2033 South Road

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Active

$1,395,000

4 beds3 baths3,306 sqft

2033 South Rd, Woodstock, VT 05091

Est: $8,490/moGet pre-approved

Single FamilyProperty Type

3.34 acresLot Size

1850Year Built

$422/sq ftPrice per sq ft

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...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.

17 days on Market

Listed by: Keri Cole • Williamson Group Sothebys Intl. Realty Cell: 410-200-3536

Last updated: 09/19/2026 07:01 AM • Source: New England Real Estate Network, MLS#: 5110412

Location

Listing Courtesy of Williamson Group Sothebys Intl. Realty

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$8,490 per month

30 year fixed, 7.03% Interest

Principal and Interest

$7,447

Property Taxes

$1,043

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property Information for 2033 South Road

Property Details

Taxes: $12,515 / year
MLS Type: Residential / Single Family
County: Windsor County
Water Body Type: Brook/Stream
Water View: Yes
Zoning: R1

Building Information

Stories: 2
Year Built: 1850
Lot Size: 3.34 AC / 145,490 SF

Summary

Location and General Information

City: Woodstock
County: VT-Windsor

Latitude: 43.595552965439573
Longitude: -72.517471364418029
Road Frontage: Yes
Seasonal: No
State: VT
Street Designation: Road
Zip Code: 05091

Taxes and HOA Information

SPAN Number: 786-250-10396
Tax Year: 2027

Taxes TBD: No

Parking

Garage: No
Driveway: Gravel

Virtual Tour

Property Panorama Virtual Tour: https://tour.primemls.com/2033-South-Road-Woodstock-VT-05091/unbranded

Property

Lot Information

Lot Features: Level, Open, Trail/Near Trail, Near Shopping, Near Skiing, Near School(s)
Lot Size Acres: 3.34

Road Frontage Length: 150.0
Water Body Access: Yes
Water Body Name: Kedron Brook
Total Finished Area: 3306.0
Above Grade Finished Area: 2295.0
Above Grade Finished Area Source: Measured
Above Grade Unfinished Area: 0.0
Below Grade Finished Area: 1011.0
Below Grade Finished Area Source: Measured
Below Grade Unfinished Area: 120.0
BelowGradeUnfinishedAreaSource: Estimated
Lot Size Square Feet: 145490.0
Total Area: 3426.0

Property and Assessments

Property Class: Residential
Property Type: Single Family

Property Condition: Updated/Remodeled
Flood Zone: Land Only
PreConstruction: No
Surveyed: Unknown
Water Body Restrictions: Unknown
Year Built: 1850
School District: Mountain Views Supervisory Union
High School: Woodstock Senior UHSD #4
Middle/Jr School: Woodstock Union Middle Sch
Elementary School: Woodstock Elementary School

Utilities

Electric: 200+ Amp Service
Sewer: Private, Septic

Water Source: Drilled Well
Utilities: Cable Available, Telephone Available
Water Access Details: Directly Adjoining
Internet: Fiber Optic Internet

Interior and Exterior Features

Exterior Features

Construction Materials: Wood Frame, Composition Exterior
Roof: Standing Seam

Interior Features

Appliances: Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer
Basement: Yes

Basement Access Type: Walkout
Basement Description: Climate Controlled, Daylight, Finished, Interior Access, Interior Stairs, Walkout
Flooring: Slate/Stone, Wood
Heating: Baseboard, Electric, Heat Pump, Hot Water, Boiler
Cooling: Mini Split, Multi Zone
Total Stories: 2
Rooms Total: 12
Bathrooms Full: 1
Bathrooms Half: 0
Bathrooms One Quarter: 0
Bathrooms Three Quarter: 2
Bedrooms Total: 4
Bathrooms Total: 3

Property History for 2033 South Road

Date	Event & Source	Price	Appreciation
Sep 17, 2026	Listed (Active) New England Real Estate Network #5110412	$1,395,000	—
Apr 9, 2018	Sold (Public Record) Public Record #619963905	$390,000	+10.8% / yr
Apr 6, 2018	Sold New England Real Estate Network #4619630	$390,000	—
Feb 28, 2017	Price Change New England Real Estate Network #4619630	$439,000	—
Feb 28, 2017	Listed (Active) New England Real Estate Network #4619630	$425,000	—
Jul 30, 2015	Sold (Public Record) Public Record #554050415	$295,500	—
Jul 23, 2015	Sold New England Real Estate Network #4427403	$295,500	—
Jul 23, 2015	Pending New England Real Estate Network #4427403		—
Jun 3, 2015	Listed (Active) New England Real Estate Network #4427403	$280,000	—

Date	Event & Source	Price
09/17/2026	Listed (Active) New England Real Estate Network #5110412	$1,395,000
04/09/2018	Sold (Public Record) Public Record #619963905	$390,000 +10.8% / yr
04/06/2018	Sold New England Real Estate Network #4619630	$390,000
02/28/2017	Price Change New England Real Estate Network #4619630	$439,000
02/28/2017	Listed (Active) New England Real Estate Network #4619630	$425,000
07/30/2015	Sold (Public Record) Public Record #554050415	$295,500
07/23/2015	Sold New England Real Estate Network #4427403	$295,500
07/23/2015	Pending New England Real Estate Network #4427403	—
06/03/2015	Listed (Active) New England Real Estate Network #4427403	$280,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2033 South Road

Taxable Value

Land

$116,600

Additions

$181,900

Total$298,500

Tax Record

2025

$7,961 ($663 / month)

Home Facts

Beds

Baths

2.5

Total Finished SqFt

1,688 SqFt

Above Grade Finished SqFt

1,688 SqFt

Unfinished Basement SqFt

844 SqFt

Stories

Lot Size

145,490 SqFt

Style

Single Family Residence

Year Built

1960

Year Renovated

1960

County

WINDSOR

APN

(250) 08.04.08

Schools near 2033 South Road

This home is within Windsor Central Unified Union School District.


Rating	School	Type	Grades	Distance
9/10	Woodstock Elementary School	Public - Serves this home	PK to 6	1.8 mi
9/10	Woodstock Senior Uhsd #4	Public - Serves this home	7 to 12	1.8 mi


Rating	School	Distance
9/10	Woodstock Elementary School PublicPK to 6 Serves this home	1.8 mi
9/10	Woodstock Senior Uhsd #4 Public7 to 12 Serves this home	1.8 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 2033 South Road, Woodstock, VT 05091

2033 South Road is a single family home for sale in Woodstock, VT 05091. This property was listed for sale on September 17, 2026 by Williamson Group Sothebys Intl. Realty, it's currently listed at $1,395,000. It has been on the market for a total of 17 days and was last sold on April 9, 2018. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Woodstock Elementary School and Woodstock Senior Uhsd #4. 2033 South Road is a 4-bed, 3-bath, 3,306 sqft single family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.