35,315

Southport, CT Homes

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  • /31

    $999,500

    Pending
    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft

    427 Reef Rd, Fairfield, CT 06824

    Bright and cheerful, this tastefully updated Cape has been impeccably maintained and reflects the warmth of a well-cared-for home. A bluestone and Belgian block walkway welcomes you inside. The flexible floor plan features a first-floor bedroom with access to a full bath, hardwood floors throughout, and a shared gas fireplace between the living and dining rooms. The spacious kitchen offers

    Catherine McGee Coldwell Banker Realty

    427 Reef Rd, Fairfield, CT 06824
  • /12

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    2716 Fairfield Ave Unit 3af, Bridgeport, CT 06605

    Newly remodeled 3rd floor 1 bedroom apartment available now. Very nice sized 1 bedroom apartment with separate living room, kitchen, and bathroom. New Kitchen, Upgraded, bathrooms, paint, and floors. Close to all shops and downtown. Tenant pays Heat/Hot water (gas) and electric. Won't last long - must see!!

    Elaine Guedes Ardent Trust Property Mngmnt

    2716 Fairfield Ave Unit 3af, Bridgeport, CT 06605
  • 226 Ruane St, Fairfield, CT 06824

    $1,550,000

    Sold Jan 23, 2026

    226 Ruane St, Fairfield, CT 06824

    • 5 Beds
    • 4.5 Baths
    • 3,159 Sq Ft
    • Built 1917

    Last Sold Summary

    • 8% Below List Price
    • $491/SF
    • 105 Days On Market

    Current Estimated Value $1,595,876

    Last Listing Agent Julie Vanderblue Higgins Group Real Estate

    226 Ruane St, Fairfield, CT 06824
    • 184 Cross Hwy, Westport, CT 06880

      Est $3,464,950

      Not Listed For Sale

      184 Cross Hwy, Westport, CT 06880

      • 5 Beds
      • 6 Baths
      • 6,010 Sq Ft
      • Built 1998
      184 Cross Hwy, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Annette Coplit Coldwell Banker Realty

  • /39

    $5,199,000

    New Construction $400K PRICE DROP Pending
    • 6 Beds
    • 6.5 Baths
    • 7,387 Sq Ft

    36 Maple Ave S, Westport, CT 06880

    Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

    Kelly Loucas Compass Connecticut, LLC

    36 Maple Ave S, Westport, CT 06880
  • /40

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,047 Sq Ft
    • House for Rent

    186 Compo Rd S, Westport, CT 06880

    Tucked behind a tall fence flanked by stone pillars. Less than 5 minutes to town, schools, beach and train. Easy one floor living. Sun-filled main level open floor plan featuring a Living Room with fireplace, a large well-equipped Kitchen with a spacious Dining Area and Breakfast Bar, and a Family Room with walls of windows inviting nature in. There is also a private office next to the first

    Elizabeth Anrig Coach Lamp Living

    186 Compo Rd S, Westport, CT 06880
  • 1 Overlook Ave, Fairfield, CT 06824

    $650,000

    Sold Apr 02, 2026

    1 Overlook Ave, Fairfield, CT 06824

    • 4 Beds
    • 1.5 Baths
    • 1,462 Sq Ft
    • Built 1914

    Last Sold Summary

    • 13% Above List Price
    • $445/SF
    • 29 Days On Market

    Current Estimated Value $655,767

    Last Listing Agent Skylar Smith William Raveis Real Estate

    1 Overlook Ave, Fairfield, CT 06824
    • 75 Old Hill Rd, Westport, CT 06880

      Est $2,353,179

      Not Listed For Sale

      75 Old Hill Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 3,585 Sq Ft
      • Built 1993
      75 Old Hill Rd, Westport, CT 06880

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Regina Kendig William Raveis Real Estate

  • /37

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    719 Mountain Laurel Rd, Fairfield, CT 06824

    An Elevated Lake Hills Deckhouse // A hillside mid-century nestled on a private woodland acre with serene views of a glacial rock ledge, native ferns and mature shade trees. The wrap-around deck makes the home a permanent lookout amid the trees. Daily life happens up in this canopy, that's the magic of a deckhouse. A wood-burning fireplace anchors the living room. The kitchen and dining area open

