41 Pleasant Street, Woodstock, VT 05091
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
41 Pleasant Street,Woodstock, VT 05091
$2,599,000
- 9 Beds
- 11 Baths
- 5,993 sq. ft.
- Single family
- Active
Listed by:jennifer falveyCell: 203-912-8173
Office:kw vermont woodstock
MLS#:5062350
Source:PrimeMLS
Price summary
- Price:$2,599,000
- Price per sq. ft.:$304.3
About this home
This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner’s quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home!
Contact an agent
Home facts
- Year built:1899
- Listing ID #:5062350
- Added:6 day(s) ago
- Updated:September 28, 2025 at 10:27 AM
Rooms and interior
- Bedrooms:9
- Total bathrooms:11
- Full bathrooms:11
- Living area:5,993 sq. ft.
Heating and cooling
- Cooling:Wall AC
- Heating:Oil
Structure and exterior
- Roof:Metal, Standing Seam
- Year built:1899
- Building area:5,993 sq. ft.
- Lot area:0.46 Acres
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:$2,599,000
- Price per sq. ft.:$304.3
- Tax amount:$33,925
New listings near 41 Pleasant Street
- New$210,000Active1 beds 1 baths856 sq. ft.
33D Heritage Condo Way, Woodstock, VT 05091
MLS# 5063262Listed by: KW VERMONT WOODSTOCK - New$499,000Active2 beds 3 baths2,209 sq. ft.
85 Townhouse Way #13, Woodstock, VT 05091
MLS# 5063243Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY - New$650,000Active2 beds 2 baths1,554 sq. ft.
11 1/2 Church Street #4, Woodstock, VT 05091
MLS# 5062835Listed by: SNYDER DONEGAN REAL ESTATE GROUP - New$1,300,000Active3 beds 3 baths2,220 sq. ft.
958 East Woodstock Road, Woodstock, VT 05091
MLS# 5062574Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY - New$1,350,000Active4 beds 4 baths3,192 sq. ft.
13 College Hill Road, Woodstock, VT 05091
MLS# 5062364Listed by: SNYDER DONEGAN REAL ESTATE GROUP - $810,000Active3 beds 2 baths1,660 sq. ft.
37 South Street, Woodstock, VT 05091
MLS# 5061333Listed by: KW COASTAL AND LAKES & MOUNTAINS REALTY/HANOVER - $695,000Active3 beds 2 baths1,920 sq. ft.
1514 South Road, Woodstock, VT 05091
MLS# 5061079Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY - $1,900,000Active2 beds 3 baths2,944 sq. ft.
2394 Fletcher Hill Road, Woodstock, VT 05091
MLS# 5060402Listed by: SNYDER DONEGAN REAL ESTATE GROUP - $300,000Active2 beds 1 baths1,040 sq. ft.
17 High Street #2, Woodstock, VT 05091
MLS# 5060302Listed by: WILLIAMSON GROUP SOTHEBYS INTL. REALTY