34 Woodside Avenue - Westport, CT

$2,699,000

Beds

5.00

Baths

3,600

SqFt

0.77

Acres

Pricing Insight: Originally listed for $2,699,000, the price has remained unchanged for approximately 28 days. This property has been on the market for approximately 28 days. MLS reports 21 Days on Market (DOM) before it went under contract.

34 Woodside Avenue, Westport, CT is a 4-bed, 5-bath, 3,600 square foot home built in 1858 , featuring antique architecture.

This home is within the Westport school district. Local, with nearby schools including Kings Highway.

MLS #: 24185246

Offered Price: $2,699,000

Residence Type: Single Family

Architectural Style: Antique

Living Area: 3,600 Sq. Ft.

Lot Size: 0.77 Acres

Neighborhood: Old Hill

County: Fairfield

Year Built: 1858

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $750

Estimated Tax: $15,352

Days on Market: 21

$4,100,000

6 Beds · 6 Baths · 6,244 Sq Ft

48 Woodside Avenue, Westport

$5,900

4 Beds · 2 Baths · 1,494 Sq Ft

63 Kings Highway, Westport

Home Automation: Not specified

Energy Features: Thermopane Windows

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Air

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: 50 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $750 / Sq. Ft.

Tax assessed value: $813,800

Estimated Tax: $15,352

Architectural Style: Antique

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1858

Living Area: 3,600 Sq. Ft.

Lot Size: 0.77 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Westport
Statistical modeling algorithms

Local Market Context

Active Listings: 146

Average Price: $2,614,720

Average DOM: 21 days

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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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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 0.8 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

146

Homes For Sale

$2,614,720

Average List Price

Mechanicals & Utilities: Hot Air • Natural Gas • Central Air • Public Water Connected water • 3 fireplaces

Exterior Features

Exterior Construction: Clapboard,Wood

Roof Type: Asphalt Shingle

Foundation: Block

Garage: Attached Garage (2 car)

Patio/Deck: Shed,Porch,Gutters,Garden Area,Lighting,Stone Wall,Underground Sprinkler

Utilities: Water: Public Water Connected

Outbuildings: Shed,Porch,Gutters,Garden Area,Lighting,Stone Wall,Underground Sprinkler

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"Local Market Expert"

Steve Simos

Real Estate Advisor

Westport • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(203) 915-6183

george@appzentric.com

Good morning Steve, I'm interested in
34 Woodside Avenue, Westport, Connecticut

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