Sold
Last Sold Price
6 beds5,150 sqft
142 Trailside Rd, Windham, NY 12496
Single FamilyProperty Type
0.43 acresLot Size
2014Year Built
$346/sq ftPrice per sq ft

Description

Mountain chic and contemporary style come together on Windham Mountain. Just steps away from the slopes this 5,150 square foot home has 6 bedrooms, 5 full bathrooms, a spa, a powder room, a family room with wood burning stove, a wine cellar and a large basement. The living room has a stone fireplace, alder wood paneling on the walls, walnut floors and wood beamed cathedral ceiling. Open kitchen features custom cabinetry, silestone counters and Sub-Zero and Wolf appliances. All bathrooms are outfitted...Mountain chic and contemporary style come together on Windham Mountain. Just steps away from the slopes this 5,150 square foot home has 6 bedrooms, 5 full bathrooms, a spa, a powder room, a family room with wood burning stove, a wine cellar and a large basement. The living room has a stone fireplace, alder wood paneling on the walls, walnut floors and wood beamed cathedral ceiling. Open kitchen features custom cabinetry, silestone counters and Sub-Zero and Wolf appliances. All bathrooms are outfitted with Dornbracht fixtures, travertine and mosaic stone walls and floors and limestone counters. Home automation system controllighting, heating, security and sound systems and is accessible remotely via iPhone or iPad. A snow-melt system is installed at the front entry. Prime mountain location with panoramic views of Ski Windham and Catskill Mountains. Only two and a half hours away from NYC. Additional Information: Amenities:Guest Quarters,
  • Listed by: Mirjana Balac 914.620.8682 mbalac@houlihanlawrence.com • Julia B Fee Sothebys Int. Rlty
Listing closed: 12/08/2017 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H4702203

Recent comparable sales

Median sold price

$2,250,000

Avg days on market

153

Sale-to-list ratio

90.2%

Windham, NY

9 comparable properties found

$1,998,500 | 4 Estate View Drive, Windham, NY 12496
1/8
1

$1,998,500

Sold 06/26/26

5
Bedrooms
5,000
Square Feet
10.35
Acres
a front view of a house with garden
1/55
2

$1,350,000

Sold 08/08/25

6
Bedrooms
5,500
Square Feet
3.1
Acres
a view of a house with large windows
1/41
3

$2,250,000

Sold 05/15/25

6
Bedrooms
4,228
Square Feet
0.39
Acres
a living room with furniture fireplace and a flat screen tv
1/86
4

$1,709,999

Sold 02/09/26

6
Bedrooms
4,855
Square Feet
12
Acres
$3,100,000 | 219 Club Road, Windham, NY 12496
1/105
5

$3,100,000

Sold 05/05/26

6
Bedrooms
5,021
Square Feet
0.52
Acres
$3,000,000 | 209 Club Road, Windham, NY 12496
1/19
6

$3,000,000

Sold 08/07/26

6
Bedrooms
5,000
Square Feet
0.51
Acres
$2,260,000 | 110 Old Road, Windham, NY 12496
1/64
7

$2,260,000

Sold 07/06/26

7
Bedrooms
5,569
Square Feet
5.3
Acres
$2,625,000 | 81 Sundance Drive, Windham, NY 12496
1/101
8

$2,625,000

Sold 04/13/26

6
Bedrooms
5,872
Square Feet
20.02
Acres
9

$1,787,500

Sold 10/21/24

5
Bedrooms
5
Bathrooms
2,626
Square Feet
0.07
Acres

Location

Listing Courtesy of Julia B Fee Sothebys Int. Rlty
Add your commute

Payment Calculator

$13,913 per month

30 year fixed, 6.71% Interest

Principal and Interest

$9,198

Property Taxes

$1,715

HOA Dues

$3,000

The Payment Calculator is for illustrative purposes only.

