Southport, CT Homes

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  /38

  $799,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,542 Sq Ft

  90 Clarkson St, Bridgeport, CT 06605

  Tucked away on a quiet, tree-lined street in coastal Black Rock, this timeless 1915 bungalow blends classic charm & period details w/ modern updates. Perfectly located just steps from the train, quaint shops, local restaurants & live music venues. Enjoy morning strolls to Harborview Market or sunny afternoons by St. Mary's by the Sea. Inside, nearly 9-foot ceilings & oversized windows fill the

  Helene Daly Compass Connecticut, LLC

  90 Clarkson St, Bridgeport, CT 06605
• 

  

  

  /40

  $12,000 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft
  • House for Rent

  61 Hillandale Rd, Westport, CT 06880

  AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main

  Laurie Crouse Coldwell Banker Realty

  61 Hillandale Rd, Westport, CT 06880
• 

  $850,000 Sold Jun 07, 2025

  50 Geneva Terrace, Fairfield, CT 06824

  • 4 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $363/SF
  • 54 Days On Market

  Current Estimated Value $840,314

  Last Listing Agent Jim Troy Independent Realtors

  50 Geneva Terrace, Fairfield, CT 06824
• 

  Est $1,154,237 Not Listed For Sale

  5 Maple Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1780

  5 Maple Ln, Westport, CT 06880

  Last Sold Summary

  • 51% Above List Price
  • $382/SF
  • 212 Days On Market

  Last Sold Price $765,000

  Last Listing Agent Michele Isenberg Coldwell Banker Realty
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  /31

  $662,000 Pending

  • 8 Beds
  • 3 Baths
  • 2,909 Sq Ft

  188 Monroe St Unit 190, Bridgeport, CT 06605

  Welcome to this bright and spacious well maintained three family home. Whether you are looking for a comfortable place to live or an investment property with great rental income this charming home offers exceptional value and convenience. Eat in kitchen with ample cabinet space, great natural light and close to public transportation. Schedule your showing today.

  Colette Daye-Hall Century 21 AllPoints Realty

  188 Monroe St Unit 190, Bridgeport, CT 06605
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  /25

  $1,995 total monthly price

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

  2806 Fairfield Ave Unit 201, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular second 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 201, Bridgeport, CT 06605
• 

  $1,550,000 Sold Jun 30, 2025

  355 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Above List Price
  • $384/SF
  • 11 Days On Market

  Current Estimated Value $1,505,492

  Last Listing Agent Denise Walsh William Raveis Real Estate

  355 Nepas Rd, Fairfield, CT 06825
• 

  Not Listed For Sale

  113 North Ave, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft
  • Built 1887

  113 North Ave, Westport, CT 06880

  Last Sold Summary

  • $663/SF
  • 58 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Kim Harizman Compass Connecticut, LLC
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  /21

  $749,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  183 Vesper St, Fairfield, CT 06825

  Welcome home to this stunning brand-new construction half duplex offering modern elegance and exceptional craftsmanship throughout. Step inside to an open floor plan featuring a sprawling 8-foot quartz island, soaring 9-foot ceilings, and wide plank white oak hardwood floors that create a bright, airy, and inviting space-perfect for entertaining. The second floor boasts three spacious bedrooms,

  Sofia Olexovitch William Raveis Real Estate

  183 Vesper St, Fairfield, CT 06825
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  /20

  $3,000 total monthly price

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

  92 Compo Rd S, Westport, CT 06880

  Rare opportunity. Experience the quintessential charm of coastal Connecticut in this exceptional unique residence which seamlessly blends historic character with modern convenience, perfectly situated in one of Westport's most desirable locations. Full of soul and architectural detail, this antique home retains its original 19th-century character with stunning wood floors and exposed wood beams.

