Southport, CT Homes

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  /40

  $3,300,000

  • 6 Beds
  • 8 Baths
  • 6,214 Sq Ft

  750 Burr St, Fairfield, CT 06824

  No need to journey to the South of France...this extraordinary estate brings European romance & luxury to coveted Fairfield, CT. Beyond grand gates lies a private world where beauty, security, & serenity exist in perfect harmony. Magazine-worthy grounds define the estate, featuring a gorgeous pool, spectacular CA Redwood Pool House w/ full kitchen, covered entertaining spaces, mature gardens,

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /25

  $1,995 Per Month

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

  2806 Fairfield Ave Unit 301, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular third floor, one bedroom, one bathroom end unit! The unit has an open living, dining, kitchen area, the appliances are stainless steel and there is also a stackable washer and dryer. This nice and bright end unit with exposed brick is ideally located in the Black Rock restaurant and entertainment district and is convenient to the Black Rock Train

  John Kleps Berkshire Hathaway NE Prop.

  2806 Fairfield Ave Unit 301, Bridgeport, CT 06605
• 

  $650,000 Sold Oct 28, 2025

  56 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 1953

  Last Sold Summary

  • $409/SF
  • 10 Days On Market

  Current Estimated Value $672,284

  Last Listing Agent Barbara Zink Coldwell Banker Realty

  56 Nepas Rd, Fairfield, CT 06825
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  Est $4,510,709 Not Listed For Sale

  39 Danbury Ave, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 4,294 Sq Ft
  • Built 2007

  39 Danbury Ave, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $902/SF
  • 188 Days On Market

  • Last Sold Price $3,875,000
  • Nov 15, 2024

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  /33

  $775,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,692 Sq Ft

  148 Alfred St, Bridgeport, CT 06605

  Attention investors and owner-occupants! Completely renovated three-family home located in the heart of desirable Black Rock, just a short walk to shopping, restaurants, and the train. This well-maintained property features two-bedroom units with full baths on the first and second floors, each offering spacious living areas and great natural light. The third floor offers a charming one-bedroom

  Tom Fitzpatrick Coldwell Banker Realty

  148 Alfred St, Bridgeport, CT 06605
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  /11

  $1,350 Per Month

  • 1 Bed
  • 1 Bath
  • 366 Sq Ft
  • Apartment for Rent

  631 Colorado Ave, Bridgeport, CT 06605

  Welcome to 631 Colorado Ave! This comfortable and secure unit is nicely maintained with an attentive landlord. Updated windows shiny pergo floors are awaiting your final touch. Conveniently located near parks, shopping, dining, public transportation, major highways, and a short drive from Seaside Park, local universities, and Metro-North train station, this home is perfect for commuters and

  Luis Sanchez eXp Realty

  631 Colorado Ave, Bridgeport, CT 06605
• 

  $651,000 Sold Mar 27, 2026

  9 Garden Ct, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1942

  Last Sold Summary

  • $404/SF
  • 17 Days On Market

  Current Estimated Value $610,787

  Last Listing Agent Adam Roy BHGRE Gaetano Marra Homes

  9 Garden Ct, Fairfield, CT 06825
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  Est $1,884,588 Not Listed For Sale

  3 Butternut Ln, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft
  • Built 1964

  3 Butternut Ln, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $455/SF
  • 11 Days On Market

  • Last Sold Price $1,625,000
  • Jan 04, 2024

  Last Listing Agent Linda Dunsmore Coldwell Banker Realty
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  /38

  $539,500 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,301 Sq Ft

  64 Moody Ave, Fairfield, CT 06825

  Old world charm and endless possibilities await you in this home. Tall ceilings and circular floorplan on the main level flows from one room to the next, giving a very lofty feel. Kitchen and bath are newer and show very well. Upstairs offers three bedrooms and a full bath that has also been redone. Basement has a newer furnace and on demand hot water heater (2014) and one room that is partially

  John Silos Munson Real Estate

  64 Moody Ave, Fairfield, CT 06825
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  /17

  $25,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,020 Sq Ft
  • Townhouse for Rent

