34 Woodside Ave Westport, CT, 06880

single family home
$ 2,699,000 For Sale Active Jul 2, 2026
  • 4 beds
  • 5 baths
  • 3,600 sq ft
  • 1858 year built
  • 2 cars garage

About the 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.

Rooms & Interior

4 bedrooms beds
4 full + 1 half baths
3,600 square feet sq ft

Room Details

  • Dining Room (Main Level) Combination Liv/Din Rm, Wide Board Floor
  • Living Room (Main Level) Ceiling Fan, Combination Liv/Din Rm, Fireplace, Wide Board Floor
  • Bedroom (Main Level) Full Bath, Hardwood Floor
  • Primary Br Suite (Upper Level) Remodeled, Cathedral Ceiling, Built-Ins, Gas Log Fireplace, Full Bath, Wide Board Floor
  • Office (Lower Level) Engineered Wood Floor, Gas Log Fireplace
  • Kitchen (Main Level) Granite Counters, Pantry, Tile Floor
  • Bedroom (Upper Level) Built-Ins, Wall/Wall Carpet
  • Library (Lower Level) Skylight, Vaulted Ceiling, Hardwood Floor
  • Rec/Play Room (Lower Level) Book Shelves, Full Bath
  • Bedroom (Upper Level) Built-Ins, Wall/Wall Carpet
  • Other Rooms Mud room, Music room

Home Features

Heating

  • Fireplaces: 3
  • Heating: hot air
  • Heat fuel type: natural gas

Cooling

  • Central air

Interior Features

  • Audio system
  • Auto garage door opener
  • Central vacuum
  • Intercom
  • Open floor plan
  • Security system

Appliances

  • Gas range
  • Oven/range
  • Range hood
  • Refrigerator
  • Subzero
  • Icemaker
  • Dishwasher
  • Disposal
  • Washer
  • Dryer
  • Wine chiller

Attic

  • Storage space
  • Pull-down stairs

Basement

  • Full
  • Heated
  • Sump pump
  • Fully finished
  • Garage access
  • Interior access

Laundry

  • Lower level

Energy Features

  • Thermopane windows

Exterior Features

  • Shed
  • Porch
  • Gutters
  • Garden area
  • Lighting
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Waterfront

  • Beach rights
Waterfront Homes in Westport

Lot Details

  • Lot surface: 0.77 acres
  • Fence - full
  • Dry

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected

Near-by Amenities

  • Golf course
  • Library
  • Medical facilities
  • Park
  • Public pool
  • Public transportation
  • Tennis courts

Construction Details

Style
antique

Construction year
1858

Exterior Siding
clapboard, wood

Foundation
block

Roof
asphalt shingle


- Home is near - Nash's Pond

Type:
natural
Direct waterfront:
YES
Allowed boats:
canoes / kayaks / non-motorized watercraft / paddle boards / rowboats
Fishing:
YES
Swimming:
YES / public
Water / ice sports:
canoeing, kayaking, paddle boarding
2 homes for sale
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This home is near Nash's Pond, Westport, CT
Your waterfront bliss in idyllic Old Hill

Area & Town

This home is located in Old Hill neighborhood, in the town of Westport.

Finance & Listing Info

Status Active
Listing date July 02, 2026
List price $ 2,699,000
Current price $ 2,699,000
Tax amount $ 15,352
Tax year july 2025-june 2026
MLS ID #24185246
List Agent Cyd Hamer
List Office William Pitt Sotheby's Int'l

34 Woodside Avenue Home Photos

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