  Tree Roth Compass Connecticut, LLC

  92 Compo Rd S, Westport, CT 06880
• 

  $1,545,000 Sold Feb 20, 2026

  1207 Stillson Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,073 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $379/SF
  • 18 Days On Market

  Current Estimated Value $1,490,774

  Last Listing Agent John Hackett William Raveis Real Estate

  1207 Stillson Rd, Fairfield, CT 06824
• 

  Est $1,729,749 Not Listed For Sale

  17 Pine Dr, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft
  • Built 1963

  17 Pine Dr, Westport, CT 06880

  Last Sold Summary

  • 11% Above List Price
  • $603/SF
  • 53 Days On Market

  Last Sold Price $1,556,000

  Last Listing Agent Brianna Dangelo Higgins Group Real Estate
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  /39

  $779,900 Under Contract

  • 6 Beds
  • 3 Baths
  • 2,807 Sq Ft

  318 Grovers Ave, Bridgeport, CT 06605

  With a long list of recent updates and major improvements including fully renovated 1st & 2nd floor apartment with Kitchen and Bathrooms. The major of the infrastructure upgrades include waste pipe, PVC plumbing, furnaces, water heaters & electrical. Each unit is designed for maximum convenience with a bright and spacious layouts. You and your tenants can enjoy living just steps from Seabright

  Paul Ferreira RE/MAX Right Choice

  318 Grovers Ave, Bridgeport, CT 06605
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  /11

  $2,300 total monthly price

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

  95 Pope St Unit 1, Fairfield, CT 06825

  Two-bedroom, one-bathroom layout apartment on first floor. Laundry in basement. Nearby daily needs: ALDI (0.3 mi), Stop & Shop (0.3 mi), and Sorrento Importing (0.7 mi). Close to shopping, dining, and other amenities along the Tunxis Hill Rd / Black Rock Turnpike corridor. McKinley School (0.2 mi) and Fairfield Warde High School (0.5 mi) are nearby. Access to I-95, U.S. Route 1 (Post Rd), and

  Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

  95 Pope St Unit 1, Fairfield, CT 06825
• 

  $790,000 Sold May 21, 2025

  185 Woodrow Ave, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1935

  Last Sold Summary

  • 7% Above List Price
  • $624/SF
  • 10 Days On Market

  Current Estimated Value $786,099

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  185 Woodrow Ave, Southport, CT 06890
• 

  Est $2,652,672 Not Listed For Sale

  52 Weston Rd, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,865 Sq Ft
  • Built 1806

  52 Weston Rd, Westport, CT 06880

  Last Sold Summary

  • 27% Above List Price
  • $356/SF
  • 42 Days On Market

  Last Sold Price $2,087,500

  Last Listing Agent Cyd Hamer William Pitt
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  /39

  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail rarely found. Built as a custom home at a cost exceeding $4 million, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /32

  $3,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • House for Rent

  245 Unquowa Rd Unit 102, Fairfield, CT 06824

  Welcome to Mosswood, ideally located in the heart of downtown Fairfield, just a short walk to the Fairfield Center Train Station and all the shops, restaurants, and amenities downtown has to offer. This second-floor unit features two bedrooms and two full baths. Upon entering, you are welcomed into a sun-filled living room with access to a private deck and is open to the dining area with custom

  James Millington William Raveis Real Estate

  245 Unquowa Rd Unit 102, Fairfield, CT 06824
• 

  $645,000 Sold Oct 10, 2025

  34 Hanford Ave, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 2,215 Sq Ft
  • Built 1907

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 34 Days On Market

  Current Estimated Value $626,608

  Last Listing Agent Valerie Alvarez Serhant Connecticut, LLC

  34 Hanford Ave, Bridgeport, CT 06605
• 

  Est $4,531,115 Not Listed For Sale

  9 Sherwood Dr, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 2021

  9 Sherwood Dr, Westport, CT 06880

  Last Sold Summary

  • 21% Above List Price
  • $964/SF
  • 250 Days On Market

  Last Sold Price $3,758,269

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate
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  /21

  $1,175,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  21 Rayfield Rd, Westport, CT 06880

