35,315

Southport, CT Homes

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  • /37

    $2,399,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    96 Clinton St, Fairfield, CT 06824

    One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen

    Agent Photo

    Jackie Davis

    William Raveis Real Estate

    96 Clinton St, Fairfield, CT 06824
  • /8

    $1,950 Plus Fees

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    15 Ardmore St Unit 2nd Floor, Fairfield, CT 06824

    Welcome to your future home in the heart of Fairfield, CT! This inviting property offers a wonderful living experience with plenty of nearby amenities, combining convenience and comfort for your lifestyle.This property features generous bedrooms and bathrooms, designed to provide ample space for relaxation. The floor area ensures you have room to create your own sanctuary. Enjoy the

    15 Ardmore St Unit 2nd Floor, Fairfield, CT 06824
  • 22 Apple Tree Trail, Westport, CT 06880

    $5,995,000

    Sold May 26, 2026

    22 Apple Tree Trail, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 4,550 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $1,318/SF
    • 33 Days On Market

    Current Estimated Value $6,047,690

    Last Listing Agent Deborah Aulfinger Gold & Home Realty

    22 Apple Tree Trail, Westport, CT 06880
    • 211 Papermill Ln, Fairfield, CT 06824

      Est $1,217,231

      Not Listed For Sale

      211 Papermill Ln, Fairfield, CT 06824

      • 4 Beds
      • 2.5 Baths
      • 2,566 Sq Ft
      • Built 1974
      211 Papermill Ln, Fairfield, CT 06824

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Karen Cross William Raveis Real Estate

  • /19

    $4,250,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 7,499 Sq Ft

    6 Janson Dr, Westport, CT 06880

    Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    6 Janson Dr, Westport, CT 06880
  • /3

    $2,100 Plus Fees

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    139 Poplar St Unit 2nd floor, Bridgeport, CT 06605

    Property Id: 1079538 Wonderful cozy property kept clean and nice for a wonderful family or couple

    139 Poplar St Unit 2nd floor, Bridgeport, CT 06605
  • 670 Clinton Ave, Bridge Port, CT 06605

    $565,000

    Sold Dec 15, 2025

    670 Clinton Ave, Bridge Port, CT 06605

    • 1 Bed
    • 5,050 Sq Ft
    • Built 1916

    Last Sold Summary

    • 13% Below List Price
    • $112/SF
    • 84 Days On Market

    Current Estimated Value $592,730

    Last Listing Agent Carrie Braley Compass Connecticut, LLC

    670 Clinton Ave, Bridge Port, CT 06605
    • 245 Unquowa Rd Unit 30, Fairfield, CT 06824

      Est $576,943

      Not Listed For Sale

      245 Unquowa Rd Unit 30, Fairfield, CT 06824

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1964
      245 Unquowa Rd Unit 30, Fairfield, CT 06824

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Patty Eilenberg Berkshire Hathaway NE Prop.

  • /17

    $7,926,000

    New Construction
    • 6 Beds
    • 7 Baths
    • 7,200 Sq Ft

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

    Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
  • /14

    $10,000

    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. Viking appliances. Spa showers. Patio. Easy stroll to downtown, train, shopping and beach. Up to 5 unrelated tenants. Co-signers accepted. Also Available for 2028 & 2029; please inquire for pricing.

    296 Reef Rd, Fairfield, CT 06824
  • 915 S Pine Creek Rd, Fairfield, CT 06824

    $1,115,000

    Sold Mar 06, 2026

    915 S Pine Creek Rd, Fairfield, CT 06824

    • 3 Beds
    • 1.5 Baths
    • 1,239 Sq Ft
    • Built 1960

    Last Sold Summary

    • 13% Above List Price
    • $900/SF
    • 6 Days On Market

    Current Estimated Value $1,124,986

    Last Listing Agent Celie Campbell Compass Connecticut, LLC

    915 S Pine Creek Rd, Fairfield, CT 06824
    • 135 Warner Hill Rd, Southport, CT 06890

      Est $1,400,420

      Not Listed For Sale

      135 Warner Hill Rd, Southport, CT 06890

      • 4 Beds
      • 2.5 Baths
      • 3,640 Sq Ft
      • Built 1959
      135 Warner Hill Rd, Southport, CT 06890

