2033 South Road Woodstock, VT $ 1,395,000
2033 South Road
$ 1,395,000
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2033 South Road

Woodstock, VT, 05091
$ 1,395,000
Bedrooms4 Baths3.0 Sq 3,306

Monthly Estimate*

$ 8,808

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty, 802-457-2000, keri.cole@sothebysrealty.com
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Single Family Home for sale in Woodstock, VT

for $1,395,000 with 4 bedrooms and 3 full baths. This 3,306 square foot home was built in 1850 on a lot size of 3.34.

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter. Showings begin Saturday, 9/19/2026, with an open house from 1-3:30.

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Single Family Active

Price

$ 1,395,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Farmhouse

Lot Size

3.34

Year Built

1850

Town/City

Woodstock

County/Region

Windsor

MLS | Web ID

5110412

Features
Interior
Basement Description Climate Controlled Daylight Finished Interior Access Interior Stairs Walkout
Interior Amenities Ceiling Fan 2 Fireplaces Kitchen Island Primary BR w/ BA Natural Light
Basement Yes
Flooring Slate/Stone Wood
Beds 4
Total Rooms 12
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General
Road Frontage Yes
Sewer Private Septic
Heating Baseboard Electric Heat Pump Hot Water Boiler
Cooling Mini Split Multi Zone
Utilities Cable Available Telephone Available
Roof Standing Seam
Appliances Dishwasher Disposal Dryer Electric Range Refrigerator Washer
Garage No
Flood Zone Land Only
Zoning R1
3/4 Baths 2
Full Baths 1
Half Baths 0
Bathrooms 3
Year Built 1850
Electric 200+ Amp Service
Style Farmhouse
Stories Count 2
Type Single Family
Property Condition Updated/Remodeled
Tax Year 2027
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame Composition Exterior
High School Woodstock Senior UHSD #4
City Woodstock
Other Equipment Standby Generator
School District Mountain Views Supervisory Union
Seasonal No
Elementary School Woodstock Elementary School
Middle School Woodstock Union Middle Sch
DOM 6
Price Per Sq Ft Total AG 607.84
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Exterior
Lot Features Level Open Trail/Near Trail Near Shopping Near Skiing Near School(s)
Exterior Amenities Patio
Driveway Gravel
Water View Yes
Lot Size Area 3.34
Water Source Drilled Well
Water Body Name Kedron Brook
Foundation Concrete
Water Body Type Brook/Stream
Water Body Access Yes
Water Access Details Directly Adjoining
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* Excluded Features
List By
Keri Cole

Listing Agent

Williamson Group Sothebys Intl. Realty

Broker

(802) 457-2000

Phone

keri.cole@sothebysrealty.com

Email

Affordability Calculator

$8,808
Per Month
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Monthly Principal & Interest
$8,808
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5150702 Elementary School
5140466 Middle School
Woodstock Senior UHSD #4 High School High School
Pricing History
DatePricePrice ChangeDescription
9/17/2026$1,395,000 Listed Price

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2033 South Road, Woodstock, VT, 05091 is a Single Family Home for sale at $1,395,000 with 3,306 sqft and a lot size of 3.34. 2033 South Road has 4 bedrooms, 3.0 baths, and was built in 1850. The property's zip code is 05091 which is in Woodstock, VT