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Mark Triller

mark@metprop.net +1(802) 770-8259

Listed by Gail Childs • Covered Bridge RE

$ 1,595,000

Est. payment | -/mo

5 Beds

6 Baths

3,154 SqFt

Save

$ 1,595,000

Est. payment | -/mo

Save

5 Beds

6 Baths

3,154 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family

Listing Status Active

Purchase Type For Sale

Square Footage 3,154 sqft

Price per Sqft $505

MLS Listing ID 5115063

Style Antique,Colonial,Historic Vintage,Multi-Family

Bedrooms 5

Full Baths 2

Half Baths 1

Three Quarter Bath 3

Construction Status Existing

Year Built 1900

Annual Tax Amount $20,455

Tax Year 2026

Lot Size 0.310 Acres

Acres 0.31

Property Sub-Type Single Family

Property Description

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 includes a separate living room and spa-inspired bath with double vanity, heated floors, heated towel rack and jetted tub. Inviting common areas, a guest lounge, wraparound porch, decks, gardens and fire-pit areas create wonderful spaces for entertaining or relaxation. A dedicated yoga/Pilates studio offers additional flexibility for wellness activities or personal enjoyment. The private upper-level owner's quarters feature two bedrooms, two beautifully appointed baths, a full eat-in kitchen and finished attic space, providing exceptional flexibility for an owner/operator, extended family or full-time residence. Enjoy Woodstock's four-season lifestyle, from skiing and snowshoeing to hiking, golf, cycling and exploring Vermont's scenic countryside. Whether envisioned as a private residence, hospitality venture or investment property, this distinctive offering combines an established rental platform, exceptional location and versatile living spaces. A rare opportunity to make it your own!

Location

State VT

County Vt-windsor

Area Vt-Windsor

Zoning RHD

Rooms

Basement Entrance Interior

Basement Bulkhead, Walkout, Interior Access, Exterior Access

Interior

Heating Propane, Multi Zone, Radiator, Boiler

Cooling Wall AC Units

Exterior

Parking Features No

Utilities Available Cable at Site

Roof Type Standing Seam

Building

Lot Description Landscaped, In Town

Story 3

Sewer Public

Water Public

Architectural Style Antique, Colonial, Historic Vintage, Multi-Family

Construction Status Existing

Schools

Elementary Schools Woodstock Elementary School

Middle Schools Woodstock Union Middle Sch

High Schools Woodstock Senior Uhsd #4

School District Woodstock School District

Others

Special Listing Condition None

Nearby Locations

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(802) 770-8259

mark@metprop.net

5 Barron Dr, Rutland, VT 05701, USA

45 Pleasant ST Woodstock, VT 05091

Mark Triller

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

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45 Pleasant ST