REFRESHED and REPRICED! Overlook Road is one of Westport's most sought after streets! (A lush,privately 'tucked away' cul de sac, just steps from town and minutes to train, beach, I95 and the Merritt Parkway.) Originally built in 1930, this updated and expanded Cape exudes pure Connecticut Charm! Sun filled, with hardwood floors throughout. Front to back living room with wood burning fireplace and custom built ins. Fabulous Chef's Kitchen with huge island added in 2019!! New refrigerator and dishwasher 2022. Large family room opens with french doors to one of two patios overlooking the lovely landscaped yard. A first floor den/office, as well as a large finished (play/rec) room over the garage have perfectly provided two separate WFH spaces for the current owners. Four bedrooms on the second level, updated baths, even front and back stairs! A gracious and welcoming, family friendly floor plan!! Move in ready!
REFRESHED and REPRICED! Overlook Road is one of Westport's most sought after streets! (A lush, privately 'tucked away' cul de sac, just steps from town and minutes to train, beach I95 and the Merritt Parkway.) Originally built in 1930, this updated and expanded Cape exudes pure Connecticut charm! Sun filled, with hardwood floors throughout. Front to back living room with wood burning fireplace and custom built ins. Fabulous Chef's Kitchen with huge island added in 2019!! New refrigerator and dishwasher 2022. Large family room opens with french doors to one of two patios overlooking the lovely landscaped yard. A first floor den/office, as well as a large finished (play/rec) room over the garage have perfectly provided two separate WFHspaces for the current owners. Four bedrooms on the second level, fully updated baths, even front and back stairs! A gracious and welcoming, family friendly floor plan!! Move in ready!
Single-familyProperty Type
1930Year Built
0.6 acresLot Size
$650Est. Price/Sq.Ft.
2 car garageParking
Listed by Cathy Blount• Coldwell Banker Realty
Bought with Christine Oleynick• Keller Williams Prestige Prop.
Source:Smart MLS #170503195
Redfin Estimate
$1,881,918
$457K since sold in August 2022$169K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 1.1% lower than the average sale price ($1.90M) of 6 comparable homes.
CHARMING 1930'S COLONIAL ON SOUGHT AFTER STREET IN HEART OF WESTPORT. RENOVATED KITCHEN AND BATHS BONUS PLAYROOM OVER GARAGE
Public Records
Sep 29, 2004
Sold
$1,025,000
$354/sq ft
Smart MLS #98205421
Jul 16, 2004
Listed
$1,059,000
$366/sq ft
Public Records
Oct 9, 2003
Sold
$920,000
$318/sq ft
Smart MLS #98169187
Jul 11, 2003
Listed
$945,000
$326/sq ft
Smart MLS #98161314
Jul 6, 2003
Listing Removed
—
Apr 29, 2003
Listed
$945,000
$326/sq ft
Public Records
Jul 8, 2002
Sold
$840,000
$290/sq ft
Smart MLS #98128610
Apr 24, 2002
Listed
$859,900
$297/sq ft
Public Records
Sep 18, 1989
Sold
$310,000
$107/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$11,498 (+10.3%)
$368,300 + $258,300
$626,600
2022
$10,421
$368,300 + $208,400
$576,700
2021
$10,421 (−0.8%)
$368,300 + $208,400
$576,700
2020
$10,502 (−0.9%)
$388,400 + $240,100
$628,500
2019
$10,597
$388,400 + $240,100
$628,500
2018
$10,597
$388,400 + $240,100
$628,500
2017
$10,597
$388,400 + $240,100
$628,500
2016
$10,597 (+2.5%)
$388,400 + $240,100
$628,500
2014
$10,339
$315,100 + $261,200
$576,300
Tax history for 8 Overlook Rd
Year
Property tax
Land + Additions
Assessment*
2023
$11,498 (+10.3%)
$368,300 + $258,300
$626,600
2022
$10,421
$368,300 + $208,400
$576,700
2021
$10,421 (−0.8%)
$368,300 + $208,400
$576,700
2020
$10,502 (−0.9%)
$388,400 + $240,100
$628,500
2019
$10,597
$388,400 + $240,100
$628,500
2018
$10,597
$388,400 + $240,100
$628,500
2017
$10,597
$388,400 + $240,100
$628,500
2016
$10,597 (+2.5%)
$388,400 + $240,100
$628,500
2014
$10,339
$315,100 + $261,200
$576,300
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
4
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.6 Acres
Year renovated
—
Sq. Ft.
2,997
Year built
1930
Style
Single Family Residential
County
Fairfield County
APN
418727
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2023.
Jan 5, 2026 • Final
Residential roof
Roofing
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.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 2
Interior
Virtual Tour Information
Has Virtual Tour
Interior Information
Total Rooms: 9
Laundry Room Info: Lower Level
Interior Features: Cable - Available
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer