Westport, CT Homes

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  /35

  $3,295,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  /33

  $5,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • House for Rent

  26 Hiawatha Lane Extension, Westport, CT 06880

  Welcome to this updated and move-in ready rental in sought-after Westport, offering a bright open layout and modern finishes throughout. The main level features a sun-filled living room with a fireplace, flowing seamlessly into the dining area and updated kitchen with granite counters, white cabinetry, and stainless appliances - ideal for everyday living and entertaining. The home offers three

  Lisa Ronzello Coldwell Banker Realty

  26 Hiawatha Lane Extension, Westport, CT 06880
• 

  $1,750,000 Sold Nov 14, 2025

  130 Easton Rd, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 5,489 Sq Ft
  • Built 1958

  Last Sold Summary

  • 22% Below List Price
  • $319/SF
  • 130 Days On Market

  Current Estimated Value $1,919,458

  Last Listing Agent David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
• 

  Not Listed For Sale

  41 North Ave, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 7,250 Sq Ft
  • Built 2021

  41 North Ave, Westport, CT 06880

  Last Sold Summary

  • 2% Below List Price
  • $566/SF
  • 251 Days On Market

  Last Sold Price $4,100,564

  Last Listing Agent Patricia Shea Coldwell Banker Realty
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  /6

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 1,299 Sq Ft

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

  Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

  Andrew Whiteley Brown Harris Stevens

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
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  /15

  $4,800 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft
  • House for Rent

  63 Valley Rd, Westport, CT 06880

  Welcome home to this adorable 2-3 bedroom, 2 full bath cape on Valley Rd., a super convenient, quiet neighborhood located between Greens Farms and Saugatuck Village. The sunny first floor features a spacious living room with fireplace, family/dining room with windows overlooking the backyard and access to the patio. The bright, spacious kitchen, full bath, bedroom/office, and laundry complete the

  Georgia Rojas Coldwell Banker Realty

  63 Valley Rd, Westport, CT 06880
• 

  $1,200,000 Sold Apr 14, 2025

  56 Partrick Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 1966

  Last Sold Summary

  • 14% Below List Price
  • $746/SF
  • 47 Days On Market

  Current Estimated Value $1,224,725

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  56 Partrick Rd, Westport, CT 06880
• 

  Est $4,435,791 Not Listed For Sale

  10 Cranbury Rd, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 7,552 Sq Ft
  • Built 2022

  10 Cranbury Rd, Westport, CT 06880

  Last Sold Summary

  • 20% Above List Price
  • $490/SF
  • 79 Days On Market

  Last Sold Price $3,700,000

  Last Listing Agent Maryann Levanti Higgins Group Bedford Square
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  /40

  $1,430,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  783 Post Rd E Unit 201, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  783 Post Rd E Unit 201, Westport, CT 06880
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  $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
• 

  $1,595,000 Sold Jun 23, 2025

  41 Richmondville Ave Unit 211, Westport, CT 06880

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2024

  Last Sold Summary

  • 15% Below List Price
  • $1,181/SF
  • 138 Days On Market

  Last Listing Agent Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 211, Westport, CT 06880
• 

  Est $1,882,530 Not Listed For Sale

  8 Lehn Farm Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,898 Sq Ft
  • Built 1974

  8 Lehn Farm Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $621/SF
  • 22 Days On Market

  Last Sold Price $1,799,000

  Last Listing Agent Robert Grodman The Riverside Realty Group
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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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  $10,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,027 Sq Ft
  • House for Rent

  1 Otter Trail, Westport, CT 06880

  Tenants have described this charming bungalow as "a thoughtfully-curated 5-star accommodation in a fantastic location". Furnished rentals do not get any better! You can enjoy this sparkling clean and tastefully decorated cottage for 12 to 15 months. WALKABLE TO TRAIN, Saugatuck Center, Levitt Pavilion, our award-winning Westport Library and so much more. Beautiful Compo Beach and Longshore Golf,

  Martha Eidman Coldwell Banker Realty

  1 Otter Trail, Westport, CT 06880
• 

  $1,905,000 Sold Jul 01, 2025

  15 Lone Pine Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Above List Price
  • $842/SF
  • 11 Days On Market

  Current Estimated Value $1,894,504

  Last Listing Agent Mary Ellen Gallagher Compass Connecticut, LLC

  15 Lone Pine Ln, Westport, CT 06880
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  Est $3,713,678 Not Listed For Sale

  4 Winker Ln, Westport, CT 06880

  • 7 Beds
  • 10 Baths
  • 8,689 Sq Ft
  • Built 2008

  4 Winker Ln, Westport, CT 06880

  Last Sold Summary

  • 24% Above List Price
  • $345/SF
  • 49 Days On Market

  Last Sold Price $3,000,000

  Last Listing Agent Jennifer Leahy Compass Connecticut, LLC
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  /40

