4 The Fenway Westport, CT $ 2,575,000
4 The Fenway
$ 2,575,000
Recently Listed
Open House 2/22 1pm - 4pm
Share Save

4 The Fenway

Westport, CT, 06880
$ 2,575,000
Bedrooms6 Baths4.1 Sq 5,083

Monthly Estimate*

$ 15,855

4 The Fenway, Westport, CT 06880 - Image 1
4 The Fenway, Westport, CT 06880 - Image 2
4 The Fenway, Westport, CT 06880 - Image 3
4 The Fenway, Westport, CT 06880 - Image 4
4 The Fenway, Westport, CT 06880 - Image 5
4 The Fenway, Westport, CT 06880 - Image 6
4 The Fenway, Westport, CT 06880 - Image 7
4 The Fenway, Westport, CT 06880 - Image 8
4 The Fenway, Westport, CT 06880 - Image 9
4 The Fenway, Westport, CT 06880 - Image 10
4 The Fenway, Westport, CT 06880 - Image 11
4 The Fenway, Westport, CT 06880 - Image 12
4 The Fenway, Westport, CT 06880 - Image 13
4 The Fenway, Westport, CT 06880 - Image 14
4 The Fenway, Westport, CT 06880 - Image 15
4 The Fenway, Westport, CT 06880 - Image 16
4 The Fenway, Westport, CT 06880 - Image 17
4 The Fenway, Westport, CT 06880 - Image 18
4 The Fenway, Westport, CT 06880 - Image 19
4 The Fenway, Westport, CT 06880 - Image 20
4 The Fenway, Westport, CT 06880 - Image 21
4 The Fenway, Westport, CT 06880 - Image 22
4 The Fenway, Westport, CT 06880 - Image 23
4 The Fenway, Westport, CT 06880 - Image 24
4 The Fenway, Westport, CT 06880 - Image 25
4 The Fenway, Westport, CT 06880 - Image 26
4 The Fenway, Westport, CT 06880 - Image 27
4 The Fenway, Westport, CT 06880 - Image 28
4 The Fenway, Westport, CT 06880 - Image 29
4 The Fenway, Westport, CT 06880 - Image 30
4 The Fenway, Westport, CT 06880 - Image 31
4 The Fenway, Westport, CT 06880 - Image 32
4 The Fenway, Westport, CT 06880 - Image 33
4 The Fenway, Westport, CT 06880 - Image 34
4 The Fenway, Westport, CT 06880 - Image 35
4 The Fenway, Westport, CT 06880 - Image 36
4 The Fenway, Westport, CT 06880 - Image 37
4 The Fenway, Westport, CT 06880 - Image 38
4 The Fenway, Westport, CT 06880 - Image 39
4 The Fenway, Westport, CT 06880 - Image 40
View a Virtual Tour

Single Family Home for sale in Westport, CT

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

Single Family Active

Price

$ 2,575,000

Bedrooms

6

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 21,270

Style

Lot Size

2.22

Year Built

1966

Town/City

Westport

MLS | Web ID

24154925

Features
General
Zoning 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
Interior
Cooling System Central Air Zoned
Total Rooms 14
Basement Description Crawl Space Unfinished Sump Pump Interior Access
See more
Exterior
Water Source Public Water Connected
Lot Description Some Wetlands Interior Lot Lightly Wooded Level Lot
See more
* Excluded Features
List By
Mary Kate Klemish-Boehm

Listing Agent

Brown Harris Stevens

Broker

mboehm@bhsusa.com

Email

Affordability Calculator

$17,627
Per Month
90%
10%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
1967866 Middle School
Staples High School High School
Pricing History
DatePricePrice ChangeDescription
2/20/2026$2,575,000 Listed Price

Map


See all

4 The Fenway, Westport, CT, 06880 is a Single Family Home for sale at $2,575,000 with 5,083 sqft and a lot size of 2.22. 4 The Fenway has 6 bedrooms, 4.1 baths, and was built in 1966. The property's zip code is 06880 which is in Westport, CT