Southport, CT Homes

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  /34

  $2,527,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,935 Sq Ft

  11 Old Hill Rd, Westport, CT 06880

  Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-in closets, and a curated layout that combines timeless architectural details with contemporary

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 219-2239

  11 Old Hill Rd, Westport, CT 06880
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• 

  

  

  /7

  $2,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 3,872 Sq Ft
  • Apartment for Rent

  980 Hancock Ave Unit 2R, Bridgeport, CT 06605

  Bright and modern new construction! Everything is brand new in this 3-bedroom apartment. Features stylish finishes, abundant natural light, and a fresh, open layout. Move-in ready - available now!

  

  Lisa Nussbaum

  Top Tier Realty Group, LLC

  (203) 361-3781

  980 Hancock Ave Unit 2R, Bridgeport, CT 06605
• 

  $447,000 Sold Nov 26, 2025

  • 1,822 Sq Ft
  • $245/SF
  • 106 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1947

  1335 Black Rock Turnpike, Fairfield, CT 06825

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a SFR (CAPE) built in 1947. It has a GLA of approx. 1822 and has 4 bedrooms and 2baths,

  Sherry Price Realhome Services & Solutions

  1335 Black Rock Turnpike, Fairfield, CT 06825
• 

  Est $972,582 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,914 Sq Ft

  37 Ross Hill Rd, Fairfield, CT 06824

  37 Ross Hill Rd, Fairfield, CT 06824
• 

  

  

  /40

  $1,899,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,079 Sq Ft

  68 Figlar Ave, Fairfield, CT 06824

  BLACK MARKET HOLIDAY SPECIAL, PRESENT ALL OFFERS - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a

  

  Jackie Davis

  William Raveis Real Estate

  (475) 323-6395

  68 Figlar Ave, Fairfield, CT 06824
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  /90

  $2,429 - $5,380 per month plus fees

  597 Westport Apartments

  Studio - 2 Beds

  597 Westport Ave, Norwalk, CT 06851

  Situated in historic Norwalk, bordering Westport, and along Connecticut's captivating coastline, 597 Westport is the heart of all you desire in a residence. When location is of the essence, 597 Westport delivers with elegant apartment homes so perfectly set in Fairfield County, in close proximity to the train station and New York City, and thus destinations worldwide. Inspired by this backdrop,

  597 Westport Ave, Norwalk, CT 06851
• 

  $475,000 Sold Nov 26, 2025

  • 2,425 Sq Ft
  • $196/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1923

  90 Sterling Place, Bridgeport, CT 06604

  !! AO CTS !!! !!PRICED TO SELL!!! WELCOME TO THIS WONDERFUL COLONIAL MASTERPIECE IN THE HEART OF THE BROOKLWAN NEIGHBORHOOD OF BRIDEPORT, AND A HOME OF THE STRATFIELD HISTORICAL DISTRICT! This beautiful and charming home features 4 beds and 2.5 baths, with a large yard, garage space, walk up finished attic & a LARGE basement for storage. The bedrooms are spacious, natural hardwood floors, and

  Brandon Eden Bushman Hill Real Estate

  90 Sterling Place, Bridgeport, CT 06604
• 

  Est $551,676 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  26 Plum St, Fairfield, CT 06824

  26 Plum St, Fairfield, CT 06824
• 

  

  /5

  $4,895,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,224 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  Expected for completion Fall 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-6647

  21 Warnock Dr, Westport, CT 06880
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  /40

  $27,500 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,674 Sq Ft
  • House for Rent

  10 Bluewater Hill S, Westport, CT 06880

  Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and

  Susan Hawley Coldwell Banker Realty

  10 Bluewater Hill S, Westport, CT 06880
• 

  $2,535,000 Sold Nov 26, 2025

  • 3,072 Sq Ft
  • $825/SF
  • 35 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1931

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Obsessively maintained and reimagined by the current owners, the home was designed with Peters' signature use of native stone, rich wood, and artisan detail, making the residence

