Southport, CT Homes

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  /37

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Nestled in the heart of the most desirable neighborhood in Fairfield with elegant flow, and outstanding indoor-outdoor living. This beautifully renovated home features 4 bedrooms, 2.2 bathrooms and a thoughtfully designed layout with meticulous craftsmanship for modern living. Highlights include an open concept family room with a cozy fireplace, formal dining room, and a gourmet kitchen with

  Naima Mazouzi Eagle Eye Realty PLLC

  200 Joan Dr, Fairfield, CT 06824
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  /33

  $9,000 Per Month

  • 6 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  12 Sandy Way, Fairfield, CT 06824

  Welcome to Yai Yai Beach House! 12 Sandy Way offers the ultimate Fairfield summer escape-brand new 2024 construction ideally located on the corner of Sandy Way and Reef Road, less than a half-mile to the beach and an easy walk to both downtown and the shoreline. Just a 30-second stroll to Bud's Deli and one minute to Veteran's Park, this location is second to none. This beautifully furnished

  Anthony Gigliotti Keller Williams Realty

  12 Sandy Way, Fairfield, CT 06824
• 

  $790,000 Sold May 21, 2025

  185 Woodrow Ave, Southport, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1935

  Last Sold Summary

  • 7% Above List Price
  • $624/SF
  • 10 Days On Market

  Current Estimated Value $811,049

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  185 Woodrow Ave, Southport, CT 06890
• 

  Est $732,088 Not Listed For Sale

  24 Oakview Cir, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1985

  24 Oakview Cir, Westport, CT 06880

  Last Sold Summary

  • 48% Above List Price
  • $469/SF
  • 20 Days On Market

  • Last Sold Price $495,000
  • Aug 18, 2023

  Last Listing Agent Carolina Norwick Compass Connecticut, LLC
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  /24

  $199,000

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit 5D, Bridgeport, CT 06604

  Welcome to this bright and well-maintained condo offering comfort, convenience, and long-term value in one of the area's most established communities. This spacious unit features an open-concept living and dining area, an updated kitchen, generous bedroom space, and a private patio perfect for relaxing or entertaining. The building is in the midst of a major improvement plan that includes a

  Theresa Goulet Century 21 AllPoints Realty

  80 Cartright St Unit 5D, Bridgeport, CT 06604
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  /15

  $2,750 Per Month

  • 2 Beds
  • 1 Bath
  • 1,065 Sq Ft
  • Apartment for Rent

  446 Old Stratfield Rd, Fairfield, CT 06825

  Brand new meticulously renovated 1st floor, two bedroom apartment w/private entrance. 1,065 square feet living space, two car tandem parking in driveway. New kitchen w/stone counters & stainless steal appliances. New bathroom w/glass shower doors & a frameless backlit vanity mirror. New in-unit laundry room! Quiet street yet close to stores & I 95. Short car ride to Fairfield Beach & Metro North

  Donna Lumsden Realtor Keller Williams Realty

  446 Old Stratfield Rd, Fairfield, CT 06825
• 

  $552,000 Sold Dec 16, 2025

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1971

  Last Sold Summary

  • $368/SF
  • 8 Days On Market

  Current Estimated Value $631,128

  Last Listing Agent William J. Gill Compass Connecticut, LLC

  28 Mill Hill Rd Unit 28, Fairfield, CT 06890
• 

  Est $668,519 Not Listed For Sale

  28 Crescent Park Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1986

  28 Crescent Park Rd, Westport, CT 06880

  Last Sold Summary

  • 88% Above List Price
  • $308/SF
  • 94 Days On Market

  • Last Sold Price $355,000
  • Mar 26, 2024

  Last Listing Agent Terence Dominick Exceptional Real Estate LLC
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /39

  $48,000 Per Month

  • 5 Beds
  • 6 Baths
  • 7,157 Sq Ft
  • House for Rent

  17 Stonybrook Rd, Westport, CT 06880

  This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters,

  Inna Agujen Coldwell Banker Realty

  17 Stonybrook Rd, Westport, CT 06880
• 

  $1,030,000 Sold Mar 20, 2026

  220 Lansdowne, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Below List Price
  • $502/SF
  • 98 Days On Market

  Current Estimated Value $1,193,388

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  220 Lansdowne, Westport, CT 06880
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  Est $1,100,596 Not Listed For Sale

