35,427

Southport, CT Homes

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  • /37

    $1,875,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,235 Sq Ft

    462 Riverside Ave, Westport, CT 06880

    Historic Landmark Queen Anne Victorian House C.1899 w/beautiful architectural detail. The house is situated in the heart of thriving Saugatuck Area of Westport. This home has been lovingly maintained and updated. Grand windows drench the home with light... featuring 9 foot ceilings on the main floor. There are 3 bedrooms, 3 baths, and a den that could be a 4th bedroom. a Additionally, there is a

    Eva Grant-Rawiszer William Pitt Sotheby's Int'l

    462 Riverside Ave, Westport, CT 06880
  • /8

    $2,800

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825

    This property is an amazing 2 bedroom 1 bathroom apartment with all new appliances and vinyl flooring. It is 900 square foot with plenty of room. Ideal for singles and couples. Furthermore, there is ALDI, Planet Fitness, Subway, Dunkin Donuts, and Stop & Shop within walking distance. This rental is available starting September 1, 2025.

    292 Berkeley Rd Unit 292 BERKELEY RD, Fairfield, CT 06825
  • 9 Forest Dr, Westport, CT 06880

    $2,865,000 Sold Jun 26, 2025

    9 Forest Dr, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,672 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $613/SF
    • 40 Days On Market

    Current Estimated Value $2,983,410

    Last Listing Agent Alex Chingas Coldwell Banker Realty

    9 Forest Dr, Westport, CT 06880
    • 64 Sterling St, Fairfield, CT 06825

      Est $783,240 Not Listed For Sale

      64 Sterling St, Fairfield, CT 06825

      • 3 Beds
      • 2.5 Baths
      • 2,197 Sq Ft
      • Built 2017
      64 Sterling St, Fairfield, CT 06825

      Last Sold Summary

      • 3% Above List Price
      • $346/SF
      • 55 Days On Market
      • Last Sold Price $760,000
      • Aug 07, 2024

      Last Listing Agent Michael Jabick Keller Williams Realty

  • /34

    $2,349,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,581 Sq Ft

    3 Valley Field Rd, Westport, CT 06880

    *Highest and Best Offers by 5p Sunday April 26* Centrally located on a cul de sac street walking distance to shops and restaurants; minutes to beaches, train and schools. This 4 bedroom Colonial faces east/west for natural light throughout the day with a spacious floor plan and chefs kitchen opening to the family room with fireplace and sliders to the deck and professionally landscaped private

    Melissa Jones Houlihan Lawrence

    3 Valley Field Rd, Westport, CT 06880
  • /7

    $2,850 Per Month

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

    1916 Post Rd, Fairfield, CT 06824

    Discover the best of Fairfield living at 1916 Post Road. These newly developed one-bedroom, one-bath apartments offer bright spacious living. Inside, you'll find a modern kitchen with stainless steel appliances, granite countertops, and sleek cabinetry. The bathroom is beautifully updated with granite finishes, while the large bedroom provides plenty of space to relax and unwind. New flooring

    Salvatore Dinardo Westfair Realty Group, LLC

    1916 Post Rd, Fairfield, CT 06824
  • 88 Overhill Rd, Fairfield, CT 06824

    $1,610,000 Sold Apr 07, 2026

    88 Overhill Rd, Fairfield, CT 06824

    • 4 Beds
    • 3 Baths
    • 4,057 Sq Ft
    • Built 1931

    Last Sold Summary

    • 15% Above List Price
    • $397/SF
    • 11 Days On Market

    Current Estimated Value $1,404,886

    Last Listing Agent Cindy Raney Coldwell Banker Realty

    88 Overhill Rd, Fairfield, CT 06824
    • 1120 Hulls Hwy, Southport, CT 06890

      Est $1,027,804 Not Listed For Sale

      1120 Hulls Hwy, Southport, CT 06890

      1120 Hulls Hwy, Southport, CT 06890

      Last Sold Summary

      • 1% Above List Price
      • 7 Days On Market
      • Last Sold Price $1,013,000
      • Jun 11, 2024

