35,315

Southport, CT Homes

Section Image
  • /40

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 3,059 Sq Ft

    50 Exchange Place, Fairfield, CT 06825

    Welcome to 50 Exchange Place, a spacious multifamily property offering 5 bedrooms and 3 full bathrooms. The first unit has been completely renovated, while the second unit is newly constructed and currently occupied by excellent tenants, providing immediate rental income. With its flexible layout and updated living spaces, this property offers a great opportunity to live in one unit while

    Jonathan Veliz Whitestone Real Estate Group

    50 Exchange Place, Fairfield, CT 06825
  • /28

    $7,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,518 Sq Ft
    • House for Rent

    20 Chelsea St, Fairfield, CT 06824

    Located in one of Fairfield's most coveted neighborhoods, this charming Colonial in the desirable Riverhurst enclave offers the perfect blend of convenience and tranquility. Enjoy an easy walk to schools, Metro-North, and downtown Fairfield, while still feeling tucked away in a peaceful residential setting. Inside, the home features a classic and functional layout with a formal living room with a

    Jennifer Thomas-Heath Houlihan Lawrence

    20 Chelsea St, Fairfield, CT 06824
  • 69 River St, Southport, CT 06890

    $1,835,000

    Sold Sep 12, 2025

    69 River St, Southport, CT 06890

    • 2 Beds
    • 2.5 Baths
    • 1,868 Sq Ft
    • Built 1904

    Last Sold Summary

    • 15% Above List Price
    • $982/SF
    • 16 Days On Market

    Current Estimated Value $1,878,663

    Last Listing Agent Wendy Ryan Brown Harris Stevens

    69 River St, Southport, CT 06890
    • 76 Terra Nova Cir, Westport, CT 06880

      Est $1,836,855

      Not Listed For Sale

      76 Terra Nova Cir, Westport, CT 06880

      • 3 Beds
      • 2.5 Baths
      • 2,358 Sq Ft
      • Built 2004
      76 Terra Nova Cir, Westport, CT 06880

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Alex Chingas Coldwell Banker Realty

  • /13

    $215,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 764 Sq Ft

    15 Ellsworth St Unit 7, Bridgeport, CT 06605

    Welcome to this beautifully updated townhouse style 1 bedroom condo in the sought after Black Rock neighborhood. This move in ready home offers the convenience of its own private entrance, creating the feel of a single family home. Inside, you'll find a bright and inviting living space, tasteful updates, and a functional layout that makes the most of every square foot. It also includes a Coin-op

    Brittney Ramos Spadaccino Realty Team

    15 Ellsworth St Unit 7, Bridgeport, CT 06605
  • /20

    $1,700 Per Month

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

    24 Circular Ave Unit 3B, Bridgeport, CT 06605

    UPDATED 1-Bed/1-Bath third floor walkup apartment has been beautifully renovated. From the brand new Kitchen stove & large walk-in pantry to the Bathroom vanity & lighting to the newly refinished hardwood floors & fresh paint throughout, this bright top floor unit w/ large back porch, provides peace & convenience in the center of Black Rock. Heat & water included, tenant only pays electric & gas

    Christopher Sinatra Higgins Group Real Estate

    24 Circular Ave Unit 3B, Bridgeport, CT 06605
  • 17 Grays Farm Rd, Weston, CT 06883

    $1,400,000

    Sold Nov 10, 2025

    17 Grays Farm Rd, Weston, CT 06883

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Below List Price
    • $442/SF
    • 106 Days On Market

    Current Estimated Value $1,517,838

    Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

    17 Grays Farm Rd, Weston, CT 06883
    • 4 Michele Ln, Westport, CT 06880

      Est $3,980,290

      Not Listed For Sale

      4 Michele Ln, Westport, CT 06880

      • 5 Beds
      • 8 Baths
      • 9,240 Sq Ft
      • Built 2005
      4 Michele Ln, Westport, CT 06880

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Mary Ann Lindwall The Riverside Realty Group

  • /36

    $4,900,000

    • 6 Beds
    • 8 Baths
    • 7,801 Sq Ft

    80 Governors Ln, Fairfield, CT 06824

    As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle

    Lis Reed Coldwell Banker Realty

    80 Governors Ln, Fairfield, CT 06824
  • /23

    $4,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    68 Granville St, Fairfield, CT 06824

    Welcome to this charming, beautifully updated, furnished, flexible term ranch nestled in the heart of downtown Fairfield. This home is flooded with natural light & offers an open floor plan with a large great room with a soaring ceiling, exposed brick wall, & a living/dining area combination with a gas fireplace. The kitchen has granite counters, s/s appliances & access to the large & private