  This enchanting, in-town haven is perfectly positioned in the heart of Westport. The sleek, newly renovated eat-in kitchen opens seamlessly to a vaulted-ceiling family room, highlighted by walls of windows, a fabulous pantry, and direct access to a spacious bluestone patio. Designed for easy one-level living, the home also features a charming living room with fireplace and oversized windows, a

  Kim Harizman Compass Connecticut, LLC

  21 Rayfield Rd, Westport, CT 06880
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  /26

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 3,412 Sq Ft
  • Apartment for Rent

  99 Gilman St, Bridgeport, CT 06605

  This bright and welcoming first floor 2 bedroom, 1 bath rental is located in the heart of Black Rock, one of Bridgeport's most desirable coastal neighborhoods, known for its walkability, harbor views, and local dining scene. The apartment offers an easy lifestyle with just a few steps to enter, making it a great option for anyone who prefers first-floor living. The unit features a spacious living

  Julie Ganim CRT Property Services, LLC

  99 Gilman St, Bridgeport, CT 06605
• 

  $851,000 Sold Mar 19, 2025

  552 Knapps Hwy, Fairfield, CT 06825

  • 5 Beds
  • 4.5 Baths
  • 2,602 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 125 Days On Market

  Current Estimated Value $888,401

  Last Listing Agent Sofia Olexovitch William Raveis Real Estate

  552 Knapps Hwy, Fairfield, CT 06825
• 

  Est $2,875,202 Not Listed For Sale

  3 Indian Point Ln, Westport, CT 06880

  • 6 Beds
  • 4.5 Baths
  • 6,094 Sq Ft
  • Built 1966

  3 Indian Point Ln, Westport, CT 06880

  Last Sold Summary

  • 11% Above List Price
  • $427/SF
  • 21 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Christine Poppy Compass Connecticut, LLC
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  /40

  $3,750,000

  • 7 Beds
  • 9 Baths
  • 10,104 Sq Ft

  249 Greens Farms Rd, Westport, CT 06880

  Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details

  Kim Harizman Compass Connecticut, LLC

  249 Greens Farms Rd, Westport, CT 06880
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  /17

  $3,750 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • Apartment for Rent

  228 Jennings Rd, Fairfield, CT 06825

  AVAILABLE JULY 1ST! This beautifully updated 2nd-floor apartment, located in a peaceful, quiet neighborhood. This bright and airy home features light-colored hardwood floors throughout, creating a fresh and modern feel the moment you walk in.*Enjoy a big eat-in kitchen fully equipped with granite countertops, sleek stainless steel appliances, and a dishwasher for easy cleanup.*Primary Suite: The

  Burcin Kaya Keller Williams Realty

  228 Jennings Rd, Fairfield, CT 06825
• 

  $2,199,000 Sold Nov 12, 2025

  60 Sylvan Rd N, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,430 Sq Ft
  • Built 1963

  Last Sold Summary

  • $641/SF
  • 56 Days On Market

  Current Estimated Value $2,236,948

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  60 Sylvan Rd N, Westport, CT 06880
• 

  Est $2,143,748 Not Listed For Sale

  1 Blue Ribbon Dr, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,493 Sq Ft
  • Built 1930

  1 Blue Ribbon Dr, Westport, CT 06880

  Last Sold Summary

  • 4% Below List Price
  • $640/SF
  • 54 Days On Market

  Last Sold Price $2,237,000

  Last Listing Agent Anne Frewen Coldwell Banker Realty
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  /3

  $230,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,791 Sq Ft

  95 Bedford Ave, Bridgeport, CT 06605

  bring all your offers highest and best

  Momodou Savage Door to Door Real Estate

  95 Bedford Ave, Bridgeport, CT 06605
• 

  

  /13

  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  95 Wilson St Unit 2, Bridgeport, CT 06605

  Well maintained second floor 2-bedroom apartment located in the desirable Black Rock neighborhood. Rent is 2,000 per month. Landlord requires 1 month security. All utilities are included. 1 parking spot in the back.

