35,315

Southport, CT Homes

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  • /40

    $739,900

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,805 Sq Ft

    127 Moritz Place, Fairfield, CT 06824

    Tucked away on a quiet, tree-lined street, this enchanting Cape feels like a storybook cottage come to life. Filled with warmth, character, and timeless charm, this is the kind of home that instantly makes you feel welcome. Sunlight pours into the bright, open eat-in kitchen, creating the perfect gathering space for morning coffee, casual meals, and everyday moments. The inviting living room and

    Sandra Calise Cenatiempo Settlers & Traders

    127 Moritz Place, Fairfield, CT 06824
  • /19

    $30,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • House for Rent

    172 College Place, Fairfield, CT 06824

    A short walk to the beach colonial. Fully Furnished. Fully Appliance Kitchen, Fenced Private Yard With BBQ, Ample Parking. Seasonal rental June-August 28th at $30,000, or $12,000 per month if not for entire season.

    Michael Menillo Collage Realty

    172 College Place, Fairfield, CT 06824
  • 10 Twin Falls Ln, Westport, CT 06880

    $1,800,000

    Sold Dec 10, 2025

    10 Twin Falls Ln, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 4,231 Sq Ft
    • Built 1934

    Last Sold Summary

    • 20% Below List Price
    • $425/SF
    • 159 Days On Market

    Current Estimated Value $1,932,714

    Last Listing Agent Kit Tingley Higgins Group Bedford Square

    10 Twin Falls Ln, Westport, CT 06880
    • 9 Harborview Rd, Westport, CT 06880

      Est $2,617,722

      Not Listed For Sale

      9 Harborview Rd, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 4,156 Sq Ft
      • Built 1986
      9 Harborview Rd, Westport, CT 06880

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Robert Blosio William Pitt Sotheby's Int'l

  • /12

    $2,225,000

    New Construction $225K PRICE INCREASE Pending
    • 6 Beds
    • 5.5 Baths
    • 4,012 Sq Ft

    631 Reid St, Fairfield, CT 06824

    Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living

    Jim Stobie Berkshire Hathaway NE Prop.

    631 Reid St, Fairfield, CT 06824
  • /6

    $4,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • House for Rent

    14 Cross Hwy Unit D, Westport, CT 06880

    Stylish2 bedroom 2 full bath condo upper floor totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport

    Georgia Wasserman Coldwell Banker Realty

    14 Cross Hwy Unit D, Westport, CT 06880
  • 11 Oldfield Dr, Fairfield, CT 06824

    $1,150,000

    Sold Nov 07, 2025

    11 Oldfield Dr, Fairfield, CT 06824

    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1950

    Last Sold Summary

    • 16% Above List Price
    • $541/SF
    • 6 Days On Market

    Current Estimated Value $1,216,220

    Last Listing Agent Wendy Ryan Brown Harris Stevens

    11 Oldfield Dr, Fairfield, CT 06824
    • 3 Concord Ln, Westport, CT 06880

      Est $1,273,360

      Not Listed For Sale

      3 Concord Ln, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,769 Sq Ft
      • Built 1986
      3 Concord Ln, Westport, CT 06880

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Lainie Floyd William Pitt Sotheby's Int'l

  • /40

    $789,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,797 Sq Ft

    62 Wampus Way, Fairfield, CT 06825

    Welcome to this charming Lake Hills Cape offering the perfect blend of value, location, and lifestyle. Situated on nearly half an acre, this well-maintained home features 3 bedrooms and 2 beautifully updated full baths. The spacious, level backyard provides endless possibilities for outdoor entertaining, play, gardening, or simply relaxing in your own private retreat. Inside, you'll find a warm

    Heather Erickson William Raveis Real Estate

    62 Wampus Way, Fairfield, CT 06825
  • /13

    $4,500 Per Month

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

    106 Southport Woods Dr Unit 106, Southport, CT 06890

    Here's your chance to live in a three-bedroom unit at the prestigious Southport Woods Condominiums. This second-floor home is well-appointed, featuring a bright, white eat-in kitchen and a very spacious living/dining room combination complete with a cozy fireplace. A full wall of glass opens to a large covered balcony, bringing in an abundance of natural light and pretty views. The layout