  916 Reef Rd, Fairfield, CT 06824

  A short walk to the beach or downtown, in the heart of the Fairfield beach community you will find this oasis. You and your family will enjoy exploring the beach AND downtown Fairfield making lasting memories. You will enjoy spectacular sunsets from the upper deck as your day ends and your evenings begin. The local area is bursting at the seams with shops to browse and unique eateries. Linens not

  Philip Maguire Keller Williams Realty

  916 Reef Rd, Fairfield, CT 06824
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  $950,000 Sold May 14, 2025

  150 Birchwood Dr, Fairfield, CT 06824

  • Land
  • 10,018 Sq Ft
  • $4,130,435 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 23 Days On Market

  Last Listing Agent Jennifer McDade BHHS Darien/New Canaan

  150 Birchwood Dr, Fairfield, CT 06824
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  Est $3,350,103 Not Listed For Sale

  9 Murvon Ct, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft
  • Built 1930

  9 Murvon Ct, Westport, CT 06880

  Last Sold Summary

  • 56% Above List Price
  • $875/SF
  • 21 Days On Market

  • Last Sold Price $2,150,000
  • Jul 11, 2023

  Last Listing Agent Georgia Rojas Coldwell Banker Realty
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  /22

  $1,400,000

  • 6 Beds
  • 4 Baths
  • 4,485 Sq Ft

  135 Grace St, Fairfield, CT 06825

  Tucked away at the end of a quiet dead-end street, this beautifully maintained property consists of two half duplex units, offering in each approximately 1,950 square feet of thoughtfully designed, open-concept living space - perfect for both everyday living and entertaining. The property features a spacious, private fenced-in yard, ideal for outdoor gatherings, or simply relaxing in your own

  Matt Lahey Higgins Group Real Estate

  135 Grace St, Fairfield, CT 06825
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  /6

  $2,350 Per Month

  • 3 Beds
  • 1 Bath
  • 3,658 Sq Ft
  • House for Rent

  255 Poplar St Unit 3, Bridgeport, CT 06605

  Elevate your lifestyle in this stunningly reimagined 3-bedroom, 1-bathroom residence, perfectly perched on the third floor of 255 Poplar Street. Combining the architectural charm of a 1910 classic with the sleek, modern finishes of today, this unit offers over 1,000 square feet of light-filled living space. Following a total renovation, the interior boasts crisp, neutral tones, energy-efficient

  Jake Smith Alpha Capital Realty, LLC

  255 Poplar St Unit 3, Bridgeport, CT 06605
• 

  $3,500,000 Sold Aug 01, 2025

  1226 Pequot Ave, Southport, CT 06890

  • 4 Beds
  • 4.5 Baths
  • 3,280 Sq Ft
  • Built 1919

  Last Sold Summary

  • $1,067/SF
  • 15 Days On Market

  Current Estimated Value $2,424,418

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  1226 Pequot Ave, Southport, CT 06890
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  Est $1,177,633 Not Listed For Sale

  219 Wilton Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1973

  219 Wilton Rd, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $575/SF
  • 38 Days On Market

  • Last Sold Price $1,098,000
  • Mar 31, 2025

  Last Listing Agent Sandra Kinseley William Raveis Real Estate
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  /39

  $1,420,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,246 Sq Ft

  44 Sniffen Rd, Westport, CT 06880

  So much house..So well located..At such a good price! If you think you can't have it all in ready move in condition then think again. Welcome to 44 Sniffen Road nestled on a tranquil street in a coveted walk to town neighborhood. Step inside & discover natural light pouring into the open concept floor plan encompassing the living & dining rms & kitchen all with hardwood floors creating the

  Mira Auxier The Riverside Realty Group

  44 Sniffen Rd, Westport, CT 06880
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  /25

  $175,000 Per Month

  • 5 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • House for Rent

  989 Fairfield Beach Rd, Fairfield, CT 06824

  Waterfront Cottage on Long Island Sound! Large home with 5 bedrooms and all Upgraded interior! Kitchen updated with granite countertops and newer appliances . Microwave included! Central Air. Tenants are responsible for All Utilities.This Academic Rental is on the waterside. Up stairs has porches off bedrooms on both sides of home - beach and street side. Off street parking in a paved driveway

  Roseanne Ganim Berkshire Hathaway NE Prop.

