Southport, CT Homes

• 

  

  

  /33

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two stand-alone residences in this 24-unit enclave, this townhouse lives like a private home with the ease of condominium living. Featuring 3 bedrooms, 3 full and 1 half baths, and a coveted attached 2-car garage, the residence spans three floors of refined living. Thoughtfully

  Andrew Whiteley Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
• 

  

  

  /13

  $3,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • House for Rent

  9 S Pine Creek Ct, Fairfield, CT 06824

  Recently renovated Cape Cod home with modern kitchen, hardwood floors, and freshly painted is located at the end of a quiet, tree lined, friendly cul-de-sac. Conveniently located to shopping, dining, major transportation and within mile of multiple beaches. Beautifully landscaped lot with private yard and detached garage.

  Albert Miller ADM Real Estate

  9 S Pine Creek Ct, Fairfield, CT 06824
• 

  $1,662,000 Sold Oct 27, 2025

  • 3,648 Sq Ft
  • $456/SF
  • 112 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2021

  60 Eleanor Terrace, Fairfield, CT 06824

  Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood. Just a quick stroll to the beach with pavillion, Fairfield town marina & Sand Castle Park. Hard to find beach area NOT in Flood Zone! No flood insurance required. Thoughtfully designed for open & airy living. Step into open concept living with a spacious living room that

  Katie O'Grady Compass Connecticut, LLC

  60 Eleanor Terrace, Fairfield, CT 06824
• 

  Est $2,063,573 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,092 Sq Ft

  3 Northgate, Westport, CT 06880

  3 Northgate, Westport, CT 06880
• 

  

  

  /26

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
• 

  

  /28

  $5,250 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Apartment for Rent

  1990 Bronson Rd Unit 6, Fairfield, CT 06824

  Welcome to Bronson House, Greenfield Hill's premier luxury rental! This brand-new, two-bedroom, 2.5-bath apartment offers serene privacy away from downtown's hustle. Thoughtfully designed with cutting-edge SMART home technology, enjoy a maintenance-free, turnkey lifestyle. The bright, open-concept living and dining area connects seamlessly to a fully equipped kitchen and in-unit laundry. The

  Lis Reed Berkshire Hathaway NE Prop.

  1990 Bronson Rd Unit 6, Fairfield, CT 06824
• 

  $128,000 Sold Oct 27, 2025

  • 775 Sq Ft
  • $165/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1962

  2370 North Ave Unit 9G, Bridgeport, CT 06604

  Discover this spacious 1-bedroom condo in the highly sought-after Brooklawn neighborhood, just minutes from I-95. Perched on the 9th floor, this unit features breathtaking views and a generously sized living room, perfect for relaxation and entertaining. Take advantage of the 24-hour doorman, assigned parking, and on-site laundry facility. This is more than just a home-it's a lifestyle upgrade.

  Oswaldo Torres Las Americas Real Estate

  2370 North Ave Unit 9G, Bridgeport, CT 06604
• 

  Est $2,025,399 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 695 Sq Ft

  246 Hillspoint Rd, Westport, CT 06880

  246 Hillspoint Rd, Westport, CT 06880
• 

  

  /32

  $999,999

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  972 S Pine Creek Rd, Fairfield, CT 06824

  Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

  Harriet Stone William Pitt Sotheby's Int'l

  972 S Pine Creek Rd, Fairfield, CT 06824
• 

  

  /28

  $5,000 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Apartment for Rent

  1990 Bronson Rd Unit 8, Fairfield, CT 06824

  Welcome to Bronson House, Greenfield Hill's newest luxury rental! This brand-new, efficient two-bedroom, 2.5-bath residence offers modern living in a peaceful, private setting away from downtown noise. Designed for the discerning tenant, the unit features state-of-the-art SMART home technology for effortless, maintenance-free living. Located on the 2nd and 3rd floors with elevator access, this

  Lis Reed Berkshire Hathaway NE Prop.

