4 The Fenway Westport, CT, 06880

single family home
$ 2,575,000 For Sale Active Feb 20, 2026
  • 6 beds
  • 5 baths
  • 5,083 sq ft
  • 2.22 acres
  • 1966 year built
  • in ground pool
  • 2 cars garage
  • waterfront

About the Home

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 bonus of 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.

Rooms & Interior

6 bedrooms beds
4 full + 1 half baths
5,083 square feet sq ft

Room Details

  • Living Room (Main Level) Built-Ins, Fireplace, Hardwood Floor
  • Dining Room (Main Level) Built-In Hutch, Hardwood Floor
  • Bedroom (Main Level) Full Bath, Hardwood Floor
  • Bedroom (Upper Level) Book Shelves, Built-Ins, Wall/Wall Carpet
  • Eat In Kitchen (Main Level) Breakfast Nook, Granite Counters, Wet Bar, Island, Hardwood Floor
  • Den (Main Level) Book Shelves, Fireplace, Hardwood Floor
  • Bedroom (Upper Level) Wall/Wall Carpet
  • Family Room (Main Level) Built-Ins, Fireplace, Hardwood Floor
  • Primary Br Suite (Upper Level) Dressing Room, Fireplace, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Wall/Wall Carpet
  • Bedroom (Upper Level) Wall/Wall Carpet
  • Rec/Play Room (Upper Level) Full Bath, Wall/Wall Carpet
  • Other Rooms Foyer, Laundry room, Solarium

Home Features

Heating

  • Fireplaces: 4
  • Heating: radiant
  • Heat fuel type: oil
  • Fuel tank: in garage

Cooling

  • Central air
  • Zoned

Interior Features

  • Auto garage door opener
  • Cable - available
  • Security system

Appliances

  • Gas range
  • Microwave
  • Range hood
  • Freezer
  • Subzero
  • Dishwasher
  • Disposal
  • Compactor
  • Washer
  • Dryer
  • Wine chiller

Attic

  • Unfinished
  • Storage space
  • Pull-down stairs

Basement

  • Crawl space
  • Unfinished
  • Sump pump
  • Interior access

Laundry

  • Location: laundry room on main level
  • Main level

Energy Features

  • Generator
  • Storm doors
  • Thermopane windows

Exterior Features

  • Underground utilities
  • Shed
  • Porch
  • Gutters
  • Lighting
  • Underground sprinkler
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Swimming Pool

  • Gunite
  • Heated
  • Spa
  • In ground pool

Waterfront

  • Direct waterfront
  • Pond
  • Beach rights
Waterfront Homes in Westport

Lot Details

  • Lot surface: 2.22 acres
  • Some wetlands
  • Interior lot
  • Lightly wooded
  • Level lot
  • Flood zone: Yes

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected

Near-by Amenities

  • Golf course
  • Library
  • Park
  • Public transportation
  • Shopping/mall

Construction Details

Style
colonial

Construction year
1966

Exterior Siding
shingle, cedar

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Old Hill neighborhood, in the town of Westport.

Finance & Listing Info

Status Active
Listing date February 20, 2026
List price $ 2,575,000
Current price $ 2,575,000
Tax amount $ 21,270
Tax year july 2025-june 2026
MLS ID #24154925
List Agent Mary Kate Klemish-Boehm
List Office Brown Harris Stevens

4 The Fenway Home Photos

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