35,301

Southport, CT Homes

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  • /25

    $649,900

    $22K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft

    245 Unquowa Rd Unit 44, Fairfield, CT 06824

    Welcome to Mosswood condominiums: A must see updated second floor residence in this Fairfield sought-after well maintained complex. Perfectly located within walking distance to train and area restaurants. Interior was just repainted. Beautifully updated, renovated kitchen and two full bathrooms. New window treatments and lighting. Impeccably maintained. Large rear deck overlooking courtyard.

    Ed Pinto The Pinto Group R. E. Services

    245 Unquowa Rd Unit 44, Fairfield, CT 06824
  • /22

    $2,700 Per Month

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

    2029 Kings Hwy Unit 2nd Floor, Fairfield, CT 06824

    Newly Renovated 2-Bedroom Apartment in Grasmere Move right into this beautifully renovated second-floor apartment in the Grasmere neighborhood. This bright and inviting rental features two bedrooms, one full bath, a spacious living room, and an eat-in kitchen with plenty of room for everyday dining. Conveniently located close to shopping, restaurants, Metro-North train service, and I-95, this

    Gabrielle DiBianco Higgins Group Bedford Square

    2029 Kings Hwy Unit 2nd Floor, Fairfield, CT 06824
  • 51 Country Rd, Fairfield, CT 06824

    $879,000

    Sold Jul 27, 2026

    51 Country Rd, Fairfield, CT 06824

    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft
    • Built 1948

    Last Sold Summary

    • 4% Above List Price
    • $485/SF
    • 21 Days On Market

    Current Estimated Value $856,396

    Last Listing Agent Elizabeth Altobelli William Raveis Real Estate

    51 Country Rd, Fairfield, CT 06824
    • 561 Penfield Rd, Fairfield, CT 06824

      Est $2,457,646

      Not Listed For Sale

      561 Penfield Rd, Fairfield, CT 06824

      • 5 Beds
      • 3.5 Baths
      • 3,332 Sq Ft
      • Built 2008
      561 Penfield Rd, Fairfield, CT 06824

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Sara Fowler Coldwell Banker Realty

  • /38

    $634,900

    Pending
    • 6 Beds
    • 3 Baths
    • 3,926 Sq Ft

    639 Laurel Ave Unit 643, Bridgeport, CT 06605

    NOW ON THE MARKET, this spacious three-family property offers a fantastic opportunity for investors or owner-occupants alike. Featuring three residential units, each with up to 2 bedrooms and 1 full bathroom, this versatile property offers comfortable layouts and excellent living space. The first-floor unit features a generous living room with a dedicated dining area, while the upper-level units

    Emilia Edwards BHGRE Gaetano Marra Homes

    639 Laurel Ave Unit 643, Bridgeport, CT 06605
  • /28

    $80,000 Per Month

    • 5 Beds
    • 6.5 Baths
    • 5,372 Sq Ft
    • House for Rent

    30 Edgewater Hillside, Westport, CT 06880

    It is the luxury rental you have been waiting for... Perfectly positioned at the edge of Mill Pond, this exceptional home offers breathtaking views and fabulous sunrises from every room. Whether you are looking for a summer vacation or considering making Westport your home, this is a rare opportunity to experience the very best of coastal living. Featuring a first floor bedroom and 4 additional

    Meredith Cohen Serhant Connecticut, LLC

    30 Edgewater Hillside, Westport, CT 06880
  • 105 Charter Oak Rd, Fairfield, CT 06824

    $1,600,000

    Sold Mar 02, 2026

    105 Charter Oak Rd, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 3,900 Sq Ft
    • Built 1975

    Last Sold Summary

    • 7% Above List Price
    • $410/SF
    • 138 Days On Market

    Current Estimated Value $1,635,911

    Last Listing Agent Julie Vanderblue Higgins Group Real Estate

    105 Charter Oak Rd, Fairfield, CT 06824
    • 170 Jennings Rd, Fairfield, CT 06825

      Est $462,195

      Not Listed For Sale

      170 Jennings Rd, Fairfield, CT 06825

      • 2 Beds
      • 1 Bath
      • 1,011 Sq Ft
      • Built 1909
      170 Jennings Rd, Fairfield, CT 06825

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Nick Selca CORE Realty Group

  • /38

    $1,485,000

    New Construction $25K PRICE INCREASE Pending
    • 2 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    781 Post Rd E Unit 102, 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

    781 Post Rd E Unit 102, Westport, CT 06880
  • /10

    $1,550 Per Month

    • 1 Bath
    • 604 Sq Ft
    • House for Rent

    80 Cartright St Unit 1G, Bridgeport, CT 06604

    EXCELLENT LOCATION FOR COMMUTERS !!! Located on first level, Light and bright Studio unit Heat and Hot Water included in Rent. Assigned parking space. Laundry in lower level of building. Good credit and references a must. Doorman reception. Just minutes to Fairfield Metro Station, St Vincent and Bridgeport Hospitals, close to Sacred Heart, Fairfield and Bridgeport Universities, restaurants,

