35,315

Southport, CT Homes

Section Image
  • /11

    $699,900

    $89K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,195 Sq Ft

    225 Winnepoge Dr, Fairfield, CT 06825

    Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

    Stacey DiDio Coldwell Banker Realty

    225 Winnepoge Dr, Fairfield, CT 06825
  • /21

    $4,995 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Townhouse for Rent

    1990 Bronson Rd Unit 8, Fairfield, CT 06824

    Welcome to Bronson House, Greenfield Hill's premier luxury rental, where elegance meets modern comfort in a serene, private setting. This highly efficient two-bedroom, 2.5-bath home offers exquisite living designed for discerning tenants who crave sophistication and convenience. Featuring cutting-edge SMART home technology, experience seamless, maintenance-free living at its finest. Nestled on

    Lis Reed Coldwell Banker Realty

    1990 Bronson Rd Unit 8, Fairfield, CT 06824
  • 41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

    $2,350,000

    Sold May 04, 2026

    41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • Built 2022

    Last Sold Summary

    • 8% Below List Price
    • $1,335/SF
    • 327 Days On Market

    Last Listing Agent Ashlei De Souza Serhant LLC

    41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
    • 309 Marlborough Terrace, Fairfield, CT 06825

      Est $521,175

      Not Listed For Sale

      309 Marlborough Terrace, Fairfield, CT 06825

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1962
      309 Marlborough Terrace, Fairfield, CT 06825

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent RACHEL Fowler Coldwell Banker Realty

  • /32

    $1,999,900

    $250K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    125 Battery Park Dr, Bridgeport, CT 06605

    Perched on a quiet cul-de-sac, this exceptional home offers breathtaking 220-degree panoramic views of Long Island Sound, Black Rock Harbor, and Fayerweather lighthouse. Designed for effortless main-level living, the residence captures stunning water views from the living room, dining room, and luxurious primary bedroom suite. The remodeled primary bath features elegant marble flooring with

    Gail Robinson William Raveis Real Estate

    125 Battery Park Dr, Bridgeport, CT 06605
  • /37

    $9,800

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • House for Rent

    1 Brightfield Ln, Westport, CT 06880

    Fully Furnished Seasonal Rental in Westport - Fall 2026 through Spring 2027 Fully furnished contemporary home located on a quiet cul-de-sac, minutes from downtown Westport, beaches, and restaurants. Offering 4 bedrooms, 3 full bathrooms, and 4,711 sq ft of living space, this home features an open floor plan with high ceilings, oversized windows, and a double-sided brick fireplace. The property

    1 Brightfield Ln, Westport, CT 06880
  • 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 $1,836,390

    Last Listing Agent Ken Betza Higgins Group Real Estate

    93 Millspaugh Dr, Fairfield, CT 06824
    • 28 Eagle Dr, Fairfield, CT 06825

      Est $1,447,442

      Not Listed For Sale

      28 Eagle Dr, Fairfield, CT 06825

      • 4 Beds
      • 2.5 Baths
      • 4,250 Sq Ft
      • Built 1993
      28 Eagle Dr, Fairfield, CT 06825

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  • /2

    $950,000

    • 6 Beds
    • 6 Baths
    • 5,304 Sq Ft

    50 Carleton Ave, Bridgeport, CT 06604

    On the market for the first time in nearly 20 years. This legal 6 family is a cash cow with loads of growth potential. Each unit boasts a living room, dining room, eat-in-kitchen, one bedroom and a full bathroom. There is potential to convert each unit into a two bedroom. The property is currently fully occupied, so new owners will have immediate cash flow. The long standing tenants are currently

    Thomas Chanaca Chanaca Real Estate

    50 Carleton Ave, Bridgeport, CT 06604
  • /25

    $7,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,893 Sq Ft
    • House for Rent

    151 Sasapequan Rd, Fairfield, CT 06824

    Available for Winter/AY Rental August of 2027-June 2028. Rent could increase for future summer months depending on terms and contract length. Kayaks and Stand Up Paddle Boards available for lakeside fun! Conveniently located just minutes from the train station, shops, and restaurants and just 3 miles from Fairfield and Sacred Heart Universities. This newly updated waterfront home is located

    Cheryl Cusa Brown Harris Stevens

    151 Sasapequan Rd, Fairfield, CT 06824
  • 28 Turkey Hill Rd N, Westport, CT 06880

    $1,875,000

    Sold Jun 08, 2026

    28 Turkey Hill Rd N, Westport, CT 06880

    • 4 Beds
    • 4 Baths
    • 3,244 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $578/SF
    • 130 Days On Market

    Current Estimated Value $1,885,285

    Last Listing Agent Yulka Markevich Iron Gates Realty

    28 Turkey Hill Rd N, Westport, CT 06880
    • 69 Ellsworth St Unit 101, Bridgeport, CT 06605

      Est $253,604

      Not Listed For Sale

      69 Ellsworth St Unit 101, Bridgeport, CT 06605

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1987
      69 Ellsworth St Unit 101, Bridgeport, CT 06605

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Gail Robinson William Raveis Real Estate

