16 High W Road

Closed 9/5/25
Closed 9/5/25
photo_online_002
DJI_0125
DJI_0127
DJI_0137
photo_online_005
photo_online_006
photo_online_007
photo_online_008
photo_online_009
photo_online_010
photo_online_011
photo_online_012
photo_online_013
photo_online_014
photo_online_015
photo_online_016
photo_online_017
photo_online_018
photo_online_019
photo_online_020
photo_online_021
photo_online_022
photo_online_023
photo_online_024
photo_online_025
photo_online_026
photo_online_027
photo_online_028
photo_online_029
photo_online_030
photo_online_031
photo_online_032
photo_online_033
photo_online_034
photo_online_035
photo_online_036
photo_online_037
photo_online_038
photo_online_039
photo_online_040
photo_online_041
photo_online_042
photo_online_043
photo_online_044
photo_online_045
photo_online_046
photo_online_047
photo_online_048
photo_online_049
photo_online_050
photo_online_051
photo_online_052
photo_online_053
photo_online_054
photo_online_055
photo_online_056
photo_online_057
photo_online_058
photo_online_059
photo_online_060
photo_online_061
photo_online_062
photo_online_063
photo_online_064
photo_online_065
DJI_0135
DJI_0134
DJI_0128
DJI_0136
photo_online_000
photo_online_003
DJI_0129
DJI_0126
photo_online_001
photo_online_004
Sold
Last Sold Price
$1,450,000
5 beds4,140 sqft$350/sqft
16 High W Rd, Windham, NY 12496
Single FamilyProperty Type
2.03 acresLot Size
2017Year Built
$350/sq ftPrice per sq ft
1 carParking Spaces

Description

Ski Slope Views, Stream, Designer Finishes - Fully Furnished & Move-In Ready! Why Build When You Can Have It All Right Now? Escape the city in style—this is the ultimate Upstate retreat for luxury buyers looking to skip the hassle of building and move straight into a turn-key, fully furnished, designer-finished chalet. Just 2.5 hours from NYC and 10 minutes from Windham Mountain, this show-stopping home blends rustic elegance with modern comfort—offering unobstructed mountain views, direct views...Ski Slope Views, Stream, Designer Finishes - Fully Furnished & Move-In Ready! Why Build When You Can Have It All Right Now? Escape the city in style—this is the ultimate Upstate retreat for luxury buyers looking to skip the hassle of building and move straight into a turn-key, fully furnished, designer-finished chalet. Just 2.5 hours from NYC and 10 minutes from Windham Mountain, this show-stopping home blends rustic elegance with modern comfort—offering unobstructed mountain views, direct views of Windham's ski slopes, and high-end details throughout. Set on over 2 manicured acres in a private enclave of custom homes, the property welcomes you with a lantern-lit driveway, lush landscaping, stone walkways, and the soothing sound of a babbling stream. Inside, a dramatic great room with vaulted pine-clad ceilings, exposed native timbers, and a floor-to-ceiling wall of glass creates a light-filled, grand space ideal for entertaining. At the center is a stacked stone fireplace, surrounded by designer furnishings—many from Restoration Hardware. The open kitchen features granite countertops, modern light fixtures, stainless appliances, and a professional-grade Thor 6-burner gas stove. The adjacent dining area opens to a sunny side deck and a hot tub. Down below, the gorgeous stone patio with fire table invites relaxed evenings under the stars. This five-bedroom, 4.5-bath home is built for comfort and privacy. Three ensuite bedrooms provide ideal accommodations for loved ones and guests. Upstairs bedrooms feature vaulted ceilings, while every bath showcases custom rustic vanities, copper sinks, and tiled spa-style showers. The finished walkout lower level includes a spacious media room, wet bar, game area, the fifth bedroom, a full bathroom, and laundry. Additional perks include a slate-floored ski room with built-in bench, an attached garage, and access to forever-protected land just steps from your front door—offering scenic hiking trails and year-round connection to nature.
  • Listed by: Regina Tortorella 914.466.0329 secondhomeguru@gmail.com • Coldwell Banker Village Green
  • Listed by: Aaron Perer 518.734.4200 aaronperer.realestate@gmail.com • Coldwell Banker Village Green
Listing closed: 09/05/2025 12:00 AM • Source: HVCR MLS, MLS#: 20251905

