Southport, CT Homes

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  /40

  $5,725,000 Pending

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  /16

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft
  • Condo for Rent

  77 Hibiscus St Unit 2, Fairfield, CT 06825

  2 bedrooms, 1 bathroom. Floor laminate.Kitchen: Stainless steel stove, range hood, dishwasher, and fridge. Marble countertops.1st kitchen photo shows the layout, last 2 photos show the new countertop and stainless steel fridge.Note: New windows and doors have been installed after these pictures were taken. Rent includes: water, laundry (washer/dryer in basement),

  77 Hibiscus St Unit 2, 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 $639,178

  Last Listing Agent Gabrielle DiBianco Higgins Group Bedford Square

  32 Bronson Rd, Southport, CT 06890
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  Est $3,216,302 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,770 Sq Ft

  9 Wheeler Gate, Westport, CT 06880

  9 Wheeler Gate, Westport, CT 06880
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  /40

  $5,000,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 9 Baths
  • 8,545 Sq Ft

  125 Old Rd, 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 & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story

  Doug Bross Coldwell Banker Realty

  125 Old Rd, Westport, CT 06880
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  /19

  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  46 Churchill St, Fairfield, CT 06824

  Charming, spacious, and beautifully remoded! Light-filled open rooms with tall windows and gleaming hardwood floors create a warm and inviting feel. The spacious kitchen features a walk-in pantry, wainscoting, granite counters, and tile floor. The sunny living room with bay window flows nicely into two generously sized bedrooms with hardwood floors. Enjoy the newly remodeled bathroom, complete

  Lindsey Rosen William Pitt Sotheby's Int'l

  46 Churchill St, Fairfield, CT 06824
• 

  $620,000 Sold Feb 06, 2025

  345 Fairview Ave, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1935

  Last Sold Summary

  • 4% Below List Price
  • $470/SF
  • 95 Days On Market

  Last Listing Agent Susan Vanech Compass Connecticut, LLC

  345 Fairview Ave, Fairfield, CT 06824
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  Est $3,492,021 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,058 Sq Ft

  28 Flower Farm Cir, Westport, CT 06880

  28 Flower Farm Cir, Westport, CT 06880
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  /15

  $5,400,700 New Construction

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880
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  /10

  $1,700 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  2979 Fairfield Ave Unit R1, Bridgeport, CT 06605

  Renovated 1st floor Black Rock apartment features high efficiency air conditioning and heating, fully applianced including washer and dryer, extra storage along with off street parking. Conveniently located steps to restaurants/dining/nightlife, shopping, St. Mary's by the Sea with easy access to Metro North train station and I-95. Tenant to provide complete RentSpree application, proof of income

  2979 Fairfield Ave Unit R1, Bridgeport, CT 06605
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  $4,250,000 Sold Jul 24, 2025

  3113 Bronson Rd, Fairfield, CT 06824

  • 5 Beds
  • 6 Baths
  • 8,004 Sq Ft
  • Built 1840

  Last Sold Summary

  • 15% Below List Price
  • $531/SF
  • 41 Days On Market

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  3113 Bronson Rd, Fairfield, CT 06824
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  Est $2,682,958 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,230 Sq Ft

  26 Flower Farm Cir, Westport, CT 06880

  26 Flower Farm Cir, Westport, CT 06880
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  /18

  $950,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft

  209 S Pine Creek Rd, Fairfield, CT 06824

  Builders and Contractors....Opportunity knocking on this two family home sited on a level .36 acre lot in a B Zone. The property is conveniently located near the town center, beaches, I-95 and train stations. The home and property are sold "As Is", "Where Is", buyer is responsible for the removal of any items left in the home, garage and on the property. The sale is subject to Probate Court

  John Kleps Berkshire Hathaway NE Prop.

  209 S Pine Creek Rd, Fairfield, CT 06824
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  /23

  $6,950 total monthly price

  • 4 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • House for Rent

  27 Reef Ct, Fairfield, CT 06824

  Welcome to this newly refreshed coastal home, ideally situated in the desirable Fairfield Beach area. Bright, spacious, and filled with natural light, this 4-bedroom, 1-bath gem offers the perfect blend of comfort and convenience. Just a short walk to Penfield Beach and the Post Road, the location is unbeatable-enjoy beachside living while staying close to great restaurants, shops, and local

  Carla Foote William Raveis Real Estate

  27 Reef Ct, Fairfield, CT 06824
• 

  $1,600,000 Sold Apr 04, 2025

  1242 Old Academy Rd, Fairfield, CT 06824

  • 3 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1946

  Last Sold Summary

  • 23% Above List Price
  • $496/SF
  • 9 Days On Market

  Last Listing Agent Denise Walsh William Raveis Real Estate

  1242 Old Academy Rd, Fairfield, CT 06824
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  Est $3,215,022 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,009 Sq Ft

