Fairfield, CT Homes

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  /40

  $1,269,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,959 Sq Ft

  185 Windsor Rd, Fairfield, CT 06824

  Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink,

  Carrie Sakey Coldwell Banker Realty

  185 Windsor Rd, Fairfield, CT 06824
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  /32

  $70,000 Per Month

  • 2 Beds
  • 1 Bath
  • 2,180 Sq Ft
  • Townhouse for Rent

  2144 Fairfield Beach Rd, Fairfield, CT 06824

  Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5

  Michael Menillo Collage Realty

  2144 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $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 $2,701,247

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  97 Benson Place, Fairfield, CT 06824
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  Est $447,175 Not Listed For Sale

  170 Jennings Rd, Fairfield, CT 06825

  • 2 Beds
  • 1 Bath
  • 1,011 Sq Ft
  • Built 1909

  170 Jennings Rd, Fairfield, CT 06825

  Last Sold Summary

  • 12% Above List Price
  • $396/SF
  • 34 Days On Market

  • Last Sold Price $400,000
  • Jan 05, 2024

  Last Listing Agent Nick Selca Lakeshore Realty
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  /33

  $1,349,000 Pending

  • 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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  /39

  $2,650 Per Month

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft
  • Townhouse for Rent

  224 Melville Dr Unit 224, Fairfield, CT 06825

  Beautiful 2 bedroom townhouse / duplex style apartment in the heart of Fairfield! This unit includes 2 parking spaces & laundry in unit. Modern appliances & updated finishes

  Sarah Joyner Compass Connecticut, LLC

  224 Melville Dr Unit 224, Fairfield, CT 06825
• 

  $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 $1,531,692

  Last Listing Agent Jackie Davis William Raveis Real Estate

  85 Patrick Dr, Fairfield, CT 06824
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  Est $726,479 Not Listed For Sale

  164 Oxford Rd, Southport, CT 06890

  • 3 Beds
  • 1 Bath
  • 1,920 Sq Ft
  • Built 1900

  164 Oxford Rd, Southport, CT 06890

  Last Sold Summary

  • 19% Above List Price
  • $318/SF
  • 3 Days On Market

  • Last Sold Price $610,000
  • Jan 31, 2024

  Last Listing Agent Nicole Costantino Keller Williams Realty
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  /38

  $1,299,000 Pending

  • 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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  /13

  $3,200 Per Month

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • House for Rent

  1241 Post Rd, Fairfield, CT 06824

  Luxury apartment located in downtown Fairfield. Enjoy all the wonderful amenities of living in the heart of this town such as the great restaurants, shopping, short distance to train and beaches. This unit offers a custom kitchen with gas range, microwave, refrigerator, dishwasher and washer and dryer. Open floorplan in Living Room and Kitchen with French Doors to balcony. The spacious bedroom

  RACHEL Fowler Coldwell Banker Realty

  1241 Post Rd, Fairfield, CT 06824
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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 $273,512

  Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

  160 Fairfield Woods Rd Unit 35, Fairfield, CT 06825
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  Est $3,600,887 Not Listed For Sale

  184 S Gate Ln, Southport, CT 06890

  • 4 Beds
  • 5.5 Baths
  • 4,971 Sq Ft
  • Built 1966

  184 S Gate Ln, Southport, CT 06890

  Last Sold Summary

  • 4% Below List Price
  • $755/SF
  • 6 Days On Market

  • Last Sold Price $3,755,000
  • Aug 09, 2024

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC
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  /40

  $1,275,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,070 Sq Ft

  3725 Redding Rd, Fairfield, CT 06824

  Nestled in the heart of coveted Greenfield Hill, this beautiful classic New England Colonial blends timeless charm, modern comfort & exceptional privacy. Set on 3.5 picturesque acres, the property feels like a private retreat yet is just minutes from town, beaches & Fairfield's top-rated schools. Designed for everyday living & entertaining, the home offers over 4,000 sq ft of thoughtfully

  Patricia Shea Coldwell Banker Realty

  3725 Redding Rd, Fairfield, CT 06824
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  /13

  $3,000 Per Month

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

  109 Churchill St Unit 3rd Fl, Fairfield, CT 06824

  Spacious and Bright 2 Bedroom Apartment in Fairfield - Fully Renovated and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated 2-bedroom, 3rd-floor apartment, located in a charming 3-family home. This spacious and bright apartment is now available for occupancy, offering a modern living experience with all the amenities you need. Step into the open

  Ellen Garcia Brown Harris Stevens

  109 Churchill St Unit 3rd Fl, Fairfield, CT 06824
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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 $1,632,449

  Last Listing Agent Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
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  Est $3,627,787 Not Listed For Sale

  916 Pequot Ave, Southport, CT 06890

  • 6 Beds
  • 4.5 Baths
  • 5,795 Sq Ft
  • Built 1874

  916 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • $626/SF
  • 66 Days On Market

