35,315

Southport, CT Homes

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  • /35

    $3,988,000

    • 4 Beds
    • 5.5 Baths
    • 7,971 Sq Ft

    475 Fence Row Dr, Fairfield, CT 06824

    Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A

    Erin Melson The Agency

    475 Fence Row Dr, Fairfield, CT 06824
  • /16

    $15,500 Per Month

    • 5 Beds
    • 5 Baths
    • 4,605 Sq Ft
    • House for Rent

    15 Timber Ln, Westport, CT 06880

    15 Timber Lane, Westport, CT | School Year Furnished Rental Experience luxury living in the coveted Roseville neighborhood of Westport. Situated on 1.45 private acres at the end of a quiet cul-de-sac, this beautifully furnished 4-bedroom, 5-bath home offers the perfect school year retreat. Designed for comfortable living and entertaining, the home features two spacious primary suites with vaulted

    Cody Nizzardo Nizzardo Real Estate Services

    15 Timber Ln, Westport, CT 06880
  • 1 Garden Dr, Fairfield, CT 06825

    $650,000

    Sold Mar 11, 2026

    1 Garden Dr, Fairfield, CT 06825

    • 4 Beds
    • 2 Baths
    • 1,942 Sq Ft
    • Built 1942

    Last Sold Summary

    • $335/SF
    • 61 Days On Market

    Current Estimated Value $591,367

    Last Listing Agent Patricia Cardozo Coldwell Banker Realty

    1 Garden Dr, Fairfield, CT 06825
    • 158 Imperial Ave, Westport, CT 06880

      Est $4,025,582

      Not Listed For Sale

      158 Imperial Ave, Westport, CT 06880

      • 6 Beds
      • 6.5 Baths
      • 6,356 Sq Ft
      • Built 2025
      158 Imperial Ave, Westport, CT 06880

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Christina McVaney Higgins Group Bedford Square

  • /40

    $3,400,000

    • 5 Beds
    • 4.5 Baths
    • 6,166 Sq Ft

    27 Woody Ln, Westport, CT 06880

    This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine

    Allan Styer Compass Connecticut, LLC

    27 Woody Ln, Westport, CT 06880
  • /7

    $1,400 Per Month

    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    115 Tunxis Hill Rd Unit 2nd floor, Fairfield, CT 06825

    Efficient, easy living in this two-room studio apartment. The layout features a living/bedroom combination with a walk-in closet, a full bath, and a bright eat-in kitchen with granite counters. Outside, a covered porch offers a great spot for plants and a bistro table. Off-street parking is available for evenings and weekends. The location is walkable to groceries, laundry, and daily shopping. It

    Carrie Perkins RE/MAX Heritage

    115 Tunxis Hill Rd Unit 2nd floor, Fairfield, CT 06825
  • 56 Nepas Rd, Fairfield, CT 06825

    $650,000

    Sold Oct 28, 2025

    56 Nepas Rd, Fairfield, CT 06825

    • 4 Beds
    • 2 Baths
    • 1,589 Sq Ft
    • Built 1953

    Last Sold Summary

    • $409/SF
    • 10 Days On Market

    Current Estimated Value $692,891

    Last Listing Agent Barbara Zink Coldwell Banker Realty

    56 Nepas Rd, Fairfield, CT 06825
    • 141 Lansdowne, Westport, CT 06880

      Est $1,555,713

      Not Listed For Sale

      141 Lansdowne, Westport, CT 06880

      • 3 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1984
      141 Lansdowne, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  • /23

    $525,000

    Pending
    • 1 Bed
    • 1 Bath
    • 956 Sq Ft

    245 Unquowa Rd Unit 126, Fairfield, CT 06824

    Elegantly updated, one bedroom, second floor residence in sought-after Mosswood Condominiums. Fully renovated in the last five years...the unit is sparkling with fresh paint, refinished hardwood floors, custom trim and stair railing. The kitchen and baths are thoughtfully redone with stainless steel appliances, granite counters and new tile. An expansive dining and living room leads to a deck

    Andrea Morelli Higgins Group Real Estate

    245 Unquowa Rd Unit 126, Fairfield, CT 06824
  • /20

    $2,700 Per Month

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

    240 Sunnyridge Ave Unit 121, Fairfield, CT 06824

    Welcome to the easy and hassle-free lifestyle of condo living! This turnkey two bedroom/one bath townhouse has been recently refreshed with all new floors and new paint with crown molding throughout. Enjoy the bright eat-in kitchen with beadboard accent walls, all new cabinets, countertops and back splash. Off the kitchen is a private deck overlooking a fenced lawn, perfect for outdoor living and

