Eight Westport homes came to market between October 24 and October 30, with asking prices from $925,000 to $5.5 million. The group includes direct waterfront on Great Marsh Road, two recent builds, a restored Greenbrier Road residence, established homes near Compo, and a lower-maintenance Whitney Glen condominium.
The histories are as useful as the headline prices. One waterfront property sold only last year, two newer homes are already returning to market, and Westport permit records document the demolition and construction sequence behind the new residence and detached accessory building at 217 Wilton Road.
14 Great Marsh Road
$5,500,000 · 4 bedrooms · 3.5 baths · 3,987 sq. ft. · Listed October 24
14 Great Marsh Road is a 4-bedroom, 3.5-bath home in Westport, built in 1990 on 1.23 acres with 3,987 square feet. Highlights include 175 feet of direct waterfront, private community beach, harbor views and passing yachts, and classic Colonial set high on the land.
The property previously sold for $5,200,000 on August 25, 2025.
View the full listing →Listed by Higgins Group Real Estate
217 Wilton Road
$3,950,000 · 6 bedrooms · 6 baths · 5,696 sq. ft. · Listed October 26
217 Wilton Road is a 6-bedroom, 6-bath home in Westport, built in 2026 on 1.19 acres with 5,696 square feet. Highlights include vaulted, beamed primary suite with two walk-in closets, kitchen with oversized island and walk-in pantry, granite patio opening to landscaped grounds, and detached ADU for guests, office, studio, or future pool house.
Westport permit records document demolition of the prior residence in 2025 and approval for 2-story, 5 bedroom dwelling with a finished basement and attic.
View the full listing →Listed by Coldwell Banker Realty
17 Greenbrier Road
$3,450,000 · 4 bedrooms · 4 baths · 4,360 sq. ft. · Listed October 25
17 Greenbrier Road is a 4-bedroom, 4-bath home in Westport, built in 2023 on 2.02 acres with 4,360 square feet. Highlights include frame-in restoration by Wimmer & Wimmer Design, expansive treetop views, nuKitchens kitchen with Sub-Zero and Wolf, and curbless glass showers and floating vanities.
The property previously sold for $3,275,000 on April 11, 2025.
Municipal permit records note total interior renovation (water damage repair) in 2022 and interior renovations for a new kitchen and bathroom in 2016.
View the full listing →Listed by Higgins Group Real Estate
92 Compo Road
$3,395,000 · 4 bedrooms · 4.5 baths · 5,529 sq. ft. · Listed October 26
92 Compo Road is a 4-bedroom, 4.5-bath home in Westport, built in 1995 on 1 acres with 5,529 square feet. Highlights include custom Colonial on a private 1-acre property, pool and spa with landscaped grounds, large patio and deck for entertaining, and four bedrooms on the second floor.
View the full listing →Listed by Higgins Group Bedford Square
12 Bauer Place
$3,395,000 · 5 bedrooms · 6.5 baths · 4,854 sq. ft. · Listed October 29
12 Bauer Place is a 5-bedroom, 6.5-bath home in Westport, built in 2025 on 0.27 acres with 4,854 square feet. Highlights include 2025 build by AR Luxury Homes, four finished floors, thermador appliances and custom cabinetry, and ten-foot first-floor ceilings.
The property previously sold for $3,399,999 on September 17, 2025.
Westport permit records document demolition of the prior residence in 2024 and approval for new 2-story dwelling with 5 bedrooms.
View the full listing →Listed by The Riverside Realty Group
3 Allen Lane
$1,350,000 · 3 bedrooms · 2.5 baths · 1,400 sq. ft. · Listed October 27
3 Allen Lane is a 3-bedroom, 2.5-bath home in Westport, built in 1956 on 0.54 acres with 1,400 square feet. Highlights include all three bedrooms on the second floor, finished lower level with flexible uses, level 0.54-acre property, and potential first-floor primary suite, subject to approvals.
View the full listing →Listed by Coldwell Banker Realty
61 Washington Avenue
$1,100,000 · 3 bedrooms · 1 bath · 1,044 sq. ft. · Listed October 29
61 Washington Avenue is a 3-bedroom, 1-bath home in Westport, built in 1955 on 0.41 acres with 1,044 square feet. Highlights include three-bedroom Cape on a level 0.41-acre property, city water and sewer connected, and home sold as-is.
View the full listing →Listed by Coldwell Banker Realty
39 Whitney Glen
$925,000 · 2 bedrooms · 2 baths · 1,600 sq. ft. · Listed October 27
39 Whitney Glen is a 2-bedroom, 2-bath residence in Westport, built in 1982 with 1,600 square feet. Highlights include updated kitchen, bathrooms, and flooring, bright living room with high ceilings, wood-burning fireplace and covered deck, and main-level bedroom with private deck.
View the full listing →Listed by Berkshire Hathaway NE Prop
This final October group reaches from waterfront and recent construction to renovation opportunities and condominium living, giving buyers several distinct versions of Westport before the market moves into November.
Availability, pricing, open houses, and status can change quickly. Follow each property link for current details and the complete listing.
Listing information and public records were checked on October 30, 2026. Information is deemed reliable but not guaranteed. Permit descriptions summarize municipal records and do not establish the present condition or completion of the work. Equal Housing Opportunity.
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Explore active Connecticut homes for sale, including listings in Fairfield, Westport, Greenwich, and other Fairfield County communities. To discuss buying or selling a home in Connecticut, contact George Cress.
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