Fairfield, CT Homes

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  $1,225,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,146 Sq Ft

  88 Middlebrook Dr, Fairfield, CT 06824

  Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a

  Ken Banks William Raveis Real Estate

  88 Middlebrook Dr, Fairfield, CT 06824
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  /15

  $4,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,757 Sq Ft
  • House for Rent

  658 Winnepoge Dr, Fairfield, CT 06825

  This adorable Lake Hills Cape is walking distance to one of the five beaches. Spend your summer paddling, swimming, fishing and participating in many of the association sponsored activities. Three Bedrooms including first floor Primary with Full Bath. Updated Kitchen and Baths. Wood floors throughout, recently painted and windows replaced. Spacious Family Room addition has sliders to deck that

  Leann Ratner William Raveis Real Estate

  658 Winnepoge Dr, Fairfield, CT 06825
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  $1,940,000 Sold Nov 06, 2025

  93 Millspaugh Dr, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,440 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $437/SF
  • 34 Days On Market

  Current Estimated Value $1,870,505

  Last Listing Agent Ken Betza Higgins Group Real Estate

  93 Millspaugh Dr, Fairfield, CT 06824
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  Est $1,995,911 Not Listed For Sale

  200 Fence Row Dr, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 5,206 Sq Ft
  • Built 1988

  200 Fence Row Dr, Fairfield, CT 06824

  Last Sold Summary

  • 12% Above List Price
  • $342/SF
  • 87 Days On Market

  Last Sold Price $1,780,000

  Last Listing Agent Krista Alecia Coldwell Banker Realty
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  /31

  $799,000

  • 2 Beds
  • 3 Baths
  • 1,569 Sq Ft

  160 Glengarry Rd Unit 160, Fairfield, CT 06825

  Come to Woodfield Village where the living is easy. This amazing corner unit offers effortless living on all levels. Don't want stairs? The primary bedroom is on the main level and features a beautiful newer bathroom with a walk-in shower, plus access to a large deck overlooking the woods and manicured open space. The deck has a gas hook-up for barbecuing and is also accessed from the great

  Barbara Bross Coldwell Banker Realty

  160 Glengarry Rd Unit 160, Fairfield, CT 06825
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  $2,200 - $2,900 total monthly price

  • 1 - 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,1 bath units. Or 1 bedroom 1 bath open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

  528 Black Rock Turnpike, Fairfield, CT 06825
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  $2,550,000 Sold Jun 26, 2025

  97 Benson Place, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,347 Sq Ft
  • Built 2016

  Last Sold Summary

  • $587/SF
  • 31 Days On Market

  Current Estimated Value $2,747,163

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  97 Benson Place, Fairfield, CT 06824
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  Est $2,764,370 Not Listed For Sale

  100 Beagling Hill Cir, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 6,805 Sq Ft
  • Built 1990

  100 Beagling Hill Cir, Fairfield, CT 06824

  Last Sold Summary

  • 19% Above List Price
  • $341/SF
  • 0 Days On Market

  Last Sold Price $2,320,000

  Last Listing Agent Terry Keegan Fairfield County Real Estate
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  $1,349,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,760 Sq Ft

  3674 Congress St, Fairfield, CT 06824

  HIGHEST & BEST DUE BY SUNDAY 2/22 9PM. Discover this charming home, originally built in 1945, in the heart of Greenfield Hill, boasting 3 spacious bedrooms and 2.5 baths with large rooms throughout for comfortable living. The inviting updated, eat-in kitchen features a central island, modern appliances, and plenty of storage. Three wood-burning fireplaces on the first floor with beautiful hearths

  Veronica Monahan Compass Connecticut, LLC

  3674 Congress St, Fairfield, CT 06824
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  $2,000 total monthly price

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

  261 Millard St Unit 5B, Fairfield, CT 06824

  Bright and inviting second floor one bedroom condo with hardwood floors, a galley kitchen with granite counters and an updated bath. HEAT AND HOT WATER INCLUDED IN THE RENT! Ideally located between downtown Fairfield and the beach, providing easy access to shops, restaurants, Metro North and the shoreline. Additional features include a clean and well maintained on-site laundry facility, a secure

  Lisa Duguay Berkshire Hathaway NE Prop.