    Cathy Van Tornhout Brown Harris Stevens

    106 Southport Woods Dr Unit 106, Southport, CT 06890
  • 171 Paddock Hill Ln, Fairfield, CT 06824

    $2,950,000

    Sold Jul 15, 2026

    171 Paddock Hill Ln, Fairfield, CT 06824

    • 4 Beds
    • 6 Baths
    • 6,252 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Above List Price
    • $472/SF
    • 40 Days On Market

    Current Estimated Value $2,791,730

    Last Listing Agent Kate Cacciatore William Raveis Real Estate

    171 Paddock Hill Ln, Fairfield, CT 06824
    • 8 Edgewater Commons Ln, Westport, CT 06880

      Est $960,165

      Not Listed For Sale

      8 Edgewater Commons Ln, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,780 Sq Ft
      • Built 1985
      8 Edgewater Commons Ln, Westport, CT 06880

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Vanessa Basich Coldwell Banker Realty

  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /13

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 2,692 Sq Ft
    • Apartment for Rent

    148 Alfred St Unit 2, Bridgeport, CT 06605

    Welcome to 148 Alfred St, Unit #2. Available for rent is this recently updated and freshly painted 2 Bedroom 1 Full Bath apartment located within the heart of the bustling Black Rack neighborhood of Bridgeport. The location places you a stone's throw from restaurants, shopping, live music venues, long island sound and the port jefferson ferry, major commuting routes, public transportation and

    Tony Coelho William Pitt Sotheby's Int'l

    148 Alfred St Unit 2, Bridgeport, CT 06605
  • 104 Harvest Commons Unit 104, Westport, CT 06880

    $1,400,000

    Sold Jul 31, 2026

    104 Harvest Commons Unit 104, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 2,161 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $648/SF
    • 70 Days On Market

    Last Listing Agent Patricia Prenderville Higgins Group Real Estate

    104 Harvest Commons Unit 104, Westport, CT 06880
    • 51 Regents Park, Westport, CT 06880

      Est $1,194,794

      Not Listed For Sale

      51 Regents Park, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,759 Sq Ft
      • Built 1985
      51 Regents Park, Westport, CT 06880

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Laura Kottler Compass Connecticut, LLC

  • /40

    $3,450,000

    $225K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,015 Sq Ft

    4 Charcoal Ln, Westport, CT 06880

    A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style

    Carol Langeland William Pitt Sotheby's Int'l

    4 Charcoal Ln, Westport, CT 06880
  • /9

    $1,900 Per Month

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

    341 Main St Unit 2, Westport, CT 06880

    This conveniently located apartment is walk to downtown Westport. This one bedroom has hardwood floors. Close to Merritt Parkway. The unit is located on 2nd floor.

    Mary Kate Klemish-Boehm Brown Harris Stevens

    341 Main St Unit 2, Westport, CT 06880
  • 274 Valleyview Rd, Fairfield, CT 06824

    $1,350,000

    Sold Jul 16, 2026

    274 Valleyview Rd, Fairfield, CT 06824

    • 3 Beds
    • 2.5 Baths
    • 2,562 Sq Ft
    • Built 1950

    Last Sold Summary

    • 13% Above List Price
    • $527/SF
    • 47 Days On Market

    Current Estimated Value $1,184,812

    Last Listing Agent Anthony Fabrizio Coldwell Banker Realty

    274 Valleyview Rd, Fairfield, CT 06824
    • 53 Regents Park, Westport, CT 06880

      Est $976,309

      Not Listed For Sale

      53 Regents Park, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 1,759 Sq Ft
      • Built 1985
      53 Regents Park, Westport, CT 06880

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Meg Freeman Coldwell Banker Realty