  1990 Bronson Rd Unit 8, Fairfield, CT 06824
• 

  $840,000 Sold Oct 24, 2025

  • 5,740 Sq Ft
  • $146/SF
  • 71 Days On Market

  • 9 Beds
  • 6 Baths
  • Built 1923

  1659 Fairfield Ave, Bridge Port, CT 06605

  Prime Mixed-Use Investment Opportunity! This well-maintained building features 4 residential apartments and 2 ground-level storefronts, all in a high-visibility, high-traffic location right across from Starbucks, just minutes from the beach, and with immediate access to the highway. With many recent updates throughout the property, it offers strong income and even greater potential-current rents

  Karim Douich William Raveis Real Estate

  1659 Fairfield Ave, Bridge Port, CT 06605
• 

  Est $1,991,915 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,018 Sq Ft

  7 Drumlin Rd, Westport, CT 06880

  7 Drumlin Rd, Westport, CT 06880
• 

  

  /14

  $3,395,000

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
• 

  

  /7

  $4,000 total monthly price

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

  621 Fairfield Beach Rd, Fairfield, CT 06824

  Academic Year Rental - Available for the 2026-2027 school year (September through May). Experience the quintessential beach lifestyle in this charming 2-bedroom cottage, just steps from one of the widest and most inviting stretches of beachfront. This cozy, fully furnished home features a bright kitchen, comfortable living room, enclosed year-round porch, and one full bath. Enjoy the convenience

  Lindsey Rosen William Pitt Sotheby's Int'l

  621 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $465,000 Sold Oct 24, 2025

  • 1,325 Sq Ft
  • $351/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  1442 Melville Ave Unit 1442 Melville Ave, Fairfield, CT 06825

  2 bedroom / 2 full updated baths - Ground floor ranch unit, no stairs, in sought-after Dogwood Green complex offering on-sight maintenance and community pool. Large living room / dinning room space offering fireplace and sliders to private patio that overlooks pond, fountain, and beautifully landscaped grounds. Eat-in kitchen with new appliances. Primary BR suite with updated full bath, multiple

  Nancy Allen Higgins Group Real Estate

  1442 Melville Ave Unit 1442 Melville Ave, Fairfield, CT 06825
• 

  Est $2,379,807 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,129 Sq Ft

  3 Sterling Dr, Westport, CT 06880

  3 Sterling Dr, Westport, CT 06880
• 

  

  /21

  $172,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  2370 North Ave Unit 4C, Bridgeport, CT 06604

  Unbeatable $172,000 price improvement, for the spacious, bright one-bedroom condo at The Regency, located in Bridgeport's desirable Brooklawn neighborhood. This well-maintained high-rise, with 24-hour doorman service, secure lobby and on-site laundry, offers modern urban living in a historic setting. Inside, find an open layout with abundant natural light, full-size bedroom with large closet, and

  Sandy Chang Century 21 Scala Group

  2370 North Ave Unit 4C, Bridgeport, CT 06604
• 

  

  /11

  $2,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,426 Sq Ft
  • House for Rent

  40 Scofield Ave, Bridgeport, CT 06605

  Recently renovated unit in Black Rock, Convenient to Metro North RR, Shopping, Restaurants and more. Utilities Included

  Ralph Russo Keller Williams Prestige Prop.

  40 Scofield Ave, Bridgeport, CT 06605
• 

  $830,000 Sold Oct 24, 2025

  • 2,272 Sq Ft
  • $365/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  235 Lovers Ln, Fairfield, CT 06824

  Welcome to one-level living located in the sought-after university area. 235 Lovers Lane is a ranch-style home sited on just shy of 1/2 acre level lot with unlimited expansion possibilities. Located within minutes of Fairfield's vibrant downtown, Metro North train station and award-winning schools, this warm and welcoming home features an eat-in kitchen, dining room, living room, three bedrooms

