23,157

Fairfield, CT Homes

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  • 342 Fairfield Woods Rd, Fairfield, CT 06825
    342 Fairfield Woods Rd, Fairfield, CT 06825
    342 Fairfield Woods Rd, Fairfield, CT 06825
    /40

    $639,000 Under Contract

    • 4 Beds
    • 1 Bath
    • 1,760 Sq Ft

    342 Fairfield Woods Rd, Fairfield, CT 06825

    Handyman Special - Huge potential is found at this 4 bedroom Colonial within walking distance to Stratfield Elementary, Owen Fish Park, Fairfield Woods Public Library and shopping conveniences at Stratfield Four Corners. Home needs extensive updates and will be sold in AS IS Condition but is ready for the buyer who has vision to modernize this gem that has been in the same family for over 60

    Kate Meyer William Raveis Real Estate

    342 Fairfield Woods Rd, Fairfield, CT 06825
  • 987 Pequot Ave, Southport, CT 06890

    $3,750,000 Sold Aug 08, 2025

    • 5,200 Sq Ft
    • $721/SF
    • 411 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1958

    987 Pequot Ave, Southport, CT 06890

    SOUTHPORT CHIC - This home is rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you've been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi

    Jaclyn Picarillo Higgins Group Bedford Square

    987 Pequot Ave, Southport, CT 06890
  • 200 Joan Dr, Fairfield, CT 06824
    200 Joan Dr, Fairfield, CT 06824
    200 Joan Dr, Fairfield, CT 06824
    /24

    $895,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,362 Sq Ft

    200 Joan Dr, Fairfield, CT 06824

    Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

    Kathleen Blackall William Raveis Real Estate

    200 Joan Dr, Fairfield, CT 06824
  • 76 Pratt St, Fairfield, CT 06824

    $795,000 Sold Aug 07, 2025

    • 990 Sq Ft
    • $803/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1949

    76 Pratt St, Fairfield, CT 06824

    Prime Beach location! Opportunity for builders to create a dream home in Fairfield's sought after beach location. Pratt St is located in the heart of Fairfield- walking distance to beach, town, parks, recreation, local gym, libraries, public schools, prep school, universities, restaurants, shopping, boutiques, ice cream parlors, public transportation, and down the road to metro north train

    Nicole Mansdorf William Raveis Real Estate

    76 Pratt St, Fairfield, CT 06824
  • 365 Toilsome Hill Rd, Fairfield, CT 06825
    365 Toilsome Hill Rd, Fairfield, CT 06825
    365 Toilsome Hill Rd, Fairfield, CT 06825
    /39

    $1,695,000 Under Contract

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

    365 Toilsome Hill Rd, Fairfield, CT 06825

    Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and

    Cindy Raney Coldwell Banker Realty

    365 Toilsome Hill Rd, Fairfield, CT 06825
  • 30 Wellington Dr, Fairfield, CT 06824

    $2,500,000 Sold Aug 07, 2025

    • 5,485 Sq Ft
    • $456/SF
    • 41 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2005

    30 Wellington Dr, Fairfield, CT 06824

    Stunning custom-built Colonial nestled on a quiet cul-de-sac just minutes from Westport. Set on 2 private acres with a fenced-in backyard, in-ground gunite pool (2021), and patio, this home showcases exquisite craftsmanship, rich cherry and mahogany finishes, limestone and marble detailing, and 9' ceilings on both floors. The flexible layout offers 5 bedrooms, 4 full & 3 half baths, a first-floor

    William Gill Compass Connecticut, LLC

    30 Wellington Dr, Fairfield, CT 06824
  • 21 Queens Grant Dr, Fairfield, CT 06824
    21 Queens Grant Dr, Fairfield, CT 06824
    21 Queens Grant Dr, Fairfield, CT 06824
    /39

    $2,975,000 Under Contract

    • 6 Beds
    • 7.5 Baths
    • 14,110 Sq Ft

    21 Queens Grant Dr, Fairfield, CT 06824

    There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living.

