Southport, CT Homes

• 

  

  

  /23

  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  26 Crescent Park Rd, Westport, CT 06880

  Beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy convenient access to all the town's amenities-shops, restaurants, beaches, and more-while commuters

  Karim Douich William Raveis Real Estate

  26 Crescent Park Rd, Westport, CT 06880
• 

  

  

  /37

  $4,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,778 Sq Ft
  • House for Rent

  1974 Kings Hwy, Fairfield, CT 06824

  New Construction Rental - Ideal for Commuters! Recently completed 6-room, 3-bedroom, 2 full bath home located directly behind the train tracks - perfect for commuters. Conveniently close to Fairfield Metro, I-95, shopping, and beaches. This side-by-side single-family home (attached on one side) features: Hardwood floors throughout, Open-concept main living area with living room, dining area, and

  Kathie Sierras William Raveis Real Estate

  1974 Kings Hwy, Fairfield, CT 06824
• 

  $2,700,000 Sold Oct 30, 2025

  2821 Congress St, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 3,703 Sq Ft
  • Built 1835

  Last Sold Summary

  • 2% Above List Price
  • $729/SF
  • 42 Days On Market

  Current Estimated Value $2,648,122

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  2821 Congress St, Fairfield, CT 06824
• 

  Not Listed For Sale

  47 Alfred St, Bridgeport, CT 06605

  • 3 Beds
  • 4,574 Sq Ft
  • Built 1919

  47 Alfred St, Bridgeport, CT 06605

  Last Sold Summary

  • $137/SF
  • 94 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Ligaya Wakefield Keller Williams Prestige Prop.
• 

  

  

  /33

  $649,900

  • 4 Beds
  • 2 Baths
  • 2,632 Sq Ft

  115 King St Unit 117, Bridgeport, CT 06605

  Owner Occupants and Investors take notice! Wonderful opportunity for this 2 family in desirable Black Rock and only half block to Metro North Train Station. Walk to everything and conveniently located to major highways, restaurants, and universities. Main level available for owner occupant consists of spacious living room and large kitchen along with 2 bedrooms and formal dining area that can be

  Jeff Romatzick William Raveis Real Estate

  115 King St Unit 117, Bridgeport, CT 06605
• 

  

  /3

  $1,900 per month plus fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  137 Poplar St Unit 1 floor, Bridgeport, CT 06605

  Property Id: 865006Warm cozy comfortable apt great location close to transportation and schools and downtown area

  137 Poplar St Unit 1 floor, Bridgeport, CT 06605
• 

  $1,905,000 Sold Jul 01, 2025

  15 Lone Pine Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Above List Price
  • $842/SF
  • 11 Days On Market

  Current Estimated Value $1,894,504

  Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

  15 Lone Pine Ln, Westport, CT 06880
• 

  Est $439,703 Not Listed For Sale

  195 Princeton St, Bridgeport, CT 06605

  • 4 Beds
  • 2 Baths
  • 1,283 Sq Ft
  • Built 1936

  195 Princeton St, Bridgeport, CT 06605

  Last Sold Summary

  • 58% Above List Price
  • $216/SF
  • 20 Days On Market

  Last Sold Price $277,500

  Last Listing Agent Bobbi Loughran William Raveis Real Estate
• 

  

  /39

  $9,750,000 Pending

  • 6 Beds
  • 9 Baths
  • 5,920 Sq Ft

  828 Sasco Hill Rd, Fairfield, CT 06824

  "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

  Wendy Ryan Brown Harris Stevens

  828 Sasco Hill Rd, Fairfield, CT 06824
• 

  

  /14

  $2,600 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,004 Sq Ft
  • House for Rent

  981 Black Rock Turnpike, Fairfield, CT 06825

  Impeccably maintained and updated first-floor unit, conveniently located on Black Rock Turnpike. This recently refreshed apartment offers an eat-in kitchen finished with white oak cabinets, a subway tile backsplash, tile floors, and a dishwasher. With hardwood floors throughout, enjoy three spacious and bright bedrooms, each with its own generously sized closets. The living room completes this

  Mercedes Petrino William Raveis Real Estate

  981 Black Rock Turnpike, Fairfield, CT 06825
• 

  $2,475,000 Sold May 01, 2025

  20 Church St S, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 4,725 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Above List Price
  • $524/SF
  • 13 Days On Market

