$2,699,000

1 day on market

34 Woodside Avenue, Westport,Fairfield, Old Hill, Connecticut, 06880
4
5
3,600 sqft

MLS® # 24185246

Description

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.

34 Woodside Avenue, Westport

Explore

Home details

  • Category

  • Residential

  • Style

  • Single Family For Sale

  • Type

  • Antique

  • Taxes / Year

  • $15,352 / July 2025-June 2026

  • Status

  • New

  • Days on Market

  • 1 days ago

  • List Date

  • 07/02/2026

  • Listing Updated On

  • 07/03/2026

  • Year Built

  • 1858

Features

Beds & Baths
  • Total Beds

  • 4

  • Baths

  • 5

Heating & Cooling
  • Heating Type

  • Hot Air

  • Air Conditioning

  • Central Air

  • Fireplaces

  • No

Parking & Garage
  • Total Parking

  • 2

  • Garage Spaces

  • 2

  • Parking Type

  • Attached Garage

Basement
  • Type

  • Full,Heated,Sump Pump,Fully Finished,Garage Access,Interior Access

Appliances & Equipment

Appliances Included
  • Appliances Included

  • Gas RangeOven/RangeRange HoodRefrigeratorSubzeroIcemakerDishwasherDisposalWasherDryerWine Chiller

Exclusions
  • Exclusions

  • See inclusions/exclusions document.

Exterior Features

Construction
  • Year Built

  • 1858

Construction Details
  • Foundation Type

  • Block

  • Roof Material

  • Asphalt Shingle

  • Exterior

  • Clapboard, Wood

Water & Sewer
  • Water Supply

  • Public Water Connected

  • Sewer

  • Public Sewer Connected

Legal
  • Brokerage

  • William Pitt Sotheby's Int'l

Neighborhood Influences

Golf Course
Library
Medical Facilities
Park
Public Pool
Public Transportation
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