  • /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
  • /21

    $1,350

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    2718 Fairfield Ave Unit 3AB, Bridgeport, CT 06605

    2718 Fairfield Ave Unit 3AB, Bridgeport, CT 06605
  • 179 Lawrence Rd, Fairfield, CT 06824

    $1,590,000

    Sold Jul 15, 2026

    179 Lawrence Rd, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 3,129 Sq Ft
    • Built 1947

    Last Sold Summary

    • 3% Above List Price
    • $508/SF
    • 51 Days On Market

    Last Listing Agent Elizabeth Steffen Higgins Group Bedford Square

    179 Lawrence Rd, Fairfield, CT 06824
    • 350 Grovers Ave Unit 11A, Bridgeport, CT 06605

      Est $629,400

      Not Listed For Sale

      350 Grovers Ave Unit 11A, Bridgeport, CT 06605

      • 3 Beds
      • 1.5 Baths
      • 1,284 Sq Ft
      • Built 1975
      350 Grovers Ave Unit 11A, Bridgeport, CT 06605

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent John Kleps Berkshire Hathaway NE Prop.

  • /40

    $6,795,000

    • 7 Beds
    • 6.5 Baths
    • 9,209 Sq Ft

    21 Compo Pkwy, Westport, CT 06880

    A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train & vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully preserved historic residence from 1928 w/ a remarkable 6,000 sq ft addition completed in 2008. The result is a

    Sarah Fair William Raveis Real Estate

    21 Compo Pkwy, Westport, CT 06880
  • /8

    $3,000 Per Month

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

    34 Franklin St Unit 1, Westport, CT 06880

    Wake up just steps from the Saugatuck River, grab a coffee from your favorite local cafe, and enjoy the convenience of having Westport's best restaurants, boutiques, and the Metro-North train station all within walking distance. This beautifully renovated 2-bedroom, 1-bath apartment combines timeless charm with fresh, modern finishes in one of Westport's most sought-after neighborhoods. Spend

    Denise Denson Higgins Group Greenwich

    34 Franklin St Unit 1, Westport, CT 06880
  • 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
    • 1972 Kings Hwy, Fairfield, CT 06824

      Not Listed For Sale

      1972 Kings Hwy, Fairfield, CT 06824

      • 4 Beds
      • 2 Baths
      • 1,742 Sq Ft
      • Built 2024
      1972 Kings Hwy, Fairfield, CT 06824

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Jennifer Lockwood Coldwell Banker Realty

  • /38

    $1,999,000

    • 5 Beds
    • 3.5 Baths
    • 2,864 Sq Ft

    110 Cross Hwy, Westport, CT 06880

    Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear

    Stephanie Ferreira BHGRE Gaetano Marra Homes

    110 Cross Hwy, Westport, CT 06880
  • /35

    $6,200

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • House for Rent

    67 Thorpe St, Fairfield, CT 06824

    Enjoy this meticulously maintained custom-built end unit townhome in the heart of Fairfield. Nine-foot ceilings and gleaming hardwood floors grace both the main and upper levels along with an abundance of natural light. The main level open floor plan features a cozy living room with fireplace, kitchen with custom cabinetry, granite and island seating, plus a spacious dining area and half bath.

    67 Thorpe St, Fairfield, CT 06824
  • 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
    • 1974 Kings Hwy, Fairfield, CT 06824

      Not Listed For Sale

      1974 Kings Hwy, Fairfield, CT 06824

      • 4 Beds
      • 2 Baths
      • 1,742 Sq Ft
      • Built 2024
      1974 Kings Hwy, Fairfield, CT 06824

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Jennifer Lockwood Coldwell Banker Realty

  • /25

    $985,000

    • 3 Beds
    • 2 Baths
    • 1,337 Sq Ft

    914 S Pine Creek Rd, Fairfield, CT 06824

    Whether you are seeking a weekend retreat or a year-round residence, this welcoming home is ideal. In the coveted beach area of Fairfield, enjoy the end-of-street beach access, indoor and outdoor tennis, and golf course just moments from your door, with Fairfield Center only a short ride away. A charming 3 bed, 2 full bath Cape Cod with sun-filled spaces throughout. Open floor plan on the main

    Rhoda Yee Berkshire Hathaway NE Prop.

    914 S Pine Creek Rd, Fairfield, CT 06824
  • /2

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 902 Sq Ft
    • Apartment for Rent

    80 Cartright St Unit 6H, Bridgeport, CT 06604

    Spacious 1 Bedroom Apartment in a quiet neighborhood. Unit is roomy and includes balcony off the living room. Kitchen includes nook for small table and chairs.. Front Desk open from 7am to 7pm weekdays & Saturday, Sunday lesser hours. Assignbed Parking (1 per unit).

    Thom Hansen Weichert, Realtors-On The Mark

    80 Cartright St Unit 6H, Bridgeport, CT 06604
  • 1090 Galloping Hill Rd, Fairfield, CT 06824

    $1,250,000

    Sold Jul 16, 2026

    1090 Galloping Hill Rd, Fairfield, CT 06824

    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft
    • Built 1963

    Last Sold Summary

    • 14% Above List Price
    • $550/SF
    • 14 Days On Market

    Current Estimated Value $1,102,408

    Last Listing Agent Rita Tanis Berkshire Hathaway NE Prop.