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  • /7

    $995,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    53 Sterling St, Fairfield, CT 06825

    New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

    Jessica Lane

    Serhant Connecticut, LLC

    53 Sterling St, Fairfield, CT 06825
  • /32

    $1,900

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 628 Sq Ft
    • Condo for Rent

    212 Jennings Rd Unit 212, Fairfield, CT 06825

    212 Jennings Rd Unit 212, Fairfield, CT 06825
  • 245 Unquowa Rd Unit 35, Fairfield, CT 06824

    $430,000

    Sold Aug 21, 2025

    245 Unquowa Rd Unit 35, Fairfield, CT 06824

    • 1 Bed
    • 1 Bath
    • 902 Sq Ft
    • Built 1964

    Last Sold Summary

    • $477/SF
    • 12 Days On Market

    Current Estimated Value $464,551

    Last Listing Agent Mark Pires Coldwell Banker Realty

    245 Unquowa Rd Unit 35, Fairfield, CT 06824
    • 210 Carroll Rd, Fairfield, CT 06824

      Est $848,910

      Not Listed For Sale

      210 Carroll Rd, Fairfield, CT 06824

      • 3 Beds
      • 2.5 Baths
      • 1,850 Sq Ft
      • Built 1968
      210 Carroll Rd, Fairfield, CT 06824

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Kara Diffley William Raveis Real Estate

  • /40

    $775,000

    • 7 Beds
    • 3 Baths
    • 2,914 Sq Ft

    863 Brewster St, Bridgeport, CT 06605

    *FINAL OFFERS DUE MONDAY 8/17 AT 5PM* 863-865 Brewster Street presents a standout opportunity to own a spacious 3-family property in sought-after Black Rock, just steps from the Fairfield line. Completely rebuilt from top to bottom in 2010, this meticulously maintained property offers the benefits of newer construction, recent updates, plenty of off street parking, and a 3-car detached garage.

    Kaitlyn Walsh William Raveis Real Estate

    863 Brewster St, Bridgeport, CT 06605
  • /19

    $5,250

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • Condo for Rent

    19 Maple Ave N Unit 1, Westport, CT 06880

    19 Maple Ave N Unit 1, Westport, CT 06880
  • 80 Cartright St Unit 5D, Bridgeport, CT 06604

    $190,000

    Sold Jul 21, 2026

    80 Cartright St Unit 5D, Bridgeport, CT 06604

    • 1 Bed
    • 1 Bath
    • 1,093 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $174/SF
    • 54 Days On Market

    Current Estimated Value $192,950

    Last Listing Agent Melissa Casey Coldwell Banker Realty

    80 Cartright St Unit 5D, Bridgeport, CT 06604
    • 160 Judson Rd, Fairfield, CT 06824

      Est $3,219,315

      Not Listed For Sale

      160 Judson Rd, Fairfield, CT 06824

      • 4 Beds
      • 4.5 Baths
      • 3,664 Sq Ft
      • Built 1981
      160 Judson Rd, Fairfield, CT 06824

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Cathy Carrano William Pitt Sotheby's Int'l

  • /40

    $2,999,000

    New Construction Open Sun 12PM - 2PM
    • 6 Beds
    • 6 Baths
    • 4,922 Sq Ft

    36 E Main St, Westport, CT 06880

    Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an

    Paul Plonsky Realty ONE Group Connect

    36 E Main St, Westport, CT 06880
  • /12

    $2,100

    Total Monthly Price

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

    112 Bennett St Unit 112 Bennett Street 1st floor, Bridgeport, CT 06605

    FIRST FLOOR RENOVATED BLACK ROCK APARTMENT OFFERS REMODELED EAT IN KITCHEN WITH PANTRY AND WASHER/DRYER, UPDATED FULL BATH ALONG WITH 2 BEDROOMS WITH EXTRA AND DEEP CLOSETS PLUS OFF STREET PARKING. STEPS TO DINING/RESTAURANTS, RETAIL/SHOPPING, ENTERTAINMENT AND NIGHT-LIFE, METRO NORTH TRAIN STATIONS AND ST. MARY'S BY THE SEA WITH EASY ACCESS TO I-95, RT 25/8 AND RT 15 MERRITT PARKWAY. TENANT TO

