35,315

Southport, CT Homes

Section Image
  • /6

    $3,500,000

    New Construction Pending
    • 5 Beds
    • 4.5 Baths
    • 5,033 Sq Ft

    24 Tide Mill Terrace, Fairfield, CT 06824

    Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail. Taxes will be determined upon completion.

    Susan Tracy Higgins Group Bedford Square

    24 Tide Mill Terrace, Fairfield, CT 06824
  • /22

    $22,000 Per Month

    • 5 Beds
    • 6 Baths
    • 6,209 Sq Ft
    • House for Rent

    9 Bluewater Hill, Westport, CT 06880

    YEARLY OR FLEXIBLE TERM FURNISHED OR UNFURNISHED LEASE AVAILABLE MID AUGUST! Experience an exceptional coastal lifestyle in the private waterfront enclave of Bluewater Hill in Compo Beach. Set on one of the area's premier streets, residents enjoy access to private association tennis courts & are just steps from Compo Beach & the LI Sound. This sophisticated 6,200-square-foot contemporary

    Erica Acheychek Compass Connecticut, LLC

    9 Bluewater Hill, Westport, CT 06880
  • 7 Sandpiper Rd, Westport, CT 06880

    $11,895,000

    Sold Jun 30, 2026

    7 Sandpiper Rd, Westport, CT 06880

    • 4 Beds
    • 5.5 Baths
    • 5,195 Sq Ft
    • Built 2007

    Last Sold Summary

    • $2,290/SF
    • 31 Days On Market

    Current Estimated Value $6,227,335

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    7 Sandpiper Rd, Westport, CT 06880
    • 6 River Oaks Rd, Westport, CT 06880

      Est $2,015,671

      Not Listed For Sale

      6 River Oaks Rd, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,364 Sq Ft
      • Built 1953
      6 River Oaks Rd, Westport, CT 06880

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Barbara Bross Coldwell Banker Realty

  • /39

    $3,850,000

    • 5 Beds
    • 4.5 Baths
    • 3,921 Sq Ft

    406 Harbor Rd, Southport, CT 06890

    This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the

    Wendy Ryan Brown Harris Stevens

    406 Harbor Rd, Southport, CT 06890
  • /9

    $2,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • House for Rent

    450 Davidson St Unit 1, Bridgeport, CT 06605

    Don't miss this beautifully maintained first-floor apartment in the highly sought-after Black Rock neighborhood of Bridgeport. Offering 2 spacious bedrooms and 2 full bathrooms, this home provides a comfortable and functional layout that's perfect for a variety of lifestyles. The apartment features beautiful hardwood floors throughout, creating a warm and inviting atmosphere. Enjoy the

    Dominic Discala Christofor Realty II LLC

    450 Davidson St Unit 1, Bridgeport, CT 06605
  • 105 Fox St Unit 107, Bridgeport, CT 06605

    $665,000

    Sold Jan 07, 2026

    105 Fox St Unit 107, Bridgeport, CT 06605

    • 6 Beds
    • 3 Baths
    • 3,258 Sq Ft
    • Built 1907

    Last Sold Summary

    • 1% Above List Price
    • $204/SF
    • 63 Days On Market

    Current Estimated Value $580,297

    Last Listing Agent John Kleps Berkshire Hathaway NE Prop.

    105 Fox St Unit 107, Bridgeport, CT 06605
    • 4 Willowbrook Dr, Westport, CT 06880

      Est $920,126

      Not Listed For Sale

      4 Willowbrook Dr, Westport, CT 06880

      • 2 Beds
      • 2 Baths
      • 1,376 Sq Ft
      • Built 1962
      4 Willowbrook Dr, Westport, CT 06880

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Daniel Martin Higgins Group Real Estate

  • /40

    $4,100,000

    $400K PRICE DROP Under Contract
    • 5 Beds
    • 8 Baths
    • 9,819 Sq Ft

    1 Flower Farm Ln, Westport, CT 06880

    Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

    Heather Fitzgerald Coldwell Banker Realty

    1 Flower Farm Ln, Westport, CT 06880
  • /40

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • House for Rent

    510 Reef Rd, Fairfield, CT 06824

    Welcome to your dream beach retreat in the heart of Fairfield - just minutes' walking distance to both the beach and vibrant downtown. This bright, beautifully renovated home blends effortless coastal elegance with timeless Serena & Lily-inspired style. Sun-filled interiors, sophisticated finishes, and thoughtfully curated spaces create the perfect seaside sanctuary. Step outside to a fully

