22 The Loop, Windham, NY 12496
Property image
Property image
FOR SALE
3D VIEW
0.53 ACRES

22 The Loop
Windham, NY 12496

  • 5 Beds
  • 3.5 Baths
  • 4,044 sqft (on 0.53 acres)

$1,899,000

Est. Mortgage $12,245/mo*

$1,899,000

Est. Mortgage $12,245/mo*
5 Beds
3.5 Baths
4,044 sqft
(on 0.53 acres)

Home Highlights

Parking
Open Parking
Outdoor
Porch, Deck
Climate Control
Heating & Cooling
Price/Sqft
$470
Listed
180+ days ago

Local Information

  • Map ViewExplore the area around 22 The Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass showcasing panoramic mountain vistas and flooding the space with natural light. A wood-burning fireplace set in floor-to-ceiling stone, along with vaulted pine ceilings and custom live-edge woodwork, exudes warmth and character. Luxurious details flow throughout, with glistening wood and bluestone flooring in the main living areas. The chef's kitchen is a culinary delight, equipped with stainless-steel appliances, granite countertops, a breakfast bar, and a wine refrigerator. It seamlessly connects to the dining room, offering views and access to a large deck perfect for relaxation or entertainment. The residence boasts five spacious bedrooms and three-and-a-half bathrooms, including two ensuite bedrooms. The primary suite, located on the first floor, features a generous walk-in closet and a private balcony. Additional spaces include a large family/game room and a versatile loft that might serve as a home office, studio, gym or extra sleeping quarters. Split unit air conditioning ensures year-round comfort throughout the home. The outdoor living space is equally inviting, featuring a spacious deck with twig railings, a hot tub perfect for relaxation, and a firepit area. You can access the heated gear room through the side entrance, which leads from the covered porch adorned with recessed lighting, or via the grand formal entryway. Buying on Windham Mountain affords you the option of buying into the private club or not. It's your choice! But either way, you'll be buying into a mountain lifestyle, a lively atmosphere, and a growing community. This location right near Windham Mountain Club's slopes offers the perfect blend of excitement and tranquility. Offering spectacular views and luxurious living, this is a rare find. With winter approaching, seize the opportunity to own your dream retreat at Windham Mountain. Buyers may opt to purchase the home fully furnished through separate negotiation. Don't miss out on this remarkable chance!
A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Last check for updates: about 2 hours ago
Listing by: Coldwell Banker Village GreenW, (518) 734-4200
Regina Tortorella, (914) 466-0329
Coldwell Banker Village GreenW, (518) 734-4200
Aaron Perer
Source: HVCRMLS, MLS#20255691
Also Listed on HVCRMLS.

Home Details for 22 The Loop

Active Status

MLS Status: Active

Interior Features

Interior Details
Number of Rooms: 16Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Laundry, Living Room, Loft, Other Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4044 Square Feet
Appliances & Utilities
Appliances: Water Heater, Washer, Refrigerator, Range, Microwave, Electric Water Heater, Dryer, DishwasherDishwasherDryerLaundry: Laundry Room,Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Baseboard
Gas & Electric
Electric: 100 Amp Service, 200+ Amp Service
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Carpet, Ceramic Tile, Stone, Wood
Levels, Entrance, & Accessibility
Levels: One and One Half, Tri-LevelFloors: Carpet, Ceramic Tile, Stone, Wood
View
Has a ViewView: Mountain(s), Panoramic, Rural
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchExterior: Balcony, Fire Pit, Lighting, Paved Walkway, Rain GuttersFoundation: Concrete Perimeter, Slab
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Off Street,Driveway
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4044 Square Feet

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Cedar, Frame, Shake Siding, Stone, Wood Siding, OtherNot a New Construction
Property Information
Parcel Number: 95.0925

Price & Status

Price
List Price: $1,899,000Price Per Sqft: $470

Location

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

Agent Information

Listing Agent
Listing ID: 20255691

Building

Building Area
Building Area: 4044 Square Feet

Lot Information

Lot Area: 0.53 acres

Miscellaneous

Mls Number: 20255691Above Grade Unfinished Area: 4044

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
5
MoM

Price and Tax history

DateEventPrice
Nov 14, 2025
Source: HVCRMLS #20255691
PriceChange
$1,899,000
Price decreased by 4%
Nov 12, 2024
Source: Columbia Greene Northern Dutchess MLS #155240
Listed For Sale
$1,975,000
Jan 13, 2017
Source: HVCRMLS #110744
Sold
$945,000
Dec 21, 2016
Source: Agent Provided
Pending
$999,000
Dec 16, 2016
Source: Agent Provided
PendingToActive
$999,000

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Home Value

Trulia Estimate
$1.79M
Since last month
Increased$6K (+0.4%)
Since last year
Decreased$87K (-4.6%)
Since last sale
Increased$850K (+89.9%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.79M
June 2026$1.78M
May 2026$1.79M
April 2026$1.78M
March 2026$1.78M
February 2026$1.79M
January 2026$1.79M
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
0.04
Single-Family Home
$885,000
12/15/25
5
4
3,100
0.08
Single-Family Home
$1,400,000
09/18/25
4
3
2,536
0.41
Single-Family Home
$1,200,000
06/08/26
5
5.5
3,752
0.43
Single-Family Home
$3,000,000
08/07/26
6
5
5,000
0.46
Single-Family Home
$3,100,000
05/05/26
6
5
5,021
0.53
Single-Family Home
$1,810,000
03/05/26
9
7
6,859
0.85
Single-Family Home
$950,000
06/30/26
7
3
4,281

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
0.04
$885,000
5
4
3,100
Recently Sold
0.04
$1,850,000
5
3
3,740
For Sale
0.06
$468,800
3
2
1,921
Off Market
0.07
$569,200
3
2.5
1,932
Off Market
0.08
$427,000
3
2
1,249
For Sale
0.08
$424,800
3
2
1,250
Off Market
0.07
$619,400
3
2.5
1,900
Off Market
0.08
$401,900
3
2
1,248
Off Market
0.06
$533,100
3
2.5
1,932
Off Market
0.10
$490,000
3
2.5
1,702
Recently Sold
0.07
$1,017,800
5
4
2,818
Off Market

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!"
  • 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. "
  • 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 "
  • Steven N.
    "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
  • 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."
  • 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. "
  • Patti
    "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"

LGBTQ Local Legal Protections

Frequently asked questions about 22 The Loop

  • What is the estimated monthly payment for 22 The Loop?
    Based on a $1,899,000 list price with 20% down at today's rates, the estimated monthly payment for 22 The Loop in Windham, NY is approximately $12,417 (about $9,715 principal & interest, $2,627 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Windham, NY.
  • What are the closest schools to 22 The Loop?
    The closest schools to 22 The Loop in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).
  • What is 22 The Loop estimated to be worth?
    Trulia's estimated value for 22 The Loop in Windham, NY is $1,794,500.
  • Does 22 The Loop have air conditioning?
    Yes, 22 The Loop in Windham, NY has air conditioning.
  • Does 22 The Loop have laundry facilities?
    Yes, 22 The Loop in Windham, NY has in-unit laundry.
Regina Tortorella, Coldwell Banker Village GreenW, (518) 734-4200
Agent Phone: (914) 466-0329
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.
22 The Loop, Windham, NY 12496 is a 5 bedroom, 4 bathroom, 4,044 sqft single-family home built in 2005. This property is currently available for sale and was listed by HVCRMLS on Nov 14, 2025. The MLS # for this home is MLS# 20255691.