139 Charlie Hill Road

Closed 9/25/26
Closed 9/25/26
1
2
3 LR 4
4 LR 1
4 LR 3
4a LR view
5 LR 2
6 kitchen
7 kitchen 4
8 kitchen 3
9 kitchen 1
10 PBR 2
12 PBR
13
14
15
16 BR 1A
17 lower 3
18 BR 2
19 lower
20 wet bar
21 BR 3
22 office
23 office2
24 crows nest
25 crows nest view
26 LR
27 porch a
28 porch view
29 porch
30 porch3
31 entry
32 driveway
33 garden stairs
35 bench
36 patio
37 house
38 pond 2
39
40 pond
41 yard
42
Sold
Last Sold Price
$1,800,000
4 beds3,817 sqft

139 Charlie Hill Rd, Millerton, NY 12546

Single FamilyProperty Type
12.55 acresLot Size
1989Year Built
$472/sq ftPrice 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...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.
  • Listed by: Mimi Harson • WILLIAM PITT SOTHEBY'S - SALISBURY
Listing closed: 09/25/2026 04:08 PM • Source: Berkshire County Board of REALTORS, MLS#: 249775
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Location

Listing Courtesy of WILLIAM PITT SOTHEBY'S - SALISBURY

Sold By NON-MEMBER / RECIPROCAL

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$12,345 per month

30 year fixed, 7.03% Interest

Principal and Interest

$9,609

Property Taxes

$2,736

HOA Dues

$0

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Property Information for 139 Charlie Hill Road

Property Details

  • Taxes: $32,830 / year
  • MLS Type: Residential
  • County: Dutchess County
  • Architectural Style: Timber Frame
  • View: Water, Scenic, Pond, Pastoral, Hill/Mountain, Distant
  • Parking Spaces Type: Off Street
  • Waterfront: Yes
  • Zoning Description: Residential

Building Information

  • Year Built: 1989
  • Lot Size: 12.55 AC / 546,678 SF

Summary

Location and General Information
  • Directions: Rt 22 to McGhee Hill Rd (county rt 64) to Charlie Hill Rd. Look for sign ''Wailing Winds''
  • MLS Area Major: Outside Berkshire New York
  • Latitude: 41.93
  • Longitude: -73.58
  • MLS Area Minor: Outside Berkshire New York
  • Views Distant: Yes
  • Views HillMountain: Yes
  • Views Pastoral: Yes
  • Views Scenic: Yes
  • Views Water: Yes
Taxes and HOA
  • Association Fee: $.00
  • Tax Amount: $32,830.00
  • Tax Year: 2026
School Information
  • High School: Webatuck
  • Elementary School: Other
  • Elementry School: Other
Parking
  • Garage Spaces: .00
  • Other Parking: Off Street
  • Attached Garage: No
  • Garage Stalls: .00
  • Garage None: Yes
Virtual Tour
  • Virtual Tours Count: 0

Property

Lot Information
  • Lot Size Area: 12.55
  • Lot Size Units: Acres
  • Lot Size Acres: 12.55
  • Lot Size Dimensions: 00x00
  • Lot Size Square Feet: 546678.0
  • Square Feet Source: Assessor
  • Living Area: 3817.0
  • Building Area Total: 3817.0
  • Property Type: Residential
  • Restrict Covenants No: Yes
  • Restrict Covenants Yes: Yes
Property and Assessments
  • Floor Plans Count: 3
  • Total Bathrooms Source: MLS
  • Photos Count: 42
  • Videos Count: 0
  • Documents Count: 1
  • Property Type: Residential
  • Easement Unknown: Yes
  • Survey Yes: Yes
  • Year Built: 1989
  • Year Built Source: Assessor
  • Flood Hazard Area No: Yes
  • Title V Not Applicable: Yes
Utilities
  • Sewer: Private
  • Water: Yes
  • Water Access Well: Yes
  • Drilled Well Detail: Yes
  • Sewer Private: Yes
  • Electric Type 200 Amp: Yes
  • Internet Service Cable Available: Yes

