Southport, CT Homes

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  /39

  $9,750,000 Pending

  • 6 Beds
  • 9 Baths
  • 5,920 Sq Ft

  828 Sasco Hill Rd, Fairfield, CT 06824

  "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

  Wendy Ryan Brown Harris Stevens

  828 Sasco Hill Rd, Fairfield, CT 06824
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  /11

  $1,775 per month plus fees

  Blackrock Homes Apartments

  1 Bed

  45 Monroe St, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated

  45 Monroe St, Bridgeport, CT 06605
• 

  $1,640,000 Sold Sep 12, 2025

  248 Mayweed Rd, Fairfield, CT 06824

  • 4 Beds
  • 4.5 Baths
  • 4,075 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $402/SF
  • 49 Days On Market

  Current Estimated Value $1,653,333

  Last Listing Agent Christopher Maroc Coldwell Banker Realty

  248 Mayweed Rd, Fairfield, CT 06824
• 

  Est $801,693 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  64 Sterling St, Fairfield, CT 06825

  64 Sterling St, Fairfield, CT 06825
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  /24

  $179,900

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  554 Brewster St Unit 4, Bridgeport, CT 06605

  Welcome to this bright and inviting ranch-style 2nd-floor end unit, perfectly situated in the heart of Black Rock. A spacious bay window fills the living area with natural light, while beautifully maintained hardwood floors add warmth and character throughout. Enjoy the expanded living space offered by the enclosed, remodeled sunroom-ideal for a home office, reading nook, or year-round

  Christopher Constand Higgins Group Real Estate

  554 Brewster St Unit 4, Bridgeport, CT 06605
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  /9

  $2,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Apartment for Rent

  75 Ash St, Bridgeport, CT 06605

  Updated 3BR/1BA first-floor apartment for rent. This unit features new kitchen cabinets, new flooring throughout, and abundant natural light that creates a bright, welcoming living space. Includes 1 off-street parking space in driveway.

  Sheena Henderson Keller Williams Realty

  75 Ash St, Bridgeport, CT 06605
• 

  $875,000 Sold Jan 06, 2026

  162 Country Rd Unit 162, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,516 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Above List Price
  • $348/SF
  • 54 Days On Market

  Last Listing Agent Maria Tziolis William Pitt Sotheby's Int'l

  162 Country Rd Unit 162, Fairfield, CT 06824
• 

  Est $1,029,920 Not Listed For Sale

  1120 Hulls Hwy, Southport, CT 06890

  1120 Hulls Hwy, Southport, CT 06890
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  /19

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  41 Pepperbush Ln, Fairfield, CT 06824

  Endless possibilities await in this 3-bedroom, 2.5-bath home located in a highly desirable area. Offering a solid foundation and fantastic layout, this property is ready for a full transformation. Whether you're an investor or a homeowner with vision, this is your chance to reimagine every detail, customize it to your style, and build instant value through improvement. With its sought-after

  Danielle Rownin Keller Williams Realty

  41 Pepperbush Ln, Fairfield, CT 06824
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  /29

  $5,700 - $6,468 total monthly price

  Fairfield Station Lofts

  3 Beds

  78 Unquowa Place, Fairfield, CT 06824

  Experience elevated living in this luxurious 3-bedroom, 2-bath loft with just shy of 2,200 sq. ft. at Fairfield Station Lofts—a boutique residential community designed and developed by Granoff Architects in the heart of Fairfield, Connecticut. This top-floor residence blends contemporary architecture with refined finishes, offering a lifestyle that feels both sophisticated and

  78 Unquowa Place, Fairfield, CT 06824
• 

  $672,000 Sold Jul 07, 2025

  51 Laurel St, Fairfield, CT 06825

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Below List Price
  • $304/SF
  • 34 Days On Market