    Michelle Hennessey William Raveis Real Estate

    240 Sunnyridge Ave Unit 121, Fairfield, CT 06824
  • 9 Garden Ct, Fairfield, CT 06825

    $651,000

    Sold Mar 27, 2026

    9 Garden Ct, Fairfield, CT 06825

    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1942

    Last Sold Summary

    • $404/SF
    • 17 Days On Market

    Current Estimated Value $646,590

    Last Listing Agent Adam Roy BHGRE Gaetano Marra Homes

    9 Garden Ct, Fairfield, CT 06825
    • 137 Lansdowne, Westport, CT 06880

      Est $1,229,175

      Not Listed For Sale

      137 Lansdowne, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1984
      137 Lansdowne, Westport, CT 06880

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Heidi Cinder William Raveis Real Estate

  • /35

    $639,000

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,310 Sq Ft

    781 Tunxis Hill Rd, Fairfield, CT 06825

    Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living

    Amy Vaupel William Pitt Sotheby's Int'l

    781 Tunxis Hill Rd, Fairfield, CT 06825
  • /12

    $5,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,492 Sq Ft
    • House for Rent

    18 Hales Rd, Westport, CT 06880

    Cute ranch located close to Compo Beach in Westport. Property features a beautiful private yard an acre and includes your own pond! Property has Belgian block walkway lined with lush landscaping leading you to the front door. Open floorplan with living area with fireplace and kitchen. Main level also features all 3 bedrooms. Good size deck off the kitchen looking out to the grounds and the pond.

    Stephen Shapiro ASJ Realty Partners

    18 Hales Rd, Westport, CT 06880
  • 533 N Benson Rd, Fairfield, CT 06824

    $1,350,000

    Sold Aug 03, 2026

    533 N Benson Rd, Fairfield, CT 06824

    • 6 Beds
    • 4.5 Baths
    • 3,631 Sq Ft
    • Built 1926

    Last Sold Summary

    • 12% Above List Price
    • $372/SF
    • 76 Days On Market

    Current Estimated Value $1,215,077

    Last Listing Agent Robert Richter Coldwell Banker Realty

    533 N Benson Rd, Fairfield, CT 06824
    • 215 Lansdowne, Westport, CT 06880

      Est $1,617,769

      Not Listed For Sale

      215 Lansdowne, Westport, CT 06880

      • 2 Beds
      • 2.5 Baths
      • 2,450 Sq Ft
      • Built 1985
      215 Lansdowne, Westport, CT 06880

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  • /40

    $429,900

    Pending
    • 2 Beds
    • 1 Bath
    • 791 Sq Ft

    165 Bennett St, Bridgeport, CT 06605

    Nestled in the heart of Black Rock.......Welcome to Evergreen Cottage! The perfect blend of Simplicity, comfort & Tranquility! Beautifully maintained and rich in details such as high ceilings, craftsman-style moldings , crisp decor & an abundance of natural light in every room. Updated kitchen and bath, gas furnace & sewer line. Roof fully replaced 2021. Original cedar clapboards and trim

    Mary Amenda William Pitt Sotheby's Int'l

    165 Bennett St, Bridgeport, CT 06605
  • /10

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 2,692 Sq Ft
    • Apartment for Rent

    148 Alfred St Unit 3, Bridgeport, CT 06605

    Welcome to 148 Alfred St, Unit #3. Available for rent is this recently updated and freshly painted 1 Bedroom 1 Full Bath apartment located within the heart of the bustling Black Rack neighborhood of Bridgeport. The location places you a stone's throw from restaurants, shopping, live music venues, long island sound and the port jefferson ferry, major commuting routes, public transportation and

    Tony Coelho William Pitt Sotheby's Int'l

    148 Alfred St Unit 3, Bridgeport, CT 06605
  • 2 Mortar Rock Rd, Westport, CT 06880

    $3,000,000

    Sold Aug 05, 2026

    2 Mortar Rock Rd, Westport, CT 06880

    • 4 Beds
    • 6 Baths
    • 4,312 Sq Ft
    • Built 2016

    Last Sold Summary

    • $696/SF
    • 16 Days On Market

    Current Estimated Value $2,980,787

    Last Listing Agent Alex Chingas Coldwell Banker Realty

    2 Mortar Rock Rd, Westport, CT 06880
    • 24 Oakview Cir, Westport, CT 06880

      Est $717,145

      Not Listed For Sale

      24 Oakview Cir, Westport, CT 06880

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1985
      24 Oakview Cir, Westport, CT 06880

