Southport, CT Homes

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  /40

  $429,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  165 Bennett St, Bridgeport, CT 06605

  Nestled in the heart of Black Rock.......Welcome to Evergreen Cottage! The perfect blend of Simplicity, comfort & Tranquility! Beautifully maintained and rich in details such as high ceilings, craftsman-style moldings , crisp decor & an abundance of natural light in every room. Updated kitchen and bath, gas furnace & sewer line. Roof fully replaced 2021. Original cedar clapboards and trim

  Mary Amenda William Pitt Sotheby's Int'l

  165 Bennett St, Bridgeport, CT 06605
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  /8

  $1,700 total monthly price

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

  130 Wilson St Unit 2, Bridgeport, CT 06605

  Spacious second-floor 2-bedroom, 1-bath apartment with a smart, functional layout that maximizes space and natural light. Well-proportioned rooms offer comfortable living and flexible use for a home office or guest room. Located on a quiet street in the heart of Black Rock, one of Bridgeport's most desirable neighborhoods. Restaurants, cafes, local shops, and everyday conveniences are all within

  Jeff P William Raveis Real Estate

  130 Wilson St Unit 2, Bridgeport, CT 06605
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  $360,000 Sold Oct 17, 2025

  2612 North Ave Unit D7, Bridgeport, CT 06604

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 39 Days On Market

  Last Listing Agent Bozena Tisch Coldwell Banker Realty

  2612 North Ave Unit D7, Bridgeport, CT 06604
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  Est $755,735 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  20 Whitney Glen, Westport, CT 06880

  20 Whitney Glen, Westport, CT 06880
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  /35

  $379,990 Pending

  • 5 Beds
  • 2 Baths
  • 1,833 Sq Ft

  212 Denver Ave, Bridgeport, CT 06605

  Two family located in the West End of Bridgeport. Conveniently located close to public transportation, the 95 corridor, shopping and restaurants. 10 Minute drive to the train station. Book your showing today! (Agents please check private remarks)

  Kostas Travisano Sailpoint Property Group

  212 Denver Ave, Bridgeport, CT 06605
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  /20

  $4,850 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,053 Sq Ft
  • Apartment for Rent

  180 Ruane St Unit 1, Fairfield, CT 06824

  ACADEMIC 2028-2029 - fully furnished rental. Completely updated first floor unit with Bosch appliances, quartz countertops, inset electric fireplace, hardwood floors and luxury finishes throughout. Walk to train, town and beach.

  Ryan Ciambriello Houlihan Lawrence

  180 Ruane St Unit 1, Fairfield, CT 06824
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  $580,000 Sold Apr 25, 2025

  126 Churchill St, Fairfield, CT 06824

  • 4 Beds
  • 1 Bath
  • 1,787 Sq Ft
  • Built 1953

  Last Sold Summary

  • 23% Above List Price
  • $325/SF
  • 16 Days On Market

  Current Estimated Value $582,456

  Last Listing Agent Benjamin Howell Coldwell Banker Realty

  126 Churchill St, Fairfield, CT 06824
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  Est $3,849,628 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,560 Sq Ft

  9 Windy Hill Rd, Westport, CT 06880

  9 Windy Hill Rd, Westport, CT 06880
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  /8

  $1,699,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft

  217 Fairland Dr, Fairfield, CT 06825

  This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

  Madeline O'Shea Coldwell Banker Realty

  217 Fairland Dr, Fairfield, CT 06825
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  /21

  $6,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • Townhouse for Rent

  197 Vesper St, Fairfield, CT 06825

  Welcome to your brand-new home in this beautifully crafted half duplex, where modern design meets everyday comfort. Enjoy an open-concept layout featuring a stunning 8-foot quartz island, 9-foot ceilings, and wide plank white oak hardwood floors that fill the space with warmth and light-perfect for gatherings and entertaining. The second level offers three generous bedrooms, two full baths, and a

  Sofia Olexovitch William Raveis Real Estate

  197 Vesper St, Fairfield, CT 06825
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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 $636,509

  Last Listing Agent Max Dober Keller Williams Prestige Prop.

  125 Vesper St, Fairfield, CT 06825
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  Est $1,301,516 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  30 Hogan Trail, Westport, CT 06880

  30 Hogan Trail, Westport, CT 06880
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  /20

  $2,800,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  53 Cross Hwy, Westport, CT 06880

  Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.

