Open House:
Jun 29, 2025, 1:00 PM - 3:00 PM

Open House: Jun 29, 2025, 1:00 PM - 3:00 PM

Remarks: Dive into Summer in Style at this newly listed home! Tucked in a prime, central location-this property offers the perfect blend of conveneince & comfort with a beautiful pool & private yard.

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4 The Fenway
Westport, CT 06880

$2,649,000

Beds: 6

Baths: 4 | 1

Sq. Ft.: 5,083

Type: House

Listing #24102844

Virtual Tour

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.

Property Features

Location Information

County: Fairfield

Neighborhood: Old Hill

Directions: Woodside to The Fenway

Interior Features

Additional Rooms: Foyer, Laun

Interior: Auto Garage Door Opener, Cable - Available, Security System

Full Baths: 4

1/2 Baths: 1

Has Dining Room: Yes

Dining Room Description: Built-In Hutch, Hardwood Floor

Has Family Room: Yes

Family Room Description: Built-Ins, Fireplace, Hardwood Floor

Living Room Description: Built-Ins, Fireplace, Hardwood Floor

Nearby Amenities: Golf Course, Library, Park, Public Transportation, Shopping/Mall

Has Fireplace: Yes

Number of Fireplaces: 4

Heating: Hot Air, Zoned

Heating Fuel: Oil

Cooling: Central Air, Zoned

Laundry: Main Level

Water Heater: Domestic

Appliances: Gas Range, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Compactor, Washer, Dryer, Wine Chiller

Attic Description: Unfinished, Storage Space, Pull-Down Stairs

Basement Description: Crawl Space, Unfinished, Sump Pump, Interior Access

Has Basement: Yes

Exterior Features

Style: Colonial

Exterior: Underground Utilities, Shed, Porch, Gutters, Lighting, Underground Sprinkler, Patio

Roof: Asphalt Shingle

Water Source: Public Water Connected

Septic or Sewer: Public Sewer Connected

Has Garage: Yes

Garage Spaces: 2

Parking Spaces: 0

Has a Pool: Yes

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

Lot Size in Acres: 2.22

Energy Features: Generator, Storm Doors, Thermopane Windows

Waterfront Description: Pond, Beach Rights

School

Elementary School: Kings Highway

Middle School: Coleytown

High School: Staples

Additional Information

Property Type: SFR

Year Built: 1966

Status: Active

$ per month
Year Fixed. % Interest Rate.

Principal + Interest:	$
Monthly Tax:	$
Monthly Insurance:	$

Based on a fully amortized fixed rate loan. Ask your agent for the tax rates in your area. Insurance estimate is based on an average cost, your final premium cost will be determined by the type of coverage you select. This program only provides an estimate.

Seller's Representative: Brown Harris Stevens - Mary Kate Klemish-Boehm

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SmartMLS (CTMLS-GFC) data last updated at June 28, 2025, 11:16 PM ET