Southport, CT Homes

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  /38

  $1,200,000 Pending

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

  220 Lansdowne, Westport, CT 06880

  Incredible opportunity to own at Lansdowne, one of Westport's most desirable gated communities. This elegant townhouse offers spacious, sun-filled living with beautiful architectural details and serene outdoor views. The large living room features a cathedral ceiling, hardwood floors, and a fireplace, leading to a bright sunroom with sliding doors to an oversized patio overlooking a picturesque

  Patricia Shea Coldwell Banker Realty

  220 Lansdowne, Westport, CT 06880
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  /17

  $13,000 total monthly price

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

  995 Reef Rd, Fairfield, CT 06824

  STUNNING Rental steps from the Beach. Quality and elegant 2021 ew Construction built by renowned local builder.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 sanctuary. Upstairs; you will find

  Helene Salerno Ogents, LLC

  995 Reef Rd, Fairfield, CT 06824
• 

  $139,000 Sold Nov 10, 2025

  2370 North Ave Unit 7C, Bridgeport, CT 06604

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

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 26 Days On Market

  Current Estimated Value $137,516

  Last Listing Agent Santo Miletes BHGRE Gaetano Marra Homes

  2370 North Ave Unit 7C, Bridgeport, CT 06604
• 

  Est $458,222 Not Listed For Sale

  59 Bennett St, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 1,281 Sq Ft
  • Built 1920

  59 Bennett St, Bridgeport, CT 06605

  Last Sold Summary

  • 7% Above List Price
  • $336/SF
  • 45 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Peter Bondi Coldwell Banker Realty
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  /35

  $1,299,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 2,019 Sq Ft

  310 Lansdowne Unit 310, Westport, CT 06880

  Resort living at its finest in this highly desirable gated association offering vacation-like amenities! This sun-filled contemporary end-unit townhouse invites you from the ante room, foyer into a large living room showcasing a 2-story soaring ceiling, designer bamboo wall & double-sided gas fireplace for gatherings. The family room flows off the living room & has a large wall of glass sliders

  Debbie Fisher William Raveis Real Estate

  310 Lansdowne Unit 310, Westport, CT 06880
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  /25

  $2,885 - $4,080 per month plus fees

  Trademark Fairfield

  Studio - 2 Beds

  665 Commerce Dr, Fairfield, CT 06825

  Trademark living is quintessentially connected; adjacent to the Fairfield Metro station,atop a curated collection of shops, and moments from downtown Fairfields restaurant-lined main street.

  665 Commerce Dr, Fairfield, CT 06825
• 

  $3,775,000 Sold May 01, 2025

  15 Morningside Ln, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,012 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $628/SF
  • 7 Days On Market

  Current Estimated Value $3,664,068

  Last Listing Agent Brett Lieberman The Riverside Realty Group

  15 Morningside Ln, Westport, CT 06880
• 

  Not Listed For Sale

  60 Wilton Rd, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,517 Sq Ft
  • Built 2023

  60 Wilton Rd, Westport, CT 06880

  Last Sold Summary

  • $1,162/SF
  • 102 Days On Market

  Last Sold Price $2,925,000

  Last Listing Agent Robert DiDonato William Raveis Real Estate
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  /39

  $1,999,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,474 Sq Ft

  204 Glen Ridge Rd, Fairfield, CT 06825

  PLEASE SUBMIT HIGHEST AND BEST BY 5PM MONDAY 3/2. Tucked within Fairfield's coveted Lake Area, this newly built home offers a peaceful retreat where nature and design meet. Surrounded by mature trees and set on a scenic stretch just moments from Lake Mohegan, neighborhood beaches, and downtown amenities, the setting feels tranquil and removed while remaining effortlessly connected. Set on .46

