139 Charlie Hill Rd

3,817 Sq. Ft.
$470 / Sq. Ft.
3,817
Sq. Ft.
$470
per Sq. Ft.

Description

Western-facing sunset views over the Catskill Mountains-the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent...Western-facing sunset views over the Catskill Mountains-the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views. The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique "crow's nest." Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down.
  1. Listed by Mimi Harson • William Pitt Sotheby's Int'l
    P: (860)-671-1557 C: (860)-671-1557 mharson@wpsir.com
  2. Listed by Phil Fox • William Pitt Sotheby's Int'l
    P: (860)-927-1141 C: (310)-308-5289 pfox@wpsir.com

Property Details for 139 Charlie Hill Road

Basement Description
Crawl Space
Direct Waterfront
Yes
Garages Number
0
Neighborhood
N/A
Style
Colonial
Swimming Pool
No

Open Houses

Sunday, Jun 7th10:00 AM - 1:00 PM
LISTING UPDATED: 06/05/2026 01:49 PM

Property Details for 139 Charlie Hill Road

StatusActive
MLS #24181338
Days on Market1
Taxes$32,830 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1989
Lot Size12.55 AC / 546,678 SF
CountyDutchess County

Location

Listing Courtesy of William Pitt Sotheby's Int'l
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Building Information for 139 Charlie Hill Road

Stories-Year Built1989Building Size-Lot Size12.55 AC / 546,678 SF

Payment Calculator

$11,681 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,945

Property Taxes

$2,736

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 139 Charlie Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 22 to McGhee Hill Rd to Charlie Hill Rd, look for "Wailing Winds" sign
  • Elementary School: Webutuck
  • High School: Webutuck
  • Latitude: 41.92978
  • Longitude: -73.577219
  • State: New York
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $32,830
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Shed, Porch, French Doors
  • Waterfront Description: Pond
Interior Features
  • Appliances Included: Electric Cooktop, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Heat Pump
  • Heat Type: Baseboard, Heat Pump
  • Attic YN: No
  • Fireplaces Total: 4
  • Interior Features: Security System
  • Laundry Room Info: Lower Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Cathedral Ceiling,Beams,Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Office
Room 3
  • Room Entry Order: 2
  • Room Features: Cathedral Ceiling,Beams,Fireplace
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 5375E44A54D873E4E063E201100AE668
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Half Bath
Room 6
  • Room Entry Order: 5
  • Room Features: Balcony/Deck
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath
  • Room Level: Lower
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Fireplace
  • Room Level: Lower
  • Room Type: Family Room
Room 9
  • Listing Key: 5375E44A54D873E4E063E201100AE668
  • Room Entry Order: 8
  • Room Features: Full Bath
  • Room Level: Lower
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Features: Half Bath
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1989
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: finished above grade
Lot Information
  • Lot Description: Rolling, Water View
  • Parcel Number: 999999999
  • Sq Ft Est Heated Above Grade: 3817.0
  • Sq Ft Total: 3817.0
  • Zoning: residential
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 139 Charlie Hill Road

Taxable ValueLand$347,400Additions$1,766,200Total$2,113,600
Tax Record2025$32,831 ($2,736 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,817 SqFtAbove Grade Finished SqFt3,817 SqFtStories3Lot Size546,678 SqFtStyleMiscellaneous ResidentialYear Built1989Year Renovated1995ZoningA5ACountyDUTCHESSAPN133889 7070-00-555396-0000Fireplace TypeHas Fireplace

Schools near 139 Charlie Hill Road

This home is within Northeast Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - 4 to 8
Public - 9 to 12
Rating
School
Distance
Webutuck Elementary School
PublicPK to 3

Eugene Brooks Middle School
Public4 to 8

Webutuck High School
Public9 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

139 Charlie Hill Road is a single family home for sale in Millerton, NY 12546. This listing's school district is Northeast Central School District. Nearby schools include Webutuck Elementary School, Eugene Brooks Middle School and Webutuck High School. 139 Charlie Hill Road is a 4-bed, 5-bath, 3,817 sqft single family home built in 1989.

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 06/05/2026 01:49 PM