Fairfield, CT Homes

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  $2,595,000 Pending

  • 4 Beds
  • 5.5 Baths
  • 3,961 Sq Ft

  1380 Old Academy Rd, Fairfield, CT 06824

  THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM SAT 2/28 . One approaches 1380 Old Academy Road through a stone wall, where a paved drive opens to a gravel courtyard arrival framed by mature trees and open skies. Old Academy is the kind of street where homes feel settled rather than transitional, and where people arrive, put down roots, and tend to stay. Inside,

  Cindy Raney Coldwell Banker Realty

  1380 Old Academy Rd, Fairfield, CT 06824
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  $3,200 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Apartment for Rent

  471 Marlborough Terrace Unit 2, Fairfield, CT 06825

  Spacious and beautifully updated 4 bed, 1 bath second floor apartment in a well-maintained multi-family home. This bright and inviting unit features a modern updated kitchen with stylish cabinetry, updated appliances, and attractive finishes, along with a tastefully renovated bathroom. The generous layout offers plenty of living space and flexibility, while central air conditioning provides

  Geo Crume Keller Williams Realty

  471 Marlborough Terrace Unit 2, Fairfield, CT 06825
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  $725,000 Sold Dec 22, 2025

  1748 Stratfield Rd, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $373/SF
  • 27 Days On Market

  Current Estimated Value $712,194

  Last Listing Agent Christopher Bjorklund William Raveis Real Estate

  1748 Stratfield Rd, Fairfield, CT 06825
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  Est $3,483,863 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

  • 7% Below List Price
  • $755/SF
  • 6 Days On Market

  Last Sold Price $3,755,000

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC
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  $1,775,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  Stunning move-in-ready NEW construction home in Fairfield's highly desirable University area, thoughtfully built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with lovely outdoor patio offers over 4,100 sqft of beautifully designed living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light,

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
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  $2,500 total monthly price

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

  3 Garden Ct Unit 3, Fairfield, CT 06825

  Location is near public schools. Banking and shopping is very convenient. All high school are few minutes away. Very safe area and is in a corner end of street. Safe for family to play. Park and beach near by. Newly remodeled with new bathroom, kitchen. New countertops, New fridge, stove, microwave, New bathroom. Very close to Merritt Pkwy and I 95.

  3 Garden Ct Unit 3, Fairfield, CT 06825
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  $2,700,000 Sold Oct 30, 2025

  2821 Congress St, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 3,703 Sq Ft
  • Built 1835

  Last Sold Summary

  • 2% Above List Price
  • $729/SF
  • 42 Days On Market

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  2821 Congress St, Fairfield, CT 06824
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  Est $3,742,735 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

  • 3% Above List Price
  • $626/SF
  • 66 Days On Market

  Last Sold Price $3,625,000

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  /35

  $1,599,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,636 Sq Ft

  11 Tuckahoe Ln, Fairfield, CT 06824

  WELCOME HOME to 11 Tuckahoe Lane. A Fabulous like new 4/5 bedroom colonial in the popular Osborn Hill/FFLD Woods/FFld Ludlowe district! Stately double entry doors - perfect first impression for this beautifully appointed University area colonial, inside & out. One Owner & good as new! Open floor plan for the modern homeowner has a sought after open concept! Kitchen w/center island, WetBar &

  Christine Magliocco Higgins Group Real Estate

  11 Tuckahoe Ln, Fairfield, CT 06824
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  $2,400 total monthly price

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

  471 Marlborough Terrace Unit 1, Fairfield, CT 06825

  Welcome to this beautifully renovated 2 bedroom, 1 bath first-floor apartment offering a perfect blend of comfort and modern updates. The unit features a gorgeous updated kitchen with modern cabinetry, sleek countertops, and newer appliances, as well as a fully updated bathroom with contemporary finishes. Enjoy the convenience of off-street parking, central A/C, washer and dryer hookups, and

  Geo Crume Keller Williams Realty

  471 Marlborough Terrace Unit 1, Fairfield, CT 06825
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  $1,542,000 Sold Sep 12, 2025

  2024 Stratfield Rd, Fairfield, CT 06825

  • 3 Beds
  • 3 Baths
  • 3,579 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Above List Price
  • $431/SF
  • 23 Days On Market

  Current Estimated Value $1,520,620

  Last Listing Agent Jennifer Thomas-Heath Houlihan Lawrence

  2024 Stratfield Rd, Fairfield, CT 06825
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  Est $3,553,528 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

  • 5% Below List Price
  • $924/SF
  • 64 Days On Market

  Last Sold Price $3,749,000

  Last Listing Agent Veronica Monahan Compass Connecticut, LLC
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  $2,100,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 4,231 Sq Ft

  677 Eleven O Clock Rd, Fairfield, CT 06824

  SELLER REQUESTS HIGHEST & BEST OFFERS BY 4PM MONDAY 3/16. Set on two private, park-like acres in one of Fairfield's most sought after neighborhoods, this beautifully updated home offers over 4,000 square feet of thoughtfully designed living space with 5 bedrooms and 4.5 baths, including a dedicated home office for today's flexible lifestyle and gunite pool. The heart of the home is a chef's

  Clyde Wauchope Coldwell Banker Realty

  677 Eleven O Clock Rd, Fairfield, CT 06824
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  $2,800 total monthly price

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

  292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825

  This property is an amazing 2 bedroom 1 bathroom apartment with all new appliances and vinyl flooring. It is 900 square foot with plenty of room. Ideal for singles and couples. Furthermore, there is ALDI, Planet Fitness, Subway, Dunkin Donuts, and Stop & Shop within walking distance. This rental is available starting September 1, 2025.

