Southport, CT Homes

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  $699,999 Pending

  • 6 Beds
  • 2 Baths
  • 3,459 Sq Ft

  533 Clinton Ave, Bridgeport, CT 06605

  Come see this very well-maintained 2-family home featuring a finished attic for additional living space! The fully remodeled 3rd floor offers even more room and endless possibilities. Each unit offers 3 bedrooms and 1 bathroom, perfect for comfortable living. Enjoy a full basement with future potential to expand or create added storage. The property also includes a 3-car garage, ideal for an

  Jessica Velazquez JV Real Estate & Insurance Co.

  533 Clinton Ave, Bridgeport, CT 06605
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  /21

  $6,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,765 Sq Ft
  • House for Rent

  121 Howard St, Fairfield, CT 06824

  Just a short bike ride from the beach, this beautifully remodeled home at 121 Howard Street offers the perfect blend of style, comfort, and location. Available for monthly, summer, or winter rental in 2026, this spacious 4-bedroom, 2.5-bath property has been thoughtfully updated with modern finishes and tasteful design. Key Features: 4 Bedrooms: Generously sized rooms, offering ample space for

  Chuck Ciambriello Coldwell Banker Realty

  121 Howard St, Fairfield, CT 06824
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  $1,880,000 Sold Mar 14, 2025

  1895 Fairfield Beach Rd, Fairfield, CT 06824

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • Built 1917

  Last Sold Summary

  • 6% Below List Price
  • $1,196/SF
  • 178 Days On Market

  Current Estimated Value $1,895,675

  Last Listing Agent Helen Cusa Brown Harris Stevens

  1895 Fairfield Beach Rd, Fairfield, CT 06824
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  Est $2,310,946 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft

  5 Thomas Rd, Westport, CT 06880

  5 Thomas Rd, Westport, CT 06880
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  /21

  $169,800 Pending

  • 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
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  /27

  $9,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • House for Rent

  447 Reef Rd, Fairfield, CT 06824

  Nestled in the desirable beach area of Fairfield, this beautifully updated Colonial home is a perfect blend of classic charm and modern convenience. Located just minutes from the shoreline, this residence boasts a spacious and thoughtfully designed layout ideal for both relaxed living and entertaining. Upon entry, you're greeted by gleaming hardwood floors, large windows, and an abundance of

  Carla Foote William Raveis Real Estate

  447 Reef Rd, Fairfield, CT 06824
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  $825,000 Sold Nov 14, 2025

  2 Drumlin Rd, Westport, CT 06880

  • 4 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1952

  Last Sold Summary

  • 8% Below List Price
  • $512/SF
  • 7 Days On Market

  Last Listing Agent Jenny Bentley The Riverside Realty Group

  2 Drumlin Rd, Westport, CT 06880
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  Est $1,178,997 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,044 Sq Ft

  6 Pondside Dr, Westport, CT 06880

  6 Pondside Dr, Westport, CT 06880
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  /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
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  /40

  $20,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,674 Sq Ft
  • House for Rent

  10 Bluewater Hill S, Westport, CT 06880

  Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and

  Susan Hawley Coldwell Banker Realty

  10 Bluewater Hill S, Westport, CT 06880
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  $552,000 Sold Nov 20, 2025

  60 Hulls Hwy Unit 60, Southport, CT 06890

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1974

  Last Sold Summary

  • $480/SF
  • 33 Days On Market

  Last Listing Agent James Millington William Raveis Real Estate

  60 Hulls Hwy Unit 60, Southport, CT 06890
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  Est $868,038 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft

  25 Crescent Rd, Westport, CT 06880

  25 Crescent Rd, Westport, CT 06880
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  $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
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  /14

  $1,650 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft
  • House for Rent

  80 Cartright St Unit 1C, Bridgeport, CT 06604

  This light and bright one bedroom, first floor unit is spacious, clean & refreshed. HEAT & HOT WATER INCLUDED in the rent. New York City living in Brooklawn with daily lobby attendant who provides security, greets visitors, accepts packages and helps with your groceries. Perfect commuter location. Plenty of closet space. Reserved parking space in secure lot. All you need to do is move in.

  Laetitia Ashmore Berkshire Hathaway NE Prop.