  $2,800,000

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  118 Roseville Rd, Westport, CT 06880

  This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

  Tyler Della Valle Dow Della Valle

  118 Roseville Rd, Westport, CT 06880
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  $9,950 total monthly price

  • 4 Beds
  • 5.5 Baths
  • 8,309 Sq Ft
  • House for Rent

  27 Kings Hwy N, Westport, CT 06880

  Yearly Unfurnished Waterfront Rental in Westport, CT. Commanding a rare, full-frontage position on the shimmering setting of Nash's Pond, 27 Kings Highway North offers an extraordinary opportunity to lease a Mediterranean-style home in the heart of Westport, Connecticut. Set on 1.2 private acres, this striking residence delivers serene water views, refined architectural details, and a coveted

  Meredith Kamo Compass Connecticut, LLC

  27 Kings Hwy N, Westport, CT 06880
• 

  $2,475,000 Sold May 01, 2025

  20 Church St S, Westport, CT 06880

  • 6 Beds
  • 5.5 Baths
  • 4,725 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Above List Price
  • $524/SF
  • 13 Days On Market

  Current Estimated Value $2,471,084

  Last Listing Agent Jennifer Twombly Compass Connecticut, LLC

  20 Church St S, Westport, CT 06880
• 

  Est $2,060,520 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

  • 21% Above List Price
  • $516/SF
  • 120 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens
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  /20

  $2,800,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  53 Cross Hwy, Westport, CT 06880

  Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.

  Phil Pedros Philips Real Estate

  53 Cross Hwy, Westport, CT 06880
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  $50,000 total monthly price

  • 4 Beds
  • 6 Baths
  • 3,627 Sq Ft
  • House for Rent

  14 Cockenoe Dr, Westport, CT 06880

  Rare opportunity to live directly on a private beach in Westport this summer. This new home on Saugatuck Island is offered for the first time as a rental. Three plus floors, high ceilings, luxurious 4-bedroom 3700sqft home on the beach offers the unique sensation of floating on Long Island Sound through floor-to-ceiling windows that bring the views and lapping sounds of the tides inside. A large,

  Amy Swanson William Raveis Real Estate

  14 Cockenoe Dr, Westport, CT 06880
• 

  $3,470,000 Sold Dec 02, 2025

  3 Bolton Ln, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 7,899 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Below List Price
  • $439/SF
  • 35 Days On Market

  Current Estimated Value $3,494,070

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  3 Bolton Ln, Westport, CT 06880
• 

  Est $2,694,700 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

  • 13% Above List Price
  • $481/SF
  • 14 Days On Market

  Last Sold Price $2,375,000

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  /40

  $3,750,000

  • 7 Beds
  • 9 Baths
  • 10,104 Sq Ft

  249 Greens Farms Rd, Westport, CT 06880

  Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details

  Kim Harizman Compass Connecticut, LLC

  249 Greens Farms Rd, Westport, CT 06880
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  $9,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,315 Sq Ft
  • House for Rent

  8 Bayberry Ridge Rd, Westport, CT 06880

  AVAILABLE 5/1. Imagine living next door to a huge and beautiful formal Garden! Welcome to Blau House, a stunning Mid-Century Modern home, nestled in the tranquil Coleytown neighborhood of Westport. This architectural gem provides the unique opportunity for sophisticated living in the heart of the upscale, water community of Westport, CT. 3,300 SF of open and light-filled space. The Kitchen/Living

  Laurie Mortensen William Pitt Sotheby's Int'l

  8 Bayberry Ridge Rd, Westport, CT 06880
• 

  $3,879,000 Sold Aug 15, 2025

  19 Center St, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 7,861 Sq Ft
  • Built 2017

  Last Sold Summary

  • $493/SF
  • 18 Days On Market

  Current Estimated Value $3,808,733

  Last Listing Agent Brett Lieberman The Riverside Realty Group

  19 Center St, Westport, CT 06880
• 

  Est $1,489,949 Not Listed For Sale

  106 Newtown Turnpike, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 4,602 Sq Ft
  • Built 1978

  106 Newtown Turnpike, Weston, CT 06883

  Last Sold Summary

  • 14% Above List Price
  • $285/SF
  • 33 Days On Market

  Last Sold Price $1,310,000

  Last Listing Agent Jesse Shafer Compass Connecticut, LLC
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  /29

  $1,475,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  41 Richmondville Ave Unit 111, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 111, Westport, CT 06880
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  /24

