Southport, CT Homes

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  /19

  $345,900

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

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605

  Welcome to The Village at Black Rock. This bright 2BR/2BA second-floor unit offers serene water views from nearly every room and a private deck ideal for morning coffee or sunset unwinding. The open layout features a combined living/dining area with a wall of windows overlooking Ash Creek and a spacious kitchen with ample storage, great counter space, and a breakfast bar. The primary bedroom

  Patrick Laufer Laufer Real Estate

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605
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  /12

  $3,000

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • House for Rent

  2 Oak St, Westport, CT 06880

  Central air conditioning, in-unit washer/dryer, AND a garage- the perfect trifecta for this beautiful sunlit rental. Occupying the entire upper level of a charming farmhouse just north of downtown Westport, this spacious 980-square-foot home combines modern convenience with historic character. Step inside to discover a newly renovated eat-in kitchen with sparkling finishes and beautifully

  2 Oak St, Westport, CT 06880
• 

  $1,475,000 Sold Dec 19, 2025

  259 Wilton Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,589 Sq Ft
  • Built 1940

  Last Sold Summary

  • $411/SF
  • 23 Days On Market

  Current Estimated Value $1,469,370

  Last Listing Agent Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
• 

  Est $2,133,638 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

  • 26% Above List Price
  • $516/SF
  • 120 Days On Market

  • Last Sold Price $1,700,000
  • Jan 05, 2024

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens
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  /40

  $11,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  COMPLETED & READY for SUMMER! Bluewater Home's newest luxury design offers over 6050+sqft of living space. 5 ensuite bedrooms, rare 3+ car garage with plenty of parking, large private yard, pool with spa, pond & Long Island Sound views all walking distance to Compo Beach from prestigious Owenoke Park make this a rare opportunity. Multiple indoor/outdoor spaces, oversized rooms & expansive kitchen

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /39

  $2,650 Per Month

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft
  • Townhouse for Rent

  224 Melville Dr Unit 224, Fairfield, CT 06825

  Beautiful 2 bedroom townhouse / duplex style apartment in the heart of Fairfield! This unit includes 2 parking spaces & laundry in unit. Modern appliances & updated finishes

  Sarah Joyner Compass Connecticut, LLC

  224 Melville Dr Unit 224, Fairfield, CT 06825
• 

  $2,120,000 Sold Jun 05, 2025

  35 Pumpkin Hill Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 3,562 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Above List Price
  • $595/SF
  • 28 Days On Market

  Current Estimated Value $2,207,938

  Last Listing Agent Linda Skolnick Coldwell Banker Realty

  35 Pumpkin Hill Rd, Westport, CT 06880
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  Est $1,214,198 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

  • 15% Above List Price
  • $441/SF
  • 17 Days On Market

  • Last Sold Price $1,051,500
  • Aug 24, 2023

  Last Listing Agent David Harmuth Coldwell Banker Realty
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  /2

  $699,000

  • Land
  • 16,117 Sq Ft
  • $1,889,189 per Acre

  1 Battery Park Dr, Bridgeport, CT 06605

  Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

  Steven Koleno Beycome of Connecticut

  1 Battery Park Dr, Bridgeport, CT 06605
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  /21

  $26,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,420 Sq Ft
  • House for Rent

  2 Valley Rd, Westport, CT 06880

  Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open

  Lisa Neufeld William Raveis Real Estate

  2 Valley Rd, Westport, CT 06880
• 

  $1,699,000 Sold Aug 20, 2025

  1846 Mill Plain Rd, Fairfield, CT 06824

  • 5 Beds
  • 4 Baths
  • 4,250 Sq Ft
  • Built 2025

  Last Sold Summary

  • $400/SF
  • 28 Days On Market

  Current Estimated Value $1,632,449

  Last Listing Agent Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
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  Est $2,281,808 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

  • 19% Above List Price
  • $576/SF
  • 11 Days On Market

  • Last Sold Price $1,919,000
  • Aug 03, 2023

  Last Listing Agent Sara Fowler Coldwell Banker Realty
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  /5

  $769,000

  • Land
  • 2.07 Acres
  • $371,498 per Acre

  180 Catamount Rd, Fairfield, CT 06824

  Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then

  Mona Cascella William Raveis Real Estate

  180 Catamount Rd, Fairfield, CT 06824
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  /13

  $3,200 Per Month

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft
  • House for Rent

  1241 Post Rd, Fairfield, CT 06824

  Luxury apartment located in downtown Fairfield. Enjoy all the wonderful amenities of living in the heart of this town such as the great restaurants, shopping, short distance to train and beaches. This unit offers a custom kitchen with gas range, microwave, refrigerator, dishwasher and washer and dryer. Open floorplan in Living Room and Kitchen with French Doors to balcony. The spacious bedroom