    112 Bennett St Unit 112 Bennett Street 1st floor, Bridgeport, CT 06605
  • 130 Easton Rd, Westport, CT 06880

    $1,750,000

    Sold Nov 14, 2025

    130 Easton Rd, Westport, CT 06880

    • 6 Beds
    • 5.5 Baths
    • 5,489 Sq Ft
    • Built 1958

    Last Sold Summary

    • 22% Below List Price
    • $319/SF
    • 130 Days On Market

    Current Estimated Value $2,126,794

    Last Listing Agent David Weber Compass Connecticut, LLC

    130 Easton Rd, Westport, CT 06880
    • 103 Colonial Dr, Fairfield, CT 06824

      Est $1,725,349

      Not Listed For Sale

      103 Colonial Dr, Fairfield, CT 06824

      • 4 Beds
      • 2 Baths
      • 1,820 Sq Ft
      • Built 1953
      103 Colonial Dr, Fairfield, CT 06824

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jackie Davis William Raveis Real Estate

  • /39

    $1,549,999

    • 4 Beds
    • 4 Baths
    • 3,290 Sq Ft

    694 Jennings Rd, Fairfield, CT 06824

    Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features

    Karim Douich William Raveis Real Estate

    694 Jennings Rd, Fairfield, CT 06824
  • /6

    $2,600

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Condo for Rent

    510 Commerce Dr Unit 510 Commerce Drive, Fairfield, CT 06825

    510 Commerce Dr Unit 510 Commerce Drive, Fairfield, CT 06825
  • 4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    $4,500,000

    Sold Jul 05, 2026

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880

    • 5 Beds
    • 8 Baths
    • 8,364 Sq Ft
    • Built 2013

    Last Sold Summary

    • $538/SF
    • 0 Days On Market

    Last Listing Agent Linda Skolnick Coldwell Banker Realty

    4 Peach Lot Place Unit LOT PL, Westport, CT 06880
    • 40 Fairfield Beach Rd, Fairfield, CT 06824

      Est $3,249,771

      Not Listed For Sale

      40 Fairfield Beach Rd, Fairfield, CT 06824

      • 4 Beds
      • 3.5 Baths
      • 3,774 Sq Ft
      • Built 2013
      40 Fairfield Beach Rd, Fairfield, CT 06824

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Kate Cacciatore William Raveis Real Estate

  • /31

    $890,000

    • 10 Beds
    • 5 Baths
    • 3,530 Sq Ft

    80-82 Poplar St, Bridgeport, CT 06605

    Exceptional investment opportunity in Bridgeport's desirable Black Rock neighborhood! This well-maintained three-family property offers strong cash flow with a current gross monthly rental income of $8,600, making it an excellent addition to any investor's portfolio or an ideal owner-occupied opportunity. The first and second floor units each feature 3 bedrooms and 1 full bathroom, while the

    Alexia Andrade US Asset Realty

    80-82 Poplar St, Bridgeport, CT 06605
  • /21

    $2,000

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    21 Davenport Ave Unit 3, Westport, CT 06880

    Spacious one bedroom apartment, large bedroom with huge closet, separate eat-in kitchen. Convenient Westport location, access to compo Beach close to train, private, quiet neighborhood. Unfurnished.

    21 Davenport Ave Unit 3, Westport, CT 06880
  • 850 Brewster St, Bridgeport, CT 06605

    $315,000

    Sold Sep 12, 2025

    850 Brewster St, Bridgeport, CT 06605

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft
    • Built 1937

    Last Sold Summary

    • 7% Above List Price
    • $257/SF
    • 35 Days On Market

    Current Estimated Value $358,878

    Last Listing Agent Cisco Borres RE/MAX Right Choice

    850 Brewster St, Bridgeport, CT 06605
    • 481 Riverside Dr, Fairfield, CT 06824

      Est $1,205,636

      Not Listed For Sale

      481 Riverside Dr, Fairfield, CT 06824

      • 3 Beds
      • 2 Baths
      • 1,525 Sq Ft
      • Built 1948
      481 Riverside Dr, Fairfield, CT 06824

