158 Buckskin Loop, Windham, NY 12496
OFF MARKET

158 Buckskin Loop
Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 6,055 sqft (on 5.16 acres)

$1,815,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,277/mo*
Refinance Your Home

$1,815,300

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,277/mo*
Refinance Your Home
6 Beds
4.5 Baths
6,055 sqft
(on 5.16 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Behind the gates and carved into 1,000 acres of protected Catskill Mountain Preserve lands is where this spectacular custom post- and- beam with sweeping views is nestled. Homeowners in this highly sought-after gated community enjoy the ultimate privacy, luxury, and tranquility amidst beautiful wildlife and the sounds of nature. Sitting at 2,500' above sea, homes here have sweeping mountain views that include the slopes at the Windham and Hunter Resorts, Lake Heloise, and incredibly vibrant sunsets. A total of 6,100 sqft showcases wide-plank floors, natural stone, soaring vaulted ceilings, exposed beams and two double-sided fireplaces. You are welcomed with jaw dropping views the moment you step into the foyer. The Chef's kitchen has an old-world motif and is any cook's dream featuring a commercial stove with wall mounted pot filler, Subzero refrigerator, large breakfast bar and easy access to the large deck streamlining outdoor entertaining. The kitchen and dining areas are open to the great room boasting an impressive floor to ceiling masonry fireplace and three stories of glass that frame the captivating views and serve as the home's focal point. A primary en-suite is located off of the great room and is the only bedroom on the first floor, reserving this space as a peaceful sanctuary with fireplace and french doors leading to a private deck and those incredible views of the high peaks. Additional features in the primary bedroom include a beautifully tiled bathroom with soaking tub and a huge walk-in closet. A staircase with custom wrought iron railings leads to the second floor with four spacious bedrooms, two full bathrooms, and a finished bonus room above the attached 2 car garage that can be used as a game room, office or an additional bedroom. The walkout is considered as the third floor and offers the same luxurious materials and finishes as those throughout the upper floors. This floor consists of a large game room and separate family room or gym with wainscot walls and a double-sided fireplace, a sixth bedroom, one full bathroom, and glass doors that open to the outdoor hot tub and firepit. No amenity was overlooked when building this upstate dream home! From the 2-car garage that can be used to store atvs, the heated ski room with custom cubbies and benches and the security system, to the central air conditioning that assures year-round comfort. Stop dreaming & start living! HOA is $5,000 annually, NOT per month as shown on Zillow.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 10, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 158 Buckskin Loop

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Walk-Out AccessNumber of Rooms: 13Types of Rooms: Bedroom, Bathroom, Den, Dining Room, Great Room, Kitchen, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6055 Square Feet
Appliances & Utilities
Appliances: Other, Water Purifier, Water Heater, Washer, Refrigerator, Range, Dryer, Dishwasher, CooktopDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Oil,RadiantHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Bedroom, Family Room, Gas Log, Great Room, Wood Burning, OtherHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Carpet, Ceramic Tile, Hardwood, Tile, Other
Levels, Entrance, & Accessibility
Levels: Tri-LevelFloors: Carpet, Ceramic Tile, Hardwood, Tile, Other
View
Has a ViewView: Lake, Mountain(s), Panoramic, Rural, Other
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Other
Building
Construction Materials: Cedar, Frame, Shake Siding, Stone, Wood Siding, OtherNot Attached Property
Property Information
Parcel Number: 62.00211

Price & Status

Price
List Price: $1,850,000
Status Change & Dates
Off Market Date: Tue Apr 11 2023

Location

Direction & Address
City: Windham
School Information
High School District: Wind-Ash-Jewett

Building

Building Area
Building Area: 6055 Square Feet

HOA

Has an HOA

Lot Information

Lot Area: 5.16 Acres

Miscellaneous

BasementMls Number: 144519Water ViewWater View: Lake
Last check for updates: about 1 hour ago
Listed by Regina Tortorella
Coldwell Banker Village Green
Aaron Perer
Coldwell Banker Village Green
Bought with: Coldwell Banker Village Green
Source: HVCRMLS, MLS#144519