    Helene Salerno Ogents, LLC

    510 Reef Rd, Fairfield, CT 06824
  • 22 Fillow St, Westport, CT 06880

    $1,220,000

    Sold Jul 15, 2026

    22 Fillow St, Westport, CT 06880

    • 3 Beds
    • 1.5 Baths
    • 1,890 Sq Ft
    • Built 1956

    Last Sold Summary

    • 22% Above List Price
    • $646/SF
    • 56 Days On Market

    Current Estimated Value $999,951

    Last Listing Agent Judy Michaelis Coldwell Banker Realty

    22 Fillow St, Westport, CT 06880
    • 38 Hillspoint Rd, Westport, CT 06880

      Est $1,549,537

      Not Listed For Sale

      38 Hillspoint Rd, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 2,112 Sq Ft
      • Built 1983
      38 Hillspoint Rd, Westport, CT 06880

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Todd Debek Debek Real Estate Services LLC

  • /35

    $1,995,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,099 Sq Ft

    2444 Bronson Rd, Fairfield, CT 06824

    Classic charm on beautiful Bronson Road! A customized Colonial that overflows with extras - 4/5 bedrooms, open living spaces, play rooms, office/work zones, preserved historical touches and outdoor living options for all occasions! The main floor lives large. A formal living room, dining room, and sun room are on one side. While a huge front to back great room consisting of the kitchen, family

    Jeannette Floto Compass Connecticut, LLC

    2444 Bronson Rd, Fairfield, CT 06824
  • /35

    $9,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,472 Sq Ft
    • House for Rent

    28 Narrow Rocks Rd, Westport, CT 06880

    *Charming Compo Beach Rental. Experience the best of Westport living in this beautifully renovated 3-bedroom, 3-bathroom home located just steps from Compo Beach and the Longshore Club. Available as a winter/school year rental starting January 2026 for $9500/month. Walk to Compo Beach or enjoy nearby amenities at the Longshore Club, including golf, tennis, and pools. Open-concept living spaces

    Kim Harizman Compass Connecticut, LLC

    28 Narrow Rocks Rd, Westport, CT 06880
  • 61 Edgewater Commons Ln, Westport, CT 06880

    $1,769,000

    Sold Dec 19, 2025

    61 Edgewater Commons Ln, Westport, CT 06880

    • 4 Beds
    • 3.5 Baths
    • 3,397 Sq Ft
    • Built 1988

    Last Sold Summary

    • 31% Below List Price
    • $521/SF
    • 84 Days On Market

    Current Estimated Value $1,876,813

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

    61 Edgewater Commons Ln, Westport, CT 06880
    • 4 Country Rd, Westport, CT 06880

      Est $2,366,125

      Not Listed For Sale

      4 Country Rd, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 3,912 Sq Ft
      • Built 1972
      4 Country Rd, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Heather Zito Carbutti & Co., Realtors

  • /31

    $985,000

    • 4 Beds
    • 2.5 Baths
    • 1,701 Sq Ft

    741 Old Stratfield Rd, Fairfield, CT 06825

    Completely renovated from top to bottom, this stunning 4-bedroom, 2.5-bath home seamlessly blends modern luxury with timeless charm in Fairfield's highly desirable University area. Offering 1,1701 square feet of beautifully finished living space, plus a 352-square-foot unfinished basement , this move-in-ready residence delivers exceptional style, comfort, and versatility. The open-concept floor

    Thomas Simjian Keller Williams Coastal

    741 Old Stratfield Rd, Fairfield, CT 06825
  • /15

    $3,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Townhouse for Rent

    185 Knapps Hwy Unit 185, Fairfield, CT 06825

    Beautifully updated townhouse-style condominium in the exceptionally well-maintained Ridgewood Complex. Offering approximately 1,638 square feet of living space, this spacious 2-bedroom, 2-full-bath home features a large living room and dining room combination with two sets of sliding glass doors leading to a long covered deck and additional outdoor space. The updated kitchen includes granite

    amaryllis rodriguez RE/MAX Right Choice

    185 Knapps Hwy Unit 185, Fairfield, CT 06825
  • 73 Alden St, Fairfield, CT 06824

    $705,000

    Sold Aug 29, 2025

    73 Alden St, Fairfield, CT 06824

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1954

    Last Sold Summary

    • $639/SF
    • 30 Days On Market

    Current Estimated Value $796,933

    Last Listing Agent Tom Fitzpatrick Coldwell Banker Realty

    73 Alden St, Fairfield, CT 06824
    • 146 North Ave, Westport, CT 06880

      Est $4,156,613

      Not Listed For Sale

      146 North Ave, Westport, CT 06880

      • 6 Beds
      • 6.5 Baths
      • 7,400 Sq Ft
      • Built 2023
      146 North Ave, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Brett Lieberman The Riverside Realty Group