  989 Fairfield Beach Rd, Fairfield, CT 06824
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  $1,200,000 Sold Sep 18, 2025

  131 Sasco Hill Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 4,249 Sq Ft
  • Built 1939

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 61 Days On Market

  Current Estimated Value $1,220,832

  Last Listing Agent Ed Pinto The Pinto Group R. E. Services

  131 Sasco Hill Rd, Fairfield, CT 06824
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  Est $1,616,487 Not Listed For Sale

  337 Greens Farms Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,773 Sq Ft
  • Built 1964

  337 Greens Farms Rd, Westport, CT 06880

  Last Sold Summary

  • 18% Above List Price
  • $494/SF
  • 34 Days On Market

  • Last Sold Price $1,370,000
  • Apr 01, 2024

  Last Listing Agent Patricia Shea Coldwell Banker Realty
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  $1,595,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  264 Half Mile Rd, Southport, CT 06890

  Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With

  Beth Mengel Compass Connecticut, LLC

  264 Half Mile Rd, Southport, CT 06890
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  /12

  $3,400 Per Month

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

  105 Churchill St Unit 1st Floor (103), Fairfield, CT 06824

  Spacious and Bright 2 Bedroom Apartment in Fairfield - Brand NEW and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated 2-bedroom, 1st-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 floor

  Ellen Garcia Brown Harris Stevens

  105 Churchill St Unit 1st Floor (103), Fairfield, CT 06824
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  $1,950,000 Sold Jul 01, 2025

  257 James St, Fairfield, CT 06824

  • 5 Beds
  • 3.5 Baths
  • 3,136 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $622/SF
  • 32 Days On Market

  Current Estimated Value $2,084,225

  Last Listing Agent Jackie Davis William Raveis Real Estate

  257 James St, Fairfield, CT 06824
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  Est $2,521,614 Not Listed For Sale

  8 Darbrook Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1960

  8 Darbrook Rd, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $617/SF
  • 12 Days On Market

  • Last Sold Price $2,250,000
  • Jul 07, 2023

  Last Listing Agent Michael Mombello Compass Connecticut, LLC
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  /39

  $7,350,000

  • 6 Beds
  • 6.5 Baths
  • 6,585 Sq Ft

  69 Beachside Ave, Westport, CT 06880

  Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature

  John Raus Berkshire Hathaway NE Prop.

  69 Beachside Ave, Westport, CT 06880
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  /24

  $7,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 3,225 Sq Ft
  • House for Rent

  108 New England Ave, Fairfield, CT 06824

  Brand-new 2026 construction offering over 3,200 square feet of thoughtfully designed living space-an exceptionally rare opportunity to rent a new construction home in Fairfield. This five-bedroom, four-and-a-half-bath residence features a highly functional modern layout with high-end finishes throughout, including hardwood floors, quartz countertops in the kitchen and bathrooms, custom cabinetry,

  Anthony Gigliotti Keller Williams Realty

  108 New England Ave, Fairfield, CT 06824
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  $555,000 Sold Aug 05, 2025

  245 Unquowa Rd Unit 30, Fairfield, CT 06824

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Above List Price
  • $539/SF
  • 34 Days On Market

  Current Estimated Value $550,880

  Last Listing Agent Patty Eilenberg Berkshire Hathaway NE Prop.

  245 Unquowa Rd Unit 30, Fairfield, CT 06824
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  Est $2,172,732 Not Listed For Sale

  5 Thomas Rd, Westport, CT 06880

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft
  • Built 1934

  5 Thomas Rd, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $769/SF
  • 29 Days On Market

  • Last Sold Price $2,015,000
  • Oct 20, 2023

  Last Listing Agent Mersene Norbom William Pitt
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  /28

  $1,924,900 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  210 Pansy Rd, Fairfield, CT 06824

  Welcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respected local builder Kardamis Construction, offering over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this property apart is its rare setting backing to 8.5 acres of protected nature preserve, creating a private and peaceful backdrop rarely found in new

  Anthony Gigliotti Keller Williams Realty

  210 Pansy Rd, Fairfield, CT 06824
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  /36

  $11,500 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • House for Rent

  2149 Fairfield Beach Rd, Fairfield, CT 06824

  SPECTACULAR FAIRFIELD BEACH ACADEMIC YEAR RENTAL: September 1, 2028 till end of May 2029. BEACHFRONT PROPERTY! NICE OPEN FLOOR PLAN WITH ROOFTOP DECK, PARKING WASHER DRYER.