  261 Millard St Unit 5B, Fairfield, CT 06824
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  $1,560,000 Sold Jan 13, 2026

  85 Patrick Dr, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Above List Price
  • $530/SF
  • 60 Days On Market

  Current Estimated Value $1,502,411

  Last Listing Agent Jackie Davis William Raveis Real Estate

  85 Patrick Dr, Fairfield, CT 06824
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  Est $2,015,384 Not Listed For Sale

  1446 Cross Hwy, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 4,899 Sq Ft
  • Built 1899

  1446 Cross Hwy, Fairfield, CT 06824

  Last Sold Summary

  • 6% Above List Price
  • $388/SF
  • 29 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Terry Keegan Fairfield County Real Estate
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  $1,299,000

  • 4 Beds
  • 4 Baths
  • 3,098 Sq Ft

  126 Rolling Hills Dr, Fairfield, CT 06824

  Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully

  Cindy Raney Coldwell Banker Realty

  126 Rolling Hills Dr, Fairfield, CT 06824
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  $3,900 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  294 Berkeley Rd Unit 294 Berkeley Road, Fairfield, CT 06825

  This property is an amazing 4 bedroom 1.5 bathroom apartment with all new appliances and vinyl flooring. It is 900 square foot with plenty of room. Ideal for families. Furthermore, there is ALDI, Planet Fitness, Subway, Dunkin Donuts, and Stop & Shop all within walking distance. This rental is available starting September 1, 2025.

  294 Berkeley Rd Unit 294 Berkeley Road, Fairfield, CT 06825
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  $275,000 Sold Jan 08, 2026

  160 Fairfield Woods Rd Unit 35, Fairfield, CT 06825

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1965

  Last Sold Summary

  • $393/SF
  • 43 Days On Market

  Current Estimated Value $276,310

  Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

  160 Fairfield Woods Rd Unit 35, Fairfield, CT 06825
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  Est $2,648,713 Not Listed For Sale

  1579 Cross Hwy, Fairfield, CT 06824

  • 5 Beds
  • 7 Baths
  • 5,612 Sq Ft
  • Built 1874

  1579 Cross Hwy, Fairfield, CT 06824

  Last Sold Summary

  • 12% Above List Price
  • $422/SF
  • 159 Days On Market

  Last Sold Price $2,370,000

  Last Listing Agent Angela Benzan Higgins Group Bedford Square
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  /23

  $1,348,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,122 Sq Ft

  1091 Round Hill Rd, Fairfield, CT 06824

  A University adjacent property that perfectly blends charm, character and opportunity in a premiere Fairfield location on Round Hill Road. Presented in this highly sought-after neighborhood, this home lives like a four bedroom with spaces and places for gathering in groups or peeling away to find a private reprieve. With a flexible layout this gem is for both savvy investors and those looking to

  Susan Vanech Compass Connecticut, LLC

  1091 Round Hill Rd, Fairfield, CT 06824
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  $3,900 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,195 Sq Ft
  • Townhouse for Rent

  82 Sunrise Ave, Fairfield, CT 06824

  Beautiful and spacious townhome close to the center of Fairfield and all the amenities the town has to offer. As you enter you will see the expansive kitchen and living room with a fireplace. Off the kitchen is another light filled room for dining or other uses and includes a half bathroom. Upstairs you will find three generous sized bedrooms and a full bathroom. Adding to the allure of the home

  Vincent Engingro William Raveis Real Estate

  82 Sunrise Ave, Fairfield, CT 06824
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  $540,000 Sold Dec 18, 2025

  709 Tunxis Hill Rd, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,409 Sq Ft
  • Built 1919

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 30 Days On Market

  Current Estimated Value $531,762

  Last Listing Agent Joseph Muratori Coldwell Banker Realty

  709 Tunxis Hill Rd, Fairfield, CT 06825
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  Est $1,636,807 Not Listed For Sale

  40 Victoria Ct, Fairfield, CT 06824

  • 4 Beds
  • 6 Baths
  • 5,064 Sq Ft
  • Built 1978

  40 Victoria Ct, Fairfield, CT 06824

  Last Sold Summary

  • 21% Above List Price
  • $267/SF
  • 37 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Sarah Fair William Raveis Real Estate
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  $3,750,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  $3,750 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • House for Rent