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  • /40

    $5,625,000

    Pending
    • 5 Beds
    • 6 Baths
    • 5,699 Sq Ft

    98 Banks Place, Southport, CT 06890

    *Offers Due 7/26 at 5PM* Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, &

    Shoshana Snyder Compass Connecticut, LLC

    98 Banks Place, Southport, CT 06890
  • /14

    $2,100

    Total Monthly Price

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

    114 Bennett St Unit 112-114 Bennett St 2nd floor, Bridgeport, CT 06605

    MAKE YOUR OFFER AND MOVE RIGHT INTO THIS RENOVATED, BRIGHT AND SUNNY 2ND FLOOR 2 BEDROOM BLACK ROCK APARTMENT FEATURING DESIGNER EAT IN KITCHEN WITH WASHER/DRYER, REMODELED FULL BATH, EXTRA AND DEEP CLOSETS PLUS FRONT AND REAR DECKS AND OFF STREET PARKING. ENJOY THE RESTAURANTS, RETAIL/SHOPPING, NIGHT LIFE AND ST. MARY'S BY THE SEA ALL STEPS FROM YOUR NEW HOME ALONG WITH EASY ACCESS TO METRO

    114 Bennett St Unit 112-114 Bennett St 2nd floor, Bridgeport, CT 06605
  • 785 Post Rd E Unit 301, Westport, CT 06880

    $1,450,000

    Sold Mar 05, 2026

    785 Post Rd E Unit 301, Westport, CT 06880

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

    Last Sold Summary

    • $1,115/SF
    • 90 Days On Market

    Last Listing Agent Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 301, Westport, CT 06880
    • 1384 N Benson Rd, Fairfield, CT 06824

      Est $820,654

      Not Listed For Sale

      1384 N Benson Rd, Fairfield, CT 06824

      • 2 Beds
      • 1.5 Baths
      • 1,335 Sq Ft
      • Built 1947
      1384 N Benson Rd, Fairfield, CT 06824

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Nannette Fatigate Berkshire Hathaway NE Prop.

  • /38

    $2,000,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 6,427 Sq Ft

    475 Springer Rd, Fairfield, CT 06824

    Set on 284 feet of direct waterfront in Fairfield's coveted Lake Hills Association, this extraordinary 5-bedroom home offers the kind of lakefront lifestyle that becomes part of a family's legacy. With a private beach, dock, & sweeping water views, every day feels like a vacation.Designed for entertaining and multi-generational living, the home features four finished levels of flexible living

    Alan Hamilton William Raveis Real Estate

    475 Springer Rd, Fairfield, CT 06824
  • /13

    $2,385

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    34 Kenwood Ave Unit 34 Kenwood Avenue, Fairfield, CT 06824

    Designed for comfort, freshly updated throughout with an unbeatable WATER VIEW. Ultra-quiet, this bright, private upper level unit feels like a retreat, not just a rental. Discover this 2 bedroom, 1 bath gem right on the water with a peaceful backyard. Available immediately, this apartment is situated in a prime location close to I-95, within walking distance to the train, nature trail, shopping,

    34 Kenwood Ave Unit 34 Kenwood Avenue, Fairfield, CT 06824
  • 192 Scofield Ave, Bridgeport, CT 06605

    $650,000

    Sold Oct 31, 2025

    192 Scofield Ave, Bridgeport, CT 06605

    • 6 Beds
    • 2 Baths
    • 2,441 Sq Ft
    • Built 1923

    Last Sold Summary

    • 6% Below List Price
    • $266/SF
    • 56 Days On Market

    Current Estimated Value $588,580

    Last Listing Agent Marissa Papa Preston Gray Real Estate

    192 Scofield Ave, Bridgeport, CT 06605
    • 183 Pepperidge Cir, Fairfield, CT 06824

      Est $1,258,314

      Not Listed For Sale

      183 Pepperidge Cir, Fairfield, CT 06824

      • 5 Beds
      • 3.5 Baths
      • 2,930 Sq Ft
      • Built 1964
      183 Pepperidge Cir, Fairfield, CT 06824

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Imke Lohs Compass Connecticut, LLC

Showing Results 121 - 160, Page 4 of 18

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