Recently Listed Open House 2/22 1pm - 4pm
4 The Fenway
Westport, CT, 06880 $ 2,575,000
Bedrooms6 Baths4.1 Sq 5,083 Monthly Estimate*
$ 15,855
for $2,575,000 with 6 bedrooms and 4 full baths, 1 half bath. This 5,083 square foot home was built in 1966 on a lot size of 2.22.
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.
See more
Open House
2/22/2026 1:00 PM - 4:00 PM
4 The Fenway Westport, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning AA
Neighborhood Old Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.22
Directions Woodside to The Fenway
High School Staples
City Westport
Elementary School Kings Highway
Sq Ft Total 5083
DOM 0
Year Built 1966
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Spa In Ground Pool
Energy Features Generator Storm Doors Thermopane Windows
See more
InteriorCooling System Central Air Zoned
Total Rooms 14
Basement Description Crawl Space Unfinished Sump Pump Interior Access
See more
ExteriorWater Source Public Water Connected
Lot Description Some Wetlands Interior Lot Lightly Wooded Level Lot
See more
* Excluded FeaturesList ByMary Kate Klemish-BoehmListing Agent
Brown Harris StevensBroker
Affordability Calculator
- Monthly Principal & Interest
- $15,855
- Monthly Property Taxes
- $1,773
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Westport, CT
Average List Price $3,998,934
Percent of Sale Price 55%
About Westport, CT 26,742 Population
4% Since 2002
$ 169,979 Median Income
48.33 Median Age
40% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
1967866 Middle School
Staples High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 2/20/2026 | $2,575,000 | | Listed Price |