  269 Sturges Hwy, Westport, CT 06880

  269 Sturges Hwy, Westport, CT 06880
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  /40

  $5,999,000

  • 6 Beds
  • 7 Baths
  • 6,100 Sq Ft

  9 Pond Edge Rd, Westport, CT 06880

  Life at Compo Beach doesn't get better! Set just steps to the sand, 9 Pond Edge Road delivers the rare mix of true beach proximity and elevated, flood-safe peace of mind. With approx. 6,100 SF across four beautifully finished levels, this 6-bedroom, 7-bath home feels both expansive and easy; designed for how you live, gather, and unwind. The great room/dining space is bright, open, and welcoming,

  Meredith Kamo Compass Connecticut, LLC

  9 Pond Edge Rd, Westport, CT 06880
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  /13

  $11,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • House for Rent

  296 Reef Rd, Fairfield, CT 06824

  Tastefully FURNISHED 9 month rental beginning September 2027. Viking appliances. Spa showers. Patio. Easy stroll to downtown, train, shopping and beach. Up to 5 unrelated tenants. Subject to credit report and employment verification; co-signers accepted.

  296 Reef Rd, Fairfield, CT 06824
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  $1,785,000 Sold Jan 24, 2025

  581 Riverside Dr, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,079 Sq Ft
  • Built 1937

  Last Sold Summary

  • 5% Above List Price
  • $580/SF
  • 75 Days On Market

  Current Estimated Value $1,819,311

  Last Listing Agent Katie O'Grady Compass Connecticut, LLC

  581 Riverside Dr, Fairfield, CT 06824
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  Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,614 Sq Ft

  8 Cunningham Place, Westport, CT 06880

  8 Cunningham Place, Westport, CT 06880
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  /5

  $2,595,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,478 Sq Ft

  154 Gorham Rd, Fairfield, CT 06824

  Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home your own.Located on almost a half acre of peaceful, private property, last house on a cul-de-sac, backing up to open land on Sasco Hill. Distant water views, serenity, extensively manicured yard and just steps to South Pine Creek Beach.. a very special quaint beach with life

  Bette Gigliotti William Raveis Real Estate

  154 Gorham Rd, Fairfield, CT 06824
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  /32

  $6,300 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • Townhouse for Rent

  74 Soundview Ave, Fairfield, CT 06825

  Be the first to occupy this brand new townhome! This is an entertainers paradise with a sunny open concept layout featuring a stunning kitchen with walk in pantry, Quartz countertops, wine chiller and sliders to the beautfully landscaped paver patio and yard. Office/ bonus room and 1/2 bath complete the main level. Head up to the luxurious primary bedroom after a long day- 2 closets, paneled

  Donna Gladstein ERA Insite Realty Services

  74 Soundview Ave, Fairfield, CT 06825
• 

  $4,200,000 Sold Jul 10, 2025

  11 Gault Park Dr, Westport, CT 06880

  • 7 Beds
  • 9 Baths
  • 6,898 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Above List Price
  • $609/SF
  • 58 Days On Market

  Current Estimated Value $4,214,949

  Last Listing Agent Imke Lohs Compass Connecticut, LLC

  11 Gault Park Dr, Westport, CT 06880
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  Est $2,714,595 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,268 Sq Ft

  3 Maple Ln, Westport, CT 06880

  3 Maple Ln, Westport, CT 06880
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  /40

  $1,545,000 Open Sat 11AM - 1PM

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

  785 Post Rd E Unit 201, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! 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 entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 201, Westport, CT 06880
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  /9

  $1,950 total monthly price

  • 1 Bed
  • 1 Bath
  • 676 Sq Ft
  • Condo for Rent

  255 Fairfield Woods Rd Unit 2, Fairfield, CT 06825

  255 Fairfield Woods Rd Unit 2, Fairfield, CT 06825
• 

  $1,940,000 Sold Nov 06, 2025

  93 Millspaugh Dr, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,440 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $437/SF
  • 34 Days On Market

  Last Listing Agent Ken Betza Higgins Group Real Estate

  93 Millspaugh Dr, Fairfield, CT 06824
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  Est $785,933 Not Listed For Sale

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

  230 Saugatuck Ave Unit 20, Westport, CT 06880

  230 Saugatuck Ave Unit 20, Westport, CT 06880
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  /40

  $4,250,000 Pending

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft

  1084 Sturges Hwy, Westport, CT 06880

  Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently

  Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
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  /15

  $2,350 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  2838 Fairfield Ave Unit 204, Bridgeport, CT 06605

  Recently renovated two bedroom/two bath apartment in Black Rock within short walking distance to Fairfield Metro Railroad station. The old Black Rock Bank and Trust building on the corner of Brewster Street & Fairfield Avenue was completely renovated in 2018 with 15 new apartments. This unit includes stainless steel appliances, granite counter tops, two spacious bedrooms (one with attached full

