Southport, CT Homes

• 

  

  

  /40

  $4,795,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,700 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- 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 sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 717-5836

  21 Warnock Dr, Westport, CT 06880
• 

  

  

  /16

  $3,500 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,370 Sq Ft
  • Townhouse for Rent

  139 Oldfield Rd, Fairfield, CT 06824

  Spotless! walk to town-train-shopping-everything! This newly renovated townhouse spacious open rooms, hardwoods refinished. Bright & sunny living rm & dining rm. Eat in kitchen, 2 1/2 new baths. Second floor laundry. Full attic for storage. Desirable complex & location!

  Edward Magi William Pitt Sotheby's Int'l

  139 Oldfield Rd, Fairfield, CT 06824
• 

  $590,000 Sold Oct 02, 2025

  293 Barryscott Dr, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,412 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Above List Price
  • $418/SF
  • 71 Days On Market

  Current Estimated Value $492,729

  Last Listing Agent Stacey DiDio Coldwell Banker Realty

  293 Barryscott Dr, Fairfield, CT 06825
• 

  Est $765,081 Not Listed For Sale

  105 Churchill St, Fairfield, CT 06824

  • 5 Beds
  • 3 Baths
  • 2,260 Sq Ft
  • Built 1921

  105 Churchill St, Fairfield, CT 06824

  Last Sold Summary

  • 7% Above List Price
  • $316/SF
  • 84 Days On Market

  Last Sold Price $715,000

  Last Listing Agent Matthew Hyde William Raveis Real Estate
• 

  

  

  /14

  $1,174,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  27 Suzanne Cir, Fairfield, CT 06825

  BEST VALUE IN THE UNIVERSITY AREA FOR NEW CONSTRUCTION! Built by a highly regarded local builder, this stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of living

  

  Jackie Davis

  William Raveis Real Estate

  (203) 990-1795

  27 Suzanne Cir, Fairfield, CT 06825
• 

  

  /11

  $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
• 

  $620,000 Sold Apr 02, 2025

  46-48 Morehouse St, Bridgeport, CT 06605

  • 4 Beds
  • 2 Baths
  • 2,370 Sq Ft
  • Built 1915

  Last Sold Summary

  • 5% Above List Price
  • $262/SF
  • 4 Days On Market

  Last Listing Agent Gail Robinson William Raveis Real Estate

  46-48 Morehouse St, Bridgeport, CT 06605
• 

  Est $368,467 Not Listed For Sale

  245 Sunnyridge Ave Unit 49, Fairfield, CT 06824

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1966

  245 Sunnyridge Ave Unit 49, Fairfield, CT 06824

  Last Sold Summary

  • 8% Above List Price
  • $378/SF
  • 39 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Kimberly Levinson Higgins Group Real Estate
• 

  

  /40

  $4,650,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Tucked away in the heart of Westport, Hillspoint offers the perfect blend of luxury, lifestyle and location. Minutes to Longshore Club Park, Compo Beach, town and train, it delivers rare privacy with exceptional convenience. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
• 

  

  /17

  $1,500 total monthly price

  • 1 Bath
  • 585 Sq Ft
  • House for Rent

  80 Cartright St Unit 6L, Bridgeport, CT 06604

  Freshly painted, gorgeous STUDIO unit in very desirable doorman building. *** Heat and Hot Water included in Rent. *** Kitchen with pass through! Lots of closets! Nice balcony for relaxing! Partially furnished with shelving unit . Assigned parking space. Laundry in lower level of building. Excellent credit and references a must....

  Paul Krumins Higgins Group Real Estate

  80 Cartright St Unit 6L, Bridgeport, CT 06604
• 

  $1,190,000 Sold Jul 08, 2025

  94 Orchard Hill Dr, Fairfield, CT 06824

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft
  • Built 1954

  Last Sold Summary

  • 6% Above List Price
  • $434/SF
  • 5 Days On Market

  Current Estimated Value $1,186,356

  Last Listing Agent Tammy Edwards Coldwell Banker Realty

  94 Orchard Hill Dr, Fairfield, CT 06824
• 

  Est $650,979 Not Listed For Sale

  74 Andrassy Ave, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1957

  74 Andrassy Ave, Fairfield, CT 06824

  Last Sold Summary

  • 5% Above List Price
  • $524/SF
  • 13 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Adrienne Schoetz Coldwell Banker Realty
• 

  

  /39

  $399,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  287 Hansen Ave, Bridgeport, CT 06605

  Charming Colonial full of character located in Black Rock. This spacious home offers a flexible layout with an eat-in kitchen, a large living room, and a formal dining room-perfect for entertaining. The dining room could easily be converted into a first-floor bedroom if needed. The home features beautiful hardwood floors on the upper level and a partially finished third floor currently used as a

  Kurt Jain NextHome Real Estate Services

  287 Hansen Ave, Bridgeport, CT 06605
• 

  

  /28

  $3,695 total monthly price

  Fairfield Station Lofts

  1 Bed

  78 Unquowa Place, Fairfield, CT 06824

  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 top-floor residence blends contemporary architecture with refined finishes, offering a lifestyle that feels both sophisticated and

