST 4TH BY NOON! Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional,

    Christine Poppy Compass Connecticut, LLC

    41 Stillson Place, Fairfield, CT 06824
  • /16

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft
    • House for Rent

    111 Mayweed Rd, Fairfield, CT 06824

    Charming and bright University area cape-style home with 3 bedrooms and 2 full baths. This immaculate home is located on a quiet, cul-de-sac street, conveniently located to all of Fairfield's amenities. Freshly painted with beautiful hardwood floors, this home offers a charming living room with a large picture window and fireplace, dining room with built-in corner cabinet, and kitchen with white

    Catherine Cardell Yarmosh Coldwell Banker Realty

    111 Mayweed Rd, Fairfield, CT 06824
  • 121 Alden St, Fairfield, CT 06824

    $1,300,000

    Sold Mar 02, 2026

    121 Alden St, Fairfield, CT 06824

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft
    • Built 1942

    Last Sold Summary

    • 24% Above List Price
    • $835/SF
    • 39 Days On Market

    Current Estimated Value $1,308,539

    Last Listing Agent Jackie Davis William Raveis Real Estate

    121 Alden St, Fairfield, CT 06824
    • 969 Mill Hill Terrace, Southport, CT 06890

      Est $1,679,335

      Not Listed For Sale

      969 Mill Hill Terrace, Southport, CT 06890

      • 3 Beds
      • 2.5 Baths
      • 3,541 Sq Ft
      • Built 1938
      969 Mill Hill Terrace, Southport, CT 06890

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Rima Bishuti William Raveis Real Estate

  • /40

    $1,825,000

    $60K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    491 Westway Rd Unit 491, Fairfield, CT 06890

    Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open

    Denise Walsh William Raveis Real Estate

    491 Westway Rd Unit 491, Fairfield, CT 06890
  • /39

    $14,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft
    • House for Rent

    537 Penfield Rd, Fairfield, CT 06824

    The Beach House on Penfield. Also available for sale at $2,400,000. Effortless coastal living just moments from Penfield Beach, this beautifully reimagined 3 BR, 2.5 BA home captures the relaxed sophistication of Fairfield Beach living. Set on an unusually generous lot, a charming pebble-stone drive welcomes you home. Sun-washed interiors, beautiful hardwood floors, shiplap detailing & a calming

    Chrissie Rodriguez Higgins Group Real Estate

    537 Penfield Rd, Fairfield, CT 06824
  • 22 Shadybrook Rd, Fairfield, CT 06825

    $1,110,000

    Sold Aug 13, 2026

    22 Shadybrook Rd, Fairfield, CT 06825

    • 4 Beds
    • 4 Baths
    • 2,886 Sq Ft
    • Built 1964

    Last Sold Summary

    • 17% Above List Price
    • $385/SF
    • 8 Days On Market

    Current Estimated Value $949,348

    Last Listing Agent Jenny Walsh Coldwell Banker Realty

    22 Shadybrook Rd, Fairfield, CT 06825
    • 147 Westford Dr, Southport, CT 06890

      Est $754,128

      Not Listed For Sale

      147 Westford Dr, Southport, CT 06890

      • 4 Beds
      • 2 Baths
      • 1,195 Sq Ft
      • Built 1950
      147 Westford Dr, Southport, CT 06890

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Jodi Boxer Keller Williams Prestige Prop.

  • /37

    $2,900,000

    • Land
    • 1.17 Acres
    • $2,478,632 per Acre

    372 Rowland Rd, Fairfield, CT 06824

    A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant

    John Shea William Raveis Real Estate

    372 Rowland Rd, Fairfield, CT 06824
  • /21

    $12,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,968 Sq Ft
    • House for Rent

    1016 Fairfield Beach Rd, Fairfield, CT 06824

    Experience the best of coastal living at 1016 Fairfield Beach Road, a quintessential beachside retreat perfectly positioned for an unforgettable summer. Just moments from the sand, this light-filled home offers the ideal blend of relaxed seaside charm and effortless indoor-outdoor living. Wake up to the sound of the waves and start your mornings with coffee on the deck, then spend your days

