Homes, values and local insight for Westport, Fairfield County, Connecticut. Typical home value $2,077,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
Live listings open in a new tab, highest price first. Or type exactly what you want in the search bar.
Westport is a Long Island Sound town known for Compo Beach, Sherwood Island State Park and a walkable downtown along the Saugatuck River. It has a long arts history, anchored by the Westport Country Playhouse, and two Metro-North stations on the New Haven Line to Grand Central.
The area was settled by the Bankside Farmers, was briefly known as Bankside in 1693 and was named Green's Farms in 1732. Daniel Nash led 130 residents in petitioning for a new town, and Westport was incorporated on May 28, 1835. In the 20th century artists, writers and New Yorkers moved in, and Paul Newman became a driving force behind the Playhouse after moving to town in 1960. Westport mixes commuters to Stamford and New York with families who stay for the beaches, the library and the downtown festivals. Daily life runs between Main Street, the Saugatuck train station area and the shoreline.
A former summer resort area south of downtown, developed between 1910 and 1940. Mostly small lots and Colonial Revival, Tudor Revival and Craftsman bungalow homes, much of it inside the Compo Beach Historic District. ( source )
The built-up area around the Westport train station in the southwest corner of town, with restaurants, stores and offices along Riverside Avenue and Railroad Place. ( source )
A curved peninsula surrounded by Long Island Sound. Once part of Norwalk, it joined Westport in the 1960s and is home to several hundred residents. ( source )
Westport's oldest neighborhood, running from Hillspoint Road to the eastern town line. It has its own post office and Metro-North station. ( source )
A historic section west of the Saugatuck River and north of the Post Road, with many homes from the Revolutionary and Victorian eras. ( source )
The northern edge of town near the Weston line. Home to the Coleytown fire station and Coleytown Elementary and Middle schools. ( source )
The area around the Post Road and Main Street on the Saugatuck River. Includes the Levitt Pavilion and Bedford Square, a mixed-use project built around the Bedford Mansion. ( source )
Oyster bar and seasonal seafood on the Saugatuck River since 2012, with fire pit dining. ( source )
Oyster bar · 540 Riverside Avenue, SaugatuckRaw bar and dinner a short walk from the Westport train station. ( source )
Southern Italian · Railroad Place, SaugatuckFamily-run since 1983 with roots in Gravina in Puglia. Known for Maria Marchetti's handmade pasta. ( source )
Tuscan Italian · 5 Riverside AvenueRiverfront Italian dining at the foot of Riverside Avenue. ( source )
Deli, Italian · 222 Hills Point RoadA Westport corner store dating to 1919 near Old Mill Beach, now serving breakfast, sandwiches and pizza. ( source )
Barbecue · 90 Post Road EastSmoked meats and the Walrus Burger, serving downtown since 2014. ( source )
Italian · 243 Post Road WestLunch, dinner and catering on the Westport and Norwalk border. ( source )
Tacos · 20 Wilton RoadStreet-style tacos, guacamole and street corn by the Saugatuck River. ( source )
Riverside outdoor stage downtown with a season of free summer concerts and a children's series. ( source )
The library on the Saugatuck River runs author talks, concerts and Verso Studios, its recording and media studios. ( source )
Thursdays from 10 am to 2 pm at 50 Imperial Avenue, with bakers, cheesemongers, food trucks, flowers and chef demos. ( source )
Waterfront rowing club on Riverside Avenue whose rowing programs, fitness center and restaurant are open to the public. ( source )
Historic library founded in 1889 in neighboring Southport, known for its Early Americana collection, exhibitions and events. ( source )
Dozens of Westport Downtown Association member shops, including Serena & Lily, Williams Sonoma, West Elm, J. McLaughlin and Anthropologie. ( source )
Flagship store and studio for the Westport artist's Drippy Hearts paintings, clothing, wallpaper and home accessories. ( source )
Holistic pet food and care brand founded in 1979, with a store in downtown Westport. ( source )
Handmade gourmet chocolate and gift boxes, a downtown Westport member shop. ( source )
Independent toy shop listed in the Westport Downtown Association directory. ( source )
Connecticut's first state park, with 235 acres, a mile-long beach, disc golf, a nature center and the state's 9/11 Living Memorial. ( source )
