Westport, CT Homes

• 

  $2,900,000 Sold Oct 09, 2025

  5 River Ln, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 4,636 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Above List Price
  • $626/SF
  • 10 Days On Market

  Current Estimated Value $3,072,711

  Last Listing Agent Patricia Shea Coldwell Banker Realty

  5 River Ln, Westport, CT 06880
• 

  Est $1,215,502 Not Listed For Sale

  175 Regents Park, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft
  • Built 1985

  175 Regents Park, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $482/SF
  • 15 Days On Market

  • Last Sold Price $1,040,000
  • May 03, 2024

  Last Listing Agent Nadine Tanen Berkshire Hathaway Home Services
• 

  

  

  /38

  $2,095,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,328 Sq Ft

  32 Berndale Dr, Westport, CT 06880

  OFFERS DUE AT NOON ON MONDAY APRIL 13TH! In the heart of Westport, where charm meets modern living, the expanded cape at 32 Berndale Drive delivers the perfect blend of space, style, and location. Nestled on a quiet, sought-after street just moments from Bedford Middle School and Staples High School, this 5-bedroom, 4-bath residence offers exceptional versatility for today's lifestyle. A

  Kim Harizman Compass Connecticut, LLC

  32 Berndale Dr, Westport, CT 06880
• 

  $2,725,000 Sold Sep 29, 2025

  3A Iris Ln, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 4,847 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Above List Price
  • $562/SF
  • 11 Days On Market

  Current Estimated Value $2,873,945

  Last Listing Agent Emily Gordon Coldwell Banker Realty

  3A Iris Ln, Westport, CT 06880
• 

  Est $1,324,851 Not Listed For Sale

  16 Vineyard Ln, Westport, CT 06880

  • 5 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 1960

  16 Vineyard Ln, Westport, CT 06880

  Last Sold Summary

  • 13% Above List Price
  • $474/SF
  • 20 Days On Market

  • Last Sold Price $1,175,000
  • Jun 08, 2023

  Last Listing Agent Jane Jones Berkshire Hathaway Home Services
• 

  

  /40

  $6,875,000

  • 4 Beds
  • 4.5 Baths
  • 4,444 Sq Ft

  21 Covlee Dr, Westport, CT 06880

  Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to your private dock and take your boat DIRECTLY out on the Sound! Celebrate the Fourth of July by watching fireworks

  John Foran Compass Connecticut, LLC

  21 Covlee Dr, Westport, CT 06880
• 

  $3,300,000 Sold Aug 15, 2025

  232 Bayberry Ln, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 5,432 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Above List Price
  • $608/SF
  • 11 Days On Market

  Current Estimated Value $3,413,718

  Last Listing Agent Cyd Hamer William Pitt Sotheby's Int'l

  232 Bayberry Ln, Westport, CT 06880
• 

  Est $3,742,560 Not Listed For Sale

  9 Windy Hill Rd, Westport, CT 06880

  • 5 Beds
  • 6 Baths
  • 6,560 Sq Ft
  • Built 2002

  9 Windy Hill Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $545/SF
  • 19 Days On Market

  • Last Sold Price $3,576,000
  • Aug 15, 2024

  Last Listing Agent Elizabeth Steffen Higgins Group Bedford Square
• 

  

  /14

  $999,000 Pending

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

  201 Bradley Ln Unit 201, Westport, CT 06880

  Welcome to Bradley Commons, a private gated enclave in the heart of Westport's vibrant Saugatuck neighborhood-just minutes to the train, Compo Beach, top-rated schools, and premier dining and shopping. This exceptional end-unit townhome features a bright open floor plan with hardwood floors, high ceilings, and abundant natural light. The chef's kitchen offers granite countertops, gas range,

  Maxxwell Crowley S.C.A. Crowley Real Estate

  201 Bradley Ln Unit 201, Westport, CT 06880
• 

  $1,500,000 Sold Sep 26, 2025

  504 Harvest Commons Unit 504, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 2,774 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $541/SF
  • 109 Days On Market

  Last Listing Agent Carrie Perkins RE/MAX Heritage

  504 Harvest Commons Unit 504, Westport, CT 06880
• 

  Est $1,273,170 Not Listed For Sale

  30 Hogan Trail, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft
  • Built 1950

  30 Hogan Trail, Westport, CT 06880

  Last Sold Summary

  • 11% Above List Price
  • $595/SF
  • 39 Days On Market

  • Last Sold Price $1,150,000
  • Sep 12, 2024

  Last Listing Agent Toni Mickiewicz William Pitt
• 

  

  /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
• 

  $1,390,000 Sold Oct 29, 2025

  785 Post Rd E Unit 203, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft
  • Built 2025

  Last Sold Summary

  • $982/SF
  • 51 Days On Market

  Last Listing Agent Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 203, Westport, CT 06880
• 

