Home Homes for Sale Westport, CT 34 Woodside Avenue

34 Woodside Avenue, Westport, CT 06880

Single Family For Sale

$2,699,000
$750/sqft
34 Woodside Avenue, Westport, CT
Active Open House 7/5 · 1pm–3pm
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4
Bedrooms
5
Bathrooms
3,600
Sq Ft
0.77
Acres
1858
Year Built

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.

Listed by Cyd Hamer (917) 744-5089 with William Pitt Sotheby's Int'l (203) 227-1246

Listing Snapshot

Price $2,699,000 Days on Our Site 0 days
Property Tax $15,348/yr Style Antique
Year Built 1858 Total Sq Ft 3,600
Lot Size 0.77 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 10 Half Baths 1

Key Features

Interior
  • 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
Outdoor
  • Shed
  • Porch
  • Gutters
  • Garden Area
  • Lighting
  • Stone Wall
  • Underground Sprinkler
Nearby
  • Golf Course
  • Library
  • Medical Facilities
  • Park
  • Public Pool
  • Public Transportation
  • Tennis Courts

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 400 sq ft

Systems & Utilities

Heat Hot Air
Fuel Natural Gas
Cooling Central Air
Hot Water 50 Gallon Tank
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Kings Highway
Middle Coleytown
High Staples

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,279/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jul 2, 2026 Listed $2,699,000

Frequently Asked Questions

How much does 34 Woodside Avenue in Westport, CT cost?
This property is listed at $2,699,000, which works out to $750 per square foot.
How many bedrooms does 34 Woodside Avenue have?
This home has 4 bedrooms and 5 bathrooms.
What is the square footage of 34 Woodside Avenue?
The home is 3,600 square feet, situated on 0.77 acres.
When was 34 Woodside Avenue in Westport built?
This property was built in 1858.
Is 34 Woodside Avenue, Westport, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 34 Woodside Avenue, Westport in?
This home is served by the Westport public school system, with Kings Highway as the elementary school and Staples as the high school.
How do I schedule a tour of 34 Woodside Avenue, Westport, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Cyd Hamer · (917) 744-5089

William Pitt Sotheby's Int'l · (203) 227-1246

MLS# 24185246 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jul 3, 2026 3:16 PM UTC