Recent comparable sales

Median sold price

$1,571,126

Avg days on market

82

Sale-to-list ratio

97.4%

Windham, NY

9 comparable properties found

$1,535,000 | 869 County Route 10, Windham, NY 12496
1/75
1

$1,535,000

Sold 11/19/25

5
Bedrooms
3,812
Square Feet
8.6
Acres

869 County Route 10, Windham, NY 12496

a front view of a house with garden
1/65
2

$1,590,000

Sold 03/27/25

5
Bedrooms
4,233
Square Feet
9.8
Acres

128 Mt Pisgah Road, Windham, NY 12496

a front view of a house with a yard and potted plants
1/57
3

$1,237,500

Sold 10/24/24

5
Bedrooms
3,887
Square Feet
2.91
Acres

86 Timber Trail, Windham, NY 12496

an aerial view of a house with swimming pool and yard
1/30
4

$1,900,000

Sold 06/02/25

5
Bedrooms
3,148
Square Feet
0.07
Acres

22-5a Stonewall Lane, Windham, NY 12496

$1,385,000 | 18 Woldbrook Drive, Windham, ME 04062
1/93
5

$1,385,000

Sold 09/29/25

5
Bedrooms
4,463
Square Feet
1.51
Acres

18 Woldbrook Drive, Windham, ME 04062

$1,690,000 | 36 Burnham Road, Windham, NH 03087
1/2
6

$1,690,000

Sold 05/15/26

5
Bedrooms
4,653
Square Feet
1.47
Acres

36 Burnham Road, Windham, NH 03087

a front view of a house with a yard
1/97
7

$1,571,126

Sold 05/12/26

5
Bedrooms
4,312
Square Feet
1.8
Acres

102 Thunderbird Terrace, Windham, NY 12496

a living room with furniture fireplace and a flat screen tv
1/86
8

$1,709,999

Sold 02/09/26

6
Bedrooms
4,855
Square Feet
12
Acres

12 Lauren Lane, Windham, NY 12496

$1,225,000 | 6-10 Moses Little Drive, Windham, ME 04062
1/57
9

$1,225,000

Sold 02/13/26

5
Bedrooms
4,589
Square Feet
1.93
Acres

6-10 Moses Little Drive, Windham, ME 04062

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Coldwell Banker Village Green

Sold By Coldwell Banker Village Green

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$8,781 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,370

Property Taxes

$1,411

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 16 High W Road

Property Details
  • Taxes: $16,935 / year
  • MLS Type: Residential / Single Family Residence
  • County: Greene County
  • Zoning: 01
  • Basement YN: No
Building Information
  • Stories: 3
  • Year Built: 2017
  • Lot Size: 2.03 AC / 88,426 SF
Summary
Location and General Information
  • Directions: RT 23 to Mitchell Hollow Road, left onto RT 10, pass Windham Manor, See Sky Hill Road ( Blodgett) on right , Blodgett to Left on High West. House is on the Right.
  • Township: Windham
  • MLS Area Major: Windham
  • County: Greene
  • Latitude: 42.352972
  • Longitude: -74.285076
  • MLS Area Major: Windham
  • Sign On Property YN: Yes
  • Mountain(s): Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 45.00-2-25.2
  • Tax Block: 2
  • Tax Legal Description: 45.00-2-25.2
  • Tax Annual Amount: $16,935.00
Parking
  • Attached Garage YN: Yes
  • Garage YN: Yes
  • Garage Spaces: 1.0
  • Garage YN: Yes
  • Attached Garage YN: Yes
  • Garage Spaces: 1.0
  • Additional Parking: Yes
  • Driveway: Yes
  • Off Street: Yes
  • On Site: Yes
Virtual Tour
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 2.03
  • Above Grade Finished Area: 4140.0
  • Below Grade Finished Area: 982.0
  • Living Area: 4140.0
  • Lot Size Area: 2.03
  • Lot Size Units: Acres
  • Lot Size Square Feet: 88426.8
  • Above Grade Finished Area: 4140.0
  • Below Grade Finished Area: 982.0
  • Lot Size Acres: 2.03
  • Contemporary: Yes
  • Frame: Yes
  • Stone: Yes
  • Landscaped: Yes
  • Private: Yes
  • Stream On Lot: Yes
  • Views: Yes
  • Private Road: Yes
  • House: Yes
Property and Assessments
  • Owner Name: Havlick
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 2017
  • Property Sub Type: Single Family Residence
  • New Construction YN: No
  • Page: 229
  • Section: 45.00
Taxes and HOA
  • Tax Assessed Value: 647700.0
  • Tax Lot: 25.2
Utilities
  • Septic Tank: Yes
  • Well: Yes
Interior and Exterior Features
Exterior Features
  • Stories: 3
  • Fire Pit: Yes
  • Lighting: Yes
  • Paved Walkway: Yes
  • Private Yard: Yes
  • Garage(s): Yes
  • Patio: Yes
  • Side Porch: Yes
  • Shingle: Yes
Interior Features
  • Basement YN: No
  • Fireplaces Total: 1
  • Fireplace YN: Yes
  • Room Total: 0
  • Bathrooms Total (Integer): 5
  • Bathrooms Total (Decimal): 4.5
  • Bathrooms Total (Notational): 4.1
  • Heating: Yes
  • Bedrooms Total: 5
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Half: 1.0
  • Fireplace YN: Yes
  • Dishwasher: Yes
  • Microwave: Yes
  • Range: Yes
  • Range Hood: Yes
  • Refrigerator: Yes
  • Stainless Steel Appliance(s): Yes
  • Tankless Water Heater: Yes
  • Water Purifier Owned: Yes
  • Great Room: Yes
  • Softwood: Yes
  • Tile: Yes
  • Central: Yes
  • Forced Air: Yes
  • Bar: Yes
  • Chandelier: Yes
  • Entrance Foyer: Yes
  • Granite Counters: Yes
  • High Ceilings: Yes
  • High Speed Internet: Yes
  • Hot Tub: Yes
  • Kitchen Island: Yes
  • Open Floorplan: Yes
  • Recessed Lighting: Yes
  • Vaulted Ceiling(s): Yes
  • Wet Bar: Yes
  • Laundry Room: Yes
  • Tri-Level: Yes
  • Fuel Tank(s): Yes
  • Home Theater: Yes
  • Double Hung Window(s): Yes
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Type: Owner

