Single Family for Sale: 358 US Route 5, Windsor, VT 05089

4 beds
2 full baths
2,452 sqft
$325,000
$325,000
358 US Route 5, Windsor, VT 05089
4 beds
2 full baths
2,452 sqft
$325,000
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Price:
$325,000

Type Single Family
Style Multi-Family
Beds 4
Baths 2 full baths
Square Feet 2,452 sqft
Lot Size 0.75 acres
Year Built 1925
Taxes Paid $6,432

City Windsor
County Windsor
School District Windsor

MLS 5044900
Status Active
DOM 157 days
Charming Duplex in the Heart of Windsor – Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income—or a savvy investor seeking solid returns—this well-maintained property offers both comfort and cash flow. Each unit features 2 spacious bedrooms, 1 full bathroom, a bright living area, and a spacious kitchen, making it ideal for tenants or personal use. Separate utilities ensure ease of management and straightforward billing, while continued thoughtful maintenance enhances long-term value and efficiency. Just minutes from local shops, dining, and schools, this property offers small-town charm with big investment potential. Enjoy easy access to I-91 and nearby recreational opportunities including hiking, skiing, and kayaking/fishing. Whether you choose to live in one unit and let the other help pay your mortgage, or fully rent both for reliable income, this duplex is a rare find in a desirable location. Don’t miss your chance to own this flexible and financially smart property in one of Vermont’s most charming towns. Schedule your showing today!

Lot & Building Features

Utilities Cable Available
Construction Vinyl Siding
Cooling None
Heating Forced Air, Oil
Parking Description Driveway
Sewer Septic
Tax Year 2025
Taxes Paid $6,432
Water Public
Basement Description Full
Foundation Brick
Lot Description Level
Roof Metal
Total Rooms 12
Garage No
Full Baths 2
Half Baths 0

Community and Schools

Elementary School Windsor State Street School
Junior High School Windsor High School
Senior High School Windsor High School

Price History of 358 US Route 5

Date Name Price Difference
06/05/2025 Listing Price $325,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Comparable Properties Sold Near By

Low
$277,000
$108 / sqft
Average
$291,500
$120 / sqft
High
$306,000
$134 / sqft

Address City Zip Beds Baths Price Sq. Ft. $/SQFT Sold Date
This Listing Windsor 05089 4 2.0 $325,000 2,452 $133 N/A
119 Ascutney Street Windsor 05089 4 2.0 $277,000 2,554 $108 08/26/2024
2446 US Route 5 North Windsor 05089 4 2.0 $306,000 2,289 $134 12/16/2024

Map of 358 US Route 5, Windsor, VT

Location Map Street View
Listed by KW Vermont Woodstock, Daniel Preston 802-299-8655
Photo of Celine Frechette
Celine Frechette
Referral Agent
Direct: 603-770-4595
Office
240 Ocean Blvd
Seabrook Beach, NH 03874
603-474-3401
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20%
1.9791692307692%
6.75%
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Monthly Taxes
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358 US Route 5 (MLS #5044900) is a multi-family single family home located in Windsor, VT. This single family home is 2,452 sqft and on a lot of 32,670 sqft (or 0.75 acres) with 4 bedrooms, 2 baths and is 100 years old. This property was listed on 06/05/2025 and has been priced for sale at $325,000.

The 4 bedroom single family home at 119 Ascutney Street in Windsor is nearby and sold for $277,000 on 08/26/2024. Another nearby 4 bedroom single family home, 2446 US Route 5 North in Windsor sold for $306,000 on 12/16/2024.

Nearby zip codes are 03745, 05030 0264, 05030, 05037 and 05086. This property neighbors other cities such as Claremont, Cornish, Hartland, Weathersfield and West Windsor.

PrimeMLS

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information courtesy of: KW Vermont Woodstock

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is 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. Data last updated 11/09/2025