Fairfield, CT Homes

• 

  

  

  /40

  $1,650,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  264 Harvester Rd, Fairfield, CT 06825

  Stunning modern new construction offering high-end finishes and sophisticated design throughout. Exterior showcases white Hardie board siding, galvanized metal roof accents, oversized grey windows, and a sleek modern glass garage door. The large windows and an 8-foot slider flood the interior with natural light and provide seamless access to the backyard. Inside, white oak floors run throughout

  Basil Amso RE/MAX Right Choice

  264 Harvester Rd, Fairfield, CT 06825
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  /20

  $2,695 - $4,080 per month plus fees

  Trademark Fairfield

  Studio - 2 Beds

  665 Commerce Dr, Fairfield, CT 06825

  Trademark living is quintessentially connected; adjacent to the Fairfield Metro station,atop a curated collection of shops, and moments from downtown Fairfields restaurant-lined main street.

  665 Commerce Dr, Fairfield, CT 06825
• 

  $775,000 Sold Oct 30, 2025

  • 2,800 Sq Ft
  • $277/SF
  • 61 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  68 Hawthorne Dr, Fairfield, CT 06825

  Welcome to this charming ranch-style home nestled on a spacious 1/2-acre lot in the highly sought-after Stratfield area of Fairfield. Boasting 3 generous bedrooms and 2.5 bathrooms, this home offers the perfect blend of comfort and style. You'll immediately notice the beautiful wood floors that flow seamlessly throughout the home, enhancing the warm, inviting atmosphere. With two cozy fireplaces,

  Nancy Freedman William Pitt Sotheby's Int'l

  68 Hawthorne Dr, Fairfield, CT 06825
• 

  Est $1,791,139 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,890 Sq Ft

  2606 Congress St, Fairfield, CT 06824

  2606 Congress St, Fairfield, CT 06824
• 

  

  

  /40

  $1,250,000

  • 5 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  112 Eastwood Rd, Fairfield, CT 06825

  Welcome to 112 Eastwood Road ~ nestled on one of Stratfield's most sought after streets, this timeless classic 1929 Colonial home offers 5 bedrooms and 3.5 baths. Welcome guests onto your front porch and into the gracious foyer that sets the tone for this home offering both classic vibes and modern comfort. You won't believe the generous room scale this home offers, coupled with the amount of

  Kate Meyer William Raveis Real Estate

  112 Eastwood Rd, Fairfield, CT 06825
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  /32

  $8,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • House for Rent

  8 Millard St, Fairfield, CT 06824

  Exquisitely updated ranch-style home situated on a quiet cul-de-sac in the coveted beach area as well as just steps to Fairfield's vibrant downtown and the train station. This inviting, newly renovated home features a wonderful open floor plan and is filled with natural light, enhanced by multiple skylights throughout. Step into the welcoming living room featuring a wood burning fireplace, large

  Carrie Sakey Coldwell Banker Realty

  8 Millard St, Fairfield, CT 06824
• 

  $1,200,000 Sold Oct 30, 2025

  • 2,164 Sq Ft
  • $555/SF
  • 20 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  115 Dwight St, Fairfield, CT 06824

  PLEASE SUBMIT OFFERS BY 6/3/25 AT 11:00 AM Welcome to "The Sunshine House"- that's what the current owner lovingly calls this charming and tastefully expanded Cape located at the end of one of the few cul-de-sacs in the coveted Fairfield Beach area. This 4 bedroom / 2full bath home offers over 2,100 square feet of light-filled living space and has been freshly painted throughout. Step into a

  Christine Ward Berkshire Hathaway NE Prop.

  115 Dwight St, Fairfield, CT 06824
• 

  Est $2,501,775 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,332 Sq Ft

  561 Penfield Rd, Fairfield, CT 06824

  561 Penfield Rd, Fairfield, CT 06824
• 

  

  /39

  $1,539,000

  • 5 Beds
  • 4.5 Baths
  • 4,073 Sq Ft

  1207 Stillson Rd, Fairfield, CT 06824

  Come home to your own private retreat tucked away in the sought-after University Area situated on just under an acre, room for a pool and outdoor activities. With over 4,000 sq feet of beautifully designed living space, this home offers a flexible floor plan perfect for modern living and entertaining. The main level features a grand two-story foyer, an expansive family room with fireplace, and a

  John Hackett William Raveis Real Estate

  1207 Stillson Rd, Fairfield, CT 06824
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  /29

  $4,978 - $6,950 total monthly price

  The Anchorage

  Studio - 2 Beds

  333 Unquowa Rd, Fairfield, CT 06824

  The Anchorage was created to bring a new kind of living to Fairfield?one where you can kick back on a column-lined porch, host an outdoor dinner party, or take a quick drive to a sandy dune-lined beach. Every apartment at The Anchorage was built to be your own personal haven. Minimal contemporary design touches, paired with high-end finishes and light-filled layouts provide the perfect

