35,433

Southport, CT Homes

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  • /38

    $1,999,000

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

    2177 Cross Hwy, Fairfield, CT 06824

    Recently reduced $100K, this very special property w/pool & tennis court on the Westport border, is minutes to shops, restaurants & train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 beds & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat

    Mary Ellen Gallagher Compass Connecticut, LLC

    2177 Cross Hwy, 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
  • 259 Wilton Rd, Westport, CT 06880

    $1,475,000

    Sold Dec 19, 2025

    259 Wilton Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 3,589 Sq Ft
    • Built 1940

    Last Sold Summary

    • $411/SF
    • 23 Days On Market

    Current Estimated Value $1,383,391

    Last Listing Agent Inna Agujen Coldwell Banker Realty

    259 Wilton Rd, Westport, CT 06880
    • 329 Lansdowne, Westport, CT 06880

      Est $1,466,247

      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

      • 2% Below List Price
      • $612/SF
      • 16 Days On Market
      • Last Sold Price $1,500,000
      • Apr 29, 2024

      Last Listing Agent Kathleen DeRossi William Pitt

  • /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
  • 35 Pumpkin Hill Rd, Westport, CT 06880

    $2,120,000

    Sold Jun 05, 2025

    35 Pumpkin Hill Rd, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,562 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Above List Price
    • $595/SF
    • 28 Days On Market

    Current Estimated Value $2,167,808

    Last Listing Agent Linda Skolnick Coldwell Banker Realty

    35 Pumpkin Hill Rd, Westport, CT 06880
    • 317 Lansdowne, Westport, CT 06880

      Est $1,526,001

      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

      • 5% Below List Price
      • $654/SF
      • 16 Days On Market
      • Last Sold Price $1,602,000
      • Sep 06, 2024

      Last Listing Agent Laurie Morris Compass Connecticut, LLC

  • /19

    $345,900

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    3250 Fairfield Ave Unit 206, Bridgeport, CT 06605

    Welcome to The Village at Black Rock. This bright 2BR/2BA second-floor unit offers serene water views from nearly every room and a private deck ideal for morning coffee or sunset unwinding. The open layout features a combined living/dining area with a wall of windows overlooking Ash Creek and a spacious kitchen with ample storage, great counter space, and a breakfast bar. The primary bedroom

    Patrick Laufer Laufer Real Estate

    3250 Fairfield Ave Unit 206, Bridgeport, CT 06605
  • /39

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft
    • Townhouse for Rent

    224 Melville Dr Unit 224, Fairfield, CT 06825

    Beautiful 2 bedroom townhouse / duplex style apartment in the heart of Fairfield! This unit includes 2 parking spaces & laundry in unit. Modern appliances & updated finishes

    Sarah Joyner Compass Connecticut, LLC

    224 Melville Dr Unit 224, Fairfield, CT 06825
  • 1846 Mill Plain Rd, Fairfield, CT 06824

    $1,699,000

    Sold Aug 20, 2025

    1846 Mill Plain Rd, Fairfield, CT 06824

    • 5 Beds
    • 4 Baths
    • 4,250 Sq Ft
    • Built 2025

    Last Sold Summary

    • $400/SF
    • 28 Days On Market

    Current Estimated Value $1,631,437

    Last Listing Agent Jacob Bivona Keller Williams Prestige Prop.

    1846 Mill Plain Rd, Fairfield, CT 06824
    • 46 Edgewater Commons Ln, Westport, CT 06880

      Est $840,101

      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

      • 15% Above List Price
      • $326/SF
      • 97 Days On Market
      • Last Sold Price $730,000
      • Oct 31, 2024

      Last Listing Agent Mark Gilrain Brown Harris Stevens

  • /40

    $11,995,000

    New Construction Open Sat 12PM - 3PM
    • 5 Beds
    • 7 Baths
    • 6,050 Sq Ft