  Current Estimated Value $2,471,084

  Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

  20 Church St S, Westport, CT 06880
• 

  Est $433,060 Not Listed For Sale

  173 Bennett St, Bridgeport, CT 06605

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft
  • Built 1915

  173 Bennett St, Bridgeport, CT 06605

  Last Sold Summary

  • 17% Above List Price
  • $316/SF
  • 35 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Matt Murray Higgins Group Bedford Square
• 

  

  /24

  $170,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  554 Brewster St Unit 4, Bridgeport, CT 06605

  Welcome to this bright and inviting ranch-style 2nd-floor end unit, perfectly situated in the heart of Black Rock. A spacious bay window fills the living area with natural light, while beautifully maintained hardwood floors add warmth and character throughout. Enjoy the expanded living space offered by the enclosed, remodeled sunroom-ideal for a home office, reading nook, or year-round

  Christopher Constand Higgins Group Real Estate

  554 Brewster St Unit 4, Bridgeport, CT 06605
• 

  

  /20

  $24,329 total monthly price

  • 7 Beds
  • 8 Baths
  • 9,999 Sq Ft
  • Condo for Rent

  91 Algonquin Rd Unit SI FL3-ID1262033P, Fairfield, CT 06825

  The advertised rate of $25,590/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  91 Algonquin Rd Unit SI FL3-ID1262033P, Fairfield, CT 06825
• 

  $1,835,000 Sold Jul 18, 2025

  32 Middlebrook Dr, Fairfield, CT 06824

  • 6 Beds
  • 5.5 Baths
  • 5,109 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Above List Price
  • $359/SF
  • 47 Days On Market

  Current Estimated Value $1,863,684

  Last Listing Agent Kate Cacciatore William Raveis Real Estate

  32 Middlebrook Dr, Fairfield, CT 06824
• 

  Est $2,594,253 Not Listed For Sale

  100 Burrwood Common, Fairfield, CT 06824

  • 5 Beds
  • 7 Baths
  • 6,225 Sq Ft
  • Built 2009

  100 Burrwood Common, Fairfield, CT 06824

  Last Sold Summary

  • 15% Above List Price
  • $361/SF
  • 6 Days On Market

  Last Sold Price $2,250,000

  Last Listing Agent Krista Alecia Coldwell Banker Realty
• 

  

  /19

  $750,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  41 Pepperbush Ln, Fairfield, CT 06824

  Endless possibilities await in this 3-bedroom, 2.5-bath home located in a highly desirable area. Offering a solid foundation and fantastic layout, this property is ready for a full transformation. Whether you're an investor or a homeowner with vision, this is your chance to reimagine every detail, customize it to your style, and build instant value through improvement. With its sought-after

  Danielle Rownin Keller Williams Realty

  41 Pepperbush Ln, Fairfield, CT 06824
• 

  

  /34

  $3,700 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Townhouse for Rent

  6 Beacon Square Unit 7, Fairfield, CT 06825

  Beautiful 2 Bedroom, 2.5 Bath Townhouse - Built in 2024 Welcome to this stunning, newly built (2024) townhouse in desirable Beacon Square. This modern 2-bedroom, 2.5-bath home offers a thoughtfully designed open floor plan perfect for today's lifestyle. Each spacious bedroom features its own private full bathroom, providing comfort and privacy. The bright white kitchen is complemented by sleek

  Kathie Sierras William Raveis Real Estate

  6 Beacon Square Unit 7, Fairfield, CT 06825
• 

  $1,650,000 Sold Sep 05, 2025

  550 Davis Rd, Fairfield, CT 06825

  • 5 Beds
  • 4.5 Baths
  • 3,927 Sq Ft
  • Built 2025

  Last Sold Summary

  • $420/SF
  • 50 Days On Market

  Current Estimated Value $1,647,585

  Last Listing Agent Carmen Desiato Serhant Connecticut, LLC

  550 Davis Rd, Fairfield, CT 06825
• 

  Est $2,060,520 Not Listed For Sale

  7 Dexter Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,297 Sq Ft
  • Built 2008

  7 Dexter Rd, Westport, CT 06880

  Last Sold Summary

  • 21% Above List Price
  • $516/SF
  • 120 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens
• 

  