  RACHEL Fowler Coldwell Banker Realty

  1241 Post Rd, Fairfield, CT 06824
• 

  $1,450,000 Sold Mar 13, 2026

  15 Wright St, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 1,998 Sq Ft
  • Built 1851

  Last Sold Summary

  • 13% Above List Price
  • $726/SF
  • 23 Days On Market

  Current Estimated Value $1,292,351

  Last Listing Agent Laurie Morris Compass Connecticut, LLC

  15 Wright St, Westport, CT 06880
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  Est $447,175 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

  • 12% Above List Price
  • $396/SF
  • 34 Days On Market

  • Last Sold Price $400,000
  • Jan 05, 2024

  Last Listing Agent Nick Selca Lakeshore Realty
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  /38

  $675,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,509 Sq Ft

  486 Morehouse Hwy, Fairfield, CT 06825

  Just moments from Lake Mohegan's 170 acre open space, this 4 bedroom expanded Cape offers the kind of location that makes everyday living feel connected to nature. Set back behind a classic stone wall on a beautiful, level .46 acre lot, the home welcomes you with warm character, hardwood floors, a fireplace, and wide plank pegged floors that bring timeless charm to the kitchen and powder room.

  Julie Corrado Coldwell Banker Realty

  486 Morehouse Hwy, Fairfield, CT 06825
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  /13

  $3,000 Per Month

  • 2 Beds
  • 1 Bath
  • 773 Sq Ft
  • Apartment for Rent

  109 Churchill St Unit 3rd Fl, Fairfield, CT 06824

  Spacious and Bright 2 Bedroom Apartment in Fairfield - Fully Renovated and Ready for You! Discover the perfect blend of comfort and style in this newly and totally renovated 2-bedroom, 3rd-floor apartment, located in a charming 3-family home. This spacious and bright apartment is now available for occupancy, offering a modern living experience with all the amenities you need. Step into the open

  Ellen Garcia Brown Harris Stevens

  109 Churchill St Unit 3rd Fl, Fairfield, CT 06824
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  $1,007,500 Sold Apr 21, 2026

  84 Algonquin Rd, Fairfield, CT 06825

  • 4 Beds
  • 4 Baths
  • 3,257 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Above List Price
  • $309/SF
  • 19 Days On Market

  Current Estimated Value $920,753

  Last Listing Agent Carol McCullough Berkshire Hathaway NE Prop.

  84 Algonquin Rd, Fairfield, CT 06825
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  Est $2,658,730 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

  • 12% Above List Price
  • $481/SF
  • 14 Days On Market

  • Last Sold Price $2,375,000
  • Apr 26, 2024

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  /40

  $5,549,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private in-town acres. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone patio with an

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
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  /32

  $5,500 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,212 Sq Ft
  • House for Rent

  25 Maplewood Ave, Westport, CT 06880

  Charming bungalow offering 3 bedrooms and 2.5 baths across three levels, with hardwood floors throughout the main living areas. Bright and inviting layout with an open flow between living room, dining room, and kitchen featuring stainless steel appliances, updated cabinetry, and granite countertops. Upstairs includes a spacious primary bedroom and an additional bedroom with good closet space and

  Ignacio Navarro Keller Williams Realty

  25 Maplewood Ave, Westport, CT 06880
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  $1,150,000 Sold Jul 18, 2025

  407 Meadowbrook Rd, Fairfield, CT 06824

  • 5 Beds
  • 2.5 Baths
  • 2,840 Sq Ft
  • Built 1927

  Last Sold Summary

  • 15% Above List Price
  • $405/SF
  • 10 Days On Market

  Current Estimated Value $1,157,773

  Last Listing Agent Skylar Smith William Raveis Real Estate

  407 Meadowbrook Rd, Fairfield, CT 06824
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  Est $1,119,851 Not Listed For Sale

  220 Riverside Ave Unit 8, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 8, Westport, CT 06880

  Last Sold Summary

  • 4% Below List Price
  • $902/SF
  • 7 Days On Market

  • Last Sold Price $1,165,000
  • Jun 14, 2024

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  /20

  $459,000 Open Sat 1PM - 3PM

  • 1 Bed
  • 2 Baths
  • 949 Sq Ft

  32 Whitney Glen Unit 32, Westport, CT 06880

  Whitney Glen, one of Westport's sought-after communities, is surrounded by mature trees & impeccably maintained grounds. This tranquil & serene end-unit condo offers the perfect blend of comfort & convenience. Located on the second floor, this 949-square-foot residence looks much larger thanks to its vaulted ceilings. Natural light pours in through the skylight, sliding glass doors, & large

  Stephen Pratt Keller Williams Realty

  32 Whitney Glen Unit 32, Westport, CT 06880
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  /33

  $5,950 Per Month

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • House for Rent

  1975 Mill Plain Rd, Fairfield, CT 06824

  Beyond a white picket fence, sits this pretty colonial farmhouse close to Fairfield Center w/AMAZING property! You are welcomed onto the property by a semi-circle driveway, a lovely stone patio/path & abundant perennial gardens w/2 outdoor patio areas & lighted paths throughout. You enter through an idyllic wrap around porch & step into the living room fitted w/attractive built-ins & a fabulous

  Lisa Jones Higgins Group Bedford Square

  1975 Mill Plain Rd, Fairfield, CT 06824
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  $3,700,000 Sold Jun 02, 2025

  612 Penfield Rd, Fairfield, CT 06824

  • 5 Beds
  • 4.5 Baths
  • 4,501 Sq Ft
  • Built 2014

  Last Sold Summary

  • $822/SF
  • 15 Days On Market

  Current Estimated Value $3,835,606

  Last Listing Agent Jane Jones Berkshire Hathaway NE Prop.