  5 Maple Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1780

  5 Maple Ln, Westport, CT 06880

  Last Sold Summary

  • 44% Above List Price
  • $382/SF
  • 212 Days On Market

  • Last Sold Price $765,000
  • May 02, 2023

  Last Listing Agent Michele Isenberg Coldwell Banker Realty
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  /40

  $3,675,000

  • 5 Beds
  • 4.5 Baths
  • 6,015 Sq Ft

  4 Charcoal Ln, Westport, CT 06880

  A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate, thoughtfully reimagined with an array of stunning features and superior craftsmanship. Sited on 2 private acres, this extraordinary property offers priceless panoramic views of a 7-acre nature preserve, affording permanent tranquility and a sense of wonder. The meticulous renovations center around a

  Carol Langeland William Pitt Sotheby's Int'l

  4 Charcoal Ln, Westport, CT 06880
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  /35

  $10,000 Per Month

  • 5 Beds
  • 4.5 Baths
  • 4,797 Sq Ft
  • House for Rent

  220 Burr St, Fairfield, CT 06824

  Summer, winter, short term or annual rental available. Enjoy this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen offers top of the line appliances, a big center island, loads of cabinetry and eat-in kitchen option. Soaring

  Hedyeh Renstrup William Pitt Sotheby's Int'l

  220 Burr St, Fairfield, CT 06824
• 

  $1,590,000 Sold Apr 08, 2026

  11 Tuckahoe Ln, Fairfield, CT 06824

  • 4 Beds
  • 3.5 Baths
  • 3,636 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $437/SF
  • 20 Days On Market

  Current Estimated Value $1,643,783

  Last Listing Agent Christine Magliocco Higgins Group Real Estate

  11 Tuckahoe Ln, Fairfield, CT 06824
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  Not Listed For Sale

  113 North Ave, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft
  • Built 1887

  113 North Ave, Westport, CT 06880

  Last Sold Summary

  • $663/SF
  • 58 Days On Market

  • Last Sold Price $2,600,000
  • Jul 02, 2024

  Last Listing Agent Kim Harizman Compass Connecticut, LLC
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  /17

  $1,989,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  301 Godfrey Rd, Fairfield, CT 06825

  Be inspired to live your best life in this to-be-built Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering Spring 2027 occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. The home unfolds with a seamless flow of light-filled spaces, where

  Dominika Wojciechowski Houlihan Lawrence

  301 Godfrey Rd, Fairfield, CT 06825
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  /16

  $2,150 Per Month

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

  1645 Black Rock Turnpike Unit 309, Fairfield, CT 06825

  PERFECT LOCATION, CLOSE TO EVERYTHING! BRAND NEW 2018 CONSTRUCTION!! This spacious, light filled CORNER UNIT 1 BEDROOM apartment offers a kitchen w/ granite counter-tops, white shaker cabinets, and stainless steel appliances. The large and airy living room offers plenty of space for a couch, chair, end tables, and eating area. Heat and air conditioning are both fueled by electricity. The building

  Anthony Gigliotti Keller Williams Realty

  1645 Black Rock Turnpike Unit 309, Fairfield, CT 06825
• 

  $645,000 Sold Oct 10, 2025

  34 Hanford Ave, Bridgeport, CT 06605

  • 5 Beds
  • 3 Baths
  • 2,215 Sq Ft
  • Built 1907

  Last Sold Summary

  • 3% Below List Price
  • $291/SF
  • 34 Days On Market

  Current Estimated Value $661,185

  Last Listing Agent Valerie Alvarez Serhant Connecticut, LLC

  34 Hanford Ave, Bridgeport, CT 06605
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  Est $2,592,423 Not Listed For Sale

  52 Weston Rd, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,865 Sq Ft
  • Built 1806

  52 Weston Rd, Westport, CT 06880

  Last Sold Summary

  • 24% Above List Price
  • $356/SF
  • 42 Days On Market

  • Last Sold Price $2,087,500
  • Jun 01, 2023

  Last Listing Agent Cyd Hamer William Pitt
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  /28

