Sold
Last Sold Price
4 beds2,896 sqft$492/sqft
8 Overlook Rd, Westport, CT 06880
Single FamilyProperty Type
0.6 acresLot Size
1930Year Built
$492/sq ftPrice per sq ft
$300/yrHOA Fees
2 carsParking Spaces

Description

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...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!
  • Listed by: Catherine C Blount 203.858.8710 CBwestporthomes@gmail.com • Coldwell Banker Realty
Listing closed: 08/18/2022 12:00 AM • Source: SMARTMLS, MLS#: 170503195

Recent comparable sales

Median sold price

$1,600,000

Avg days on market

24

Sale-to-list ratio

105.0%

Westport, CT

9 comparable properties found

1

$1,400,000

Sold 07/17/25

4
Bedrooms
2.5
Bathrooms
2,613
Square Feet
1
Acres
$1,400,000 | 21 Maplewood Avenue, Westport, CT 06880
2

$1,400,000

Sold 11/07/25

4
Bedrooms
2,648
Square Feet
0.14
Acres
a view of a house with backyard and sitting area
3

$1,631,000

Sold 07/24/26

4
Bedrooms
2,538
Square Feet
0.37
Acres
$1,600,000 | 42 Kings Highway South, Westport, CT 06880
4

$1,600,000

Sold 01/29/26

4
Bedrooms
3,074
Square Feet
1.18
Acres
5

$1,725,000

Sold 05/15/26

4
Bedrooms
2.5
Bathrooms
2,906
Square Feet
0.5
Acres
$1,560,000 | 157 North Avenue, Westport, CT 06880
6

$1,560,000

Sold 07/21/25

4
Bedrooms
2,641
Square Feet
1.21
Acres
$1,662,000 | 16 Mortar Rock Road, Westport, CT 06880
7

$1,662,000

Sold 06/30/25

4
Bedrooms
2,478
Square Feet
0.57
Acres
$1,250,000 | 219 B Wilton Road, Westport, CT 06880
8

$1,250,000

Sold 10/01/24

4
Bedrooms
2,735
Square Feet
1.03
Acres
$1,850,000 | 52 Woodside Avenue, Westport, CT 06880
9

$1,850,000

Sold 07/14/25

4
Bedrooms
2,891
Square Feet
1.03
Acres

Location

Listing Courtesy of Coldwell Banker Realty, Catherine C Blount

Sold By Keller Williams Prestige Prop., Christine F Oleynick

Add your commute

Payment Calculator

$8,137 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,243

Property Taxes

$868

HOA Dues

$25

The Payment Calculator is for illustrative purposes only.

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Property Information for 8 Overlook Road

Property Details
  • Taxes: $10,421 / year
  • MLS Type: Residential
  • Basement Description: Full, Unfinished, Interior Access, Storage, Sump Pump
  • Direct Waterfront: No
  • Expected Active Date: 06-25-2022
  • Garages Number: 2
  • Neighborhood: Old Hill
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage, Paved
  • Swimming Pool: No
  • Expected On Market Date: 06-25-2022
Building Information
  • Year Built: 1930
  • Lot Size: 0.60 AC / 26,136 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Wilton Road to Overlook.
  • Elementary School: Kings Highway
  • Flood Zone: No
  • High School: Staples
  • Latitude: 41.149303
  • Longitude: -73.36965
  • Middle Jr High School: Coleytown
  • State: Connecticut
HOA and Fees
  • Association Fee Includes: Snow Removal, Road Maintenance
  • HOA Fee Amount: 300
  • HOA Fee Frequency: Annually
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Property Tax: $10,421
Interior and Exterior Features
Exterior Features
  • Exterior Features: French Doors, Garden Area, Lighting, Patio, Terrace
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up, Floored, Storage Space
  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Info: Lower Level
  • Room Count: 12
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Rec/Play Room
Room 5
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Dining Area,Hardwood Floor,Island,Quartz Counters,Remodeled
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 6
  • Room Entry Order: 3
  • Room Features: French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 8
  • Room Entry Order: 5
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 9
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 10
  • Room Entry Order: 7
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Primary Bath
Room 11
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Private, Paved, Asphalt
  • Exterior Siding: Shingle, Clapboard, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • Gross SQFT Per Public Records: 4692
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Additional SF is the finished Living Area/ over the garage
  • Living Area SQFT Per Public Records: 2629
Lot Information
  • Lot Description: On Cul-De-Sac, Fence - Wood, Professionally Landscaped
  • Parcel Number: 418727
  • Sq Ft Est Heated Above Grade: 2896.0
  • Sq Ft Total: 2896.0
  • Zoning: AA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 8 Overlook Road

DateEvent & SourcePriceAppreciation
Aug 18, 2022

Closed (Public Record)

Public Record #1496449809

$1,425,000

+2.9% / yr

Jun 7, 2013

Closed (Public Record)

Public Record #355379194

$1,100,000

+0.8% / yr

Sep 29, 2004

Closed (Public Record)

Public Record #153620620

$1,025,000

+11.7% / yr

DateEvent & SourcePrice
08/18/2022

Closed (Public Record)

Public Record #1496449809

$1,425,000

+2.9% / yr

06/07/2013

Closed (Public Record)

Public Record #355379194

$1,100,000

+0.8% / yr

09/29/2004

Closed (Public Record)

Public Record #153620620

$1,025,000

+11.7% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 8 Overlook Road

Taxable ValueLand$368,300Additions$258,300Total$626,600
Tax Record2025$11,818 ($985 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,997 SqFtAbove Grade Finished SqFt2,997 SqFtUnfinished Basement SqFt825 SqFtStories2Lot Size26,136 SqFtStyleSingle Family ResidenceYear Built1930Year Renovated1930ZoningAACountyWESTERN CONNECTICUTAPNWPRT M:C11 L:013-000

Schools near 8 Overlook Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
King's Highway Elementary School
PublicK to 5

Coleytown Middle School
Public6 to 8

Staples High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 8 Overlook Road, Westport, CT 06880
$1,425,000
4
2,896
26,136
$764,444
17,859
$1,175,000
4
3,000
23,522
$1,560,000
4
4,090
54,885
$1,290,000
4
4,020
16,552
$1,650,000
4
7,220
56,192

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Catherine C Blount

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.