Listed by Amy Messina, Town and Country Realty, (802) 674-6311 . Bought with KW Vermont Woodstock
$261,700
2 Beds
2.5 Baths
2,009 sqft
149 Main Street, Windsor, VT 05089
Est. Refi. Payment $1,917/mo*
Refinance Your HomeCurrently Off Market - Sold Jun 26, 2024 for $110,000
Home Value
Trulia Estimate
$262KSince last month
Increased$6K (+2.3%)Since last year
Increased$145K (+124.6%)Since last sale
Increased$152K (+137.9%)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 +110% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $262K |
| August 2026 | $256K |
| July 2026 | $261K |
| June 2026 | $267K |
| May 2026 | $253K |
| April 2026 | $248K |
| March 2026 | $253K |
| February 2026 | $204K |
| January 2026 | $161K |
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 |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $215,000 | 10/06/25 | 3 | 1.5 | 1,900 | |
0.29 | Single-Family Home | $115,000 | 12/10/25 | 5 | 3.5 | 4,011 | |
0.30 | Single-Family Home | $271,000 | 11/13/25 | 3 | 1.5 | 1,320 | |
0.43 | Single-Family Home | $319,000 | 07/23/26 | 4 | 2 | 2,142 | |
0.22 | Single-Family Home | $165,000 | 01/23/26 | 3 | 1 | 1,602 | |
0.22 | Single-Family Home | $139,000 | 06/10/26 | 1 | 1 | 768 | |
0.33 | Single-Family Home | $60,000 | 12/18/25 | 3 | 1 | 1,392 | |
0.85 | Single-Family Home | $315,000 | 11/21/25 | 2 | 1.5 | 1,649 | |
0.62 | 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 |
|---|---|---|---|---|---|---|
0.03 | $238,100 | 3 | 1 | 1,331 | Off Market | |
0.07 | $223,700 | Studio | - | 3,500 | Off Market | |
0.09 | $217,800 | 1 | 1.5 | 1,056 | Off Market | |
0.11 | $348,100 | 5 | 4 | 4,096 | Off Market | |
0.20 | $189,000 | 2 | 1 | 1,008 | For Sale | |
0.22 | $165,000 | 3 | 1 | 1,602 | Recently Sold | |
0.18 | $365,300 | 4 | 4.5 | 3,990 | Off Market | |
0.20 | $244,200 | Studio | 2 | 2,662 | Off Market | |
0.22 | $139,000 | 1 | 1 | 768 | Recently Sold | |
0.21 | $221,800 | 3 | 1.5 | 1,900 | Off Market | |
0.21 | $281,600 | Studio | - | 2,662 | Off Market |
Local Information
- Map ViewExplore the area around 149 Main Street.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 1795
2,009 sqft
$130/sqft
Garage
About this House
What's unique:Wooden beamsWood floorsRooms in the backGated picket fenceLawn and plantingsBack deck
Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there is a good sized living room on the left, and bedroom to the right. There are rooms in the back of the first floor [including a ½ bath] which potentially could be converted a den or into a large kitchen with a dining area which would overlook the back deck, lawn and plantings. The second floor includes a kitchen, one bedroom, and a full bath with a tub. The lower level includes closet/storage space, two large rooms which could be completely finished for a family room, a playroom, or for additional storage. Walking out of the lower level, takes you onto a good-sized deck for relaxing, and outdoor dining. At the far back of the lawn, which also has plantings, is the garage which has room for a small workshop. The property is walking distance to restaurants, shops and banks and a short distance to a shopping center. License To Sell in place. If you are thinking of home ownership, appreciate older homes, with character and charm, consider this opportunity.
149 Main Street, Windsor, VT 05089 is a 2 bedroom, 3 bathroom, 2,009 sqft single-family home built in 1795. It last sold for $110,000 on Jun 26, 2024 (30% below the $157,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $261,700, with a rent estimate of $2,791/month.
Home Details for 149 Main Street
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Interior Details Basement: Concrete Floor,Full,Unfinished,Walkout,Interior Access,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 8 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2009 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Electric Cooktop, Refrigerator, Electric Water Heater, Owned Water HeaterLaundry: Laundry Hook-upsRefrigerator |
Heating & Cooling Heating: Oil,Forced AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Gas & Electric Electric: Circuit Breakers, Other |
Windows, Doors, Floors & Walls Flooring: Other, Wood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Other, Wood |
View No View |
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Exterior Home Features Roof: ShingleFencing: PartialExterior: DeckFoundation: Concrete |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Right-Of-Way (ROW),On Street,Detached |
Frontage Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: Road frontage: 73 |
Finished Area Finished Area (above surface): 1165 Square FeetFinished Area (below surface): 844 Square Feet |
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Year Built Year Built: 1795 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape |
Building Construction Materials: Wood FrameNot a New Construction |
Property Information Usage of Home: Residential |
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Price List Price: $157,000 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: Closed |
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Direction & Address City: Windsor |
School Information Elementary School: Windsor State Street SchoolHigh School: Windsor High School |
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Building Area Building Area: 2009 Square Feet |
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Lot Area: 9583.2 sqft |
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BasementMls Number: 4986683Above Grade Unfinished Area: 1165Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 26, 2024 Source: PrimeMLS #4986683 | Sold | $110,000 |
Mar 29, 2024 Source: PrimeMLS #4986683 | PriceChange | $157,000 Price decreased by 3% |
Mar 3, 2024 Source: PrimeMLS #4986683 | Listed For Sale | $162,500 |
Aug 1, 2003 Source: N/A | Sold | $55,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,070 | $158,180 |
Home facts updated by county records
Market trends in Windsor
Last updated August 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
9
3MoM
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.
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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 2026-09-25 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.
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 149 Main Street
- What is 149 Main Street estimated to be worth?Trulia's estimated value for 149 Main Street in Windsor, VT is $261,700.
- What is the price history for 149 Main Street?149 Main Street in Windsor, VT last sold for $110,000 in June 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 149 Main Street have air conditioning?Yes, 149 Main Street in Windsor, VT has air conditioning.
- Does 149 Main Street have laundry facilities?Yes, 149 Main Street in Windsor, VT has laundry facilities.
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