Recently Listed Open House 7/5 1pm - 3pm
34 Woodside Avenue
Westport, CT, 06880 $ 2,699,000
Bedrooms4 Baths4.1 Sq 3,600 Monthly Estimate*
$ 17,042
for $2,699,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,600 square foot home was built in 1858 on a lot size of 0.77.
Steeped in history yet thoughtfully reimagined for modern living, this expanded and recently updated antique home offers the rare combination of timeless character, exceptional functionality, and a coveted location just an easy stroll to downtown Westport. Designed for both everyday living and easy entertaining, the home features warm gathering spaces and private retreats. A chef's kitchen with Thermador range and walk-in pantry opens to the home's inviting living and dining areas. Over $600K of recent updates including the stunning, newly-redesigned primary suite - a true sanctuary, with a new focal wall with custom cabinetry and gas fireplace, a well-equipped bath with dual sinks, tub and shower, plus a distinctive turreted sitting room, an idyllic space to relax. Multiple home office options. A new outbuilding elevates the property to an entirely new level. Designed as a private wellness retreat, this extraordinary Onsen-inspired space features hot and cold plunge pools, a sauna, shower, gas fireplace, and loft, creating a resort-quality experience. Outside, the sunny, level property features a new, walled-garden, crushed-stone patio and a 2nd patio, allowing for entertaining, gardening, and enjoying the peaceful surroundings. Room for pool! Town water/gas/sewer. Rich in character, beautifully updated, and uniquely equipped for modern wellness and work-from-home living, this exceptional residence offers a lifestyle rarely found in this historic, near-town neighborhood.
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Open House
7/5/2026 1:00 PM - 3:00 PM
34 Woodside Avenue Westport, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning AA
Neighborhood Old Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.77
Directions Kings Highway to Woodside Avenue
High School Staples
City Westport
Elementary School Kings Highway
Sq Ft Total 3600
DOM 1
Year Built 1858
Exclusions See inclusions/exclusions document.
Style Antique
Year Built Source Owner
Energy Features Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 10
Basement Description Full Heated Sump Pump Fully Finished Garage Access Interior Access
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ExteriorWater Source Public Water Connected
Lot Description Fence - Full Dry
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* Excluded FeaturesList ByWilliam Pitt Sotheby's Int'lBroker
chamer@williampitt.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $17,042
- Monthly Property Taxes
- $1,279
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Westport, CT
Average List Price $4,016,043
Percent of Sale Price 49%
About Westport, CT 26,742 Population
4% Since 2002
$ 169,979 Median Income
48.33 Median Age
40% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
1967866 Middle School
Staples High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/3/2026 | $2,699,000 | | Listed Price |