  Jennifer DeLaurentis Compass Connecticut, LLC

  204 Glen Ridge Rd, Fairfield, CT 06825
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  /15

  $12,000 total monthly price

  • 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
• 

  $565,000 Sold Aug 26, 2025

  88 Old Black Rock Turnpike, Fairfield, CT 06824

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • Built 1953

  Last Sold Summary

  • 13% Above List Price
  • $460/SF
  • 31 Days On Market

  Current Estimated Value $561,187

  Last Listing Agent Charles McMahon BHGRE Gaetano Marra Homes

  88 Old Black Rock Turnpike, Fairfield, CT 06824
• 

  Est $286,158 Not Listed For Sale

  2660 North Ave Unit 240, Bridgeport, CT 06604

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2010

  2660 North Ave Unit 240, Bridgeport, CT 06604

  Last Sold Summary

  • 4% Above List Price
  • $258/SF
  • 45 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Nicole J Bates William Raveis Real Estate
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  /26

  $610,000 Open Mon 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  49 Southport Woods Dr, Southport, CT 06890

  Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath),

  Andrea Morelli Higgins Group Real Estate

  49 Southport Woods Dr, Southport, CT 06890
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  /35

  $2,194 - $7,718 per month plus fees

  Alto Fairfield Metro

  Studio - 2 Beds

  1401 Kings Hwy, Fairfield, CT 06824

  A unique fusion of convenience and luxuryyoull find the home, amenities, and location youve been dreaming of at ALTO Fairfield Metro. Discover what it feels like to love where you livemodern, spacious open-layout apartments boasting stunning quartz countertops, stainless steel appliances, floor-to-ceiling windows, hardwood-style plank flooring, and full-size washers and dryers. Discover The ALTO

  1401 Kings Hwy, Fairfield, CT 06824
• 

  $1,275,000 Sold Jul 24, 2025

  129 Brookmere Dr, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 1972

  Last Sold Summary

  • 28% Above List Price
  • $645/SF
  • 55 Days On Market

  Current Estimated Value $1,267,215

  Last Listing Agent Cindy Raney Coldwell Banker Realty

  129 Brookmere Dr, Fairfield, CT 06824
• 

  Est $1,793,559 Not Listed For Sale

  9 Old Black Rock Turnpike, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft
  • Built 2024

  9 Old Black Rock Turnpike, Fairfield, CT 06824

  Last Sold Summary

  • 11% Above List Price
  • $386/SF
  • 71 Days On Market

  Last Sold Price $1,620,000

  Last Listing Agent Kim Harizman Compass Connecticut, LLC
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  /10

  $2,299,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,700 Sq Ft

  360 Duck Farm Rd, Fairfield, CT 06824

  Cast one's eyes upon this special setting and you're instantly reminded of Mark Twain's quote... "Buy land, they're not making it anymore!" Picture perfect, sanctuary view, expansive level lawn, located in the heart of Fairfield. Magnificent new home built by one of the towns most prominent tradesman. Architecturally stunning turreted and stone enhanced Colonial design. Gracious open floor plan

  Tom Preston Keller Williams Realty

  360 Duck Farm Rd, Fairfield, CT 06824
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  /39

  $14,000 total monthly price

  • 4 Beds
  • 5 Baths
  • 3,600 Sq Ft
  • House for Rent

  14 Winslow Ln, Westport, CT 06880

  Custom built colonial available for one- or two-year lease starting July. Fully rebuilt in 2011, this beautiful home (with stylish, modern furnishings) rests on a manicured 0.7-acre lot in a fantastic location at the end of a small private road walking distance to vibrant downtown Westport shopping, dining, gyms, Library, and Levitt Pavilion. It boasts an open layout: 4 spacious bedrooms, 3.5

  Veronica Monahan Compass Connecticut, LLC

  14 Winslow Ln, Westport, CT 06880
• 

  $3,700,000 Sold Apr 15, 2025

  5 Timber Ln, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 5,273 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $702/SF
  • 75 Days On Market

  Current Estimated Value $3,653,995

  Last Listing Agent Angela Benzan Higgins Group Bedford Square

  5 Timber Ln, Westport, CT 06880
• 

  Est $1,216,503 Not Listed For Sale

  229 Lansdowne Unit 229, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft
  • Built 1985

  229 Lansdowne Unit 229, Westport, CT 06880

  Last Sold Summary

  • $595/SF
  • 128 Days On Market

  Last Sold Price $1,220,000

  Last Listing Agent Jolanta Rojek eXp Realty
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  /39