  612 Penfield Rd, Fairfield, CT 06824
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  Est $1,090,504 Not Listed For Sale

  220 Riverside Ave Unit 7, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft
  • Built 2005

  220 Riverside Ave Unit 7, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $755/SF
  • 21 Days On Market

  • Last Sold Price $975,000
  • Dec 01, 2023

  Last Listing Agent Debra Shaughnessy Coldwell Banker Realty
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  /39

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  153 Woody Ln, Fairfield, CT 06825

  Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. With recent updates including kitchen, bathrooms, sunroom for year-round enjoyment, and a partially finished basement, this home is a perfect blend of modern convenience and classic charm. Additional

  Aziz Seyal William Raveis Real Estate

  153 Woody Ln, Fairfield, CT 06825
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  /14

  $2,200 Per Month

  • 3 Beds
  • 1 Bath
  • 3,369 Sq Ft
  • Apartment for Rent

  88 Waldorf Ave, Bridgeport, CT 06605

  Beautiful, newly renovated 3- bedroom apartment available for rent. Features a spacious living room, dining room, full kitchen, and bathroom. Located in a great area close to supermarkets, shops, and everyday conveniences.

  Maria Lorena Chaparro Fawn Realty Group LLC

  88 Waldorf Ave, Bridgeport, CT 06605
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  $2,700,000 Sold Jan 26, 2026

  26 Hitchcock Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft
  • Built 2025

  Last Sold Summary

  • $594/SF
  • 224 Days On Market

  Current Estimated Value $2,570,388

  Last Listing Agent Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  Est $2,852,910 Not Listed For Sale

  4A Woodhill Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 4,733 Sq Ft
  • Built 2006

  4A Woodhill Rd, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $534/SF
  • 26 Days On Market

  • Last Sold Price $2,527,500
  • Feb 16, 2024

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  /25

  $710,000

  • 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
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  /8

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury rentals! New apartment building with 23 units. All inclusive living walking distance to Fairfield Metro Train station. Spacious one bedroom, one bathrooms, open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large baths. Handicap accessible complex, underground parking and elevator. Washer and dryer in complex. Walk to Train, shops,

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike, Fairfield, CT 06825
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  $3,525,000 Sold Feb 24, 2026

  2101 Fairfield Beach Rd, Fairfield, CT 06824

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Above List Price
  • $1,175/SF
  • 46 Days On Market

  Current Estimated Value $3,474,944

  Last Listing Agent Jackie Davis William Raveis Real Estate

  2101 Fairfield Beach Rd, Fairfield, CT 06824
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  Est $4,745,309 Not Listed For Sale

  25 Flower Farm Cir, Westport, CT 06880

  • 5 Beds
  • 7.5 Baths
  • 6,404 Sq Ft
  • Built 2007

  25 Flower Farm Cir, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $687/SF
  • 85 Days On Market

  • Last Sold Price $4,400,000
  • Jun 28, 2024

  Last Listing Agent Robert Appell Coldwell Banker Realty
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  /34

  $249,900 Under Contract

  • 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
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  /21

  $1,895 Per Month

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

  2806 Fairfield Ave Unit 103, Bridgeport, CT 06605

  The Newly Renovated Wanis Building! Spectacular first floor, one bedroom, one bathroom end unit available for immediate occupancy! The unit has been freshly painted and cleaned and offers an open living, dining, kitchen area, the appliances are stainless steel and there is also a stackable washer and dryer. This nice and bright end unit with exposed brick is ideally located in the Black Rock

  John Kleps Berkshire Hathaway NE Prop.

  2806 Fairfield Ave Unit 103, Bridgeport, CT 06605
• 

  $360,000 Sold Oct 17, 2025

  2612 North Ave Unit D7, Bridgeport, CT 06604

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 39 Days On Market

  Current Estimated Value $378,120

  Last Listing Agent Bozena Tisch Coldwell Banker Realty

  2612 North Ave Unit D7, Bridgeport, CT 06604
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  Est $4,623,102 Not Listed For Sale

  6 Pan Handle Ln, Westport, CT 06880

  • 5 Beds
  • 9 Baths
  • 10,471 Sq Ft
  • Built 2007

  6 Pan Handle Ln, Westport, CT 06880

  Last Sold Summary

  • 8% Above List Price
  • $411/SF
  • 81 Days On Market

  • Last Sold Price $4,300,000
  • Dec 10, 2024

  Last Listing Agent Mersene Norbom William Pitt

Showing Results 241 - 280, Page 7 of 18