  • /8

    $1,499,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    Unlisted Address

    This historic Greens Farms acreage was once part of the famed Winfromere Stables where Edward T. Bedford's world class trotters were kept in grand style. Offering over 220 feet of broad frontage on private Bedford Drive, this scenic 1.14 acre parcel features a gentle rise above the street level, providing an ideal setting for a light filled home. Mature, statuesque trees grace the open landscape,

    Lynn Fraund William Pitt Sotheby's Int'l

    Unlisted Address
  • /21

    $2,800 Per Month

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

    11 Tuller Rd, Fairfield, CT 06825

    All recently renovated! Enter thru side door into the adorable (and functional) mudroom! Love the tile and built-in color! Kitchen with all new appliances, island with extra storage, recessed and pendant lighting, and granite countertops! Kitchen open to living room, with lovely light filled space. Upstairs are 2 bedrooms and 1 full renovated bathroom! Shared backyard with plenty of green space.

    Terry Keegan Fairfield County Real Estate

    11 Tuller Rd, Fairfield, CT 06825
  • 7 Roshab Ln, Westport, CT 06880

    $6,649,000

    Sold Nov 21, 2025

    7 Roshab Ln, Westport, CT 06880

    • 6 Beds
    • 7.5 Baths
    • 8,215 Sq Ft
    • Built 2025

    Last Sold Summary

    • $809/SF
    • 44 Days On Market

    Current Estimated Value $6,988,486

    Last Listing Agent Totney Benson Coldwell Banker Realty

    7 Roshab Ln, Westport, CT 06880
    • 31 Soundview Dr, Westport, CT 06880

      Est $4,953,955

      Not Listed For Sale

      31 Soundview Dr, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 2,821 Sq Ft
      • Built 1946
      31 Soundview Dr, Westport, CT 06880

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent steven girden Compass Connecticut, LLC

  • /35

    $989,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,326 Sq Ft

    133 Alma Dr, Fairfield, CT 06824

    Gambrel style Colonial and features 8 Rooms, 4 Bedrooms, 3 Bathrooms, 1 Car Garage. NOTED FEATURES that the whole family will enjoy; 262 square foot Gym or Playroom in the lower level, 252 square foot Main level Bedroom, 183 square foot Sunroom off the kitchen, 408 square foot Patio with movable fireplace, 540 square foot Pool deck for summer fun and 252 square feet expansion possibilities above

    Paul Ferreira RE/MAX Right Choice

    133 Alma Dr, Fairfield, CT 06824
  • /12

    $1,650 Per Month

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

    1004 Hancock Ave Unit 3, Bridgeport, CT 06605

    Bright and open floor concept 2 bedroom apartment at the third floor of the multifamily. utilities included. Convenient location close to public transportation and highways.

    Nelly Patric Navarrete Keller Williams Prestige Prop.

    1004 Hancock Ave Unit 3, Bridgeport, CT 06605
  • 38 James St, Fairfield, CT 06824

    $1,300,000

    Sold Aug 13, 2026

    38 James St, Fairfield, CT 06824

    • 3 Beds
    • 2.5 Baths
    • 1,542 Sq Ft
    • Built 1921

    Last Sold Summary

    • $843/SF
    • 19 Days On Market

    Current Estimated Value $1,204,285

    Last Listing Agent Heidi Cinder William Raveis Real Estate

    38 James St, Fairfield, CT 06824
    • 28 Spicer Rd, Westport, CT 06880

      Est $3,248,330

      Not Listed For Sale

      28 Spicer Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,437 Sq Ft
      • Built 2023
      28 Spicer Rd, Westport, CT 06880

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent John Schiaroli Coldwell Banker Realty

  • /31

    $3,799,000

    Pending
    • 6 Beds
    • 8 Baths
    • 6,899 Sq Ft

    7 Mortar Rock Rd, Westport, CT 06880

    Welcome to 7 Mortar Rock, a thoughtfully designed living space. This stunning 6 bedroom transitional modern farmhouse showcases the exceptional craftsmanship and attention to detail that have made the Thomas Brothers Builders highly sought after. Perfectly blending beauty and functionality, this home is tailored to today's lifestyle while delivering timeless appeal. At the heart of the home is a

    Jen Kass Higgins Group Bedford Square

    7 Mortar Rock Rd, Westport, CT 06880
  • /16

    $2,775 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,310 Sq Ft
    • Townhouse for Rent