  Cyd Hamer William Pitt Sotheby's Int'l

  56 Charcoal Hill Rd, Westport, CT 06880
• 

  Est $1,390,505 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,738 Sq Ft

  442 Joan Dr, Fairfield, CT 06824

  442 Joan Dr, Fairfield, CT 06824
• 

  

  /40

  $12,950,000 Pending

  • 6 Beds
  • 9 Baths
  • 11,150 Sq Ft

  39 Compo Pkwy, Westport, CT 06880

  Welcome to your dream home on Westport's premier Compo Beach cul-de-sac - an extraordinary 2+ acre estate offering privacy, luxury, and resort-style living in one of Fairfield County's most coveted coastal neighborhoods. Custom-built by Schmiedeck Construction with interiors by Havilande Whitcom Design, this modern farmhouse blends stunning architecture with high function and comfort. Steps from

  Michelle Genovesi William Raveis Real Estate

  39 Compo Pkwy, Westport, CT 06880
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  /48

  $2,102 - $3,495 total monthly price

  Canfield Park at Fairfield Metro

  Studio - 2 Beds

  306 Canfield Ave, Bridgeport, CT 06605

  Tucked along the winding shores of Ash Creek, Canfield Park at Fairfield Metro is just a five-minute walk to the Fairfield Metro Train Station, with express rides to and from NYC and Stamford.Head a few blocks in the other direction on foot or by bike, and find yourself in the heart of Black Rock, with its charming coffee shops, fabled restaurants, bars and more.Now Leasing!

  306 Canfield Ave, Bridgeport, CT 06605
• 

  $1,128,000 Sold Nov 25, 2025

  • 1,698 Sq Ft
  • $664/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  9 Berkeley Rd, Westport, CT 06880

  A one acre property nestled on a quiet Coleytown side street, this three bedroom, two bath home offers a neighborhood of beautiful natural surroundings, close proximity to school campuses and just a quick ride to downtown Westport! The main floor consists of a large rear facing living room, kitchen, dining room, two bedrooms that share a hall bath, and a primary bedroom with full bath. The lower

  Leslie Clarke Compass Connecticut, LLC

  9 Berkeley Rd, Westport, CT 06880
• 

  Est $557,667 Not Listed For Sale

  • 9 Beds
  • 3 Baths
  • 3,519 Sq Ft

  32 Wakeman St, Bridgeport, CT 06605

  32 Wakeman St, Bridgeport, CT 06605
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  /36

  $1,795,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft

  7 Morningside Ln, Westport, CT 06880

  A Westport treasure, this c.1900 beauty enchants with timeless charm and a magical warmth. Once the homestead of one of Westport's largest onion farms, you may still find one growing wild on the lawn. The wrap-around screened porch is perfect for summer mornings or unwinding at sunset. Inside, sunlit living spaces are filled with original character, and the chef's kitchen offers high-end

  Michelle Genovesi William Raveis Real Estate

  7 Morningside Ln, Westport, CT 06880
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  /26

  $2,900 total monthly price

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

  528 Black Rock Turnpike Unit 108, Fairfield, CT 06825

  Experience all-inclusive, maintenance-free living in this brand-new 23-unit apartment building just a short walk from the Fairfield Metro Train Station. This spacious two-bedroom, one-bath residence features an open floor plan with sleek, modern finishes. Enjoy a stylish eat-in kitchen complete with quartz countertops and stainless-steel appliances, as well as a generously sized bathroom. The

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike Unit 108, Fairfield, CT 06825
• 

  $3,210,000 Sold Nov 25, 2025

  • 3,961 Sq Ft
  • $810/SF
  • 98 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1923

  318 320 Pine Creek Ave, Fairfield, CT 06824

  Welcome to a truly exceptional opportunity-a direct waterfront compound offering expansive views of Long Island Sound, a dock, &endless showstopping sunsets. This remarkable property features 2 residences: a fully renovated, FEMA-compliant main house AND a charming, income-generating guest cottage.The Main Residence (320)is a modern coastal retreat offering 3,129 sq ft of sun-drenched living

