Southport, CT Homes

• 

  

  

  /3

  $800,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,202 Sq Ft

  54 Ridgedale Rd, Fairfield, CT 06824

  Build Your Dream Home Near Fairfield University! Here's your chance to create something extraordinary! Situated on a quiet street with beautiful newer homes, this property is ready for transformation - either through a full renovation or a brand-new custom build. Imagine designing the home you've always wanted just minutes from town, beaches, train, and Fairfield University. The location alone

  Elizabeth Casey William Raveis Real Estate

  54 Ridgedale Rd, Fairfield, CT 06824
• 

  

  

  /13

  $2,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  82 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  82 Waldorf Ave, Bridgeport, CT 06605
• 

  $1,185,000 Sold Sep 10, 2025

  11 Catamount Rd, Westport, CT 06880

  • 5 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $462/SF
  • 89 Days On Market

  Current Estimated Value $1,223,307

  Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  11 Catamount Rd, Westport, CT 06880
• 

  Est $2,033,172 Not Listed For Sale

  1 Stone Dr, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 3,800 Sq Ft
  • Built 1965

  1 Stone Dr, Westport, CT 06880

  Last Sold Summary

  • 25% Above List Price
  • $428/SF
  • 39 Days On Market

  Last Sold Price $1,625,000

  Last Listing Agent Meredith Cohen Serhant Connecticut, LLC
• 

  

  

  /40

  $1,395,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 102, Westport, CT 06880

  AMAZING NEW CONSTRUCTION INCLUDING $25,000 IN EXTRAS! 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

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 102, Westport, CT 06880
• 

  

  /23

  $9,800 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 4,508 Sq Ft
  • House for Rent

  59 Crescent Rd, Westport, CT 06880

  Step into a rare opportunity to enjoy a stately Westport colonial nestled on a tree lined property to create your own private sanctuary while located just moments to all of Westport's amenities. More than just place to call home the understated elegance offers ease and convenience without sacrificing quality and style. The well appointed home features hardwood flooring throughout, a traditional

  Carrie Braley Compass Connecticut, LLC

  59 Crescent Rd, Westport, CT 06880
• 

  $4,775,000 Sold Aug 04, 2025

  165 Bayberry Ln, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 7,594 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $629/SF
  • 143 Days On Market

  Current Estimated Value $4,809,457

  Last Listing Agent Pamela Cornfield Coldwell Banker Realty

  165 Bayberry Ln, Westport, CT 06880
• 

  Est $2,546,900 Not Listed For Sale

  7 Rices Ln, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,634 Sq Ft
  • Built 1969

  7 Rices Ln, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $667/SF
  • 25 Days On Market

  Last Sold Price $2,425,000

  Last Listing Agent Inna Agujen Coldwell Banker Realty
• 

  

  /39

  $1,175,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,552 Sq Ft

  98 Cambridge St, Fairfield, CT 06824

  This true gem of a home is set on a quiet side street in Fairfield's highly desirable beach and marina neighborhood. Cute as a button and thoughtfully updated throughout, it offers a warm, inviting feel from the moment you step inside. Plantation shutters, shiplap, and carefully chosen details add character to the bright living and dining spaces. The updated kitchen features a large island with

  Jennifer Lockwood Coldwell Banker Realty

  98 Cambridge St, Fairfield, CT 06824
• 

  

  /13

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  86 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  86 Waldorf Ave, Bridgeport, CT 06605
• 

  $605,000 Sold Aug 15, 2025

  350 Grovers Ave Unit 11A, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $471/SF
  • 10 Days On Market

  Current Estimated Value $597,337

  Last Listing Agent John Kleps Berkshire Hathaway NE Prop.

