Southport, CT Homes

• 

  

  

  /34

  $11,895,000

  • 4 Beds
  • 5.5 Baths
  • 5,195 Sq Ft

  7 Sandpiper Rd, Westport, CT 06880

  Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a

  Leslie Clarke Compass Connecticut, LLC

  7 Sandpiper Rd, Westport, CT 06880
• 

  

  

  /15

  $12,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,296 Sq Ft
  • House for Rent

  930 Reef Rd, Fairfield, CT 06824

  STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

  Helene Salerno Ogents, LLC

  930 Reef Rd, Fairfield, CT 06824
• 

  $2,630,000 Sold Apr 01, 2026

  10 Wakenor Rd, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 5,008 Sq Ft
  • Built 2026

  Last Sold Summary

  • 1% Above List Price
  • $525/SF
  • 41 Days On Market

  Current Estimated Value $2,560,899

  Last Listing Agent Julie Haroun Westport Residential, LLC.

  10 Wakenor Rd, Westport, CT 06880
• 

  Est $1,238,702 Not Listed For Sale

  3 Concord Ln, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,769 Sq Ft
  • Built 1986

  3 Concord Ln, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $659/SF
  • 84 Days On Market

  • Last Sold Price $1,165,000
  • Feb 07, 2025

  Last Listing Agent Lainie Floyd William Pitt
• 

  

  

  /25

  $1,495,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Tasteful turn-key townhome with main level primary suite, open plan and two private outdoor areas to enjoy. Fully renovated with quality materials and a neutral palette that will appeal to all. One of the largest 2 bedroom models with bonus loft/office and vaulted ceilings throughout, plus a finished lower level for your home theater or gym. Every detail has been considered for comfort and peace

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
• 

  

  /29

  $5,950 Per Month

  • 2 Beds
  • 2.5 Baths
  • 2,692 Sq Ft
  • Townhouse for Rent

  162 Regents Park Unit 162, Westport, CT 06880

  Great opportunity if you want to get to know Westport before purchasing your new home. This rental is available for 8 months, mid-September through May 5, 2027. Perhaps you are planning a construction project this fall and need to get out of the house during renovation. This updated, professionally decorated, fully furnished townhouse could be your solution. It's a bright end unit with lots of

  Lori Di Bartholomeo William Raveis Real Estate

  162 Regents Park Unit 162, Westport, CT 06880
• 

  $327,500 Sold Mar 31, 2026

  57 Hibiscus St Unit 1, Fairfield, CT 06825

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $334/SF
  • 2 Days On Market

  Current Estimated Value $321,109

  Last Listing Agent Chris Marshall YellowBrick Real Estate LLC

  57 Hibiscus St Unit 1, Fairfield, CT 06825
• 

  Est $1,022,765 Not Listed For Sale

  8 Edgewater Commons Ln, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft
  • Built 1985

  8 Edgewater Commons Ln, Westport, CT 06880

  Last Sold Summary

  • 3% Below List Price
  • $590/SF
  • 14 Days On Market

  • Last Sold Price $1,050,000
  • Dec 18, 2024

  Last Listing Agent Vanessa Basich Coldwell Banker Realty
• 

  

  /40

  $4,199,000

  • 5 Beds
  • 5.5 Baths
  • 5,182 Sq Ft

  1 Greystone Farm Ln, Westport, CT 06880

  Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

  Lisa Hartmann William Pitt Sotheby's Int'l

  1 Greystone Farm Ln, Westport, CT 06880
• 

  

  /9

  $2,400 Per Month

  • 3 Beds
  • 1 Bath
  • 2,505 Sq Ft
  • Apartment for Rent

  114 Waldorf Ave, Bridgeport, CT 06605

  Spacious second-floor 3 BRs apartment available in a well-maintained multi-family home in the desirable Black Rock neighborhood. This bright and inviting unit features a functional layout with generous room sizes, ample natural light, and plenty of storage. Conveniently located near shopping, dining, parks, and public transportation, with easy access to major highways and Metro-North for

