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4 The FenwayWestport, CT 06880

For Sale

$2,575,000

Smart Buyer Rebate $25,750

Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A flexible floor plan includes a potential in-law suite-perfect for multi-generational living or guests. With four wood-burning fireplaces, the home radiates warmth and charm. Multiple living areas offer inviting spaces for relaxation, entertaining, or working from home. The renovated kitchen is the heart of the home, showcasing a large center island and a cozy, picturesque breakfast nook. Outdoors, enjoy beautifully landscaped grounds, the pool and spa, and peaceful natural surroundings. Additional highlights include a whole-house generator, city water, and sewer. A rare opportunity to own a special property in one of Westport's most sought after neighborhoods.

Listed by Mary Kate Klemish Boehm

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Brown Harris Stevens

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(203) 583-1027

Last updated August 10, 2025

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Source: SmartMLS #24102844

Listing Facts

  • TypeSingle-family
  • NeighborhoodOld Hill
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu84
  • Taxes$21,270/year
  • Size5,083 sqft
  • Price per sqft$507

Location

Mortgage Calculator

Listing History

08/07/2025
Price Decreased
$2,575,000
06/27/2025
Price Decreased
$2,649,000
06/20/2025
Status changed to Active
$2,799,000
06/19/2025
Status changed to Removed from Feed
$2,799,000
06/14/2025
Listed by Brown Harris Stevens
$2,799,000

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: Hot Air, Zoned
  • Laundry Features: Main Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

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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.