  Deirdre Andreoli Compass Connecticut, LLC

  318 320 Pine Creek Ave, Fairfield, CT 06824
• 

  Est $1,036,763 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  101 Pearsall Way, Bridgeport, CT 06605

  101 Pearsall Way, Bridgeport, CT 06605
• 

  

  /40

  $1,849,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  1001 Hulls Farm Rd, Southport, CT 06890

  Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in

  Ken Banks William Raveis Real Estate

  1001 Hulls Farm Rd, Southport, CT 06890
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  /50

  $2,646 - $3,901 total monthly price

  Creekline at Fairfield

  Studio - 2 Beds

  219 Ash Creek Blvd, Fairfield, CT 06824

  Creekline, a brand new luxury apartment community in the heart of Fairfield, CT. Step into a world of unparalleled elegance and sophistication with our meticulously designed residences, where every detail speaks of quality and refinement. Located just moments from vibrant downtown Fairfield, Creekline offers a perfect blend of urban convenience and suburban tranquility. Elevate your lifestyle at

  219 Ash Creek Blvd, Fairfield, CT 06824
• 

  $1,160,000 Sold Nov 24, 2025

  • 2,674 Sq Ft
  • $434/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  23 Robert Ct, Fairfield, CT 06824

  Welcome to this beautifully expanded, updated Cape situated within a quiet cul-de-sac in one of Fairfield's most sought-after neighborhoods. Step into the inviting formal living room featuring a cozy fireplace, bay window, refurbished hardwood floors, new lighting, and fresh paint. The eat-in kitchen, with entry to the covered back porch, has granite countertops, SS appliances including a new

  Marie Rotondo William Raveis Real Estate

  23 Robert Ct, Fairfield, CT 06824
• 

  Est $2,116,525 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,482 Sq Ft

  88 Kings Hwy S, Westport, CT 06880

  88 Kings Hwy S, Westport, CT 06880
• 

  

  /40

  $419,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,795 Sq Ft

  222 Ellsworth St, Bridgeport, CT 06605

  ***The property is back on the market after the buyer's mortgage was denied. Appraisal and inspection were completed successfully with no issues. The home is in excellent shape and ready for a new buyer to step in and move forward toward closing. Schedule your showing today!*** Don't miss this rare opportunity in the heart of Black Rock! This beautifully updated 1/2 duplex is tucked away from the

  Luis Sanchez Sanchez Asset Realty

  222 Ellsworth St, Bridgeport, CT 06605
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  /35

  $9,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,472 Sq Ft
  • House for Rent

  28 Narrow Rocks Rd, Westport, CT 06880

  *Charming Compo Beach Rental. Experience the best of Westport living in this beautifully renovated 3-bedroom, 3-bathroom home located just steps from Compo Beach and the Longshore Club. Available as a winter/school year rental starting January 2026 for $9500/month, also available for August 2025 at $20,000/month. Walk to Compo Beach or enjoy nearby amenities at the Longshore Club, including golf,

  Kim Harizman Compass Connecticut, LLC

  28 Narrow Rocks Rd, Westport, CT 06880
• 

  $379,000 Sold Nov 24, 2025

  • 1,200 Sq Ft
  • $316/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1982

  185 Shell St, Bridgeport, CT 06605

  Move right into this thoughtfully finished 3-bedroom half duplex in the desirable Black Rock neighborhood. Featuring a spacious living room, large eat-in kitchen, main level laundry, and basement for extra flexibility. Enjoy stylish finishes throughout plus a deck for outdoor living. Close to highways and just minutes from shopping, restaurants and all that Black Rock has to offer. A perfect

  Paola Sierra Higgins Group Real Estate

  185 Shell St, Bridgeport, CT 06605
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  32 Rowsley St Unit 4, Bridgeport, CT 06605

  32 Rowsley St Unit 4, Bridgeport, CT 06605
• 

  

  /32

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  274 High St, Fairfield, CT 06824

  Located in one of Fairfield's most sought-after neighborhoods, this fully renovated, move-in-ready home combines modern design with timeless charm. Just steps from Gould Manor Park and surrounded by tree-lined streets, this property offers exceptional convenience in a community known for top-rated schools. Inside, you'll find a bright and airy open-concept layout with seamless flow throughout the

