Westport, CT Homes

• 

  

  /2

  $5,099,000 Pending

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  19 Joann Cir, Westport, CT 06880

  Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the

  Linda Skolnick Coldwell Banker Realty

  19 Joann Cir, 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 $2,964,117

  Last Listing Agent Maryann Levanti Higgins Group Bedford Square

  21 Long Lots Ln, Westport, CT 06880
• 

  Est $2,179,704 Not Listed For Sale

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

  1 Blue Ribbon Dr, Westport, CT 06880

  1 Blue Ribbon Dr, Westport, CT 06880
• 

  

  

  /25

  $3,399,000 Open Sat 1PM - 3PM

  • 6 Beds
  • 7 Baths
  • 5,497 Sq Ft

  2 Webb Rd, Westport, CT 06880

  Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a

  Lori Popkin Coldwell Banker Realty

  2 Webb Rd, 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 $2,850,442

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  54 North Ave, Westport, CT 06880
• 

  Est $3,550,166 Not Listed For Sale

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

  90 Turkey Hill Rd S, Westport, CT 06880

  90 Turkey Hill Rd S, Westport, CT 06880
• 

  

  /39

  $3,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,789 Sq Ft

  221 Greens Farms Rd, Westport, CT 06880

  THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

  Leslie Riback Coldwell Banker Realty

  221 Greens Farms Rd, 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 $4,770,883

  Last Listing Agent Lynne Nolan Compass Connecticut, LLC

  108 Clapboard Hill Rd, Westport, CT 06880
• 

  Est $4,660,909 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,294 Sq Ft

  39 Danbury Ave, Westport, CT 06880

  39 Danbury Ave, Westport, CT 06880
• 

  

  /40

  $2,785,000

  • 4 Beds
  • 3.5 Baths
  • 5,434 Sq Ft

  6 Nutcracker Ln, Westport, CT 06880

  A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated

  Michelle Sperry Coldwell Banker Realty

  6 Nutcracker Ln, 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 $5,074,258

  Last Listing Agent Danna Rogers Higgins Group Bedford Square

  7 N Ridge Rd, Westport, CT 06880
• 

  Est $1,904,307 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft

  3 Butternut Ln, Westport, CT 06880

  3 Butternut Ln, Westport, CT 06880
• 

  

  /27

  $2,095,000 Open Fri 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 2,994 Sq Ft

  17 Clover Ln, Westport, CT 06880

  SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the

  Lisa Hartmann William Pitt Sotheby's Int'l

  17 Clover Ln, Westport, CT 06880
• 

  $1,150,000 Sold May 02, 2025

  25 Hale St, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 1997

  Last Sold Summary

  • 24% Above List Price
  • $697/SF
  • 13 Days On Market

  Current Estimated Value $1,163,111

  Last Listing Agent Christy Syrrist Higgins Group Bedford Square

  25 Hale St, Westport, CT 06880
• 

  Est $3,551,391 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft

  9 Murvon Ct, Westport, CT 06880

  9 Murvon Ct, Westport, CT 06880
• 

  

  /40

  $5,500,000 Pending

  • 6 Beds
  • 9 Baths
  • 9,601 Sq Ft

  10 Debra Ln, Westport, CT 06880

  Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished

  Linda Skolnick Coldwell Banker Realty

  10 Debra Ln, Westport, CT 06880
• 

  $2,795,000 Sold Dec 23, 2025

  20 Old Hill Rd, Westport, CT 06880

  • 5 Beds
  • 5.5 Baths
  • 5,916 Sq Ft
  • Built 1945

  Last Sold Summary

  • 8% Below List Price
  • $472/SF
  • 109 Days On Market

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  20 Old Hill Rd, Westport, CT 06880
• 

  Est $1,771,466 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,773 Sq Ft

  337 Greens Farms Rd, Westport, CT 06880

  337 Greens Farms Rd, Westport, CT 06880
• 

  

  /24

  $1,699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  12/12/25 - *We are currently welcoming/requesting written offers for this property. While this is not a highest-and-best situation, all offers should reflect the home's market value.* Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic

  Dannel Malloy NestSeekers International

  42 Kings Hwy S, Westport, CT 06880
• 

  $3,060,000 Sold Jan 17, 2025

  16 Ridge Dr, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 5,302 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $577/SF
  • 19 Days On Market

  Current Estimated Value $3,140,297

  Last Listing Agent Ian Defronze Serhant Connecticut, LLC

  16 Ridge Dr, Westport, CT 06880
• 

  Est $3,113,507 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  29 Fairfield Ave, Westport, CT 06880

  29 Fairfield Ave, Westport, CT 06880
• 

  