  350 Grovers Ave Unit 11A, Bridgeport, CT 06605
• 

  Est $873,604 Not Listed For Sale

  4 Willowbrook Dr, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1962

  4 Willowbrook Dr, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $549/SF
  • 32 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Daniel Martin Higgins Group Real Estate
• 

  

  /21

  $419,900

  • 1 Bed
  • 1 Bath
  • 691 Sq Ft

  245 Unquowa Rd Unit 82, Fairfield, CT 06824

  Welcome to Mosswood Condominiums, ideally located just steps from the Fairfield Center Train Station and all that downtown Fairfield has to offer. This sun-filled, second-floor end unit provides ease of living and added privacy. Upon entering, you are welcomed into an open living space featuring a spacious living room with a large picture window and access to a private deck overlooking a quiet

  James Millington William Raveis Real Estate

  245 Unquowa Rd Unit 82, Fairfield, CT 06824
• 

  

  /13

  $2,600 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,889 Sq Ft
  • House for Rent

  84 Waldorf Ave, Bridgeport, CT 06605

  Welcome to this beautifully renovated 3 bedroom apartment, where modern finishes meet unbeatable convenience. Enjoy a sleek kitchen with stainless steel appliances, the ease of laundry in unit, and a thoughtfully updated layout. Ideally located just minutes from I-95, grocery stores and popular dining options, everything you need is right at your doorstep. A perfect blend of comfort, style and

  Nadia Almezy Larracuente & Johnson Realty, LLC

  84 Waldorf Ave, Bridgeport, CT 06605
• 

  $1,650,000 Sold Jul 02, 2025

  101 Mailands Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 4,241 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Above List Price
  • $389/SF
  • 22 Days On Market

  Current Estimated Value $1,665,152

  Last Listing Agent Eva Preuss William Raveis Real Estate

  101 Mailands Rd, Fairfield, CT 06824
• 

  Est $1,397,770 Not Listed For Sale

  38 Hillspoint Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 2,112 Sq Ft
  • Built 1983

  38 Hillspoint Rd, Westport, CT 06880

  Last Sold Summary

  • 39% Above List Price
  • $476/SF
  • 135 Days On Market

  Last Sold Price $1,005,000

  Last Listing Agent Todd Debek Debek Real Estate Services LLC
• 

  

  /31

  $599,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 999 Sq Ft

  77 Meadowbrook Rd, Fairfield, CT 06824

  Charming 1918 single family brick Colonial gem on a cul de sac in the heart of Fairfield. Close to everything downtown Fairfield has to offer. Move-in ready & fully updated. This 3-bedroom, 1.5 bath home blends timeless character with thoughtful updates in a prime walkable location. The remodeled kit. features custom cabinetry, new butcher block counters & tile, new ss appliances. The sun filled

  Jude Re' William Raveis Real Estate

  77 Meadowbrook Rd, Fairfield, CT 06824
• 

  

  /32

  $15,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,928 Sq Ft
  • House for Rent

  1033 Reef Rd, Fairfield, CT 06824

  Available for the academic school year + summer rentals ($5,000 p/week)! Experience simple, serene living in this centrally-located, newly built (2019) home. Enjoy premier beachside living in this spacious five-bedroom house. The landlord also owns 1039 Reef Road for larger groups, accommodating up to 22 guests. Just steps away from Fairfield's beaches, tennis courts, and restaurants and less

  Bryan Frinhani The Brokerage of New England

  1033 Reef Rd, Fairfield, CT 06824
• 

  $390,000 Sold Sep 08, 2025

  102 Hansen Ave Unit 104, Bridgeport, CT 06605

  • 6 Beds
  • 2 Baths
  • 2,511 Sq Ft
  • Built 1917

  Last Sold Summary

  • 5% Above List Price
  • $155/SF
  • 9 Days On Market

  Current Estimated Value $532,944

  Last Listing Agent John Armellino William Raveis Real Estate

  102 Hansen Ave Unit 104, Bridgeport, CT 06605
• 

  Est $2,265,570 Not Listed For Sale

  4 Country Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,912 Sq Ft
  • Built 1972

  4 Country Rd, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $512/SF
  • 13 Days On Market

  Last Sold Price $2,003,500

  Last Listing Agent Heather Zito Carbutti & Co., Realtors
• 

  

  /22

  $799,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft

  75 Spinning Wheel Rd, Fairfield, CT 06824

  This isn't just a listing; it's a home that has been deeply loved for the last 14 years. As the owners' first home together, every corner is filled with memories of "firsts." Chosen because of its ideal location to town and beaches where you have the choice of either the quiet Pine Creek Beach or the picturesque Sasco Beach both less than a mile away. The yard was a big attraction for the current