  78 Unquowa Place, Fairfield, CT 06824
• 

  $1,640,000 Sold Sep 12, 2025

  248 Mayweed Rd, Fairfield, CT 06824

  • 4 Beds
  • 4.5 Baths
  • 4,075 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $402/SF
  • 49 Days On Market

  Current Estimated Value $1,663,627

  Last Listing Agent Christopher Maroc Coldwell Banker Realty

  248 Mayweed Rd, Fairfield, CT 06824
• 

  Est $1,303,038 Not Listed For Sale

  279 Canterbury Ln, Fairfield, CT 06825

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft
  • Built 1972

  279 Canterbury Ln, Fairfield, CT 06825

  Last Sold Summary

  • 4% Above List Price
  • $404/SF
  • 12 Days On Market

  Last Sold Price $1,256,000

  Last Listing Agent Krista Alecia Coldwell Banker Realty
• 

  

  /9

  $3,750,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
• 

  

  /9

  $2,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  56 Garden Terrace Unit 3, Bridgeport, CT 06605

  Discover the perfect blend of coastal living and urban convenience with this inviting 2-bedroom, 1-bathroom rental in the highly sought-after Black Rock. Situated just minutes from the beach, this apartment offers the ultimate beach community lifestyle while being conveniently located to shops, restaurants, and public transportation.

  James Tomaselli Higgins Group Bedford Square

  56 Garden Terrace Unit 3, Bridgeport, CT 06605
• 

  $875,000 Sold Jan 06, 2026

  162 Country Rd Unit 162, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,516 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Above List Price
  • $348/SF
  • 54 Days On Market

  Last Listing Agent Maria Tziolis William Pitt Sotheby's Int'l

  162 Country Rd Unit 162, Fairfield, CT 06824
• 

  Est $440,975 Not Listed For Sale

  88 Campfield Dr, Fairfield, CT 06825

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1942

  88 Campfield Dr, Fairfield, CT 06825

  Last Sold Summary

  • 4% Above List Price
  • $373/SF
  • 55 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Julie Gulbin William Raveis Real Estate
• 

  

  /39

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  An incredible waterside opportunity awaits! 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 2025-'26 & '26-'27

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  /35

  $1,950 total monthly price

  Cypress Apartments

  1 Bed

  585 Ellsworth St, Bridgeport, CT 06605

  Mid-Rise Building with Elevator -Beautiful 1 bedroom apartment in Beautiful Black Rock. Vinyl floors, granite countertops, updated appliances, and intercom system Heat, hot water, and cooking gas are included. Parking and a storage unit is included. Laundry, electric car chargers, and fitness center are on-site. Cypress Apartments is ideally located just minutes from top-tier restaurants,

  585 Ellsworth St, Bridgeport, CT 06605
• 

  $672,000 Sold Jul 07, 2025

  51 Laurel St, Fairfield, CT 06825

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Below List Price
  • $304/SF
  • 34 Days On Market

  Current Estimated Value $2,278,354

  Last Listing Agent Christopher Giolitto William Raveis Real Estate

  51 Laurel St, Fairfield, CT 06825
• 

  Est $447,217 Not Listed For Sale

  320 Knapps Hwy, Fairfield, CT 06825

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft
  • Built 1973

  320 Knapps Hwy, Fairfield, CT 06825

  Last Sold Summary

  • 1% Above List Price
  • $477/SF
  • 88 Days On Market

  Last Sold Price $444,000

  Last Listing Agent Nea Lisboa William Raveis Real Estate
• 

  

  /39

  $1,450,000 Pending

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

  785 Post Rd E Unit 301, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 301, Westport, CT 06880
• 

  

  /30

  $4,200 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • House for Rent

  100 Stone Ridge Way Unit 1H, Fairfield, CT 06824

  Manhattan Style Condo offers a lifestyle and style of home that is unlike any other in the area. Home includes 2 Bedrooms, 2 full bathrooms, living and dinning area and a large patio. This ranch style home is well appointed with beautiful crown molding. It offers extraordinary appointments and impeccable design elements such as 10' ceilings throughout, hardwood floors, a gourmet kitchen with

  Lisa Fratarcangeli William Raveis Real Estate

  100 Stone Ridge Way Unit 1H, Fairfield, CT 06824
• 

  $3,400,000 Sold Feb 03, 2026

  1 Boxwood Ln, Westport, CT 06880

  • 5 Beds
  • 8 Baths
  • 7,359 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $462/SF
  • 11 Days On Market

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  1 Boxwood Ln, Westport, CT 06880
• 

  Est $1,251,212 Not Listed For Sale

  95 Old Oaks Rd, Fairfield, CT 06825

  • 3 Beds
  • 3.5 Baths
  • 3,124 Sq Ft
  • Built 1937

  95 Old Oaks Rd, Fairfield, CT 06825

  Last Sold Summary

  • 3% Above List Price
  • $387/SF
  • 33 Days On Market

  Last Sold Price $1,210,000

  Last Listing Agent Geena Becker William Raveis Real Estate
• 

  