    14 Owenoke Park, Westport, CT 06880

    COMPLETED & READY for SUMMER! Bluewater Home's newest luxury design offers over 6050+sqft of living space. 5 ensuite bedrooms, rare 3+ car garage with plenty of parking, large private yard, pool with spa, pond & Long Island Sound views all walking distance to Compo Beach from prestigious Owenoke Park make this a rare opportunity. Multiple indoor/outdoor spaces, oversized rooms & expansive kitchen

    Deirdre Andreoli Compass Connecticut, LLC

    14 Owenoke Park, Westport, CT 06880
  • /21

    $26,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,420 Sq Ft
    • House for Rent

    2 Valley Rd, Westport, CT 06880

    Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open

    Lisa Neufeld William Raveis Real Estate

    2 Valley Rd, Westport, CT 06880
  • 15 Wright St, Westport, CT 06880

    $1,450,000

    Sold Mar 13, 2026

    15 Wright St, Westport, CT 06880

    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft
    • Built 1851

    Last Sold Summary

    • 13% Above List Price
    • $726/SF
    • 23 Days On Market

    Current Estimated Value $1,372,813

    Last Listing Agent Laurie Morris Compass Connecticut, LLC

    15 Wright St, Westport, CT 06880
    • 8 Davenport Ave, Westport, CT 06880

      Est $807,787

      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

      • 17% Above List Price
      • $542/SF
      • 54 Days On Market
      • Last Sold Price $690,000
      • Mar 29, 2024

      Last Listing Agent Shelly Olivadoti Berkshire Hathaway Home Services

  • /2

    $699,000

    • Land
    • 16,117 Sq Ft
    • $1,889,189 per Acre

    1 Battery Park Dr, Bridgeport, CT 06605

    Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

    Steven Koleno Beycome of Connecticut

    1 Battery Park Dr, Bridgeport, CT 06605
  • /13

    $3,200 Per Month

    • 1 Bed
    • 1.5 Baths
    • 900 Sq Ft
    • House for Rent

    1241 Post Rd, Fairfield, CT 06824

    Luxury apartment located in downtown Fairfield. Enjoy all the wonderful amenities of living in the heart of this town such as the great restaurants, shopping, short distance to train and beaches. This unit offers a custom kitchen with gas range, microwave, refrigerator, dishwasher and washer and dryer. Open floorplan in Living Room and Kitchen with French Doors to balcony. The spacious bedroom

    RACHEL Fowler Coldwell Banker Realty

    1241 Post Rd, Fairfield, CT 06824
  • 407 Meadowbrook Rd, Fairfield, CT 06824

    $1,150,000

    Sold Jul 18, 2025

    407 Meadowbrook Rd, Fairfield, CT 06824

    • 5 Beds
    • 2.5 Baths
    • 2,840 Sq Ft
    • Built 1927

    Last Sold Summary

    • 15% Above List Price
    • $405/SF
    • 10 Days On Market

    Current Estimated Value $1,164,546

    Last Listing Agent Skylar Smith William Raveis Real Estate

    407 Meadowbrook Rd, Fairfield, CT 06824
    • 318 Greens Farms Rd, Westport, CT 06880

      Est $3,477,503

      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

      • 24% Above List Price
      • $375/SF
      • 47 Days On Market
      • Last Sold Price $2,800,000
      • Jan 08, 2024

      Last Listing Agent Maya Wertheim Coldwell Banker Realty

  • /5

    $769,000

    • Land
    • 2.07 Acres
    • $371,498 per Acre

    180 Catamount Rd, Fairfield, CT 06824

    Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then

    Mona Cascella William Raveis Real Estate

    180 Catamount Rd, Fairfield, CT 06824
  • /13

    $3,000 Per Month

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

    109 Churchill St Unit 3rd Fl, Fairfield, CT 06824

    Spacious and Bright 2 Bedroom Apartment in Fairfield - Fully Renovated and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated 2-bedroom, 3rd-floor apartment, located in a charming 3-family home. This spacious and bright apartment is now available for occupancy, offering a modern living experience with all the amenities you need. Step into the open

