Fairfield, CT Homes

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  $3,425,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft

  2101 Fairfield Beach Rd, Fairfield, CT 06824

  Gorgeous waterfront retreat w/ breathtaking panoramic LI Sound views & miles of walkable sandy beach. This exceptional FEMA compliant coastal retreat includes a private boat dock w/ an additional two-car garage on the creek side, creating endless opportunities for waterfront enjoyment. Featuring 3 levels of spacious living, w/ 8 rooms & 4 full baths, thoughtfully designed for everyday living &

  

  Jackie Davis

  William Raveis Real Estate

  (475) 271-4633

  2101 Fairfield Beach Rd, Fairfield, CT 06824
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  $4,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890

  Welcome home to 28 Mill Hill Road #28! This first-floor ranch style condo in Southport Woods presents a great opportunity to enjoy living in a sought-after community. Designed for effortless one level living, this move-in ready home offers both a gracious front entrance and a private exterior entry, providing comfort, privacy, and ease. The interior has been updated with fresh paint and newer

  

  Jackie Davis

  William Raveis Real Estate

  (475) 222-1217

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890
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  $715,000 Sold Apr 10, 2025

  64 Papermill Ln, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,163 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Below List Price
  • $331/SF
  • 92 Days On Market

  Current Estimated Value $767,228

  Last Listing Agent Jill Taylor RE/MAX Right Choice

  64 Papermill Ln, Fairfield, CT 06824
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  Est $2,104,815 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,348 Sq Ft

  140 Sherwood Farm Rd, Fairfield, CT 06824

  140 Sherwood Farm Rd, Fairfield, CT 06824
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  $1,049,000 Under Contract

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

  121 Alden St, Fairfield, CT 06824

  PLEASE SUBMIT HIGHEST AND BEST BY SUNDAY EVENING, 1/18. Picture perfect Cape Cod home in the heart of the beach area, move in ready and beautifully updated. Welcome home to 121 Alden Street. This stylish residence shows like a dream offering 7 rooms, including 3 bedrooms (two upstairs and a hard to find main level bedroom) and 2 full baths. The homeowner has made significant home improvements,

  

  Jackie Davis

  William Raveis Real Estate

  (203) 487-5605

  121 Alden St, Fairfield, CT 06824
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  $6,250 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  437 Hulls Farm ~Carriage House~ Rd, Fairfield, CT 06890

  Tucked away on a picturesque six-acre estate between Fairfield and Westport, this restored vintage Carriage House offers a rare blend of privacy, charm, and modern convenience just minutes from Southport Harbor, area beaches, and vibrant dining, shopping, and entertainment. This energy-efficient 2,000-square-foot residence is available beautifully furnished or unfurnished, making it an ideal

  

  Amy Waugh Curry ABR CRS GRI

  Berkshire Hathaway NE Prop.

  (203) 439-5035

  437 Hulls Farm ~Carriage House~ Rd, Fairfield, CT 06890
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  $827,500 Sold May 05, 2025

  58 Southfield Rd, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1938

  Last Sold Summary

  • 10% Above List Price
  • $663/SF
  • 59 Days On Market

  Current Estimated Value $833,953

  Last Listing Agent Ken Banks William Raveis Real Estate

  58 Southfield Rd, Fairfield, CT 06824
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  Est $1,819,311 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,079 Sq Ft

  581 Riverside Dr, Fairfield, CT 06824

  581 Riverside Dr, Fairfield, CT 06824
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  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  145 Brentwood Ave, Fairfield, CT 06825

  Welcome to 145 Brentwood. This beautiful Fairfield townhome offers over 1,800 square feet of modern living across three levels. As you walk up to the main level, you're greeted with tons of natural light, 9 foot ceilings, and beautiful hardwood floors. The sleek kitchen features granite countertops and stainless steel appliances. Your private deck opens right off of your dining area- perfect for

  

  Thomas Bepko

  YellowBrick Real Estate LLC

  (475) 242-4693

  145 Brentwood Ave, Fairfield, CT 06825
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  $6,000 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft
  • House for Rent

  132 Pequot Ave, Southport, CT 06890

  132 Pequot Avenue offers a rare opportunity to rent in the heart of Southport Village. Perfectly positioned just moments from the harbor, shops, dining, and the train station, this beautifully updated two-bedroom home delivers effortless walkability in one of Fairfield County's most sought after neighborhoods. The residence has been thoughtfully renovated with quality finishes throughout.