    Mary Kate Klemish-Boehm Brown Harris Stevens

    68 Granville St, Fairfield, CT 06824
  • 8 Washington Ave, Westport, CT 06880

    $1,550,000

    Sold Nov 20, 2025

    8 Washington Ave, Westport, CT 06880

    • 5 Beds
    • 3 Baths
    • 3,090 Sq Ft
    • Built 1890

    Last Sold Summary

    • 6% Below List Price
    • $502/SF
    • 84 Days On Market

    Last Listing Agent Susan Vanech Barnes Connecticut LLC

    8 Washington Ave, Westport, CT 06880
    • 38 Whitney St, Westport, CT 06880

      Est $3,499,999

      Not Listed For Sale

      38 Whitney St, Westport, CT 06880

      • 6 Beds
      • 7.5 Baths
      • 5,417 Sq Ft
      • Built 2004
      38 Whitney St, Westport, CT 06880

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Michelle Genovesi William Raveis Real Estate

  • /25

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    119 Kings Hwy N, Westport, CT 06880

    Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-owners. This can be a perfect ADU opportunity as part of a new house to be built. Have an office on one level and an

    Helen Cusa Brown Harris Stevens

    119 Kings Hwy N, Westport, CT 06880
  • /30

    $3,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,270 Sq Ft
    • House for Rent

    45 Valleyview Rd, Fairfield, CT 06824

    Located in the highly desirable University area, this beautifully renovated split-level home offers 3 spacious bedrooms and 1 full bathroom, with gleaming hardwood floors throughout. The home features a newly renovated kitchen, propane heat, a large screened-in porch, and a spacious deck directly off the dining room-perfect for relaxing, outdoor dining, or entertaining family and friends. A

    Kathie Sierras William Raveis Real Estate

    45 Valleyview Rd, Fairfield, CT 06824
  • 155 Moody Ave, Fairfield, CT 06825

    $462,500

    Sold May 15, 2026

    155 Moody Ave, Fairfield, CT 06825

    • 3 Beds
    • 1.5 Baths
    • 1,510 Sq Ft
    • Built 1925

    Last Sold Summary

    • 7% Below List Price
    • $306/SF
    • 85 Days On Market

    Current Estimated Value $477,690

    Last Listing Agent John Hackett William Raveis Real Estate

    155 Moody Ave, Fairfield, CT 06825
    • 14 Sandy Hill Terrace, Westport, CT 06880

      Est $2,492,647

      Not Listed For Sale

      14 Sandy Hill Terrace, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,084 Sq Ft
      • Built 2002
      14 Sandy Hill Terrace, Westport, CT 06880

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  • /25

    $2,350,000

    Pending
    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft

    18 Silver Brook Rd, Westport, CT 06880

    Welcome to 18 Silver Brook Road, a beautifully updated and meticulously maintained home set on a level, private acre in one of Westport's most beloved neighborhoods. Located in the sought-after Silver Brook/Bonnie Brook community, this move-in ready residence offers the perfect blend of timeless charm, generous living spaces, and exceptional indoor-outdoor living. The spacious eat-in kitchen

    Kim Harizman Compass Connecticut, LLC

    18 Silver Brook Rd, Westport, CT 06880
  • /24

    $2,200 Per Month

    • 2 Beds
    • 1 Bath
    • 3,597 Sq Ft
    • Apartment for Rent

    45 Melrose Ave Unit 2, Bridgeport, CT 06605

    ~Darling"2nd"Floor Apartment Available in Time to enjoy the Vibrance & Festivities of Summer living in Desirable Black Rock Water Community~Lovely 2 Bedroom~1 Bath(Tub&Shower)~Cozy Eat-In Kitchen with Adorable Windowed Pantry Opens to Spacious Living Room & Versatile Dining area~Fill Charming French Doored Sunroom with Sunflowers & Ivy, for Perfect Office Space~Lots of Windows & Wonderful

    Theresa Rossignol The Rossignol Real Estate Grp

    45 Melrose Ave Unit 2, Bridgeport, CT 06605
  • 52 Robin Ln, Fairfield, CT 06824

    $755,000

    Sold Jul 21, 2026

    52 Robin Ln, Fairfield, CT 06824

    • 4 Beds
    • 2 Baths
    • 1,735 Sq Ft
    • Built 1959

    Last Sold Summary

    • 24% Below List Price
    • $435/SF
    • 89 Days On Market

    Current Estimated Value $810,875

    Last Listing Agent Janet Warren William Raveis Real Estate

    52 Robin Ln, Fairfield, CT 06824
    • 10 Tranquility Ln, Westport, CT 06880

      Est $3,981,060

      Not Listed For Sale

      10 Tranquility Ln, Westport, CT 06880

      • 5 Beds
      • 6 Baths
      • 5,643 Sq Ft
      • Built 1999
      10 Tranquility Ln, Westport, CT 06880

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Krista Alecia Coldwell Banker Realty

  • /10

    $740,000

    Pending
    • 18 Beds
    • 6 Baths
    • 7,416 Sq Ft

    899 Hancock Ave, Bridgeport, CT 06605

    RARE 6 FAMILY. 3 BEDROOMS EACH UNIT. POSSIBLE GOOD INCOME PRODUCING PROPERTY. PERFECT FOR REHAB OR FLIP. LARGE REAR YARD. REHAB LOAN OR CASH PREFERRED. SUBJECT TO PROBATE COURT APPROVAL. SUBJECT TO RESERVED PROSPECT.