    Elizabeth Tritschler William Raveis Real Estate

    21 Queens Grant Dr, Fairfield, CT 06824
  • 301 Nepas Rd, Fairfield, CT 06825

    $725,000 Sold Aug 06, 2025

    • 2,012 Sq Ft
    • $360/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1971

    301 Nepas Rd, Fairfield, CT 06825

    Here is an excellent opportunity to live in a very affluent area of Fairfield near the lake. This 3 bedroom and 2.5 bath Raised Ranch is strategically positioned on a beautiful large corner lot. Within the past 4 years the owner made the following improvements: new high-end windows installed, a new air-conditioner and a new roof. The lower level, which is above ground opens through sliding glass

    Linda Finnie William Raveis Real Estate

    301 Nepas Rd, Fairfield, CT 06825
  • 1009 High St, Fairfield, CT 06824
    1009 High St, Fairfield, CT 06824
    1009 High St, Fairfield, CT 06824
    /38

    $849,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,267 Sq Ft

    1009 High St, Fairfield, CT 06824

    Nestled in the heart of Fairfield's sought after University Neighborhood, this timeless Colonial style home, built in 1977, unfolds across 2,267 sq/ft of thoughtfully arranged living space and features incredible storage areas (including a double car garage with loft!) Four well appointed bedrooms and two and a half baths offer a comfortable sanctuary for homeowners. The primary bedroom also

    Francis O'Driscoll Higgins Group Bedford Square

    1009 High St, Fairfield, CT 06824
  • Unlisted Address

    $1,605,000 Sold Aug 06, 2025

    • 2,446 Sq Ft
    • $656/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    Unlisted Address

    Stunning Updated Colonial in the Heart of Fairfield Beach Welcome to this beautifully updated, sun-filled Colonial located in the highly sought-after Fairfield Beach neighborhood. This spacious home offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout perfect for modern living. The tastefully renovated kitchen features quartz countertops, a large island, herringbone backsplash, updated

    Annie Kruger Brown Harris Stevens

    Unlisted Address
  • 261 High St, Fairfield, CT 06824
    261 High St, Fairfield, CT 06824
    261 High St, Fairfield, CT 06824
    /20

    $624,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    261 High St, Fairfield, CT 06824

    Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

    Basil Amso RE/MAX Right Choice

    261 High St, Fairfield, CT 06824
  • 975 Flintlock Rd, Southport, CT 06890

    $2,405,000 Sold Aug 06, 2025

    • 4,386 Sq Ft
    • $548/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    975 Flintlock Rd, Southport, CT 06890

    Tucked away at the end of a peaceful cul-de-sac in one of Southport's most sought-after neighborhoods, this exceptional residence merges timeless design with thoughtful modern upgrades. A Western exposure bathes the home in golden afternoon light, an entertainer's dream & a rare find in the area. The heart of the home is its reimagined kitchen & great room. Expanded & designed to impress. The

    Timothy Dailey Higgins Group Real Estate

    975 Flintlock Rd, Southport, CT 06890
  • 545 Shrub Oak Ln, Fairfield, CT 06824
    545 Shrub Oak Ln, Fairfield, CT 06824
    545 Shrub Oak Ln, Fairfield, CT 06824
    /40

    $2,175,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,343 Sq Ft

    545 Shrub Oak Ln, Fairfield, CT 06824

    Welcome to 545 Shrub Oak Lane, an expanded Colonial on 2 private acres in Greenfield Hill. This home sits on a beautifully flat front yard that enhances its curb appeal. Fully renovated in 2012, the family room and oversized kitchen is the heart of the home. The custom designed kitchen has an 10 foot mahogany island with granite countertops, walk-in panty, and mahogany wood framed glass doors

    Christine Howard William Raveis Real Estate

    545 Shrub Oak Ln, Fairfield, CT 06824
  • 1510 Congress St, Fairfield, CT 06825

    $970,000 Sold Aug 06, 2025

    • 2,588 Sq Ft
    • $375/SF
    • 97 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1982