  333 Unquowa Rd, Fairfield, CT 06824
• 

  $1,500,000 Sold Oct 29, 2025

  • 3,194 Sq Ft
  • $470/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  83 Mailands Rd, Fairfield, CT 06824

  Welcome to 83 Mailands Road ~ Tucked away on one of the most desirable cul-de-sacs in Fairfield's sought-after University area, this sunny and beautiful 4-bedroom Colonial offers classic charm combined with modern convenience. The home features a double-height great room with fireplace, flooding the space with natural light and creating an inviting atmosphere for entertaining and everyday living.

  Amanda Thaw The Riverside Realty Group

  83 Mailands Rd, Fairfield, CT 06824
• 

  Est $477,525 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,011 Sq Ft

  170 Jennings Rd, Fairfield, CT 06825

  170 Jennings Rd, Fairfield, CT 06825
• 

  

  /40

  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 3,159 Sq Ft

  226 Ruane St, Fairfield, CT 06824

  Welcome to your dream come true lifestyle in the heart of Fairfield's coveted beach/town community-where coastal charm meets everyday convenience. This brand-new modern Colonial is more than a home, it's an upgraded living experience. Imagine morning walks to South Pine Creek Beach, afternoons on the tennis courts or golf course & evenings dining at vibrant restaurants, live music & theatres

  Julie Vanderblue Higgins Group Real Estate

  226 Ruane St, Fairfield, CT 06824
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  /14

  $3,300 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 2,894 Sq Ft
  • Townhouse for Rent

  57 Dalewood Ave Unit 59, Fairfield, CT 06824

  Welcome to this beautifully updated 3-bedroom, 2-bath side-by-side duplex in Fairfield's sought-after Grasmere neighborhood-just moments from vibrant Black Rock, the Metro North station, and all your favorite shops and cafes. Step inside to a bright and comfortable living space with an eat-in kitchen, a handy first-floor half bath, and two cozy upstairs bedrooms with a full bath. A finished

  John Desmarais Coldwell Banker Realty

  57 Dalewood Ave Unit 59, Fairfield, CT 06824
• 

  $449,000 Sold Oct 29, 2025

  • 1,441 Sq Ft
  • $312/SF
  • 44 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  244 Tunxis Hill Cut Off, Fairfield, CT 06825

  Rare opportunity to purchase this beautiful tri-level Townhouse in Fairfield w/minimal expenses. Brand New Roof 8/2025, New Living Room Skylights 8/2025, New Siding 2024, No assessments, Low HOA $375/mo. The unit offers: a bright & sunny eat-in-kitchen w/plenty of cabinet storage, a Dining Room that seats a minimum of 8 w/room for breakfront/server and more, a spacious sunken light-filled Living

  Pamela Blecker Keller Williams Realty Partner

  244 Tunxis Hill Cut Off, Fairfield, CT 06825
• 

  Est $778,753 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  77 Arbor Dr, Southport, CT 06890

  77 Arbor Dr, Southport, CT 06890
• 

  

  /39

  $1,495,000

  • 5 Beds
  • 2.5 Baths
  • 3,469 Sq Ft

  478 Crestwood Rd, Fairfield, CT 06824

  Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

  Wendy Ryan Brown Harris Stevens

  478 Crestwood Rd, Fairfield, CT 06824
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  /16

  $3,000 per month plus fees

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Condo for Rent

  186 Grasmere Ave Unit 1, Fairfield, CT 06824

  Property Id: 2173397Within walking distance to the Fairfield Black Rock Metro-North train station, this charming first-floor unit offers classic details and a convenient location. The spacious layout includes three bedrooms, a living room, dining room, and an eat-in kitchen, featuring original hardwood floors, paneled wood doors, and a cozy porch for relaxing. Basement is a full

  186 Grasmere Ave Unit 1, Fairfield, CT 06824
• 

  $910,000 Sold Oct 29, 2025

  • 2,591 Sq Ft
  • $351/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  24 Warsaw St, Fairfield, CT 06825

  Tucked at the end of a quiet cul-de-sac, 24 Warsaw Street offers a perfect blend of timeless design and modern updates-bright, inviting, and completely move-in ready. A spacious foyer sets the tone for airy interiors with 9-foot ceilings, gleaming hardwood floors, and an oversized living room centered around a gas fireplace. The eat-in kitchen is designed for both style and function, featuring

