$2,575,000

4 The Fenway, Westport, CT 06880

6 beds |
5 baths |
5,083 sqft

Single-Family Home
Built in 1966
2.22acre lot
2 car garage
$507/sqft
Listed 1 month ago

Property Description

Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled breakfast nook which allows for basking in nature's splendor while savoring a meal. Fresh interior updates incl. a newly painted family room, updated lighting w/two new chandeliers, a modern backdrop for comfortable everyday living. This precious home has been refreshed throughout to highlight its impressive scale, open flow, & architectural character. The sun drenched primary ste is a true retreat w/a fireplace, spa like bath & generous walk in closet. A flexible floor plan offers multiple living areas & a potential in law suite-ideal for multi generational living, guests, or work from home needs. Four wood burning fireplaces add to the home's timeless appeal. Outdoors, enjoy a thoughtfully landscaped property, the pool & spa, set amidst such soothing natural surroundings. Additional highlights: city water & sewer, a whole house generator, & the exceptional privacy just moments from town. Old Hill is one of Westport's most coveted neighborhoods, known for its quiet, tree lined streets & unbeatable proximity to town, schools, & commuting. A rare opportunity to own a special home.

Listing Status:: Active
Date Added:: February 20, 2026
Data Last Updated:: March 27, 2026 at 4:50PM
Listing Office:: Brown Harris Stevens : (203) 221-0666
Listing Agent:: Mary Kate Klemish-Boehm : (203) 583-1027
MLS ID:: 24154925

General: Auto Garage Door OpenerCable - AvailableSecurity System
Rooms: FoyerLaundry RoomSolarium
Appliances: Gas RangeMicrowaveRange HoodFreezerSubzeroDishwasherDisposalCompactorWasherDryerWine Chiller
Laundry: Main Level
Basement: Crawl SpaceUnfinishedSump PumpInterior Access
A/C: Central AirZoned
Heating: RadiantOil
Fireplace: Fireplaces: 4

General: Underground UtilitiesShedPorchGuttersLightingUnderground SprinklerPatio
Style: Colonial
Pool: GuniteHeatedSpaIn Ground Pool

Roofing: Asphalt Shingle

County: Fairfield

Zoning: AA413641

Water: Public Water Connected
Sewer: Public Sewer Connected

This listing courtesy of Mary Kate Klemish-Boehm , Brown Harris Stevens

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

Ready to Start a VA Loan?

Get Started

NMLS #1907 ^†

Get Prequalified »

Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Schools Nearby

King's Highway Elementary School

125 Post Rd W, Westport, CT, 06880

Grades KG-5

0.56 miles away

Coleytown Middle School

, Westport, CT, 06880

Grades 6-8

0.04 miles away

Staples High School

70 North Ave, Westport, CT, 06880

Grades 9-12

2.57 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.