    1510 Congress St, Fairfield, CT 06825

    Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer. Thoughtfully equipped with premium touches, this four bedroom, 2.5 bath home boasts Bosch appliances, custom cabinetry, quartz countertops, hardwood floors throughout, exquisite light fixtures, and a seamless floorplan. All bedrooms

    Katherine Fassman Higgins Group Real Estate

    1510 Congress St, Fairfield, CT 06825
  • 301 Weeping Willow Ln, Fairfield, CT 06825
    301 Weeping Willow Ln, Fairfield, CT 06825
    301 Weeping Willow Ln, Fairfield, CT 06825
    /27

    $520,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    301 Weeping Willow Ln, Fairfield, CT 06825

    Welcome to 301 Weeping Willow, a rare opportunity in a prime Fairfield location tucked away on a peaceful cul-de-sac. Whether you're an investor searching for a high-demand Sacred Heart University rental, a flipper ready for your next project, or a buyer looking to create your dream home, this property is filled with potential. This 4-bedroom, 2.5-bath home offers 1,300 square feet of finished

    Matthew Hyde William Raveis Real Estate

    301 Weeping Willow Ln, Fairfield, CT 06825
  • 676 Fairfield Beach Rd, Fairfield, CT 06824

    $1,422,500 Sold Aug 05, 2025

    • 2,274 Sq Ft
    • $626/SF
    • 28 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    676 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to a surprise & hidden gem in the beach neighborhood & steps to miles of sandy beaches. This STAND ALONE townhouse home offers the perfect coastal living lifestyle w/ modern updates & spacious design. Enjoy exclusive access to your private beach for association homeowners only, ideal for relaxing & walking along the coast. Colorful sunsets, sea breezes & views of LI Sound & tranquil

    Jackie Davis William Raveis Real Estate

    676 Fairfield Beach Rd, Fairfield, CT 06824
  • 11 Twin Brooks Ln, Fairfield, CT 06824
    11 Twin Brooks Ln, Fairfield, CT 06824
    11 Twin Brooks Ln, Fairfield, CT 06824
    /21

    $699,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    11 Twin Brooks Ln, Fairfield, CT 06824

    Opportunity Knocks for this perfect opportunity for renovation or expansion in prime Location! Nestled on a quiet lower Greenfield Hill cul-de-sac with a peaceful yard, this solidly built home is being sold as-is, where-is with no representation of electric, plumbing, or mechanical systems. TOWN VARIANCE IS IN PLACE FOR EXPANSION and for adding a second story, providing incredible potential to

    Michael Traum RE/MAX Heritage

    11 Twin Brooks Ln, Fairfield, CT 06824
  • 40 Fairfield Beach Rd, Fairfield, CT 06824

    $3,000,000 Sold Aug 05, 2025

    • 3,774 Sq Ft
    • $795/SF
    • 32 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    40 Fairfield Beach Rd, Fairfield, CT 06824

    Unobstructed views of Long Island Sound, a bespoke beach path steps from your front door & a heated, saltwater, gunite pool w/waterfall framed by seagrass & sky--your Hamptons retreat awaits, right here in Fairfield County. Exquisite renovation completed in 2025 w/a refined coastal palette & curated designer finishes, this home is flooded w/natural light & features a show-stopping chef's kitchen

    Kate Cacciatore William Raveis Real Estate

    40 Fairfield Beach Rd, Fairfield, CT 06824
  • 685 Fairfield Beach Rd Unit 685, Fairfield, CT 06824

    $2,500,000 Sold Aug 05, 2025

    • 2,866 Sq Ft
    • $872/SF
    • 18 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    685 Fairfield Beach Rd Unit 685, Fairfield, CT 06824

    PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM ON WEDNESDAY 6/18/25. Welcome to the most coveted view on Fairfield Beach-where sunrise greets you over the Sound, framed perfectly by the Penfield Lighthouse and an endless horizon. Set on an elevated point in the exclusive Burr Court enclave, this 4BR, 3BA direct waterfront home offers panoramic east-facing vistas thanks to staggered lot lines and

