26 Main Street, Windsor, VT 05089
OFF MARKET
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with Barrett & Valley Associates, Inc/Sprin

26 Main Street
Windsor, VT 05089

  • 9 Beds
  • 8.5 Baths
  • 6,232 sqft (on 1.10 acres)

$875,800

Trulia Estimate
as of Jul 3, 2026
Est. Refi. Payment $5,935/mo*
Refinance Your Home

$875,800

Trulia Estimate
as of Jul 3, 2026
Est. Refi. Payment $5,935/mo*
Refinance Your Home
9 Beds
8.5 Baths
6,232 sqft
(on 1.10 acres)

Local Information

  • Map ViewExplore the area around 26 Main Street.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 19 hours ago
Listed by Katie Ladue Gilbert
KW Vermont Woodstock, (802) 654-8500
Bought with: Chelsea Cary, Barrett & Valley Associates, Inc/Sprin
Source: PrimeMLS, MLS#4851384

Description

Welcome to the Snapdragon Inn! This majestic property, built in 1815, can be converted into a grand residence or continue operation as a tranquil inn. There are 9 private bedrooms that include their own ensuite baths with radiant heat. This estate includes a dining area, library, and guest lounge. Each room is filled with sunlight and warmth. This spot offers walking distance to shopping and in town activities and Paradise Park for hiking or a walk around the lake. You will quickly see how centrally located the Snapdragon Inn is to the Upper Valley amenities including the beautiful downtown areas of Hanover, Nh & Woodstock, VT, I-91/89, and all of the ample skiing in the East. If you have ever dreamed of owning a quintessential Vermont inn, then look no further!
26 Main Street, Windsor, VT 05089 is a 9 bedroom, 9 bathroom, 6,232 sqft single-family home built in 1815. It last sold for $775,000 on Jul 14, 2023 (11% below the $875,000 asking price). It is currently off market. The Trulia Estimate is $875,800, with a rent estimate of $2,257/month.

Home Highlights

Parking
Open Parking
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 26 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Concrete Floor,Full,Unfinished,Interior EntryNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 9Number of Bathrooms: 9Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6232 Square Feet
Appliances & Utilities
Utilities: Telephone at SiteAppliances: Dishwasher, Dryer, Wall Oven, Gas Range, Refrigerator, Washer, Water Heater off BoilerDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,Baseboard,Electric,Heat Pump,Radiant Floor,Radiator,Wood Stove,Mini SplitHas CoolingAir Conditioning: Mini SplitHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 200+ Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2.5Levels: 2.5Floors: Hardwood
View
Has a ViewView: Water
Security
Security: Hardwired Smoke Detector

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Porch, Covered PorchFoundation: Concrete
Parking & Garage
No CarportNo GarageHas Open ParkingParking: Dirt,Driveway,On Site
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Public SewerWater Body: Runnenede Lake
Farm & Range
Frontage Length: Road frontage: 100
Finished Area
Finished Area (above surface): 6232 Square Feet

Property Information

Year Built
Year Built: 1815
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Timber Frame, Brick ExteriorNot a New Construction

Price & Status

Price
List Price: $875,000

Location

Direction & Address
City: Windsor

Building

Building Area
Building Area: 6232 Square Feet

Lot Information

Lot Area: 1.1 Acres

Miscellaneous

BasementMls Number: 4851384Water ViewWater View: WaterAttribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 6232Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Price History for 26 Main Street

DatePriceEventSource
07/14/2023$775,000Sold
PrimeMLS #4851384
09/23/2021$875,000PriceChange
PrimeMLS #4851384
03/18/2021$995,000Listed For SalePrimeMLS #4851384
07/20/2005$371,500Sold
N/A

Market trends in Windsor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
5
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Property Tax and Assessment

Year2024
Tax
Assessment$793,390
Home facts updated by county records

Comparable Sales for 26 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
70-74 State Street, Windsor, VT
0.26
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
9 Main Street, Windsor, VT
0.13
Single-Family Home
$200,001
08/28/25
4
1.5
2,310
58 Morningside Drive, Windsor, VT
0.75
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
338 US Route 5 South, Windsor, VT
0.99
Single-Family Home
$240,000
07/21/25
6
2
2,504
32 Clough Avenue, Windsor, VT
0.70
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
223 Taylor Drive, Windsor, VT
1.37
Single-Family Home
$530,000
04/03/26
4
2.5
2,468
31 Maple Street, Windsor, VT
0.56
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
473 Taylor Drive, Windsor, VT
1.15
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
14 Central Street, Windsor, VT
0.32
Single-Family Home
$210,000
08/06/25
1
1.5
1,056

Nearby homes

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Assigned Schools

These are the assigned schools for 26 Main Street.

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."
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Apartments for Rent

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Homes for sale near 26 Main Street

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Off Market Homes Near 26 Main Street

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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 2026-07-02 11:46:57 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.