  /20

  $985,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,239 Sq Ft

  915 S Pine Creek Rd, Fairfield, CT 06824

  *Best & Final Offers by 01/12 5:00pm* Life in Fairfield's beach area means walking to the beach, staying close to town, and having easy Metro-North access, and this expanded Cape puts it all within reach. This home is warm and welcoming, full of natural light, with a layout made for everyday living. The kitchen was recently renovated, and 2 bathrooms were fully remodeled with contemporary

  Celie Campbell Compass Connecticut, LLC

  915 S Pine Creek Rd, Fairfield, CT 06824
• 

  

  /3

  $2,100 per month plus fees

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  139 Poplar St Unit 2nd floor, Bridgeport, CT 06605

  Property Id: 1079538Wonderful cozy property kept clean and nice for a wonderful family or couple

  139 Poplar St Unit 2nd floor, Bridgeport, CT 06605
• 

  $3,470,000 Sold Dec 02, 2025

  3 Bolton Ln, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 7,899 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Below List Price
  • $439/SF
  • 35 Days On Market

  Current Estimated Value $3,501,643

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  3 Bolton Ln, Westport, CT 06880
• 

  Est $1,298,359 Not Listed For Sale

  373 South St, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 2,385 Sq Ft
  • Built 2007

  373 South St, Fairfield, CT 06824

  Last Sold Summary

  • 23% Above List Price
  • $441/SF
  • 17 Days On Market

  Last Sold Price $1,051,500

  Last Listing Agent David Harmuth Coldwell Banker Realty
• 

  

  /40

  $859,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,303 Sq Ft

  65 Thorpe St Unit 65, Fairfield, CT 06824

  Beautiful, Move-In Ready 3-Level Townhome in the Heart of Downtown Fairfield. Discover a rare opportunity to own a sun-filled, impeccably maintained townhome in one of Fairfield's most desirable downtown locations-just moments from the train, shops, restaurants, beaches, and top-rated schools. With low HOA charges and low-maintenance living, this home blends convenience, comfort, and style. The

  David Harmuth Coldwell Banker Realty

  65 Thorpe St Unit 65, Fairfield, CT 06824
• 

  

  /14

  $4,400 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 2,676 Sq Ft
  • House for Rent

  371 Grovers Ave, Bridgeport, CT 06605

  Newly renovated Colonial in the heart of Black Rock, just a short walk to everything this neighborhood has to offer - St. Mary's by the Sea, Harborview Market, Black Rock Yacht Club, the Metro-North Train Station, and a variety of local shops and restaurants. This 3 Bedroom, 1.5 Bath home welcomes you with a spacious, sun-filled front porch, perfect for morning coffee or relaxing in the evening.

  Colleen Gennari William Raveis Real Estate

  371 Grovers Ave, Bridgeport, CT 06605
• 

  $963,000 Sold Nov 07, 2025

  109 Green Acre Ln, Fairfield, CT 06824

  • 3 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Above List Price
  • $486/SF
  • 9 Days On Market

  Current Estimated Value $943,643

  Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

  109 Green Acre Ln, Fairfield, CT 06824
• 

  Est $2,391,888 Not Listed For Sale

  561 Penfield Rd, Fairfield, CT 06824

  • 5 Beds
  • 3.5 Baths
  • 3,332 Sq Ft
  • Built 2008

  561 Penfield Rd, Fairfield, CT 06824

  Last Sold Summary

  • 25% Above List Price
  • $576/SF
  • 11 Days On Market

  Last Sold Price $1,919,000

  Last Listing Agent Sara Fowler Coldwell Banker Realty
• 

  

  /25

  $780,000

  • 2 Beds
  • 2 Baths
  • 1,733 Sq Ft

  206 Sterling St, Fairfield, CT 06825

  This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

  Sarah Callands Coldwell Banker Realty

  206 Sterling St, Fairfield, CT 06825
• 

  

  /23

  $2,450 - $3,250 total monthly price

  • 2 - 4 Beds
  • 1.5 Baths
  • 866 Sq Ft
  • Condo for Rent

  284 Berkeley Rd, Fairfield, CT 06825

  Freshly renovated duplex in a quiet, residential neighborhood. Comes with brand-new appliances and updated finishes throughout. Two rental units available now.Location Highlights:- Short distance to Aldi, Stop & Shop, and Planet Fitness- 10-minute drive to Trumbull Mall- Near local park and pickleball courtDetails:- Parking available- Two-month security deposit