  /29

  $2,350,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
• 

  

  /12

  $1,138 - $1,934 per month plus fees

  Cherry Street Lofts

  Studio - 3 Beds

  437 Howard Ave, Bridgeport, CT 06605

  Dont settle for less when you can have it all at Cherry Street Lofts. Our affordable loft apartments in Bridgeport, CT, offer you budget-friendly rates, modern amenities, and a convenient location. Whether you want to relax, work out, or explore the surroundings, youll find everything you need and more inside our community. Outside of our welcoming community, youll enjoy easy access to public

  437 Howard Ave, Bridgeport, CT 06605
• 

  $1,500,000 Sold Feb 13, 2026

  101 Brambley Hedge Cir, Fairfield, CT 06824

  • 5 Beds
  • 6 Baths
  • 5,136 Sq Ft
  • Built 1990

  Last Sold Summary

  • 12% Below List Price
  • $292/SF
  • 86 Days On Market

  Current Estimated Value $1,720,171

  Last Listing Agent Akenmisire Musa The Agency

  101 Brambley Hedge Cir, Fairfield, CT 06824
• 

  Est $417,067 Not Listed For Sale

  250 Gilman St, Bridgeport, CT 06605

  • 4 Beds
  • 1 Bath
  • 1,782 Sq Ft
  • Built 1961

  250 Gilman St, Bridgeport, CT 06605

  Last Sold Summary

  • 9% Above List Price
  • $214/SF
  • 11 Days On Market

  Last Sold Price $382,000

  Last Listing Agent Chadwick Ciocci Higgins Group Greenwich
• 

  

  /27

  $1,150,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  41 Richmondville Ave Unit 104, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 104, Westport, CT 06880
• 

  

  /32

  $6,500 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,061 Sq Ft
  • House for Rent

  201 Judd St, Fairfield, CT 06824

  Nestled in a sought-after Fairfield County neighborhood, this adorable and inviting home offers the perfect blend of charm, comfort, and convenience. Set on a picturesque .41-acre lot and wrapped in a classic picket fence, the home feels instantly welcoming. Enjoy an active, walkable lifestyle with safe streets for running or dog walking, easy strolls to local shops and restaurants, and close

  Helen Cusa Brown Harris Stevens

  201 Judd St, Fairfield, CT 06824
• 

  $605,000 Sold Oct 01, 2025

  261 Colony St, Fairfield, CT 06824

  • 4 Beds
  • 1 Bath
  • 1,446 Sq Ft
  • Built 1936

  Last Sold Summary

  • 1% Above List Price
  • $418/SF
  • 49 Days On Market

  Current Estimated Value $625,901

  Last Listing Agent Christine Howard William Raveis Real Estate

  261 Colony St, Fairfield, CT 06824
• 

  Est $305,751 Not Listed For Sale

  3250 Fairfield Ave Unit 225, Bridgeport, CT 06605

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Built 2006

  3250 Fairfield Ave Unit 225, Bridgeport, CT 06605

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 29 Days On Market

  Last Sold Price $289,000

  Last Listing Agent Lauren Auresto BHGRE Gaetano Marra Homes
• 

  

  /40

  $2,100,000

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

  28 Turkey Hill Rd N, Westport, CT 06880

  Ideally located in the heart of Westport and close to all schools, this exceptional Contemporary Ranch has been thoughtfully renovated, offering one-level living with effortless sophistication. A welcoming foyer leads to a stunning kitchen, appointed with a generous center island, heated floors, premium appliances and an elegant coffee station with dedicated water supply. The kitchen opens

  Yulka Markevich Iron Gates Realty

  28 Turkey Hill Rd N, Westport, CT 06880
• 

  

  /35

  $2,900 - $3,350 total monthly price

  The Ezra

  1 - 2 Beds

  793 Post Rd E, Westport, CT 06880

  Welcome future Ezra resident! Your carefree modern lifestyle awaits. Elegantly designed and finished high-tech Smart-Townhomes offer the best of every world! These stylish condominium-level finishes boast quartz kitchen islands and upgraded stainless steel appliance packages. Plenty of natural light shines through floor-to-ceiling windows. State-of-the-art Smarthome technology includes full

  793 Post Rd E, Westport, CT 06880
• 

  $169,000 Sold Aug 19, 2025

  2370 North Ave Unit 10A, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $186/SF
  • 119 Days On Market

  Current Estimated Value $166,899

  Last Listing Agent Wessam Ahmad Real Broker CT, LLC

  2370 North Ave Unit 10A, Bridgeport, CT 06604
• 

  Est $867,042 Not Listed For Sale

  98 Beacon St, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft
  • Built 1941

  98 Beacon St, Bridgeport, CT 06605

  Last Sold Summary

  • 1% Below List Price
  • $553/SF
  • 34 Days On Market

  Last Sold Price $875,000

  Last Listing Agent John Kleps Berkshire Hathaway Home Services

Showing Results 81 - 120, Page 3 of 18