  Shoshana Snyder William Raveis Real Estate

  24 Warsaw St, Fairfield, CT 06825
• 

  Est $1,673,507 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft

  936 Kings Hwy W, Southport, CT 06890

  936 Kings Hwy W, Southport, CT 06890
• 

  

  /40

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 3,597 Sq Ft

  153 Pease Ave, Southport, CT 06890

  Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

  Basil Amso RE/MAX Right Choice

  153 Pease Ave, Southport, CT 06890
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  /36

  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 855 Sq Ft
  • Apartment for Rent

  76 Nichols Ave, Fairfield, CT 06825

  Welcome to 76 Nichols Avenue in the desirable Tunxis Hill area of Fairfield! Clean and quiet third-floor 2-bedroom, 1-bath apartment offering comfort, convenience and charm. Located in a well-maintained property close to shopping, restaurants, public transportation, golf and Fairfield's award-winning schools. The bright kitchen features a newer stainless steel gas range and microwave, opening to

  Brian Appel Higgins Group Real Estate

  76 Nichols Ave, Fairfield, CT 06825
• 

  $710,000 Sold Oct 29, 2025

  • 2,166 Sq Ft
  • $328/SF
  • 52 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  5 Random Rd, Fairfield, CT 06825

  Introducing 5 Random Road! Nestled in the sought-after Stratfield section of Fairfield, CT, this very well-maintained split level home offers 2,166 square feet of finished living space with 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath. With in-law potential and a flexible bonus room that could serve as a 5th bedroom, home office, or playroom, this home adapts easily to all

  Gaetano Marra BHGRE Gaetano Marra Homes

  5 Random Rd, Fairfield, CT 06825
• 

  Est $758,222 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,920 Sq Ft

  164 Oxford Rd, Southport, CT 06890

  164 Oxford Rd, Southport, CT 06890
• 

  

  /20

  $1,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
• 

  

  /26

  $4,950 per month plus fees

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • House for Rent

  44 Concord St, Fairfield, CT 06824

  Welcome to your ideal rental opportunity in the charming district of Fairfield, CT! This well-located property offers easy access to local amenities, making it perfect for both relaxation and convenience. With a nearby park, Jennings Beach, just a short stroll away, you can enjoy the outdoors while also being close to delightful restaurants and several department stores.This property

  44 Concord St, Fairfield, CT 06824
• 

  $582,500 Sold Oct 29, 2025

  • 1,124 Sq Ft
  • $518/SF
  • 83 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1918

  130 Massachusetts Ave, Fairfield, CT 06824

  Charming 2-Bedroom Colonial in Fairfield's Grasmere Neighborhood Welcome to this beautifully maintained 2-bedroom, 2-bath Colonial in the desirable Grasmere neighborhood of Fairfield, just blocks from the train station for an easy NYC/New Haven commute! Combining classic charm with thoughtful updates, this home is move-in ready and full of modern conveniences. Step inside to a bright and inviting

  Tiffany French Berkshire Hathaway NE Prop.

  130 Massachusetts Ave, Fairfield, CT 06824
• 

  Est $3,845,172 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,971 Sq Ft

  184 S Gate Ln, Southport, CT 06890

  184 S Gate Ln, Southport, CT 06890
• 

  

  /40

  $1,345,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  117 Turney Rd, Fairfield, CT 06824

  Historic charm meets modern living! This beautifully updated 1919 Colonial blends timeless elegance with today's open concept design.4 bedrooms, 2.5 baths and 2,400sf include a stunning kitchen/dining area flowing into a Family room and columned side porch. Set on .28 acres with extensive gardens, you're just moments from Jennings Beach and the Marina. Fairfield Coastal Living at its finest.

  Sarah Keenan William Pitt Sotheby's Int'l

  117 Turney Rd, Fairfield, CT 06824
• 

  

  /33

  $8,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 4,174 Sq Ft
  • House for Rent

  41 Butternut Ln, Southport, CT 06890

  Nestled on a quiet street off Hulls Highway, this newly refreshed Colonial offers the perfect blend of comfort, privacy, and convenience. Located on a peaceful cul-de-sac with minimal traffic, it's an ideal setting for evening walks and bike rides. Perfectly positioned between Fairfield and Westport, you're just minutes from shops, dining, and the Southport train station. Inside, a classic

  Lori Auerbach Coldwell Banker Realty

  41 Butternut Ln, Southport, CT 06890
• 

  $905,000 Sold Oct 28, 2025

  • 3,208 Sq Ft
  • $282/SF
  • 15 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  12 Cherry Hill Rd, Fairfield, CT 06825