  • /40

    $4,250,000

    Pending
    • 4 Beds
    • 8 Baths
    • 8,546 Sq Ft

    800 Verna Hill Rd, Fairfield, CT 06824

    Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of

    Wendy Ryan Brown Harris Stevens

    800 Verna Hill Rd, Fairfield, CT 06824
  • /39

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,004 Sq Ft
    • House for Rent

    50 Craig Place, Fairfield, CT 06824

    *AVAILABLE FOR SHORT TERM AND/OR SUMMER FURNISHED RENTAL - Inquire for availability* What a wonderful way to spend the Summer! Perfect for visiting family/friends, a Summer vacation in Fairfield County, a "Staycation" by the water, or even interim housing before you settle into your forever home. Just steps from the front door to the end of this friendly cul de sac with direct walking access to

    Kaitlyn Walsh William Raveis Real Estate

    50 Craig Place, Fairfield, CT 06824
  • 1207 Stillson Rd, Fairfield, CT 06824

    $1,545,000

    Sold Feb 20, 2026

    1207 Stillson Rd, Fairfield, CT 06824

    • 5 Beds
    • 4.5 Baths
    • 4,073 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $379/SF
    • 18 Days On Market

    Current Estimated Value $1,553,986

    Last Listing Agent John Hackett William Raveis Real Estate

    1207 Stillson Rd, Fairfield, CT 06824
    • 175 Regents Park, Westport, CT 06880

      Est $1,184,097

      Not Listed For Sale

      175 Regents Park, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 2,159 Sq Ft
      • Built 1985
      175 Regents Park, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Nadine Tanen Berkshire Hathaway NE Prop.

  • /17

    $1,989,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    301 Godfrey Rd, Fairfield, CT 06825

    Be inspired to live your best life in this to-be-built Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering Spring 2027 occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. The home unfolds with a seamless flow of light-filled spaces, where

    Dominika Wojciechowski Houlihan Lawrence

    301 Godfrey Rd, Fairfield, CT 06825
  • /8

    $3,450 Per Month

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

    18 Riverside Ave Unit 2, Westport, CT 06880

    Fully Furnished & All Utilities Included: Prime Turnkey Living in Downtown Westport Experience the ultimate in convenience and coastal charm with this bright and cozy 2-bedroom, 1-bathroom apartment located right in the heart of Westport. Situated in a historic charm-filled brick building, this unit offers an unbeatable lifestyle for commuters or anyone looking to enjoy the very best and

    Michael Chait William Pitt Sotheby's Int'l

    18 Riverside Ave Unit 2, Westport, CT 06880
  • 28 Mill Hill Rd Unit 28, Fairfield, CT 06890

    $552,000

    Sold Dec 16, 2025

    28 Mill Hill Rd Unit 28, Fairfield, CT 06890

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1971

    Last Sold Summary

    • $368/SF
    • 8 Days On Market

    Current Estimated Value $639,063

    Last Listing Agent William J. Gill Compass Connecticut, LLC

    28 Mill Hill Rd Unit 28, Fairfield, CT 06890
    • 141 Regents Park, Westport, CT 06880

      Est $1,308,452

      Not Listed For Sale

      141 Regents Park, Westport, CT 06880

      • 2 Beds
      • 3.5 Baths
      • 2,282 Sq Ft
      • Built 1985
      141 Regents Park, Westport, CT 06880

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

  • /6

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft

    383 Main St, Westport, CT 06880

    Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping,

    Aziz Seyal William Raveis Real Estate

    383 Main St, Westport, CT 06880
  • /23

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,066 Sq Ft
    • House for Rent

    19 Bluewater Hill, Westport, CT 06880

    Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and

    Doug Bross Coldwell Banker Realty

    19 Bluewater Hill, Westport, CT 06880
  • 220 Lansdowne, Westport, CT 06880

    $1,030,000

    Sold Mar 20, 2026

    220 Lansdowne, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1985

    Last Sold Summary

    • 14% Below List Price
    • $502/SF
    • 98 Days On Market

    Current Estimated Value $1,148,215

    Last Listing Agent Patricia Shea Coldwell Banker Realty

    220 Lansdowne, Westport, CT 06880
    • 5 High Point Rd, Westport, CT 06880

      Est $4,521,656

      Not Listed For Sale

      5 High Point Rd, Westport, CT 06880

      • 5 Beds
      • 7 Baths
      • 8,835 Sq Ft
      • Built 2007
      5 High Point Rd, Westport, CT 06880