  

  Jackie Davis

  William Raveis Real Estate

  (203) 693-8342

  132 Pequot Ave, Southport, CT 06890
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  $2,265,000 Sold Jul 16, 2025

  111 Pratt St, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,248 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Above List Price
  • $697/SF
  • 10 Days On Market

  Current Estimated Value $2,238,206

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  111 Pratt St, Fairfield, CT 06824
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  Est $881,832 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,017 Sq Ft

  834 Holland Hill Rd, Fairfield, CT 06824

  834 Holland Hill Rd, Fairfield, CT 06824
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  $675,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  245 Unquowa Rd Unit 2, Fairfield, CT 06824

  COMPLETELY REMODELED, gorgeous and stylish second floor Mosswood condominium. Welcome to 245 Unquowa Road unit #2. This second level home features a beautifully renovated eat-in kitchen outfitted with Quartz countertops, an island with seating, exceptional natural light and abundant cabinetry, ideal for extra storage. The newly refinished hardwood floors, open floor plan and fresh paint all

  

  Lisa Mancini

  William Raveis Real Estate

  (475) 338-3823

  245 Unquowa Rd Unit 2, Fairfield, CT 06824
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  $4,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • House for Rent

  111 Mill Hill Rd, Southport, CT 06890

  Nestled on one of Southport's most beloved streets, 111 Mill Hill Road blends classic charm with turnkey comfort. This 3-bed, 2-bath Cape offers ~2,746 sq ft of living space on nearly an acre-so you get room to breathe, entertain, and unwind. The first level features newly finished hardwood floors and a newer kitchen, with updated baths that keep the day-to-day effortless. A flexible main-floor

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (203) 349-6987

  111 Mill Hill Rd, Southport, CT 06890
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  $625,000 Sold Oct 22, 2025

  270 Oakwood Dr, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $592/SF
  • 17 Days On Market

  Current Estimated Value $623,468

  Last Listing Agent Elizabeth Altobelli William Raveis Real Estate

  270 Oakwood Dr, Fairfield, CT 06824
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  Est $1,708,004 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,136 Sq Ft

  615 Hoydens Hill Rd, Fairfield, CT 06824

  615 Hoydens Hill Rd, Fairfield, CT 06824
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  /22

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  187 Halley Ave, Fairfield, CT 06825

  Investor Opportunity in Desirable Fairfield A rare chance to own a classic 1938 two-family in a sought-after Fairfield location-offering charm, flexibility, and significant upside. Each apartment occupies its own level with a private entrance, creating true separation and broad appeal for tenants or an owner-occupant. The property is located on a residential cul-de-sac street, just minutes to the

  

  Fredda Takacs

  Higgins Group Real Estate

  (475) 325-5705

  187 Halley Ave, Fairfield, CT 06825
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  $2,686 - $3,901 total monthly price

  Creekline at Fairfield

  Studio - 2 Beds

  219 Ash Creek Blvd, Fairfield, CT 06824

  Creekline, a brand new luxury apartment community in the heart of Fairfield, CT. Step into a world of unparalleled elegance and sophistication with our meticulously designed residences, where every detail speaks of quality and refinement. Located just moments from vibrant downtown Fairfield, Creekline offers a perfect blend of urban convenience and suburban tranquility. Elevate your lifestyle at

  219 Ash Creek Blvd, Fairfield, CT 06824
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  $620,000 Sold Mar 07, 2025

  162 Glengarry Rd, Fairfield, CT 06825

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $354/SF
  • 35 Days On Market

  Current Estimated Value $640,752

  Last Listing Agent Veronica Monahan Compass Connecticut, LLC

  162 Glengarry Rd, Fairfield, CT 06825
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  Est $1,816,662 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,853 Sq Ft

  75 Adley Rd, Fairfield, CT 06825

  75 Adley Rd, Fairfield, CT 06825
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  $1,100,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,965 Sq Ft

  139 Field Point Dr, Fairfield, CT 06824

  This is the one you've been waiting for- they RARELY come up for sale! ... Welcome to The Meadows, where a hard to find one-level ranch living meets stunning, unobstructed marsh views,.... and this one checks every box! Enjoy easy single-level living with a spacious floor plan, hardwood floors throughout, crown molding, and sunlight pouring in from every angle. Step into a fabulous large foyer,

  

  Judy Szablak

  Coldwell Banker Realty

  (203) 693-9114

  139 Field Point Dr, Fairfield, CT 06824
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  /18

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,282 Sq Ft
  • Apartment for Rent

  39 Pierce St, Fairfield, CT 06825

  Charming 2/3 Bedroom Apartment with Bonus Finished Attic. Bright and spacious second floor apartment in a well maintained multi family home. The main level features two nicely sized bedrooms, a welcoming living area, a bright eat in kitchen with plenty of natural light, and a heated sunroom for year-round enjoyment. Laminate flooring throughout the main level for easy cleaning and maintenance. A

  Adriana Miller William Raveis Real Estate

  39 Pierce St, Fairfield, CT 06825
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  $1,100,000 Sold Jul 17, 2025

  59 Fairmount Terrace, Fairfield, CT 06825

  • 5 Beds
  • 2.5 Baths
  • 2,564 Sq Ft
  • Built 1914

  Last Sold Summary

  • 18% Above List Price
  • $429/SF
  • 12 Days On Market

  Current Estimated Value $1,071,492

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  59 Fairmount Terrace, Fairfield, CT 06825
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  Est $505,755 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  54 2nd St, Fairfield, CT 06825