Price History for 158 Buckskin Loop

DatePriceEventSource
07/28/2023$1,489,000Sold
HVCRMLS #144519
04/11/2023$1,850,000ContingentColumbia Greene Northern Dutchess MLS #144519
02/13/2023$1,850,000PriceChangeColumbia Greene Northern Dutchess MLS #144519
11/18/2022ListingRemovedZillow Rental Manager
11/14/2022$1,990,000Listed For SaleColumbia Greene Northern Dutchess MLS #144519
10/18/2022$70,000Listed For RentZillow Rental Manager
05/04/2018$1,100,000Sold
HVCRMLS #2006443
04/15/2018$1,250,000PendingAgent Provided
04/15/2018$1,250,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax
Assessment$2,146,705
Home facts updated by county records

Comparable Sales for 158 Buckskin Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Biff Andrus Road, Windham, NY
1.38
Single-Family Home
$815,000
12/24/25
4
3
3,500
13 Boulder Brook Road, Windham, NY
1.04
Single-Family Home
$521,000
07/02/25
4
2
1,840
804 Mitchell Hollow Road, Windham, NY
1.16
Single-Family Home
$485,000
12/18/25
7
2.5
3,114
869 County Route 10, Windham, NY
2.03
Single-Family Home
$1,535,000
11/19/25
5
4.5
3,812
12 Lauren Lane, Windham, NY
2.09
Single-Family Home
$1,709,999
02/09/26
6
4.5
4,855
442 Mitchell Hollow Road, Windham, NY
1.42
Single-Family Home
$655,000
12/23/25
3
2.5
2,868

Nearby homes

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Assigned Schools

These are the assigned schools for 158 Buckskin Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windham

At least 14 Trulia users voted on each feature.

  • 95 % Say there's holiday spirit

  • 90 % Say there's wildlife

  • 88 % Say parking is easy

  • 80 % Say yards are well-kept

  • 80 % Say it's quiet

  • 79 % Say car is needed

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say people would walk alone at night

  • 65 % Say it's dog friendly

  • 62 % Say neighbors are friendly

  • 53 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 47 % Say streets are well-lit

  • 40 % Say there are community events

  • 37 % Say it's walkable to restaurants

  • 37 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Claudia H.
    "School parades the primary grade students mid day. The police are out keeping an eye on the children and the fire department gives away hot chocolate and hot dogs!"
    2
    Flag
  • Dan H.
    "Whether you've lived here all your life or if you're just visiting, the people will welcome you and make you feel at home. I encourage people to visit and maybe stay a while. "
    6
    Flag
  • Julissa K.
    "4th of July I can see the parade passing by my house and even fireworks. Winter we have a lot of visitors here because the ski resort. And the summer is always a lot to do including walking in the Windham Path and all the trails around here are just amazing "
    0
    Flag
  • Steven N.
    "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
    3
    Flag
  • Steven N.
    "It’s a lovely town to walk in with your dog and rumor has it there is a dog run in the town next door. Great trails for walking with your dog as well."
    1
    Flag
  • howardc1
    "I have a vacation condo here. The location is excellent about 3 miles from Ski Windham, and this is one of the very few properties in the area with a swimming pool and two tennis courts. Property management is excellent. Excellent cultural attractions, chamber music performances right in town, jazz and classical performances during the summer in nearby Hunter and Tannersville. "
    1
    Flag
  • Patti
    "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
    5
    Flag

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Homes for sale near 158 Buckskin Loop

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Off Market Homes Near 158 Buckskin Loop

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IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively 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.

Homes for rent near 158 Buckskin Loop

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158 Buckskin Loop, Windham, NY 12496 is a 6 bedroom, 5 bathroom, 6,055 sqft single-family home built in 2006. This property is not currently available for sale. 158 Buckskin Loop was last sold on Jul 28, 2023 for $1,489,000 (20% lower than the asking price of $1,850,000). The current Trulia Estimate for 158 Buckskin Loop is $1,815,300.