  Mary Ellen Brennan William Raveis Real Estate

  75 Spinning Wheel Rd, Fairfield, CT 06824
• 

  

  /26

  $15,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,928 Sq Ft
  • House for Rent

  1039 Reef Rd, Fairfield, CT 06824

  Available for the academic school year + summer rentals ($5,000 p/week)! Experience simple, serene living in this centrally-located, newly built (2019) home. Enjoy premier beachside living in this spacious five-bedroom house. The landlord also owns 1033 Reef Road for larger groups, accommodating up to 22 guests. Just steps away from Fairfield's beaches, tennis courts, and restaurants and less

  Bryan Frinhani The Brokerage of New England

  1039 Reef Rd, Fairfield, CT 06824
• 

  $1,800,000 Sold Aug 08, 2025

  91 Open Gate Ln, Southport, CT 06890

  • 5 Beds
  • 5.5 Baths
  • 4,709 Sq Ft
  • Built 1919

  Last Sold Summary

  • 6% Above List Price
  • $382/SF
  • 32 Days On Market

  Current Estimated Value $1,834,323

  Last Listing Agent Victoria Fingelly Higgins Group Real Estate

  91 Open Gate Ln, Southport, CT 06890
• 

  Est $3,994,277 Not Listed For Sale

  146 North Ave, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 7,400 Sq Ft
  • Built 2023

  146 North Ave, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $482/SF
  • 22 Days On Market

  Last Sold Price $3,564,000

  Last Listing Agent Brett Lieberman The Riverside Realty Group
• 

  

  /22

  $659,000

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft

  376 Knapps Hwy, Fairfield, CT 06825

  Discover this impeccably remodeled townhouse, where every detail has been curated with a designer's eye. Wide-plank Brazilian hardwood floors set a sophisticated tone throughout, complemented by custom millwork, abundant natural light, and two balconies. The main living level offers a seamless, open flow. The kitchen blends modern lines with thoughtful craftsmanship, featuring an island, newer

  Dominika Wojciechowski Houlihan Lawrence

  376 Knapps Hwy, Fairfield, CT 06825
• 

  

  /11

  $2,900 total monthly price

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

  54 Richmondville Ave, Westport, CT 06880

  Bright and Beautifully remodeled 2 floor 1- bedroom apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.

  Lori kosut Coldwell Banker Realty

  54 Richmondville Ave, Westport, CT 06880
• 

  $6,650,000 Sold Jul 03, 2025

  51 Compo Beach Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $2,309/SF
  • 28 Days On Market

  Current Estimated Value $6,643,727

  Last Listing Agent Carol Cutler Higgins Group Bedford Square

  51 Compo Beach Rd, Westport, CT 06880
• 

  Est $4,879,659 Not Listed For Sale

  31 Soundview Dr, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 2,821 Sq Ft
  • Built 1946

  31 Soundview Dr, Westport, CT 06880

  Last Sold Summary

  • 10% Above List Price
  • $1,580/SF
  • 127 Days On Market

  Last Sold Price $4,456,250

  Last Listing Agent steven girden Compass Connecticut, LLC
• 

  

  /40

  $3,200,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft

  1053 Fairfield Beach Rd, Fairfield, CT 06824

  Direct waterfront on premier Fairfield Beach with rare sandy frontage and sweeping, panoramic coastline views of the Long Island Sound. This sophisticated 3278sqft 4-bedroom residence offers an exceptional combination of elevation, privacy, and protection by two jetties. Extensively improved with over $400K in recent upgrades, the home is engineered for low-maintenance coastal luxury, featuring

  Mikhail Faifman William Raveis Real Estate

  1053 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  /34

  $3,600 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • House for Rent

  927 Burroughs Rd, Fairfield, CT 06825

  Across from Burroughs Park this ranch house has a large great room with fireplace. Three. Bedrooms 2 full baths this lovely home is all one floor living. Centrally located this is a great place to call home. Open to both short term and one year lease for multiple years. Great as a short term while house is being renovated or open to student rental in a great location close to everything. Photos