  54 2nd St, Fairfield, CT 06825
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  /40

  $1,695,000 Pending

  • 5 Beds
  • 6 Baths
  • 5,136 Sq Ft

  101 Brambley Hedge Cir, Fairfield, CT 06824

  Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury

  Akenmisire Musa The Agency

  101 Brambley Hedge Cir, Fairfield, CT 06824
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  /40

  $2,800 - $3,850 per month plus fees

  5545 Park Fairfield

  1 - 2 Beds

  5545 Park Ave, Fairfield, CT 06825

  Nestled in the heart of Fairfield's Mill River Valley, 5545 Park Fairfield offers a unique balance of luxury apartment living and modern amenities in natural surroundings for a comfortable and convenient living experience. Enjoy a peaceful retreat within walking distance of Sacred Heart University and Fairchild Wheeler Golf Course while only and minutes away from the Trumbull Mall and nearby

  5545 Park Ave, Fairfield, CT 06825
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  $660,000 Sold Apr 08, 2025

  207 Southport Woods Dr Unit 207, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1969

  Last Sold Summary

  • $440/SF
  • 2 Days On Market

  Current Estimated Value $670,302

  Last Listing Agent Shoshana Snyder William Raveis Real Estate

  207 Southport Woods Dr Unit 207, Southport, CT 06890
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  Est $1,600,154 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  51 Elmwood Dr, Southport, CT 06890

  51 Elmwood Dr, Southport, CT 06890
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  $1,500,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
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  /14

  $3,695 total monthly price

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

  78 Unquowa Place, Fairfield, CT 06824

  Ultra Chic 1 Bedroom. The BEST Metro North commuter location in Fairfield County! Contemporary Luxury Meets Urban Chic in Downtown Fairfield Step into Unit #304 at the Fairfield Station Lofts, the premier Metro-North commuter location in Fairfield County, where sleek city sophistication seamlessly fuses with timeless Connecticut charm. Designed by the award-winning Granoff Architects, this

  George Gardone Keller Williams Prestige Prop.

  78 Unquowa Place, Fairfield, CT 06824
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  $620,000 Sold Oct 16, 2025

  58 Post Rd, Fairfield, CT 06824

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Below List Price
  • $396/SF
  • 108 Days On Market

  Current Estimated Value $657,826

  Last Listing Agent Tammy Edwards Coldwell Banker Realty

  58 Post Rd, Fairfield, CT 06824
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  Est $1,863,849 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  2154 Fairfield Beach Rd, Fairfield, CT 06824

  2154 Fairfield Beach Rd, Fairfield, CT 06824
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  $2,950,000

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  An incredible waterside opportunity awaits! Not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the 2025-'26 & '26-'27

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  $3,695 total monthly price

  Fairfield Station Lofts

  1 Bed

  78 Unquowa Place, Fairfield, CT 06824

  Experience elevated living in this luxurious 3-bedroom, 2-bath loft with just shy of 2,200 sq. ft. at Fairfield Station Lofts—a boutique residential community designed and developed by Granoff Architects in the heart of Fairfield, Connecticut. This top-floor residence blends contemporary architecture with refined finishes, offering a lifestyle that feels both sophisticated and

  78 Unquowa Place, Fairfield, CT 06824
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  $785,000 Sold Jun 02, 2025

  60 Prospect Ave, Fairfield, CT 06825

  • 3 Beds
  • 2.5 Baths
  • 1,819 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Above List Price
  • $432/SF
  • 9 Days On Market

  Current Estimated Value $764,802

  Last Listing Agent Ryan Ciambriello Houlihan Lawrence

  60 Prospect Ave, Fairfield, CT 06825
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  Est $2,133,615 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft

  177 High Meadow Rd, Southport, CT 06890

  177 High Meadow Rd, Southport, CT 06890
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  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /9

  $1,500 total monthly price

  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  1838 Black Rock Turnpike Unit 207, Fairfield, CT 06825

  Bright and spacious studio apartment filled with natural light. This clean, comfortable space features laminate flooring, a full kitchen, and a full bath. Rent includes heat, hot water, and trash pick-up. Enjoy central air conditioning, a shared laundry room, and elevator access in the building for added convenience. Close to public transportation, shopping, dining, pharmacy, and health

  Robin Bernier Coldwell Banker Realty

  1838 Black Rock Turnpike Unit 207, Fairfield, CT 06825
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  $590,000 Sold Oct 02, 2025

  293 Barryscott Dr, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,412 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Above List Price
  • $418/SF
  • 71 Days On Market

  Current Estimated Value $496,561

  Last Listing Agent Stacey DiDio Coldwell Banker Realty

  293 Barryscott Dr, Fairfield, CT 06825
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  Est $907,747 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,271 Sq Ft

  298 Pansy Rd, Fairfield, CT 06824

  298 Pansy Rd, Fairfield, CT 06824

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