      Last Listing Agent Patty Eilenberg Berkshire Hathaway Home Services

  • /22

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    49 Southport Woods Dr, Southport, CT 06890

    Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath),

    Andrea Morelli Higgins Group Real Estate

    49 Southport Woods Dr, Southport, CT 06890
  • /26

    $2,575

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Condo for Rent

    79 2nd St Unit 2nd, Fairfield, CT 06825

    2 Bedroom, 1 Full Bathroom, 1 Kitchen, 1 Living Room, and 1 Dining Room, over 1000 SF on the 2nd floor with a front porch and back deckWith Washer and Dryer, Fridge, Stove, Microwave, Partial Cellar Storage and YardEnergy Efficient Hot Air Heating and Double Pane Windows Not far from a park with tennis courts, a baseball field, a soccer field, Fairfield Warde High School,

    79 2nd St Unit 2nd, Fairfield, CT 06825
  • 3113 Bronson Rd, Fairfield, CT 06824

    $4,250,000 Sold Jul 24, 2025

    3113 Bronson Rd, Fairfield, CT 06824

    • 5 Beds
    • 6 Baths
    • 8,004 Sq Ft
    • Built 1840

    Last Sold Summary

    • 15% Below List Price
    • $531/SF
    • 41 Days On Market

    Current Estimated Value $4,361,560

    Last Listing Agent Andrew Whiteley Brown Harris Stevens

    3113 Bronson Rd, Fairfield, CT 06824
    • 2345 Fairfield Ave, Bridgeport, CT 06605

      Est $79,311 Not Listed For Sale

      2345 Fairfield Ave, Bridgeport, CT 06605

      2345 Fairfield Ave, Bridgeport, CT 06605

      Last Sold Summary

      • 6% Above List Price
      • 31 Days On Market
      • Last Sold Price $75,000
      • May 24, 2024

      Last Listing Agent Rosania Melo Rosania Melo Broker

  • /33

    $1,899,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    127 S Gate Ln, Southport, CT 06890

    Nestled along the picturesque Connecticut coastline, 127 South Gate Lane places you in the heart of Southport's Harbor & Beach area-a storybook setting where classic New England charm meets coastal elegance. Imagine a historic harbor adorned with graceful sailboats gliding on tranquil waters, framed by stately colonial homes and streets shaded by towering trees. It's the kind of place where every

    Veronica Monahan Compass Connecticut, LLC

    127 S Gate Ln, Southport, CT 06890
  • /7

    $1,700 Per Month

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

    649 Bridgeoort Ave, Bridgeport, CT 06607

    2 BEDROOMS APARTMENT,BIG KITCHEN AND LIVING ROOM,ONE BATHROOM,NEW APPLIANCES, PARKING FOR ONE CAR. 2 MONTHS SECURITY DEPOSIT ..CREDIT, REFERENCES, PROOF OF INCOME., LEASE.

    Francisco Sandoval Keller Williams Realty Prtnrs.

    649 Bridgeoort Ave, Bridgeport, CT 06607
  • 11 Gault Park Dr, Westport, CT 06880

    $4,200,000 Sold Jul 10, 2025

    11 Gault Park Dr, Westport, CT 06880

    • 7 Beds
    • 9 Baths
    • 6,898 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Above List Price
    • $609/SF
    • 58 Days On Market

    Current Estimated Value $4,427,083

    Last Listing Agent Imke Lohs Compass Connecticut, LLC

    11 Gault Park Dr, Westport, CT 06880
    • 8 Lehn Farm Rd, Westport, CT 06880

      Est $1,885,354 Not Listed For Sale

      8 Lehn Farm Rd, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 2,898 Sq Ft
      • Built 1974
      8 Lehn Farm Rd, Westport, CT 06880

