Southport, CT Homes

• 

  

  

  /30

  $599,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  270 Oakwood Dr, Fairfield, CT 06824

  Fantastic Opportunity to Update and Make Your Own! This 3-bedroom, 1-bath ranch with an oversized 2-car garage is ready for its next chapter. Featuring hardwood floors, a newer furnace (2021), oil tank (2017), and vinyl siding, the big-ticket items are already in place. With some cosmetic updates and vision, this property offers excellent upside potential-ideal for all end users, investors,

  Elizabeth Altobelli William Raveis Real Estate

  270 Oakwood Dr, Fairfield, CT 06824
• 

  

  

  /23

  $2,450 per month

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

  2806 Fairfield Ave Unit 208, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular second 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 208, Bridgeport, CT 06605
• 

  $800,000 Sold Sep 03, 2025

  • 1,655 Sq Ft
  • $483/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  14 Windsor Place, Fairfield, CT 06824

  Home sweet home! This beautifully updated split-level sits on a quiet street in the sought-after University area. The spacious, open layout welcomes you into the living room, featuring hardwood floors and a wood-burning fireplace. The updated kitchen includes hardwood floors, custom cabinetry, granite countertops, recessed lighting, and stainless-steel appliances, and it adjoins the dining area -

  Sara Fowler Coldwell Banker Realty

  14 Windsor Place, Fairfield, CT 06824
• 

  Est $3,437,443 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,010 Sq Ft

  184 Cross Hwy, Westport, CT 06880

  184 Cross Hwy, Westport, CT 06880
• 

  

  

  /14

  $1,169,000

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  14 Northfield Dr, Westport, CT 06880

  PLEASE present ALL OFFERS by Sunday, Sept. 21st, 5:00pm. Amazing opportunity to live in desirable Coleytown neighborhood. Spacious Ranch with an open kitchen/living floorpan and light filled sunroom (extra 322 sqft not included in total footage) 3 bedrooms, and 2 full baths with pool. Flat yard walking distance to elementary and middle school. Wonderful chance to move right in, renovate and

  Deirdre Andreoli Compass Connecticut, LLC

  14 Northfield Dr, Westport, CT 06880
• 

  

  /15

  $2,200 per month

  The Siena Building

  2 Beds

  2340 North Ave, Bridgeport, CT 06604

  Bridgeport's Hidden Gem! Steps away from the Fairfield Town Line, you will find The Siena! The Siena is a mid-rise, 7 story elevator building adjacent to Brooklawn park in the Brooklawn section of Bridgeport. Close to shopping, supermarkets (Stop & Stop, Aldi), and plenty of restaurants in Fairfield and Black Rock. You are close to it all! LARGE and Newly remodeled units boast modern touches such

  2340 North Ave, Bridgeport, CT 06604
• 

  $790,000 Sold Sep 03, 2025

  • 1,904 Sq Ft
  • $415/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  84 Edison Ave, Fairfield, CT 06825

  Discover this beautifully updated Colonial nestled in a desirable Fairfield neighborhood, offering the perfect blend of timeless style & modern convenience. The main level features a bright & spacious designer kitchen w/ quartz countertops, a large center island, stainless steel appliances, & ample cabinetry-open to the dining area, making it ideal for everyday living & entertaining. The living

  Denise Curcio William Raveis Real Estate

  84 Edison Ave, Fairfield, CT 06825
• 

  Est $1,785,189 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  60 Edgewater Commons Ln, Westport, CT 06880

  60 Edgewater Commons Ln, Westport, CT 06880
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  /37

  $975,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,141 Sq Ft

  214 Henry St, Fairfield, CT 06824

  Step inside to an open layout where the big kitchen island steals the show-ideal for casual mornings or hosting friends. Upstairs, the primary suite has great closet space and a private en-suite bath. The finished basement adds even more flexibility, complete with a bonus room that can double as a fourth guest bedroom or an office. With two living rooms, everyone can find their own spot to relax.

  Sean Dobel Houlihan Lawrence

  214 Henry St, Fairfield, CT 06824
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  /7

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 1,292 Sq Ft
  • Townhouse for Rent

  136 Fox St, Fairfield, CT 06824

  Two story colonial, off-white vinyl siding, newport blue front door, three houses from corner street to Veteran's Park. Backyard faces park.