  132 Toll House Ln, Fairfield, CT 06825

  Remodeled and Ready for a great tenant. Living all on one floor! A bonus screened in back deck. Perfectly situated in one of Fairfield's most desirable neighborhoods, this inviting residence is ideal for those seeking comfort, quality, and convenience. Featuring three spacious bedrooms and two full bathrooms, this home has been completely updated with modern finishes and stylish details. A bright

  Elizabeth Altobelli William Raveis Real Estate

  132 Toll House Ln, Fairfield, CT 06825
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  $1,699,000 Sold Aug 20, 2025

  1846 Mill Plain Rd, Fairfield, CT 06824

  • 5 Beds
  • 4 Baths
  • 4,250 Sq Ft
  • Built 2025

  Last Sold Summary

  • $400/SF
  • 28 Days On Market

  Current Estimated Value $1,627,854

  Last Listing Agent Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
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  Est $2,110,971 Not Listed For Sale

  999 Merwins Ln, Fairfield, CT 06824

  • 6 Beds
  • 8 Baths
  • 5,949 Sq Ft
  • Built 2013

  999 Merwins Ln, Fairfield, CT 06824

  Last Sold Summary

  • 19% Above List Price
  • $299/SF
  • 209 Days On Market

  Last Sold Price $1,780,000

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  $625,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  688 Wilson St, Fairfield, CT 06825

  Welcome to this charming 2-bedroom, 1-bath Colonial nestled in the highly desirable Stratfield section of Fairfield. Brimming with character and timeless appeal, this home showcases beautiful millwork and classic colonial trim throughout, highlighting the craftsmanship and attention to detail that define its New England aesthetic. Upon entering, you are greeted by a nicely proportioned living

  Aaron Goldberg Coldwell Banker Realty

  688 Wilson St, Fairfield, CT 06825
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  $2,200 total monthly price

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

  245 Unquowa Rd Unit 93, Fairfield, CT 06824

  Located in one of the most popular complexes, this unit is within easy walking distance of the metro north station and all of the downtown amenities. You can live here without the need of a car, yet still have access to everything. Unit is clean, and neat with an in unit washer dryer to further enhance its convenience.

  Tom Hanson BHGRE Shore & Country

  245 Unquowa Rd Unit 93, Fairfield, CT 06824
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  $1,150,000 Sold Jul 18, 2025

  407 Meadowbrook Rd, Fairfield, CT 06824

  • 5 Beds
  • 2.5 Baths
  • 2,840 Sq Ft
  • Built 1927

  Last Sold Summary

  • 15% Above List Price
  • $405/SF
  • 10 Days On Market

  Current Estimated Value $1,160,765

  Last Listing Agent Skylar Smith William Raveis Real Estate

  407 Meadowbrook Rd, Fairfield, CT 06824
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  Est $2,709,438 Not Listed For Sale

  201 Queens Grant Rd, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 5,630 Sq Ft
  • Built 1975

  201 Queens Grant Rd, Fairfield, CT 06824

  Last Sold Summary

  • 3% Below List Price
  • $497/SF
  • 15 Days On Market

  Last Sold Price $2,800,000

  Last Listing Agent Kate Cacciatore William Raveis Real Estate
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  $649,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  357 Harvester Rd, Fairfield, CT 06825

  Set on a private half-acre with no rear neighbors, this cheerful ranch offers rare long-term privacy, backing to North Stratfield Elementary and ensuring no future rear development. Located in Fairfield's sought-after Lake Mohegan neighborhood, the home is just minutes from over 170 acres of trails, recreation, and a summer beach. The main level features 1,116 sq ft of bright, one-level living,

  Derek Greene Derek Greene

  357 Harvester Rd, Fairfield, CT 06825
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  /16

  $2,500 total monthly price

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

  44 Churchill St, Fairfield, CT 06824

  Charming, spacious, and beautifully remodeled! Light-filled open rooms with tall windows and gleaming hardwood floors create a warm and inviting feel. The spacious kitchen features a walk-in pantry, wainscoting, quartz counters, new cabinets, and a new fridge. The sunny living room with bay window flows nicely into two generously sized bedrooms with hardwood floors. Enjoy the newly remodeled

  Lindsey Rosen William Pitt Sotheby's Int'l

  44 Churchill St, Fairfield, CT 06824
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  $3,700,000 Sold Jun 02, 2025

  612 Penfield Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,501 Sq Ft
  • Built 2014

  Last Sold Summary

  • $822/SF
  • 15 Days On Market

  Current Estimated Value $3,819,688

  Last Listing Agent Jane Jones Berkshire Hathaway NE Prop.

