585 Pleasant Valley Rd

$1,250,000
Price
4,704,480 / 108
Lot Size / Acres

Description

108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic Views A rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible potential. Permits are in place for a 6-bedroom home, plus a 4-bedroom home on a 5-acre development lot. Underground power...108 Acres of Pristine Land For Sale – 2 Miles to Stratton Sun Bowl with Panoramic Views A rare opportunity to own ~108 acres of stunning land with sweeping views of Stratton’s Sun Bowl and Mount Snow. Just 2 miles to the Sun Bowl base and 15 minutes to Mount Snow, this Jamaica, VT property (on the Stratton line) offers unmatched privacy, no zoning restrictions, and incredible potential. Permits are in place for a 6-bedroom home, plus a 4-bedroom home on a 5-acre development lot. Underground power is already run to the highest point—ideal for building and capturing panoramic views. The land features rolling hills, private ponds, and direct access to nature. Bordering 1,173 acres of Green Mountain National Forest on the eastern side, you’ll enjoy forever-protected views and privacy. Much of the land is enrolled in Vermont’s Current Use program for reduced taxes. Snowmobile, ATV, or simply enjoy the quiet serenity and wide-open skies. In addition to purchase of the land, architectural plans for a timber frame home, custom windows, and a full timber frame package available for sale. Whether you’re building a retreat, estate, or exploring development, this is a one-of-a-kind Vermont opportunity.
  1. Listed by Britt Wohler • WOHLER REALTY GROUP

Property Details for 585 Pleasant Valley Road

Zoning
N/A
LISTING UPDATED: 09/19/2025 02:45 PM

Property Details for 585 Pleasant Valley Road

StatusActive
MLS #5033269
Days on Market246
Taxes$1,612 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeLand
MLS TypeLand
Year Built-
Lot Size108.00 AC
CountyWindham County

Location

Listing Courtesy of WOHLER REALTY GROUP
Add your commute

Building Information for 585 Pleasant Valley Road

Lot Size108.00 AC

Payment Calculator

$6,311 per month

30 year fixed, 6.28% Interest

Principal and Interest

$6,177

Property Taxes

$134

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 585 Pleasant Valley Road

Summary
Location and General Information
  • City: Jamaica
  • County: VT-Windham
  • Latitude: 43.085183000001003
  • Longitude: -72.863589000000005
  • Road Frontage: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05343
Taxes and HOA Information
  • SPAN Number: 324-101-10239
  • Tax Year: 2024
  • Taxes TBD: No
Property
Lot Information
  • Lot Features: Mountain, Near Golf Course, Near Skiing, Near Snowmobile Trails, Mountain View, Pond, Pond Site, Ski Area, Timber, View, Walking Trails, Wooded, Near ATV Trail, Near School(s)
  • Lot Size Acres: 108.0
Property and Assessments
  • Current Use: Yes
  • Property Class: Land
  • Flood Zone: No
  • Resort: No
  • Surveyed: Yes
Utilities
  • Electric: On-Site
  • Sewer: Septic Design Available
  • Water Source: None
  • Utilities: None
  • Internet: None

Property History for 585 Pleasant Valley Road

DateEvent & SourcePriceAppreciation
Mar 24, 2025

Listed (Active)

New England Real Estate Network #5033269

$1,250,000
May 28, 2021

Sold

New England Real Estate Network #4740976

$400,000
May 27, 2021

Pending

New England Real Estate Network #4740976

Mar 19, 2019

Listed (Active)

New England Real Estate Network #4740976

$445,000
Feb 16, 2019

Expired

New England Real Estate Network #4677786

Feb 22, 2018

Listed (Active)

New England Real Estate Network #4677786

$549,000
DateEvent & SourcePrice
03/24/2025

Listed (Active)

New England Real Estate Network #5033269

$1,250,000
05/28/2021

Sold

New England Real Estate Network #4740976

$400,000
05/27/2021

Pending

New England Real Estate Network #4740976

03/19/2019

Listed (Active)

New England Real Estate Network #4740976

$445,000
02/16/2019

Expired

New England Real Estate Network #4677786

02/22/2018

Listed (Active)

New England Real Estate Network #4677786

$549,000

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

Public Records for 585 Pleasant Valley Road

Taxable ValueLand$159,800Additions-Total$159,800
Tax Record2024$4,124 ($344 / month)
Home Facts
Beds0Lot Size4,704,480 SqFtStyleResidentialCountyWINDHAMAPN(101) 00D-14

Schools near 585 Pleasant Valley Road

This home is within West River Valley Modified Union Education District #72a.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Private - 7 to 12
Rating
School
Distance
Jamaica Village School
PublicPK to 5

Leland & Gray Uhsd #34
Public6 to 12

Stratton Mountain School
Private7 to 12

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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585 Pleasant Valley Road is a 108 ac of land for sale in Jamaica, VT 05343. This property was listed for sale on March 24, 2025 by WOHLER REALTY GROUP, it's currently listed at $1,250,000. It has been on the market for a total of 246 days and was last sold on May 28, 2021. This listing's school districts are West River Valley Modified Union Education District #72a, West River Valley Modified Union Education District #72b. Nearby schools include Jamaica Village School, Leland & Gray Uhsd #34 and Stratton Mountain School. 585 Pleasant Valley Road is a 0-bed, 0-bath, 108 ac of land on a 4,704,480 sq. ft. / 108 acres lot.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of WOHLER REALTY GROUP

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this 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. Data last updated 12/24/2025 03:02 PM