  Derek Greene Derek Greene

  136 Fox St, Fairfield, CT 06824
• 

  $1,215,000 Sold Sep 03, 2025

  • 2,312 Sq Ft
  • $526/SF
  • 34 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1960

  46 Park Ln, Westport, CT 06880

  Located on a great street, close to town, the train,Winslow Park, the library, stores, Longshore and Compo Beach, the home at 46 Park Lane offers a wonderful opportunity for those wanting to renovate or build new. The 0.60 acre has a beautiful ,level back yard. There are no wetlands and the house is serviced by city water, natural gas and city sewers. The house offers an eat in kitchen, living

  Jillian Klaff Coldwell Banker Realty

  46 Park Ln, Westport, CT 06880
• 

  Est $1,532,808 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,450 Sq Ft

  329 Lansdowne, Westport, CT 06880

  329 Lansdowne, Westport, CT 06880
• 

  

  /34

  $449,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,441 Sq Ft

  244 Tunxis Hill Cut Off, Fairfield, CT 06825

  Rare opportunity to purchase this beautiful tri-level Townhouse in Fairfield w/minimal expenses. Brand New Roof 8/2025, New Living Room Skylights 8/2025, New Siding 2024, No assessments, Low HOA $375/mo. The unit offers: a bright & sunny eat-in-kitchen w/plenty of cabinet storage, a Dining Room that seats a minimum of 8 w/room for breakfront/server and more, a spacious sunken light-filled Living

  Pamela Blecker Keller Williams Realty Partner

  244 Tunxis Hill Cut Off, Fairfield, CT 06825
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  /25

  $2,014 - $6,502 per month

  1177 Greens Farms

  Studio - 1 Bed

  1177 Post Rd E, Westport, CT 06880

  Suburban comfort mixed with urban convenience. Ideally located north of the Long Island Sound and one hour away from New York, our studio and one-bedroom homes are the perfect place to live and thrive. These Westport, CT, apartments are ready to satisfy all your needs through a wide range of amenities and services. Flexible lease terms are also available!Modern and airy our residences recreate

  1177 Post Rd E, Westport, CT 06880
• 

  $655,000 Sold Sep 03, 2025

  • 1,072 Sq Ft
  • $611/SF
  • 82 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  1331 Mill Plain Rd, Fairfield, CT 06824

  MULTIPLE OFFERS! HIGHEST & BEST DUE WEDNESDAY 6/18 AT NOON!!! Opportunity Knocks! Amazing 3 BR ranch in highly sought after neighborhood. This flat .22 acre lot has all the potential & more! One level living at it's finest, this cozy home features an inviting sun-filled living room, which flows nicely into the dining area/eat-in kitchen. 3 spacious bedrooms, full bath & huge pantry as well! This

  James Wood Coldwell Banker Realty

  1331 Mill Plain Rd, Fairfield, CT 06824
• 

  Est $1,703,142 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  317 Lansdowne, Westport, CT 06880

  317 Lansdowne, Westport, CT 06880
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  /37

  $1,275,000

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  144 Lansdowne Unit 144, Westport, CT 06880

  One of the most sought-after complexes in Westport, Lansdowne offers the perfect blend of comfort, security, convenience, and luxury. This spacious home with a highly desired first-floor Primary Suite is bathed in natural light and designed to provide the feel of single-family living while enjoying the benefits of a condominium community. The main level features a welcoming foyer, an eat-in

  Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

  144 Lansdowne Unit 144, Westport, CT 06880
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  /20

  $2,600 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
• 

  $5,551,060 Sold Sep 03, 2025

  • 3,753 Sq Ft
  • $1,479/SF
  • 26 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1971

  1060 Harbor Rd, Southport, CT 06890

  ELEGANCE ON SOUTHPORT HARBOR - With an idyllic Village location, this elegant 3753 square foot, architect designed residence enjoys expansive water views over Southport Harbor and Long Island Sound. Exquisite rock gardens enhance the gently, sweeping .51 acre property extending to the Harbor's edge; a perfect launch for kayaking. The wonderful floor plan offers a stunning Living Room with

  Victoria Fingelly Higgins Group Real Estate

  1060 Harbor Rd, Southport, CT 06890
• 

  Est $1,299,429 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  311 Lansdowne, Westport, CT 06880

  311 Lansdowne, Westport, CT 06880
• 

  

  /37

  $985,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  294 Catherine Terrace, Fairfield, CT 06824

  Welcome to one of Fairfield's most convienient beach neighborhood locations-where coastal living meets access to town center. Nestled on a quiet wrap around street with no through traffic, this property offers the rare combination of beach proximity and quick access to Fairfield Center. Residents here enjoy the luxury of block parties, neighborly gatherings, and peace of mind that comes with

  Kim Gomes Coldwell Banker Realty

  294 Catherine Terrace, Fairfield, CT 06824
• 

  

