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Single family home for sale at 2238 Upper Michigan Rd, Pittsfield, VT 05762 | MLS# 5097001 | Listing updated on 2026-07-01
Photo 1 of Single family home for sale at 2238 Upper Michigan Rd, Pittsfield, VT 05762 | MLS# 5097001 | Listing updated on 2026-07-01
Photo 2 of Single family home for sale at 2238 Upper Michigan Rd, Pittsfield, VT 05762 | MLS# 5097001 | Listing updated on 2026-07-01
Photo 3 of Single family home for sale at 2238 Upper Michigan Rd, Pittsfield, VT 05762 | MLS# 5097001 | Listing updated on 2026-07-01
Photo 4 of Single family home for sale at 2238 Upper Michigan Rd, Pittsfield, VT 05762 | MLS# 5097001 | Listing updated on 2026-07-01
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Listed by: Kyle Kershner | Killington Pico Realty (802) 422-3600

$745,000

Monthly Est:$3,708

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,034sqft

2238 Upper Michigan Rd, Pittsfield, VT 05762

$3,708/moEst:

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  • Single Family Residence

  • Built in 1825

  • $-- HOA

  • 54.4 acres lot

  • $366/sq.ft

Description

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 featuri
ng 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.

  • Houzeo last checked: 1 hour ago
  • Listing updated: July 1, 2026 at 10:10 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5097001 NEREN/Prime MLS-NH

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Rutland County

  • City

    Pittsfield

  • Neighborhood

    --

  • Year Built

    1825

  • HOA Fees

    -

  • Finished Area

    2,034 sqft

  • Lot Size

    54.4 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5097001

  • MLS Status

    (31) Under Contract - Active Under Contract

  • Days on Market

    104

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Sewer

    Private Sewer, Septic Tank

  • Interior Features

    Dining Area, 1 Fireplace, Hearth, Natural Light, Natural Woodwork, Vaulted Ceiling(s), Wood Stove Insert

  • Appliances

    Dryer, Electric Range, Refrigerator, Washer

  • Exterior Features

    Natural Shade

  • Flooring

    Carpet, Combination, Softwood, Vinyl

  • Cooling

    None

  • Heating

    Baseboard, Hot Water, Wood Stove

Construction

  • Year Built

    Year Built: 1825

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Foundation Details

    Stone

  • Architectural Style

    Antique, Cape, Farmhouse

  • Roof

    Architectural Shingle

  • Construction Materials

    Wood Frame, Clapboard

Utilities & Energy

  • Water Source

    Drilled Well, Private

  • Utilities

    Phone Available

  • Basement

    Crawl Space, Dirt Floor

  • Parking Features

    Driveway, Garage

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Landscaped, Pond, Views, Wooded, Adjoins St/nat'l Forest, Near Skiing, Near Snowmobile Trails, Rural, Near Atv Trail

Price History

DateEventPrice

07/01/2026

Source: mls_logoNEREN/Prime MLS-NH #5097001

Contingent (Active Under Contract)

$745,000

$366/sqft

06/25/2026

Source: mls_logoNEREN/Prime MLS-NH #5097001

Listed for Sale

$745,000

$366/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 09, 2026, 02:32PM. 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. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Oct 09, 2026, 02:32PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group