25 Main Street, Windsor, VT 05089
Property image
Property image
OFF MARKET
Listed by Dan Noble, Snyder Donegan Real Estate Group, (802) 457-2600 . Bought with KW Coastal and Lakes & Mountains Realty/Hanover

$462,800

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 3,146 sqft (on 0.37 acres)

25 Main Street, Windsor, VT 05089

Est. Refi. Payment $3,317/mo*
Refinance Your Home
Currently Off Market - Sold Dec 17, 2024 for $425,000

Home Value

Trulia Estimate
$463K
Since last month
Increased$4K (+0.8%)
Since last year
Increased$24K (+5.4%)
Since last sale
Increased$39K (+9.2%)
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 +86% in the last 10 years
MonthEstimated value
2026
September 2026$464K
August 2026$460K
July 2026$460K
June 2026$450K
May 2026$443K
April 2026$440K
March 2026$448K
February 2026$449K
January 2026$440K
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
0.67
Single-Family Home
$319,000
07/23/26
4
2
2,142
0.33
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
0.62
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
0.74
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
0.63
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
0.78
Single-Family Home
$565,000
08/17/26
3
3
2,368
1.14
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
0.52
Single-Family Home
$165,000
01/23/26
3
1
1,602
0.90
Single-Family Home
$259,000
05/01/26
3
1
1,176

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
0.02
$530,000
4
3
3,024
Off Market
0.05
$216,900
3
1
1,248
Off Market
0.08
$303,800
4
1.5
2,310
Off Market
0.18
$490,000
6
4
4,933
For Sale
0.24
$398,200
6
5
3,176
Off Market
0.26
$402,000
3
1.5
2,273
Off Market
0.30
$425,000
Studio
-
3,700
Recently Sold
0.33
$115,000
5
3.5
4,011
Recently Sold
0.33
$286,500
4
1.5
2,116
Off Market
0.34
$348,100
5
4
4,096
Off Market
0.35
$272,900
4
4
2,509
Off Market

Local Information

  • Map ViewExplore the area around 25 Main Street.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1796
0.37 acre lot
3,146 sqft
$147/sqft
Garage

About this House

What's unique:Multiple fireplacesWood burning stoveQuaint libraryHigh ceilingsOriginal federal style millworkPrivate brick patio
Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an attached barn/garage in the back with plenty of storage. There is a private brick patio surrounded by a white picket fence and lovely landscaping. Inside, you are greeted by large open rooms with hardwood floors, high ceilings, and multiple fireplaces. The updated kitchen is open to the dining room with a wood burning stove centered between the two rooms. The dining room leads to the stunning living room with picturesque alcoves and original Federal style millwork and mantels. Across the hall are the family room and a quaint library which ultimately connects back to the kitchen. A grand center hall stair case leads upstairs to 4 good sized bedrooms, a full bath and the laundry room. The Trask House is in an ideal location just minutes from Lake Runnemede, restaurants and stores, and Mt. Ascutney Hospital. Woodstock, Hanover, and the Upper Valley are approximately 25 minutes away. The Trask House is in the National Registry of Historic Homes and has been featured in numerous books on historic homes of New England. Come take a look!
25 Main Street, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 3,146 sqft single-family home built in 1796. It last sold for $425,000 on Dec 17, 2024 (15% below the $500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $462,800, with a rent estimate of $3,287/month.

Home Details for 25 Main Street

Interior Features

Interior Details
Basement: Bulkhead,Concrete Floor,Interior Stairs,Unfinished,Interior Access,Exterior Entry,Interior EntryNumber of Rooms: 11
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 3146 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Dishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer, Electric Water HeaterDishwasherDryerLaundry: 2nd Floor LaundryRefrigeratorWasher
Heating & Cooling
Heating: Oil,Wood,Heat Pump,Hot Water,Radiator,Wood StoveHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: 3+ FireplacesHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Window: DrapesFlooring: Hardwood, Softwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood, Softwood, Tile
View
No View
Security
Security: Carbon Monoxide Detector(s), Hardwired Smoke Detector

Exterior Features

Exterior Home Features
Roof: Asphalt Shingle SlatePatio / Porch: PatioExterior: Shed, StorageFoundation: Stone
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Driveway,On Street,Barn,Attached
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 75
Finished Area
Finished Area (above surface): 3146 Square Feet

Property Information

Year Built
Year Built: 1796
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Clapboard Exterior, Vinyl Siding, Wood SidingNot a New Construction

Price & Status

Price
List Price: $500,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Windsor State Street SchoolElementary School District: WindsorJr High / Middle School: Windsor High SchoolJr High / Middle School District: WindsorHigh School: Windsor High SchoolHigh School District: Windsor

Building

Building Area
Building Area: 4719 Square Feet

Lot Information

Lot Area: 0.37 acres

Miscellaneous

BasementMls Number: 4998054Attic: Walk-upAttribution Contact: Cell: 802-356-6044Above Grade Unfinished Area: 3146Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1573Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Dec 17, 2024
Source: PrimeMLS #4998054
Sold
$425,000
Sep 5, 2024
Source: PrimeMLS #4998054
PriceChange
$500,000
Price decreased by 9%
May 30, 2024
Source: PrimeMLS #4998054
Listed For Sale
$550,000
Apr 17, 2018
Source: PrimeMLS #4672618
Sold
$290,000
Feb 16, 2018
Source: Agent Provided
Pending
$299,900

Market trends in Windsor

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

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.
    "Itโ€™s small but fun. Itโ€™s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."

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 consumersโ€™ 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 2026-09-25 00:45:19 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 25 Main Street

  • What is 25 Main Street estimated to be worth?
    Trulia's estimated value for 25 Main Street in Windsor, VT is $462,800.
  • What is the price history for 25 Main Street?
    25 Main Street in Windsor, VT last sold for $425,000 in December 2024.
  • 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 25 Main Street have air conditioning?
    Yes, 25 Main Street in Windsor, VT has air conditioning.
  • Does 25 Main Street have laundry facilities?
    Yes, 25 Main Street in Windsor, VT has in-unit laundry.

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