  /14

  $3,450,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 5,056 Sq Ft

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
• 

  $5,025,000 Sold Oct 02, 2025

  190 Hillspoint Rd, Westport, CT 06880

  • 4 Beds
  • 5 Baths
  • 4,333 Sq Ft
  • Built 2008

  Last Sold Summary

  • 8% Below List Price
  • $1,160/SF
  • 86 Days On Market

  Current Estimated Value $4,990,351

  Last Listing Agent Cynthia Brestovan William Raveis Real Estate

  190 Hillspoint Rd, Westport, CT 06880
• 

  Est $2,494,594 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft

  8 Darbrook Rd, Westport, CT 06880

  8 Darbrook Rd, Westport, CT 06880
• 

  

  /11

  $3,950,000 Pending

  • 5 Beds
  • 7 Baths
  • 5,771 Sq Ft

  116 Roseville Rd, Westport, CT 06880

  Tucked away on a picturesque property with a peaceful pond and complete privacy, this custom-built home is truly exceptional. From the moment you step onto the welcoming front porch, you'll feel the warmth and quality throughout. The sunlit kitchen is beautifully appointed with top-of-the-line appliances and a built-in banquette by the cozy fireplace, opening seamlessly to the inviting family

  Julie Vanderblue Higgins Group Real Estate

  116 Roseville Rd, Westport, CT 06880
• 

  $3,750,000 Sold Oct 10, 2025

  12 Old Hill Farms Rd, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 6,406 Sq Ft
  • Built 1952

  Last Sold Summary

  • $585/SF
  • 14 Days On Market

  Current Estimated Value $3,757,155

  Last Listing Agent Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
• 

  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
• 

  

  /11

  $1,699,900

  • 3 Beds
  • 2 Baths
  • 3,171 Sq Ft

  40 Maple Ave N, Westport, CT 06880

  Prime location a few houses down from the Hunt Club three bedrooms with two additional bounus rooms and two bathrooms home with a fully finished walkout on a level one acre of land surrounded by multi million dollars homes.

  Sayed Ibrahim Nationwide Homes

  40 Maple Ave N, Westport, CT 06880
• 

  $1,050,000 Sold Feb 06, 2025

  24 Easton Rd, Westport, CT 06880

  • 5 Beds
  • 5 Baths
  • 3,199 Sq Ft
  • Built 1955

  Last Sold Summary

  • 25% Below List Price
  • $328/SF
  • 108 Days On Market

  Current Estimated Value $1,125,078

  Last Listing Agent Amy Cuccio William Pitt Sotheby's Int'l

  24 Easton Rd, Westport, CT 06880
• 

  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
• 

  

  /40

  $2,895,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,841 Sq Ft

  79 Riverside Ave, Westport, CT 06880

  Sparkling river views from four floors of the most modern, chic spaces. With three bedrooms, three and a half baths, gorgeous natural light and the smartest use of 1800 sqft this waterfront home by Vita Design Group has been crafted to truly enjoy its surroundings - a perfect blend of slow tides and vibrant downtown. The main level enjoys a full wall of windows spanning the kitchen, dining area

  Leslie Clarke Compass Connecticut, LLC

  79 Riverside Ave, Westport, CT 06880
• 

  $1,250,000 Sold Jul 07, 2025

  141 Regents Park, Westport, CT 06880

  • 2 Beds
  • 3.5 Baths
  • 2,282 Sq Ft
  • Built 1985

  Last Sold Summary

  • 14% Above List Price
  • $548/SF
  • 20 Days On Market

  Current Estimated Value $1,257,616

  Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

  141 Regents Park, Westport, CT 06880
• 

  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
• 

  

  /23

  $3,785,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
• 

  $2,200,000 Sold May 01, 2025

  2 Country Rd, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,839 Sq Ft
  • Built 1955

  Last Sold Summary

  • 13% Above List Price
  • $573/SF
  • 14 Days On Market

  Current Estimated Value $2,233,419

  Last Listing Agent Alex Chingas Coldwell Banker Realty

  2 Country Rd, Westport, CT 06880
• 

  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
• 

  

  /40

  $2,849,000 Pending

  • 5 Beds
  • 6 Baths
  • 4,142 Sq Ft

  40 Hermit Ln, Westport, CT 06880

  Set on more than two acres of exquisite, park-like property in the coveted Red Coat estate section of Westport, this spectacular modern home with a glorious gunite pool offers an ideal lifestyle. A designer's own residence, this home showcases uncompromising quality with intuitive features. The landscaped approach begins with a large stone parking court that accommodates entertaining on a grand

  Alex Chingas Coldwell Banker Realty

  40 Hermit Ln, Westport, CT 06880
• 

  $896,000 Sold Jan 14, 2026

  23 Bridge St, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1900

  Last Sold Summary

  • $293/SF
  • 26 Days On Market

  Last Listing Agent Karen Curtis William Pitt Sotheby's Int'l

  23 Bridge St, Westport, CT 06880
• 

  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
• 

  /2

  $5,980,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880

Showing Results 281 - 320, Page 8 of 18