45 Pleasant Street, Woodstock, VT 05091

Woodstock
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
45 Pleasant Street,Woodstock, VT 05091
$1,595,000
  • 5 Beds
  • 6 Baths
  • 3,154 sq. ft.
  • Single family
  • Coming Soon
Listed by: gail childs, matt deprizio
Office: covered bridge re704-425-8378
MLS#:5115063
Source:PrimeMLS

Price summary

  • Price:$1,595,000
  • Price per sq. ft.:$505.71

About this home

Currently operating as an award winning B&B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant Street, just a short stroll from the shops, restaurants and galleries of Woodstock Village, the property overlooks East End Park and the Ottauquechee River Trail, offering an exceptional blend of village convenience as well as natural beauty and outdoor recreation. Inside, historic Vermont charm meets sophisticated contemporary design, with rich finishes, warm hardwood floors, dramatic tilework, custom built-ins and thoughtfully designed lighting throughout. Beautifully appointed baths feature contemporary tile, glass-enclosed showers and upscale finishes reminiscent of a luxury boutique hotel. Guest accommodations offer comfort and privacy, with each principal guest room featuring a king bed, private bath and wet bar equipped with refrigerator, microwave and coffee maker. The expansive 420-square-foot suite...

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Home facts

  • Year built:1900
  • Listing ID #:5115063
  • Updated:October 21, 2026 at 11:10 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:6
  • Full bathrooms:2
  • Rooms Total:10
  • Basement Description:Bulkhead, Exterior Access, Interior, Interior Access, Walkout
  • Living area:3,154 sq. ft.

Heating and cooling

  • Cooling:Wall AC
  • Heating:Multi Zone, Radiator

Structure and exterior

  • Roof:Standing Seam
  • Year built:1900
  • Building area:3,154 sq. ft.
  • Lot area:0.31 Acres
  • Levels:3 Story

Schools

  • High school:Woodstock Senior UHSD #4
  • Middle school:Woodstock Union Middle Sch
  • Elementary school:Woodstock Elementary School

Utilities

  • Sewer:Public Available

Finances and disclosures

  • Price:$1,595,000
  • Price per sq. ft.:$505.71
  • Tax amount:$20,455 (2026)

Parking

  • Parking description:Gravel Driveway
MLS LogoCopyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 21, 2026

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