37 The Loop, Windham, NY 12496
Property image
Property image
FOR SALE
0.5 ACRES

37 The Loop
Windham, NY 12496

  • 5 Beds
  • 3 Baths
  • 3,740 sqft (on 0.50 acres)

$1,850,000

Est. Mortgage $11,843/mo*
Get Pre-Qualified

$1,850,000

Est. Mortgage $11,843/mo*
Get Pre-Qualified
5 Beds
3 Baths
3,740 sqft
(on 0.50 acres)

Home Highlights

Outdoor
Deck
Climate Control
Heating & Cooling
Price/Sqft
$495
Listed
82 days ago

Local Information

  • Map ViewExplore the area around 37 The Loop.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

VIEWS -LOCATION Spectacular true log home just a short walk to the slopes of Windham Mountain Club offering the perfect four-season retreat in the heart of the Catskills. This meticulously maintained 5-bedroom, 3-bath home blends warm mountain character with comfort and style, all within minutes of Windham Village restaurants, breweries, movies, golf courses, walking trails, and year-round events.

Step inside to soaring vaulted ceilings and an inviting open floor plan where the custom kitchen flows seamlessly into the dining and living areas, highlighted by a stunning stone fireplace and granite countertops. True log craftsmanship throughout creates an authentic mountain lodge feel with warmth in every room.

The main level features two bedrooms and a full bath, while the private primary suite overlooks the great room from the loft area and captures beautiful mountain views. The finished walkout lower level offers a spacious family room along with two additional bedrooms, providing ample space for family and guests.

Enjoy outdoor living from the expansive two-level decking complete with a hot tub for relaxing après-ski evenings under the stars. Additional features include a blacktop driveway, 60-amp electric car charger, and pride of ownership evident both inside and out.

Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this exceptional log home delivers the ultimate Windham lifestyle in a welcoming, family-oriented community. For a 3D walk thru, go to Homes.com Windham
Last check for updates: about 12 hours ago
Listing by: Shaw Country Realty, Inc., (518) 734-3500
Carol Shaw, (518) 322-8831
Source: HVCRMLS, MLS#20262533
Also Listed on My State MLS, HVCRMLS.

Home Details for 37 The Loop

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Finished,Full,Walk-Out Access
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3740 Square Feet
Appliances & Utilities
Appliances: Washer/Dryer, Stainless Steel Appliance(s), Refrigerator, Gas Range, Gas Oven, Dishwasher, Bar FridgeDishwasherLaundry: Laundry RoomRefrigerator
Heating & Cooling
Heating: Baseboard,Fireplace(s)Has CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Baseboard
Windows, Doors, Floors & Walls
Window: Storm Window(s)Flooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Floors: Carpet, Tile, Wood
View
Has a ViewView: Mountain(s), Panoramic

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, Wrap Around
Parking & Garage
No CarportNo Garage
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2292 Square FeetFinished Area (below surface): 1448 Square Feet

Days on Market

Days on Market: 82

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Log
Building
Construction Materials: LogNot a New Construction
Property Information
Parcel Number: 95.09211

Price & Status

Price
List Price: $1,850,000Price Per Sqft: $495

Location

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

Agent Information

Listing Agent
Listing ID: 20262533

Building

Building Area
Building Area: 3740 Square Feet

Lot Information

Lot Area: 0.50 acres

Miscellaneous

BasementMls Number: 20262533Above Grade Unfinished Area: 2292

Market trends in Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
61
4MoM

Price History for 37 The Loop

DatePriceEventSource
05/19/2026$1,850,000Listed For SaleHVCRMLS #20262533
10/14/2016$1,200,000Sold
HVCRMLS #111179
12/01/2010$775,000Sold
N/A
03/11/2003$110,000Sold
N/A

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 37 The Loop

Skip to last item
Skip to first item

Property Tax and Assessment

Year2025
Tax
Assessment$2,093,601
Home facts updated by county records

Comparable Sales for 37 The Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 The Loop, Windham, NY
0.05
Single-Family Home
$885,000
12/15/25
5
4
3,100
4 The Loop, Windham, NY
0.10
Single-Family Home
$1,400,000
09/18/25
4
3
2,536
7 Meadow Lane, Windham, NY
0.37
Single-Family Home
$1,200,000
06/08/26
5
5.5
3,752
209 Club Road, Windham, NY
0.39
Single-Family Home
$3,000,000
08/07/26
6
5
5,000
219 Club Road, Windham, NY
0.42
Single-Family Home
$3,100,000
05/05/26
6
5
5,021
150 Trailside Road, Windham, NY
0.54
Single-Family Home
$1,810,000
03/05/26
9
7
6,859
5474 Route 23, Windham, NY
0.89
Single-Family Home
$950,000
06/30/26
7
3
4,281

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 37 The Loop.

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

Frequently asked questions about 37 The Loop

  • What is the estimated monthly payment for 37 The Loop?
    Based on a $1,850,000 list price with 20% down at today's rates, the estimated monthly payment for 37 The Loop in Windham, NY is approximately $12,123 (about $9,489 principal & interest, $2,559 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 37 The Loop?
    The closest schools to 37 The Loop in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).
  • What is 37 The Loop estimated to be worth?
    Trulia's estimated value for 37 The Loop in Windham, NY is $1,764,200.
  • Does 37 The Loop have air conditioning?
    Yes, 37 The Loop in Windham, NY has air conditioning.
  • Does 37 The Loop have laundry facilities?
    Yes, 37 The Loop in Windham, NY has laundry facilities.
Carol Shaw, Shaw Country Realty, Inc., (518) 734-3500
Agent Phone: (518) 322-8831
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.
37 The Loop, Windham, NY 12496 is a 5 bedroom, 3 bathroom, 3,740 sqft single-family home built in 2004. This property is currently available for sale and was listed by HVCRMLS on May 19, 2026. The MLS # for this home is MLS# 20262533.