Pending
Sale Pending at 81 Holliday Dr, Shaftsbury, VT 05262 | MLS# 5111123 | Listing updated on 2026-09-29
Photo 1 of Sale Pending at 81 Holliday Dr, Shaftsbury, VT 05262 | MLS# 5111123 | Listing updated on 2026-09-29
Photo 2 of Sale Pending at 81 Holliday Dr, Shaftsbury, VT 05262 | MLS# 5111123 | Listing updated on 2026-09-29
Photo 3 of Sale Pending at 81 Holliday Dr, Shaftsbury, VT 05262 | MLS# 5111123 | Listing updated on 2026-09-29
Photo 4 of Sale Pending at 81 Holliday Dr, Shaftsbury, VT 05262 | MLS# 5111123 | Listing updated on 2026-09-29
44+
Beds Icon

Street View

Listed by: Jenifer Hoffman | Hoffman Real Estate (802) 753-7771

$339,000

Monthly Est:$1,687

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,292sqft

81 Holliday Dr, Shaftsbury, VT 05262

$1,687/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1948

  • $-- HOA

  • 1.65 acres lot

  • $262/sq.ft

Description

Set on a quiet dead-end street in the heart of Shaftsbury Village, this 1948 Cape offers classic character, a flexible floor plan, two detached garages, and an exceptionally large 1.65-acre double lot. Inside, gorgeous hardwood floors run through much of the home and warm wood-paneled spaces add to its vintage Vermont appeal. The first floor offers a bright kitchen with new appliances and lighting, dining room, spacious living room, dedicated office, bedroom with built-in shelving and laundry hookups, and a half bath. Upstairs are two generously sized bedrooms, a full bath, and additional closet space. Original details remain, including solid wood doors with glass knobs, while newer vinyl replacement windows and vinyl siding add practical updates. Outside is where this property really sets itself apart. The expansive double lot provides an unusual amount of land for a village setting, with potential for future subdivision subject to municipal/state approvals. Two separate garages offer tremendous versatility for vehicles, storage, hobbies, or workshop space. The garage finished to match the house can accommodate approximately 2-3 vehicles in tandem and features power, insulation, an automatic opener, and pull-down stairs to overhead storage. The larger brown garage provides another vehicle bay plus heat, electricity, a utility half bath with urinal, and an expansive second-floor workshop. An elevator/lift also connects the garage levels; functionality has not been verified. All of this is tucked into an established neighborhood where you can enjoy the convenience of village living without sacrificing elbow room. Walk to the elementary school, playgrounds, Town Offices and Post Office, or head out for a stroll along the sidewalk loop around Cleveland Avenue. With 1.65 acres, three bedrooms, two garages, abundant workshop and storage space, and a peaceful location, 81 Holliday Drive offers a combination that is increasingly hard to find in Southern Vermont.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 29, 2026 at 3:43 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5111123 NEREN/Prime MLS-NH

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Bennington County

  • City

    Shaftsbury

  • Neighborhood

    --

  • Year Built

    1948

  • HOA Fees

    -

  • Finished Area

    1,292 sqft

  • Lot Size

    1.65 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5111123

  • MLS Status

    (30) Under Contract - Pending

  • Days on Market

    16

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Sewer

    1000 Gallon, Concrete, Private

  • Cooling

    None

  • Exterior Features

    Garden, Outbuilding

  • Interior Features

    Blinds, Ceiling Fan(s), Laundry Hook Ups, 1st Floor Laundry, Basement Laundry

  • Heating

    Baseboard, Hot Water, Boiler

  • Appliances

    Dishwasher, Range Hood, Electric Range, Refrigerator

  • Flooring

    Hardwood, Tile, Vinyl

Construction

  • Year Built

    Year Built: 1948

  • Home type

    Single Family Residence

  • Roof

    Architectural Shingle

  • Property Condition

    Existing

  • Architectural Style

    Cape

  • Foundation Details

    Block, Concrete

  • Construction Materials

    Wood Frame, Aluminum Siding, Vinyl Siding

Utilities & Energy

  • Parking Features

    Auto Open, Heated Garage, Storage Above, Driveway, Garage, Paved, Detached

  • Water Source

    Public

  • Utilities

    Cable Available

  • Electric

    100 Amp Service, Circuit Breakers

  • Basement

    Concrete, Concrete Floor, Daylight, Full, Interior Stairs, Storage Space, Sump Pump, Unfinished

Other Features

  • Lot Features

    Landscaped, Level, Neighborhood

Price History

DateEventPrice

09/29/2026

Source: mls_logoNEREN/Prime MLS-NH #5111123

Pending

$339,000

$262/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