  80 Cartright St Unit 1C, Bridgeport, CT 06604
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  $460,000 Sold Jul 11, 2025

  321 Post Rd, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1944

  Last Sold Summary

  • 7% Below List Price
  • $411/SF
  • 87 Days On Market

  Current Estimated Value $493,138

  Last Listing Agent Maribeth Lightowler Coldwell Banker Realty

  321 Post Rd, Fairfield, CT 06824
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  Est $2,081,817 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,548 Sq Ft

  25 Colony Rd, Westport, CT 06880

  25 Colony Rd, Westport, CT 06880
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  /22

  $564,900

  • 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
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  $11,500 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • House for Rent

  2149 Fairfield Beach Rd, Fairfield, CT 06824

  SPECTACULAR FAIRFIELD BEACH ACADEMIC YEAR RENTAL: September 1, 2028 till end of May 2029. BEACHFRONT PROPERTY! NICE OPEN FLOOR PLAN WITH ROOFTOP DECK, PARKING WASHER DRYER.

  Nick Khamarji New England Realty & Insurance

  2149 Fairfield Beach Rd, Fairfield, CT 06824
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  $765,000 Sold Oct 31, 2025

  115 Balmforth St, Bridgeport, CT 06605

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $291/SF
  • 5 Days On Market

  Last Listing Agent Joseph Passero William Raveis Real Estate

  115 Balmforth St, Bridgeport, CT 06605
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  Est $4,398,081 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 11,231 Sq Ft

  11 Over Rock Ln, Westport, CT 06880

  11 Over Rock Ln, Westport, CT 06880
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  /40

  $2,850,000

  • 6 Beds
  • 8 Baths
  • 7,354 Sq Ft

  19A Darbrook Rd, Westport, CT 06880

  Discover this stunning 6-bedroom single-family home-a modern masterpiece designed for today's lifestyle. Perched on a private cul-de-sac just minutes from downtown Westport, dog parks, beaches, award-winning restaurants, and even a 24-hour CVS for those late-night essentials, this residence perfectly blends convenience with serenity. Step inside and experience Westport luxury redefined-a striking

  Nanci Lewis Keller Williams Realty

  19A Darbrook Rd, Westport, CT 06880
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  /26

  $2,900 total monthly price

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

  528 Black Rock Turnpike Unit 108, Fairfield, CT 06825

  Experience all-inclusive, maintenance-free living in this brand-new 23-unit apartment building just a short walk from the Fairfield Metro Train Station. This spacious two-bedroom, one-bath residence features an open floor plan with sleek, modern finishes. Enjoy a stylish eat-in kitchen complete with quartz countertops and stainless-steel appliances, as well as a generously sized bathroom. The

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike Unit 108, Fairfield, CT 06825
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  $515,000 Sold Dec 22, 2025

  378 Castle Ave, Fairfield, CT 06825

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1930

  Last Sold Summary

  • 8% Above List Price
  • $413/SF
  • 18 Days On Market

  Last Listing Agent Jennifer DeLaurentis Compass Connecticut, LLC

  378 Castle Ave, Fairfield, CT 06825
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  Est $1,879,724 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,364 Sq Ft

  6 River Oaks Rd, Westport, CT 06880

  6 River Oaks Rd, Westport, CT 06880
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  /12

  $199,000

  • 1 Bed
  • 1 Bath
  • 927 Sq Ft

  80 Cartright St Unit 2F, Bridgeport, CT 06604

  Welcome to 80 Cartright Street, ideally located right on the Fairfield/Bridgeport line! This spacious 1-bedroom, 1-bath condo offers nearly 1,000 sq ft of updated living space with beautiful views from a private balcony. The remodeled kitchen features butcher block countertops, new stainless steel appliances, a white subway tile backsplash, and space for a dining table. The oversized primary

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 2F, Bridgeport, CT 06604
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  /35

  $9,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,472 Sq Ft
  • House for Rent

  28 Narrow Rocks Rd, Westport, CT 06880

  *Charming Compo Beach Rental. Experience the best of Westport living in this beautifully renovated 3-bedroom, 3-bathroom home located just steps from Compo Beach and the Longshore Club. Available as a winter/school year rental starting January 2026 for $9500/month, also available for August 2025 at $20,000/month. Walk to Compo Beach or enjoy nearby amenities at the Longshore Club, including golf,

  Kim Harizman Compass Connecticut, LLC

  28 Narrow Rocks Rd, Westport, CT 06880
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  $295,000 Sold Sep 08, 2025

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $258/SF
  • 52 Days On Market

  Current Estimated Value $305,045

  Last Listing Agent Ariana Benesova eXp Realty

  3250 Fairfield Ave Unit 210, Bridgeport, CT 06605
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  Est $2,011,507 Not Listed For Sale

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

  1 Stone Dr, Westport, CT 06880

  1 Stone Dr, Westport, CT 06880
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  $740,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft

