Southport, CT Homes

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  /35

  $1,299,000

  • 4 Beds
  • 4 Baths
  • 2,670 Sq Ft

  12 Sugar Plum Ln, Fairfield, CT 06824

  Coming Soon! This stunning 4-bedroom, 4-full-bath Contemporary Modern Colonial-style home has been fully rebuilt from the foundation up and offers the perfect blend of modern luxury and thoughtful design. The bright open-concept main level features a designer kitchen equipped with Thermador appliances, quartz countertops, and an oversized island that flows seamlessly into the spacious and

  Karim Douich William Raveis Real Estate

  12 Sugar Plum Ln, Fairfield, CT 06824
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  /12

  $4,985 total monthly price

  • 1 Bed
  • 2 Baths
  • 1,121 Sq Ft
  • House for Rent

  333 Unquowa Rd Unit 321, Fairfield, CT 06824

  Walk to town, restaurants and train! A fun lifestyle awaits you in this wonderful location. Walk through the front door and you are greeted by the New York City chic decor of this spectacular lobby. There are frequent, fun events that are hosted by the management...parties, breakfasts, wine nights, lobster trucks, etc. There is a quiet library, a movie room, a complete gym, a golf simulator and a

  Karen Amaru Higgins Group Bedford Square

  333 Unquowa Rd Unit 321, Fairfield, CT 06824
• 

  $435,000 Sold Jul 15, 2025

  61 Prince St Unit 61, Fairfield, CT 06825

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1985

  Last Sold Summary

  • 13% Above List Price
  • $370/SF
  • 57 Days On Market

  Current Estimated Value $427,701

  Last Listing Agent Tom Fitzpatrick Coldwell Banker Realty

  61 Prince St Unit 61, Fairfield, CT 06825
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  Est $2,782,091 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,970 Sq Ft

  64 Long Lots Rd, Westport, CT 06880

  64 Long Lots Rd, Westport, CT 06880
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  /37

  $1,000,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,957 Sq Ft

  2107 N Benson Rd, Fairfield, CT 06824

  Welcome to 2107 North Benson, a rare Fairfield gem offering a perfect blend of versatility, space, and comfort. The property features a three bedroom main residence plus a spacious 1,300 sq. ft. one-bedroom in-law/au pair suite, ideal for multi-generational living, guests, or supplemental income. Inside the main home, a bright eat-in kitchen with granite countertops opens to the dining area and

  Frank Pistecchia Keller Williams Realty

  2107 N Benson Rd, Fairfield, CT 06824
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  /22

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  258 Rakoczy Ave Unit 2nd Floor, Fairfield, CT 06824

  University area - 2nd Floor spacious 2-3 Bedroom house in great condition. 3rd bedroom has no closet, can be used as study room. Spacious Living Room, Formal dining and updated kitchen, Newer gas furnace & hot water tank. Newer windows and much more. Front yard can be shared with first floor. Hardwood floors in most of the house, All separate utilities. First month and 2 months security, good

  Aziz Seyal William Raveis Real Estate

  258 Rakoczy Ave Unit 2nd Floor, Fairfield, CT 06824
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  $801,000 Sold May 02, 2025

  220 King St, Bridgeport, CT 06605

  • 6 Beds
  • 3 Baths
  • 3,189 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Above List Price
  • $251/SF
  • 23 Days On Market

  Current Estimated Value $847,987

  Last Listing Agent Timothy Dailey Higgins Group Real Estate

  220 King St, Bridgeport, CT 06605
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  Est $1,673,020 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,280 Sq Ft