  $1,679,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft

  50 Kings Hwy S, Westport, CT 06880

  Elegance, style, and thoughtful design converge in this stunning Westport residence, perfectly situated on a full acre of park-like grounds. Set back from the road, the property offers both privacy and convenience, just minutes from Saugatuck Center and downtown Westport. Inside, recent updates and tasteful renovations are showcased at every turn. The living room features a marble fireplace and

  Barbara Sweeney Coldwell Banker Realty

  50 Kings Hwy S, Westport, CT 06880
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  /21

  $3,450 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,195 Sq Ft
  • Townhouse for Rent

  240 Sunnyridge Ave, Fairfield, CT 06824

  Updated 3BR Fairfield End-Unit Townhome HEAT & HOT WATER Included, Private Deck, Pet FriendlyRare end-unit rental in a highly sought-after Fairfield community. This beautifully updated 3-bedroom, 1.5-bath townhome is bright and sun-filled, featuring hardwood floors throughout, a bay window in the living room, and an updated kitchen with granite countertops and modern appliances. A

  240 Sunnyridge Ave, Fairfield, CT 06824
• 

  $1,715,000 Sold Jun 20, 2025

  20 Saint Marc Ln, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft
  • Built 2024

  Last Sold Summary

  • 10% Below List Price
  • $429/SF
  • 168 Days On Market

  Current Estimated Value $1,865,980

  Last Listing Agent Basil Amso RE/MAX Right Choice

  20 Saint Marc Ln, Fairfield, CT 06824
• 

  Est $2,070,948 Not Listed For Sale

  72 Lower Farm Rd Unit lot 7, Fairfield, CT 06824

  • 4 Beds
  • 4 Baths
  • 4,150 Sq Ft
  • Built 2024

  72 Lower Farm Rd Unit lot 7, Fairfield, CT 06824

  Last Sold Summary

  • 9% Above List Price
  • $458/SF
  • 274 Days On Market

  Last Sold Price $1,899,000

  Last Listing Agent Linda Blackwell Houlihan Lawrence
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  /40

  $2,195,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,126 Sq Ft

  187 Catherine Terrace, Fairfield, CT 06824

  A stop-in-your-tracks reconstruction & expansion ideally located on a quiet street just moments from town & beach. Beautifully sited on a fully fenced double lot, the property includes a 3-car detached garage with unfinished loft-ideal for a future ADU. The main level is designed for effortless living & entertaining, highlighted by a stunning open great room w/ linear modern gas fireplace & a

  Denise Walsh William Raveis Real Estate

  187 Catherine Terrace, Fairfield, CT 06824
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  /15

  $13,000 total monthly price

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

  997 Reef Rd, Fairfield, CT 06824

  STUNNING Rental steps from the Beach. Quality and elegant 2021 ew 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 sanctuary. Upstairs;

  Helene Salerno Ogents, LLC

  997 Reef Rd, Fairfield, CT 06824
• 

  $830,000 Sold May 29, 2025

  5 Tarone Dr, Norwalk, CT 06851

  • 3 Beds
  • 2.5 Baths
  • 2,033 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Above List Price
  • $408/SF
  • 5 Days On Market

  Current Estimated Value $810,071

  Last Listing Agent Lauren Healy Compass Connecticut, LLC

  5 Tarone Dr, Norwalk, CT 06851
• 

  Est $496,160 Not Listed For Sale

  492 High St, Fairfield, CT 06824

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft
  • Built 1943

  492 High St, Fairfield, CT 06824

  Last Sold Summary

  • 8% Above List Price
  • $554/SF
  • 17 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Christine Ryan William Raveis Real Estate
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  /32

  $2,095,000

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

  2177 Cross Hwy, Fairfield, CT 06824

  A special contemporary with a pool, on the Westport border, minutes to shops, restaurants and train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 bedrooms & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat and central A/C for comfortable