  Timothy Dailey Higgins Group Real Estate

  235 Lovers Ln, Fairfield, CT 06824
• 

  Est $1,061,764 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,041 Sq Ft

  82 Saugatuck Ave, Westport, CT 06880

  82 Saugatuck Ave, Westport, CT 06880
• 

  

  /7

  $760,000

  • 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
• 

  

  /22

  $2,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,349 Sq Ft
  • House for Rent

  109 Alfred St Unit 1st Fl., Bridgeport, CT 06605

  Beautiful and spacious first-floor apartment located in the desirable Black Rock area. This freshly painted unit features hardwood floors, granite countertops, new appliances, and a dishwasher. Enjoy the charm of a sun porch and the convenience of laundry hookups and extra storage in the basement. The property offers parking for one car, with the option of a two-car garage available at an

  Angela Morales Keller Williams Realty Prtnrs.

  109 Alfred St Unit 1st Fl., Bridgeport, CT 06605
• 

  $4,150,000 Sold Oct 23, 2025

  • 10,414 Sq Ft
  • $399/SF
  • 183 Days On Market

  • 6 Beds
  • 11 Baths
  • Built 2002

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
• 

  Est $3,568,274 Not Listed For Sale

  • 8 Beds
  • 6.5 Baths
  • 6,057 Sq Ft

  2 Whippoorwill Ln, Westport, CT 06880

  2 Whippoorwill Ln, Westport, CT 06880
• 

  

  /38

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880
• 

  

  /32

  $6,950 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Apartment for Rent

  116 Sherman St Unit 1, Fairfield, CT 06824

  Embrace the ultimate in sophistication, exclusivity, and style with this stunning two-bedroom, two-bath apartment located in the heart of Downtown Fairfield. With breathtaking panoramic views and an abundance of natural light streaming through a full wall of windows, this home is designed to impress from every angle. Inside, enjoy contemporary features including integrated lighting that creates a

  Sara Santos Coldwell Banker Realty

  116 Sherman St Unit 1, Fairfield, CT 06824
• 

  $3,210,000 Sold Oct 23, 2025

  • 6,610 Sq Ft
  • $486/SF
  • 26 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 2025

  8 Fillow St, Westport, CT 06880

  Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years and 300+ completed homes. SIR carefully selects each property, designs every detail, and handpicks all finishes delivering a 100% complete, turnkey home. Perfectly positioned on a quiet, walkable street, this 6-BR, 5.2-bath residence

  Julie Haroun Westport Residential, LLC.

  8 Fillow St, Westport, CT 06880
• 

  Est $3,155,150 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,273 Sq Ft

  142 Compo Rd N, Westport, CT 06880

  142 Compo Rd N, Westport, CT 06880
• 

  

  /4

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
• 

  

  /32

  $8,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • House for Rent

  8 Millard St, Fairfield, CT 06824

  Exquisitely updated ranch-style home situated on a quiet cul-de-sac in the coveted beach area as well as just steps to Fairfield's vibrant downtown and the train station. This inviting, newly renovated home features a wonderful open floor plan and is filled with natural light, enhanced by multiple skylights throughout. Step into the welcoming living room featuring a wood burning fireplace, large

  Carrie Sakey Coldwell Banker Realty

  8 Millard St, Fairfield, CT 06824
• 

  $620,000 Sold Oct 23, 2025

  • 1,814 Sq Ft
  • $342/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1947

  1646 Jennings Rd, Fairfield, CT 06824

  Spacious University Home with Tremendous Potential This 4-bedroom, 2-bath home offers 1,814 sq. ft. of living space on a generous corner lot. Built in 1947, this home has enjoyed a lot of joy and now it awaits someone's vision to update it to its potential. The property is nestled in a fantastic neighborhood near the university and offers both convenience and privacy. The main level includes a