    Meg Schwanhausser Compass Connecticut, LLC

    1016 Fairfield Beach Rd, Fairfield, CT 06824
  • 271 Jeniford Rd, Fairfield, CT 06824

    $740,000

    Sold Nov 14, 2025

    271 Jeniford Rd, Fairfield, CT 06824

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Above List Price
    • $535/SF
    • 26 Days On Market

    Current Estimated Value $808,618

    Last Listing Agent Thaddea Sheridan William Raveis Real Estate

    271 Jeniford Rd, Fairfield, CT 06824
    • 450 Center St Unit 8, Southport, CT 06890

      Est $1,127,598

      Not Listed For Sale

      450 Center St Unit 8, Southport, CT 06890

      • 2 Beds
      • 2.5 Baths
      • 2,312 Sq Ft
      • Built 1985
      450 Center St Unit 8, Southport, CT 06890

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Adele Higgins Higgins Group Real Estate

  • /40

    $3,275,000

    Pending
    • 5 Beds
    • 8 Baths
    • 8,279 Sq Ft

    111 Golden Pond Ln, Fairfield, CT 06824

    111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth

    Cindy Raney Coldwell Banker Realty

    111 Golden Pond Ln, Fairfield, CT 06824
  • /28

    $7,900 Per Month

    • 3 Beds
    • 3 Baths
    • 2,804 Sq Ft
    • House for Rent

    281 Pequot Ave, Southport, CT 06890

    Step through a stunning 18th-century door and brick-floored archway into a home that seamlessly blends historic character with modern luxury. The great room impresses with a soaring 10-foot cathedral ceiling, original 18th-century arch and mantel, and a wood-burning fireplace set against antique wide-plank floors - the perfect backdrop for entertaining. The chef's kitchen features skylights,

    Jennifer McDade BHHS Darien/New Canaan

    281 Pequot Ave, Southport, CT 06890
  • 868 S Pine Creek Rd, Fairfield, CT 06824

    $1,350,000

    Sold Aug 26, 2025

    868 S Pine Creek Rd, Fairfield, CT 06824

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Above List Price
    • $551/SF
    • 19 Days On Market

    Current Estimated Value $1,440,895

    Last Listing Agent Mary Ann Lindwall The Riverside Realty Group

    868 S Pine Creek Rd, Fairfield, CT 06824
    • 35 John St, Southport, CT 06890

      Est $1,037,240

      Not Listed For Sale

      35 John St, Southport, CT 06890

      • 3 Beds
      • 1.5 Baths
      • 2,481 Sq Ft
      • Built 1924
      35 John St, Southport, CT 06890

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Ellen Balazs-Byington Berkshire Hathaway NE Prop.

  • /38

    $809,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,194 Sq Ft

    98 Youngstown Rd, Fairfield, CT 06824

    Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled residence in Fairfield's desirable University neighborhood will make you feel at home from the moment you arrive.At its heart is a stunning gourmet kitchen featuring custom cabinetry, quartz countertops,

    Karen Liss-uomoleale Coldwell Banker Realty

    98 Youngstown Rd, Fairfield, CT 06824
  • /5

    $6,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,377 Sq Ft
    • House for Rent

    186 Schiller Rd, Fairfield, CT 06825

    Amazing single family home near Sacred Heart University & Merritt Parkway. Fully furnished 4 bedroom house located in a cul de sac in a quiet neighborhood. Newly renovated and modernly decorated. Beautiful white kitchen has all appliances. Lovely front and big back yard with huge deck and patio. Spacious finished basement with rustic bar. Brisk walk or bike ride to the neighborhood's 171 acre

    Bernice Campfield-Aiken Keller Williams Realty Prtnrs.