    Ellen Garcia Brown Harris Stevens

    109 Churchill St Unit 3rd Fl, Fairfield, CT 06824
  • 84 Algonquin Rd, Fairfield, CT 06825

    $1,007,500

    Sold Apr 21, 2026

    84 Algonquin Rd, Fairfield, CT 06825

    • 4 Beds
    • 4 Baths
    • 3,257 Sq Ft
    • Built 1920

    Last Sold Summary

    • 12% Above List Price
    • $309/SF
    • 19 Days On Market

    Current Estimated Value $920,753

    Last Listing Agent Carol McCullough Berkshire Hathaway NE Prop.

    84 Algonquin Rd, Fairfield, CT 06825
    • 17 Harborview Rd, Westport, CT 06880

      Est $2,265,744

      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

      • 16% Above List Price
      • $497/SF
      • 13 Days On Market
      • Last Sold Price $1,950,000
      • Oct 16, 2023

      Last Listing Agent Susan Tracy Higgins Group Bedford Square

  • /38

    $675,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,509 Sq Ft

    486 Morehouse Hwy, Fairfield, CT 06825

    Just moments from Lake Mohegan's 170 acre open space, this 4 bedroom expanded Cape offers the kind of location that makes everyday living feel connected to nature. Set back behind a classic stone wall on a beautiful, level .46 acre lot, the home welcomes you with warm character, hardwood floors, a fireplace, and wide plank pegged floors that bring timeless charm to the kitchen and powder room.

    Julie Corrado Coldwell Banker Realty

    486 Morehouse Hwy, Fairfield, CT 06825
  • /32

    $5,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,212 Sq Ft
    • House for Rent

    25 Maplewood Ave, Westport, CT 06880

    Charming bungalow offering 3 bedrooms and 2.5 baths across three levels, with hardwood floors throughout the main living areas. Bright and inviting layout with an open flow between living room, dining room, and kitchen featuring stainless steel appliances, updated cabinetry, and granite countertops. Upstairs includes a spacious primary bedroom and an additional bedroom with good closet space and

    Ignacio Navarro Keller Williams Realty

    25 Maplewood Ave, Westport, CT 06880
  • 612 Penfield Rd, Fairfield, CT 06824

    $3,700,000

    Sold Jun 02, 2025

    612 Penfield Rd, Fairfield, CT 06824

    • 5 Beds
    • 4.5 Baths
    • 4,501 Sq Ft
    • Built 2014

    Last Sold Summary

    • $822/SF
    • 15 Days On Market

    Current Estimated Value $3,916,703

    Last Listing Agent Jane Jones Berkshire Hathaway NE Prop.

    612 Penfield Rd, Fairfield, CT 06824
    • 3 Concord Ln, Westport, CT 06880

      Est $1,217,847

      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

      • 5% Above List Price
      • $659/SF
      • 84 Days On Market
      • Last Sold Price $1,165,000
      • Feb 07, 2025

      Last Listing Agent Lainie Floyd William Pitt

  • /40

    $5,549,000

    • 4 Beds
    • 5 Baths
    • 7,105 Sq Ft

    80 Compo Rd N, Westport, CT 06880

    Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

    Adrienne Durkin Compass Connecticut, LLC

    80 Compo Rd N, Westport, CT 06880
  • /33

    $5,950 Per Month

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft
    • House for Rent

    1975 Mill Plain Rd, Fairfield, CT 06824

    Beyond a white picket fence, sits this pretty colonial farmhouse close to Fairfield Center w/AMAZING property! You are welcomed onto the property by a semi-circle driveway, a lovely stone patio/path & abundant perennial gardens w/2 outdoor patio areas & lighted paths throughout. You enter through an idyllic wrap around porch & step into the living room fitted w/attractive built-ins & a fabulous