  Phil Pedros Philips Real Estate

  53 Cross Hwy, Westport, CT 06880
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  /27

  $4,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  217 Highlawn Rd, Fairfield, CT 06824

  Welcome to this adorable, one level living, rental property, built in 2011 and located in a desirable Fairfield neighborhood. Step inside and immediately notice the open floor plan that makes this home perfect for entertaining. The kitchen and mudroom have new floors, and the kitchen is fully equipped with stainless steel appliances and granite countertops. Step through the sliders to the yard

  Dee Braaten Keller Williams Realty

  217 Highlawn Rd, Fairfield, CT 06824
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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

  Last Listing Agent Tracie and Vicki Team William Raveis Real Estate

  2492 Congress St, Fairfield, CT 06824
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  Est $5,023,844 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 8,957 Sq Ft

  6 Stonybrook Rd, Westport, CT 06880

  6 Stonybrook Rd, Westport, CT 06880
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  /7

  $755,000

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
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  /8

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,078 Sq Ft
  • House for Rent

  29 Hubbell St, Bridgeport, CT 06605

  Welcome to this first floor two bedroom apartment in a quiet multi-family on a dead end street, just minutes from Fairfield Ave shopping, dining, and public transportation. Bright and conveniently located, it's perfect for easy city living.

  Jeannette Zapata Home Sweet Home Realty & Devel

  29 Hubbell St, Bridgeport, CT 06605
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  $1,900,000 Sold Aug 11, 2025

  1369 S Pine Creek Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2025

  Last Sold Summary

  • $754/SF
  • 141 Days On Market

  Current Estimated Value $1,813,006

  Last Listing Agent Veronica Monahan Compass Connecticut, LLC

  1369 S Pine Creek Rd, Fairfield, CT 06824
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  Est $1,083,484 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  179 Bayberry Ln, Westport, CT 06880

  179 Bayberry Ln, Westport, CT 06880
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  /36

  $969,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  361 Riverside Dr, Fairfield, CT 06824

  On the banks of Ash Creek with a truly breathtaking vista, it's easy to see why there have been only two owners of this charming house since its 1928 construction! Beneath the gabled roof, a delightful front porch with jalousie windows beckons entry into the inviting foyer. Well scaled main level rooms include Living Room with French doors, Dining Room with views of the water, and Eat In Kitchen,

  Patty Eilenberg Berkshire Hathaway NE Prop.

  361 Riverside Dr, Fairfield, CT 06824
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  /20

  $2,700 total monthly price

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

  610 Tunxis Hill Rd Unit 2, Fairfield, CT 06825

  Newly updated apartment complete with utilities included (Gas, Heat, Hot Water, Electricity). Owner has taken special care of both units while remodeling. New Appliances. New Windows, New Roof. New Paint. New counters. New Bathroom Fixtures.... List goes on. Make this your own. Sun drenched with huge windows and tons of natural light. 2 large bedrooms and 1 full bath. Open concept from kitchen

  Michael Debiase Keller Williams Realty

  610 Tunxis Hill Rd Unit 2, Fairfield, CT 06825
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  $185,000 Sold Dec 26, 2025

  26 Rowsley St Unit 3, Bridgeport, CT 06605

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1918

  Last Sold Summary

  • $218/SF
  • 113 Days On Market

  Last Listing Agent Jennifer Wilson Berkshire Hathaway NE Prop.

  26 Rowsley St Unit 3, Bridgeport, CT 06605
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  Est $3,733,710 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,955 Sq Ft

  5 Country Ln, Westport, CT 06880

  5 Country Ln, Westport, CT 06880
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  /38

  $875,000 Pending

  • 7 Beds
  • 2 Baths
  • 2,296 Sq Ft

  349 Marlborough Terrace, Fairfield, CT 06825

  Beautifully Renovated 2-Family Home in Sought-After Fairfield, CT Discover exceptional value and versatility in this fully updated 2-family home, perfect for investors, owner-occupants, or multigenerational living. Ideally located in one of Fairfield's most desirable neighborhoods, this property offers two spacious units plus a fully finished third level with heat-ready to be converted into