  14 North Ave, Westport, CT 06880

  14 North Ave, Westport, CT 06880
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  $3,999,000 New Construction

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

  13 Terhune Dr, Westport, CT 06880

  Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom

  Sara Santos Coldwell Banker Realty

  13 Terhune Dr, Westport, CT 06880
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  /37

  $35,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • House for Rent

  200 Hillspoint Rd, Westport, CT 06880

  Compo Beach, Westport | July 2026 Summer Rental Experience the magic of waterfront living at this 3BD | 2.2BA Compo Beach retreat-where sunrises and moonrises paint the sky from a stunning rooftop deck with wide, unobstructed views of the Sound. Designed for peace and comfort, this fully furnished home offers a zen-like atmosphere perfect for a cozy holiday stay or memorable Thanksgiving

  Kim Harizman Compass Connecticut, LLC

  200 Hillspoint Rd, Westport, CT 06880
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  $3,000,000 Sold Sep 12, 2025

  5 Compo Hill Ave, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,554 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $1,175/SF
  • 46 Days On Market

  Current Estimated Value $3,019,064

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  5 Compo Hill Ave, Westport, CT 06880
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  Est $3,450,183 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 8,238 Sq Ft

  12 Hockanum Rd, Westport, CT 06880

  12 Hockanum Rd, Westport, CT 06880
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  /31

  $2,100,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  From city politics to select suburb - this home offers you the desired change with NYC still within reach. Nestled in Westport's prestigious Greens Farms enclave, this Victorian estate blends timeless character with modern sophistication. Originally built in 1861 and expanded in 2008, it offers over 6,600 sq ft of refined living space on 2.02 serene acres. Enjoy lush lawns, a private pool,

  Frank Zilinyi William Raveis Real Estate

  342 Greens Farms Rd, Westport, CT 06880
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  /12

  $6,992 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,857 Sq Ft
  • House for Rent

  333 Unquowa Rd Unit 324, Fairfield, CT 06824

  Walk to town, restaurants and train! A fun lifestyle awaits you in this wonderful location. Walk through the front entrance and you are greeted by the NYC chic decor of this spectacular lobby. There are frequent, fun events that are hosted by the management...parties, breakfasts, wine nights, lobster trucks, etc. There is a quiet library, a movie room, a complete gym, a golf simulator and a pool

  Karen Amaru Higgins Group Bedford Square

  333 Unquowa Rd Unit 324, Fairfield, CT 06824
• 

  $650,000 Sold Oct 28, 2025

  56 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 1953

  Last Sold Summary

  • $409/SF
  • 10 Days On Market

  Last Listing Agent Barbara Zink Coldwell Banker Realty

  56 Nepas Rd, Fairfield, CT 06825
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  /44

  Est $2,519,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,533 Sq Ft

  1 Pine Tree Dr, Westport, CT 06880

  1 Pine Tree Dr, Westport, CT 06880
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  /34

  $2,450,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,218 Sq Ft

  86 Maple Ave S, Westport, CT 06880

  Renovated, refreshed, and move-in ready, this sunfilled Greens Farms gem offers the perfect blend of charm, style, and modern comfort. Set on a beautifully landscaped, level acre with gunite pool and expansive patio, the outdoor living experience is exceptional. Fresh paint inside and out, a new pergola, and thoughtful landscaping create irresistible curb appeal. Step inside and feel instantly at

  Jaclyn Picarillo Higgins Group Bedford Square

  86 Maple Ave S, Westport, CT 06880
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  /23

  $20,000 total monthly price

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • House for Rent

  1987 Fairfield Beach Rd, Fairfield, CT 06824

  Beautifully renovated and refined, this elegant single-family home is peacefully nestled in a private and tranquil section of Penfield Beach. Offering 5-6 bedrooms, an office, a playroom, and three fully renovated baths, the home provides both comfort and versatility for a variety of living needs. The interior has been thoughtfully updated with a renovated kitchen, new appliances, new washer and

  Helene Salerno Preoh, LLC

  1987 Fairfield Beach Rd, Fairfield, CT 06824
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  $950,000 Sold May 14, 2025

  150 Birchwood Dr, Fairfield, CT 06824

  • Land
  • 0.23 Acre
  • $4,130,435 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 23 Days On Market