  Karen Waldvogel William Raveis Real Estate

  1646 Jennings Rd, Fairfield, CT 06824
• 

  Est $2,282,632 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,253 Sq Ft

  18 Silver Brook Rd, Westport, CT 06880

  18 Silver Brook Rd, Westport, CT 06880
• 

  

  /40

  $2,398,000

  • 10 Beds
  • 7.5 Baths
  • 4,403 Sq Ft

  465 Edward St, Fairfield, CT 06824

  Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

  Jessica Walsh William Raveis Real Estate

  465 Edward St, Fairfield, CT 06824
• 

  

  /10

  $3,750 total monthly price

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

  4 Whitney St, Westport, CT 06880

  Discover your charming 2-bedroom, 1-bath in the heart of Westport! This beautifully updated private apartment boasts a brand-new kitchen and bath, gleaming hardwood floors throughout, and a private entrance for ultimate convenience. Tucked away on a quiet street, you'll enjoy 2 onsite parking spaces, onsite laundry, and access to a serene private backyard-complete with chicken coop privileges!

  Christine Ricci Keller Williams NY Realty

  4 Whitney St, Westport, CT 06880
• 

  $3,045,000 Sold Oct 23, 2025

  • 5,092 Sq Ft
  • $598/SF
  • 50 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2022

  36 Bonnie Brook Rd, Westport, CT 06880

  Welcome to your dream home in one of Westport's most desirable and charming neighborhoods. This beautifully crafted residence includes a sparkling pool and is perfectly nestled in a peaceful, walkable community-for bike rides and evening strolls. This home seamlessly blends modern design with a fresh take on the timeless Modern Farmhouse, offering both style and function. A spacious front porch

  Michael Ferraro Compass Connecticut, LLC

  36 Bonnie Brook Rd, Westport, CT 06880
• 

  Est $2,776,157 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,970 Sq Ft

  64 Long Lots Rd, Westport, CT 06880

  64 Long Lots Rd, Westport, CT 06880
• 

  /2

  $199,000

  • Land
  • 0.06 Acre
  • $3,316,667 per Acre

  150 Clinton Ave, Bridge Port, CT 06605

  Opportunity knocks at 150 Clinton Avenue! This level and cleared lot is ideally situated in Bridgeport's West End, offering excellent proximity to the vibrant Black Rock neighborhood, Bridgeport Hospital, Seaside Park, and major transportation routes including I-95 and the Metro-North station. Public utilities available at the street. Whether you're an investor, developer, or owner-occupant, this

  Melanie Billie BHGRE Gaetano Marra Homes

  150 Clinton Ave, Bridge Port, CT 06605
• 

  

  /9

  $2,150 total monthly price

  • 3 Beds
  • 1 Bath
  • 3,257 Sq Ft
  • Apartment for Rent

  145 Lenox Ave Unit 1, Bridgeport, CT 06605

  Welcome to this bright and spacious Three-Bedroom apartment offering comfort and convenience. Enjoy an open layout with plenty of natural light throughout. The unit includes parking for one car and laundry hookups-just bring your own machines! Located in a desirable area close.

  Josseline Rodriguez Whitestone Real Estate Group

  145 Lenox Ave Unit 1, Bridgeport, CT 06605
• 

  $2,495,000 Sold Oct 23, 2025

  • 1,838 Sq Ft
  • $1,357/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1955

  7 Buena Vista Dr, Westport, CT 06880

  Location, Location, Location! 7 Buena Vista Drive, is a rare and exceptional property in one of Westport's most sought-after beach neighborhoods. This prime 0.18-acre property sits at the top of Compo Hill and offers incredible views of the Long Island Sound. It is the perfect canvas to build your dream home just moments from the shoreline, where you can enjoy coastal living at it's finest.

  Jenny Bentley The Riverside Realty Group

  7 Buena Vista Dr, Westport, CT 06880
• 

  Est $1,687,515 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft

  14 North Ave, Westport, CT 06880

  14 North Ave, Westport, CT 06880

Showing Results 441 - 480, Page 12 of 18