  292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825
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  $1,835,000 Sold Jul 18, 2025

  32 Middlebrook Dr, Fairfield, CT 06824

  • 6 Beds
  • 5.5 Baths
  • 5,109 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Above List Price
  • $359/SF
  • 47 Days On Market

  Current Estimated Value $1,868,551

  Last Listing Agent Kate Cacciatore William Raveis Real Estate

  32 Middlebrook Dr, Fairfield, CT 06824
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  Est $3,105,095 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

  • 6% Below List Price
  • $1,001/SF
  • 0 Days On Market

  Last Sold Price $3,290,000

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  $2,099,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 4 Baths
  • 5,158 Sq Ft

  165 Hemlock Hills Rd S, Fairfield, CT 06824

  Enchanting countrystyle retreat offering the warmth of a welcoming neighborhood with the luxury of natural privacy, nestled amid professionally landscaped gardens and mature trees. Designed for gracious living and effortless entertaining, 165 Hemlock Hills S blends refined upgrades with modern comfort throughout. Featuring two primary suites, five bedrooms, and four beautifully renovated baths,

  Lois Lehman William Raveis Real Estate

  165 Hemlock Hills Rd S, Fairfield, CT 06824
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  $6,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • House for Rent

  788 Reef Rd, Fairfield, CT 06824

  Welcome to your dream beach getaway! This beautifully renovated three-bedroom, one-bathroom beach home is ideally situated just a short walk to the beach, town, shopping, and more! With a fresh update in 2025, this fully furnished retreat combines comfort and style, making it perfect for both relaxing weekends and year-round living. Three Spacious Bedrooms: Ample space for family and guests.

  Meg Schwanhausser Compass Connecticut, LLC

  788 Reef Rd, Fairfield, CT 06824
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  $1,650,000 Sold Sep 05, 2025

  550 Davis Rd, Fairfield, CT 06825

  • 5 Beds
  • 4.5 Baths
  • 3,927 Sq Ft
  • Built 2025

  Last Sold Summary

  • $420/SF
  • 50 Days On Market

  Current Estimated Value $1,638,929

  Last Listing Agent Carmen Desiato Serhant Connecticut, LLC

  550 Davis Rd, Fairfield, CT 06825
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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

  Last Listing Agent Libby Tritschler William Raveis Real Estate
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  $1,399,999 New Construction

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

  28 Country Rd, Fairfield, CT 06824

  Take me home Country Road...... Local builder with proven excellence in masterfully crafted homes is nearing completion on the newest project. Country Estates, soon to be completed. These townhomes (2)are adjoined only by garages, meaning no shared interior walls for maximum privacy. Tucked away on a charming half circle street in the University area, this home offers a seamless design for the

  Denise Daniels-biagi Coldwell Banker Realty

  28 Country Rd, Fairfield, CT 06824
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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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  $963,000 Sold Nov 07, 2025

  109 Green Acre Ln, Fairfield, CT 06824

  • 3 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Above List Price
  • $486/SF
  • 9 Days On Market

  Current Estimated Value $951,166

  Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

  109 Green Acre Ln, Fairfield, CT 06824
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  Est $5,280,150 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

  • 25% Below List Price
  • $1,763/SF
  • 238 Days On Market

  Last Sold Price $7,000,000

  Last Listing Agent Victoria Fingelly Higgins Group Greenwich
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  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  24 Bridget Ln, Fairfield, CT 06824

  The rarest of rare opportunities to be in the beach area, very close to town, Pine Creek Beach & the 3-Par! Just imagine being located on a private cul de sac of ONLY 5 homes, NOT IN A FLOOD ZONE. This colonial is flooded with natural light, set on a professionally landscaped lot, with an open floor plan, hardwoods throughout, freshly painted interior, updated kitchen, completely refreshed and

  Denise Walsh William Raveis Real Estate

  24 Bridget Ln, Fairfield, CT 06824
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  $2,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • House for Rent

  161 Post Rd Unit 1, Fairfield, CT 06824

  Recently renovated. Nice Finishes;Hw Flrs, Granite, Ss Appliances Baths & Updated C/A. Open Concept Layout W/Nat. Light. Walk to New RR Station. Washer/Dryer In Unit. Lots Of Parking, Some Pets Considered. First floor unit. Agent/owner

  Carlalisa Giansanti Outlook Realty

  161 Post Rd Unit 1, Fairfield, CT 06824
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  $599,000 Sold Apr 15, 2025