  Open and airy contemporary styled raised ranch awaits! Spacious living and dining room with pocket glass doors leading to custom kitchen with high end appliances. Double wall oven. Beautiful center Island , built in wet bar , desk area and cabinets galore! 4 bedrooms,1st floor office with fireplace. All windows recently replaced. Updated baths. Lower level play room & a family room with fireplace

  Mary Amenda William Pitt Sotheby's Int'l

  12 Cherry Hill Rd, Fairfield, CT 06825
• 

  Est $3,671,690 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 5,795 Sq Ft

  916 Pequot Ave, Southport, CT 06890

  916 Pequot Ave, Southport, CT 06890
• 

  

  /38

  $1,250,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,131 Sq Ft

  300 Winnepoge Dr, Fairfield, CT 06825

  Welcome to 300 Winnepoge, a beautifully appointed home in Fairfield's desirable Lake Hills community. Set on a sun-filled corner lot with a large flat yard, this property combines classic charm with thoughtful updates and private association amenities. Step inside to find a spacious kitchen anchored by a 9' center island, granite countertops, and abundant skylights that flood the space with

  Geo Crume Keller Williams Prestige Prop.

  300 Winnepoge Dr, Fairfield, CT 06825
• 

  

  /20

  $19,213 per month plus fees

  • 7 Beds
  • 8 Baths
  • 9,999 Sq Ft
  • Condo for Rent

  91 Algonquin Rd Unit ID1262033P, Fairfield, CT 06825

  Escape to this magnificent 7-bedroom estate in the tranquil Fairfield neighborhood. This property offers old-world charm, luxurious and fun amenities, and comfortable spaces, perfect for unwinding, recharging, and creating unforgettable memories. Feel at home in this elegant retreat.This stunning property features multiple living areas, a media room, a chef’s kitchen with a butler’s pantry, a

  91 Algonquin Rd Unit ID1262033P, Fairfield, CT 06825
• 

  $1,875,000 Sold Oct 28, 2025

  • 2,981 Sq Ft
  • $629/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1937

  172 Sycamore Ln, Fairfield, CT 06824

  Mill Gate House isn't just another listing - it's the one you've been waiting for. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character but modernized with every detail handled: new furnace, new tankless water heater, central air, pool heater, cedar roof, whole-house generator, irrigation and security systems, plus a gas line

  Lynn Dolan William Pitt Sotheby's Int'l

  172 Sycamore Ln, Fairfield, CT 06824
• 

  Est $3,158,351 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,843 Sq Ft

  1070 Pequot Ave, Southport, CT 06890

  1070 Pequot Ave, Southport, CT 06890
• 

  

  /40

  $1,350,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  357 Oldfield Rd, Fairfield, CT 06824

  **Seller has accepted an offer. Property is Under Deposit. Open House cancelled for both Saturday and Sunday 10/25-10/26. Coastal Chic Meets Modern Living! Discover the idyllic Fairfield lifestyle in this fully renovated 5BR, 2.5BA home, perfectly located between sandy beaches and vibrant town center. Welcome to 357 Oldfield Road - thoughtfully remodeled and designed for style, comfort and ease,

  Carol Langeland William Pitt Sotheby's Int'l

  357 Oldfield Rd, Fairfield, CT 06824
• 

  

  /33

  $3,800 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,297 Sq Ft
  • House for Rent

  30 Catherine St, Fairfield, CT 06824

  Recently updated three bedroom 1.5 bath home in a pleasant, quiet location. Perfect home for anyone. The kitchen is cheerful and awash with soft light with glass sliders leading to the stone patio in the backyard. The living room welcomes you into this gracious home. The dining room is big enough to host holiday dinners. The lower level features a rec-room with a corner dry bar. The yard is level

  Gabrielle DiBianco Higgins Group Bedford Square

  30 Catherine St, Fairfield, CT 06824
• 

  $650,000 Sold Oct 28, 2025

  • 1,589 Sq Ft
  • $409/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  56 Nepas Rd, Fairfield, CT 06825

  Are you looking for a home to make your own? This 4 bedroom, 2 full bath Cape is waiting for someone to update and reclaim it as their own. The home features a separate, 2 car detached garage, and almost a half acre of land. Walk into the living room with hardwood floors (under the rug), an eat in kitchen and a spacious oversized sun-lit family room with a three season porch off of it. There are

  Barbara Zink Coldwell Banker Realty

  56 Nepas Rd, Fairfield, CT 06825
• 

  

  /37

  Est $7,466,882 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,970 Sq Ft

  1095 Pequot Ave, Southport, CT 06890

  1095 Pequot Ave, Southport, CT 06890

Showing Results 41 - 80, Page 2 of 18