  $60,000 total monthly price

  • 6 Beds
  • 5.5 Baths
  • 3,989 Sq Ft
  • House for Rent

  23 Sterling Dr, Westport, CT 06880

  Sterling Dr. Available from June 19 to August 24th. Spectacular views of the water from all rooms in this new, well appointed 5 bedroom home. Enjoy the heated INFINITY POOL with automatic cover (making it 100% safe) and a few minutes walk to Compo Cove or Compo Beaches by foot. The light-filled gourmet Kitchen has 2 sinks, 2 dishwashers, quartz countertops, and Sub-Zero/Wolf appliances. Enjoy the

  Derek Greene Derek Greene

  23 Sterling Dr, Westport, CT 06880
• 

  $2,865,000 Sold Jun 26, 2025

  9 Forest Dr, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,672 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Above List Price
  • $613/SF
  • 40 Days On Market

  Current Estimated Value $2,871,153

  Last Listing Agent Alex Chingas Coldwell Banker Realty

  9 Forest Dr, Westport, CT 06880
• 

  Est $2,177,496 Not Listed For Sale

  100 Newtown Turnpike, Weston, CT 06883

  • 4 Beds
  • 5.5 Baths
  • 6,071 Sq Ft
  • Built 1982

  100 Newtown Turnpike, Weston, CT 06883

  Last Sold Summary

  • 82% Above List Price
  • $197/SF
  • 15 Days On Market

  Last Sold Price $1,199,000

  Last Listing Agent Curtiss Clemens Jr. Century 21 Clemens Group
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  /26

  $1,495,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  41 Richmondville Ave Unit 105, Westport, CT 06880

  The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

  Doug Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 105, Westport, CT 06880
• 

  

  /19

  $3,000 total monthly price

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

  44 Roseville Rd, Westport, CT 06880

  Charming 1-bedroom cottage with den available for yearly rental, unfurnished. Privately set back from the main house on a nicely landscaped property with a small pond and outdoor patio. The cottage offers a practical, efficient layout with a spacious entryway, dining area, and galley kitchen. The living room features a working wood-burning fireplace, and the den provides flexible space suitable

  Stephen Pratt Keller Williams Realty

  44 Roseville Rd, Westport, CT 06880
• 

  $4,200,000 Sold Jul 10, 2025

  11 Gault Park Dr, Westport, CT 06880

  • 7 Beds
  • 9 Baths
  • 6,898 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Above List Price
  • $609/SF
  • 58 Days On Market

  Current Estimated Value $4,166,539

  Last Listing Agent Imke Lohs Compass Connecticut, LLC

  11 Gault Park Dr, Westport, CT 06880
• 

  Est $1,610,359 Not Listed For Sale

  166 Newtown Turnpike, Weston, CT 06883

  • 5 Beds
  • 4.5 Baths
  • 4,938 Sq Ft
  • Built 1935

  166 Newtown Turnpike, Weston, CT 06883

  Last Sold Summary

  • 7% Above List Price
  • $306/SF
  • 14 Days On Market

  Last Sold Price $1,510,000

  Last Listing Agent Cindy Raney Coldwell Banker Realty
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  /25

  $3,399,000 Pending

  • 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
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  /36

  $33,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,815 Sq Ft
  • House for Rent

  47 Woodside Ave, Westport, CT 06880

  Summer in Westport! Clean living at its best. A home prepared with non-chemical, organic products. The owners live here year round with ZERO FRAGRANCE. Owners are extremely sensitive to fragrance so only CLEAN LIVING TENANTS take interest. Organic, non fragrance, non chemical, hypo-allergenic product home. Products will remain in the home for summer tenant to utilize during their stay. This is

  Elizabeth Altobelli William Raveis Real Estate

  47 Woodside Ave, Westport, CT 06880
• 

  $1,300,000 Sold Mar 10, 2025

  315 Harvest Commons Unit 315, Westport, CT 06880

  • 2 Beds
  • 3 Baths
  • 2,262 Sq Ft
  • Built 1982

  Last Sold Summary

  • 31% Above List Price
  • $575/SF
  • 0 Days On Market

  Last Listing Agent Susan Cassidy Coldwell Banker Realty

  315 Harvest Commons Unit 315, Westport, CT 06880
• 

  Est $3,262,383 Not Listed For Sale

  9 Crooked Mile Rd, Westport, CT 06880

  • 6 Beds
  • 7 Baths
  • 7,076 Sq Ft
  • Built 2007

  9 Crooked Mile Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $438/SF
  • 23 Days On Market

  Last Sold Price $3,100,000

  Last Listing Agent Cyd Hamer William Pitt

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