9 Main Street, Windsor, VT 05089
Property image
Property image
OFF MARKET
Listed by Linda Benoit, Highland Realty, (802) 780-7535 . Bought with KW Vermont Woodstock

$306,900

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 2,310 sqft (on 0.40 acres)

9 Main Street, Windsor, VT 05089

Est. Refi. Payment $2,224/mo*
Refinance Your Home
Currently Off Market - Sold Aug 28, 2025 for $200,001

Home Value

Trulia Estimate
$307K
Since last month
Decreased$2K (-0.6%)
Since last year
Increased$104K (+51.8%)
Since last sale
Increased$104K (+51.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +92% in the last 10 years
MonthEstimated value
2026
September 2026$304K
August 2026$306K
July 2026$318K
June 2026$319K
May 2026$317K
April 2026$303K
March 2026$296K
February 2026$288K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
74 Union Street, Windsor, VT
0.71
Single-Family Home
$319,000
07/23/26
4
2
2,142
70-74 State Street, Windsor, VT
0.37
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
31 Maple Street, Windsor, VT
0.69
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
68 Jarvis Street, Windsor, VT
0.60
Single-Family Home
$165,000
01/23/26
3
1
1,602
58 Morningside Drive, Windsor, VT
0.67
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
10 McKenzie Drive, Windsor, VT
0.68
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
3 Cherry Street, Windsor, VT
0.94
Single-Family Home
$259,000
05/01/26
3
1
1,176
473 Taylor Drive, Windsor, VT
1.07
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
38 Jarvis Street, Windsor, VT
0.52
Single-Family Home
$139,000
06/10/26
1
1
768

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19 Coolidge Court, Windsor, VT 05089
0.07
$218,200
3
1
1,248
Off Market
25 Main Street, Windsor, VT 05089
0.08
$462,800
4
2
3,146
Off Market
29 Main Street, Windsor, VT 05089
0.09
$532,400
4
3
3,024
Off Market
2 Pine Street, Windsor, VT 05089
0.23
$490,000
6
4
4,933
For Sale
18 Pine Street, Windsor, VT 05089
0.30
$400,500
3
1.5
2,273
Off Market
40 Village Green, Windsor, VT 05089
0.30
$395,100
6
5
3,176
Off Market
2460 Route 5N, Windsor, VT 05089
0.38
$239,500
5
2
2,304
Off Market
64 State Street, Windsor, VT 05089
0.35
$425,000
Studio
-
3,700
Recently Sold
2446 US Route 5 North, Windsor, VT 05089
0.39
$335,100
4
2
2,289
Off Market
70-74 State Street, Windsor, VT 05089
0.37
$115,000
5
3.5
4,011
Recently Sold
43 River Street, Windsor, VT 05089
0.40
$286,500
4
1.5
2,116
Off Market

Local Information

  • Map ViewExplore the area around 9 Main Street.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1890
0.4 acre lot
2,310 sqft
$133/sqft
Garage

About this House

A Grand Old Home Full of Character and Potential What a beauty this home once was—and can be again! Brimming with historic charm, this spacious residence is just waiting for someone to restore it to its full glory. From the high ceilings and rich pecan woodwork to the elegant crown moldings and soapstone countertops, the original details create a timeless backdrop for your vision. The main level features a classic layout with first-floor laundry, a charming pantry, and generous living spaces perfect for modern living or a thoughtful restoration. Located within walking distance of local shops and restaurants, you’ll enjoy the convenience of in-town living with the tranquility of a quiet neighborhood. Just a short drive to the Upper Valley and close to several ski areas, this property is perfectly situated for year-round enjoyment. If you’re looking for a home with history, character, and incredible potential—this is it. And don't forget to see the hidden yard setback behind the garage. Lots of room for gardening, firepit, playset, pool.....whatever you desire! Property is in the First Look Program - offers from primary home buyers only for the first 30 days.
9 Main Street, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 2,310 sqft single-family home built in 1890. It last sold for the $199,900 asking price on Aug 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $306,900, with a rent estimate of $2,929/month.

Home Details for 9 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Interior EntryNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2310 Square Feet
Appliances & Utilities
Utilities: Cable Available, Propane, Phone Available
Heating & Cooling
Heating: Propane,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFoundation: Stone
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Driveway,Detached
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 78
Finished Area
Finished Area (above surface): 2310 Square Feet

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Construction Materials: Wood Frame, Wood SidingNot a New Construction

Price & Status

Price
List Price: $199,900

Location

Direction & Address
City: Windsor
School Information
Elementary School District: WindsorJr High / Middle School District: WindsorHigh School District: Windsor

Building

Building Area
Building Area: 3450 Square Feet

Lot Information

Lot Area: 0.40 acres

Listing Info

Special Conditions: In Foreclosure

Miscellaneous

BasementMls Number: 5052179Above Grade Unfinished Area: 2310Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1140Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Aug 28, 2025
Source: PrimeMLS #5052179
Sold
$200,001
May 29, 2025
Source: N/A
Sold
$295,631
Nov 6, 2001
Source: N/A
Sold
$125,000
Dec 13, 1993
Source: N/A
Sold
$92,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

Around this home

What Locals Say about Windsor

At least 10 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 91 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 80 % Say it's walkable to restaurants

  • 69 % Say people would walk alone at night

  • 64 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 64 % Say there are sidewalks

  • 64 % Say streets are well-lit

  • 60 % Say there's wildlife

  • 60 % Say parking is easy

  • 58 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Brianna W.
    "It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
    0
    Flag

LGBTQ Local Legal Protections

Copyright 2026 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 2026-09-21 23:14:28 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 9 Main Street

  • What is 9 Main Street estimated to be worth?
    Trulia's estimated value for 9 Main Street in Windsor, VT is $306,900.
  • What is the price history for 9 Main Street?
    9 Main Street in Windsor, VT last sold for $200,001 in August 2025.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
  • How big is the lot at 9 Main Street?
    The lot at 9 Main Street in Windsor, VT is about 0.40 acres (17,424 sq ft).
  • Does 9 Main Street have a garage?
    Yes, 9 Main Street in Windsor, VT has a garage.

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Windsor, VT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 9 Main Street

Skip to last item
Skip to first item

Homes for sale near 9 Main Street

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item