    Charles Scott Tri-State Realty

    899 Hancock Ave, Bridgeport, CT 06605
  • /24

    $1,925 Per Month

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

    518 Midland St Unit 3rd Floor, Bridgeport, CT 06605

    Welcome to this clean, bright, and well-maintained 2-bedroom, third-floor apartment in the highly sought-after Black Rock neighborhood, conveniently located near Harborview Market. Enjoy the best of coastal living with St. Mary's-by-the-Sea just a short walk away, along with an abundance of popular restaurants, bars, and local shops. The thoughtfully designed layout features a spacious living

    Jamie Dunne William Raveis Real Estate

    518 Midland St Unit 3rd Floor, Bridgeport, CT 06605
  • 485 Westway Rd Unit 485, Fairfield, CT 06890

    $1,925,000

    Sold May 15, 2026

    485 Westway Rd Unit 485, Fairfield, CT 06890

    • 3 Beds
    • 3.5 Baths
    • 3,805 Sq Ft
    • Built 2018

    Last Sold Summary

    • $506/SF
    • 62 Days On Market

    Last Listing Agent Jessica Walsh William Raveis Real Estate

    485 Westway Rd Unit 485, Fairfield, CT 06890
    • 44 Bridge St, Westport, CT 06880

      Est $2,054,230

      Not Listed For Sale

      44 Bridge St, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 4,549 Sq Ft
      • Built 1999
      44 Bridge St, Westport, CT 06880

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Adrienne Durkin Compass Connecticut, LLC

  • /10

    $9,200,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 8,623 Sq Ft

    38 Prospect Rd, Westport, CT 06880

    A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural light, seamlessly connecting the home to the private grounds and heated pool. Every space is composed with architectural

    Jaclyn Picarillo Higgins Group Bedford Square

    38 Prospect Rd, Westport, CT 06880
  • /13

    $2,600 Per Month

    • 1 Bed
    • 1.5 Baths
    • 886 Sq Ft
    • Townhouse for Rent

    4 Beacon Square Unit 4, Fairfield, CT 06825

    Professional photos coming soon! The unfurnished photos shown are of a similar 2-bedroom unit and are for reference only. Welcome to this stunning 1-bedroom, 1.5-bath townhouse, newly built in 2024 and located in the highly desirable Beacon Square community. This beautifully designed home offers a bright, modern open floor plan with upscale finishes throughout. The spacious primary bedroom

    Kathie Sierras William Raveis Real Estate

    4 Beacon Square Unit 4, Fairfield, CT 06825
  • 48 Partridge Ln, Fairfield, CT 06824

    $816,000

    Sold Sep 26, 2025

    48 Partridge Ln, Fairfield, CT 06824

    • 3 Beds
    • 1.5 Baths
    • 1,752 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Below List Price
    • $466/SF
    • 42 Days On Market

    Current Estimated Value $899,324

    Last Listing Agent Melissa Montagno Higgins Group Real Estate

    48 Partridge Ln, Fairfield, CT 06824
    • 19 Woody Ln, Westport, CT 06880

      Est $4,003,076

      Not Listed For Sale

      19 Woody Ln, Westport, CT 06880

      • 6 Beds
      • 9 Baths
      • 8,928 Sq Ft
      • Built 1997
      19 Woody Ln, Westport, CT 06880

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Linda Skolnick Coldwell Banker Realty

  • /40

    $6,500,000

    Pending
    • 6 Beds
    • 10 Baths
    • 9,349 Sq Ft

    124 Hillandale Rd, Westport, CT 06880

    An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly

    Meredith Cohen Serhant Connecticut, LLC

    124 Hillandale Rd, Westport, CT 06880
  • /15

    $3,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft
    • Townhouse for Rent

    258 Ruane St, Fairfield, CT 06824

    Fairfield Center 1/2 Duplex with private backyard. Close to beaches, walk to train ,restaurants and shopping . Private Deck w/private fenced yard overlooking open space. 3 bedrooms and 1.5 bath.Newly redone hardwood floors. Washer/Dryer in unit. Easy commute to Metro North and all highways...Enjoy a bike ride or walk to beach or marina.

    Chris Roberts Berkshire Hathaway NE Prop.