  Current Estimated Value $682,762

  Last Listing Agent Christopher Giolitto William Raveis Real Estate

  51 Laurel St, Fairfield, CT 06825
• 

  Est $4,001,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,250 Sq Ft

  41 North Ave, Westport, CT 06880

  41 North Ave, Westport, CT 06880
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  /20

  $985,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,239 Sq Ft

  915 S Pine Creek Rd, Fairfield, CT 06824

  *Best & Final Offers by 01/12 5:00pm* Life in Fairfield's beach area means walking to the beach, staying close to town, and having easy Metro-North access, and this expanded Cape puts it all within reach. This home is warm and welcoming, full of natural light, with a layout made for everyday living. The kitchen was recently renovated, and 2 bathrooms were fully remodeled with contemporary

  Celie Campbell Compass Connecticut, LLC

  915 S Pine Creek Rd, Fairfield, CT 06824
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  /27

  $4,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • House for Rent

  75 Stone Ridge Way Unit 3A, Fairfield, CT 06824

  Manhattan Style Condo offers a lifestyle and style of home that is unlike any other in the area. This sophisticated 2 Bedrooms, large family room, includes an additional room which could be used as den/office/dining room, and 2 Full Baths. In addition, there is a large Deck which receives plenty of sun. Extraordinary appointments and impeccable design elements such as 10' ceilings, hardwood

  Lisa Fratarcangeli William Raveis Real Estate

  75 Stone Ridge Way Unit 3A, Fairfield, CT 06824
• 

  $465,000 Sold Jan 28, 2025

  54 2nd St, Fairfield, CT 06825

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft
  • Built 1904

  Last Sold Summary

  • 2% Below List Price
  • $330/SF
  • 47 Days On Market

  Current Estimated Value $505,755

  Last Listing Agent Lindsey Rosen William Pitt Sotheby's Int'l

  54 2nd St, Fairfield, CT 06825
• 

  Est $1,378,219 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,621 Sq Ft

  171 Woodrow Ave, Southport, CT 06890

  171 Woodrow Ave, Southport, CT 06890
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  /39

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  An incredible waterside opportunity awaits! Not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the 2025-'26 & '26-'27

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  /35

  $1,950 - $2,250 per month plus fees

  Cypress Apartments

  1 - 2 Beds

  585 Ellsworth St, Bridgeport, CT 06605

  Mid-Rise Building with Elevator -Beautiful first floor 2 bedroom apartment in Beautiful Black Rock. Vinyl floors, granite countertops, updated appliances, and intercom system .Heat, hot water, and cooking gas are included. Parking and a storage unit is included. Laundry, electric car chargers, and fitness center are on-site.Good credit, clean background check, and lawful income are

  585 Ellsworth St, Bridgeport, CT 06605
• 

  $605,000 Sold Oct 01, 2025

  261 Colony St, Fairfield, CT 06824

  • 4 Beds
  • 1 Bath
  • 1,446 Sq Ft
  • Built 1936

  Last Sold Summary

  • 1% Above List Price
  • $418/SF
  • 49 Days On Market

  Current Estimated Value $620,481

  Last Listing Agent Christine Howard William Raveis Real Estate

  261 Colony St, Fairfield, CT 06824
• 

  Est $80,463 Not Listed For Sale

  2345 Fairfield Ave, Bridgeport, CT 06605

  2345 Fairfield Ave, Bridgeport, CT 06605
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  /40

  $1,900,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /10

  $1,850 total monthly price

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

  179 Longview Ave Unit B, Fairfield, CT 06824

  Renovated studio/one bed in Fairfield, CT. ALL UTILITiES INCLUDED. Kitchen w/ granite countertops. Electric Range. Washer Dryer in unit. You'll find them in a separate room that could work as a Home Office. Great value for Fairfield. 2 person occupancy limit. Will consider pets on a case by case basis!! Unbelievable value. The pictures do not do it justice. This apartment won't last! Contact to

  Anthony Gigliotti Keller Williams Realty

  179 Longview Ave Unit B, Fairfield, CT 06824
• 

  $169,000 Sold Aug 19, 2025

  2370 North Ave Unit 10A, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $186/SF
  • 119 Days On Market

  Current Estimated Value $167,597

  Last Listing Agent Wessam Ahmad Real Broker CT, LLC

  2370 North Ave Unit 10A, Bridgeport, CT 06604
• 

  Est $1,899,121 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,898 Sq Ft

  8 Lehn Farm Rd, Westport, CT 06880

  8 Lehn Farm Rd, Westport, CT 06880
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  /39

  $1,450,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  785 Post Rd E Unit 301, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 301, Westport, CT 06880
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  /12