    Carrie Perkins RE/MAX Heritage

    719 Mountain Laurel Rd, Fairfield, CT 06824
  • /22

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,980 Sq Ft
    • House for Rent

    2182 N Benson Rd, Fairfield, CT 06824

    Move into comfortable 2 bed plus office/loft or 3 bedroom, 2 full baths. Energy efficient furnace and all appliances. Features open floor plan, large sunny living room with stone fireplace .Eat in kitchen with granite counter tops. Formal dinning room w/sliders to patio. Overlooking private yard. Conventionally located, just minutes to school, shopping, restaurants. Easy access to I-95 and

    Karolina Zawadzka William Raveis Real Estate

    2182 N Benson Rd, Fairfield, CT 06824
  • 115 Balmforth St, Bridgeport, CT 06605

    $765,000

    Sold Oct 31, 2025

    115 Balmforth St, Bridgeport, CT 06605

    • 4 Beds
    • 2.5 Baths
    • 2,626 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Above List Price
    • $291/SF
    • 5 Days On Market

    Current Estimated Value $814,170

    Last Listing Agent Joseph Passero William Raveis Real Estate

    115 Balmforth St, Bridgeport, CT 06605
    • 91 Kings Hwy S, Westport, CT 06880

      Est $2,039,894

      Not Listed For Sale

      91 Kings Hwy S, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,980 Sq Ft
      • Built 1987
      91 Kings Hwy S, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Susan Lieberman The Riverside Realty Group

  • /35

    $849,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,534 Sq Ft

    685 Gilman St, Bridgeport, CT 06605

    Nestled in the heart of Black Rock's coveted St. Mary's-by-the-Sea neighborhood, this one-of-a-kind coastal treasure offers breathtaking Ash Creek sunsets, water views, and exceptional privacy. Set on a deep, beautifully landscaped lot, the expansive backyard and gardens create a secluded retreat perfect for entertaining or relaxing. The welcoming front porch offers both sunny and shaded seating

    Amy Desel Compass Connecticut, LLC

    685 Gilman St, Bridgeport, CT 06605
  • /40

    $7,500 Per Month

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

    61 Hillandale Rd, Westport, CT 06880

    AVAILABLE from 8/9/26 - 9/9/26 with possibility of extending through September and into October. 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

    Laurie Crouse Coldwell Banker Realty

    61 Hillandale Rd, Westport, CT 06880
  • 5 Over Rock Ln, Westport, CT 06880

    $2,014,000

    Sold Mar 09, 2026

    5 Over Rock Ln, Westport, CT 06880

    • 3 Beds
    • 3 Baths
    • 2,107 Sq Ft
    • Built 1956

    Last Sold Summary

    • 34% Above List Price
    • $956/SF
    • 20 Days On Market

    Current Estimated Value $1,872,512

    Last Listing Agent Laura Sydney William Pitt Sotheby's Int'l

    5 Over Rock Ln, Westport, CT 06880
    • 60 Edgewater Commons Ln, Westport, CT 06880

      Est $2,153,445

      Not Listed For Sale

      60 Edgewater Commons Ln, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,036 Sq Ft
      • Built 1999
      60 Edgewater Commons Ln, Westport, CT 06880

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  • /12

    $4,995,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,440 Sq Ft

    238 Hillspoint Rd, Westport, CT 06880

    The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking

    Karen Scott Compass Connecticut, LLC

    238 Hillspoint Rd, Westport, CT 06880
  • /15

    $12,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,296 Sq Ft
    • House for Rent

    930 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Ogents, LLC

    930 Reef Rd, Fairfield, CT 06824
  • 823 Oldfield Rd, Fairfield, CT 06824

    $1,150,000

    Sold Jun 22, 2026

    823 Oldfield Rd, Fairfield, CT 06824

    • 3 Beds
    • 1 Bath
    • 1,318 Sq Ft
    • Built 1952

    Last Sold Summary

    • 39% Above List Price
    • $873/SF
    • 27 Days On Market

    Current Estimated Value $854,671

    Last Listing Agent Katie O'Grady Compass Connecticut, LLC

    823 Oldfield Rd, Fairfield, CT 06824
    • 329 Lansdowne, Westport, CT 06880

      Est $1,516,315

      Not Listed For Sale

      329 Lansdowne, Westport, CT 06880

      • 2 Beds
      • 2 Baths
      • 2,450 Sq Ft
      • Built 1986
      329 Lansdowne, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Kathleen DeRossi William Pitt Sotheby's Int'l

