4427 W Hill Rd S

$1,600,000
Price
5
Beds
3,040 Sq. Ft.
$526 / Sq. Ft.
3,040
Sq. Ft.
$526
per Sq. Ft.

Description

One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two fireplaces with your favorite beverage while watching the snow fall. The great room features a 90-inch TV,...One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two fireplaces with your favorite beverage while watching the snow fall. The great room features a 90-inch TV, perfect for watching your favorite sporting event. Outdoors, you’ll find a grill and seating area for dining under the stars beside a six-person hot tub and an eight-person sauna. After your meal, gather around the fire pit to roast marshmallows and take in the beauty of the surrounding forest. No expense was spared in creating this extraordinary Vermont home—thoughtfully designed for comfort, connection, and unforgettable memories. Closing to occur Jan. 4th or thereafter.
  1. Listed by Carrie Mathews • Winhall Real Estate

Property Details for 4427 West Hill Road South

Zoning
Res
LISTING UPDATED: 10/24/2025 02:28 PM

Property Details for 4427 West Hill Road South

StatusActive
MLS #5067060
Days on Market64
Taxes$13,448 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2006
Lot Size11.12 AC / 484,387 SF
CountyWindham County

Location

Listing Courtesy of Winhall Real Estate
Add your commute

Building Information for 4427 West Hill Road South

Stories2Year Built2006Building Size-Lot Size11.12 AC / 484,387 SF

Payment Calculator

$9,027 per month

30 year fixed, 6.28% Interest

Principal and Interest

$7,906

Property Taxes

$1,121

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4427 West Hill Road South

Summary
Location and General Information
  • City: Jamaica
  • County: VT-Windham
  • Directions: Rt. 30 to West Hill Road South...House is on the right, look for carved bear.
  • Latitude: 43.109778000001000
  • Longitude: -72.803819000000004
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Zip Code: 05343
Taxes and HOA Information
  • SPAN Number: 324-101-10061
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Lot Features: Country Setting, Landscaped, Ski Area, Near Skiing
  • Lot Size Acres: 11.12
  • Road Frontage Length: 250.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 2006
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Cable
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Metal
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Mini Fridge, Refrigerator, Washer, Gas Stove
  • Basement: No
  • Flooring: Manufactured, Tile, Wood
  • Heating: Propane, Baseboard, Hot Water
  • Cooling: Other
  • Total Stories: 2.5

Property History for 4427 West Hill Road South

DateEvent & SourcePriceAppreciation
Oct 23, 2025

Listed (Active)

New England Real Estate Network #5067060

$1,600,000
Jul 23, 2019

Sold (Public Record)

Public Record #649154079

$449,000
Jul 15, 2019

Sold

New England Real Estate Network #4758239

$449,000
Jul 15, 2019

Pending

New England Real Estate Network #4758239

Jun 13, 2019

Listed (Active)

New England Real Estate Network #4758239

$449,000
Dec 2, 2017

Expired

New England Real Estate Network #4640738

Jun 13, 2017

Listed (Active)

New England Real Estate Network #4640738

$499,000
Oct 15, 2010

Sold

New England Real Estate Network #3105231

$386,000
Sep 1, 2010

Pending

New England Real Estate Network #3105231

May 22, 2010

Expired

New England Real Estate Network #3037853

Feb 22, 2010

Price Change

New England Real Estate Network #3105231

$459,900
Feb 22, 2010

Listed (Active)

New England Real Estate Network #3105231

$399,000
Mar 16, 2007

Listed (Active)

New England Real Estate Network #3037853

$829,000
DateEvent & SourcePrice
10/23/2025

Listed (Active)

New England Real Estate Network #5067060

$1,600,000
07/23/2019

Sold (Public Record)

Public Record #649154079

$449,000
07/15/2019

Sold

New England Real Estate Network #4758239

$449,000
07/15/2019

Pending

New England Real Estate Network #4758239

06/13/2019

Listed (Active)

New England Real Estate Network #4758239

$449,000
12/02/2017

Expired

New England Real Estate Network #4640738

06/13/2017

Listed (Active)

New England Real Estate Network #4640738

$499,000
10/15/2010

Sold

New England Real Estate Network #3105231

$386,000
09/01/2010

Pending

New England Real Estate Network #3105231

05/22/2010

Expired

New England Real Estate Network #3037853

02/22/2010

Price Change

New England Real Estate Network #3105231

$459,900
02/22/2010

Listed (Active)

New England Real Estate Network #3105231

$399,000
03/16/2007

Listed (Active)

New England Real Estate Network #3037853

$829,000

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

Public Records for 4427 West Hill Road South

Taxable ValueLand$66,500Additions$423,400Total$489,900
Tax Record2024$12,644 ($1,054 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,040 SqFtAbove Grade Finished SqFt3,040 SqFtStories2Lot Size484,387 SqFtStyleSingle Family ResidenceYear Built2006CountyWINDHAMAPN(101) 000K-41Fireplace TypeHas Fireplace

Schools near 4427 West Hill Road South

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
Rating
School
Distance
Jamaica Village School
PublicPK to 5

Leland & Gray Uhsd #34
Public6 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.

Similar Homes

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4427 West Hill Road South is a single family home for sale in Jamaica, VT 05343. This property was listed for sale on October 23, 2025 by Winhall Real Estate, it's currently listed at $1,600,000. It has been on the market for a total of 64 days and was last sold on July 23, 2019. 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 and Leland & Gray Uhsd #34. 4427 West Hill Road South is a 5-bed, 4-bath, 3,040 sqft single family home built in 2006.

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 Winhall Real Estate

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 12/26/2025 07:57 AM