  Mary Ellen Gallagher Compass Connecticut, LLC

  2177 Cross Hwy, Fairfield, CT 06824
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  /20

  $3,995 - $4,250 total monthly price

  1480 Post

  2 Beds

  1480 Post Rd E, Westport, CT 06880

  Welcome to 1480 Post! One and two bedroom condominium-style apartments and townhouses, located conveniently along the Post Road in the Greens Farms neighborhood of Westport. This multi-building complex features entirely new construction with light filled apartments, state of the art appliance including a washer/dryer in each unit. Pet friendly that is ready for immediate occupancy. Parking is so

  1480 Post Rd E, Westport, CT 06880
• 

  $1,945,000 Sold May 15, 2025

  99 Range Rd, Southport, CT 06890

  • 4 Beds
  • 4.5 Baths
  • 5,880 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $331/SF
  • 48 Days On Market

  Current Estimated Value $2,004,370

  Last Listing Agent Ken Banks William Raveis Real Estate

  99 Range Rd, Southport, CT 06890
• 

  Est $2,098,116 Not Listed For Sale

  177 High Meadow Rd, Southport, CT 06890

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft
  • Built 2022

  177 High Meadow Rd, Southport, CT 06890

  Last Sold Summary

  • 19% Above List Price
  • $352/SF
  • 54 Days On Market

  Last Sold Price $1,761,275

  Last Listing Agent Jonathan Makovsky Compass Connecticut, LLC
• 

  

  /40

  $1,749,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,000 Sq Ft

  345 Reef Rd Unit B6, Fairfield, CT 06824

  Approximately 4,000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en-suite bathrooms, and two half baths, and private elevator. This residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit B6, Fairfield, CT 06824
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  /17

  $4,950 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft
  • Townhouse for Rent

  379 S Pine Creek Rd, Fairfield, CT 06824

  This spacious 3-bedroom, 2.5-bath home offers over 2,000 square feet of thoughtfully designed living space in one of Fairfield's most sought-after neighborhoods. The primary suite serves as a true retreat, complete with a spa-like en-suite bath featuring a soaking tub and separate stall shower, a generous walk-in closet, and a versatile nook ideal for a reading area or home office. Recently

  Colleen Gennari William Raveis Real Estate

  379 S Pine Creek Rd, Fairfield, CT 06824
• 

  $213,000 Sold Apr 22, 2025

  80 Cartright St Unit 6D, Bridgeport, CT 06604

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $195/SF
  • 40 Days On Market

  Current Estimated Value $212,259

  Last Listing Agent Hillary Waite William Raveis Real Estate

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

  Est $931,976 Not Listed For Sale

  298 Pansy Rd, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 2,271 Sq Ft
  • Built 2011

  298 Pansy Rd, Fairfield, CT 06824

  Last Sold Summary

  • 20% Above List Price
  • $341/SF
  • 189 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Catherine Cardell Yarmosh Coldwell Banker Realty
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  /8

  $1,699,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft

  217 Fairland Dr, Fairfield, CT 06825

  This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

  Madeline O'Shea Coldwell Banker Realty

  217 Fairland Dr, Fairfield, CT 06825
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  /23

  $3,458 - $5,428 total monthly price

  The Anchorage

  Studio - 2 Beds

  333 Unquowa Rd, Fairfield, CT 06824

  The Anchorage was created to bring a new kind of living to Fairfield?one where you can kick back on a column-lined porch, host an outdoor dinner party, or take a quick drive to a sandy dune-lined beach. Every apartment at The Anchorage was built to be your own personal haven. Minimal contemporary design touches, paired with high-end finishes and light-filled layouts provide the perfect

  333 Unquowa Rd, Fairfield, CT 06824
• 

  $1,000,000 Sold Nov 14, 2025

  74 Westford Dr, Southport, CT 06890

  • 3 Beds
  • 2.5 Baths
  • 2,609 Sq Ft
  • Built 1947

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 14 Days On Market

  Current Estimated Value $988,295

  Last Listing Agent Lauren Dunne Berkshire Hathaway NE Prop.

  74 Westford Dr, Southport, CT 06890
• 

  Est $1,876,809 Not Listed For Sale

  170 Windsor Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft
  • Built 2019

  170 Windsor Rd, Fairfield, CT 06824

  Last Sold Summary

  • 13% Above List Price
  • $335/SF
  • 13 Days On Market

  Last Sold Price $1,665,000

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate

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