  612 Penfield Rd, Fairfield, CT 06824
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  Est $1,770,914 Not Listed For Sale

  133 Queens Grant Ln, Fairfield, CT 06824

  • 5 Beds
  • 2.5 Baths
  • 3,654 Sq Ft
  • Built 1977

  133 Queens Grant Ln, Fairfield, CT 06824

  Last Sold Summary

  • 14% Above List Price
  • $426/SF
  • 34 Days On Market

  Last Sold Price $1,555,500

  Last Listing Agent Karen Waldvogel William Raveis Real Estate
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  $950,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  198 Castle Ave, Fairfield, CT 06825

  Refined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architecture with over 1,300+ sq ft of new construction. Originally built in 1941 and significantly expanded, the home offers approximately 2,205 sq ft of living space upon completion (anticipated January 2026). The main level features a bright, open layout with remodeled living and dining areas and hardwood flooring

  Tatiana Mendoza Coldwell Banker Realty

  198 Castle Ave, Fairfield, CT 06825
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  $3,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • House for Rent

  21b Hoydens Hill Rd, Fairfield, CT 06824

  Fairfield/Easton line. Historic charm meets modern comfort with this quaint country-style cottage, (formally The Old Wilson's Mill) located in the desirable Greenfield Hill section of Fairfield right off exit 27/Merritt Pkwy less than a 50 min drive to NY. Minutes from Fairfield's Business District, retail, restaurants, banks and healthcare providers. This vintage standalone 7 room cottage,

  Martha Sutton Gina Jacobs Real Estate

  21b Hoydens Hill Rd, Fairfield, CT 06824
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  $3,525,000 Sold Feb 24, 2026

  2101 Fairfield Beach Rd, Fairfield, CT 06824

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Above List Price
  • $1,175/SF
  • 46 Days On Market

  Current Estimated Value $3,414,832

  Last Listing Agent Jackie Davis William Raveis Real Estate

  2101 Fairfield Beach Rd, Fairfield, CT 06824
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  Est $2,042,585 Not Listed For Sale

  111 Queens Grant Ln, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft
  • Built 1978

  111 Queens Grant Ln, Fairfield, CT 06824

  Last Sold Summary

  • 9% Above List Price
  • $554/SF
  • 34 Days On Market

  Last Sold Price $1,880,000

  Last Listing Agent Shoshana Snyder William Raveis Real Estate
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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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  $14,000 total monthly price

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

  928 Reef Rd, Fairfield, CT 06824

  ACADEMIC RENTAL 27/28 AND 28/29 .STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New 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

  Helene Salerno Ogents, LLC

  928 Reef Rd, Fairfield, CT 06824
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  $580,000 Sold Apr 25, 2025

  126 Churchill St, Fairfield, CT 06824

  • 4 Beds
  • 1 Bath
  • 1,787 Sq Ft
  • Built 1953

  Last Sold Summary

  • 23% Above List Price
  • $325/SF
  • 16 Days On Market

  Current Estimated Value $594,664

  Last Listing Agent Benjamin Howell Coldwell Banker Realty

  126 Churchill St, Fairfield, CT 06824
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  Est $2,747,237 Not Listed For Sale

  242 Jessica Ln, Southport, CT 06890

  • 5 Beds
  • 6 Baths
  • 5,804 Sq Ft
  • Built 1990

  242 Jessica Ln, Southport, CT 06890

  Last Sold Summary

  • 5% Above List Price
  • $452/SF
  • 60 Days On Market

  Last Sold Price $2,625,000

  Last Listing Agent Jackie Davis William Raveis Real Estate

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