  $3,250,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,812 Sq Ft

  274 Pine Creek Ave, Fairfield, CT 06824

  Waterfront summer living! This slice of heaven features 2-3 bedrooms, 2.5 bathrooms, and a detached studio apartment with a full bath. This modern architectural masterpiece, designed by award winning architect, Roger Ferris, has breathtaking views and an abundance of natural light, courtesy of the expansive floor to ceiling windows in every room. The dreamy primary bedroom has panoramic water

  Jen Rosen Coldwell Banker Realty

  274 Pine Creek Ave, Fairfield, CT 06824
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  /26

  $7,000 Per Month

  • 5 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  116 College Place, Fairfield, CT 06824

  Bring the whole family! This 5 bedroom home has everything you need for the perfect summer getaway. A comfortable stroll from Penfield Beach, Veterans Park, and Lighthouse Point, you can fill each day with fun outdoor activities and a little taste of Beach Life. After a day on the water, come back ashore and check out Fairfield's vibrant downtown, which boasts and array of dining shopping, and

  Alex Kniffin Century 21 AllPoints Realty

  116 College Place, Fairfield, CT 06824
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  $701,000 Sold Mar 06, 2026

  245 Unquowa Rd Unit 2, Fairfield, CT 06824

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • $663/SF
  • 16 Days On Market

  Current Estimated Value $665,511

  Last Listing Agent Lisa Mancini William Raveis Real Estate

  245 Unquowa Rd Unit 2, Fairfield, CT 06824
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  Est $4,650,182 Not Listed For Sale

  9 Sherwood Dr, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft
  • Built 2021

  9 Sherwood Dr, Westport, CT 06880

  Last Sold Summary

  • 24% Above List Price
  • $964/SF
  • 250 Days On Market

  • Last Sold Price $3,758,269
  • Jul 11, 2023

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate
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  /40

  $5,495,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,641 Sq Ft

  32 Burnham Hill, Westport, CT 06880

  Experience refined coastal living in this exceptional hilltop residence, just a short walk to Compo Beach. Built by celebrated Bluewater Home Builders, this stunning Nantucket-style home set on a rare & secluded .92-acre property on a quiet cul-de-sac is ideally positioned on one of the area's most prestigious & sought-after streets, offering an unparalleled blend of privacy & lifestyle. This

  Cindy Saul Coldwell Banker Realty

  32 Burnham Hill, Westport, CT 06880
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  /19

  $2,700 Per Month

  • 2 Beds
  • 1.5 Baths
  • 948 Sq Ft
  • Townhouse for Rent

  82 Garden Dr, Fairfield, CT 06825

  Move-in ready and well maintained, this clean half duplex offers a comfortable and easy layout in a great Fairfield location. The main level features a bright living room, a separate dining area, an updated kitchen, and a convenient half bath. Upstairs, you'll find two well-sized bedrooms and a full bathroom. The home also includes a nice, clean yard-perfect for relaxing or enjoying some outdoor

  Karim Douich William Raveis Real Estate

  82 Garden Dr, Fairfield, CT 06825
• 

  $2,199,000 Sold Nov 12, 2025

  60 Sylvan Rd N, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,430 Sq Ft
  • Built 1963

  Last Sold Summary

  • $641/SF
  • 56 Days On Market

  Current Estimated Value $2,270,574

  Last Listing Agent Judy Michaelis Coldwell Banker Realty

  60 Sylvan Rd N, Westport, CT 06880
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  Est $3,044,929 Not Listed For Sale

  3 Indian Point Ln, Westport, CT 06880

  • 6 Beds
  • 4.5 Baths
  • 6,094 Sq Ft
  • Built 1966

  3 Indian Point Ln, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $427/SF
  • 21 Days On Market

  • Last Sold Price $2,600,000
  • May 25, 2023

  Last Listing Agent Christine Poppy Compass Connecticut, LLC
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  /40

  $3,200,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,759 Sq Ft

  150 Hillspoint Rd, Westport, CT 06880

  Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams

  Meredith Kamo Compass Connecticut, LLC

  150 Hillspoint Rd, Westport, CT 06880
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  /23

  $20,000 Per Month

  • 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 Ogents, LLC

  1987 Fairfield Beach Rd, 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 $447,614

  Last Listing Agent Tom Fitzpatrick Coldwell Banker Realty

  61 Prince St Unit 61, Fairfield, CT 06825
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  Est $4,570,951 Not Listed For Sale

