29 Main Street, Windsor, VT 05089
OFF MARKET
Listed by Kate Jarvis, Williamson Group Sothebys Intl. Realty, (802) 457-2000 . Bought with KW Vermont Woodstock

29 Main Street
Windsor, VT 05089

  • 4 Beds
  • 3 Baths
  • 3,024 sqft (on 0.32 acres)

$530,200

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,567/mo*
Refinance Your Home

$530,200

Trulia Estimate
as of May 12, 2026
Est. Refi. Payment $3,567/mo*
Refinance Your Home
4 Beds
3 Baths
3,024 sqft
(on 0.32 acres)

Homes for sale near 29 Main Street

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: 34 minutes ago
Listed by Kate Jarvis
Williamson Group Sothebys Intl. Realty, (802) 457-2000
Bought with: Allison Griep, KW Vermont Woodstock, (802) 654-8500
Source: PrimeMLS, MLS#4987567

Description

This stunning 1840's Victorian home is situated in a beautiful area of Windsor, VT. Located across from Lake Runnemede and the Windsor Town Forest, surrounded by lovely antique homes, you are sure to enjoy beautiful walks on the many trails nearby. The home has a large, covered wrap around porch perfect for warm Summer days and entertaining guests. As you walk in the formal foyer you immediately feel the warmth and character of this beautiful antique home. From the eight panel glass doors leading into the front parlor and formal den with fireplace, to the beautiful staircase with original newel post light, the home has maintained so much of it's original character. The gleaming hardwood floors are throughout the first and second levels, high ceilings, original wavy glass and custom built in nooks are just a few more of the ornamentation this home offers. Aside from that, the convenience of the breakfast nook, second level laundry area, two walk in closets, two baths with soaking tubs are just a few additional perks. Set up with three bedrooms, there is also a third level complete with bath where the previous owner used to see clients at her home office and utilized as an art studio in her spare time. So many endless possibilities for that beautiful sprawling space. Outside you will find the detached three car garage, paved circular driveway and beautiful perennial flower gardens & trees that offer low maintenance but beautiful scenic grounds. Showings begin 3/12/24.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 17, 2024

Home Highlights

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

Home Details for 29 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete Floor,Full,Storage Space,Unfinished,Interior EntryNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 1
Dimensions and Layout
Living Area: 3024 Square Feet
Appliances & Utilities
Utilities: Cable at Site, Gas On-SiteAppliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, WasherDishwasherDryerLaundry: 2nd Floor LaundryMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Oil,Baseboard,Hot Water,RadiatorHas CoolingAir Conditioning: OtherHas HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: Wood BurningHas a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Storm Window(s)Flooring: Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2.5Levels: 2.5Accessibility: 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Access to Common Areas, Access to Parking, Paved ParkingFloors: Carpet, Hardwood, Tile
View
No View
Security
Security: Security, Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered PorchOther Structures: OutbuildingExterior: Garden, StorageFoundation: Brick, Concrete, FieldstoneGarden
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas Open ParkingParking Spaces: 6Parking: Circular Driveway,Paved,Driveway,Garage,Off Street,Parking Spaces 6+
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Community
Farm & Range
Frontage Length: Road frontage: 75
Finished Area
Finished Area (above surface): 3024 Square Feet

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Construction Materials: Wood ExteriorNot a New Construction
Property Information
Usage of Home: Bed and Breakfast, Commercial, Mixed Use, Residential

Price & Status

Price
List Price: $485,000
Status Change & Dates
Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: Windsor
School Information
Elementary School: Windsor State Street SchoolElementary School District: Windsor SoutheastJr High / Middle School: Windsor High SchoolJr High / Middle School District: Windsor SoutheastHigh School: Windsor High SchoolHigh School District: Windsor Southeast

Building

Building Area
Building Area: 4076 Square Feet

Lot Information

Lot Area: 0.32 acres

Miscellaneous

BasementMls Number: 4987567Attic: Walk-upAttribution Contact: Cell: 802-281-9106Above Grade Unfinished Area: 3024Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1052Below Grade Unfinished Area Source: OtherBelow Grade Unfinished Area Units: Square Feet

Price History for 29 Main Street

DatePriceEventSource
04/12/2024$485,000Sold
PrimeMLS #4987567
03/11/2024$485,000Listed For SalePrimeMLS #4987567
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Property Tax and Assessment

Year2024
Tax
Assessment$468,670
Home facts updated by county records

Comparable Sales for 29 Main Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Main Street, Windsor, VT
0.09
Single-Family Home
$200,001
08/28/25
4
1.5
2,310
30 Union Street, Windsor, VT
0.54
Single-Family Home
$350,000
05/30/25
4
4.5
3,990
32 Ascutney Street, Windsor, VT
0.66
Single-Family Home
$365,000
05/15/25
4
3
1,998
70-74 State Street, Windsor, VT
0.32
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
31 Maple Street, Windsor, VT
0.61
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
32 Clough Avenue, Windsor, VT
0.75
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
3 Fitch Court, Windsor, VT
0.59
Single-Family Home
$229,000
06/25/25
2
2
1,665
10 McKenzie Drive, Windsor, VT
0.61
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
58 Morningside Drive, Windsor, VT
0.75
Single-Family Home
$395,900
11/13/25
3
1.5
1,680
14 Central Street, Windsor, VT
0.35
Single-Family Home
$210,000
08/06/25
1
1.5
1,056

Assigned Schools

These are the assigned schools for 29 Main Street.
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What Locals Say about Windsor

At least 9 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 90 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 78 % Say it's walkable to restaurants

  • 67 % Say parking is easy

  • 67 % Say people would walk alone at night

  • 64 % Say streets are well-lit

  • 64 % Say it's quiet

  • 64 % Say there are sidewalks

  • 64 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 52 % Say neighbors are friendly

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

  • 20 % Say there are community events

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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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 2026-05-12 11:30:53 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.

Homes for rent near 29 Main Street

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Off Market Homes Near 29 Main Street

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29 Main Street, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 3,024 sqft single-family home built in 1840. This property is not currently available for sale. 29 Main Street was last sold on Apr 12, 2024 for $485,000 (0% higher than the asking price of $485,000). The current Trulia Estimate for 29 Main Street is $530,200.