  • Last Sold Price $3,625,000
  • Apr 27, 2023

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  /40

  $1,200,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,829 Sq Ft

  200 Jackman Ave, Fairfield, CT 06825

  ALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment you arrive. Wisteria, boxwood, climbing hydrangea...the beautifully curated landscaping will draw you in and invite you to explore. Inside, the rooms are elegant yet comfortable, with unique architectural details throughout - from the striking fireplace mantel acquired from a Park Slope brownstone, to

  Lorelei Atwood Higgins Group Real Estate

  200 Jackman Ave, Fairfield, CT 06825
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  /10

  $6,500 Per Month

  • 7 Beds
  • 3 Baths
  • 3,430 Sq Ft
  • House for Rent

  1908 Stratfield Rd, Fairfield, CT 06825

  Welcome to 1908 Stratfield Road! A truly one-of-a-kind rental offering a spacious 7-bedrooms, 3 full bathrooms, featuring beautiful woodwork, an open-concept kitchen and living area and ample off street parking, in a desirable neighborhood. This distinctive residence provides exceptional space and versatility, well suited for large or multigenerational families, professionals, or students. The

  Maura DeVellis Coldwell Banker Realty

  1908 Stratfield Rd, Fairfield, CT 06825
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  $1,007,500 Sold Apr 21, 2026

  84 Algonquin Rd, Fairfield, CT 06825

  • 4 Beds
  • 4 Baths
  • 3,257 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Above List Price
  • $309/SF
  • 19 Days On Market

  Current Estimated Value $920,753

  Last Listing Agent Carol McCullough Berkshire Hathaway NE Prop.

  84 Algonquin Rd, Fairfield, CT 06825
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  Est $3,630,280 Not Listed For Sale

  97 S Gate Ln, Southport, CT 06890

  • 5 Beds
  • 3.5 Baths
  • 4,058 Sq Ft
  • Built 2017

  97 S Gate Ln, Southport, CT 06890

  Last Sold Summary

  • 3% Below List Price
  • $924/SF
  • 64 Days On Market

  • Last Sold Price $3,749,000
  • Jan 10, 2025

  Last Listing Agent Veronica Monahan Compass Connecticut, LLC
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  /9

  $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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  /33

  $5,950 Per Month

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • House for Rent

  1975 Mill Plain Rd, Fairfield, CT 06824

  Beyond a white picket fence, sits this pretty colonial farmhouse close to Fairfield Center w/AMAZING property! You are welcomed onto the property by a semi-circle driveway, a lovely stone patio/path & abundant perennial gardens w/2 outdoor patio areas & lighted paths throughout. You enter through an idyllic wrap around porch & step into the living room fitted w/attractive built-ins & a fabulous

  Lisa Jones Higgins Group Bedford Square

  1975 Mill Plain Rd, 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 $1,157,773

  Last Listing Agent Skylar Smith William Raveis Real Estate

  407 Meadowbrook Rd, Fairfield, CT 06824
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  Est $3,129,966 Not Listed For Sale

  1128 Pequot Ave, Southport, CT 06890

  • 4 Beds
  • 4 Baths
  • 3,288 Sq Ft
  • Built 1926

  1128 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • 5% Below List Price
  • $1,001/SF
  • 0 Days On Market

  • Last Sold Price $3,290,000
  • Dec 01, 2024

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  /5

  $769,000

  • Land
  • 2.07 Acres
  • $371,498 per Acre

  180 Catamount Rd, Fairfield, CT 06824

  Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then

  Mona Cascella William Raveis Real Estate

  180 Catamount Rd, Fairfield, CT 06824
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  /8

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury rentals! New apartment building with 23 units. All inclusive living walking distance to Fairfield Metro Train station. Spacious one bedroom, one bathrooms, open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large baths. Handicap accessible complex, underground parking and elevator. Washer and dryer in complex. Walk to Train, shops,

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike, Fairfield, CT 06825
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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 $3,835,606

  Last Listing Agent Jane Jones Berkshire Hathaway NE Prop.

  612 Penfield Rd, Fairfield, CT 06824
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  Est $7,190,845 Not Listed For Sale

  1099 Pequot Ave, Southport, CT 06890

  • 5 Beds
  • 9 Baths
  • 11,078 Sq Ft
  • Built 1996

  1099 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • 6% Above List Price
  • $614/SF
  • 225 Days On Market

  • Last Sold Price $6,800,000
  • Feb 28, 2025

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  /38

  $675,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,509 Sq Ft

  486 Morehouse Hwy, Fairfield, CT 06825

  Just moments from Lake Mohegan's 170 acre open space, this 4 bedroom expanded Cape offers the kind of location that makes everyday living feel connected to nature. Set back behind a classic stone wall on a beautiful, level .46 acre lot, the home welcomes you with warm character, hardwood floors, a fireplace, and wide plank pegged floors that bring timeless charm to the kitchen and powder room.