  Est $5,055,639 Not Listed For Sale

  6 Stonybrook Rd, Westport, CT 06880

  • 6 Beds
  • 8 Baths
  • 8,957 Sq Ft
  • Built 2011

  6 Stonybrook Rd, Westport, CT 06880

  Last Sold Summary

  • 9% Above List Price
  • $517/SF
  • 93 Days On Market

  • Last Sold Price $4,628,834
  • Aug 01, 2024

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC
• 

  

  /39

  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail. Built custom for a CEO, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for seamless indoor-outdoor living and grand-scale

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
• 

  $2,581,433 Sold May 01, 2026

  4 the Fenway, Westport, CT 06880

  • 6 Beds
  • 4.5 Baths
  • 5,083 Sq Ft
  • Built 1966

  Last Sold Summary

  • $508/SF
  • 62 Days On Market

  Current Estimated Value $2,542,371

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
• 

  Est $988,784 Not Listed For Sale

  179 Bayberry Ln, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • Built 1940

  179 Bayberry Ln, Westport, CT 06880

  Last Sold Summary

  • 32% Above List Price
  • $453/SF
  • 41 Days On Market

  • Last Sold Price $750,000
  • Aug 15, 2023

  Last Listing Agent Jane Jones Berkshire Hathaway Home Services
• 

  

  /6

  $22,825,000

  • 8 Beds
  • 10 Baths
  • 12,946 Sq Ft

  11 Beachside Common, Westport, CT 06880

  Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

  Andrew Whiteley Brown Harris Stevens

  11 Beachside Common, Westport, CT 06880
• 

  $5,036,000 Sold Mar 26, 2026

  125 Old Rd, Westport, CT 06880

  • 6 Beds
  • 9 Baths
  • 8,545 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $589/SF
  • 33 Days On Market

  Current Estimated Value $4,897,301

  Last Listing Agent Doug Bross Coldwell Banker Realty

  125 Old Rd, Westport, CT 06880
• 

  Est $3,687,085 Not Listed For Sale

  5 Country Ln, Westport, CT 06880

  • 5 Beds
  • 7 Baths
  • 5,955 Sq Ft
  • Built 1951

  5 Country Ln, Westport, CT 06880

  Last Sold Summary

  • 15% Above List Price
  • $538/SF
  • 23 Days On Market

  • Last Sold Price $3,205,000
  • Aug 18, 2023

  Last Listing Agent Susan Seath Compass Connecticut, LLC
• 

  

  /40

  $2,850,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,922 Sq Ft

  55 Center St, Westport, CT 06880

  Located in Westport's coveted Greens Farms neighborhood, this light-filled home is perfectly sited high and dry on a private park-like acre with room for a pool and pool house. A renovated kitchen with top-of-the-line appliances and sunny breakfast nook opens to a spacious great room with stone fireplace and expansive deck overlooking the property, ideal for indoor-outdoor living. The flexible

  Mary Ann Lindwall The Riverside Realty Group

  55 Center St, Westport, CT 06880
• 

  $4,848,062 Sold Mar 03, 2026

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $836/SF
  • 305 Days On Market

  Current Estimated Value $4,672,322

  Last Listing Agent Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880
• 

  Est $1,549,087 Not Listed For Sale

  37 Park Ln, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft
  • Built 1960

  37 Park Ln, Westport, CT 06880

  Last Sold Summary

  • 12% Above List Price
  • $570/SF
  • 53 Days On Market

  • Last Sold Price $1,380,000
  • Aug 01, 2024

  Last Listing Agent Gina Hackett Compass Connecticut, LLC
• 

  

  /32

  $1,999,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

  A new opportunity to own in The Mill, now completely sold out, this is the first resale opportunity within this highly sought-after community. This thoughtfully designed residence features floor-to-ceiling windows, beautiful European Oak floors, and a sleek linear gas fireplace anchoring the living space. The open-concept kitchen includes an oversized island, custom Poliform cabinetry, and

  Ashlei De Souza Serhant Connecticut, LLC

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880
• 

  $1,250,000 Sold Apr 23, 2026

  5 Inwood Ln, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Above List Price
  • $600/SF
  • 51 Days On Market

  Current Estimated Value $1,186,408

  Last Listing Agent Charlotte Cotton William Raveis Real Estate

  5 Inwood Ln, Westport, CT 06880
• 

  Est $3,602,445 Not Listed For Sale

  64 Wright St, Westport, CT 06880

  • 5 Beds
  • 4.5 Baths
  • 3,805 Sq Ft
  • Built 1840

  64 Wright St, Westport, CT 06880

  Last Sold Summary

  • 5% Below List Price
  • $999/SF
  • 14 Days On Market

  • Last Sold Price $3,800,000
  • Dec 11, 2024

  Last Listing Agent Joelle Malec William Raveis Real Estate
• 

  

