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About this home
Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning, light-filled family room with fireplace offers a welcoming gathering space overlooking the beautifully landscaped grounds. A true standout is the inviting pub room with its original wood bar - an exceptional setting for entertaining, celebrations, or relaxed evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, home office or gym. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. A charming barn with electricity, water, cable, and convenient parking adds exceptional flexibility as a studio, workshop, recreation space, or future vision. Just minutes from downtown Westport, award-winning schools, beaches, shopping, dining, and the train, 4 Crawford Road offers a rare opportunity to own a home with genuine character, exceptional privacy, and a wonderful sense of place. A truly special Westport residence that brings together character, comfort, and an exceptional setting.
Old Hill, located between Compo Road South and the Saugatuck River, is a residential and historic Westport neighborhood with winding lanes and mature tree canopy. The neighborhood’s character concentrates around the Compo Road South corridor near the Old Hill area, where stone walls, deep setbacks, and long driveways set a quiet, established rhythm. Architectural cues lean Colonial and mid-century, with larger lots and a tucked-away feel behind hedgerows. The Saugatuck River edge and nearby greenspace shape a outdoors-forward routine. Downtown Westport’s cultural anchors—Westport Country Playhouse, The Westport Library, and the Levitt Pavilion—serve as familiar gathering points. Side streets read as calm and walkable, while main routes connect to shops and dining without changing the residential tone.
Provided by Walk Score and Local Logic
Market insights
4 Crawford Rd · $2,595,000
DAYS ON MARKET
2 days
The average home goes pending in 33 days.
SALE-TO-LIST
104.7%
Most homes are selling 5% above list price.
LIST PRICE
$2,595,000
Median list price in this area is $849,000. (67% lower than this home)
PRICE DROP
0 price drops
15% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Auto garage door opener
Cable available
Thermostat(s)
Two fireplaces
Full unfinished basement with concrete floor, interior access, storage, sump pump, and hatchway
Bedrooms
5 bedrooms
Bathrooms
3 full baths
1 half bath
Kitchen
Oven/Range
Range hood
Refrigerator
Dishwasher
Laundry & utility
Washer and dryer included
Main-level laundry room
Heating & cooling
Central air with zoned cooling
Hot air heating (oil)
Oil hot water (domestic) with fuel tank in basement
Exterior features
Barn
Gutters
Stone wall
French doors
Underground sprinkler system
Patio
Corner lot
Lightly wooded
Dry lot
Professionally landscaped
Walk-to-water, beach rights, and water community access
Home design
Single-family home
Parking
Detached 2-car garage
Construction
Asphalt shingle roof
Clapboard siding
Frame construction
Concrete and stone foundation
White exterior color
Utilities
Private well
Septic system
Generator
Storm doors and storm windows
Electricity and solar
View estimated energy costs and solar savings for this home
Quintessentially New England, this classic farmhouse blends timeless style with modern amenities. Beautifully updated interiors are flooded with incredible natural light and offer unexpected surprises around every corner with original details and the unique charm of an antique home. Originally a family farm and once a local pub, the original wood bar remains in the home. A third level bonus room serves as the perfect playroom, gym, home office or au pair suite. Outside, flowering trees and tiered gardens surround the sylvan landscape and the terrace offers a private space to relax to the sound of the gentle waterfall. The barn, originally a dairy barn, is weatherproofed and equipped with water, electricity and cable. Poised on a beautiful street in Old Hill, you can enjoy the privacy of the idyllic acreage while remaining two minutes from the neighborhood store and five minutes to downtown Westport.
Public Records
May 18, 2005
Sold
$1,850,000
$414/sq ft
Smart MLS #98211653
Sep 13, 2004
Listed
$1,899,000
$425/sq ft
Public Records
Feb 5, 2001
Sold
$640,000
$143/sq ft
Smart MLS #98072640
May 17, 2000
Listed
$699,000
$156/sq ft
Smart MLS #98040303
Sep 9, 1999
Listing Removed
—
Apr 9, 1999
Listed
$749,000
$168/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$19,029 (+1.5%)
$365,300 + $671,700
$1,037,000
2022
$18,739 (+15.1%)
$365,300 + $671,700
$1,037,000
2021
$16,281 (−4.2%)
$365,300 + $535,700
$901,000
2020
$16,986 (−0.9%)
$400,100 + $616,400
$1,016,500
2019
$17,138
$400,100 + $616,400
$1,016,500
2018
$17,138
$400,100 + $616,400
$1,016,500
2017
$17,138
$400,100 + $616,400
$1,016,500
2016
$17,138 (−0.2%)
$400,100 + $616,400
$1,016,500
2014
$17,178
$334,600 + $622,900
$957,500
Public record
Public record
Permits
Beds
5
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.2 Acres
Year renovated
—
Finished Sq. Ft.
4,471
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,471
Year built
1732
Style
Single Family Residential
County
Fairfield County
APN
412512
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2023.
Mar 31, 2022 • Final
Residential electrical service
Upgrade the electrical service and install smoke detectors as required by code.
Electrical
Feb 25, 2020 • Final
Residential addition
Addition
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
6/10 Flood Factor
Estimated 70-78% chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
61% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Westport, CT • 06880
Average low and high temperatures (°F)
35
22
38
23
53
34
62
43
69
52
81
61
86
68
81
61
76
58
67
47
55
38
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
83/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.5 hrs
4.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 4 Crawford Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,375,000 and $3,300,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.3M.