  32 Bronson Rd, Southport, CT 06890

  • 2 Beds
  • 1.5 Baths
  • 1,109 Sq Ft
  • Built 2020

  Last Sold Summary

  • $540/SF
  • 29 Days On Market

  Current Estimated Value $647,458

  Last Listing Agent Gabrielle DiBianco Higgins Group Bedford Square

  32 Bronson Rd, Southport, CT 06890
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  Est $7,200,680 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

  • 32% Below List Price
  • $1,171/SF
  • 67 Days On Market

  Last Sold Price $10,650,000

  Last Listing Agent Jackie Davis William Raveis Real Estate
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  $1,419,000

  • 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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  $12,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • House for Rent

  296 Reef Rd, Fairfield, CT 06824

  Tastefully FURNISHED 9 month rental beginning September 2027. Viking appliances. Spa showers. Patio. Easy stroll to downtown, train, shopping and beach. Up to 5 unrelated tenants. Subject to credit report and employment verification; co-signers accepted.

  296 Reef Rd, Fairfield, CT 06824
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  $4,250,000 Sold Jul 24, 2025

  3113 Bronson Rd, Fairfield, CT 06824

  • 5 Beds
  • 6 Baths
  • 8,004 Sq Ft
  • Built 1840

  Last Sold Summary

  • 15% Below List Price
  • $531/SF
  • 41 Days On Market

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  3113 Bronson Rd, Fairfield, CT 06824
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  Est $1,588,688 Not Listed For Sale

  1 Treasure Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 5,148 Sq Ft
  • Built 1954

  1 Treasure Rd, Fairfield, CT 06824

  Last Sold Summary

  • 35% Above List Price
  • $229/SF
  • 42 Days On Market

  Last Sold Price $1,180,000

  Last Listing Agent Mary Jo McAvey William Raveis Real Estate
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  $1,350,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,968 Sq Ft

  1115 Galloping Hill Rd, Fairfield, CT 06824

  THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY NOON ON MONDAY 3/16/26 thoughtfully updated Colonial in the heart of Greenfield Hill, 1115 Galloping Hill Road is the kind of home that simply feels right. Solid, balanced, and beautifully maintained, it reflects years of careful ownership and intentional improvement. The main level offers an easy flow between kitchen

  Cindy Raney Coldwell Banker Realty

  1115 Galloping Hill Rd, Fairfield, CT 06824
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  $10,555 total monthly price

  • 5 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • House for Rent

  74 Oldfield Dr, Fairfield, CT 06824

  ACADEMIC RENTAL 2028-2029 SCHOOL YEAR ONLY. Beautifully renovated 5-bedroom, 2-bath academic rental in the highly desirable Fairfield Beach area. This bright home features an updated kitchen with quartz countertops, stainless steel appliances, and an open layout flowing into a comfortable living area with fireplace. Two modern bathrooms and five well-sized bedrooms provide plenty of space for

  Ryan Ciambriello Houlihan Lawrence

  74 Oldfield Dr, Fairfield, CT 06824
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  $1,600,000 Sold Apr 04, 2025

  1242 Old Academy Rd, Fairfield, CT 06824

  • 3 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1946

  Last Sold Summary

  • 23% Above List Price
  • $496/SF
  • 9 Days On Market

  Last Listing Agent Denise Walsh William Raveis Real Estate

  1242 Old Academy Rd, Fairfield, CT 06824
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  Est $1,109,672 Not Listed For Sale

  453 Gilbert Hwy, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft
  • Built 1966

  453 Gilbert Hwy, Fairfield, CT 06824

  Last Sold Summary

  • 36% Above List Price
  • $329/SF
  • 18 Days On Market

  Last Sold Price $817,500

  Last Listing Agent Marlene Fischer William Raveis Real Estate
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  $999,999 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  972 S Pine Creek Rd, Fairfield, CT 06824

  Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

  Harriet Stone William Pitt Sotheby's Int'l

  972 S Pine Creek Rd, Fairfield, CT 06824
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  $10,000 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  417 Reef Rd, Fairfield, CT 06824

  2028-2029 FURNISHED 4BR Cape Cod charmer with central A/C and lush backyard with furnished patio. Easy stroll to the beach, train and downtown Fairfield shopping and restaurants. MBR has queen size bed and the other 3 BR's have full size beds. Maximum 4 unrelated tenants. Co-signers accepted.

  417 Reef Rd, Fairfield, CT 06824
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  $561,000 Sold Dec 12, 2025

  161 Brion Dr, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,554 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Above List Price
  • $361/SF
  • 42 Days On Market

  Current Estimated Value $556,435

  Last Listing Agent Nicole Mansdorf William Raveis Real Estate

  161 Brion Dr, Fairfield, CT 06825
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  Est $1,872,390 Not Listed For Sale

  334 Brambley Hedge Cir, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 4,477 Sq Ft
  • Built 1988

  334 Brambley Hedge Cir, Fairfield, CT 06824

  Last Sold Summary

  • 9% Above List Price
  • $385/SF
  • 31 Days On Market

  Last Sold Price $1,725,000

  Last Listing Agent Carrie Sakey Coldwell Banker Realty

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