Westport, CT Homes

• 

  Est $1,014,169 Not Listed For Sale

  45 Drumlin Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1951

  45 Drumlin Rd, Westport, CT 06880

  Last Sold Summary

  • 23% Above List Price
  • $612/SF
  • 9 Days On Market

  • Last Sold Price $825,000
  • Jun 13, 2023

  Last Listing Agent Sally Bohling Coldwell Banker Realty
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  /40

  $7,500,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,576 Sq Ft

  8 Loretta Ct, Westport, CT 06880

  Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The

  Lianne Owen Coldwell Banker Realty

  8 Loretta Ct, Westport, CT 06880
• 

  $1,600,000 Sold Jul 21, 2025

  28 Compo Rd N, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 2,501 Sq Ft
  • Built 1870

  Last Sold Summary

  • 33% Above List Price
  • $640/SF
  • 60 Days On Market

  Current Estimated Value $1,729,891

  Last Listing Agent Lori Popkin Coldwell Banker Realty

  28 Compo Rd N, Westport, CT 06880
• 

  Est $1,590,474 Not Listed For Sale

  141 Lansdowne, Westport, CT 06880

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1984

  141 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $616/SF
  • 15 Days On Market

  • Last Sold Price $1,510,000
  • Apr 07, 2025

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate
• 

  

  

  /40

  $15,000,000

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
• 

  $1,085,000 Sold May 16, 2025

  4 Promised Rd, Westport, CT 06880

  • 3 Beds
  • 1.5 Baths
  • 943 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $1,151/SF
  • 40 Days On Market

  Current Estimated Value $1,109,832

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  4 Promised Rd, Westport, CT 06880
• 

  Est $1,148,997 Not Listed For Sale

  137 Lansdowne, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1984

  137 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $488/SF
  • 21 Days On Market

  • Last Sold Price $1,025,000
  • Jan 17, 2025

  Last Listing Agent Heidi Cinder William Raveis Real Estate
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  /16

  $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
• 

  $3,151,600 Sold Apr 02, 2026

  16 Gault Park Dr, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,735 Sq Ft
  • Built 2014

  Last Sold Summary

  • 17% Above List Price
  • $666/SF
  • 5 Days On Market

  Current Estimated Value $2,697,814

  Last Listing Agent Amy Swanson William Raveis Real Estate

  16 Gault Park Dr, Westport, CT 06880
• 

  Est $1,651,572 Not Listed For Sale

  215 Lansdowne, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 1985

  215 Lansdowne, Westport, CT 06880

  Last Sold Summary

  • 10% Above List Price
  • $612/SF
  • 46 Days On Market

  • Last Sold Price $1,500,000
  • Feb 26, 2024

  Last Listing Agent Julie Vanderblue Higgins Group Real Estate
• 

  

  /34

  $2,349,000

  • 4 Beds
  • 3.5 Baths
  • 3,584 Sq Ft

  24 Blue Ribbon Dr, Westport, CT 06880

  Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless indoor-outdoor living and flowing into a sun-filled family room with

  Danna Rogers Higgins Group Bedford Square

  24 Blue Ribbon Dr, Westport, CT 06880
• 

  $1,225,000 Sold Apr 01, 2026

  69 Grove Point, Westport, CT 06880

  • 2 Beds
  • 1.5 Baths
  • 1,394 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $879/SF
  • 40 Days On Market

  Current Estimated Value $1,183,000

  Last Listing Agent Lorelei Atwood Higgins Group Real Estate

  69 Grove Point, Westport, CT 06880
• 

  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
• 

  

  /38

  $1,675,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,883 Sq Ft

  21 Turkey Hill Rd N, Westport, CT 06880

  THANK YOU FOR YOUR INTEREST. SELLER IS REQUESTING HIGHEST AND BEST OFFERS SUNDAY, 3/29 BY 4PM. 21 Turkey Hill Road North is the kind of home that just works. Comfortable, well-proportioned, and thoughtfully updated over time, it offers a way of living that feels easy from the moment you walk in. There's a quiet sense of care throughout. Not just in the updates, but in how the home has been lived

  Cindy Raney Coldwell Banker Realty

  21 Turkey Hill Rd N, Westport, CT 06880
• 

  $1,215,000 Sold Sep 03, 2025

  46 Park Ln, Westport, CT 06880

  • 5 Beds
  • 3.5 Baths
  • 2,312 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $526/SF
  • 34 Days On Market

  Current Estimated Value $1,284,304

  Last Listing Agent Jillian Klaff Coldwell Banker Realty

  46 Park Ln, Westport, CT 06880
• 

  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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  /27

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  3 Hills Ln, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condominiums, where low-maintenance living meets exceptional convenience. Ideally located on the Westport-Norwalk border, this sun-filled 3-bedroom, 2-bath residence offers a rare combination of privacy, natural beauty, and walkable access to everyday essentials, including Whole Foods just across the street. Set at the top of Hills Lane in a peaceful,

  Mary Ann Lindwall The Riverside Realty Group

  3 Hills Ln, Westport, CT 06880
• 

  $2,815,000 Sold Sep 09, 2025

  4 Reimer Rd, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 5,311 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Above List Price
  • $530/SF
  • 34 Days On Market

  Current Estimated Value $2,935,572

  Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  4 Reimer Rd, Westport, CT 06880
• 

  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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  /6

