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)
$551,000
as of Aug 14, 2026
$551,000
as of Aug 14, 2026
4 Beds
3 Baths
3,024 sqft
(on 0.32 acres)
Home Value
Trulia Estimate
$551KSince last month
Increased$7K (+1.2%)Since last year
Increased$17K (+3.2%)Since last sale
Increased$64K (+13.3%)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
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $549K |
| July 2026 | $545K |
| June 2026 | $543K |
| May 2026 | $528K |
| April 2026 | $536K |
| March 2026 | $530K |
| February 2026 | $525K |
| January 2026 | $526K |
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 |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $200,001 | 08/28/25 | 4 | 1.5 | 2,310 | |
0.32 | Single-Family Home | $115,000 | 12/10/25 | 5 | 3.5 | 4,011 | |
0.66 | Single-Family Home | $319,000 | 07/23/26 | 4 | 2 | 2,142 | |
0.61 | Single-Family Home | $215,000 | 10/06/25 | 3 | 1.5 | 1,900 | |
0.75 | Single-Family Home | $292,500 | 08/28/25 | 3 | 1.5 | 1,606 | |
0.61 | Single-Family Home | $271,000 | 11/13/25 | 3 | 1.5 | 1,320 | |
0.75 | Single-Family Home | $395,900 | 11/13/25 | 3 | 1.5 | 1,680 | |
1.16 | Single-Family Home | $426,000 | 01/23/26 | 4 | 2.5 | 1,832 | |
0.63 | Single-Family Home | $219,000 | 09/02/25 | 3 | 2 | 1,743 |
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 | $462,800 | 4 | 2 | 3,146 | Off Market | |
0.06 | $222,500 | 3 | 1 | 1,248 | Off Market | |
0.09 | $317,300 | 4 | 1.5 | 2,310 | Off Market | |
0.17 | $500,000 | 6 | 4 | 4,933 | For Sale | |
0.19 | $442,999 | 3 | 2 | 1,961 | For Sale | |
0.22 | $394,400 | 6 | 5 | 3,176 | Off Market | |
0.25 | $407,300 | 3 | 1.5 | 2,273 | Off Market | |
0.29 | $425,000 | Studio | - | 3,700 | Recently Sold | |
0.31 | $287,300 | 4 | 1.5 | 2,116 | Off Market | |
0.33 | $341,000 | 5 | 4 | 4,096 | Off Market | |
0.32 | $115,000 | 5 | 3.5 | 4,011 | Recently Sold |
Local Information
- Map ViewExplore the area around 29 Main Street.
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Home Highlights
Property Type
Single-Family Home
Year Built
1840
Lot Size
0.32 acres
Living Area
3,024 sqft
Price/Sqft
$182
Parking
Garage
Last check for updates: about 12 hours 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
About this House
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.
29 Main Street, Windsor, VT 05089 is a 4 bedroom, 3 bathroom, 3,024 sqft single-family home built in 1840. It last sold for the $485,000 asking price on Apr 12, 2024. It is currently off market. The Trulia Estimate is $551,000, with a rent estimate of $3,564/month.
Home Details for 29 Main Street
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MLS Status: Closed |
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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) |
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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 |
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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 |
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Price List Price: $485,000 |
Status Change & Dates Possession Timing: Close Of Escrow |
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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 |
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Building Area Building Area: 4076 Square Feet |
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Lot Area: 0.32 acres |
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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 and Tax history
| Date | Event | Price |
|---|---|---|
Apr 12, 2024 Source: PrimeMLS #4987567 | Sold | $485,000 |
Mar 11, 2024 Source: PrimeMLS #4987567 | Listed For Sale | $485,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | Unavailable | $468,670 |
Home facts updated by county records
Market trends in Windsor
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
6
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Around this home
- Albert Bridge School (West Windsor)
- PK-6
- Public
- 68 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Windsor School
- PK-12
- Public
- 572 Students
4/10GreatSchools RatingParent Rating AverageNo reviews available for this school.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
APPLY INSTANTLYPET FRIENDLY
See more homes for rent inWindsor
Homes for sale near 29 Main Street
Off Market Homes Near 29 Main Street
SOLDAUG 14, 2026PrimeMLS, Closed- SOLDJUL 27, 2026
- SOLDAPR 16, 2026
See more homes for sale inWindsor
Frequently asked questions about 29 Main Street
- What is 29 Main Street estimated to be worth?Trulia's estimated value for 29 Main Street in Windsor, VT is $551,000.
- What is the price history for 29 Main Street?29 Main Street in Windsor, VT last sold for $485,000 in April 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 29 Main Street have air conditioning?Yes, 29 Main Street in Windsor, VT has air conditioning.
- Does 29 Main Street have laundry facilities?Yes, 29 Main Street in Windsor, VT has in-unit laundry.
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 2026-08-14 02:28:18 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.
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.