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Carolina Norwick Compass Connecticut, LLC

  • /30

    $1,299,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    5 Lehn Farm Rd, Westport, CT 06880

    In the owners' words... We moved to this home looking for an escape from city life and a place to grow our family. It has offered us all of that and more. Every inch of the home serves a purpose, creating a space that feels intentional and complete. The thoughtful size and open layout means we are never far from one another. We can prepare meals in the kitchen while watching our little ones play

    Lynne Nolan Compass Connecticut, LLC

    5 Lehn Farm Rd, Westport, CT 06880
  • /40

    $15,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,528 Sq Ft
    • House for Rent

    2 Drumlin Rd, Westport, CT 06880

    Experience modern coastal luxury in this custom-built, down-to-the-studs rental residence just minutes from Compo Beach and downtown Westport. Blending the scale and sophistication of a true custom home with effortless single-level living, this exceptional property showcases designer finishes and impeccable craftsmanship throughout. The sun-filled open floor plan features soaring cathedral

    Stefanie Varga Higgins Group Real Estate

    2 Drumlin Rd, Westport, CT 06880
  • 54 Bunnell Cir, Fairfield, CT 06825

    $657,577

    Sold Jun 26, 2026

    54 Bunnell Cir, Fairfield, CT 06825

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Above List Price
    • $457/SF
    • 12 Days On Market

    Current Estimated Value $622,631

    Last Listing Agent Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

    54 Bunnell Cir, Fairfield, CT 06825
    • 28 Crescent Park Rd, Westport, CT 06880

      Est $700,930

      Not Listed For Sale

      28 Crescent Park Rd, Westport, CT 06880

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1986
      28 Crescent Park Rd, Westport, CT 06880

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Terence Dominick Exceptional Real Estate LLC

  • /17

    $249,999

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft

    25 Cartright St Unit 7E, Bridgeport, CT 06604

    Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

    Sasha Iyamu ERIS, LLC

    25 Cartright St Unit 7E, Bridgeport, CT 06604
  • /24

    $2,500 Per Month

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

    2806 Fairfield Ave Unit 308, Bridgeport, CT 06605

    The Newly Renovated Wanis Building! Spectacular third floor, two bedroom, one bathroom end unit! The unit has an open living, dining, kitchen area, the appliances are stainless steel and there is also a stackable washer and dryer. This nice and bright end unit with exposed brick is ideally located in the Black Rock restaurant and entertainment district and is convenient to the Black Rock Train

    John Kleps Berkshire Hathaway NE Prop.

    2806 Fairfield Ave Unit 308, Bridgeport, CT 06605
  • 22 Monroe St Unit 24, Bridgeport, CT 06605

    $685,000

    Sold Apr 14, 2026

    22 Monroe St Unit 24, Bridgeport, CT 06605

    • 5 Beds
    • 3 Baths
    • 3,293 Sq Ft
    • Built 1917

    Last Sold Summary

    • 15% Above List Price
    • $208/SF
    • 32 Days On Market

    Current Estimated Value $706,333

    Last Listing Agent Stacy Pfannkuch Century 21 AllPoints Realty

    22 Monroe St Unit 24, Bridgeport, CT 06605
    • 113 North Ave, Westport, CT 06880

      Not Listed For Sale

      113 North Ave, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 3,920 Sq Ft
      • Built 1887
      113 North Ave, Westport, CT 06880

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Kim Harizman Compass Connecticut, LLC

  • /33

    $539,999

    • 6 Beds
    • 2 Baths
    • 3,160 Sq Ft

    226-228 Lenox Ave, Bridgeport, CT 06605

    Great opportunity for investors or owner-occupants! This spacious two-family home offers ample living space and is conveniently located near the Black Rock area. The property features updated kitchens and bathrooms, newer water heaters, and an updated plumbing system, providing added value and peace of mind. A one-car garage and shared driveway offer convenient off-street parking. Whether you're

    Diane Roldan The Bella Group, LLC

    226-228 Lenox Ave, Bridgeport, CT 06605
  • /33

    $4,800 Per Month

    • 5 Beds
    • 3 Baths
    • 2,855 Sq Ft
    • House for Rent

    156 Fieldcrest Rd, Fairfield, CT 06825

    Welcome to this beautifully maintained expanded Cape Colonial, ideally situated on a level lot and offering the perfect blend of comfort, space, and convenience. This move-in-ready home features 9 spacious rooms, 5 brs, and 3 full baths, with a bright & airy open floor plan designed for modern living. A welcoming entry foyer leads to living room highlighted by a stone fireplace and gleaming

