38 Chalet Dr, Windham, NY 12496
OFF MARKET

38 Chalet Dr
Windham, NY 12496

  • 4 Beds
  • 4.5 Baths
  • 4,300 sqft (on 2 acres)

$1,191,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $7,759/mo*
Refinance Your Home

$1,191,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $7,759/mo*
Refinance Your Home
4 Beds
4.5 Baths
4,300 sqft
(on 2 acres)

Home Value

Trulia Estimate
$1.19M
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$7K (+0.6%)
Since last sale
Increased$40K (+3.5%)
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 +123% in the last 10 years
MonthEstimated value
2026
August 2026$1.19M
July 2026$1.19M
June 2026$1.2M
May 2026$1.19M
April 2026$1.18M
March 2026$1.18M
February 2026$1.15M
January 2026$1.14M
2025
2024
2023
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
20 Brook Hollow Lane, Windham, NY
0.28
Single-Family Home
$999,999
03/10/26
3
3.5
3,284
19 Brook Hollow Lane, Windham, NY
0.34
Single-Family Home
$639,000
01/30/26
4
2
2,240
12 Lauren Lane, Windham, NY
0.23
Single-Family Home
$1,709,999
02/09/26
6
4.5
4,855
233 Begley Road, Windham, NY
0.14
Single-Family Home
$795,000
10/27/25
3
2
2,542
317 Mitchell Hollow Road, Windham, NY
0.25
Single-Family Home
$340,000
04/03/26
5
3
2,472
91 Beaver Hill Road, Windham, NY
0.58
Single-Family Home
$755,000
05/01/26
4
3
1,839
39 Brook Hollow Lane, Windham, NY
0.35
Single-Family Home
$820,000
07/16/26
3
2
2,049

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
16 Chalet Drive, Windham, NY 12496
0.13
-
4
3
3,360
Off Market
233 Begley Road, Windham, NY 12496
0.14
$795,000
3
2
2,542
Recently Sold
282 Mitchell Hollow, Windham, NY 12496
0.14
$983,800
4
4
3,100
Off Market
296 Mitchell Hollow Rd, Windham, NY 12496
0.16
$439,400
3
1
1,486
Off Market
5 Chalet Drive, Windham, NY 12496
0.20
$1,056,600
4
4.5
4,208
Off Market
0 Chalet Drive, Windham, NY 12496
0.20
$999,300
4
3.5
3,700
Off Market
275 Mitchell Hollow Road, Windham, NY 12496
0.21
$297,000
3
1
900
Off Market
12 Lauren Lane, Windham, NY 12496
0.23
$1,709,999
6
4.5
4,855
Recently Sold
6 Bell Hill Rd, Windham, NY 12496
0.24
$958,300
5
1.5
3,336
Off Market
36 - 2 Holiday Court #2, Windham, NY 12496
0.23
$486,300
3
3
1,600
Off Market
317 Mitchell Hollow Road, Windham, NY 12496
0.25
$340,000
5
3
2,472
Recently Sold

Local Information

  • Map ViewExplore the area around 38 Chalet Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2009
Lot Size
2 acres
Living Area
4,300 sqft
Price/Sqft
$277
Parking
1.5 Car Garage
HOA
None

About this House

Magnificent Windham Home in a beautiful mountain setting. The moment you arrive you will be impressed and amazed at all the attention to detail throughout. From the kitchen which boasts of a large custom hickory island, handmade Mexican tile flooring and a custom oven range hood featuring stone, copper & vintage reclaimed wood from a local firehouse to the open dining and living room with vaulted ceilings, hand hewn beams, Carlisle wide plank HW floors and a stone fireplace that is the perfect place to relax. Sit outside on the deck and enjoy the outdoor fireplace while taking in the picturesque scenery. Beautiful master ensuite bedroom with radiant heat, natural stone floors, custom reclaimed wood double vanity with copper sinks and French doors to the outdoor deck. Climb the custom staircase to the loft and oversized ensuite bedrooms. Lower level has radiant heat tiled floor, huge family room along with fourth ensuite bedroom. Completely furnished - Move right into this dream home!
38 Chalet Dr, Windham, NY 12496 is a 4 bedroom, 5 bathroom, 4,300 sqft single-family home built in 2009. It last sold for $1,150,000 on Jan 18, 2024 (4% below the $1,195,000 asking price). It is currently off market. The Trulia Estimate is $1,191,200, with a rent estimate of $7,971/month.
Last check for updates: about 4 hours ago
Listed by Kathy Marino
Bunce Realty
Bought with: Guillaume Dufresnoy, Shaw Country Realty, Inc.
Source: HVCRMLS, MLS#150433

Home Details for 38 Chalet Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 10Types of Rooms: Bedroom, Bathroom, Den, Dining Room, Family Room, Great Room, Kitchen, Other Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4300 Square Feet
Appliances & Utilities
Appliances: Other, Water Heater, Washer, Refrigerator, Range, Dryer, DishwasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hot Water,Propane,RadiantHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Great Room, Wood Burning, OtherNo Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile
View
Has a ViewView: Mountain(s), Trees/Woods
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1.5Number of Covered Spaces: 1.5Has a GarageHas an Attached GarageParking Spaces: 1.5Parking: Garage Attached
Pool
Pool: None
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Engineered Septic

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Frame, Shake Siding, OtherNot Attached Property
Property Information
Parcel Number: 78.00292

Price & Status

Price
List Price: $1,195,000
Status Change & Dates
Off Market Date: Thu Nov 16 2023

Location

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

Building

Building Area
Building Area: 4300 Square Feet

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Miscellaneous

BasementMls Number: 150433Showing Attended

Price and Tax history

DateEventPrice
Jan 18, 2024
Source: HVCRMLS #150433
Sold
$1,150,000
Nov 16, 2023
Source: Columbia Greene Northern Dutchess MLS #150433
Contingent
$1,195,000
Nov 2, 2023
Source: Columbia Greene Northern Dutchess MLS #150433
Pending
$1,195,000
Oct 19, 2023
Source: Columbia Greene Northern Dutchess MLS #150433
Listed For Sale
$1,195,000
Jun 4, 2021
Source: HVCRMLS #136555
Sold
$1,075,000

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 38 Chalet Dr

  • What is 38 Chalet Dr estimated to be worth?
    Trulia's estimated value for 38 Chalet Dr in Windham, NY is $1,191,200.
  • What is the price history for 38 Chalet Dr?
    38 Chalet Dr in Windham, NY last sold for $1,150,000 in January 2024.
  • 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 38 Chalet Dr have laundry facilities?
    Yes, 38 Chalet Dr in Windham, NY has in-unit laundry.
  • How big is the lot at 38 Chalet Dr?
    The lot at 38 Chalet Dr in Windham, NY is about 2 acres.

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