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Single family home for sale at 2033 South Rd, Woodstock, VT 05091 | MLS# 5110412 | Listing updated on 2026-09-19
Photo 1 of Single family home for sale at 2033 South Rd, Woodstock, VT 05091 | MLS# 5110412 | Listing updated on 2026-09-19
Photo 2 of Single family home for sale at 2033 South Rd, Woodstock, VT 05091 | MLS# 5110412 | Listing updated on 2026-09-19
Photo 3 of Single family home for sale at 2033 South Rd, Woodstock, VT 05091 | MLS# 5110412 | Listing updated on 2026-09-19
Photo 4 of Single family home for sale at 2033 South Rd, Woodstock, VT 05091 | MLS# 5110412 | Listing updated on 2026-09-19
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Listed by: Keri Cole | Williamson Group Sothebys Intl. Realty (802) 457-2000

$1,395,000

Monthly Est:$6,943

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,295sqft

2033 South Rd, Woodstock, VT 05091

$6,943/moEst:

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  • Single Family Residence

  • Built in 1850

  • $-- HOA

  • 3.34 acres lot

  • $608/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 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.

  • Houzeo last checked: 7 minutes ago
  • Listing updated: September 19, 2026 at 7:01 am
  • Source: NEREN/Prime MLS-NH | MLS#: 5110412 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Woodstock

  • Neighborhood

    --

  • Year Built

    1850

  • HOA Fees

    -

  • Finished Area

    2,295 sqft

  • Lot Size

    3.34 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5110412

  • MLS Status

    (10) Active - Active

  • Days on Market

    47

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Range, Refrigerator, Washer

  • Heating

    Baseboard, Electric, Heat Pump, Hot Water, Boiler

  • Exterior Features

    Patio

  • Cooling

    Zoned, Mini Split

  • Interior Features

    Ceiling Fan(s), 2 Fireplaces, Kitchen Island, Primary Br W/ Ba, Natural Light

  • Flooring

    Slate/stone, Wood

  • Sewer

    Private, Septic Tank

Construction

  • Year Built

    Year Built: 1850

  • Home type

    Single Family Residence

  • Property Condition

    Updated/remodeled

  • Construction Materials

    Wood Frame, Composition Exterior

  • Architectural Style

    Farmhouse

  • Roof

    Standing Seam

  • Foundation Details

    Concrete

Utilities & Energy

  • Utilities

    Cable Available, Phone Available

  • Electric

    200+ Amp Service

  • Water Source

    Drilled Well

  • Basement

    Climate Controlled, Daylight, Finished, Interior Stairs, Walk Out Access, Interior Entry

Other Features

  • Lot Features

    Level, Open Lot, Trail/near Trail, Near Shopping, Near Skiing, Near School(s)

Price History

DateEventPrice

09/19/2026

Source: mls_logoNEREN/Prime MLS-NH #5110412

Listed for Sale

$1,395,000 +257.69%

$608/sqft

04/10/2018

Source: mls_logoNEREN/Prime MLS-NH #4619630

Price Decreased

$390,000 -8.24%

$170/sqft

07/30/2017

Source: mls_logoNEREN/Prime MLS-NH #4619630

Sold

$425,000

$185/sqft

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Based on information from PrimeMLS Inc. through Nov 04, 2026, 02:16AM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non- commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated Nov 04, 2026, 02:16AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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