  Valeria Amarante Century 21 Scala Group

  95 Wilson St Unit 2, Bridgeport, CT 06605
• 

  $435,000 Sold Jul 15, 2025

  61 Prince St Unit 61, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1985

  Last Sold Summary

  • 13% Above List Price
  • $370/SF
  • 57 Days On Market

  Current Estimated Value $430,848

  Last Listing Agent Tom Fitzpatrick Coldwell Banker Realty

  61 Prince St Unit 61, Fairfield, CT 06825
• 

  Est $3,356,531 Not Listed For Sale

  90 Turkey Hill Rd S, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 6,117 Sq Ft
  • Built 1832

  90 Turkey Hill Rd S, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $474/SF
  • 12 Days On Market

  Last Sold Price $2,899,000

  Last Listing Agent Regina Kendig William Raveis Real Estate
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  /6

  $629,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,420 Sq Ft

  108 Roseville St, Fairfield, CT 06825

  An incredible investment opportunity just minutes to I-95 and downtown Fairfield, this two-family home offers convenience, space, and potential in a commuter location. The first-floor apartment features an eat-in kitchen, living room, two bedrooms, one full bath, and a flexible den or home office-ideal for today's lifestyle. The second-floor apartment spans two levels, offering two bedrooms on

  Shoshana Snyder William Raveis Real Estate

  108 Roseville St, Fairfield, CT 06825
• 

  

  /25

  $5,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • House for Rent

  148 Catherine St, Fairfield, CT 06824

  Fabulous in-town Rental. Mint Condition. Walk to town/ train/ bus/ beach. Just renovated. New roof, newly refinished floors, exposed brick, tumbled marble in kitchen. Freshly painted inside and out. Landlord said will install mini splits in late Spring, early summer. Potential in-law usage: Back room (family room) could be used as BR, include the full bath on lower level, and

  Sherri Steeneck Higgins Group Real Estate

  148 Catherine St, Fairfield, CT 06824
• 

  $801,000 Sold May 02, 2025

  220 King St, Bridgeport, CT 06605

  • 6 Beds
  • 3 Baths
  • 3,189 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Above List Price
  • $251/SF
  • 23 Days On Market

  Current Estimated Value $804,170

  Last Listing Agent Timothy Dailey Higgins Group Real Estate

  220 King St, Bridgeport, CT 06605
• 

  Est $4,531,137 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

  • 17% Above List Price
  • $902/SF
  • 188 Days On Market

  Last Sold Price $3,875,000

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  /35

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  65 Benton St, Fairfield, CT 06825

  ATTENTION ALL!! This is 3 level townhouse in mint condition. Shining hardwood floors,large open kitchen with granite counters,stainless appliances and dining area plus a spacious family room. This stylish home offers three bedrooms, two and a half updated baths with marble floors and a roomy private master suite. Two other bedrooms are bright and sunny w/ lots of natural light through the entire

  Juan Garcia Sunbelt Sales & Development

  65 Benton St, Fairfield, CT 06825
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  /17

  $2,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  234 Linwood Ave, Fairfield, CT 06824

  First-floor apartment in a well-maintained multifamily home located at 234 Linwood Ave, Fairfield. This unit features two bedrooms and one full bathroom, stainless steel appliances, and a shared washer and dryer. The property provides ample parking and is conveniently located near Metro-North, I-95, downtown Fairfield, shopping, dining, and Fairfield beaches. Excellent commuter location with easy

  Ralph Lewis Coldwell Banker Realty

  234 Linwood Ave, Fairfield, CT 06824
• 

  $3,000,000 Sold Sep 12, 2025

  5 Compo Hill Ave, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,554 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $1,175/SF
  • 46 Days On Market

  Current Estimated Value $2,990,445

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  5 Compo Hill Ave, Westport, CT 06880
• 

  Est $1,831,624 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

  • 13% Above List Price
  • $455/SF
  • 11 Days On Market

  Last Sold Price $1,625,000

  Last Listing Agent Linda Dunsmore Coldwell Banker Realty

Showing Results 481 - 520, Page 13 of 18