    258 Ruane St, Fairfield, CT 06824
  • 25 Country Rd, Fairfield, CT 06824

    $849,000

    Sold Dec 16, 2025

    25 Country Rd, Fairfield, CT 06824

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft
    • Built 2006

    Last Sold Summary

    • $391/SF
    • 34 Days On Market

    Current Estimated Value $849,292

    Last Listing Agent Elizabeth Altobelli William Raveis Real Estate

    25 Country Rd, Fairfield, CT 06824
    • 14 Cross Hwy Unit B, Westport, CT 06880

      Est $651,871

      Not Listed For Sale

      14 Cross Hwy Unit B, Westport, CT 06880

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft
      • Built 1900
      14 Cross Hwy Unit B, Westport, CT 06880

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Sandra Calise Cenatiempo Settlers & Traders

  • /2

    $1,550,000

    • Land
    • 13,939 Sq Ft
    • $4,843,750 per Acre

    110 Woodrow Ave, Fairfield, CT 06890

    Exceptional development opportunity in Fairfield! Offering approved plans for a new 20-unit multifamily residential community in a highly convenient location. The proposed four-story building features 20 apartments comprised of 12 one-bedroom and 8 two-bedroom units, including 6 designated affordable housing units. Plans include elevator access, covered parking, resident lounge, fitness center,

    Michael Jabick Keller Williams Realty

    110 Woodrow Ave, Fairfield, CT 06890
  • /7

    $3,250 Per Month

    • 3 Beds
    • 1 Bath
    • 1,387 Sq Ft
    • Apartment for Rent

    109 Churchill St Unit 2nd Fl, Fairfield, CT 06824

    This spacious and bright 3 bedroom 2nd Floor apartment in 3-family home is ready for occupancy. Enjoy Fairfield Beach and all the amenities Fairfield has to offer. The home is conveniently located off of Post Rd and Kings Highway in Fairfield. Very nice, quiet street close to shopping, train station and restaurants. Apartment has large bay window in living room, eat-in kitchen with tile floor and

    Ellen Garcia Brown Harris Stevens

    109 Churchill St Unit 2nd Fl, Fairfield, CT 06824
  • 47 Trillium Cir, Fairfield, CT 06824

    $1,200,000

    Sold Aug 27, 2025

    47 Trillium Cir, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 3,266 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Above List Price
    • $367/SF
    • 12 Days On Market

    Current Estimated Value $1,364,540

    Last Listing Agent Kimberly Levinson Higgins Group Real Estate

    47 Trillium Cir, Fairfield, CT 06824
    • 12 Cross Hwy Unit C, Westport, CT 06880

      Est $749,073

      Not Listed For Sale

      12 Cross Hwy Unit C, Westport, CT 06880

      • 2 Beds
      • 1 Bath
      • 1,074 Sq Ft
      • Built 1900
      12 Cross Hwy Unit C, Westport, CT 06880

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Doug Rose Scalzo Real Estate

  • /2

    $5,926,000

    New Construction $440K PRICE INCREASE Pending
    • 7 Beds
    • 9 Baths
    • 7,806 Sq Ft

    25 Ellery Ln, Westport, CT 06880

    Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with spa and auto cover. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for

    Jaclyn Picarillo Higgins Group Bedford Square

    25 Ellery Ln, Westport, CT 06880
  • /5

    $2,600 Per Month

    • 3 Beds
    • 2,909 Sq Ft
    • House for Rent

    188 Monroe St Unit 190, Bridgeport, CT 06605

    Beautiful 3-bedroom, second-floor apartment located in the desirable Black Rock neighborhood! This bright and spacious unit offers comfortable living in a convenient location close to shopping, restaurants, public transportation, and more. **The property is currently being renovated.** The apartment will be professionally cleaned and freshly painted prior to occupancy, and the exterior balcony

    David Andres Solis-Dominguez Whitestone Real Estate Group

    188 Monroe St Unit 190, Bridgeport, CT 06605
  • 3 Ocean Reef Dr Unit 3, Fairfield, CT 06824

    $875,000

    Sold Jul 07, 2026

    3 Ocean Reef Dr Unit 3, Fairfield, CT 06824

    • 2 Beds
    • 3.5 Baths
    • 1,600 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Above List Price
    • $547/SF
    • 33 Days On Market

    Current Estimated Value $811,301

    Last Listing Agent Victoria Fingelly Higgins Group Real Estate

    3 Ocean Reef Dr Unit 3, Fairfield, CT 06824
    • 12 Cross Hwy Unit A, Westport, CT 06880

      Est $646,294

      Not Listed For Sale

      12 Cross Hwy Unit A, Westport, CT 06880

      • 1 Bed
      • 1 Bath
      • 977 Sq Ft
      • Built 1900
      12 Cross Hwy Unit A, Westport, CT 06880

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Abigail Delise William Raveis Real Estate

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home