    Cindy Raney Coldwell Banker Realty

    685 Fairfield Beach Rd Unit 685, Fairfield, CT 06824
  • 105 Blake Dr, Fairfield, CT 06824

    $1,150,000 Sold Aug 05, 2025

    • 1,954 Sq Ft
    • $589/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    105 Blake Dr, Fairfield, CT 06824

    Welcome to the home that resets every expectation. Set on a peaceful cul-de-sac w/sweeping unobstructed vistas & walking distance to town, beach & Metro-North, 105 Blake Drive is a masterfully reimagined coastal haven. Every inch of this 3 BR, 2 BA home has been renovated & exudes bespoke luxury rarely found at this price point. The kitchen stuns at first glance; a coastal showpiece w/custom

    Kate Cacciatore William Raveis Real Estate

    105 Blake Dr, Fairfield, CT 06824
  • 245 Unquowa Rd Unit 30, Fairfield, CT 06824

    $555,000 Sold Aug 05, 2025

    • 1,029 Sq Ft
    • $539/SF
    • 34 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1964

    245 Unquowa Rd Unit 30, Fairfield, CT 06824

    In FAIRFIELD'S VIBRANT TOWN CENTER, set among exquisitely landscaped walking paths, welcome to this freshly updated 2nd floor Mosswood Condo! Enter at the front door in the courtyard or closer to the reserved parking space via the deck entrance. Open Living/Dining Room leads to the newly refreshed Kitchen, featuring solid surface countertop & sink, chic tiled backsplash, new refrigerator and

    Patty Eilenberg Berkshire Hathaway NE Prop.

    245 Unquowa Rd Unit 30, Fairfield, CT 06824
  • 147 Trillium Rd, Fairfield, CT 06824

    $1,705,000 Sold Aug 05, 2025

    • 4,176 Sq Ft
    • $408/SF
    • 38 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1971

    147 Trillium Rd, Fairfield, CT 06824

    HIGHEST AND BEST BY MONDAY FEBRUARY 24th AT 5PM. This one checks all the boxes. 4-bedroom Colonial situated at the end of a cul-de-sac with a heated in ground pool and a large patio with outdoor kitchen and firepit. The large center hallway leads to a living room with fireplace, extra-large entertaining dining room which is open to chef's kitchen with 48" Wolf gas range with double oven, wet bar

    Robert Richter Coldwell Banker Realty

    147 Trillium Rd, Fairfield, CT 06824
  • 110 Wellington Dr, Fairfield, CT 06824

    $1,650,000 Sold Aug 04, 2025

    • 2,970 Sq Ft
    • $556/SF
    • 74 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1982

    110 Wellington Dr, Fairfield, CT 06824

    Please submit highest and best by 1pm Monday 5/19/25. Located on a storybook cul-de-sac in Greenfield Hill only 10 minutes from both downtown Fairfield + Westport, this beautifully updated 4-bedroom Colonial offers more than a home-it's a lifestyle. Here, kids ride bikes until sunset, neighbors gather and lemonade stands pop up in the summer sun. Set on two peaceful acres this light-filled home

    Cindy Raney Coldwell Banker Realty

    110 Wellington Dr, Fairfield, CT 06824
  • 135 Warner Hill Rd, Southport, CT 06890

    $1,335,000 Sold Aug 04, 2025

    • 3,640 Sq Ft
    • $367/SF
    • 64 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    135 Warner Hill Rd, Southport, CT 06890

    Wonderful opportunity to live in highly desirable Southport CT! Ideally situated on 1.59 acre property, just 2 miles from scenic Southport Village, Harbor & Train Step inside to discover an open floor plan designed for comfort and entertaining. The spacious living room, featuring a wood-burning fireplace, sets a warm tone as you enter. The recently upgraded kitchen, complete with a center

    Katie O'Grady Compass Connecticut, LLC

    135 Warner Hill Rd, Southport, CT 06890

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