Property History for 16 High W Road

DateEvent & SourcePriceAppreciation
Aug 12, 2025

Sold (Public Record)

Public Record #1914960627

$1,450,000

+10.4% / yr

Jun 16, 2017

Sold (Public Record)

Public Record #604870033

$647,923—
DateEvent & SourcePrice
08/12/2025

Sold (Public Record)

Public Record #1914960627

$1,450,000

+10.4% / yr

06/16/2017

Sold (Public Record)

Public Record #604870033

$647,923

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

Public Records for 16 High W Road

Taxable ValueLand$22,200Additions$625,500Total$647,700
Tax Record2025$11,276 ($940 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,572 SqFtAbove Grade Finished SqFt2,572 SqFtStories2Lot Size88,427 SqFtStyleSingle Family ResidenceYear Built2016Year Renovated2016Zoning01 - NOT ZCountyGREENEAPN194600 45.00-2-25.2

Schools near 16 High W Road

This home is within Windham-Ashland-Jewett Central School District.
Rating
School
Type
Grades
Distance
Windham Ashland Central School
Public - PK to 12
Rating
School
Distance
Windham Ashland Central School
PublicPK 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

New listings in 12496

$549,000 | 16 Hickory Hill Road, Windham, NY 12496
1/39

Listing Courtesy of Shaw Country Realty, Inc.

$549,000

3
Bedrooms
2,250
Square Feet
1.13
Acres

16 Hickory Hill Road, Windham, NY 12496

a view of a big yard with a large tree
1/35

Listing Courtesy of Venture Fox Realty Group

$2,500,000

4
Bedrooms
5,055
Square Feet
2
Acres

75 Beaver Hill Road, Windham, NY 12496

a front view of a house with a yard
1/41

Listing Courtesy of Brainard Ridge Management

$1,950,000

4
Bedrooms
3,400
Square Feet
0.45
Acres

22 Club Road, Windham, NY 12496

$6,500,000 | 226 Highway 296, Windham, NY 12496
1/46

Listing Courtesy of Atelier WM LLC

$6,500,000

16
Bedrooms
10,000
Square Feet
14.4
Acres

226 Highway 296, Windham, NY 12496

a front view of a house with a yard and garage
1/12

Listing Courtesy of Shaw Country Realty, Inc.

$499,000

2
Bedrooms
1,122
Square Feet
1.4
Acres

183 South Street, Windham, NY 12496

a front view of a house with a garden
1/50

Listing Courtesy of Windstar Realty Group, LLC

$1,599,000

5
Bedrooms
4,056
Square Feet
0.34
Acres

5433 Highway 23, Windham, NY 12496

$2,050,000 | 13 Stonewall Lane, Windham, NY 12496
1/40

Listing Courtesy of Douglas Elliman Real Estate

$2,050,000

5
Bedrooms
3,150
Square Feet
0.04
Acres

13 Stonewall Lane, Windham, NY 12496

$1,800,000 | 26 Stonewall Lane, Windham, NY 12496
1/41

Listing Courtesy of Douglas Elliman Real Estate

$1,800,000

4
Bedrooms
2,770
Square Feet
0.04
Acres

26 Stonewall Lane, Windham, NY 12496

$649,000 | 1100 County Road 10, Windham, NY 12496
1/36

Listing Courtesy of Shaw Country Realty, Inc.

Accepted Offer Cts

$649,000

4
Bedrooms
2,150
Square Feet
2.3
Acres

1100 County Road 10, Windham, NY 12496

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 16 High W Road, Windham, NY 12496
$1,450,000
5
4,140
88,426
73 Sky Hill Road, Windham, NY 12496
$562,500
4
3
2,352
104,544
15 High West Road, Windham, NY 12496
$784,858
4
2,847
–
0 Sky Hill Road, Windham, NY 12496
$625,000
4
2,578
88,601
8 Sky Hill Road, Windham, NY 12496
$625,000
4
2,521
233,917
78 Sky Hill Road, Windham, NY 12496
$582,500
4
4
2,398
108,029

Explore Nearby Homes

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.

Listing Courtesy of Coldwell Banker Village Green

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: 09/06/2025 12:38 PM