  Rebecca Ellsley Higgins Group Bedford Square

  927 Burroughs Rd, Fairfield, CT 06825
• 

  $1,400,000 Sold Jul 16, 2025

  181 Lakewood Dr, Fairfield, CT 06824

  • 5 Beds
  • 3.5 Baths
  • 4,138 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Above List Price
  • $338/SF
  • 12 Days On Market

  Current Estimated Value $1,411,760

  Last Listing Agent Denise Walsh William Raveis Real Estate

  181 Lakewood Dr, Fairfield, CT 06824
• 

  Est $2,846,747 Not Listed For Sale

  28 Spicer Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 5,437 Sq Ft
  • Built 2023

  28 Spicer Rd, Westport, CT 06880

  Last Sold Summary

  • 23% Above List Price
  • $425/SF
  • 59 Days On Market

  Last Sold Price $2,310,000

  Last Listing Agent John Schiaroli Coldwell Banker Realty
• 

  

  /16

  $6,785,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,888 Sq Ft

  14 Burr School Rd, Westport, CT 06880

  RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

  Jennifer Tanner The Riverside Realty Group

  14 Burr School Rd, Westport, CT 06880
• 

  

  /18

  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  1645 Black Rock Turnpike Unit 304, Fairfield, CT 06825

  PERFECT LOCATION, WALK TO EVERYTHING! BRAND NEW 2018 CONSTRUCTION!! This spacious, light filled FURNISHED ONLY studio apartment offers a kitchen w/ granite counter-tops, white shaker cabinets, and stainless steel appliances. The large and airy living room offers plenty of space for a couch, chair, end tables, and eating area. Heat and air conditioning are both fueled by electricity. The building

  Anthony Gigliotti Keller Williams Realty

  1645 Black Rock Turnpike Unit 304, Fairfield, CT 06825
• 

  $1,950,000 Sold Jul 31, 2025

  41 Richmondville Ave Unit 206, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $1,275/SF
  • 92 Days On Market

  Last Listing Agent Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 206, Westport, CT 06880
• 

  Est $1,724,987 Not Listed For Sale

  1 Pilgrim Trail, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 3,844 Sq Ft
  • Built 1977

  1 Pilgrim Trail, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $384/SF
  • 38 Days On Market

  Last Sold Price $1,476,000

  Last Listing Agent Regina Kendig William Raveis Real Estate
• 

  

  /22

  $549,000

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft

  156 Halley Ave, Fairfield, CT 06825

  Check out this two-family home, a true diamond in the rough! Each apartment features a cozy living room, one bedroom, eat-in kitchen, and a bathroom. The property also includes a detached two-car garage for added convenience. While the home needs some TLC and is being sold in as-is condition, it offers great potential for renovation. Close to schools, parks, shopping, and highways.

  Katiria Chiluisa RE/MAX Right Choice

  156 Halley Ave, Fairfield, CT 06825
• 

  

  /40

  $8,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,857 Sq Ft
  • House for Rent

  414 Riverside Ave, Westport, CT 06880

  Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, swing, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC

  Inna Agujen Coldwell Banker Realty

  414 Riverside Ave, Westport, CT 06880
• 

  $300,000 Sold Jan 29, 2026

  2660 North Ave Unit 217, Bridgeport, CT 06604

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft
  • Built 1992

  Last Sold Summary

  • $264/SF
  • 55 Days On Market

  Current Estimated Value $298,436

  Last Listing Agent Michael Barbaro Huntsman,Meade & Partners Comp

  2660 North Ave Unit 217, Bridgeport, CT 06604
• 

  Est $2,007,374 Not Listed For Sale

  3 Northgate, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 3,092 Sq Ft
  • Built 2022

  3 Northgate, Westport, CT 06880

  Last Sold Summary

  • 7% Above List Price
  • $605/SF
  • 23 Days On Market

  Last Sold Price $1,870,000

  Last Listing Agent Kim Vartuli Keller Williams Realty

Showing Results 561 - 600, Page 15 of 18