  $1,250,000

  • Land
  • 6,534 Sq Ft
  • $8,333,333 per Acre

  15 Gorham Ave, Westport, CT 06880

  Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the

  Peter Lane Ogents, LLC

  15 Gorham Ave, Westport, CT 06880
• 

  $4,850,000 Sold Dec 02, 2025

  4 Sandpiper Rd, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 4,484 Sq Ft
  • Built 2016

  Last Sold Summary

  • 3% Below List Price
  • $1,082/SF
  • 51 Days On Market

  Current Estimated Value $4,947,844

  Last Listing Agent Todd Gibbons Boost Real Estate Group

  4 Sandpiper Rd, Westport, CT 06880
• 

  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
• 

  

  /40

  $1,800,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,018 Sq Ft

  39 Marion Rd, Westport, CT 06880

  Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and

  Stacy Pfannkuch Century 21 AllPoints Realty

  39 Marion Rd, Westport, CT 06880
• 

  $2,125,000 Sold May 01, 2026

  10 Reimer Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,464 Sq Ft
  • Built 1959

  Last Sold Summary

  • 18% Above List Price
  • $613/SF
  • 11 Days On Market

  Current Estimated Value $1,795,102

  Last Listing Agent Tara Chlupsa Coldwell Banker Realty

  10 Reimer Rd, Westport, CT 06880
• 

  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
• 

  

  /18

  $8,995,000 Pending

  • 7 Beds
  • 8.5 Baths
  • 9,415 Sq Ft

  11 Manitou Ct, Westport, CT 06880

  Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a lifestyle of unparalleled sophistication, effortless elegance, cutting edge innovation, and tranquil opulence. Imagine

  Jaclyn Picarillo Higgins Group Bedford Square

  11 Manitou Ct, Westport, CT 06880
• 

  $2,950,000 Sold Jul 08, 2025

  21 Long Lots Ln, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 6,148 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $480/SF
  • 218 Days On Market

  Current Estimated Value $3,058,446

  Last Listing Agent Maryann Levanti Higgins Group Bedford Square

  21 Long Lots Ln, Westport, CT 06880
• 

  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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  /34

  $1,675,000

  • 5 Beds
  • 4 Baths
  • 3,156 Sq Ft

  30 Pequot Trail, Westport, CT 06880

  Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

  Lynn Fraund William Pitt Sotheby's Int'l

  30 Pequot Trail, Westport, CT 06880
• 

  $2,750,000 Sold Aug 08, 2025

  54 North Ave, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 5,780 Sq Ft
  • Built 2016

  Last Sold Summary

  • 12% Below List Price
  • $476/SF
  • 77 Days On Market

  Current Estimated Value $2,880,587

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  54 North Ave, Westport, CT 06880
• 

  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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  /32

  $1,899,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  24 Warnock Dr, Westport, CT 06880

  HOME FOR ALL SEASONS...Located in one of Westport's most desirable Coleytown neighborhoods surrounded by multi-million dollar homes 24 Warnock a perfect blend of style comfort & convenience Turnkey 2851sf home on 4 floors offers close proximity to Westport's top rated schools vibrant downtown, beautiful beaches-an exceptional opportunity at this price point Thoughtfully renovated & impeccably

  Elaine Schanzenbach William Raveis Real Estate

  24 Warnock Dr, Westport, CT 06880
• 

  $4,950,000 Sold Aug 01, 2025

  108 Clapboard Hill Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 5,312 Sq Ft
  • Built 1920

  Last Sold Summary

  • 18% Above List Price
  • $932/SF
  • 7 Days On Market

  Current Estimated Value $4,988,752

  Last Listing Agent Lynne Nolan Compass Connecticut, LLC

  108 Clapboard Hill Rd, Westport, CT 06880
• 

  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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  /39

  $2,369,000 Pending

  • 7 Beds
  • 5.5 Baths
  • 4,826 Sq Ft

  7 Fermily Ln, Westport, CT 06880

  Tucked away at the end of a private lane, this Nantucket-style Colonial sits on 1.21 level acres with city water, offering privacy, flexibility, and space rarely found in Westport. Rebuilt in 2006 on an existing foundation, the property combines classic shingle-style architecture with thoughtful modern living. The main residence features 5 bedrooms, 4.5 baths, and a dedicated home office. The

  Mary Ann Lindwall The Riverside Realty Group

  7 Fermily Ln, Westport, CT 06880
• 

  $880,000 Sold Jan 23, 2026

  202 Bradley Ln Unit 202, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,756 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Above List Price
  • $501/SF
  • 16 Days On Market

  Current Estimated Value $912,452

  Last Listing Agent Audrey Demetres Coldwell Banker Realty

  202 Bradley Ln Unit 202, Westport, CT 06880
• 

  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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  /38

  $5,925,000

  • 6 Beds
  • 9 Baths
  • 6,561 Sq Ft

  3 Stony Point W, Westport, CT 06880

  Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

  Debra Shaughnessy Coldwell Banker Realty

  3 Stony Point W, Westport, CT 06880
• 

  $5,075,000 Sold Jun 02, 2025

  7 N Ridge Rd, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 11,774 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $431/SF
  • 57 Days On Market

  Current Estimated Value $5,250,918

  Last Listing Agent Danna Rogers Higgins Group Bedford Square

  7 N Ridge Rd, Westport, CT 06880
• 

  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 281 - 320, Page 8 of 18