  38 Edge Hill Rd, Fairfield, CT 06824

  Stately Center Hall Colonial full of old-world charm boasts formal living room w/fireplace and formal dining room. Large eat-in kitchen leading to oversized sunroom w/sliders to patio. First floor laundry room and half bath. Sunny Den (or office) just off LR. 2nd floor Primary Bedroom w/full bath, 2 additional bedrooms & hall bath. 2 car attached garage 24x24. Attached storage 8.7x13 with

  Hope Kern Munson Real Estate

  38 Edge Hill Rd, Fairfield, CT 06824
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  /11

  $1,800 total monthly price

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

  25 Cartright St Unit 5A, Bridgeport, CT 06604

  Available immediately. One of the larger units in the complex close to the elevator. Offers parquet floors throughout the unit, except kitchen and bath, updated kitchen with granite counter tops and tile floor, huge living room, balcony off the living room, plenty of closet space, good size bedroom with new A/C unit. Rent includes heat, hot water, cold water, sewer and 24 hour lobby attendance.

  Steven Lage Coldwell Banker Realty

  25 Cartright St Unit 5A, Bridgeport, CT 06604
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  $822,500 Sold Nov 14, 2025

  363 Lake Ave, Bridgeport, CT 06605

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1931

  Last Sold Summary

  • 6% Above List Price
  • $374/SF
  • 29 Days On Market

  Last Listing Agent Geo Crume Keller Williams Prestige Prop.

  363 Lake Ave, Bridgeport, CT 06605
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  Est $2,655,405 Not Listed For Sale

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

  7 Rices Ln, Westport, CT 06880

  7 Rices Ln, Westport, CT 06880
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  /40

  $15,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  The Ultimate East Coast Sanctuary-Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning icons who demand seclusion with proximity to NYC. This 38.91-acre compound is a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music,

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
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  $1,750 total monthly price

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

  25 Cartright St Unit 4B, Bridgeport, CT 06604

  Available for occupancy January 1st. Spacious One bedroom apartment at The Cartright. Offers a modern kitchen with granite counter tops, tiled floor and stainless steel appliances, modern bath, huge living room (could be living room and dining room combo) and a good size bedroom. There is also a balcony off the living room overlooking the lovely backyard. Plenty of closet space. Parquet wood

  Steven Lage Coldwell Banker Realty

  25 Cartright St Unit 4B, Bridgeport, CT 06604
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  $616,500 Sold Sep 29, 2025

  694 Jennings Rd, Fairfield, CT 06824

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Below List Price
  • $395/SF
  • 45 Days On Market

  Current Estimated Value $624,138

  Last Listing Agent Hilary Del Aguila Ortiz YellowBrick Real Estate LLC

  694 Jennings Rd, Fairfield, CT 06824
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  Est $898,853 Not Listed For Sale

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

  4 Willowbrook Dr, Westport, CT 06880

  4 Willowbrook Dr, Westport, CT 06880
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  /36

  $5,300,000

  • 5 Beds
  • 6 Baths
  • 6,020 Sq Ft

  24 Compo Pkwy, Westport, CT 06880

  Rare opportunity to live on one of Westport's most desirable Compo Beach cul-de-sacs! Beautifully restored and expanded for today's lifestyle, this character filled circa 1925 Colonial features beamed ceilings, exposed stone, four fireplaces and more throughout 5200sf of living space (plus add'l sf in fin LL). Grand entertaining spaces include expansive Living Rm (10' ceilings) and Dining Rm,

  Elayne Landau Compo Point Properties

  24 Compo Pkwy, Westport, CT 06880
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  /35

  $3,300 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft
  • Townhouse for Rent

  245 Sunnyridge Ave Unit 2, Fairfield, CT 06824

  One of the private backyard units, 3-generous-sized Bedrooms, one full and one half bath townhouse located near shopping, transportation, train station, Highways, parks, and schools. Spacious 2021 installed eat-in kitchen, granite countertops, and Stainless steel appliances. Hardwood floors throughout. HEAT, HOT WATER, garbage removal, and exterior maintenance are included in the RENT. Laundry on

  Richard Nuccitelli Higgins Group Real Estate

  245 Sunnyridge Ave Unit 2, Fairfield, CT 06824
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  $2,250,000 Sold Aug 11, 2025

  7 Mansfield Place, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,270 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $688/SF
  • 34 Days On Market

  Current Estimated Value $2,254,241

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  7 Mansfield Place, Westport, CT 06880
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  Est $1,394,346 Not Listed For Sale

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

  38 Hillspoint Rd, Westport, CT 06880

  38 Hillspoint Rd, Westport, CT 06880

Showing Results 441 - 480, Page 12 of 18