FAIRFIELD HISTORIC PROPERTIES

Exploring Fairfield’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.

OCTOBER 2026 EDITION New property histories from the Call Cress archive

FEATURED FOR SALEBUILT 1830 · HISTORIC PROFILE

98 Banks Place

The Sherwood-Banks House at 98 Banks Place is an early nineteenth-century residence that reached its present setting through a move. Simon Banks relocated it from 658 Pequot Avenue in 1869 and used it as housing for workers connected with his shipping business. The house combines a classically detailed main block with a…

$5,995,0005.4 acres4 beds5 baths5,699 sq. ft.
Listed by Compass Connecticut, LLC

01 / THE HISTORY DESK

195 Old South Road in Southport, CT: An Artifact of Southport’s Maritime Wealth

195 Old South Road in Southport, CT: An Artifact of Southport’s Maritime Wealth

Built in 1829, 195 Old South Road is a surviving artifact of Southport’s maritime wealth, with Greek Revival architecture, a 1.25-acre lot, and a two-story timber barn.

Read the full story ↗

02 / ON THE MARKET

Historic homes for sale

All Historic Fairfield 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.

4800 Congress StreetACTIVE

BUILT 1965 · HISTORIC PROFILE

4800 Congress Street

4800 Congress Street was built in the mid-1960s for composer Richard Rodgers and author Dorothy Rodgers. Working with architect John Stonehill, Dorothy helped shape a modern country house around the couple’s daily routines and entertaining. Its open plan, extensive glass and pool terrace connected the principal rooms with the outdoor setting. Dorothy’s…

Listed by William Pitt Sotheby's Int'l
98 Banks PlaceACTIVE

BUILT 1830 · HISTORIC PROFILE

98 Banks Place

The Sherwood-Banks House at 98 Banks Place is an early nineteenth-century residence that reached its present setting through a move. Simon Banks relocated it from 658 Pequot Avenue in 1869 and used it as housing for workers connected with his shipping business. The house combines a classically detailed main block with a…

Listed by Compass Connecticut, LLC
298 Harbor RoadPENDING

BUILT 1834 · HISTORIC PROFILE

298 Harbor Road

298 Harbor Road is the Captain Ward Bulkley House, an early-1830s cottage associated with Southport’s seafaring community. By 1970, it was the residence of Mrs. Norton Sturges and was recognized for retaining its early appearance. The house is included in both the local Southport Historic District and the National Register district. Over…

Listed by Brown Harris Stevens
195 Old South RoadACTIVE

BUILT 1829 · HISTORIC PROFILE

195 Old South Road

195 Old South Road in Southport dates to about 1830 and combines Federal and Greek Revival design with an Italianate porch added around 1850. That later porch makes the residence a record of two distinct nineteenth-century building phases. The house stands within the Southport Historic District on a 1.25-acre lot with a…

Listed by Higgins Group Real Estate

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.

385 Harbor RoadSOLD

BUILT 1854 · CLOSED DECEMBER 5, 2024

385 Harbor Road

385 Harbor Road stands on high ground overlooking Southport Harbor. Built about 1854, the residence began as a square, two-story villa topped by a cupola. Its later owners included the Curtis family, who substantially changed both the interior and exterior. The house grew upward in the 1890s, when the cupola was removed to accommodate a full third story.…

$15,000,000View history ↗
Listed by William Raveis Real Estate
825 Harbor RoadSOLD

BUILT 1952 · CLOSED AUGUST 24, 2023

825 Harbor Road

825 Harbor Road originated as an early nineteenth-century storehouse on Southport’s working waterfront. Dating to about 1830, the building was later converted into a residence, as was the nearby former storehouse at 789 Harbor Road. These conversions carried commercial buildings into a new residential use. The house at 825 was remodeled in 1952 and has a Neo-Colonial character.…

Listed by William Raveis Real Estate
1060 Harbor RoadSOLD

BUILT 1971 · CLOSED SEPTEMBER 2, 2025

1060 Harbor Road

Built around 1971, 1060 Harbor Road combines Colonial Revival and contemporary design beside Southport Harbor. The house belongs to the local Southport Historic District, established in 1967, and represents a later generation of residential construction within its boundaries. A former owner, Lucy DeFoe Roberts, connected the property to a community effort to preserve public access to the waterfront.…

Listed by Higgins Group Real Estate
3113 Bronson RoadSOLD

BUILT 1840 · CLOSED JULY 23, 2025

3113 Bronson Road

The Dr. Rufus Blakeman House at 3113 Bronson Road dates to about 1821 and stands within Greenfield Hill’s local historic district. Blakeman practiced medicine in Greenfield Hill from 1822 until his death in 1870, serving patients in neighboring towns as well. His career also extended into public service as a probate judge and state legislator, and he was…

Listed by Brown Harris Stevens
1100 Harbor RoadSOLD

BUILT 1904 · CLOSED JULY 7, 2022

1100 Harbor Road

1100 Harbor Road faces the entrance to Southport Harbor in the Southport local historic district. The Fairfield Historic District Commission dates the original house to 1904. The residence was extensively rebuilt in 2008–2010, with architect Jack Franzen and designer Sara Walsh associated with that work. The home also has a connection to the preservation of nearby waterfront open…

Listed by William Raveis Real Estate
207 Main StreetSOLD

BUILT 1804 · CLOSED NOVEMBER 7, 2024

207 Main Street

207 Main Street is an 1804 Federal-style house in Southport’s local historic district. Sidelights and a fanlight frame the front doorway, and dentil trim accents the roofline and entrance. By 2015, architect Jack Franzen had restored the house, with interiors decorated by Tom Scheerer. In July 2025, the Fairfield Historic District Commission approved a second-story addition at the…

Listed by William Raveis Real Estate

04 / EXPLORE BY ERA

Four centuries. Still in view.

All historic profiles ↗

05 / HISTORIC PROFILE MAP

Historic Fairfield, mapped.

Open the full map ↗

Explore the Fairfield 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.