NEW CANAAN HISTORIC PROPERTIES

Exploring New Canaan’s rich history

Explore homes with notable histories, from early farmhouses and village residences to later architectural landmarks. Each Historic Profile draws on available local records and historic documentation to tell the property’s story.

Visit the history desk ↓Browse Historic Profiles ↗

OCTOBER 2026 EDITION New property histories from the Call Cress archive

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FEATURED FOR SALEBUILT 1875 · HISTORIC PROFILE

284 Park Street

284 Park Street is a late-nineteenth-century Queen Anne house associated with Irving Lockwood, whose businesses ranged from horse-and-carriage service to fuel and building supplies. Lockwood acquired the land from W. Stanley Lockwood in 1885. His livery sent carriages to meet trains, and he moved into the coal business in 1899. Myra Valentine…

$3,450,0000.5 acres5 beds4.5 baths3,715 sq. ft.
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Listed by Compass Connecticut, LLC

01 / THE HISTORY DESK

New Canaan’s Waveny House Is a Private Estate Turned Town Treasure

New Canaan’s Waveny House Is a Private Estate Turned Town Treasure Read the full story ↗

02 / ON THE MARKET

Historic homes for sale

All Historic New Canaan Listings ↗

Only current listings with a published Historic Profile are shown, ordered by asking price from highest to lowest. Status, pricing, and complete listing details remain on each property page.

284 Park StreetPENDING

BUILT 1875 · HISTORIC PROFILE

284 Park Street

284 Park Street is a late-nineteenth-century Queen Anne house associated with Irving Lockwood, whose businesses ranged from horse-and-carriage service to fuel and building supplies. Lockwood acquired the land from W. Stanley Lockwood in 1885. His livery sent carriages to meet trains, and he moved into the coal business in 1899. Myra Valentine…

Listed by Compass Connecticut, LLC
192 Cross Ridge RoadACTIVE

BUILT 1948 · HISTORIC PROFILE

192 Cross Ridge Road

192 Cross Ridge Road is the Landis Gores House, completed in 1948 for the architect and his family. Gores was one of the Harvard Five, the architects associated with New Canaan’s early postwar modern houses. His home was among the six houses opened for the first Modern house tour in May 1949.…

Listed by William Pitt Sotheby's Int'l
44 Benedict Hill RoadACTIVE

BUILT 1960 · HISTORIC PROFILE

44 Benedict Hill Road

The Evans House at 44 Benedict Hill Road was designed by architect James Evans for his own family around 1961. Trained at Yale under Louis Kahn, Evans made his New Canaan residence an experiment in the relationship between roof structure and open living space. Its saddle-shaped hyperbolic paraboloid roof rests on two…

Listed by Harbor Bridge Realty

03 / SOLD HOMES IN THE RECORD

Closed sales. Continuing histories.

Only closed listings with a published Call Cress Historic Profile are eligible. They are ordered by sold price, highest first.

485 Laurel RoadSOLD

BUILT 1846 · CLOSED JULY 17, 2025

485 Laurel Road

Extown Farm at 485 Laurel Road centers on a late-eighteenth-century farmhouse that became New Canaan's municipal poor house. In 1852, the Town of New Canaan bought Matthew Kellogg's 82-acre farm for $3,000 to provide housing and work for residents without other means of support. The 21-room house was divided between the overseer's family and residents, and some rooms…

Listed by Compass Connecticut, LLC
40 Oenoke RidgeSOLD

BUILT 1929 · CLOSED OCTOBER 2, 2025

40 Oenoke Ridge

The Frederick F. Fisher House at 40 Oenoke Ridge dates to 1929. One of the Church Hill neighborhood’s few brick houses, it has a two-and-a-half-story center beneath a slate roof, with lower wings on either side. Its off-center, projecting entrance combines a fanlight, sidelights, and a paneled door. Behind the brick exterior is a steel frame. The property…

Listed by Compass Connecticut, LLC
322 Main StreetSOLD

BUILT 1911 · CLOSED JUNE 8, 2026

322 Main Street

The residence at 322 Main Street underwent a substantial remodeling project in 2010–2011. A permit issued on July 16, 2010 authorized interior renovations and a two-car garage, with Country Club Homes named as the contractor. The Wilton builder worked with Michael Smith Architects on the project. In 2011, the work received the Home Builders Association of Connecticut’s HOBI…

Listed by Coldwell Banker Realty
431 Valley RoadSOLD

BUILT 1962 · CLOSED JULY 6, 2022

431 Valley Road

431 Valley Road is the Corinne and George Liston Tatum Jr. House, designed by Hugh Smallen and built in 1962. Its flat roof, white wood siding, and broad areas of glass give the residence a low, open form closely connected to its grounds. Two large rooms were added in 1967. The house received public attention almost immediately. On…

Listed by William Pitt Sotheby's Int'l
296 Frogtown RoadSOLD

BUILT 1960 · CLOSED FEBRUARY 29, 2024

296 Frogtown Road

The Teaze House at 296 Frogtown Road is a Modern home designed by John Black Lee for David and Jane Teaze, overlooking the Noroton River. The New Canaan Museum & Historical Society holds Lee's architectural rendering, floor plan and elevations for David Teaze's Frogtown Road house, dated February 29, 1960. Pedro E. Guerrero also photographed the house. Lee…

Listed by William Pitt Sotheby's Int'l
87 South AvenueSOLD

BUILT 1870 · CLOSED JULY 27, 2023

87 South Avenue

87 South Avenue pairs a nineteenth-century Victorian residence with a separate cottage on a 0.34-acre parcel in central New Canaan. At the time of its 2023 sale, the main house featured a wraparound front porch, an entrance-hall stained-glass window, and a parlor with a marble fireplace. A gazebo stood on the grounds. The main residence and cottage were…

Listed by William Pitt Sotheby's Int'l

04 / EXPLORE BY ERA

Four centuries. Still in view.

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05 / HISTORIC PROFILE MAP

Historic New Canaan, mapped.

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Explore the New Canaan homes for which we have published Historic Profiles. Colors indicate the reported construction date.

Listing information is deemed reliable but not guaranteed and may change. Year Built is reported by SmartMLS unless a Historic Profile explains a documented conflict. Closed properties display one authorized primary image. Brokerage attribution appears with each listing; complete IDX disclosures remain on the linked property pages.