  Julie Corrado Coldwell Banker Realty

  486 Morehouse Hwy, Fairfield, CT 06825
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  /29

  $4,200 Per Month

  • 3 Beds
  • 3 Baths
  • 1,109 Sq Ft
  • House for Rent

  709 Tunxis Hill Rd, Fairfield, CT 06825

  Welcome to 709 Tunxis Hill Road! Experience refined rental living in this beautifully updated three-bedroom single-family home, offering exceptional charm, abundant natural light, and thoughtfully designed living spaces throughout. This property showcases an expansive, private backyard and large patio/deck for entertaining or relaxation that seamlessly extends your living space into the outdoors.

  Jocelyn Baum Coldwell Banker Realty

  709 Tunxis Hill Rd, Fairfield, CT 06825
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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 $3,523,222

  Last Listing Agent Jackie Davis William Raveis Real Estate

  2101 Fairfield Beach Rd, Fairfield, CT 06824
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  /37

  Est $6,228,068 Not Listed For Sale

  1095 Pequot Ave, Southport, CT 06890

  • 4 Beds
  • 4.5 Baths
  • 3,970 Sq Ft
  • Built 1978

  1095 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • 11% Below List Price
  • $1,763/SF
  • 238 Days On Market

  • Last Sold Price $7,000,000
  • Sep 28, 2023

  Last Listing Agent Victoria Fingelly Higgins Group Greenwich
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  /39

  $2,799,000

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

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  TWO incredible waterside opportunities await! That's right, 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

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  /30

  $3,900 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • House for Rent

  234 N Pine Creek Rd, Fairfield, CT 06824

  Looking for a convenient location? Look no further. This well maintained home is close to town, train, shopping and restaurants. Interior includes a fabulous kitchen with breakfast bar & granite counter tops, dining room with wet bar, living room with fireplace, sun room, mud room and half bath complete the main floor. Upper level has 3 bedrooms and 2 full bathrooms. Primary bedroom features

  Gail Williams Coldwell Banker Realty

  234 N Pine Creek Rd, Fairfield, CT 06824
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  $635,000 Sold Sep 25, 2025

  125 Vesper St, Fairfield, CT 06825

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Built 1919

  Last Sold Summary

  • 2% Above List Price
  • $335/SF
  • 21 Days On Market

  Current Estimated Value $650,355

  Last Listing Agent Max Dober Keller Williams Prestige Prop.

  125 Vesper St, Fairfield, CT 06825
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  Est $7,334,111 Not Listed For Sale

  1093 Pequot Ave, Southport, CT 06890

  • 5 Beds
  • 8 Baths
  • 9,092 Sq Ft
  • Built 2019

  1093 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • 31% Below List Price
  • $1,171/SF
  • 67 Days On Market

  • Last Sold Price $10,650,000
  • Aug 09, 2024

  Last Listing Agent Jackie Davis William Raveis Real Estate
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  /39

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  153 Woody Ln, Fairfield, CT 06825

  Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. With recent updates including kitchen, bathrooms, sunroom for year-round enjoyment, and a partially finished basement, this home is a perfect blend of modern convenience and classic charm. Additional

  Aziz Seyal William Raveis Real Estate

  153 Woody Ln, Fairfield, CT 06825
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  /18

  $2,600 Per Month

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • House for Rent

  40 Beacon View Dr Unit 2, Fairfield, CT 06825

  Beautifully renovated and ready for you to make it a home. Kitchen has new stainless appliances, including range, refrigerator and dishwasher. White cabinets and gorgeous quartz counter tops are both complimented by the subway tile backsplash. You wont be able to wait to cook your first meal! The spacious living/dining area has a lot of natural light and is open to the kitchen. Two good size

  Silva Christov Keller Williams Prestige Prop.

  40 Beacon View Dr Unit 2, Fairfield, CT 06825
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  $1,000,000 Sold Dec 15, 2025

  2492 Congress St, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 2,273 Sq Ft
  • Built 1929

  Last Sold Summary

  • 16% Above List Price
  • $440/SF
  • 47 Days On Market

  Current Estimated Value $976,514

  Last Listing Agent Tracie and Vicki Team William Raveis Real Estate

  2492 Congress St, Fairfield, CT 06824
• 

  Est $3,016,422 Not Listed For Sale

  989 Pequot Ave, Southport, CT 06890

  • 3 Beds
  • 3.5 Baths
  • 3,834 Sq Ft
  • Built 1998

  989 Pequot Ave, Southport, CT 06890

  Last Sold Summary

  • 10% Above List Price
  • $717/SF
  • 47 Days On Market

  • Last Sold Price $2,750,000
  • Mar 21, 2025

  Last Listing Agent Stacey DiDio Coldwell Banker Realty

Showing Results 161 - 200, Page 5 of 18