Home / Listings / Westport
Under Contract · For Sale
$2,699,000

34 Woodside Avenue, Westport, Connecticut 06880

4 beds 5 baths 3,600 sq ft Single Family For Sale Built 1858

About this home

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.

Status
Under Contract
Type
Single Family For Sale
Price
$2,699,000
Beds
4
Baths
5
Interior
3,600 sq ft
Lot
0.77 ac
Year Built
1858
MLS #
24185246
ZIP
06880
Days on Market
21
Heat
Natural Gas · Hot Air
Cooling
Central Air
Water
Public Water Connected
Sewer
Public Sewer Connected
Parking
Attached Garage (2-car)
Laundry
Lower Level

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Kings Highway
Middle / Jr High
Coleytown
High School
Staples

Taxes

Property tax
$15,352 (July 2025-June 2026)
Assessed value
$813,800

Interior

Appliances
Gas Range, Oven/Range, Range Hood, Refrigerator, Subzero, Icemaker, Dishwasher, Disposal, Washer, Dryer, Wine Chiller
Basement
Full, Heated, Sump Pump, Fully Finished, Garage Access, Interior Access
Attic
Storage Space, Pull-Down Stairs
Fireplaces
3
Total rooms
10

Building & Exterior

Style
Antique
Roof
Asphalt Shingle
Siding
Clapboard, Wood
Exterior features
Shed, Porch, Gutters, Garden Area, Lighting, Stone Wall, Underground Sprinkler
Foundation
Block
New construction
No/Resale

Lot & Land

Zoning
AA
Lot
Fence - Full, Dry
Waterfront
Beach Rights

Energy

Energy features
Thermopane Windows

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1858
Living area2,801 sq ft
Total rooms8
Lot size0.77 acres
Stories2
HeatHydroAir
ExteriorClapboard
Assessed value$786,300
Town appraisal$1,123,200
Last recorded sale2022 — $1,975,000
Listing courtesy of William Pitt Sotheby's Int'l — Cyd Hamer · (203) 227-1246

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