  $1,025 - $1,934 per month plus fees

  Cherry Street Lofts

  Studio - 3 Beds

  437 Howard Ave, Bridgeport, CT 06605

  Dont settle for less when you can have it all at Cherry Street Lofts. Our affordable loft apartments in Bridgeport, CT, offer you budget-friendly rates, modern amenities, and a convenient location. Whether you want to relax, work out, or explore the surroundings, youll find everything you need and more inside our community. Outside of our welcoming community, youll enjoy easy access to public

  437 Howard Ave, Bridgeport, CT 06605
• 

  $139,000 Sold Nov 10, 2025

  2370 North Ave Unit 7C, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 26 Days On Market

  Last Listing Agent Santo Miletes BHGRE Gaetano Marra Homes

  2370 North Ave Unit 7C, Bridgeport, CT 06604
• 

  Est $425,775 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,394 Sq Ft

  185 Ash St, Bridgeport, CT 06605

  185 Ash St, Bridgeport, CT 06605
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  /29

  $2,750,000 Open House 1/25

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
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  /34

  $8,995 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,502 Sq Ft
  • Townhouse for Rent

  5 Church Ln Unit 203, Westport, CT 06880

  ~HIGH END LIVING~ "The Bedford" Townhouse is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally

  Matt Murray Higgins Group Bedford Square

  5 Church Ln Unit 203, Westport, CT 06880
• 

  $3,775,000 Sold May 01, 2025

  15 Morningside Ln, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,012 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $628/SF
  • 7 Days On Market

  Current Estimated Value $3,741,925

  Last Listing Agent Brett Lieberman The Riverside Realty Group

  15 Morningside Ln, Westport, CT 06880
• 

  Est $467,680 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,888 Sq Ft

  149 Ash St, Bridgeport, CT 06605

  149 Ash St, Bridgeport, CT 06605
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  /34

  $249,900 Coming Soon

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  27 Nash Ln Unit 5, Bridgeport, CT 06605

  High end renovations that retain the charm of the historic Black Rock Garden Co-op complex! Custom kitchen with exposed brick, quartz countertops, stainless steel GE appliances, washer in hallway nook, floating glass shower, gorgeous hardwood floors throughout, hot water baseboard heat, insulated, tilt-in windows, and office with transom windows off living room/dining room. Open porch to enjoy

  Gail Robinson William Raveis Real Estate

  27 Nash Ln Unit 5, Bridgeport, CT 06605
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  /35

  $2,800 - $5,900 total monthly price

  The Ezra

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Ezra resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
• 

  $565,000 Sold Aug 26, 2025

  88 Old Black Rock Turnpike, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • Built 1953

  Last Sold Summary

  • 13% Above List Price
  • $460/SF
  • 31 Days On Market

  Current Estimated Value $556,461

  Last Listing Agent Charles McMahon BHGRE Gaetano Marra Homes

  88 Old Black Rock Turnpike, Fairfield, CT 06824
• 

  Not Listed For Sale

  • 3 Beds
  • 4,574 Sq Ft

  47 Alfred St, Bridgeport, CT 06605

  47 Alfred St, Bridgeport, CT 06605
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  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  9 Crescent Park Rd, Westport, CT 06880

  Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living,

  Karim Douich William Raveis Real Estate

  9 Crescent Park Rd, Westport, CT 06880
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  /13

  $3,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  82 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  82 Waldorf Ave, Bridgeport, CT 06605
• 

  $1,275,000 Sold Jul 24, 2025

  129 Brookmere Dr, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 1972

  Last Sold Summary

  • 28% Above List Price
  • $645/SF
  • 55 Days On Market

  Current Estimated Value $1,257,032

  Last Listing Agent Cindy Raney Coldwell Banker Realty

  129 Brookmere Dr, Fairfield, CT 06824
• 

  Est $463,406 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,283 Sq Ft

  195 Princeton St, Bridgeport, CT 06605

  195 Princeton St, Bridgeport, CT 06605

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