About 4 The Fenway
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 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.
Features of 4 The Fenway
| MLS® # | 24154925 |
|---|---|
| Price | $2,581,433 |
| Bedrooms | 6 |
| Bathrooms | 4/1 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 5,083 |
| Acres | 2.22 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Closed |
Community Information
| Address | 4 The Fenway |
|---|---|
| Area | Old Hill |
| City | Westport |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06880 |
Amenities
| Features | Generator, Storm Doors, Thermopane Windows |
|---|---|
| Parking | Attached Garage |
| Garage Spaces | 2 |
| Is Waterfront | Yes |
| Waterfront | Pond, Beach Rights |
| Has Pool | Yes |
| Pool | Gunite, Heated, Spa, In Ground Pool |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Available, Security System |
|---|---|
| Appliances | Gas Range, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Compactor, Washer, Dryer, Wine Chiller |
| Heating | Radiant, Oil |
| Cooling | Central Air, Zoned |
| Fireplace | Yes |
| # of Fireplaces | 4 |
Exterior
| Exterior | Shingle, Cedar |
|---|---|
| Exterior Features | Underground Utilities, Shed, Porch, Gutters, Lighting, Underground Sprinkler, Patio |
| Lot Description | Some Wetlands, Interior Lot, Lightly Wooded, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Kings Highway |
|---|---|
| Middle | Coleytown |
| High | Staples |
Additional Information
| Date Listed | February 20th, 2026 |
|---|---|
| Days on Market | 61 |
| Zoning | AA |
| RE / Bank Owned | No |