      Last Sold Summary

      • 5% Above List Price
      • $621/SF
      • 22 Days On Market
      • Last Sold Price $1,799,000
      • Nov 05, 2024

      Last Listing Agent Robert Grodman The Riverside Realty Group

  • /37

    $2,250,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,651 Sq Ft

    4 Cardinal Ln, Westport, CT 06880

    Welcome to 4 Cardinal Lane ~ a beautifully expanded and thoughtfully updated home set on two private, level acres in one of Westport's most desirable cul-de-sac neighborhoods. Originally built in 1964 and enhanced with a significant 2015 addition, this 4-bedroom, 3.5 bath residence offers over 4,100 square feet of versatile living space designed for both everyday comfort and effortless

    Amanda Thaw The Riverside Realty Group

    4 Cardinal Ln, Westport, CT 06880
  • /14

    $12,000

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 1,700 Sq Ft
    • House for Rent

    296 Reef Rd, Fairfield, CT 06824

    Tastefully FURNISHED 9 month rental beginning September 2027. Viking appliances. Spa showers. Patio. Easy stroll to downtown, train, shopping and beach. Up to 5 unrelated tenants. Co-signers accepted.

    296 Reef Rd, Fairfield, CT 06824
  • 93 Millspaugh Dr, Fairfield, CT 06824

    $1,940,000 Sold Nov 06, 2025

    93 Millspaugh Dr, Fairfield, CT 06824

    • 5 Beds
    • 5 Baths
    • 4,440 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $437/SF
    • 34 Days On Market

    Current Estimated Value $1,842,239

    Last Listing Agent Ken Betza Higgins Group Real Estate

    93 Millspaugh Dr, Fairfield, CT 06824
    • 185 Ash St, Bridgeport, CT 06605

      Est $422,279 Not Listed For Sale

      185 Ash St, Bridgeport, CT 06605

      • 3 Beds
      • 1.5 Baths
      • 1,394 Sq Ft
      • Built 1887
      185 Ash St, Bridgeport, CT 06605

      Last Sold Summary

      • 14% Above List Price
      • $265/SF
      • 215 Days On Market
      • Last Sold Price $370,000
      • Jan 24, 2024

      Last Listing Agent Louise Williams Larracuente & Johnson Realty, LLC

  • /7

    $2,495,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,900 Sq Ft

    108 Old Farm Rd, Fairfield, CT 06825

    108 Old Farm Road is a stunning new construction currently underway in one of Weston's most desirable settings. This five-bedroom, 5.5-bath home offers 4,568 square feet above grade plus a 1,400 square foot finished heated lower level with home theater, totaling nearly 6,000 square feet of exceptional living space. The main level features soaring two-story ceilings, a formal dining room, home

    Alex De Camargo eXp Realty

    108 Old Farm Rd, Fairfield, CT 06825
  • /6

    $7,250 Per Month

    • 5 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • House for Rent

    74 Oldfield Dr, Fairfield, CT 06824

    AUGUST 1ST-28TH SUMMER RENTAL ONLY. Beautifully renovated 5-bedroom, 2-bath academic rental in the highly desirable Fairfield Beach area. This bright home features an updated kitchen with quartz countertops, stainless steel appliances, and an open layout flowing into a comfortable living area with fireplace. Two modern bathrooms and five well-sized bedrooms provide plenty of space for roommates,

    Ryan Ciambriello Houlihan Lawrence

    74 Oldfield Dr, Fairfield, CT 06824
  • 785 Post Rd E Unit 303, Westport, CT 06880

    $1,550,000 Sold Mar 25, 2026

    785 Post Rd E Unit 303, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $969/SF
    • 106 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 303, Westport, CT 06880
    • 149 Ash St, Bridgeport, CT 06605

      Est $437,255 Not Listed For Sale

      149 Ash St, Bridgeport, CT 06605

      • 4 Beds
      • 1.5 Baths
      • 1,888 Sq Ft
      • Built 1892
      149 Ash St, Bridgeport, CT 06605

