104 Old Road

Listed By CompassOpen: 9/12 12:00PM - 02:00PM
Listed By CompassOpen: 9/12 12:00PM - 02:00PM
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Active
$1,649,000
4 beds2,807 sqft$587/sqft
104 Old Rd, Westport, CT 06880
Est: $9,358/moGet pre-approved
Single FamilyProperty Type
0.51 acresLot Size
1954Year Built
$587/sq ftPrice per sq ft
1 carParking Spaces

Description

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...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.

Listing Agent

  1. Casey Lange

    Casey Lange

    Listing Agent

    Compass

    P: (203) 249-0900

    M: (203) 249-0900

    CallText
1 day on Market
Last updated: 09/10/2026 09:40 PM • Source: SMARTMLS, MLS#: 24201214

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Saturday, Sep 12th12:00 PM - 2:00 PM
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Location

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$9,358 per month

30 year fixed, 6.71% Interest

Principal and Interest

$8,521

Property Taxes

$836

HOA Dues

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Property Information for 104 Old Road

Property Details
  • Taxes: $10,035 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Crawl Space
  • Direct Waterfront: No
  • Expected Active Date: 09-09-2026
  • Garages Number: 1
  • Neighborhood: Long Lots
  • Style: Split Level
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 09-09-2026
Building Information
  • Year Built: 1954
  • Lot Size: 0.51 AC / 22,215 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Post road to maple ridge to Old road
  • Elementary School: Long Lots
  • Flood Zone: No
  • High School: Staples
  • Latitude: 41.14182
  • Longitude: -73.308386
  • Middle Jr High School: Bedford
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Sewer Usage Fee Annual: $1,268
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,035
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Garden Area, Stone Wall, Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Electric Cooktop, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Lower Level
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 11.0
Room 2
  • Room Entry Order: 10
  • Room Length: 19.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 10.0
Room 3
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.0
Room 4
  • Room Entry Order: 3
  • Room Features: Remodeled,Breakfast Bar,Quartz Counters,Pantry,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 5
  • Listing Key: 59A485BB43E614B2E063E201100AE999
  • Room Entry Order: 4
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 16.0
Room 6
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 18.0
Room 7
  • Room Entry Order: 6
  • Room Features: Vaulted Ceiling,Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 15.0
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 9
  • Listing Key: 59A485BB43E614B2E063E201100AE999
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 10.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Exclusions: see exclusions and inclusions doc
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1954
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: lower level walk out and finished
  • Living Area SQFT Per Public Records: 2422
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 412367
  • Sq Ft Est Heated Above Grade: 2807.0
  • Sq Ft Total: 2807.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 104 Old Road

DateEvent & SourcePriceAppreciation
Nov 15, 2002

Closed (Public Record)

Public Record #107837009

$688,000

+8.3% / yr

Jun 29, 1998

Closed (Public Record)

Public Record #91302867

$485,000—
DateEvent & SourcePrice
11/15/2002

Closed (Public Record)

Public Record #107837009

$688,000

+8.3% / yr

06/29/1998

Closed (Public Record)

Public Record #91302867

$485,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 104 Old Road

Taxable ValueLand$314,400Additions$217,700Total$532,100
Tax Record2025$10,035 ($836 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,422 SqFtAbove Grade Finished SqFt2,422 SqFtUnfinished Basement SqFt920 SqFtStories2Lot Size22,216 SqFtStyleSingle Family ResidenceYear Built1954Year Renovated1954ZoningACountyWESTERN CONNECTICUTAPNWPRT M:H09 L:100-000

Schools near 104 Old Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Long Lots School
Public - K to 5
Bedford Middle School
Public - 6 to 8
Staples High School
Public - 9 to 12
Rating
School
Distance
Long Lots School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 104 Old Road, Westport, CT 06880

104 Old Road is a single family home for sale in Westport, CT 06880. This property was listed for sale on September 5, 2026 by Compass, it's currently listed at $1,649,000. It has been on the market for a total of 1 days and was last sold on November 15, 2002. This listing's school district is Westport School District. Nearby schools include Long Lots School, Bedford Middle School and Staples High School. 104 Old Road is a 4-bed, 3-bath, 2,807 sqft single family home built in 1954.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.