  Milena Quinto MQ Realty

  114 Waldorf Ave, Bridgeport, CT 06605
• 

  $552,000 Sold Nov 20, 2025

  60 Hulls Hwy Unit 60, Southport, CT 06890

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1974

  Last Sold Summary

  • $480/SF
  • 33 Days On Market

  Current Estimated Value $556,249

  Last Listing Agent James Millington William Raveis Real Estate

  60 Hulls Hwy Unit 60, Southport, CT 06890
• 

  Est $1,142,715 Not Listed For Sale

  51 Regents Park, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,759 Sq Ft
  • Built 1985

  51 Regents Park, Westport, CT 06880

  Last Sold Summary

  • 6% Above List Price
  • $611/SF
  • 16 Days On Market

  • Last Sold Price $1,075,000
  • Feb 21, 2025

  Last Listing Agent Laura Kottler Compass Connecticut, LLC
• 

  

  /16

  $795,000

  • Land
  • 1.02 Acres
  • $779,412 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
• 

  

  /10

  $2,500 Per Month

  • 3 Beds
  • 1 Bath
  • 1,558 Sq Ft
  • House for Rent

  2870 Fairfield Ave Unit 1, Bridgeport, CT 06605

  Terrific location in the center of Black Rock. This has over 1500 sq ft of living space, hardwood flooring throughout, private front porch, and off street parking. For an additional $200 per month, there is an option to rent the private two car garage. Available July 1st!

  Bonnie Fillion Berkshire Hathaway NE Prop.

  2870 Fairfield Ave Unit 1, Bridgeport, CT 06605
• 

  $1,550,000 Sold Jan 23, 2026

  226 Ruane St, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 3,159 Sq Ft
  • Built 1917

  Last Sold Summary

  • 8% Below List Price
  • $491/SF
  • 105 Days On Market

  Current Estimated Value $1,510,698

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

  226 Ruane St, Fairfield, CT 06824
• 

  Est $1,215,502 Not Listed For Sale

  175 Regents Park, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft
  • Built 1985

  175 Regents Park, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $482/SF
  • 15 Days On Market

  • Last Sold Price $1,040,000
  • May 03, 2024

  Last Listing Agent Nadine Tanen Berkshire Hathaway Home Services
• 

  

  /29

  $819,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,533 Sq Ft

  521 Lake Ave, Bridgeport, CT 06605

  The ultimate Black Rock beach house! Professionally landscaped colonial with water views front and back. Extra wide front porch and elevated sundeck off the master bedroom for watching the sun set over the Ash Creek. First floor has front to back living room, expansive open kitchen and dining room perfect for entertaining. Sunroom off the back with water views walks out to a private backyard

  Amy Ettinger William Raveis Real Estate

  521 Lake Ave, Bridgeport, CT 06605
• 

  

  /39

  $25,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 5,462 Sq Ft
  • House for Rent

  15 Catamount Rd, Westport, CT 06880

  Meticulously maintained Resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home in Move-in condition with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2007, includes the large gym (with 10' ceilings), full bath with separate steam and sauna, home office and walkout

  Robert Appell Coldwell Banker Realty

  15 Catamount Rd, Westport, CT 06880
• 

  $650,000 Sold Apr 02, 2026

  1 Overlook Ave, Fairfield, CT 06824

  • 4 Beds
  • 1.5 Baths
  • 1,462 Sq Ft
  • Built 1914

  Last Sold Summary

  • 13% Above List Price
  • $445/SF
  • 29 Days On Market

  Current Estimated Value $608,759

  Last Listing Agent Skylar Smith William Raveis Real Estate

  1 Overlook Ave, Fairfield, CT 06824
• 

  Est $1,324,851 Not Listed For Sale

  16 Vineyard Ln, Westport, CT 06880

  • 5 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 1960

  16 Vineyard Ln, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $474/SF
  • 20 Days On Market

  • Last Sold Price $1,175,000
  • Jun 08, 2023

  Last Listing Agent Jane Jones Berkshire Hathaway Home Services
• 

  

  /16

  $6,999,999 Pending

  • 6 Beds
  • 6.5 Baths
  • 8,400 Sq Ft

  3 Tanglewood Ln, Westport, CT 06880

  Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

  James Lanzaro Compass Connecticut, LLC

  3 Tanglewood Ln, Westport, CT 06880
• 

  