  284 Berkeley Rd, Fairfield, CT 06825
• 

  $3,879,000 Sold Aug 15, 2025

  19 Center St, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 7,861 Sq Ft
  • Built 2017

  Last Sold Summary

  • $493/SF
  • 18 Days On Market

  Current Estimated Value $3,808,733

  Last Listing Agent Brett Lieberman The Riverside Realty Group

  19 Center St, Westport, CT 06880
• 

  Est $450,017 Not Listed For Sale

  170 Jennings Rd, Fairfield, CT 06825

  • 2 Beds
  • 1 Bath
  • 1,011 Sq Ft
  • Built 1909

  170 Jennings Rd, Fairfield, CT 06825

  Last Sold Summary

  • 13% Above List Price
  • $396/SF
  • 34 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Nick Selca Lakeshore Realty
• 

  

  /34

  $249,900

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  27 Nash Ln Unit 5, Bridgeport, CT 06605

  High end renovations that retain the charm of the historic Black Rock Garden Co-op complex! Custom kitchen with exposed brick, quartz countertops, stainless steel GE appliances, washer in hallway nook, floating glass shower, gorgeous hardwood floors throughout, hot water baseboard heat, insulated, tilt-in windows, and office with transom windows off living room/dining room. Open porch to enjoy

  Gail Robinson William Raveis Real Estate

  27 Nash Ln Unit 5, Bridgeport, CT 06605
• 

  

  /11

  $2,000 total monthly price

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

  93 French St, Fairfield, CT 06824

  **Available 4/1/2026 - Live the Beach Lifestyle at an affordable price! Super charming 2nd floor unit with 1-2 BR, 1 Bath and private deck with water views. Wood Flooring throughout. Private Deck off LR with seasonal water views. Walk to beach, convenient to town and train. 1-2 year lease. Students welcome. Lawn care and water included in rent. Washer/dryer in office/2nd bedroom. Driveway on left

  Annette Palmieri Compass Connecticut, LLC

  93 French St, Fairfield, CT 06824
• 

  $2,865,000 Sold Jun 26, 2025

  9 Forest Dr, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,672 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Above List Price
  • $613/SF
  • 40 Days On Market

  Current Estimated Value $2,871,153

  Last Listing Agent Alex Chingas Coldwell Banker Realty

  9 Forest Dr, Westport, CT 06880
• 

  Est $2,694,700 Not Listed For Sale

  20 Bauer Place, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 4,941 Sq Ft
  • Built 2018

  20 Bauer Place, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $481/SF
  • 14 Days On Market

  Last Sold Price $2,375,000

  Last Listing Agent Cindy Raney Coldwell Banker Realty
• 

  

  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  9 Crescent Park Rd, Westport, CT 06880

  Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creating a warm and welcoming space to relax or entertain. Thoughtfully designed for one-level living,

  Karim Douich William Raveis Real Estate

  9 Crescent Park Rd, Westport, CT 06880
• 

  

  /40

  $2,575 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Condo for Rent

  79 2nd St Unit 2nd, Fairfield, CT 06825

  2 Bedroom, 1 Full Bathroom, 1 Kitchen, 1 Living Room, and 1 Dining Room, over 1000 SF on the 2nd floor with a front porch and back deckWith Washer and Dryer, Fridge, Stove, Microwave, Partial Cellar Storage and YardEnergy Efficient Hot Air Heating and Double Pane Windows Not far from a park with tennis courts, a baseball field, a soccer field, Fairfield Warde High School,

  79 2nd St Unit 2nd, Fairfield, CT 06825
• 

  $599,000 Sold Apr 15, 2025

  32 Bronson Rd, Southport, CT 06890

  • 2 Beds
  • 1.5 Baths
  • 1,109 Sq Ft
  • Built 2020

  Last Sold Summary

  • $540/SF
  • 29 Days On Market

  Current Estimated Value $647,458

  Last Listing Agent Gabrielle DiBianco Higgins Group Bedford Square

  32 Bronson Rd, Southport, CT 06890
• 

  Est $1,611,536 Not Listed For Sale

  12 Grays Farm Rd, Weston, CT 06883

  • 5 Beds
  • 5 Baths
  • 5,416 Sq Ft
  • Built 1964

  12 Grays Farm Rd, Weston, CT 06883

  Last Sold Summary

  • 23% Above List Price
  • $241/SF
  • 111 Days On Market

  Last Sold Price $1,307,500

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

Showing Results 201 - 240, Page 6 of 18