  /20

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • House for Rent

  28 King St, Bridgeport, CT 06605

  Property Id: 990705Ready to move in on/before 10/1/25! Great 3rdF apt-King St, Bridgeport/Black Rock/Fairfield BorderLine. 1big eat-in kitchen, 2 bedrooms, 1 smaller office /roof shape: $1600 (water/garbage included, tenants pay Gas/UI). Walk to Metro train. *Newer kitchen w/ stainless appliances, wood cabinets, countertop, tiles &hardwood floors;2F w/porch, back yard to share*Newer

  28 King St, Bridgeport, CT 06605
• 

  $930,000 Sold Sep 02, 2025

  • 3,448 Sq Ft
  • $270/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  151 Bulkley Dr, Fairfield, CT 06825

  Settled on a perfect level lot, this spacious and beautifully maintained four-bedroom split-level home offers an ideal blend of indoor comfort and outdoor entertainment. Enjoy a bright and inviting three- season sunroom, where a wall of oversized sliding windows offers panoramic views of the sparkling in-ground pool, deck, and patio. Surrounded by mature trees and a fully fenced yard, the space

  Cal Massaro Coldwell Banker Realty

  151 Bulkley Dr, Fairfield, CT 06825
• 

  Est $824,278 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  8 Davenport Ave, Westport, CT 06880

  8 Davenport Ave, Westport, CT 06880
• 

  

  /23

  $398,000

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  120 Beachview Ave Unit 246, Bridgeport, CT 06605

  Your view everyday ! Welcome to waterfront living in the heart of trendy Black Rock near St Mary's by the Sea. This updated 2-bedroom, 1.5-bath townhouse offers the perfect blend of chic updates and coastal charm. Experience breezy seaside living from your own private deck. Sliding glass doors frame the updated, eat-in kitchen with new quartz counters, stainless steel appliances, new flooring and

  Kelly Finn Coldwell Banker Realty

  120 Beachview Ave Unit 246, Bridgeport, CT 06605
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  /15

  $7,250 per month

  • 3 Beds
  • 3.5 Baths
  • 3,692 Sq Ft
  • House for Rent

  208 Bayberry Ln, Westport, CT 06880

  Discover the charm of this mid-century modern home, bathed in natural sunlight thanks to large windows that frame stunning views of the lush landscaping and nature outside. The updated kitchen boasts ample storage, including an updated laundry room/mudroom. The dining room features a wall of closets, perfect for storing linens and fine china. As you enter, you're welcomed by an open living room

  Georgia Wasserman Coldwell Banker Realty

  208 Bayberry Ln, Westport, CT 06880
• 

  $1,217,000 Sold Aug 29, 2025

  • 2,434 Sq Ft
  • $500/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  1 Ruta Ct, Westport, CT 06880

  Seller are asking for HIGHEST AND BEST OFFERS BY MONDAY 7/14/25 at 5PM Welcome to this charming Contemporary Colonial in the sought-after Long Lots area. Nestled on a serene cul-de-sac, this bright home offers the trifecta of natural gas, city water, and sewer. 3/4 acre lot extends all the way to Long Lots Rd! Enjoy the convenience of being just minutes from town, the train, beaches, and major

  Hyleri Katzenberg Compass Connecticut, LLC

  1 Ruta Ct, Westport, CT 06880
• 

  Est $3,468,865 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,459 Sq Ft

  318 Greens Farms Rd, Westport, CT 06880

  318 Greens Farms Rd, Westport, CT 06880
• 

  

  /15

  $899,999 Open Sun 1PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  196 Catherine Terrace, Fairfield, CT 06824

  Nestled close to picturesque beaches, downtown with its award-winning restaurants, and Metro North trains, this charming home is a rare find, offered in as-is condition by the original family owner. A perfect canvas for those looking to create their dream beach area home, with ample potential to modernize and make it your own

  Jim Stobie Berkshire Hathaway NE Prop.

  196 Catherine Terrace, Fairfield, CT 06824
• 

  

  /20

  $5,671 per month

  • 2 Beds
  • 1.5 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  479 S Benson Rd Unit FL2-ID1050330P, Fairfield, CT 06824

  479 Benson Road is a beautiful 2-bedroom, 1.5-bathroom private home in a duplex community in the highly desirable Fairfield community. This single-family residence is just steps away from downtown Fairfield, Fairfield Marina, and Jennings Beach.This gleaming two-story home is designed for easy Connecticut living. Work from home with high-speed internet, enjoy a day at the beach, and walk to

  479 S Benson Rd Unit FL2-ID1050330P, Fairfield, CT 06824
• 

  $1,700,000 Sold Aug 29, 2025

  • 4,047 Sq Ft
  • $420/SF
  • 48 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1950