    42 Ferris St, Bridgeport, CT 06605

    Terrific cul-de-sac location. Light, bright and spacious Duplex unit with views of Black Rock Harbor. Welcoming front porch. Open layout first floor with Kitchen and Family Room, Half Bath with new washer & dryer. Slider to rear deck and partially fenced back yard. The second floor features the primary bedroom with deck offering views of Black Rock Harbor and an additional nice size bedroom and

    Sandy Ruta Higgins Group Real Estate

    42 Ferris St, Bridgeport, CT 06605
  • 692 Stillson Rd, Fairfield, CT 06824

    $1,599,000

    Sold Jul 13, 2026

    692 Stillson Rd, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 2,962 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $540/SF
    • 26 Days On Market

    Current Estimated Value $1,591,211

    Last Listing Agent Lisa Graham-Wanzell Brown Harris Stevens

    692 Stillson Rd, Fairfield, CT 06824
    • 1 Pilgrim Trail, Westport, CT 06880

      Est $1,958,788

      Not Listed For Sale

      1 Pilgrim Trail, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,844 Sq Ft
      • Built 1977
      1 Pilgrim Trail, Westport, CT 06880

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Regina Kendig William Raveis Real Estate

  • /29

    $699,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,583 Sq Ft

    190 Sasapequan Rd, Fairfield, CT 06824

    Great home in prime location for Builders, Investors or cash Buyers!. It is across from private beach. House needs complete Rehab, Excellent bones and smart layout with 4 bedrooms, 2 baths , cathedral ceiling in open Kitchen & Family Room with Fireplace. Enclosed breezeway adds to your living space. Finishable basement, flat usable yard with deck. Large two car garage. No flood insurance

    Aziz Seyal William Raveis Real Estate

    190 Sasapequan Rd, Fairfield, CT 06824
  • /15

    $7,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    799 Rowland Rd, Fairfield, CT 06824

    Spend the month of August at a desirable Long Island Sound Location! Excellent condition property located directly across from sandy beach, 6 rooms, 3 bedrooms, 2 baths, all appliances and utilities included, lots of town amenities. Please note: this rental is available for the month of August 2026 only. Don't miss this opportunity to relax and enjoy the Summer!

    Barbara Whelan Coldwell Banker Realty

    799 Rowland Rd, Fairfield, CT 06824
  • 121 Alden St, Fairfield, CT 06824

    $1,300,000

    Sold Mar 02, 2026

    121 Alden St, Fairfield, CT 06824

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft
    • Built 1942

    Last Sold Summary

    • 24% Above List Price
    • $835/SF
    • 39 Days On Market

    Current Estimated Value $1,308,539

    Last Listing Agent Jackie Davis William Raveis Real Estate

    121 Alden St, Fairfield, CT 06824
    • 3 Northgate, Westport, CT 06880

      Est $2,075,406

      Not Listed For Sale

      3 Northgate, Westport, CT 06880

      • 3 Beds
      • 3 Baths
      • 3,092 Sq Ft
      • Built 2022
      3 Northgate, Westport, CT 06880

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Kim Vartuli Keller Williams Realty

  • /38

    $1,199,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    130 Stillson Rd, Fairfield, CT 06825

    Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas

    Jennifer DeLaurentis Compass Connecticut, LLC

    130 Stillson Rd, Fairfield, CT 06825
  • /11

    $3,400 Per Month

    • 2 Beds
    • 2 Baths
    • 11,686 Sq Ft
    • House for Rent

    783 Kings Hwy E Unit 103, Fairfield, CT 06825

    Luxury apartments walking distance to train, shops and restaurants. Spacious 2 bedroom, 2 bath Townhouse unit. Open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Washer and Dryer in each unit. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North. May also be available for

    Sara Santos Coldwell Banker Realty

    783 Kings Hwy E Unit 103, Fairfield, CT 06825
  • 1 Greystone Farm Ln, Westport, CT 06880

    $4,199,000

    Sold Jun 30, 2026

    1 Greystone Farm Ln, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 5,182 Sq Ft
    • Built 1998

    Last Sold Summary

    • $810/SF
    • 33 Days On Market

    Current Estimated Value $4,146,195

    Last Listing Agent Lisa Hartmann William Pitt Sotheby's Int'l

    1 Greystone Farm Ln, Westport, CT 06880
    • 38 Berndale Dr, Westport, CT 06880

      Est $2,612,337

      Not Listed For Sale

      38 Berndale Dr, Westport, CT 06880

      • 6 Beds
      • 4 Baths
      • 5,284 Sq Ft
      • Built 1961
      38 Berndale Dr, Westport, CT 06880

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

Showing Results 641 - 680, Page 17 of 18

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