Interior and Exterior Features

Exterior Features
  • Exterior Features: Porch, Patio
  • Exterior Amenities Patio: Yes
  • Exterior Amenities Pond: Yes
  • Exterior Amenities Porch: Yes
  • Waterfront Pond: Yes
  • Exterior Siding Clapboard: Yes
  • Right of Way Unknown: Yes
  • Post Beam Timber Frame: Yes
  • Style Timber Frame: Yes
Interior Features
  • Baths Half: 2
  • Baths Total: 5.00
  • Baths Full: 3
  • Total Bathrooms: 5
  • Bathrooms Total Decimal: 4.00
  • Bathrooms Total Notational: 3.20
  • Total Rooms: 9.00
  • Heating: Propane, Hot Water
  • Kitchen Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Washer
  • Heating: Yes
  • Underground Oil Tank Unk: Yes
  • Building Information Exterior Color: grey
  • Building Information Wood Fireplace: 4
  • Interior Features: Alarm System, Cable Available, Cathedral Ceilings, Fireplace (s), Interior Balcony, Walk-In Closet(s)
  • Interior Amenities Alarm System: Yes
  • Interior Amenities Cathedral Ceilings: Yes
  • Interior Amenities Fireplaces: Yes
  • Interior Amenities Interior Balcony: Yes
  • Interior Amenities WalkIn Closet: Yes
  • Basement Crawl: Yes
  • Fuel Propane: Yes
  • Hot Water Electric: Yes
  • Appliances Included Cooktop: Yes
  • Appliances Included Dishwasher: Yes
  • Appliances Included Dryer: Yes
  • Appliances Included Refrigerator: Yes
  • Appliances Included Washer: Yes
  • Floor Wood: Yes
  • Floor Other: tile
  • Heat/Cool/Vent Heat Pump: Yes
  • Heat/Cool/Vent Hot Water: Yes
  • Lead Paint NA built after 1978: Yes

Room Information

Room Details
  • Rooms Total: 9
  • Room Type: Foyer, Half Bathroom, Living Room, Dining Room, Kitchen, Primary Bedroom, Bedroom 1, Family Room, Bedroom 2, Bedroom 3, Office
Room 1
  • Room Type: Foyer
  • Room Level: First
Room 2
  • Room Type: Half Bathroom
  • Room Level: First
Room 3
  • Room Type: Living Room
  • Room Level: First
Room 4
  • Room Type: Dining Room
  • Room Level: First
Room 5
  • Room Type: Kitchen
  • Room Level: First
Room 6
  • Room Type: Primary Bedroom
  • Room Level: First
  • Room Description: en-suite bath
Room 7
  • Room Type: Bedroom 1
  • Room Level: Lower
  • Room Description: en-suite bath
Room 8
  • Room Type: Family Room
  • Room Level: Lower
  • Room Description: fireplace, wet-bar
Room 9
  • Room Type: Bedroom 2
  • Room Level: Lower
  • Room Description: en-suite bath, fireplace
Room 10
  • Room Type: Bedroom 3
  • Room Level: Second
  • Room Description: half-bath
Room 11
  • Room Type: Office
  • Room Level: Second

Rental

Rental Information
  • Certified Occupancy Yes: Yes

Property History for 139 Charlie Hill Road

DateEvent & SourcePriceAppreciation
Sep 25, 2026

Sold

Berkshire County Board of REALTORS #249775

$1,800,000—
Sep 25, 2026

Sold

ONEKEY #1009358

$1,800,000—
Sep 25, 2026

Sold

HVCR MLS #20263012

$1,800,000—
DateEvent & SourcePrice
09/25/2026

Sold

Berkshire County Board of REALTORS #249775

$1,800,000
09/25/2026

Sold

ONEKEY #1009358

$1,800,000
09/25/2026

Sold

HVCR MLS #20263012

$1,800,000

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

Public records

139 Charlie Hill Road

Beds

4

Baths

3.5

Total Finished SqFt

3,817 SqFt

Above Grade Finished SqFt

3,817 SqFt

Stories

2

Lot Size

546,678 SqFt

Schools near 139 Charlie Hill Road

This home is within Northeast Central School District.
Rating
School
Type
Grades
Distance
Webutuck Elementary School
Public - PK to 3
Eugene Brooks Middle School
Public - 4 to 8
Webutuck High School
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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 139 Charlie Hill Road, Millerton, NY 12546
$1,800,000
4
3,817
546,678
105 Charlie Hill Road, Unit 115, Millerton, NY 12546
$1,350,000
3
3,044
438,214
Charlie Hill Road, Millerton, NY 12546
$150,000
–
–
–
266,152
158 Charlie Hill Road, North East, NY 12546
$2,250,000
3
5,728
275,299
196 Charlie Hill Road, Millerton, NY 12546
$450,000
3
2,592
457,380
112 Charlie Hill Road, Millerton, NY 12546
$1,600,000
3
1,782
441,698

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 - SALISBURY

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: 09/25/2026 04:08 PM