  Last Listing Agent Jennifer McDade BHHS Darien/New Canaan

  150 Birchwood Dr, Fairfield, CT 06824
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  Est $1,471,585 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  16 Wakenor Rd, Westport, CT 06880

  16 Wakenor Rd, Westport, CT 06880
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  /40

  $4,995,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,191 Sq Ft

  2281 Redding Rd, Fairfield, CT 06824

  Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's

  Cindy Raney Coldwell Banker Realty

  2281 Redding Rd, Fairfield, CT 06824
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  /20

  $3,200 total monthly price

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

  214 Country Rd, Fairfield, CT 06824

  Welcome to 214 Country Road, a charming two-bedroom duplex tucked away in one of Fairfield's most desirable neighborhoods. This bright and inviting home features 2 spacious bedrooms a full bathroom, an eat-in kitchen and a comfortable living room. The unit offers a full basement that provides additional storage, along with washer/dryer. Enjoy a private fenced in backyard perfect for relaxing,

  Chris Eanniello William Raveis Real Estate

  214 Country Rd, Fairfield, CT 06824
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  $3,500,000 Sold Aug 01, 2025

  1226 Pequot Ave, Southport, CT 06890

  • 4 Beds
  • 4.5 Baths
  • 3,280 Sq Ft
  • Built 1919

  Last Sold Summary

  • $1,067/SF
  • 15 Days On Market

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  1226 Pequot Ave, Southport, CT 06890
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  Est $1,349,000 Not Listed For Sale

  • 3 Beds

  384 Greens Farms Rd, Westport, CT 06880

  384 Greens Farms Rd, Westport, CT 06880
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  /40

  $5,200,000

  • 6 Beds
  • 12 Baths
  • 13,979 Sq Ft

  2959 Congress St, Fairfield, CT 06824

  Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private retreat,

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /14

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  28 Riverside Dr, Fairfield, CT 06824

  Fairfield Beach Area Rental - 2nd Floor Duplex Style Ranch With Separate Entry. Wonderful Spacious Eat in Kitchen, Formal Living and Dining Room, 2 Large Bedrooms and one Spacious Bath. Updated Kitchen W/Granite countertops, Refinished Gleaming Hardwood Floors Thru-Out. Freshly Painted. New Central AC system added, Full Basement Has Storage and W&D Hookup, One car parking in parking lot and

  Aziz Seyal William Raveis Real Estate

  28 Riverside Dr, Fairfield, CT 06824
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  $1,200,000 Sold Sep 18, 2025

  131 Sasco Hill Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 4,249 Sq Ft
  • Built 1939

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 61 Days On Market

  Current Estimated Value $1,265,073

  Last Listing Agent Ed Pinto The Pinto Group R. E. Services

  131 Sasco Hill Rd, Fairfield, CT 06824
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  Est $1,927,000 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,196 Sq Ft

  8 Sachem Trail, Westport, CT 06880

  8 Sachem Trail, Westport, CT 06880
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  /40

  $9,495,000 Pending

  • 6 Beds
  • 11 Baths
  • 11,445 Sq Ft

  5 Hidden Hill Rd, Westport, CT 06880

  Stunning, one-of-one custom home on a private Compo Beach hilltop with sweeping views of Long Island Sound. This Lucien Vita estate was comprehensively refurbished in 2024 to include designer paint treatments, wall coverings, all new lighting and custom window treatments. Luxurious spaces merge impeccable architectural detail and craftsmanship to create distinctive indoor and outdoor living on 4

  Cyd Hamer William Pitt Sotheby's Int'l

  5 Hidden Hill Rd, Westport, CT 06880
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  /40

  $12,500 total monthly price

  • 5 Beds
  • 5.5 Baths
  • 4,347 Sq Ft
  • House for Rent

  4 Vani Ct, Westport, CT 06880

  Welcome to your 5 bed/bath dream residence located in the idyllic Compo neighborhood of Westport. This stunning home offers over 3900 sq ft of modern elegance living space, where sleek design and hand-crafted finishes flourish. The kitchen is a chef's delight with high-end appliances, custom cabinetry, along with a spacious island for your culinary creations and casual family dining. Abundant

