Step into history and comfort with this 3+ bedroom, 2.5-bath Colonial nestled in the heart of Middletown Springs. This beautiful home boasts timeless character with original moldings, natural pine floors, and a durable slate roof that speaks to its enduring quality. Two inviting brick fireplaces add warmth and charm to the spacious living areas, making this home as cozy as it is elegant. The property’s outdoor spaces are equally impressive. Surround yourself with extensive perennial gardens, raised vegetable beds, and established blueberry and raspberry bushes—perfect for the gardening enthusiast, just needing a little TLC. A garden shed/wood shed provides additional convenience, while the attached garage offers functionality and storage. Modern updates complement the home’s historic character, including fiber optic internet for seamless connectivity. Outdoor lovers will enjoy easy access to skiing at Okemo, Pico, and Killington, swimming and boating on nearby Lake St. Catherine and Lake Bomoseen, and just minutes from the extensive biking network of Slate Valley Trails. This is more than just a home—it’s a lifestyle, offering a rare blend of history, beauty, and modern amenities in a picturesque Vermont setting. School choice for grades 7–12.
Closed
Listed by: McChesney RE, Inc.
Bought with: Vermont Real Estate Company
$317,000
21 West Street, Middletown Springs, VT 05757
4beds
1,968sqft
Single Family Residence
Built in 1890
1.6 Acres Lot
$318,300 Zestimate®
$161/sqft
$3,221 Estimated rent
Home value
$318,300
$274,000 - $372,000
$3,221/mo
Zestimate® history
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$2,201/mo
Est. payment
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Est. payment
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List your homeWhat's special
Inviting brick fireplacesNatural pine floorsExtensive perennial gardensRaised vegetable bedsAttached garageOriginal moldingsDurable slate roof
Zillow last checked:
Listing updated:
Listed by:
Robin Chesnut-Tangerman,
McChesney RE, Inc. 802-325-3100,
Scott Mcchesney,
McChesney RE, Inc.
Bought with:
Beth A Vickers
Vermont Real Estate Company
Source: PrimeMLS,MLS#: 5058137
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Oil, Hot Air
Cooling
- Wall Unit(s)
Appliances
- Included: Dishwasher, Range Hood, Microwave, Gas Range, Refrigerator, Propane Water Heater, Vented Exhaust Fan
- Laundry: Laundry Hook-ups, 1st Floor Laundry
Features
- Flooring: Carpet, Softwood, Vinyl
- Basement: Bulkhead,Concrete Floor,Interior Stairs,Unfinished,Interior Entry
- Number of fireplaces: 2
- Fireplace features: Wood Burning, 2 Fireplaces
Interior area
- Total structure area: 2,472
- Total interior livable area: 1,968 sqft
- Finished area above ground: 1,968
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Patio & porch: Covered Porch
- Exterior features: Garden, Shed
- Frontage length: Road frontage: 157
Lot
- Size: 1.60 Acres
- Features: Wooded, In Town, Neighborhood, Near School(s)
Details
- Parcel number: 39312210094
- Zoning description: none
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard Exterior, Wood Siding
- Foundation: Stone
- Roof: Asphalt Shingle,Slate
Condition
- New construction: No
- Year built: 1890
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: 1000 Gallon, Concrete, On-Site Septic Exists
- Utilities for property: Phone, Propane
Community & neighborhood
Location
- Region: Middletown Springs
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Sold | $317,000-2.4%$161/sqft |
Source:  PrimeMLS #5058137 Report a problem | ||
| 8/25/2025 | Listed for sale | $324,900+370.9%$165/sqft |
Source: PrimeMLS #5058137 Report a problem | ||
| 11/12/1999 | Sold | $69,000$35/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $184,500 |
| 2023 | -- | $184,500 |
| 2022 | -- | $184,500 |
| 2021 | -- | $184,500 |
| 2020 | -- | $184,500 |
| 2019 | -- | $184,500 |
| 2018 | -- | $184,500 |
| 2017 | -- | $184,500 |
| 2016 | -- | $184,500 +9900% |
| 2015 | -- | $1,845 |
| 2014 | -- | $1,845 +0.8% |
| 2013 | -- | $1,831 |
| 2012 | -- | $1,831 |
| 2011 | -- | $1,831 |
| 2010 | -- | $1,831 |
| 2009 | -- | $1,831 |
| 2008 | -- | $1,831 |
| 2007 | -- | $1,831 |
| 2006 | -- | $1,831 +123% |
| 2003 | $2,102 | $821 |
Find assessor info on the county website
Neighborhood: 05757
Nearby schools
GreatSchools rating
- NAMiddletown Springs Elementary SchoolGrades: PK-6Distance: 0.1 mi
- 3/10Poultney High SchoolGrades: 7-12Distance: 5.9 mi
Schools provided by the listing agent
- Elementary: Middletown Springs Elem School
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Vermont
- Rutland County
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- 05757
- 21 West Street
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