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Property Information for 142 Trailside Road

Property Details
  • Condo/Co-op Fees: $3,000
  • MLS Type: Single Family
  • City/Township: Windham
  • View: Mountain(s)
  • Architectural Style: Contemporary
  • Waterfront: No
Building Information
  • Stories: 4
  • Year Built: 2014
  • Lot Size: 0.43 AC / 18,731 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Directions: South Street to #142 Trailside Road (Village East)
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: New Construction
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Contact Agent
  • Elementary School: Contact Agent
  • Middle Or Junior School: Contact Agent
  • High School District: Contact Agent
  • High School: Contact Agent
Rental
Rental
  • Lease Considered: No
  • Seasonal Rental: No
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Living room with stone fireplace, open kitchen and dining room, powder room, guest suite with full bath, a spa and laundry room
Room 2 Information
  • Room Level: Second
  • Room Description: 4 Large bedrooms with two full baths
Room 3 Information
  • Room Level: Third
  • Room Description: Master bedroom, master bath
Room 4 Information
  • Room Level: Lower
  • Room Description: Family room with wood burning stove, wine cellar, bonus room
Room 5 Information
  • Room Level: Basement
  • Room Description: Full unfinished basement
Taxes and HOA Information
Taxes and HOA Information
  • Additional Fees: No
  • Association Fee 2: $3,000.00
  • Association Fee Includes: Common Area Maintenance, Snow Removal, Trash
  • Tax Source: Other
  • Tax Year: 2014
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Cathedral/Vaulted/High Ceiling, Contemporary, Deck, Formal Dining, Light Fixtures, Mountain(s), Oven/Range, Public, Security System, Speakers, Wood Burning Stove
  • Interior Features: Cathedral Ceiling(s), Formal Dining, First Floor Bedroom, Speakers
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Water Heater
  • Total Rooms: 10
  • Basement: Full, Unfinished
  • Attic Description: None
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Wood Burning Stove
  • Location Amenities: Wood Burning Stove, Cathedral/Vaulted/High Ceiling, Formal Dining Room, 1st Fl Master Bedroom, Scenic View, Deck, Security System, Mountain Views
  • Security Features: Security System
  • Inclusions: Light Fixtures,Oven/Range
  • Living Area: 5150
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Deck, Driveway, Corner Lot, Sloped, Views
  • Elevation Certificate: No
  • Patio And Porch Features: Deck
  • Construction Materials: Frame, Shingle Siding, Stone, Wood Siding
  • Road Responsibility: Private Maintained Road
Lot Information
  • Lot Features: Corner Lot, Sloped, Views
  • Site Features: Corner Lot, Sloped, Views
Parking
  • Parking Features: Driveway
Utilities
  • Cooling: None
  • Heating: Hot Water, Propane, Radiant
  • Heat Fuel Type: Hot Water, Propane, Radiant
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Trash Collection Private
Green Features
  • Green Features: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Water Heater, Hot Water, Propane, Radiant

Property History for 142 Trailside Road

DateEvent & SourcePriceAppreciation
Dec 8, 2017

Sold (Public Record)

Public Record #616537168

$1,780,000
Dec 8, 2017

Sold (Public Record)

Public Record #616537168

$1,780,000

+34.2% / yr

Dec 8, 2017

Sold

HVCR MLS #117397

$1,780,000
DateEvent & SourcePrice
12/08/2017

Sold (Public Record)

Public Record #616537168

$1,780,000
12/08/2017

Sold (Public Record)

Public Record #616537168

$1,780,000

+34.2% / yr

12/08/2017

Sold

HVCR MLS #117397

$1,780,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 142 Trailside Road

Taxable ValueLand$228,000Additions$954,500Total$1,182,500
Tax Record2025$20,586 ($1,715 / month)
Home Facts
Beds6Baths5.5Total Finished SqFt3,805 SqFtAbove Grade Finished SqFt3,805 SqFtStories2Lot Size18,731 SqFtStyleSingle Family ResidenceYear Built1988Zoning01 - NOT ZONECountyGREENEAPN194600 95.10-3-23Fireplace TypeHas Fireplace

Schools near 142 Trailside Road

This home is within Windham-Ashland-Jewett Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 12
Rating
School
Distance
Windham Ashland Central School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 142 Trailside Road, Windham, NY 12496
$1,780,000
6
5,150
18,731
$1,750,000
5
4,364
38,768
5
4,998
17,860
5
4
2,620
13,504
$1,675,000
6
5
3,715
8,910
$2,900,000
4
3,588
12,632

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Based on information submitted to the MLS GRID as of 11/15/2024 11:33 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.