    George Zichil Zichil Elite Real Estate, LLC

    80 Cartright St Unit 1G, Bridgeport, CT 06604
  • 84 Edison Ave, Fairfield, CT 06825

    $790,000

    Sold Sep 03, 2025

    84 Edison Ave, Fairfield, CT 06825

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1998

    Last Sold Summary

    • $415/SF
    • 27 Days On Market

    Current Estimated Value $834,373

    Last Listing Agent Denise Curcio William Raveis Real Estate

    84 Edison Ave, Fairfield, CT 06825
    • 20 Bauer Place, Westport, CT 06880

      Est $2,737,256

      Not Listed For Sale

      20 Bauer Place, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 4,941 Sq Ft
      • Built 2018
      20 Bauer Place, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

  • /22

    $4,995,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,550 Sq Ft

    1 Coastal Ct, Westport, CT 06880

    Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

    Julie Vanderblue Higgins Group Real Estate

    1 Coastal Ct, Westport, CT 06880
  • /12

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    2449-2451 North Ave Unit 1, Bridgeport, CT 06604

    Spacious and light-filled 2-bedroom rental located in a well-maintained multi-family home. This large unit features high ceilings that create an open, airy feel throughout. Enjoy comfortable living in a convenient location close to shopping, dining, and everyday amenities. A great opportunity for those seeking space, charm, and easy access to everything you need.

    Bobbie Poeltl Abagnale William Pitt Sotheby's Int'l

    2449-2451 North Ave Unit 1, Bridgeport, CT 06604
  • 319 Bayberry Ln, Westport, CT 06880

    $7,750,000

    Sold Jun 11, 2026

    319 Bayberry Ln, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 9,238 Sq Ft
    • Built 2020

    Last Sold Summary

    • $839/SF
    • 14 Days On Market

    Current Estimated Value $7,443,968

    Last Listing Agent Doug Bross Coldwell Banker Realty

    319 Bayberry Ln, Westport, CT 06880
    • 220 Riverside Ave Unit 8, Westport, CT 06880

      Est $895,288

      Not Listed For Sale

      220 Riverside Ave Unit 8, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,291 Sq Ft
      • Built 2005
      220 Riverside Ave Unit 8, Westport, CT 06880

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Debra Shaughnessy Coldwell Banker Realty

  • /14

    $6,650,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 11,000 Sq Ft

    4 Lantern Hill Rd, Westport, CT 06880

    An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and

    Ian Defronze Serhant Connecticut, LLC

    4 Lantern Hill Rd, Westport, CT 06880
  • /27

    $10,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,638 Sq Ft
    • House for Rent

    1170 Hillside Rd, Fairfield, CT 06824

    Nestled on over two beautifully landscaped acres in the heart of Greenfield Hill, this exceptional historic residence offers timeless charm, privacy, and modern updates. The thoughtfully renovated eat-in kitchen features Carrara marble countertops and beautiful views of the picturesque grounds. The dramatic living room boasts soaring cathedral ceilings, imported English leaded-glass windows and a

    Erin Melson The Agency

    1170 Hillside Rd, Fairfield, CT 06824
  • 299 Marlborough Terrace, Fairfield, CT 06825

    $546,000

    Sold Oct 27, 2025

    299 Marlborough Terrace, Fairfield, CT 06825

    • 2 Beds
    • 1.5 Baths
    • 1,268 Sq Ft
    • Built 1947

    Last Sold Summary

    • $431/SF
    • 60 Days On Market

    Current Estimated Value $571,882

    Last Listing Agent Deborah Merlino William Raveis Real Estate

    299 Marlborough Terrace, Fairfield, CT 06825
    • 220 Riverside Ave Unit 7, Westport, CT 06880

      Est $944,311

      Not Listed For Sale

      220 Riverside Ave Unit 7, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,291 Sq Ft
      • Built 2005
      220 Riverside Ave Unit 7, Westport, CT 06880

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Debra Shaughnessy Coldwell Banker Realty

  • /30

    $2,595,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,075 Sq Ft

    131 Sasco Hill Rd, Fairfield, CT 06824

    Newly renovated in 2026, this extraordinary designer-inspired Modern Colonial presents a rare opportunity to own a turnkey luxury residence in Fairfield's coveted Sasco Hill. Offering 3,625 square feet of impeccably designed living space, this four-bedroom, five-bath home masterfully blends timeless architecture with exceptional craftsmanship and sophisticated contemporary design. Every detail