  9 Brookside Dr, Westport, CT 06880

  • 6 Beds
  • 11 Baths
  • 9,142 Sq Ft
  • Built 1938

  9 Brookside Dr, Westport, CT 06880

  Last Sold Summary

  • 10% Above List Price
  • $454/SF
  • 309 Days On Market

  • Last Sold Price $4,150,000
  • Mar 24, 2025

  Last Listing Agent Kim Vartuli Keller Williams Realty
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  /21

  $789,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  37 Biro St, Fairfield, CT 06825

  Well-maintained two-family home in desirable Fairfield. Both units feature brand-new appliances and separate in-unit laundry, offering convenience and efficiency for owners or tenants. The roof is approximately 6 years old, and furnaces are about 10 years old, providing peace of mind and reduced capital expenses. Ideal for owner-occupants or investors seeking a solid multi-family property with

  Carlos Ventura Ventura Group Realty LLC

  37 Biro St, Fairfield, CT 06825
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  /18

  $15,000 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • House for Rent

  1895 Fairfield Beach Rd, Fairfield, CT 06824

  Spend your summer right on the shoreline in this beautifully furnished waterfront escape, where every day begins and ends with sweeping views of Long Island Sound. Designed to embrace its coastal setting, the home features a bright, open-concept layout that seamlessly connects the living, dining, and kitchen areas-all oriented toward the water. Expansive glass doors span the back of the home,

  Jennifer Thomas-Heath Houlihan Lawrence

  1895 Fairfield Beach Rd, Fairfield, CT 06824
• 

  $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 $3,030,932

  Last Listing Agent Susan Lieberman The Riverside Realty Group

  5 Compo Hill Ave, Westport, CT 06880
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  Est $2,065,011 Not Listed For Sale

  1 Blue Ribbon Dr, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,493 Sq Ft
  • Built 1930

  1 Blue Ribbon Dr, Westport, CT 06880

  Last Sold Summary

  • 8% Below List Price
  • $640/SF
  • 54 Days On Market

  • Last Sold Price $2,237,000
  • Nov 12, 2024

  Last Listing Agent Anne Frewen Coldwell Banker Realty
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  /40

  $2,499,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 4,859 Sq Ft

  177 High Meadow Rd, Southport, CT 06890

  Set on a crescent shaped quiet street with serene seasonal water views, this stunning 2023 built home offers the perfect blend of modern elegance and comfortable living. Featuring four spacious bedrooms, 4 1/2 baths, every detail has been thoughtfully designed for both style and functionality. This beautifully designed open floor plan offers an impressive chef-inspired kitchen with white quartz

  Katie O'Grady Compass Connecticut, LLC

  177 High Meadow Rd, Southport, CT 06890
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  /27

  $13,000 Per Month

  • 4 Beds
  • 4.5 Baths
  • 2,274 Sq Ft
  • House for Rent

  12 Danbury Ave, Westport, CT 06880

  FABULOUS BEACH HOUSE! Winter/Academic/Summer rental start Sept.2026 AVAILABLE end of July through August 2026 (30K MONTH) Walk to BEACH. Exquisite architectural 3 story Nantucket Style beach home steps from the sands of Compo Beach. "The Seahorse" house was masterfully crafted by award winning Westport Architect Peter Cadoux and is featured on his website. It graced the cover of East Coast

  Robin Singer Coldwell Banker Realty

  12 Danbury Ave, Westport, CT 06880
• 

  $650,000 Sold Mar 11, 2026

  1 Garden Dr, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,942 Sq Ft
  • Built 1942

  Last Sold Summary

  • $335/SF
  • 61 Days On Market

  Current Estimated Value $644,574

  Last Listing Agent Patricia Cardozo Coldwell Banker Realty

  1 Garden Dr, Fairfield, CT 06825
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  Est $3,327,237 Not Listed For Sale

  90 Turkey Hill Rd S, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 6,117 Sq Ft
  • Built 1832

  90 Turkey Hill Rd S, Westport, CT 06880

  Last Sold Summary

  • 15% Above List Price
  • $474/SF
  • 12 Days On Market

  • Last Sold Price $2,899,000
  • Jul 12, 2023

  Last Listing Agent Regina Kendig William Raveis Real Estate

Showing Results 481 - 520, Page 13 of 18