      Last Sold Summary

      • 7% Above List Price
      • $216/SF
      • 22 Days On Market
      • Last Sold Price $407,000
      • Dec 27, 2024

      Last Listing Agent George Zichil Zichil Elite Real Estate, LLC

  • /40

    $2,195,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,126 Sq Ft

    187 Catherine Terrace, Fairfield, CT 06824

    A stop-in-your-tracks reconstruction & expansion ideally located on a quiet street just moments from town & beach. Beautifully sited on a fully fenced double lot, the property includes a 3-car detached garage with unfinished loft-ideal for a future ADU. The main level is designed for effortless living & entertaining, highlighted by a stunning open great room w/ linear modern gas fireplace & a

    Denise Walsh William Raveis Real Estate

    187 Catherine Terrace, Fairfield, CT 06824
  • /15

    $2,750

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Fairfield Ave

    2949 Fairfield Ave Unit 2nd Left, Bridgeport, CT 06605

    Spacious 3-bedroom, 2-bathroom second-floor apartment with ample storage throughout. Recently renovated, featuring a brand-new kitchen and updated bathrooms. The unit offers a large kitchen with stainless steel appliances, an open layout, and a comfortable living room area.Includes access to a private rooftop deck and one off-street parking space, with additional street parking available.

    2949 Fairfield Ave Unit 2nd Left, Bridgeport, CT 06605
  • 785 Post Rd E Unit 302, Westport, CT 06880

    $1,420,000 Sold Apr 24, 2026

    785 Post Rd E Unit 302, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $1,092/SF
    • 70 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 302, Westport, CT 06880
    • 47 Alfred St, Bridgeport, CT 06605

      Not Listed For Sale

      47 Alfred St, Bridgeport, CT 06605

      • 3 Beds
      • 4,574 Sq Ft
      • Built 1919
      47 Alfred St, Bridgeport, CT 06605

      Last Sold Summary

      • $137/SF
      • 94 Days On Market
      • Last Sold Price $625,000
      • Jan 25, 2024

      Last Listing Agent Ligaya Atwood Keller Williams Prestige Prop.

  • /40

    $2,499,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    57 Beaumont Place, Fairfield, CT 06824

    Nestled at the end of a peaceful cul-de-sac on a level lot, this exceptional 5,000 Square foot, 5-bedroom, 5.5 bath residence offers 4 levels of thoughtfully curated luxury living. Designed with both elegance and functionality in mind, the home seamlessly blends high-end finishes with everyday comfort. Upon entry, the main level features a bedroom or private office with a full bath-ideal for

    Anthony Fabrizio Coldwell Banker Realty

    57 Beaumont Place, Fairfield, CT 06824
  • /32

    $70,000 Per Month

    • 2 Beds
    • 1 Bath
    • 2,180 Sq Ft
    • Townhouse for Rent

    2144 Fairfield Beach Rd, Fairfield, CT 06824

    Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5

    Michael Menillo Collage Realty

    2144 Fairfield Beach Rd, Fairfield, CT 06824
  • 97 Benson Place, Fairfield, CT 06824

    $2,550,000 Sold Jun 26, 2025

    97 Benson Place, Fairfield, CT 06824

    • 5 Beds
    • 5 Baths
    • 4,347 Sq Ft
    • Built 2016

    Last Sold Summary

    • $587/SF
    • 31 Days On Market

    Current Estimated Value $2,701,247

    Last Listing Agent Patricia Shea Coldwell Banker Realty

    97 Benson Place, Fairfield, CT 06824
    • 195 Princeton St, Bridgeport, CT 06605

      Est $436,856 Not Listed For Sale

      195 Princeton St, Bridgeport, CT 06605

      • 4 Beds
      • 2 Baths
      • 1,283 Sq Ft
      • Built 1936
      195 Princeton St, Bridgeport, CT 06605

      Last Sold Summary

      • 57% Above List Price
      • $216/SF
      • 20 Days On Market
      • Last Sold Price $277,500
      • Aug 03, 2020