    Lisa Jones Higgins Group Bedford Square

    1975 Mill Plain Rd, Fairfield, CT 06824
  • 26 Hitchcock Rd, Westport, CT 06880

    $2,700,000

    Sold Jan 26, 2026

    26 Hitchcock Rd, Westport, CT 06880

    • 5 Beds
    • 5 Baths
    • 4,549 Sq Ft
    • Built 2025

    Last Sold Summary

    • $594/SF
    • 224 Days On Market

    Current Estimated Value $2,570,388

    Last Listing Agent Mar Jennings Higgins Group Bedford Square

    26 Hitchcock Rd, Westport, CT 06880
    • 8 Edgewater Commons Ln, Westport, CT 06880

      Est $951,553

      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

      • 9% Below List Price
      • $590/SF
      • 14 Days On Market
      • Last Sold Price $1,050,000
      • Dec 18, 2024

      Last Listing Agent Vanessa Basich Coldwell Banker Realty

  • /39

    $1,050,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    153 Woody Ln, Fairfield, CT 06825

    Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. With recent updates including kitchen, bathrooms, sunroom for year-round enjoyment, and a partially finished basement, this home is a perfect blend of modern convenience and classic charm. Additional

    Aziz Seyal William Raveis Real Estate

    153 Woody Ln, Fairfield, CT 06825
  • /14

    $2,200 Per Month

    • 3 Beds
    • 1 Bath
    • 3,369 Sq Ft
    • Apartment for Rent

    88 Waldorf Ave, Bridgeport, CT 06605

    Beautiful, newly renovated 3- bedroom apartment available for rent. Features a spacious living room, dining room, full kitchen, and bathroom. Located in a great area close to supermarkets, shops, and everyday conveniences.

    Maria Lorena Chaparro Fawn Realty Group LLC

    88 Waldorf Ave, Bridgeport, CT 06605
  • 2101 Fairfield Beach Rd, Fairfield, CT 06824

    $3,525,000

    Sold Feb 24, 2026

    2101 Fairfield Beach Rd, Fairfield, CT 06824

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Above List Price
    • $1,175/SF
    • 46 Days On Market

    Current Estimated Value $3,523,222

    Last Listing Agent Jackie Davis William Raveis Real Estate

    2101 Fairfield Beach Rd, Fairfield, CT 06824
    • 51 Regents Park, Westport, CT 06880

      Est $1,118,705

      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

      • 4% Above List Price
      • $611/SF
      • 16 Days On Market
      • Last Sold Price $1,075,000
      • Feb 21, 2025

      Last Listing Agent Laura Kottler Compass Connecticut, LLC

  • /25

    $710,000

    $70K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,733 Sq Ft

    206 Sterling St, Fairfield, CT 06825

    This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

    Sarah Callands Coldwell Banker Realty

    206 Sterling St, Fairfield, CT 06825
  • /8

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    528 Black Rock Turnpike, Fairfield, CT 06825

    Luxury rentals! New apartment building with 23 units. All inclusive living walking distance to Fairfield Metro Train station. Spacious one bedroom, one bathrooms, open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large baths. Handicap accessible complex, underground parking and elevator. Washer and dryer in complex. Walk to Train, shops,

    Sara Santos Coldwell Banker Realty

    528 Black Rock Turnpike, Fairfield, CT 06825
  • 2612 North Ave Unit D7, Bridgeport, CT 06604

    $360,000

    Sold Oct 17, 2025

    2612 North Ave Unit D7, Bridgeport, CT 06604

    • 2 Beds
    • 2.5 Baths
    • 1,410 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $255/SF
    • 39 Days On Market

    Current Estimated Value $387,916

    Last Listing Agent Bozena Tisch Coldwell Banker Realty

    2612 North Ave Unit D7, Bridgeport, CT 06604
    • 175 Regents Park, Westport, CT 06880

      Est $1,195,082

      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% Above List Price
      • $482/SF
      • 15 Days On Market
      • Last Sold Price $1,040,000
      • May 03, 2024

      Last Listing Agent Nadine Tanen Berkshire Hathaway Home Services

Showing Results 241 - 280, Page 7 of 18

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