158 Buckskin Loop, Windham, NY 12496
OFF MARKET

$1,811,800

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

158 Buckskin Loop, Windham, NY 12496

Est. Refi. Payment $11,657/mo*
Refinance Your Home
Currently Off Market - Sold Jul 28, 2023 for $1,489,000

Home Value

Trulia Estimate
$1.81M
Since last month
Decreased$19K (-1.1%)
Since last year
Increased$70K (+4%)
Since last sale
Increased$313K (+21%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$1.8M
July 2026$1.82M
June 2026$1.83M
May 2026$1.8M
April 2026$1.76M
March 2026$1.76M
February 2026$1.73M
January 2026$1.73M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
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
206 Siam Road, Windham, NY
1.68
Single-Family Home
$1,255,000
04/24/26
3
2
2,170

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
128 Buckskin Loop, Windham, NY 12496
0.47
$2,141,300
5
4.5
5,500
Off Market
0 - Lot 10 Timber Trail, Windham, NY 12496
0.66
$1,528,700
4
4.5
3,700
Off Market
78 Buckskin Loop, Windham, NY 12496
0.70
$1,349,000
4
3.5
3,977
For Sale
2 buckskin loop, Windham, NY 12496
0.73
-
-
-
-
Off Market
Tbd Hollow View Road, Windham, NY 12496
0.82
-
-
-
-
Off Market
79 Begley Rd, Windham, NY 12496
0.95
-
-
-
-
Off Market
0 Off Begley Road, Windham, NY 12496
0.95
-
-
-
-
Off Market
76 Off Begley Rd, Windham, NY 12496
1.00
-
-
-
-
Off Market
86 Timber Trl, Windham, NY 12496
1.00
$1,333,300
5
4
3,887
Off Market
13 Boulder Brook Road, Windham, NY 12496
1.04
-
4
2
1,840
Off Market
718 Mitchell Hollow Road, Windham, NY 12496
1.09
$255,800
2
1
810
Off Market

Local Information

  • Map ViewExplore the area around 158 Buckskin Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
5.16 acres
Living Area
6,055 sqft
Price/Sqft
$299
Parking
2 Car Garage
HOA
None

About this House

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.
158 Buckskin Loop, Windham, NY 12496 is a 6 bedroom, 5 bathroom, 6,055 sqft single-family home built in 2006. It last sold for $1,489,000 on Jul 28, 2023 (20% below the $1,850,000 asking price). More recently, it was listed as a rental in October 2022 with an asking price of $70,000 per month. That rental listing was removed on November 18, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,811,800, with a rent estimate of $7,818/month.
Last check for updates: about 7 hours 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

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

Price and Tax history

DateEventPrice
Jul 28, 2023
Source: HVCRMLS #144519
Sold
$1,489,000
Apr 11, 2023
Source: Columbia Greene Northern Dutchess MLS #144519
Contingent
$1,850,000
Feb 13, 2023
Source: Columbia Greene Northern Dutchess MLS #144519
PriceChange
$1,850,000
Nov 18, 2022
Source: Zillow Rental Manager
ListingRemoved
Nov 14, 2022
Source: Columbia Greene Northern Dutchess MLS #144519
Listed For Sale
$1,990,000

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
5MoM

Around this home

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 158 Buckskin Loop

  • What is 158 Buckskin Loop estimated to be worth?
    Trulia's estimated value for 158 Buckskin Loop in Windham, NY is $1,811,800.
  • What is the price history for 158 Buckskin Loop?
    158 Buckskin Loop in Windham, NY last sold for $1,489,000 in July 2023.
  • Is Windham a buyer's or seller's market?
    Windham is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, NY.
  • Does 158 Buckskin Loop have laundry facilities?
    Yes, 158 Buckskin Loop in Windham, NY has in-unit laundry.
  • How big is the lot at 158 Buckskin Loop?
    The lot at 158 Buckskin Loop in Windham, NY is about 5.2 acres.

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