    Susan Tracy Higgins Group Bedford Square

    131 Sasco Hill Rd, Fairfield, CT 06824
  • /40

    $16,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • House for Rent

    87 Myrtle Ave, Westport, CT 06880

    Just when you thought all the good summer rentals were gone! Charming New England Colonial literally steps to everything downtown Westport has to offer yet offering your own private oasis. This is truly in-town living at it's best with Westport beaches just a short drive away. Enjoy walking to town for your morning coffee or smoothie. Lunch in the shade on the porch of one of the historic

    Jordan Dolger Higgins Group Real Estate

    87 Myrtle Ave, Westport, CT 06880
  • 1380 Old Academy Rd, Fairfield, CT 06824

    $3,000,000

    Sold Apr 16, 2026

    1380 Old Academy Rd, Fairfield, CT 06824

    • 4 Beds
    • 5.5 Baths
    • 3,961 Sq Ft
    • Built 2000

    Last Sold Summary

    • 16% Above List Price
    • $757/SF
    • 8 Days On Market

    Current Estimated Value $2,840,147

    Last Listing Agent Cindy Raney Coldwell Banker Realty

    1380 Old Academy Rd, Fairfield, CT 06824
    • 220 Riverside Ave Unit 1, Westport, CT 06880

      Est $1,024,646

      Not Listed For Sale

      220 Riverside Ave Unit 1, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,291 Sq Ft
      • Built 2005
      220 Riverside Ave Unit 1, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent James Tomaselli Higgins Group Bedford Square

  • /2

    $620,000

    • 6 Beds
    • 2 Baths
    • 3,558 Sq Ft

    695 Beechwood Ave, Bridgeport, CT 06605

    Welcome to 695 Beechwood Avenue, an exceptional multi-family property offering outstanding income potential and incredible flexibility. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking to offset your mortgage with rental income, this property is a fantastic opportunity. Currently configured as three units, this property features separate utilities, making

    imelda isles eXp Realty

    695 Beechwood Ave, Bridgeport, CT 06605
  • /17

    $1,900 Per Month

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

    81 Jetland St Unit 3, Bridgeport, CT 06605

    SETTLE RIGHT IN TO THIS TOP LEVEL 2 BEDROOM BLACK ROCK APARTMENT. FEATURES LARGE EAT IN KITCHEN, UPDATED BATH AND IDEAL CONVENIENT LOCATION STEPS TO RETAIL/SHOPPING, DINING, RESTAURANTS AND NIGHT LIFE, METRO NORTH TRAIN STATION, I-95, RT 25/8, RT 15 MERRITT PARKWAY, FAIRFIELD AND SACRED HEART UNIVERSITIES. IMMEDIATE OCCUPANCY, 1 YEAR LEASE, TENANTS TO PROVIDE COMPLETE RENTSPREE APPLICATION

    John Hackett William Raveis Real Estate

    81 Jetland St Unit 3, Bridgeport, CT 06605
  • 80 Cartright St Unit PHA, Bridgeport, CT 06604

    $210,000

    Sold Jul 10, 2026

    80 Cartright St Unit PHA, Bridgeport, CT 06604

    • 2 Beds
    • 1 Bath
    • 1,648 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $127/SF
    • 30 Days On Market

    Current Estimated Value $218,804

    Last Listing Agent Christopher Ziko Higgins Group Real Estate

    80 Cartright St Unit PHA, Bridgeport, CT 06604
    • 4A Woodhill Rd, Westport, CT 06880

      Est $3,107,076

      Not Listed For Sale

      4A Woodhill Rd, Westport, CT 06880

      • 5 Beds
      • 5 Baths
      • 4,733 Sq Ft
      • Built 2006
      4A Woodhill Rd, Westport, CT 06880

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Cindy Raney Coldwell Banker Realty

  • /14

    $875,000

    • 8 Beds
    • 3 Baths
    • 3,360 Sq Ft

    301 Poplar St Unit 303, Bridgeport, CT 06605

    Baldwin Pearson & Co., Inc. is pleased to present 301 Poplar Street, a fully renovated four-family investment property located in Bridgeport's highly desirable West End. This turnkey asset features four spacious two-bedroom apartments, each thoughtfully updated with modern finishes throughout. The property offers a strong, low-maintenance investment profile with all utilities separately metered

    Daniel Shawah Baldwin Pearson & Co., Inc

    301 Poplar St Unit 303, Bridgeport, CT 06605
  • /15

    $2,675 Per Month

    • 3 Beds
    • 1.5 Baths
    • 961 Sq Ft
    • House for Rent

    94 Garden Dr, Fairfield, CT 06825

    94 Garden Drive is a comfortable home with a private backyard located in Fairfield, CT. This 3 bedroom, 1-1/2 bath home offers a functional, easy-to-live-in layout. The main level offers one bedroom, a half bath, and a compact eat-in-kitchen with laundry conveniently located. Upstairs are two additional bedrooms, both with brand-new carpet, plus a fully renovated bathroom. The brick-paver patio