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Amy Swanson William Raveis Real Estate

  • /25

    $6,800,000

    • 5 Beds
    • 3.5 Baths
    • 3,967 Sq Ft

    52 Compo Mill Cove, Westport, CT 06880

    The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and

    Carly Woodard William Pitt Sotheby's Int'l

    52 Compo Mill Cove, Westport, CT 06880
  • /6

    $2,049 Per Month

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

    450 Davidson St Unit 3, Bridgeport, CT 06605

    Welcome to this bright and spacious 3rd-floor apartment located in the sought-after Black Rock neighborhood of Bridgeport. This well-maintained unit features 1 bedroom with the potential to create a second bedroom or use the additional space as a home office, guest room, or den. The apartment offers beautiful hardwood floors throughout, a full bathroom, and the convenience of an in-unit washer

    Dominic Discala Christofor Realty II LLC

    450 Davidson St Unit 3, Bridgeport, CT 06605
  • 11 Tuckahoe Ln, Fairfield, CT 06824

    $1,590,000

    Sold Apr 08, 2026

    11 Tuckahoe Ln, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 3,636 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $437/SF
    • 20 Days On Market

    Current Estimated Value $1,609,553

    Last Listing Agent Christine Magliocco Higgins Group Real Estate

    11 Tuckahoe Ln, Fairfield, CT 06824
    • 9 Windy Hill Rd, Westport, CT 06880

      Est $3,971,845

      Not Listed For Sale

      9 Windy Hill Rd, Westport, CT 06880

      • 5 Beds
      • 6 Baths
      • 6,560 Sq Ft
      • Built 2002
      9 Windy Hill Rd, Westport, CT 06880

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Elizabeth Steffen Higgins Group Bedford Square

  • /39

    $2,699,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,340 Sq Ft

    42 Anvill Rd, Southport, CT 06890

    Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings

    Lis Reed Coldwell Banker Realty

    42 Anvill Rd, Southport, CT 06890
  • /30

    $3,700 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Townhouse for Rent

    6 Beacon Square Unit 2, Fairfield, CT 06825

    Beautiful 2 Bedroom, 2.5 Bath Townhouse - Built in 2024 Welcome to this stunning, newly built (2024) townhouse in desirable Beacon Square. This modern 2-bedroom, 2.5-bath home offers a thoughtfully designed open floor plan perfect for today's lifestyle. Each spacious bedroom features its own private full bathroom, providing comfort and privacy. The bright white kitchen is complemented by sleek

    Kathie Sierras William Raveis Real Estate

    6 Beacon Square Unit 2, Fairfield, CT 06825
  • 677 Eleven O Clock Rd, Fairfield, CT 06824

    $2,220,000

    Sold Jun 30, 2026

    677 Eleven O Clock Rd, Fairfield, CT 06824

    • 5 Beds
    • 4.5 Baths
    • 4,231 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Above List Price
    • $525/SF
    • 16 Days On Market

    Current Estimated Value $2,084,399

    Last Listing Agent Clyde Wauchope Coldwell Banker Realty

    677 Eleven O Clock Rd, Fairfield, CT 06824
    • 1 Sleepy Hollow Rd, Westport, CT 06880

      Est $4,551,087

      Not Listed For Sale

      1 Sleepy Hollow Rd, Westport, CT 06880

      • 5 Beds
      • 6.5 Baths
      • 7,853 Sq Ft
      • Built 2000
      1 Sleepy Hollow Rd, Westport, CT 06880

      Last Sold Summary

      • 194 Days On Market

      Last Listing Agent Doug Bross Coldwell Banker Realty

Showing Results 481 - 520, Page 13 of 18

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