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4 The FenwayWestport, CT 06880

For Sale

$2,575,000

Smart Buyer Rebate $25,750

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.

Listed by Mary Kate Klemish Boehm

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Brown Harris Stevens

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(203) 583-1027

Last updated February 28, 2026

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Source: SmartMLS #24154925

Listing Facts

  • TypeSingle-family
  • NeighborhoodOld Hill
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu24
  • Taxes$21,270/year
  • Size5,083 sqft
  • Price per sqft$507

Location

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Listing History

02/20/2026
Listed by Brown Harris Stevens
$2,575,000

Property Details for 4 The Fenway

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1966
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Underground Utilities, Shed, Porch, Gutters, Lighting, Underground Sprinkler, Patio

Features

  • Pool Features: Gunite, Heated, Spa, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Pond, Beach Rights

Measurements

  • Lot Features: Some Wetlands, Interior Lot, Lightly Wooded, Level Lot
  • Lot Size Acres: 2.22

Financial

Taxes

  • Parcel Number: 413641
  • Tax Annual Amount: $21,270.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Range, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Compactor, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 4
  • Interior Features: DROPEN, CABLE, SECURESY

Measurements

  • Living Area: 5,083

Rooms

  • Basement: Crawl Space, Unfinished, Sump Pump, Interior Access
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 14

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Kings Highway

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Coleytown

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Radiant
  • Laundry Features: Main Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 5 bathrooms in this single-family home at 4 The Fenway.

What schools are nearby to 4 The Fenway?

Nearby schools include the Kings Highway Elementary School, Coleytown Middle School, and Staples High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 4 The Fenway.

What are the annual taxes for 4 The Fenway?

Annual taxes for this single-family home are estimated at $21,270.

How does 4 The Fenway compare to other single-family homes in Old Hill?

This single-family home is listed 51% below the average price for single-family homes in Old Hill and has been on the market for 37 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,083 sqft.

4 The Fenway is a 6-bedroom, 5-bath single-family home for sale in Westport CT 06880. Listed on Prevu for 24 days at $2,575,000. This residence features 5,083 square feet of living space, located in Fairfield County. The median listing price for single-family homes in this area is $5,850,000. Nearby schools include Kings Highway Elementary School, Coleytown Middle School, and Staples High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.