  /40

  $4,400,000

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
• 

  $1,995,000 Sold Jun 10, 2025

  11 Thomas Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,551 Sq Ft
  • Built 1976

  Last Sold Summary

  • $782/SF
  • 7 Days On Market

  Current Estimated Value $2,076,403

  Last Listing Agent Mark Gilrain Brown Harris Stevens

  11 Thomas Rd, Westport, CT 06880
• 

  Est $1,137,237 Not Listed For Sale

  8 Newtown Turnpike, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1830

  8 Newtown Turnpike, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $629/SF
  • 42 Days On Market

  • Last Sold Price $1,100,000
  • Sep 09, 2024

  Last Listing Agent Julie Richards Brown Harris Stevens
• 

  

  /37

  $4,799,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 7,583 Sq Ft

  11 Wake Robin Rd, Westport, CT 06880

  Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

  Judi Lake The Riverside Realty Group

  11 Wake Robin Rd, Westport, CT 06880
• 

  $1,890,000 Sold Apr 22, 2026

  50 Kings Hwy S, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft
  • Built 1955

  Last Sold Summary

  • 13% Above List Price
  • $667/SF
  • 6 Days On Market

  Current Estimated Value $1,638,292

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  50 Kings Hwy S, Westport, CT 06880
• 

  Est $1,410,250 Not Listed For Sale

  9 Highland Rd, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft
  • Built 1951

  9 Highland Rd, Westport, CT 06880

  Last Sold Summary

  • 28% Above List Price
  • $335/SF
  • 21 Days On Market

  • Last Sold Price $1,100,000
  • Jun 16, 2023

  Last Listing Agent Georgia Wasserman Coldwell Banker Realty
• 

  

  /26

  $1,995,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,554 Sq Ft

  13 Riverfield Dr, Westport, CT 06880

  Nestled in a country setting with 2.04 acres of flat, private, beautiful property on one of Westport's most idyllic and picturesque walking streets is a warm and light filled Colonial, in a serene and wooded neighborhood setting. Inside and out, this home has been beautifully updated and maintained. The interior has all the right rooms in all the right places. Rooms are spacious. Main Level:

  Lori Popkin Coldwell Banker Realty

  13 Riverfield Dr, Westport, CT 06880
• 

  $1,100,000 Sold Mar 30, 2026

  65 W Parish Rd, Westport, CT 06880

  • 3 Beds
  • 2 Baths
  • 1,183 Sq Ft
  • Built 1909

  Last Sold Summary

  • 13% Above List Price
  • $930/SF
  • 14 Days On Market

  Current Estimated Value $969,178

  Last Listing Agent Christine Oleynick Keller Williams Realty

  65 W Parish Rd, Westport, CT 06880
• 

  Est $2,294,981 Not Listed For Sale

  12 Overlook Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 4,281 Sq Ft
  • Built 1929

  12 Overlook Rd, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $517/SF
  • 29 Days On Market

  • Last Sold Price $2,215,000
  • May 08, 2024

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
• 

  

  /15

  $1,625,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  190 North Ave, Westport, CT 06880

  First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four

  Kim Harizman Compass Connecticut, LLC

  190 North Ave, Westport, CT 06880
• 

  $915,000 Sold May 22, 2025

  53 Regents Park, Westport, CT 06880

  • 2 Beds
  • 2.5 Baths
  • 1,759 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $520/SF
  • 42 Days On Market

  Current Estimated Value $1,009,249

  Last Listing Agent Meg Freeman William Raveis Real Estate

  53 Regents Park, Westport, CT 06880
• 

  Est $3,908,983 Not Listed For Sale

  158 Imperial Ave, Westport, CT 06880

  • 6 Beds
  • 6.5 Baths
  • 6,356 Sq Ft
  • Built 2025

  158 Imperial Ave, Westport, CT 06880

  Last Sold Summary

  • 4% Above List Price
  • $592/SF
  • 57 Days On Market

  • Last Sold Price $3,760,000
  • Apr 17, 2025

  Last Listing Agent Christina McVaney Higgins Group Bedford Square
• 

  

  /40

  $5,995,000

  • 4 Beds
  • 6 Baths
  • 5,567 Sq Ft

  46 Compo Mill Cove, Westport, CT 06880

  It feels like a secret-cross the footbridge and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free beachfront enclave, where the rhythm of the tide replaces the pace of everyday life and each day feels like a true escape. Designed by renowned architect Brooke Girty, this custom Nantucket-style home is a masterclass in refined coastal living and

  Evangela Brock Douglas Elliman of Connecticut

  46 Compo Mill Cove, Westport, CT 06880
• 

  $3,800,000 Sold Feb 04, 2026

  1084 Sturges Hwy, Westport, CT 06880

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $551/SF
  • 126 Days On Market

  Current Estimated Value $3,769,377

  Last Listing Agent Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880

Showing Results 241 - 280, Page 7 of 18