Get new listings emailed daily! SIGN UP LOGIN

2033 South Road, Woodstock, VT 05091

$1,395,000
  • Main Photo

55 Photos

New to the Market Active
BEDS4 BATHS3 full SQUARE FEET3,306 MLS#5110412
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLMountain Views Supervisory Union

Listing Courtesy of: Williamson Group Sothebys Intl. Realty
Agency Contact: Cell: 410-200-3536
Associate Name: Keri Cole
IDX logo


Property Description

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.

2033 South Road | MLS# 5110412

This single family home located at 2033 South Road, Woodstock, VT 05091 is currently listed for sale with an asking price of $1,395,000. This property was built in 1850 and has 4 bedrooms and 3 full baths with 3306 sq. ft. South Road is located within the Mountain Views Supervisory Union school district. Search Woodstock real estate on www.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Climate Controlled, Daylight, Finished, Interior Stairs, Walkout, Interior Access
Cooling: Multi Zone, Mini Split
Heating: Baseboard, Electric, Heat Pump, Hot Water, Boiler
Home Style: Farmhouse
Lot Size: 3.34 Acres
Roof Type: Standing Seam
Stories: 2.0
Taxes: $12,514
Year Built: 1850

Amenities

Ceiling Fan
2 Fireplaces
Kitchen Island
Primary BR w/ BA
Natural Light
Patio

Feature Descriptions

Appliances: Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer
Baths 3/4: 2
Baths Full: 1
Construction: Wood Frame, Composition Exterior
Days on Site: 5
Driveway: Gravel
Electric: 200+ Amp Service
Equipment: Standby Generator
Exterior: Wood Frame, Composition Exterior
Flood Zone: Land Only
Flooring: Slate/Stone, Wood
Foundation: Concrete
Lot: Level, Open, Trail/Near Trail, Near Shopping, Near Skiing, Near School(s)
Nearby Bodies of Water: Kedron Brook
Number of Rooms: 12
Road Frontage: 150
Roads: Paved, Public
Sewer: Private, Septic
Sq. Ft. Above Grade Finished: 2295
Sq. Ft. Below Grade Finished: 1011
Sq. Ft. Total Finished: 3306
Total Stories: 2
Water: Drilled Well
Water Access: Yes
Water Body Type: Brook/Stream
Water View: Yes
Zoning: R1

Local Schools

High School: Woodstock Senior UHSD #4
Middle School: Woodstock Union Middle Sch
Elementary School: Woodstock Elementary School
School District: Mountain Views Supervisory Union

Listed By / Shown By

Listed By

Agency Name: Williamson Group Sothebys Intl. Realty
Agency Contact: Cell: 410-200-3536
Agent Name: Keri Cole

IDX logo

TOUR THIS HOME

Choose a date and time to see 2033 South Road, Woodstock, VT 05091.
An agent will get in touch to confirm your request shortly.

Request a Showing
Choose your video chat app
  • Thursday September 24
  • Friday September 25
  • Saturday September 26
  • Sunday September 27
  • Monday September 28
  • Tuesday September 29
  • Wednesday September 30
  • Thursday October 1
  • Friday October 2
  • Saturday October 3
  • Sunday October 4
  • Monday October 5
  • Tuesday October 6
  • Wednesday October 7
  • Thursday October 8
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 4,554.37 per month $3,104.67 Principal & Interest $1,042.83 Property Tax $406.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Login to My Homefinder