    Karen Danks Howard Hanna Rand Realty

    156 Fieldcrest Rd, Fairfield, CT 06825
  • 310 Lansdowne Unit 310, Westport, CT 06880

    $1,299,000

    Sold Apr 10, 2026

    310 Lansdowne Unit 310, Westport, CT 06880

    • 2 Beds
    • 2 Baths
    • 2,019 Sq Ft
    • Built 1986

    Last Sold Summary

    • $643/SF
    • 31 Days On Market

    Current Estimated Value $1,305,574

    Last Listing Agent Debbie Fisher William Raveis Real Estate

    310 Lansdowne Unit 310, Westport, CT 06880
    • 109 Kings Hwy S, Westport, CT 06880

      Est $1,487,919

      Not Listed For Sale

      109 Kings Hwy S, Westport, CT 06880

      • 5 Beds
      • 2.5 Baths
      • 2,904 Sq Ft
      • Built 1972
      109 Kings Hwy S, Westport, CT 06880

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Karen Scott Compass Connecticut, LLC

  • /26

    $1,500,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    772 Rowland Rd, Fairfield, CT 06824

    An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional

    Julie Vanderblue Higgins Group Real Estate

    772 Rowland Rd, Fairfield, CT 06824
  • /18

    $3,200 Per Month

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Apartment for Rent

    2879 Fairfield Ave Unit 2, Bridgeport, CT 06605

    Welcome to this spacious and sunlit 4-bedroom, 2-bath second-floor unit in the heart of vibrant Black Rock! Located just steps from the area's best restaurants, coffee shops, and entertainment. This rental offers the ultimate in convenience. Ideal for those who love the charm of a coastal neighborhood with city energy. This freshly updated unit features generous room sizes, high ceilings, and

    Sofia Olexovitch William Raveis Real Estate

    2879 Fairfield Ave Unit 2, Bridgeport, CT 06605
  • 157 Brentwood Ave Unit 157, Fairfield, CT 06825

    $589,000

    Sold Oct 02, 2025

    157 Brentwood Ave Unit 157, Fairfield, CT 06825

    • 4 Beds
    • 3.5 Baths
    • 1,901 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Above List Price
    • $310/SF
    • 77 Days On Market

    Current Estimated Value $627,319

    Last Listing Agent Shoshana Snyder Compass Connecticut, LLC

    157 Brentwood Ave Unit 157, Fairfield, CT 06825
    • 443 Riverside Ave, Westport, CT 06880

      Est $2,351,995

      Not Listed For Sale

      443 Riverside Ave, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,943 Sq Ft
      • Built 1860
      443 Riverside Ave, Westport, CT 06880

      Last Sold Summary

      • 137 Days On Market

      Last Listing Agent Lisa Jones Higgins Group Bedford Square

  • /7

    $660,000

    $135K PRICE DROP Under Contract
    • 5 Beds
    • 3 Baths
    • 2,483 Sq Ft

    855 Brewster St Unit 857, Bridgeport, CT 06605

    An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

    Doug Munson Munson Real Estate

    855 Brewster St Unit 857, Bridgeport, CT 06605
  • /23

    $20,000 Per Month

    • 5 Beds
    • 3 Baths
    • 3,100 Sq Ft
    • House for Rent

    1987 Fairfield Beach Rd, Fairfield, CT 06824

    Beautifully renovated and refined, this elegant single-family home is peacefully nestled in a private and tranquil section of Penfield Beach. Offering 5-6 bedrooms, an office, a playroom, and three fully renovated baths, the home provides both comfort and versatility for a variety of living needs. The interior has been thoughtfully updated with a renovated kitchen, new appliances, new washer and

    Helene Salerno Ogents, LLC

    1987 Fairfield Beach Rd, Fairfield, CT 06824
  • 11 Catamount Rd, Westport, CT 06880

    $1,185,000

    Sold Sep 10, 2025

    11 Catamount Rd, Westport, CT 06880

    • 5 Beds
    • 3 Baths
    • 2,564 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $462/SF
    • 89 Days On Market

    Current Estimated Value $1,372,632

    Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

    11 Catamount Rd, Westport, CT 06880
    • 27 Old Hill Farms Rd, Westport, CT 06880

      Est $3,246,007

      Not Listed For Sale

      27 Old Hill Farms Rd, Westport, CT 06880

      • 5 Beds
      • 3.5 Baths
      • 4,298 Sq Ft
      • Built 1931
      27 Old Hill Farms Rd, Westport, CT 06880

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Debra Grant Show to Sell Homes, LLC

Showing Results 561 - 600, Page 15 of 18

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