Does Windham, NY show holiday spirit?

As of early 2026, 95% of users say there's holiday spirit

Is there wildlife in Windham, NY?

As of early 2026, 90% of users say there's wildlife

Is parking easy in Windham, NY?

As of early 2026, 88% of users say parking is easy

Are yards well-kept in Windham, NY?

As of early 2026, 80% of users say yards are well-kept

Is Windham, NY quiet?

As of early 2026, 80% of users say it's quiet

Is a car needed in Windham, NY?

As of early 2026, 79% of users say car is needed

Do residents of Windham, NY plan to stay at least 5 years?

As of early 2026, 71% of users say they plan to stay for at least 5 years

Would people walk alone at night in Windham, NY?

As of early 2026, 68% of users say people would walk alone at night

Is Windham, NY dog-friendly?

As of early 2026, 65% of users say it's dog friendly

Are neighbors friendly in Windham, NY?

As of early 2026, 62% of users say neighbors are friendly

Do kids play outside in Windham, NY?

As of early 2026, 53% of users say kids play outside

Is Windham, NY walkable to grocery stores?

As of early 2026, 47% of users say it's walkable to grocery stores

Are the streets well-lit in Windham, NY?

As of early 2026, 47% of users say streets are well-lit

Are there community events in Windham, NY?

As of early 2026, 40% of users say there are community events

Is Windham, NY walkable to restaurants?

As of early 2026, 37% of users say it's walkable to restaurants

Does Windham, NY have sidewalks?

As of early 2026, 37% of users say there are sidewalks

FOR SALE

0.53 ACRES

22 The Loop
Windham, NY 12496

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

$1,899,000

$1,975,000

Est. Mortgage $11,908/mo*

Get Pre-Qualified

$1,899,000

$1,975,000

Est. Mortgage $11,908/mo*

Get Pre-Qualified

5 Beds

3.5 Baths

4,044 sqft

(on 0.53 acres)

Local Information

-- mins to

Commute Destination

Description

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.

Home Highlights

Parking

Open Parking

Outdoor

Porch, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

$470

Listed

180+ days ago

Last check for updates: about 3 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

Price History for 22 The Loop

Date	Price	Event	Source
11/14/2025	$1,899,000	PriceChange	HVCRMLS #20255691
Price Change $76,000 (-4%)
11/12/2024	$1,975,000	Listed For Sale	Columbia Greene Northern Dutchess MLS #155240

01/13/2017	$945,000	Sold	HVCRMLS #110744
Recording Date 01/13/2017 County Transfer Tax N/A Total Transfer Tax N/A
12/21/2016	$999,000	Pending	Agent Provided

12/16/2016	$999,000	PendingToActive	Agent Provided

11/28/2016	$999,000	Pending	Agent Provided

11/18/2016	$999,000	PriceChange	Agent Provided
Price Change $76,000 (-7%)
10/20/2016	$1,075,000	PriceChange	Agent Provided
Price Change $224,000 (-17%)
07/26/2016	$1,299,000	Listed For Sale	Agent Provided

03/27/2007	$1,100,000	Sold	N/A
Recording Date 03/27/2007 Contract Date 03/26/2007 County Transfer Tax N/A Total Transfer Tax N/A
04/28/2005	$135,000	Sold	N/A
Recording Date 04/28/2005 Contract Date 04/13/2005 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax
Assessment	$1,849,857

Home facts updated by county records

Comparable Sales for 22 The Loop

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
30 The Loop, Windham, NY	0.04	Single-Family Home	$885,000	12/15/25	5	4	3,100
4 The Loop, Windham, NY	0.08	Single-Family Home	$1,400,000	09/18/25	4	3	2,536
39 White Way, Windham, NY	0.73	Single-Family Home	$999,999	07/03/25	6	4	3,260
219 Club Road, Windham, NY	0.46	Single-Family Home	$3,100,000	05/05/26	6	5	5,021
150 Trailside Road, Windham, NY	0.53	Single-Family Home	$1,810,000	03/05/26	9	7	6,859
355 South Street, Windham, NY	0.46	Single-Family Home	$635,000	04/20/26	2	2	1,438
5287 Route 23, Windham, NY	1.15	Single-Family Home	$680,000	04/28/26	3	2	2,350

Assigned Schools

These are the assigned schools for 22 The 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.
Resident
5y ago
"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.
Resident
6y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
3
Flag
Steven N.
Resident
7y ago
"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
12y ago
"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
12y ago
"Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
5
Flag

LGBTQ Local Legal Protections

Additional Cost

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.

22 The Loop
Windham, NY 12496

$1,899,000

$1,899,000

Local Information