      Last Listing Agent Bobbi Loughran William Raveis Real Estate

  • /12

    $2,225,000 Under Contract

    • 6 Beds
    • 4.5 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
  • /28

    $8,000

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • House for Rent

    21 Eunice Ave, Fairfield, CT 06824

    A wonderful opportunity to rent in the highly sought-after Beach area! This charming 3-bedroom, 2-bath home is located just two blocks from the shoreline. The open floor plan features newly finished hardwood floors, creating a warm and inviting living space. Enjoy a bright, sun-filled renovated kitchen complete with stainless steel appliances, a breakfast bar, and a cozy window seat. Additional

    21 Eunice Ave, Fairfield, CT 06824
  • 85 Patrick Dr, Fairfield, CT 06824

    $1,560,000 Sold Jan 13, 2026

    85 Patrick Dr, Fairfield, CT 06824

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Above List Price
    • $530/SF
    • 60 Days On Market

    Current Estimated Value $1,531,692

    Last Listing Agent Jackie Davis William Raveis Real Estate

    85 Patrick Dr, Fairfield, CT 06824
    • 173 Bennett St, Bridgeport, CT 06605

      Est $431,752 Not Listed For Sale

      173 Bennett St, Bridgeport, CT 06605

      • 3 Beds
      • 1 Bath
      • 1,172 Sq Ft
      • Built 1915
      173 Bennett St, Bridgeport, CT 06605

      Last Sold Summary

      • 17% Above List Price
      • $316/SF
      • 35 Days On Market
      • Last Sold Price $370,000
      • Jun 29, 2023

      Last Listing Agent Matt Murray Higgins Group Bedford Square

  • /20

    $550,000

    • 8 Beds
    • 3 Baths
    • 2,679 Sq Ft

    18-20 Clinton Ave, Bridgeport, CT 06605

    This very large 2,679 sqft 2 family property is perfect for any home owner or investor. The 1st floor unit consists of 3 bedrooms and 1 bathroom. The 2nd unit is a very spacious two floor apartment that has 5 bedrooms and 2 bathrooms that was recently updated. Conveniently located just minutes from I-95 and I-91. Schedule your showing today!!!

    Thomas Payne Century 21 Scala Group

    18-20 Clinton Ave, Bridgeport, CT 06605
  • /39

    $20,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • House for Rent

    232 Hillspoint Rd, Westport, CT 06880

    Light-filled Contemporary/Ranch offering breathtaking water views of the LI Sound. Embrace the coveted Compo Beach lifestyle while enjoying the spectacular sunrises and sunsets from the comfort of the sunroom or the sun-drenched deck. The open-concept layout is thoughtfully designed and bathed in natural light, with walls of windows framing the sweeping water vistas. The sleek Poggenpohl kitchen

    Lori Printz Coldwell Banker Realty

    232 Hillspoint Rd, Westport, CT 06880
  • 84-86 Dewey St, Bridgeport, CT 06605

    $415,000 Sold Sep 17, 2025

    84-86 Dewey St, Bridgeport, CT 06605

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 1918

    Last Sold Summary

    • 3% Below List Price
    • $255/SF
    • 103 Days On Market

    Last Listing Agent Robert Ganim RE/MAX Heritage

    84-86 Dewey St, Bridgeport, CT 06605
    • 100 Burrwood Common, Fairfield, CT 06824

      Est $2,469,757 Not Listed For Sale

      100 Burrwood Common, Fairfield, CT 06824

      • 5 Beds
      • 7 Baths
      • 6,225 Sq Ft
      • Built 2009
      100 Burrwood Common, Fairfield, CT 06824

      Last Sold Summary

      • 10% Above List Price
      • $361/SF
      • 6 Days On Market
      • Last Sold Price $2,250,000
      • Jun 21, 2023

      Last Listing Agent Krista Alecia Coldwell Banker Realty

Showing Results 201 - 240, Page 6 of 18

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