    1090 Galloping Hill Rd, Fairfield, CT 06824
    • 151 Alsace St, Bridgeport, CT 06604

      Not Listed For Sale

      151 Alsace St, Bridgeport, CT 06604

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 1918
      151 Alsace St, Bridgeport, CT 06604

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Alexander Walton RE/MAX Heritage

  • /39

    $2,699,000

    $251K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,188 Sq Ft

    1235 Fairfield Beach Rd, Fairfield, CT 06824

    TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the

    John Foran Compass Connecticut, LLC

    1235 Fairfield Beach Rd, Fairfield, CT 06824
  • /39

    $8,800

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • House for Rent

    8 Bayberry Ridge Rd, Westport, CT 06880

    Imagine being able to view one of the town's loveliest Formal Gardens, from huge windows, throughout this stunning Mid-Century Modern home....Nestled tranquilly on a park-like private cul de sac, in Westport's highly-sought Coleytown neighborhood. 8 Bayberry Ridge is minutes from the Merritt and multiple Train stations. Become a resident of the Westport, CT community! Enjoy its pristine Beaches,

    8 Bayberry Ridge Rd, Westport, CT 06880
  • 129 Quarter Horse Ln, Fairfield, CT 06824

    $3,900,000

    Sold Jul 16, 2026

    129 Quarter Horse Ln, Fairfield, CT 06824

    • 6 Beds
    • 7 Baths
    • 7,170 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $544/SF
    • 49 Days On Market

    Current Estimated Value $4,207,669

    Last Listing Agent Julie Vanderblue Higgins Group Real Estate

    129 Quarter Horse Ln, Fairfield, CT 06824
    • 31 Lincoln St, Westport, CT 06880

      Est $1,476,216

      Not Listed For Sale

      31 Lincoln St, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 2,354 Sq Ft
      • Built 1911
      31 Lincoln St, Westport, CT 06880

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Laurie Crouse Coldwell Banker Realty

  • /28

    $1,600,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    4 Baywood Ln, Westport, CT 06880

    Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor

    Meredith Cohen Serhant Connecticut, LLC

    4 Baywood Ln, Westport, CT 06880
  • /17

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    788 Reef Rd, Fairfield, CT 06824

    Welcome to your dream beach getaway! This beautifully renovated three-bedroom, one-bathroom beach home is ideally situated just a short walk to the beach, town, shopping, and more! With a fresh update in 2025, this fully furnished retreat combines comfort and style, making it perfect for both relaxing weekends and year-round living. Three Spacious Bedrooms: Ample space for family and guests.

    Meg Schwanhausser Compass Connecticut, LLC

    788 Reef Rd, 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 $1,626,265

    Last Listing Agent Jackie Davis William Raveis Real Estate

    85 Patrick Dr, Fairfield, CT 06824
  • /27

    $369,900

    • 2 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    41 Calderwood Ct, Bridgeport, CT 06605

    Location, Location, Location! Great opportunity to live just steps to Seabright Beach on Black Rock Harbor and Long Island Sound. This affordable two bedroom, 1.5 bathroom half duplex with a finished lower level family room is located between Captain's Cove Seaport, Fayerweather Yacht Club, Port 5 Naval Veterans Club, S.S. Norden Club and the Black Rock Yacht Club, a boater's paradise. Enjoy the

    John Kleps Berkshire Hathaway NE Prop.

    41 Calderwood Ct, Bridgeport, CT 06605
  • /11

    $3,150

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 3,250 Sq Ft
    • Poe Ct

    38 Poe Ct Unit 38, Fairfield, CT 06825

    Completely remodeled 2 Bedroom, one Bath luxury apartment at the end of a private, secluded driveway. A gourmet kitchen with stainless appliances, granite counters, hardwood floors and even a wine cooler. Perfect for entertaining or just chillin'. The spa-like glass shower provides a sumptuously relaxing experience at the end of a busy day. Close to parks, library, schools, shopping, recreational

    38 Poe Ct Unit 38, Fairfield, CT 06825
  • 4 Wild Rose Rd, Westport, CT 06880

    $3,300,000

    Sold Jul 21, 2026

    4 Wild Rose Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,460 Sq Ft
    • Built 1880

    Last Sold Summary

    • $740/SF
    • 0 Days On Market

    Current Estimated Value $1,257,450

    Last Listing Agent Elayne Landau Compo Point Properties

    4 Wild Rose Rd, Westport, CT 06880
    • 165 Bayberry Ln, Westport, CT 06880

      Est $5,191,891

      Not Listed For Sale

      165 Bayberry Ln, Westport, CT 06880

      • 6 Beds
      • 9 Baths
      • 7,594 Sq Ft
      • Built 2015
      165 Bayberry Ln, Westport, CT 06880

      Last Sold Summary

      • 143 Days On Market

      Last Listing Agent Pamela Cornfield Coldwell Banker Realty

Showing Results 201 - 240, Page 6 of 18

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