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$2,575,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,083 Sq. Ft.
  • 2 Car Garage
  • Updated 1 hour ago
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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.

Full Property Details for 4 The Fenway

General

  • Price: $2,575,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24154925
  • Updated: Today (2/20/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 14
  • Rooms/Areas: Foyer, Laundry Room, Solarium
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Gas Range, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Compactor, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6
  • Primary Suite: Dressing Room, Fireplace, Full Bath, Walk-In Closet, H, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Book Shelves, Built-Ins, Wall/Wall Carpet, Upper
  • Bedroom 3: Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 4: Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 5: Bedroom - Wall/Wall Carpet, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Built-Ins, Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Granite Counters, Wet Bar, Island, Hardwood Fl, Main
  • Dining Room: Dining Room - Built-In Hutch, Hardwood Floor, Main
  • Den: Den - Book Shelves, Fireplace, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Full Bath, Wall/Wall Carpet, Upper
  • Rec Room: Full Bath, Wall/Wall Carpet, Upper
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Spa, In Ground Pool

Exterior

  • Exterior Features: Underground Utilities, Shed, Porch, Gutters, Lighting, Underground Sprinkler, Patio
  • Color: Taupe Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Old Hill
  • Driving Directions: Woodside to The Fenway

School Information

  • Elementary School: Kings Highway
  • Middle School: Coleytown
  • High School: Staples

Community

  • Community Name: Old Hill

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Radiant, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Cedar
  • Basement Desc.: Crawl Space, Unfinished, Sump Pump, Interior Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,083
  • Above Ground: 5,083 Sq. Ft.
  • Year Built: 1966

Lot Features

  • Lot Size (Acres): 2.22
  • Zoning: AA
  • Lot Description: Some Wetlands, Interior Lot, Lightly Wooded, Level Lot

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond, Beach Rights

Green Features

  • Energy Features: Generator, Storm Doors, Thermopane Windows

Financial Considerations

  • Assessment Amount: $1,127,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 413641

Listed by Brown Harris Stevens, Mary Kate Klemish-Boehm

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Listing agent

— 4 The Fenway —

  • Mary Kate Klemish-Boehm

    Brown Harris Stevens

Agent Contact: (203) 583-1027 Office Contact: (203) 221-0666

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4 The Fenway

School District:Westport School District
NameGradesDistance
King's Highway Elementary School
125 Post Road West, Westport, CT 06880
K-50.6 mi
Coleytown Middle School
255 North Avenue, Westport, CT 06880
6-82.7 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4 The Fenway Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/20/2026
Listed
$2,575,000
221.88%
MLS
7/29/1996
Sold
$800,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4 The Fenway

Year
Property Taxes
Change
Tax Assessment
Change
2024
$21,270
1%
$1,127,800
—
2023
$21,000
1%
$1,127,800
—
2023
$20,695
2%
$1,127,800
—
2022
$20,379
—
$1,127,800
—
2021
$20,379
3%
$1,127,800
-5%
2020
$19,735
-1%
$1,181,000
—
2019
$19,912
—
$1,181,000
—
2018
$19,912
—
$1,181,000
—
2017
$19,912
—
$1,181,000
—
2016
$19,912
5%
$1,181,000
12%
2015
$19,018
1%
$1,051,300
—
2014
$18,860
-1%
$1,051,300
—
2011
$18,997
—
$1,051,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Brown Harris Stevens, Mary Kate Klemish-Boehm

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4 The Fenway, Westport, CT 06880 (MLS# 24154925) is a Single Family property with 6 bedrooms, 4 full bathrooms and 1 partial bathroom. 4 The Fenway is currently listed for $2,575,000 and was received on February 20, 2026. Want to learn more about 4 The Fenway? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

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