104 Old Road

Westport, CT
$ 1,649,000 Beds 4 Baths 3 Sq 2,807 Virtual Tour
Monthly Estimate* How much can I afford?

Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own private floor and features vaulted ceilings, a walk-in closet, and a luxurious bath. An adjacent oversized room provides the perfect retreat for a home office, gym, or additional living space. 3 additional bedrooms share another large bath. The finished lower level offers even more versatility, with a separate entrance, mudroom/laundry room, full bath, and a flexible playroom, family room, or second home office. Outside, the level, fully fenced yard provides plenty of room for play, pets, gardening, and entertaining. With its exceptional location, thoughtfully designed spaces, and inviting indoor-outdoor living, 104 Old Road is a wonderful opportunity to enjoy all that Westport has to offer-close to town, schools, shopping, & just minutes from the Greens Farms train station. Showings begin Wednesday 9/9

Single Family

  • Price
  • $ 1,649,000
  • City
  • Westport
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Fairfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.51 Acres
  • Zip
  • 06880
  • Sqr Footage
  • 2,807
  • Year Built
  • 1954
  • Taxes
  • $ 10035
  • Style
  • MLS#
  • 24201214
Listed By: Casey Lange 203-249-0900 with Compass Connecticut, LLC. - (203) 423-3100
Data Source: Smart MLS

Features

General

Zoning A
Neighborhood Long Lots
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 0.51
Directions Post road to maple ridge to Old road
High School Staples
City Westport
Elementary School Long Lots
Sq Ft Total 2807
DOM 9
Year Built 1954
Exclusions see exclusions and inclusions doc
Style Split Level
Year Built Source Public Records

Interior Features

Cooling System Central Air
Total Rooms 10
Basement Description Crawl Space

Exterior Features

Water Source Public Water Connected
Lot Description Level Lot
Color Grey

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Long Lots Elementary School
Middle School Unknown Middle School
High School Staples High School

Price History

9/5/2026 Listed $1,649,000

Property vs Zip Code Average in 06880

Price
AVG $4.45M
$1.65M
Year Built
AVG 1983
1954

104 Old Road Westport, CT is a Single Family Home for sale at $1649000 with 2807 sqft and a lot size of 0.51 Acres Acre(s). 104 Old Road Westport has 4 bedrooms, 3 baths and was built in 1954. The property's zip code is 06880 which is in Westport, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.