  Michael Debiase Keller Williams Realty

  349 Marlborough Terrace, Fairfield, CT 06825
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  /11

  $2,775 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • Apartment for Rent

  53 Nordstrand Ave, Fairfield, CT 06825

  Welcome to this bright and spacious first-floor two-bedroom apartment located at 53 Nordstrand Ave, Fairfield, CT. This well-maintained unit offers a comfortable and functional layout featuring a living room and separate dining room, hardwood floors, and abundant natural light throughout. Situated in the Tunxis Hill / North Fairfield neighborhood, this apartment is located in a well-established

  amaryllis rodriguez RE/MAX Right Choice

  53 Nordstrand Ave, Fairfield, CT 06825
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  $1,450,000 Sold Sep 12, 2025

  60 Walbin Ct, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,497 Sq Ft
  • Built 1997

  Last Sold Summary

  • $415/SF
  • 33 Days On Market

  Current Estimated Value $1,488,137

  Last Listing Agent Chrissie Rodriguez Higgins Group Real Estate

  60 Walbin Ct, Fairfield, CT 06824
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  Est $1,036,197 Not Listed For Sale

  • 4 Beds

  32 Hale St, Westport, CT 06880

  32 Hale St, Westport, CT 06880
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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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  $2,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 4,432 Sq Ft
  • Apartment for Rent

  175 Wilson St Unit 179, Bridgeport, CT 06605

  Discover this charming and inviting 2-bedroom, 1-bath home located in the heart of Black Rock - one of the most desirable and sought-after neighborhoods in Fairfield County. Filled with character and natural light, this home features gleaming hardwood floors, a spacious and functional kitchen perfect for cooking and gathering, and a cozy living area that feels warm and welcoming the moment you

  Matt Ramos ASJ Realty Partners

  175 Wilson St Unit 179, Bridgeport, CT 06605
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  $899,000 Sold Nov 10, 2025

  153 Longview Ave, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 1920

  Last Sold Summary

  • $309/SF
  • 48 Days On Market

  Last Listing Agent Christine Ricci Keller Williams NY Realty

  153 Longview Ave, Fairfield, CT 06824
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  Est $1,479,914 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft

  37 Park Ln, Westport, CT 06880

  37 Park Ln, Westport, CT 06880
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  /21

  $749,000 Open Sun 1PM - 4PM

  • 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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  /13

  $2,200 total monthly price

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

  48 Scofield Ave, Bridgeport, CT 06605

  This charming 2-bedroom, 1-bathroom unit offers the perfect blend of comfort and convenience. Located on the second floor, this home features an enclosed porch-ideal for enjoying your morning coffee or creating a cozy reading nook. Inside, you'll find an open and inviting living space, complete with in-unit laundry for added convenience. The spacious bedrooms provide ample space and privacy. A

  Shawna Lewis Keller Williams Realty Group

  48 Scofield Ave, Bridgeport, CT 06605
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  $1,210,000 Sold Oct 15, 2025

  14 Dill Rd, Fairfield, CT 06824

  • 3 Beds
  • 2.5 Baths
  • 2,659 Sq Ft
  • Built 1947

  Last Sold Summary

  • 3% Above List Price
  • $455/SF
  • 23 Days On Market

  Current Estimated Value $1,196,467

  Last Listing Agent Carrie Sakey Coldwell Banker Realty

  14 Dill Rd, Fairfield, CT 06824
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  Est $3,807,821 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,805 Sq Ft

  64 Wright St, Westport, CT 06880

  64 Wright St, Westport, CT 06880
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  /39

  $779,900 Open Sat 2PM - 2:30PM

  • 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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  /32

  $3,000 total monthly price

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

  131 Beach Rd Unit 202, Fairfield, CT 06824

  BRAND NEW: NOW LEASING @ 131BEACH! This pristine, newly constructed 1BR + Den/Office apartment offers an open floorplan with chef's kitchen featuring quartz counters, stainless appliances, and center island overlooking living/dining areas, as well as a spacious ensuite Primary Bedroom and Full Bath. Amenities include elevator, secure keyless entry, laundry in-unit, reserved parking, EV charging

  Kaitlyn Walsh William Raveis Real Estate

  131 Beach Rd Unit 202, Fairfield, CT 06824
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  $3,250,000 Sold Jun 06, 2025

  27 Old Hill Farms Rd, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 4,298 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Above List Price
  • $756/SF
  • 8 Days On Market

  Current Estimated Value $3,228,697

  Last Listing Agent Debra Grant Show to Sell Homes, LLC

  27 Old Hill Farms Rd, Westport, CT 06880
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  Est $1,468,242 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft

  9 Highland Rd, Westport, CT 06880

  9 Highland Rd, Westport, CT 06880

Showing Results 321 - 360, Page 9 of 18