  /22

  $3,200 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • House for Rent

  58 Post Rd, Fairfield, CT 06824

  Bright and updated 4-bedroom, 1.5-bath rental just steps from Fairfield's best shopping, dining, and transportation. The home features gleaming hardwood floors throughout, an updated kitchen with white shaker cabinets, quartz counters, stainless steel appliances, and a stylish black hex-tile backsplash. Both bathrooms are nicely updated with modern fixtures and tile. Enjoy the convenience of

  Geo Crume Keller Williams Realty

  58 Post Rd, Fairfield, CT 06824
• 

  $460,000 Sold Jul 11, 2025

  321 Post Rd, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1944

  Last Sold Summary

  • 7% Below List Price
  • $411/SF
  • 87 Days On Market

  Current Estimated Value $517,605

  Last Listing Agent Maribeth Lightowler Coldwell Banker Realty

  321 Post Rd, Fairfield, CT 06824
• 

  Est $3,742,560 Not Listed For Sale

  9 Windy Hill Rd, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,560 Sq Ft
  • Built 2002

  9 Windy Hill Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $545/SF
  • 19 Days On Market

  • Last Sold Price $3,576,000
  • Aug 15, 2024

  Last Listing Agent Elizabeth Steffen Higgins Group Bedford Square
• 

  

  /40

  $4,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,611 Sq Ft

  21 Lockwood Cir, Westport, CT 06880

  Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

  Doug Bross Coldwell Banker Realty

  21 Lockwood Cir, Westport, CT 06880
• 

  

  /15

  $25,000 Per Month

  • 4 Beds
  • 7 Baths
  • 4,000 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to your Westport retreat, tucked away on a private street with a peaceful brook flowing just outside. This light filled home features an open Layout designed for comfort and ease. Just 2 miles from Compo Beach, you're close to the shoreline while still enjoying a quiet, secluded setting. Local Restaurants, cafes, and grocery stores are nearby without compromising privacy. A perfect place

  Ian Defronze Serhant Connecticut, LLC

  Unlisted Address
• 

  $765,000 Sold Oct 31, 2025

  115 Balmforth St, Bridgeport, CT 06605

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $291/SF
  • 5 Days On Market

  Current Estimated Value $786,886

  Last Listing Agent Joseph Passero William Raveis Real Estate

  115 Balmforth St, Bridgeport, CT 06605
• 

  Est $1,273,170 Not Listed For Sale

  30 Hogan Trail, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft
  • Built 1950

  30 Hogan Trail, Westport, CT 06880

  Last Sold Summary

  • 11% Above List Price
  • $595/SF
  • 39 Days On Market

  • Last Sold Price $1,150,000
  • Sep 12, 2024

  Last Listing Agent Toni Mickiewicz William Pitt
• 

  

  /16

  $579,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  25 Suzanne Cir, Fairfield, CT 06825

  Welcome to this charming home tucked away on a quiet cul-de-sac in one of Fairfield's most Convenient and desirable neighborhoods. Ideally located within walking distance to both elementary and high schools, this home offers everyday convenience in a highly sought-after setting. Inside: You'll find 3 bedrooms and 1.5 bathrooms with a warm and inviting Livingroom centered around a cozy gas

  Holly Negreiro William Raveis Real Estate

  25 Suzanne Cir, Fairfield, CT 06825
• 

  

  /8

  $2,400 Per Month

  • 2 Beds
  • 1 Bath
  • 789 Sq Ft
  • House for Rent

  258 Jennings Rd, Fairfield, CT 06825

  Welcome to 258 Jennings Road, First Floor. This well maintained unit features a spacious primary bedroom plus a versatile room with a closet that can easily function as a second bedroom, home office, or additional living space. Enjoy everyday convenience with a quiet Bosch dishwasher, in unit washer and dryer, and a private deck ideal for a bistro set. Additional storage is available in the