  • /40

    $2,950,000

    $175K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,320 Sq Ft

    420 Morehouse Ln, Southport, CT 06890

    Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms,

    Amanda Heyn William Raveis Real Estate

    420 Morehouse Ln, Southport, CT 06890
  • /31

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • House for Rent

    126 Morningside Dr S, Westport, CT 06880

    Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the

    Thomas Broadbent William Pitt Sotheby's Int'l

    126 Morningside Dr S, Westport, CT 06880
  • 378 Castle Ave, Fairfield, CT 06825

    $515,000

    Sold Dec 22, 2025

    378 Castle Ave, Fairfield, CT 06825

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1930

    Last Sold Summary

    • 8% Above List Price
    • $413/SF
    • 18 Days On Market

    Current Estimated Value $530,764

    Last Listing Agent Jennifer DeLaurentis Compass Connecticut, LLC

    378 Castle Ave, Fairfield, CT 06825
    • 317 Lansdowne, Westport, CT 06880

      Est $1,666,181

      Not Listed For Sale

      317 Lansdowne, Westport, CT 06880

      • 3 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1986
      317 Lansdowne, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Laurie Morris Compass Connecticut, LLC

  • /11

    $5,990,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,900 Sq Ft

    10 Mary Jane Ln, Westport, CT 06880

    New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

    Danna Rogers Higgins Group Bedford Square

    10 Mary Jane Ln, Westport, CT 06880
  • /39

    $12,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,936 Sq Ft
    • House for Rent

    4 Nappa Ln, Westport, CT 06880

    Prominently situated at the end of a private enclave surrounded by nature is where you will find 4 Nappa Lane. This beautifully renovated home offers a serene escape while being perfectly positioned just minutes from everything Westport has to offer. Step inside to discover a bright, open interior where modern updates meet effortless style. The heart of the home features a fully renovated kitchen

    Carrie Braley Compass Connecticut, LLC

    4 Nappa Ln, Westport, CT 06880
  • 3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

    $295,000

    Sold Sep 08, 2025

    3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $258/SF
    • 52 Days On Market

    Current Estimated Value $314,992

    Last Listing Agent Ariana Benesova eXp Realty

    3250 Fairfield Ave Unit 210, Bridgeport, CT 06605
    • 46 Edgewater Commons Ln, Westport, CT 06880

      Est $819,912

      Not Listed For Sale

      46 Edgewater Commons Ln, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 1985
      46 Edgewater Commons Ln, Westport, CT 06880

      Last Sold Summary

      • 97 Days On Market

      Last Listing Agent Mark Gilrain Brown Harris Stevens

  • /4

    $449,900

    Pending
    • 6 Beds
    • 3 Baths
    • 3,177 Sq Ft

    22-26 Waldorf Ave, Bridgeport, CT 06605

    Multi family house with 3 apartments, 14 rooms (5+5+4), newer front porch, full basement and 2 car garage. To be sold in as is condition. Seller prefers cash offers. Occupied by tenants. Black Rock Location.

    Luisa Dias RE/MAX Right Choice

    22-26 Waldorf Ave, Bridgeport, CT 06605
  • /24

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    2806 Fairfield Ave Unit 207, Bridgeport, CT 06605

    The Newly Renovated Wanis Building! Spectacular second floor, two 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 207, Bridgeport, CT 06605
  • 363 Lake Ave, Bridgeport, CT 06605

    $822,500

    Sold Nov 14, 2025

    363 Lake Ave, Bridgeport, CT 06605

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • Built 1931

    Last Sold Summary

    • 6% Above List Price
    • $374/SF
    • 29 Days On Market

    Current Estimated Value $853,814

    Last Listing Agent Geo Crume Keller Williams Realty

    363 Lake Ave, Bridgeport, CT 06605
    • 8 Davenport Ave, Westport, CT 06880

      Est $877,639

      Not Listed For Sale

      8 Davenport Ave, Westport, CT 06880

      • 3 Beds
      • 1 Bath
      • 1,272 Sq Ft
      • Built 1951
      8 Davenport Ave, Westport, CT 06880

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Shelly Olivadoti Berkshire Hathaway NE Prop.

