$745,000
UNDER CONTRACT

2238 Upper Michigan Rd Pittsfield, VT 05762

Pittsfield Area

Estimated payment $4,586/month

Total Views 482
3 Beds
1.5 Baths
2,034 Sq Ft
$366 Price per Sq Ft

Highlights

  • 54.4 Acre Lot
  • Property is near forest
  • Hearth Room
  • Cape Cod Architecture
  • Pond
  • Wooded Lot

About This Home

Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.

Listing Agent

Kyle Kershner

Killington Pico Realty License #081.0004420 Listed on: 06/26/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,310

Year Built

  • Built in 1825

Lot Details

  • 54.4 Acre Lot
  • Property fronts a private road
  • Rural Setting
  • Landscaped
  • Wooded Lot

Parking

  • 2 Car Garage
  • Gravel Driveway

Home Design

  • Cape Cod Architecture
  • Antique Architecture
  • Farmhouse Style Home
  • Stone Foundation
  • Wood Frame Construction
  • Architectural Shingle Roof
  • Clapboard

Interior Spaces

  • 2,034 Sq Ft Home
  • Property has 1 Level
  • Woodwork
  • Vaulted Ceiling
  • Self Contained Fireplace Unit Or Insert
  • Natural Light
  • Entrance Foyer
  • Living Room
  • Dining Area
  • Library
  • Property Views

Kitchen

  • Hearth Room
  • Electric Range

Flooring

  • Softwood
  • Carpet
  • Vinyl

Bedrooms and Bathrooms

  • 3 Bedrooms

Laundry

  • Dryer
  • Washer

Basement

  • Interior Basement Entry
  • Dirt Floor
  • Crawl Space

Schools

  • Choice Elementary And Middle School
  • Choice High School

Utilities

  • No Cooling
  • Baseboard Heating
  • Hot Water Heating System
  • Private Water Source
  • Drilled Well
  • Septic Tank
  • Private Sewer
  • Phone Available

Additional Features

  • Green Energy Fireplace or Wood Stove
  • Pond
  • Property is near forest

Community Details

  • Snowmobile Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,310

Year Built

Built in 1825

Lot Details

54.4 Acres

Parking

2

Listing Details

  • Directions: Route 100 to Upper Michigan Road in Pittsfield. Last house on right before Green Mountain National Forest
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1825
  • Display On Internet: Fiber Optic Internet
  • Architectural Style: Antique, Cape, Farmhouse
  • ResoLotFeatures: Landscaped, Pond, Views, Wooded, Adjoins St/Nat'l Forest, Near Skiing, Near Snowmobile Trails, Rural, Near ATV Trail
  • Road Frontage Type: Gravel, Public
  • PropertySubType: Single Family Residence
  • MLS Status: (31) Under Contract - Active Under Contract
  • Above Grade Finished Sq Ft: 2034.0
  • Reso Interior Features: Dining Area, 1 Fireplace, Hearth, Natural Light, Natural Woodwork, Vaulted Ceiling(s), Wood Stove Insert
  • Unit Levels: One and One Half
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Foyer
  • Room_2_Type: Living Room
  • Room_4_Type: Library
  • Room_5_Type: Bedroom
  • Room_6_Type: Bathroom Full
  • Room_7_Type: Bedroom
  • Room_8_Type: Bedroom
  • Room_9_Type: Bathroom Half
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Interior
  • Total_Finished_Area: 2034
  • Total_Area: 2034
  • Above_Grade_Unfinished_Area: 0
  • Below_Grade_Unfinished_Area: 0
  • Special Features: 4224
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dryer, Electric Range, Refrigerator, Washer
  • Total Bedrooms: 3
  • Flooring: Carpet, Combination, Softwood, Vinyl
  • Basement: Crawl Space, Dirt Floor
  • Other Equipment: Wood Stove
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Exterior Features

  • Driveway: Gravel
  • Exterior Features: Natural Shade
  • Roof: Architectural Shingle
  • Easements: Unknown
  • Construction Type: Wood Frame, Clapboard
  • Exclusions: Furnishings not included.
  • Foundation Details: Stone

Garage/Parking

  • Garage Spaces: 2.0
  • Attached Garage: Yes
  • Parking Features: Driveway, Garage

Utilities

  • Electric: Circuit Breakers
  • Sewer: Private Sewer, Septic Tank
  • Heating: Baseboard, Hot Water, Wood Stove
  • Cooling: None
  • Utilities: Phone Available
  • Water Source: Drilled Well, Private

Schools

  • Elementary School: Choice
  • High School: Choice
  • Middle Or Junior School: Choice

Lot Info

  • Surveyed: Yes
  • Zoning: None
  • Lot Size Acres: 54.4
  • Lot Size Sq Ft: 2369664.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 6310.08

Map

Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,069 $332,900 $126,500 $206,400
2024 $6,069 $332,900 $126,500 $206,400
2023 $6,069 $332,900 $126,500 $206,400
2022 $5,091 $332,900 $126,500 $206,400
2021 $4,337 $277,100 $121,900 $155,200
2020 $4,526 $277,100 $121,900 $155,200
2019 $0 $277,100 $121,900 $155,200
2018 $0 $286,100 $130,900 $155,200
2017 $3,991 $286,100 $130,900 $155,200
2016 $5,097 $286,100 $130,900 $155,200
2015 -- $2,271 $0 $0
2014 -- $2,264 $0 $0
2013 -- $2,263 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
07/08/2026 07/08/26 Off Market $745,000 -- --
07/01/2026 07/01/26 For Sale $745,000 0.0% $366 / Sq Ft
06/26/2026 06/26/26 For Sale $745,000 -- $366 / Sq Ft
Source: PrimeMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed -- --
Partnership Grant Deed -- --
Partnership Grant Deed -- --
Deed -- --
Partnership Grant Deed -- --
Deed -- --
Deed $41,667 --
Interfamily Deed Transfer -- --
Grant Deed $1,000 --
Source: Public Records

Source: PrimeMLS

MLS Number: 5097001

PrimeMLS

APN: 477-150-01986

Your Personal Tour Guide

Ask me questions while you tour the home.