Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Luxury Homes in Woodstock, VT
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

27 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Luxury Homes in Woodstock, VT

Luxury Homes in Woodstock, VT

Hide Map
17 of 27 Listings
Map

Luxury Homes in Woodstock, VT

17 of 27 Listings

Your local brokerage

JW

John White

Realty.com

Lic. #81.0094848

Call John
  1. 2033 South Road — photo53Active

    $1,395,000

    4 bd · 3 ba · 3,306 sqft

    2033 South Road, Woodstock, VT

    Keri Cole · Williamson Group Sothebys Intl. Realty

  2. 16 Church Street — photoPrice Reduced60Active

    $1,195,000

    4 bd · 3 ba · 3,979 sqft

    16 Church Street, Woodstock, VT

    Laird Bradley · Williamson Group Sothebys Intl. Realty

  3. 115 Eastman Road — photo29Active

    $5,875,000

    3 bd · 4 ba · 5,384 sqft

    115 Eastman Road, Woodstock, VT

    T Story Jenks · LandVest, Inc/Woodstock

  4. 915 Peterkin Hill Road — photo56Active

    $2,300,000

    5 bd · 6 ba · 3,489 sqft

    915 Peterkin Hill Road, Woodstock, VT

    Gretchjen Smith · Williamson Group Sothebys Intl. Realty

  5. 2706 East Woodstock Road — photoPrice Reduced60Active

    $1,645,000

    4 bd · 4 ba · 4,800 sqft

    2706 East Woodstock Road, Woodstock, VT

    John F Bassette · Bassette Real Estate Group

  6. 5798 South Road — photo58Active

    $2,950,000

    8 bd · 8 ba · 6,200 sqft

    5798 South Road, Woodstock, VT

    Gretchjen Smith · Williamson Group Sothebys Intl. Realty

  7. 1522 Barnard Road — photoPrice Reduced57Active

    $1,395,000

    5 bd · 4 ba · 3,648 sqft

    1522 Barnard Road, Woodstock, VT

    Keri Cole · Williamson Group Sothebys Intl. Realty

  8. 3090 South Road — photo52Active

    $1,495,000

    3 bd · 3 ba · 2,650 sqft

    3090 South Road, Woodstock, VT

    John Snyder · Snyder Donegan Real Estate Group

  9. 2358 Long Hill Road — photo51Active

    $6,673,000

    5 bd · 4 ba · 4,165 sqft

    2358 Long Hill Road, Woodstock, VT

    T Story Jenks · LandVest, Inc/Woodstock

  10. 114 Oak Ridge Way — photo60Active

    $2,500,000

    4 bd · 4 ba · 5,127 sqft

    114 Oak Ridge Way, Woodstock, VT

    Tami Sullivan · Snyder Donegan Real Estate Group

  11. 2394 Fletcher Hill Road — photo33Active

    $1,895,000

    2 bd · 3 ba · 2,944 sqft

    2394 Fletcher Hill Road, Woodstock, VT

    John Snyder · Snyder Donegan Real Estate Group

  12. 39 Elm Street B — photo54Active

    $1,600,000

    3 bd · 4 ba · 3,294 sqft

    39 Elm Street B, Woodstock, VT

    Derek Cosentino · Four Seasons Sotheby's Int'l Realty

  13. 249 Sawyer Road — photoPrice Reduced21Active

    $2,950,000

    3 bd · 5 ba · 3,682 sqft

    249 Sawyer Road, Woodstock, VT

    Andrew D Bustin · LandVest, Inc/Woodstock

  14. 355 Greene Road — photoPrice Reduced59Active

    $14,900,000

    7 bd · 10 ba · 12,520 sqft

    355 Greene Road, Woodstock, VT

    Christopher W Lang · Bravynia

  15. 26 Mt Peg Road a — photo32Active

    $1,195,000

    3 bd · 4 ba · 2,592 sqft

    26 Mt Peg Road a, Woodstock, VT

    Mary G Mayhew · Snyder Donegan Real Estate Group

  16. 26 Mt Peg Road D — photo31Active

    $1,195,000

    3 bd · 4 ba · 2,385 sqft

    26 Mt Peg Road D, Woodstock, VT

    Mary G Mayhew · Snyder Donegan Real Estate Group

  17. 41 Pleasant Street — photo53Active

    $2,599,000

    9 bd · 11 ba · 5,993 sqft

    41 Pleasant Street, Woodstock, VT

    Jennifer Falvey · KW Vermont Woodstock

12

Explore Woodstock homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
  • Co-ops
Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

NEREN
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
PrimeMLS
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site 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.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    JW

    John White

    Realty.com

    Lic. #81.0094848

    Call John

    Woodstock, VT community profile

    Population
    909
    Median income
    $118,182
    Housing units
    563
    People per sq. mi.
    10
    Area
    90.8 sq. mi.

    Source: HJN community data

    Woodstock housing market

    August 2026 · This period is still settling

    Homes on the market · MLS, as of Aug 30, 2026

    Median list price
    $1,095,000
    Homes for sale
    44

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    2,000 sq. ft.