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.
Sold for $2,581,433
$2,581,433
4 The Fenway, Westport, CT 06880
6beds
5,083sqft
Single Family Residence
Built in 1966
2.22 Acres Lot
$2,520,300 Zestimate®
$508/sqft
$11,999 Estimated rent
Home value
$2,520,300
$2.39M - $2.65M
$11,999/mo
Zestimate® history
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List your homeWhat's special
Pool and spaSpa like bathFour wood burning fireplacesPicturesque pondExceptional privacyQuiet tree lined streetsGenerous center island
Zillow last checked:
Listing updated:
Listed by:
Mary Kate Klemish-Boehm (203)583-1027,
Brown Harris Stevens 203-221-0666
Bought with:
Amanda Foss, RES.0808932
Keller Williams Prestige Prop.
Source: Smart MLS,MLS#: 24154925
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry, Solarium
Primary bedroom
- Features: Dressing Room, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Bookcases, Built-in Features, Wall/Wall Carpet
- Level: Upper
Den
- Features: Bookcases, Fireplace, Hardwood Floor
- Level: Main
Dining room
- Features: Built-in Features, Hardwood Floor
- Level: Main
Family room
- Features: Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Nook, Granite Counters, Wet Bar, Kitchen Island, Hardwood Floor
- Level: Main
Living room
- Features: Built-in Features, Fireplace, Hardwood Floor
- Level: Main
Rec play room
- Features: Full Bath, Wall/Wall Carpet
- Level: Upper
Heating
- Radiant, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Microwave, Range Hood, Freezer, Subzero, Dishwasher, Disposal, Trash Compactor, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Doors: Storm Door(s)
- Windows: Thermopane Windows
- Basement: Crawl Space,Unfinished,Sump Pump,Interior Entry
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 4
Interior area
- Total structure area: 5,083
- Total interior livable area: 5,083 sqft
- Finished area above ground: 5,083
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Porch, Patio
- Exterior features: Rain Gutters, Lighting, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
- On waterfront: Yes
- Waterfront features: Waterfront, Pond, Beach Access
Lot
- Size: 2.22 Acres
- Features: Wetlands, Interior Lot, Few Trees, Level, In Flood Zone
Details
- Additional structures: Shed(s)
- Parcel number: 413641
- Zoning: AA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1966
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Underground Utilities, Cable Available
Green energy
- Energy efficient items: Doors, Windows
Community & HOA
Community
- Features: Golf, Library, Park, Near Public Transport, Shopping/Mall
- Security: Security System
- Subdivision: Old Hill
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $508/sqft
- Tax assessed value: $1,127,800
- Annual tax amount: $21,270
- Date on market: 2/20/2026
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Sold | $2,581,433+0.2%$508/sqft |
Source:  Smart MLS #24154925 Report a problem | ||
| 4/8/2026 | Pending sale | $2,575,000$507/sqft |
Source:  Halstead / Brown Harris Stevens #24154925 Report a problem | ||
| 2/20/2026 | Listed for sale | $2,575,000$507/sqft |
Source: Smart MLS #24154925 Report a problem | ||
| 10/22/2025 | Listing removed | $2,575,000$507/sqft |
Source: Halstead / Brown Harris Stevens #24102844 Report a problem | ||
| 8/7/2025 | Price change | $2,575,000-2.8%$507/sqft |
Source: Smart MLS #24102844 Report a problem | ||
| 6/26/2025 | Price change | $2,649,000-5.4%$521/sqft |
Source: Smart MLS #24102844 Report a problem | ||
| 6/14/2025 | Listed for sale | $2,799,000+249.9%$551/sqft |
Source: Halstead / Brown Harris Stevens #24102844 Report a problem | ||
| 7/29/1996 | Sold | $800,000$157/sqft |
Source: Smart MLS #94023678 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $21,270 +1.3% | $1,127,800 |
| 2024 | $21,000 +1.5% | $1,127,800 |
| 2023 | $20,695 +1.6% | $1,127,800 |
| 2022 | $20,379 | $1,127,800 |
| 2021 | $20,379 +3.3% | $1,127,800 -4.5% |
| 2020 | $19,735 -0.9% | $1,181,000 |
| 2019 | $19,912 | $1,181,000 |
| 2018 | $19,912 | $1,181,000 |
| 2017 | $19,912 | $1,181,000 |
| 2016 | $19,912 | $1,181,000 |
Find assessor info on the county website
Neighborhood: Old Hill
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Nearby schools
GreatSchools rating
- 9/10King's Highway Elementary SchoolGrades: K-5Distance: 0.6 mi
- 9/10Coleytown Middle SchoolGrades: 6-8Distance: 2.7 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Kings Highway
- Middle: Coleytown
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- Westport
- 06880
- Old Hill
- 4 The Fenway
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