  Frank Pistecchia Keller Williams Realty

  258 Jennings Rd, Fairfield, CT 06825
• 

  $2,014,000 Sold Mar 09, 2026

  5 Over Rock Ln, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 2,107 Sq Ft
  • Built 1956

  Last Sold Summary

  • 34% Above List Price
  • $956/SF
  • 20 Days On Market

  Current Estimated Value $1,549,317

  Last Listing Agent Laura Sydney William Pitt Sotheby's Int'l

  5 Over Rock Ln, Westport, CT 06880
• 

  Est $5,055,639 Not Listed For Sale

  6 Stonybrook Rd, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 8,957 Sq Ft
  • Built 2011

  6 Stonybrook Rd, Westport, CT 06880

  Last Sold Summary

  • 9% Above List Price
  • $517/SF
  • 93 Days On Market

  • Last Sold Price $4,628,834
  • Aug 01, 2024

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC
• 

  

  /24

  $750,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,736 Sq Ft

  215 Saxonwood Rd, Fairfield, CT 06825

  Builders and Investors Alert! Don't miss this opportunity to Renovate or Redesign this spacious Raised Ranch located in Fairfield's Lake Mohegan neighborhood on .46 acres. There is an abundance of character in this home including cathedral ceiling with beams and so much more. The cozy family room features a working fireplace. House needs complete Rehab and is being SOLD AS IS. A large attached

  Aziz Seyal William Raveis Real Estate

  215 Saxonwood Rd, Fairfield, CT 06825
• 

  

  /14

  $2,400 Per Month

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • House for Rent

  751 Old Stratfield Rd, Fairfield, CT 06825

  Move right into this beautifully updated first-floor 2-bedroom rental in Fairfield. Featuring newly refinished gleaming hardwood floors throughout and a completely renovated kitchen with granite countertops, brand-new appliances, and recessed lighting. Enjoy the convenience of in-unit laundry, with washer and dryer included. This unit includes one garage bay plus one driveway parking space.

  Amie Belile William Raveis Real Estate

  751 Old Stratfield Rd, Fairfield, CT 06825
• 

  $515,000 Sold Dec 22, 2025

  378 Castle Ave, Fairfield, CT 06825

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Above List Price
  • $413/SF
  • 18 Days On Market

  Current Estimated Value $503,678

  Last Listing Agent Jennifer DeLaurentis Compass Connecticut, LLC

  378 Castle Ave, Fairfield, CT 06825
• 

  Est $988,784 Not Listed For Sale

  179 Bayberry Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • Built 1940

  179 Bayberry Ln, Westport, CT 06880

  Last Sold Summary

  • 32% Above List Price
  • $453/SF
  • 41 Days On Market

  • Last Sold Price $750,000
  • Aug 15, 2023

  Last Listing Agent Jane Jones Berkshire Hathaway Home Services
• 

  

  /40

  $899,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  10 Millspaugh Dr, Fairfield, CT 06824

  Welcome to one of the most charming Homes in Fairfield located in a prime University location. This 4 Bedroom home is set on a beautiful property designed for making the most of all seasons-whether you're cooling off in the pool, hosting dinners on the deck under the pergola, enjoying quiet mornings on the front porch or getting cozy in front of the wood-burning fireplace. Inside, the home offers

  Ellen Fusco Compass Connecticut, LLC

  10 Millspaugh Dr, Fairfield, CT 06824
• 

  

  /40

  $13,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft
  • House for Rent

  118 Roseville Rd, Westport, CT 06880

  This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

  Tyler Della Valle Dow Della Valle

  118 Roseville Rd, Westport, CT 06880
• 

  $295,000 Sold Sep 08, 2025

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

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

  Last Sold Summary

  • 6% Below List Price
  • $258/SF
  • 52 Days On Market

  Current Estimated Value $306,232

  Last Listing Agent Ariana Benesova eXp Realty

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605
• 

  Est $3,687,085 Not Listed For Sale

  5 Country Ln, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,955 Sq Ft
  • Built 1951

  5 Country Ln, Westport, CT 06880

  Last Sold Summary

  • 15% Above List Price
  • $538/SF
  • 23 Days On Market

  • Last Sold Price $3,205,000
  • Aug 18, 2023

  Last Listing Agent Susan Seath Compass Connecticut, LLC

Showing Results 401 - 440, Page 11 of 18