  3663 Congress St, Fairfield, CT 06824

  BACK ON MARKET//HOUSE INSPECTED + APPRAISED WELL ABOVE ASK - BUYERS COULD NOT PERFORM. Every so often, a home comes along that quietly defies expectations. Located in the heart of coveted Greenfield Hill, this single-level sanctuary offers something rarely found: 4 ensuite bedrooms, soaring ceilings, and a wide-open floor plan that flows effortlessly-perfect for how we live, work, and gather

  Cindy Raney Coldwell Banker Realty

  3663 Congress St, Fairfield, CT 06824
• 

  Est $2,310,579 Not Listed For Sale

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

  17 Harborview Rd, Westport, CT 06880

  17 Harborview Rd, Westport, CT 06880
• 

  

  /16

  $529,900

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  51 Princeton St, Bridgeport, CT 06605

  Great Black Rock two family home, both apartments are in good condition and has been well maintained, the rear yard offers good off street parking. It is conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. Tenants are month to month.

  John Kleps Berkshire Hathaway NE Prop.

  51 Princeton St, Bridgeport, CT 06605
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  /38

  $5,200 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  322 Greenfield St, Fairfield, CT 06825

  Ideal for LONG-TERM TENANTS, TRAVEL NURSES, and SACRED HEART COMMUTERS, this freshly updated rental is only a 10-15 MINUTE COMMUTE from Sacred Heart University and offers FLEXIBLE LEASE OPTIONS to fit your needs. Step inside 322 Greenfield St and enjoy soaring 12+ FT CEILINGS in the living room, creating a bright and open atmosphere. The BRAND-NEW KITCHEN features a modern BACKSPLASH, UPDATED

  Rafael Suarez Yellowbrick Real Estate LLC

  322 Greenfield St, Fairfield, CT 06825
• 

  $2,100,000 Sold Aug 29, 2025

  • 5,532 Sq Ft
  • $380/SF
  • 42 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1968

  150 Aran Hill Rd, Fairfield, CT 06824

  Picturesque and full of character, this classic colonial is set on 2 flat, private acres on an idyllic Greenfield Hill side street. With 5,500 sq ft of thoughtfully designed living space, this 4-bedroom, 3 full and 2 half-bath home offers both warmth and functionality. A gracious foyer opens to a formal living room with wood-burning fireplace and an elegant dining room, perfect for entertaining.

  Erica Acheychek Compass Connecticut, LLC

  150 Aran Hill Rd, Fairfield, CT 06824
• 

  Est $3,138,143 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,003 Sq Ft

  1 Harborview Rd, Westport, CT 06880

  1 Harborview Rd, Westport, CT 06880
• 

  

  /18

  $659,900

  • 6 Beds
  • 3 Baths
  • 2,357 Sq Ft

  166 Alfred St, Bridgeport, CT 06605

  Great Black Rock legal two family home with a third floor accessory apartment currently being rented with the second floor. The home is in very good condition and has been well maintained and is conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. Third floor apartment has

  John Kleps Berkshire Hathaway NE Prop.

  166 Alfred St, Bridgeport, CT 06605
• 

  

  /14

  $2,875 per month

  • 3 Beds
  • 2 Baths
  • 1,018 Sq Ft
  • Condo for Rent

  132 Bennett St Unit Bennett, Bridgeport, CT 06605

  Welcome to 132 Bennett St, #201, a charming residence nestled in the vibrant heart of Black Rock, Bridgeport. This 3-bedroom, 2-bathroom, with a private balcony unit offers a perfect blend of modern comfort and the unique character of the Black Rock community. Experience the unique blend of community, convenience, and comfort that this residence offers.

  132 Bennett St Unit Bennett, Bridgeport, CT 06605
• 

  $705,000 Sold Aug 29, 2025

  • 1,104 Sq Ft
  • $639/SF
  • 30 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  73 Alden St, Fairfield, CT 06824

  Welcome to 73 Alden Street, a ranch-style home located in one of Fairfield's most sought-after beach communities. This inviting home offers 1,104 sq. ft. of comfortable living space with 2 spacious bedrooms and 1 full bathroom, perfect for those seeking easy one-level living. Step inside to find hardwood floors throughout and a thoughtfully updated kitchen featuring granite countertops, stainless

  Tom Fitzpatrick Coldwell Banker Realty

  73 Alden St, Fairfield, CT 06824
• 

  Est $1,124,033 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft

  175 Regents Park, Westport, CT 06880

  175 Regents Park, Westport, CT 06880

Showing Results 201 - 240, Page 6 of 18