  Christopher Spadaro Coldwell Banker Realty

  4 Vani Ct, Westport, CT 06880
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  $1,950,000 Sold Jul 01, 2025

  257 James St, Fairfield, CT 06824

  • 5 Beds
  • 3.5 Baths
  • 3,136 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $622/SF
  • 32 Days On Market

  Current Estimated Value $1,989,074

  Last Listing Agent Jackie Davis William Raveis Real Estate

  257 James St, Fairfield, CT 06824
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  Est $1,504,765 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  7 Carlisle Ct, Westport, CT 06880

  7 Carlisle Ct, Westport, CT 06880
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  /29

  $340,000

  • 6 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605

  Ready for its next owner, this versatile multi-family property presents an excellent investment opportunity. The home features two spacious up-and-down units offering just under 2,000 square feet of total living space. Each unit is thoughtfully laid out with three bedrooms and one full bathroom, making the property well suited for strong rental income, owner-occupancy, or multigenerational

  Jonathan Gineo Silver and Oak Realty

  1050 Hancock Ave Unit 1052, Bridgeport, CT 06605
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  /3

  $1,750 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,428 Sq Ft
  • Apartment for Rent

  45 Monroe St Unit A4, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated throughout,

  Tania Pinzon CLS Group

  45 Monroe St Unit A4, Bridgeport, CT 06605
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  $555,000 Sold Aug 05, 2025

  245 Unquowa Rd Unit 30, Fairfield, CT 06824

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Above List Price
  • $539/SF
  • 34 Days On Market

  Current Estimated Value $542,175

  Last Listing Agent Patty Eilenberg Berkshire Hathaway NE Prop.

  245 Unquowa Rd Unit 30, Fairfield, CT 06824
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  /40

  Est $3,577,000 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,874 Sq Ft

  8 Mayflower Pkwy, Westport, CT 06880

  8 Mayflower Pkwy, Westport, CT 06880
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  /21

  $1,250,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,446 Sq Ft

  26 Cob Dr, Westport, CT 06880

  An incredible opportunity has become available to purchase a much-loved, solid home on excellent property in a sought-after location. One of the most exciting new listings to hit the Westport market in months- a scenic, usable 1.25 acres on a beautiful street of high-value homes is the setting for this spacious Colonial. This timeless floor plan offers gracious rooms, hardwood floors in many

  Doug Bross Coldwell Banker Realty

  26 Cob Dr, Westport, CT 06880
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  /32

  $2,700 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Apartment for Rent

  2660 North Ave Unit 238, Bridgeport, CT 06604

  (PICTURES WILL BE AVAILABLE SOON) This freshly painted, move-in-ready condo in Bridgeport's desirable North End features 2 full bathrooms and a bright, open-concept layout. The first-floor living room boasts beautiful hardwood floors, while the updated kitchen and spacious bedrooms offer comfort and style. One bedroom includes a bonus 3rd-floor loft-perfect as a home office, playroom, or extra

  Rafael Suarez Yellowbrick Real Estate LLC

  2660 North Ave Unit 238, Bridgeport, CT 06604
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  $2,050,000 Sold Mar 14, 2025

  792 Hulls Farm Rd, Southport, CT 06890

  • 4 Beds
  • 5.5 Baths
  • 3,954 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $518/SF
  • 17 Days On Market

  Current Estimated Value $2,066,894

  Last Listing Agent Wendy Ryan Brown Harris Stevens

  792 Hulls Farm Rd, Southport, CT 06890
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  Est $2,330,143 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft

  16 Broadview Rd, Westport, CT 06880

  16 Broadview Rd, Westport, CT 06880

Showing Results 521 - 560, Page 14 of 18