  Nick Khamarji New England Realty & Insurance

  2149 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $685,000 Sold Apr 14, 2026

  22 Monroe St Unit 24, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 3,293 Sq Ft
  • Built 1917

  Last Sold Summary

  • 15% Above List Price
  • $208/SF
  • 32 Days On Market

  Current Estimated Value $702,000

  Last Listing Agent Stacy Pfannkuch Century 21 AllPoints Realty

  22 Monroe St Unit 24, Bridgeport, CT 06605
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  Est $1,160,729 Not Listed For Sale

  6 Pondside Dr, Westport, CT 06880

  • 2 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1981

  6 Pondside Dr, Westport, CT 06880

  Last Sold Summary

  • 18% Above List Price
  • $939/SF
  • 19 Days On Market

  • Last Sold Price $980,000
  • May 31, 2023

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
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  $1,100,000

  • Land
  • 2.65 Acres
  • $415,094 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /40

  $9,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,315 Sq Ft
  • House for Rent

  8 Bayberry Ridge Rd, Westport, CT 06880

  On a park-like private cul de sac; in Westport's Coleytown district; imagine living smack dab inside one of the town's loveliest Formal Gardens! Welcome to Blau House, a stunning Mid-Century Modern home, nestled tranquilly, minutes from the Merritt and Downtown Westport, with its Beaches, Golf Course and other outstanding amenities! Rustic yet sophisticated living in the heart of this upscale

  Laurie Mortensen William Pitt Sotheby's Int'l

  8 Bayberry Ridge Rd, Westport, CT 06880
• 

  $850,000 Sold Oct 17, 2025

  110 Cross Hwy, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 1956

  Last Sold Summary

  • 26% Below List Price
  • $353/SF
  • 105 Days On Market

  Current Estimated Value $926,129

  Last Listing Agent Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  Est $985,640 Not Listed For Sale

  25 Crescent Rd, Westport, CT 06880

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft
  • Built 1954

  25 Crescent Rd, Westport, CT 06880

  Last Sold Summary

  • 43% Above List Price
  • $469/SF
  • 14 Days On Market

  • Last Sold Price $690,000
  • Aug 01, 2023

  Last Listing Agent Tara Chlupsa Coldwell Banker Realty
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  /38

  $1,999,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 5 Baths
  • 3,921 Sq Ft

  2177 Cross Hwy, Fairfield, CT 06824

  Recently reduced $100K, this very special property w/pool & tennis court on the Westport border, is minutes to shops, restaurants & train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 beds & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat

  Mary Ellen Gallagher Compass Connecticut, LLC

  2177 Cross Hwy, Fairfield, CT 06824
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  /17

  $2,721 Per Month

  • 1 Bed
  • 1 Bath
  • 791 Sq Ft
  • Apartment for Rent

  219 Ash Creek Blvd Unit 4316, Fairfield, CT 06824

  Elevate Your Daily Routine at Creekline Inside your apartment, oversized windows fill your rooms with natural light. Stainless steel appliances and quartz countertops bring a fresh, clean style to your kitchen, while the in-home washer and dryer make daily routines easier. Select apartments also feature creek views, adding a peaceful backdrop to your home. Community spaces are built for

  Cara Christofor Christofor Realty II LLC

  219 Ash Creek Blvd Unit 4316, Fairfield, CT 06824
• 

  $1,299,000 Sold Apr 10, 2026

  310 Lansdowne Unit 310, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1986

  Last Sold Summary

  • $643/SF
  • 31 Days On Market

  Current Estimated Value $1,267,243

  Last Listing Agent Debbie Fisher William Raveis Real Estate

  310 Lansdowne Unit 310, Westport, CT 06880
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  Est $2,094,498 Not Listed For Sale

  25 Colony Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 3,548 Sq Ft
  • Built 1966

  25 Colony Rd, Westport, CT 06880

  Last Sold Summary

  • 20% Above List Price
  • $493/SF
  • 81 Days On Market

  • Last Sold Price $1,750,000
  • Dec 22, 2023

  Last Listing Agent Marilyn Heffers Coldwell Banker Realty

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