  Joyce Marshall Carey & Guarrera Real Estate

  2838 Fairfield Ave Unit 204, Bridgeport, CT 06605
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  $2,925,000 Sold Feb 21, 2025

  60 Wilton Rd, Westport, CT 06880

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

  Last Sold Summary

  • 8% Below List Price
  • $1,162/SF
  • 102 Days On Market

  Last Listing Agent Robert DiDonato William Raveis Real Estate

  60 Wilton Rd, Westport, CT 06880
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  Est $771,497 Not Listed For Sale

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

  230 Saugatuck Ave Unit 8, Westport, CT 06880

  230 Saugatuck Ave Unit 8, Westport, CT 06880
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  /39

  $2,099,900 Pending

  • 4 Beds
  • 5.5 Baths
  • 5,256 Sq Ft

  33 Middlebrook Place, Fairfield, CT 06824

  Welcome to an EXCEPTIONAL NEW CONSTRUCTION in Fairfield's desirable University area, nestled on a quiet cul-de-sac. Designed with luxury, comfort, and craftsmanship, this stunning home offers 4 (to 6) bedrooms, 5.5 baths, and 9' ceilings for an airy, spacious feel. Impeccable details include 4" white oak hardwoods, custom millwork, coffered ceilings, shiplap accents, crown molding, & elegant

  Kenneth Zerella II William Raveis Real Estate

  33 Middlebrook Place, Fairfield, CT 06824
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  /15

  $2,450 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft
  • Condo for Rent

  96 Seaview Terrace Unit 2, Bridgeport, CT 06605

  MOVE RIGHT IN AND ENJOY ALL BLACK ROCK OFFERS FROM YOUR SPACIOUS 3 BEDROOM 2ND FLOOR APARTMENT FEATURING FORMAL DINING ROOM, EAT IN KITCHEN, OFFICE/DEN, PRIVATE REAR DECK AND OFF STREET PARKING. FRESHLY PAINTED, HARDWOOD FLOORING WITH NATURAL SUNLIGHT THROUGHOUT, ALL STEPS TO ST. MARY'S BY THE SEA, ELLSWORTH PARK, HARBORVIEW MARKET, RESTAURANTS/DINING, METRO NORTH TRAIN STATION WITH EASY ACCESS

  96 Seaview Terrace Unit 2, Bridgeport, CT 06605
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  $1,300,000 Sold Mar 10, 2025

  315 Harvest Commons Unit 315, Westport, CT 06880

  • 2 Beds
  • 3 Baths
  • 2,262 Sq Ft
  • Built 1982

  Last Sold Summary

  • 31% Above List Price
  • $575/SF
  • 0 Days On Market

  Last Listing Agent Susan Cassidy Coldwell Banker Realty

  315 Harvest Commons Unit 315, Westport, CT 06880
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  Est $2,962,293 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,982 Sq Ft

  10 Evergreen Ave, Westport, CT 06880

  10 Evergreen Ave, Westport, CT 06880
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  /24

  $225,000

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit 5D, Bridgeport, CT 06604

  This larger one-bedroom, one-bath unit is perfectly situated at the end of the hall for added privacy. The open floor plan features a generous living and dining area, highlighted by a newer sliding door that leads to a private deck. Natural light pours into the space, creating a warm and inviting atmosphere. The bedroom offers ample space and multiple closets for convenient storage. Located close

  Theresa Goulet Century 21 AllPoints Realty

  80 Cartright St Unit 5D, Bridgeport, CT 06604
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  /12

  $1,950 total monthly price

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

  2838 Fairfield Ave Unit 103, Bridgeport, CT 06605

  Recently renovated one bedroom apartment in Black Rock within short walking distance to Fairfield Metro Railroad station. The old Black Rock Bank and Trust building on the corner of Brewster Street & Fairfield Avenue was completely renovated in 2018 with 16 new apartments. This unit includes stainless steel appliances, granite counter tops, breakfast bar, spacious bedroom with walk-in closet, gas

  Joyce Marshall Carey & Guarrera Real Estate

  2838 Fairfield Ave Unit 103, Bridgeport, CT 06605
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  $2,550,000 Sold Jun 26, 2025

  97 Benson Place, Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 4,347 Sq Ft
  • Built 2016

  Last Sold Summary

  • $587/SF
  • 31 Days On Market

  Current Estimated Value $2,653,159

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  97 Benson Place, Fairfield, CT 06824
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  Est $3,515,063 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,010 Sq Ft

  184 Cross Hwy, Westport, CT 06880

  184 Cross Hwy, Westport, CT 06880

Showing Results 241 - 280, Page 7 of 18