  • /23

    $337,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,499 Sq Ft

    3250 Fairfield Ave Unit 222, Bridgeport, CT 06605

    Welcome to the Village at Black Rock! This is a rare opportunity to own a large 1499 square foot corner unit condo on the second floor in the desirable Black Rock neighborhood. A spacious open floor plan, a Primary suite with bathroom, a second bedroom and a second full bathroom. Balcony access from the main living area and the Primary suite- perfect for morning coffee, happy hour drinks and

    Michelle Hennessey William Raveis Real Estate

    3250 Fairfield Ave Unit 222, Bridgeport, CT 06605
  • /19

    $2,800 Per Month

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

    1 Ridgewood Ln, Westport, CT 06880

    Charming one bedroom, one bath cottage yearly furnished rental in the Old Hill neighborhood of Westport. This stand alone cottage has lovely natural light with hardwood floors, high ceilings & a full kitchen with a breakfast bar. The primary bedroom has a walk in closet & hardwood floors. There is a stackable washer/dryer laundry in the full bath. The deck & additional patio offer lovely outdoor

    Mary Kate Klemish-Boehm Brown Harris Stevens

    1 Ridgewood Ln, Westport, CT 06880
  • 188 Henderson Rd, Fairfield, CT 06824

    $970,000

    Sold Apr 20, 2026

    188 Henderson Rd, Fairfield, CT 06824

    • 3 Beds
    • 1.5 Baths
    • 1,652 Sq Ft
    • Built 1936

    Last Sold Summary

    • 21% Above List Price
    • $587/SF
    • 17 Days On Market

    Current Estimated Value $978,789

    Last Listing Agent Helene Daly Compass Connecticut, LLC

    188 Henderson Rd, Fairfield, CT 06824
    • 318 Greens Farms Rd, Westport, CT 06880

      Est $3,462,868

      Not Listed For Sale

      318 Greens Farms Rd, Westport, CT 06880

      • 5 Beds
      • 7 Baths
      • 7,459 Sq Ft
      • Built 1986
      318 Greens Farms Rd, Westport, CT 06880

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Maya Wertheim Coldwell Banker Realty

  • /40

    $2,499,000

    • 5 Beds
    • 7 Baths
    • 7,317 Sq Ft

    3080 Sturges Hwy, Westport, CT 06880

    Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

    Ryan Sullivan Berkshire Hathaway NE Prop.

    3080 Sturges Hwy, Westport, CT 06880
  • /38

    $6,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    116 Sherman St Unit 2, Fairfield, CT 06824

    LAST UNIT AVAILABLE...Embrace the ultimate in sophistication, exclusivity, and style with this stunning two-bedroom, two-bath apartment located in the heart of Downtown Fairfield. With breathtaking panoramic views and an abundance of natural light streaming through a full wall of windows, this home is designed to impress from every angle. Inside, enjoy contemporary features including integrated

    Sara Santos Coldwell Banker Realty

    116 Sherman St Unit 2, Fairfield, CT 06824
  • 345 Old Dam Rd, Fairfield, CT 06824

    $3,500,000

    Sold Jul 05, 2026

    345 Old Dam Rd, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • $1,094/SF
    • 147 Days On Market

    Current Estimated Value $3,350,904

    Last Listing Agent Jackie Davis William Raveis Real Estate

    345 Old Dam Rd, Fairfield, CT 06824
    • 17 Harborview Rd, Westport, CT 06880

      Est $2,449,563

      Not Listed For Sale

      17 Harborview Rd, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,921 Sq Ft
      • Built 1986
      17 Harborview Rd, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Susan Tracy Higgins Group Bedford Square

Showing Results 441 - 480, Page 12 of 18

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