135 Trailside Rd, Windham, NY 12496
OFF MARKET

135 Trailside Rd
Windham, NY 12496

  • 4 Beds
  • 4 Baths
  • 3,588 sqft (on 0.29 acres)

$2,030,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $12,799/mo*
Refinance Your Home

$2,030,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $12,799/mo*
Refinance Your Home
4 Beds
4 Baths
3,588 sqft
(on 0.29 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Location! Location! Trailside at its very best with glorious far reaching views. This Comfortable and Spacious 4 bedroom 3.5 bath with updated kitchen and stone firplace has plenty of space for family and friends. Just step out onto Windham Mt. Ski trails or sit back on the deck and watch all the skiing activity with Catskill Mountain Vistas as back drop. Brokered And Advertised By: Brainard Ridge Management Listing Agent: Irene Pinto
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 135 Trailside Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1988Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.29 acres

Price History for 135 Trailside Rd

DatePriceEventSource
02/01/2023$2,900,000Sold
N/A
11/13/2012$975,000Sold
N/A
09/27/2012$1,350,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax
Assessment$1,724,355
Home facts updated by county records

Comparable Sales for 135 Trailside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
39 White Way, Windham, NY
0.21
Single-Family Home
$999,999
07/03/25
6
4
3,260
39 White Way, Windham, NY
0.21
Single-Family Home
$999,999
07/10/25
4
3
2,056
4 The Loop, Windham, NY
0.44
Single-Family Home
$1,400,000
09/18/25
4
3
2,536
150 Trailside Road, Windham, NY
0.06
Single-Family Home
$1,810,000
03/05/26
9
7
6,859
30 The Loop, Windham, NY
0.56
Single-Family Home
$885,000
12/15/25
5
4
3,100
219 Club Road, Windham, NY
0.76
Single-Family Home
$3,100,000
05/05/26
6
5
5,021
17 Mitchell Hollow Road, Windham, NY
1.02
Single-Family Home
$398,000
03/23/26
4
3
1,914
10 Brainard Ridge Rd, Windham, NY
0.43
Single-Family Home
$485,000
08/27/25
3
2
1,343
212 South Street, Windham, NY
0.65
Single-Family Home
$640,000
11/21/25
3
2
2,240
212 County Route 12, Windham, NY
0.65
Single-Family Home
$640,000
12/17/25
3
2
2,240

Assigned Schools

These are the assigned schools for 135 Trailside Rd.
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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

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Apartments for Rent

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Homes for sale near 135 Trailside Rd

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Off Market Homes Near 135 Trailside Rd

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Homes for rent near 135 Trailside Rd

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135 Trailside Rd, Windham, NY 12496 is a 4 bedroom, 4 bathroom, 3,588 sqft single-family home built in 1988. This property is not currently available for sale. 135 Trailside Rd was last sold on Feb 1, 2023 for $2,900,000. The current Trulia Estimate for 135 Trailside Rd is $2,030,200.