About 4 The Fenway
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.
Features of 4 The Fenway
| MLS® # | 24102844 |
|---|---|
| Price | $2,575,000 |
| Bedrooms | 6 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 5,083 |
| Acres | 2.22 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Active |
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 |
| # of Garages | 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 | Hot Air, Zoned, Oil |
| Cooling | Central Air, Zoned |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Has Basement | Yes |
| Basement | Crawl Space, Unfinished, Sump Pump, Interior Access |
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 | June 14th, 2025 |
|---|---|
| Days on Market | 110 |
| Zoning | AA |
| RE / Bank Owned | No |
Listing Details
| Office | Brown Harris Stevens |
|---|