    186 Schiller Rd, Fairfield, CT 06825
  • 839 Oldfield Rd, Fairfield, CT 06824

    $800,000

    Sold Aug 07, 2026

    839 Oldfield Rd, Fairfield, CT 06824

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft
    • Built 1884

    Last Sold Summary

    • 10% Above List Price
    • $962/SF
    • 2 Days On Market

    Current Estimated Value $817,117

    Last Listing Agent Kathleen Turner Property Choices Real Estate

    839 Oldfield Rd, Fairfield, CT 06824
    • 159 Kings Dr, Southport, CT 06890

      Est $1,542,043

      Not Listed For Sale

      159 Kings Dr, Southport, CT 06890

      • 4 Beds
      • 3 Baths
      • 3,712 Sq Ft
      • Built 1994
      159 Kings Dr, Southport, CT 06890

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  • /10

    $2,675,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,252 Sq Ft

    476 Mill Hill Terrace, Southport, CT 06890

    Beautifully crafted new construction in coveted Southport by a three-time HOBI Award-winning builder, with anticipated completion in Spring 2027. Set on a serene .43-acre property, this thoughtfully designed home will offer over 5,200 square feet of finished living space across four levels, including third-floor bonus space and a walk-out lower level. Featuring 5 bedrooms and 5.5 baths, the home

    Jennifer Peters William Raveis Real Estate

    476 Mill Hill Terrace, Southport, CT 06890
  • /15

    $13,000 Per Month

    • 5 Beds
    • 4 Baths
    • 3,296 Sq Ft
    • House for Rent

    997 Reef Rd, Fairfield, CT 06824

    STUNNING Rental steps from the Beach. Quality and elegant 2021 ew Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs;

    Helene Salerno Ogents, LLC

    997 Reef Rd, Fairfield, CT 06824
  • 179 Verna Hill Rd, Fairfield, CT 06824

    $1,100,000

    Sold Jan 12, 2026

    179 Verna Hill Rd, Fairfield, CT 06824

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 1885

    Last Sold Summary

    • 19% Above List Price
    • $458/SF
    • 30 Days On Market

    Current Estimated Value $1,183,177

    Last Listing Agent Ellen Balazs Berkshire Hathaway NE Prop.

    179 Verna Hill Rd, Fairfield, CT 06824
    • 658 Pequot Ave, Southport, CT 06890

      Est $4,165,615

      Not Listed For Sale

      658 Pequot Ave, Southport, CT 06890

      • 5 Beds
      • 4.5 Baths
      • 6,638 Sq Ft
      • Built 1868
      658 Pequot Ave, Southport, CT 06890

      Last Sold Summary

      • 314 Days On Market

      Last Listing Agent Matt Lahey Higgins Group Real Estate

  • /39

    $1,295,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,188 Sq Ft

    585 Hoydens Ln, Fairfield, CT 06824

    Rare opportunity to own a beautifully maintained ranch-style home on 5+ private acres in coveted Greenfield Hill. A striking balance of old and new, this breathtaking vaulted atrium-style kitchen is the architectural heart of the home, where soaring ceilings and natural light create an unforgettable sense of openness This 3 bedroom, 2.5-bath residence offers privacy, flexibility, and endless

    Elizabeth Altobelli William Raveis Real Estate

    585 Hoydens Ln, Fairfield, CT 06824
  • /35

    $3,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,244 Sq Ft
    • House for Rent

    291 Berkeley Rd, Fairfield, CT 06825

    Enjoy the space and comfort of a single-family home with the added flexibility of a unique two-family layout. Configured and rented as one residence, this move-in ready raised ranch offers a thoughtfully designed floor plan that easily adapts to today's lifestyle. The main level features bright, inviting living spaces with direct access to a private deck overlooking the backyard, perfect for

    Jonathan Makovsky Compass Connecticut, LLC

    291 Berkeley Rd, Fairfield, CT 06825
  • 245 Unquowa Rd Unit 34, Fairfield, CT 06824

    $468,000

    Sold Jan 08, 2026

    245 Unquowa Rd Unit 34, Fairfield, CT 06824

    • 1 Bed
    • 1 Bath
    • 956 Sq Ft
    • Built 1964

    Last Sold Summary

    • 8% Above List Price
    • $490/SF
    • 4 Days On Market

    Current Estimated Value $485,346

    Last Listing Agent James Millington William Raveis Real Estate

    245 Unquowa Rd Unit 34, Fairfield, CT 06824
    • 132 Pequot Ave, Southport, CT 06890

      Est $679,533

      Not Listed For Sale

      132 Pequot Ave, Southport, CT 06890

      • 2 Beds
      • 1.5 Baths
      • 1,048 Sq Ft
      • Built 1884
      132 Pequot Ave, Southport, CT 06890