  Brian Barbosa Legacy Private Client Group

  274 High St, Fairfield, CT 06824
• 

  

  /15

  $1,775 per month plus fees

  Blackrock Homes Apartments

  1 Bed

  45 Monroe St, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated

  45 Monroe St, Bridgeport, CT 06605
• 

  $6,649,000 Sold Nov 21, 2025

  • 8,215 Sq Ft
  • $809/SF
  • 44 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 2025

  7 Roshab Ln, Westport, CT 06880

  Now complete! Set on over 2 acres in one of Westports's most desired neighborhoods, this stunning new construction by HOBI award winner, Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, this home offers privacy & serenity minutes from trains, town, shopping & beaches. Discover luxurious living spaces, 6 ensuite bedrooms, 7 full/1 half baths, seamless flow

  Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
• 

  Est $2,149,493 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft

  177 High Meadow Rd, Southport, CT 06890

  177 High Meadow Rd, Southport, CT 06890
• 

  

  /40

  $2,795,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,916 Sq Ft

  20 Old Hill Rd, Westport, CT 06880

  Welcome to this beautifully maintained 1945 stone-front Cape in the heart of Old Hill. Loved by the same family for 22 years, it radiates warmth and character. With 5 bedrooms, 5.5 baths, and two flexible spaces for home offices, it offers comfort and versatility, including a first-floor suite ideal for guests or in-laws. The light-filled kitchen flows into an inviting dining area and cozy sunken

  Michelle Genovesi William Raveis Real Estate

  20 Old Hill Rd, Westport, CT 06880
• 

  

  /11

  $1,800 total monthly price

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft
  • House for Rent

  25 Cartright St Unit 5A, Bridgeport, CT 06604

  Available immediately. One of the larger units in the complex close to the elevator. Offers parquet floors throughout the unit, except kitchen and bath, updated kitchen with granite counter tops and tile floor, huge living room, balcony off the living room, plenty of closet space, good size bedroom with new A/C unit. Rent includes heat, hot water, cold water, sewer and 24 hour lobby attendance.

  Steven Lage Coldwell Banker Realty

  25 Cartright St Unit 5A, Bridgeport, CT 06604
• 

  $766,000 Sold Nov 21, 2025

  • 1,914 Sq Ft
  • $400/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
• 

  Est $1,900,498 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  170 Windsor Rd, Fairfield, CT 06824

  170 Windsor Rd, Fairfield, CT 06824
• 

  

  /40

  $1,475,000 Pending

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

  259 Wilton Rd, Westport, CT 06880

  Discover the Westport lifestyle at its best. Set on nearly two private acres within walking distance of the Westport YMCA and Mahackeno trails, this spacious and flexible ranch feels like a private retreat yet remains close to town. With five bedrooms, four full baths, and an outdoor powder room off the garden patio, the home is designed for comfort and easy living. The main level features four

  Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
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  /29

  $5,900 - $6,968 total monthly price

  Fairfield Station Lofts

  3 Beds

  78 Unquowa Place, Fairfield, CT 06824

  ++ 3 BED / 2 BATH • LEASE SPECIAL ++Lease now and receive one FREE year of workouts at the gorgeous Southport Fairfield Equinox Club!Experience elevated living in this luxurious 3-bedroom, 2-bath loft with just shy of 2,200 sq. ft. at Fairfield Station Lofts—a boutique residential community designed and developed by Granoff Architects in the heart of Fairfield, Connecticut. This

  78 Unquowa Place, Fairfield, CT 06824
• 

  $24,210,000 Sold Nov 21, 2025

  • 11,450 Sq Ft
  • $2,114/SF
  • 302 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2007

  122 Beachside Ave, Westport, CT 06880

  A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush

  Leslie Clarke Compass Connecticut, LLC

  122 Beachside Ave, Westport, CT 06880
• 

  Est $344,619 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  90 Silliman St Unit 4B, Fairfield, CT 06824

  90 Silliman St Unit 4B, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 18