33 Main St, Windsor, VT 05089
island w/ 600 yr hemlock top
middle bedroom fireplace
OFF MARKET

$441,700

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 3,000 sqft (on 0.47 acres)

33 Main St, Windsor, VT 05089

Est. Refi. Payment $3,075/mo*
Refinance Your Home
Currently Off Market - Sold Nov 29, 2021 for $360,000

Home Value

Trulia Estimate
$442K
Since last month
Decreased$15K (-3.3%)
Since last year
Increased$3K (+0.7%)
Since last sale
Increased$82K (+22.9%)
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 +163% in the last 10 years
MonthEstimated value
2026
August 2026$442K
August 2026$442K
July 2026$457K
June 2026$453K
May 2026$439K
April 2026$443K
March 2026$438K
February 2026$433K
January 2026$430K
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
0.65
Single-Family Home
$319,000
07/23/26
4
2
2,142
70-74 State Street, Windsor, VT
0.31
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
31 Maple Street, Windsor, VT
0.59
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
58 Morningside Drive, Windsor, VT
0.77
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
51 Central St, Windsor, VT
0.51
Single-Family Home
$33,500
04/30/26
3
2
1,550
10 McKenzie Drive, Windsor, VT
0.60
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
33 Central St, Windsor, VT
0.41
Single-Family Home
$35,000
09/08/25
3
2
1,436
93 Belaski Road, Windsor, VT
0.75
Single-Family Home
$565,000
08/17/26
3
3
2,368
473 Taylor Drive, Windsor, VT
1.17
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
68 Jarvis Street, Windsor, VT
0.49
Single-Family Home
$165,000
01/23/26
3
1
1,602

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
29 Main Street, Windsor, VT 05089
0.02
$531,600
4
3
3,024
Off Market
25 Main Street, Windsor, VT 05089
0.04
$460,300
4
2
3,146
Off Market
19 Coolidge Court, Windsor, VT 05089
0.07
$215,900
3
1
1,248
Off Market
9 Main Street, Windsor, VT 05089
0.11
$305,600
4
1.5
2,310
Off Market
2 Pine Street, Windsor, VT 05089
0.17
$500,000
6
4
4,933
For Sale
40 Village Green, Windsor, VT 05089
0.21
$392,600
6
5
3,176
Off Market
18 Pine Street, Windsor, VT 05089
0.25
$400,400
3
1.5
2,273
Off Market
64 State Street, Windsor, VT 05089
0.29
$425,000
Studio
-
3,700
Recently Sold
43 River Street, Windsor, VT 05089
0.29
$286,500
4
1.5
2,116
Off Market
108 Main Street, Windsor, VT 05089
0.31
$343,000
5
4
4,096
Off Market
70-74 State Street, Windsor, VT 05089
0.31
$115,000
5
3.5
4,011
Recently Sold
36 River Street, Windsor, VT 05089
0.32
$273,200
Studio
-
2,662
Off Market

Local Information

  • Map ViewExplore the area around 33 Main St.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1825
0.47 acre lot
3,000 sqft
$147/sqft
Garage

About this House

Great News! The floors have been restored and look amazing. At this point we will be installing baseboards and finishing trim. carpet for back room is on order, and i have ordered Samsung over range microwave, instant air fry gas range, and high capacity dishwasher that will be included.
Please don't be mislead by Zillow's Z estimate. the home was in terrible condition and considered a blight on the main St. of Windsor. now it is like a new home waiting for your final touch to make it your own.

The Samuel Patrick House is now for sale after 2 years of doing a complete restoration and preservation. Every surface of the home has been gone over and either repaired or replaced. It may be on the national historic registry but it is like a new modern home 200 amp electrical, new plumbing, new heating.
The home features tin ceilings on the first floor with 2 Rumford fireplaces that could be made to function again. We used one in the first winter when the heat was partially installed to help warm the downstairs.
There are 2 spaces in the addition, upstairs can be made into another large bedroom or can be divided into 2 10 x 15 bedrooms. The downstairs addition is perfect for an office or a den or playroom.
The bathrooms feature large Clawfoot tubs with shower kit.
The Kitchen features Cabinets of Burlington cabinets made from plywood and stained cherry, with countertops made from reclaimed wide planks of approximately 5 to 6 hundred years old hemlock, found in the attic. The flooring was replaced with new northern birch to match the rest of the house.
We are almost done it is time for a new owner to add their refrigerator, and start planning their landscaping. (These item are not included in asking price.)
Left to be done as of this time and are included in the purchase are, finish upstairs bath, This list will change daily.
Here is what is new.
*93% high efficient propane hot water baseboard radiator heating throughout the house.
*When purchased there was no electrical service to the house and the power co. would not reconnect to existing meters and panels. New service was installed and upgraded to 200 amp with a 100amp subpanel located upstairs.
* New wiring to all outlets and fixtures.
* low voltage data wiring in place for Ethernet data /cable. Finish as you would like it configured.
* New plumbing including feeds with a distribution manifold and new drains.
* New porch built to match the original porch with reclaimed columns, and top spindles, and corbels were recreated from original that were found in the basement.
* Trim on eves was restored and repainted,
*Windows were repaired and restored inside and out.
*Attic was insulated with cellulose insulation
The front door is solid mahogany and was stripped of paint and will be natural finish.
The slate roof has been gone over and the slate is in good shape. We have a local slate contractor who can maintain it, and should last many more years.
The details of the extent of the restoration are extensive. Any failed structure has been restored or replaced as needed. Please contact me for more details. Lots more to tell, schedule a showing and come see it for yourself, or call me (Clif McNaughton) to learn more.

33 Main St, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 3,000 sqft single-family home built in 1825. It last sold for $360,000 on Nov 29, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $441,700, with a rent estimate of $2,847/month.

Home Details for 33 Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Dining Room, Family Room, Laundry Room, Library, Mud Room, Office, Pantry, Recreation Room, WorkshopCeiling Fan
Heating & Cooling
Heating: Baseboard, Propane ButaneHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Laminate
Appliances & Utilities
DishwasherDisposalMicrowave
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Metal, SlateExterior: Vinyl, BrickLawnPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1825Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 0.47 acres

Price and Tax history

DateEventPrice
Nov 29, 2021
Source: N/A
Sold
$360,000
Jul 15, 2021
Source: N/A
Listed For Sale
$359,000
Feb 28, 2019
Source: N/A
Sold
$30,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6

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
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Frequently asked questions about 33 Main St

  • What is 33 Main St estimated to be worth?
    Trulia's estimated value for 33 Main St in Windsor, VT is $441,700.
  • What is the price history for 33 Main St?
    33 Main St in Windsor, VT last sold for $360,000 in November 2021.
  • 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.
  • Does 33 Main St have laundry facilities?
    Yes, 33 Main St in Windsor, VT has laundry facilities.
  • How big is the lot at 33 Main St?
    The lot at 33 Main St in Windsor, VT is about 0.47 acres (20,473 sq ft).

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