    Christine Howard William Raveis Real Estate

    94 Garden Dr, Fairfield, CT 06825
  • 39 Compo Pkwy, Westport, CT 06880

    $11,000,000

    Sold Mar 02, 2026

    39 Compo Pkwy, Westport, CT 06880

    • 6 Beds
    • 9 Baths
    • 11,150 Sq Ft
    • Built 2017

    Last Sold Summary

    • 15% Below List Price
    • $987/SF
    • 33 Days On Market

    Current Estimated Value $7,583,209

    Last Listing Agent Michelle Genovesi William Raveis Real Estate

    39 Compo Pkwy, Westport, CT 06880
    • 25 Flower Farm Cir, Westport, CT 06880

      Est $4,929,529

      Not Listed For Sale

      25 Flower Farm Cir, Westport, CT 06880

      • 5 Beds
      • 7.5 Baths
      • 6,404 Sq Ft
      • Built 2007
      25 Flower Farm Cir, Westport, CT 06880

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Robert Appell Coldwell Banker Realty

  • /12

    $2,199,999

    New Construction $201K PRICE INCREASE
    • 6 Beds
    • 7 Baths
    • 4,709 Sq Ft

    280 Tuckahoe Ln, Fairfield, CT 06824

    Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

    Elizabeth Casey William Raveis Real Estate

    280 Tuckahoe Ln, Fairfield, CT 06824
  • /15

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 10,962 Sq Ft
    • House for Rent

    2744 Fairfield Ave Unit 7, Bridgeport, CT 06605

    Affordable, move in condition, two bedroom, 3rd floor end unit located in Black Rock and available for immediate occupancy. The unit is located in the Black Rock restaurant and business district near St. Mary's By The Sea and the Black Rock train station. The owner requires first month rent, two months security, renter's insurance policy and satisfactory credit, background and eviction check.

    John Kleps Berkshire Hathaway NE Prop.

    2744 Fairfield Ave Unit 7, Bridgeport, CT 06605
  • 99 Judd St, Fairfield, CT 06824

    $825,000

    Sold Jun 30, 2026

    99 Judd St, Fairfield, CT 06824

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft
    • Built 1947

    Last Sold Summary

    • 13% Above List Price
    • $523/SF
    • 10 Days On Market

    Current Estimated Value $741,669

    Last Listing Agent Carrie Sakey Coldwell Banker Realty

    99 Judd St, Fairfield, CT 06824
    • 6 Pan Handle Ln, Westport, CT 06880

      Est $4,751,711

      Not Listed For Sale

      6 Pan Handle Ln, Westport, CT 06880

      • 5 Beds
      • 9 Baths
      • 10,471 Sq Ft
      • Built 2007
      6 Pan Handle Ln, Westport, CT 06880

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Mersene Norbom William Pitt Sotheby's Int'l

  • /37

    $875,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,490 Sq Ft

    42 Bayberry Rd, Fairfield, CT 06825

    **WE ARE ASKING FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TUESDAY (6/16) AT 5PM. Welcome to 42 Bayberry Road, a beautifully updated Cape in Fairfield's coveted Stratfield neighborhood. Located on a quiet, tree-lined street, this move-in ready home offers incredible flexibility for hybrid work or multi-generational living. The main level features hardwood floors, a sun-filled living room with

    Jennifer Peters William Raveis Real Estate

    42 Bayberry Rd, Fairfield, CT 06825
  • /28

    $9,500 Per Month

    • 5 Beds
    • 3 Baths
    • 3,016 Sq Ft
    • House for Rent

    21 Half Mile Common, Westport, CT 06880

    Renovated 5-bedrooms, 3 bathrooms home in a great Westport location! Updated : kitchens, bathrooms, Harwood flooring, New AC, New navien boiler. Stainless steel appliances, 2 car garage, new laundry machines. The 1.55 acre property has room to walk and bike on a flat, 1/2 mile cul de sac. You won't find a better home and property that has great living spaces and sunshine peaking through ever

    Eli Carneiro William Raveis Real Estate

    21 Half Mile Common, Westport, CT 06880
  • 119 Long Lots Rd, Westport, CT 06880

    $3,352,000

    Sold Jun 19, 2026

    119 Long Lots Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 5,616 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Above List Price
    • $597/SF
    • 13 Days On Market

    Current Estimated Value $3,213,629

    Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

    119 Long Lots Rd, Westport, CT 06880
    • 36 Terra Nova Cir, Westport, CT 06880

      Est $1,835,852

      Not Listed For Sale

      36 Terra Nova Cir, Westport, CT 06880

      • 3 Beds
      • 3 Baths
      • 3,691 Sq Ft
      • Built 2004
      36 Terra Nova Cir, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Brandy Hall Higgins Group Real Estate

Showing Results 321 - 360, Page 9 of 18

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