in townThe town's main municipal beach, open to out-of-town visitors in summer for a fee. Home to the Minute Man statue. ( source )
in townA second municipal beach on Long Island Sound, open to out-of-town visitors in summer for a fee. ( source )
in townA 62-acre wildlife sanctuary and nature center with an Animal Hall and the Partrick Wetlands. Check the site for trail status. ( source )
about 10 milesAspetuck Land Trust's 1,009-acre preserve, the largest of its 45 trailed preserves. ( source )
about 15 milesPart of a coastal refuge of 10 units along 70 miles of Connecticut shoreline, with habitat for shorebirds and terns. ( source )
Regional theater founded in 1930, running a full mainstage season, Script in Hand readings and family programs. ( source )
Local history museum with rotating exhibits and a Washington's Spies escape room. Open Thursday through Saturday. ( source )
Contemporary art museum at 19 Newtown Turnpike with exhibitions and a concert series in its galleries. ( source )
Marks the 1777 British landing at Compo Beach before the raid on Danbury, showing a crouching Minuteman. ( source )
Connecticut's 9/11 memorial at Sherwood Point inside Sherwood Island State Park. ( source )
Juried outdoor art festival downtown, free to the public, now past its 50th year. ( source )
June through SeptemberFree live music downtown on Friday and Saturday evenings from 6 to 9 pm. ( source )
SummerFree concerts and a children's series on the riverside stage. ( source )
OctoberCraft beer and fall festival on Elm Street and Sigrid Schultz Plaza with local breweries, food and live music. ( source )
DecemberEvening downtown stroll with merchant deals, Santa photos, s'mores and the Staples Orphenians singing. ( source )
Coleytown Elementary School, Greens Farms Elementary School, Kings Highway Elementary School, Long Lots Elementary School, Saugatuck Elementary School
MiddleBedford Middle School, Coleytown Middle School
HighStaples High School
PrivateGreens Farms Academy
Listed for reference, not ranked. Confirm school zoning for any address with the district. ( source )
Interstate 95, the Merritt Parkway (Route 15) and U.S. Route 1 (Post Road). Metro-North New Haven Line stops at Westport (Saugatuck) and Green's Farms stations.
AirportsWestchester County Airport (HPN): about 40 min. Tweed-New Haven (HVN): about 35 min. LaGuardia (LGA): about 1 hr 10 min without traffic. Bradley International (BDL): about 1 hr 20 min.
Norwalk: about 10 min Fairfield: about 10 min Stamford: about 20 min New Haven: about 35 min New York City: about 1 hr 10 min without trafficRyan and Megan Winslow, broker owners of Winslow Homes. REALTOR® since 2009, 3,000+ homes sold, broker in FL, MA, CT and RI, U.S. Army Retired.
Call 386-690-5858 Email Ryan and Megan Get pre-approvedResearched and verified 2026-09-28. Businesses change; call ahead.
The typical home in Westport is worth $2,077,000, 200% above the Fairfield County typical value of $693,000 and 361% above the Connecticut typical value of $451,000.
Zillow Home Value Index for Westport, August 2026. The middle of the market for single family homes and condos.
Home values in Westport moved +50.9% over five years and +75.5% over ten.
Median gross rent in Westport. Useful for investors running rental numbers.
Share of occupied homes in Westport lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Westport.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Westport home of $2,077,000:
Ryan and Megan price Westport homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $677,000 · 93,661 residents
Area guide →Typical value $992,000 · 65,300 residents
Area guide →Typical value $1,400,000 · 10,490 residents
Area guide →Typical value $1,277,000 · 19,255 residents
Area guide →Typical value $2,469,000 · 22,528 residents
Area guide →Typical value $2,229,000 · 21,160 residents
Area guide →See the full Fairfield County real estate guide or the Connecticut real estate guide.
The Zillow Home Value Index for Westport was $2,077,000 in August 2026, +11.0% over the past year.
Westport is in Fairfield County, Connecticut.
About 27,996 people as of the 2024 Census Bureau estimate, up from 27,142 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
87% of occupied homes in Westport are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Westport, CT before they hit the big home search sites.
The typical home in Westport is worth $2,061,848 as of August 2026 in ZIP code 06880. Values moved +10.9% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 06880 | $2,061,848 | +10.9% | +50.5% | $2,225,000 | 48 |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.
