Fairfield, CT Homes

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  /39

  $2,200,000

  • 6 Beds
  • 2 Baths
  • 2,180 Sq Ft

  2142 Fairfield Beach Rd, Fairfield, CT 06824

  OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

  Michael Menillo Collage Realty

  2142 Fairfield Beach Rd, Fairfield, CT 06824
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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
• 

  $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 $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
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  /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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  /40

  $5,795 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,931 Sq Ft
  • House for Rent

  826 Oldfield Rd Unit 1st Fl+2nd Fl+3rd Fl, Fairfield, CT 06824

  Come and see this good deal with Newly Remodeled home located in the fabulous FAIRFIELD Beach location! (Renting Whole House together-2 Family Home with 1st+2nd+3rd+Basement Floor) First floor unit has a spacious Bedroom and a bright and beautiful Kitchen with new SS appliances, Quartz countertops and large peninsula (island) with built in sink has a skylight, pantry and access to the enclosed

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 1st Fl+2nd Fl+3rd Fl, 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
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  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
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  /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
• 

  $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 $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
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  /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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  /22

  $2,995 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • House for Rent

  826 Oldfield Rd Unit 2nd Fl+3rd Fl, Fairfield, CT 06824

  Welcome to this best deal in fabulous FAIRFIELD Beach location, Newly Remodeled 2nd and 3rd floor unit, it has 3 Bedrooms and 2 Full Baths and overlooks the salt marsh. It has a New Open Concept Kitchen and Living Room with laundry closet and small office area (computer desk with granite countertop). The finished attic offers the possibility of an additional expansive bedroom plus office space.

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 2nd Fl+3rd Fl, Fairfield, CT 06824
• 

  $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
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  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
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  /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
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  $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
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  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
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  /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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  /33

  $2,895 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 1,497 Sq Ft
  • Apartment for Rent

  826 Oldfield Rd Unit 1Fl+Basement, Fairfield, CT 06824

  Welcome to this best deal in fabulous FAIRFIELD Beach location, Newly Remodeled First floor unit, it has 1 spacious Bedroom, Dinning, Living Room and a bright and beautiful Kitchen with new SS appliances, Quartz countertops and large peninsula (island) with built in sink has a skylight, pantry and access to the enclosed Sun Room. The Eat-In Kitchen opens to spacious Living Room and newer 1.5

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 1Fl+Basement, Fairfield, CT 06824
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  $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
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  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
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  /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
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  /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
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  $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
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  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
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  /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
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  /18

  $4,250 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • House for Rent

  467 Wilson St, Fairfield, CT 06825

  Welcome to this charming single-family rental tucked into the heart of Fairfield's beloved Stratfield neighborhood, where classic character meets modern comfort. This flexible 2-3 bedroom home features two fully renovated bathrooms, including a first-floor en suite that offers the perfect setup for guests, a home office, or a private retreat. Upstairs, you'll find two oversized bedrooms with

  Christopher Giolitto William Raveis Real Estate

  467 Wilson St, Fairfield, CT 06825
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  $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
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  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
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  /33

  $1,250,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,556 Sq Ft

  37 Lamplighter Ln, Fairfield, CT 06825

  Nestled in the heart of the Lake Mohegan area, this impeccably maintained Colonial truly checks all the boxes. Offering over 3,500 sq ft of living space with 5 bedrooms, 4.5 baths, and set on .47 acres with an inground pool, this home truly has it all. Enter through the spacious mudroom with tile and built-ins or welcome guests into the gracious foyer, which opens to the living and dining rooms

  Carrie Sakey Coldwell Banker Realty

  37 Lamplighter Ln, Fairfield, CT 06825
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  /20

  $27,390 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
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  $546,000 Sold Oct 27, 2025

  • 1,268 Sq Ft
  • $431/SF
  • 60 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1947

  299 Marlborough Terrace, Fairfield, CT 06825

  Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

  Deborah Merlino William Raveis Real Estate

  299 Marlborough Terrace, Fairfield, CT 06825
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  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
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  /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
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  /38

  $6,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,225 Sq Ft
  • House for Rent

  93 Catherine Terrace, Fairfield, CT 06824

  Sweet 3 bedroom, 1.5 bath colonial on a highly desirable "horse-shoe" road, walking to town, train & beach. Freshly painted & cleaned. Large living room opens to dining room. Eat in kitchen with plenty of cabinetry. Finished lower level; great for playroom or office. Fantastic, 3 season porch overlooking wonderful, level, fully fenced in back yard. 3 bedrooms & a full bath on 2nd floor. New C/A.

  Heidi Cinder William Raveis Real Estate

  93 Catherine Terrace, Fairfield, CT 06824
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  $1,323,000 Sold Oct 27, 2025

  • 2,550 Sq Ft
  • $519/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1919

  1477 Mill Plain Rd, Fairfield, CT 06824

  **HIGHEST AND BEST OFFER SUBMISSION BY FRIDAY 8/22 12:00 PM* Welcome to 1477 Mill Plain Road - a timeless expanded Cape in Fairfield's coveted University neighborhood, boasting an incredible location and exceptional convenience. Ideally located steps to Riverfield Elementary, offers walkability to downtown shops and restaurants, train station, middle and high schools, and Fairfield University,

  Wendy Ryan Brown Harris Stevens

  1477 Mill Plain Rd, Fairfield, CT 06824
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  /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

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