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Nicole Costantino Keller Williams Realty

  • /37

    $1,495,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,824 Sq Ft

    85 Osborne Place, Southport, CT 06890

    Welcome to 85 Osborne Place - this beautifully updated 5-bedroom, 2.5-bath Colonial tucked away on a peaceful street, yet just a stroll from the train, shops, and dining is what makes Southport living so desirable. Step inside this turn-key gem to find a bright, flowing floor plan anchored by an updated kitchen that opens seamlessly into a spacious great room - perfect for everyday living and

    Susan Seath Compass Connecticut, LLC

    85 Osborne Place, Southport, CT 06890
  • /7

    $1,950 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    15 Ardmore St, Fairfield, CT 06824

    Nicely maintained and filled with natural light, this 2bedroom secondfloor unit offers hardwood floors throughout and a comfortable 5room layout. The living room includes a door out to a private balcony, the formal dining room provides great everyday function, and the kitchen features a pantry area plus steps leading up to an attic storage space. Both bedrooms are very goodsized, and the full

    Patrick Laufer Laufer Real Estate

    15 Ardmore St, Fairfield, CT 06824
  • 53 Blackmount Ct Unit 53, Fairfield, CT 06825

    $701,000

    Sold Oct 15, 2025

    53 Blackmount Ct Unit 53, Fairfield, CT 06825

    • 2 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Built 1985

    Last Sold Summary

    • $418/SF
    • 17 Days On Market

    Current Estimated Value $728,540

    Last Listing Agent Heather Erickson William Raveis Real Estate

    53 Blackmount Ct Unit 53, Fairfield, CT 06825
    • 224 Willow St, Southport, CT 06890

      Est $2,983,893

      Not Listed For Sale

      224 Willow St, Southport, CT 06890

      • 3 Beds
      • 2.5 Baths
      • 2,487 Sq Ft
      • Built 1959
      224 Willow St, Southport, CT 06890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Laura Parkington William Raveis Real Estate

  • /39

    $839,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,574 Sq Ft

    31 Smedley Rd, Fairfield, CT 06824

    Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The

    Michael Pavlicin Coldwell Banker Realty

    31 Smedley Rd, Fairfield, CT 06824
  • /21

    $2,300 Per Month

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

    1000 Knapps Hwy Unit 29, Fairfield, CT 06825

    Beautifully Remodeled Corner Unit on Second Floor. Large 1 Bedroom Condo, Oversized Living Room w/ceiling fan and dining area, New Kitchen w/Granite Counters, Subway backsplash and Stainless Steel Appliances. 2 New Wall A/C's. Bedroom w/ceiling fan. New flooring throughout. Full Bath with walk-in shower and glass door. Heat, Hot Water, Gas for cooking and Trash included in Rent. 1st mo and 2 mo

    Hope Kern Munson Real Estate

    1000 Knapps Hwy Unit 29, Fairfield, CT 06825
  • 25 Suzanne Cir, Fairfield, CT 06825

    $635,000

    Sold Jun 15, 2026

    25 Suzanne Cir, Fairfield, CT 06825

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft
    • Built 1956

    Last Sold Summary

    • 10% Above List Price
    • $508/SF
    • 5 Days On Market

    Current Estimated Value $603,751

    Last Listing Agent Holly Negreiro William Raveis Real Estate

    25 Suzanne Cir, Fairfield, CT 06825
    • 46 Willow St, Southport, CT 06890

      Est $2,885,123

      Not Listed For Sale

      46 Willow St, Southport, CT 06890

      • 4 Beds
      • 3 Baths
      • 3,549 Sq Ft
      • Built 1890
      46 Willow St, Southport, CT 06890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Ellen Fusco Compass Connecticut, LLC

Showing Results 441 - 480, Page 12 of 18

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