OFF MARKET

Off Market May 2023 for $1.7M

$2,074,414

Est. refi paymentEst. refi $10,634/mo

•

4,300

sq ft

151 Trailside Rd, Windham, NY 12496

About this home

Super location on Windham Mountain, this contemporary ski on/ski off home brings ease to the snow sport experience w/ quick access to the trails & short walk to the base lodge. You'll find new hardwood flooring throughout and 4 tasteful and fully renovated bathrooms. Light filled & comfortable, the open concept living area features a vaulted pine ceiling, a genuine stone fireplace, & spacious kitchen w/ large island. The multi level home creates space within the home for 7 bedrooms, 4 baths & 2 snow sport rooms, eliminating the need for hallways making efficient use of square footage. Lovely master bedroom w/ cathedral ceilings, a Palladian window & private deck. 4 steps down from the living area is a large family room w/ wood burning fireplace, 2 bedrooms and full bath. Find 3 additional bedrooms & full bath on the next level & a bunk room, full bath & second ski room on the lowest level. Other upgrades include a new roof and new asphalt driveway in 2021. Enjoy amazing sunsets, premium slope access, hiking & Mt biking from your back door & cozy nights by the living room fireplace or family room wood burning stove from this 4 seasons home!

Single-familyProperty Type

1995Year Built

0.45 acresLot Size

$482Est. Price/Sq.Ft.

Listing by Nina Porter • Past Member

Bought with Regina Tortorella • Coldwell Banker Village Green

Redfin checked: a few seconds ago

•Source:HVCRMLS #144341

Redfin Estimate

$2,074,414

$374K since sold in May 2023$20K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.1% higher than the average sale price ($1.94M) of 6 comparable homes.

SOLD AUG 7, 2026
$3,000,000
A
6 beds5 baths5,000 sq ft
209 Club Rd, Windham, NY 12496
Listing by Brainard Ridge Management
SOLD FEB 6, 2026
$1,400,000
B
4 beds4.5 baths2,874 sq ft
2 Enclave West Dr Unit W-10, Windham, NY 12496
Listing by Brainard Ridge Management
SOLD MAY 2, 2026
$1,350,000
C
4 beds4 baths3,712 sq ft
11 Whisper Creek Dr #504, Windham, NY 12496
Listing by Coldwell Banker Village GreenW
SOLD MAY 12, 2026
$1,571,126
D
5 beds3.5 baths4,312 sq ft
102 Thunderbird Terrace Ter, Windham, NY 12496
Listing by Coldwell Banker Village GreenW
SOLD MAY 5, 2026
$3,100,000
E
6 beds5 baths5,021 sq ft
219 Club Road Rd, Windham, NY 12496
Listing by Coldwell Banker Village GreenW
SOLD JUN 8, 2026
$1,200,000
F
5 beds5.5 baths3,752 sq ft
7 Meadow Ln, Windham, NY 12496
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$676,258

Est. take-home

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Refinance

Est. cash available

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Rent

$4,114/mo

Redfin rental estimate

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Market trends in 12496, NY

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

93.5%

+0.1% MoM

Median sale price

$680K

$100K MoM

Avg. days on market

158d

36 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 21 HRS AGO
$549,000
3 beds2 baths2,250 sq ft
16 Hickory Hill Rd, Windham, NY 12496
$1,950,000
4 beds3.5 baths3,400 sq ft
22 Club Rd, Windham, NY 12496
$6,500,000
16 beds17.5 baths10,000 sq ft
226 State Route 296, Windham, NY 12496
Listing by Atelier WM LLC
$499,000
2 beds1 bath1,122 sq ft
183 South St, Windham, NY 12496
See all

Provided by Redfin

Sale history for 151 Trailside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,012 (+4.6%)

$230,200 + $861,900

$1,092,100

2024

$18,183 (+2.3%)

$230,200 + $861,900

$1,092,100

2023

$17,772 (+19.7%)

$230,200 + $861,900

$1,092,100

2022

$14,845 (+0.6%)

$230,200 + $687,900

$918,100

2021

$14,762

$230,200 + $687,900

$918,100

2020

$14,765 (−35.9%)

$230,200 + $687,900

$918,100

2019

$23,049 (+55.6%)

$230,200 + $687,900

$918,100

2018

$14,818 (−22.2%)

$230,200 + $687,900

$918,100

2017

$19,045 (+59.8%)

$230,200 + $687,900

$918,100

2016

$11,916 (+1.1%)

$184,000 + $554,900

$738,900

2015

$11,781 (+0.9%)

$184,000 + $554,900

$738,900

2014

$11,674

$184,000 + $554,900

$738,900

Tax history for 151 Trailside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,012 (+4.6%)

$230,200 + $861,900

$1,092,100

2024

$18,183 (+2.3%)

$230,200 + $861,900

$1,092,100

2023

$17,772 (+19.7%)

$230,200 + $861,900

$1,092,100

2022

$14,845 (+0.6%)

$230,200 + $687,900

$918,100

2021

$14,762

$230,200 + $687,900

$918,100

2020

$14,765 (−35.9%)

$230,200 + $687,900

$918,100

2019

$23,049 (+55.6%)

$230,200 + $687,900

$918,100

2018

$14,818 (−22.2%)

$230,200 + $687,900

$918,100

2017

$19,045 (+59.8%)

$230,200 + $687,900

$918,100

2016

$11,916 (+1.1%)

$184,000 + $554,900

$738,900

2015

$11,781 (+0.9%)

$184,000 + $554,900

$738,900

2014

$11,674

$184,000 + $554,900

$738,900

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.45 Acres

Year renovated

—

Sq. Ft.

3,430

Year built

1995

Style

Single Family Residential

County

Greene County

APN

194600A09501000030170000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 22, 2026.

Property details

Interior

Bathroom Information
# of Full Bathrooms: 4

Heating & Cooling
Has Heating
Heating: Forced Air, Oil, Wood Stove

Interior Features
Interior Features: High Speed Internet
Window Features: Insulated Windows, Double Pane Windows
Appliances: Dryer, Dishwasher, Microwave, Other, Refrigerator, Washer, Water Heater
Flooring: Ceramic Tile, Hardwood
Has Fireplace
# of Fireplaces: 1
Fireplace Features: Family Room, Living Room, Wood Burning

Room Information
# of Rooms Total: 15
Has Basement
Basement Details: Finished, Full, Walk-Out Access

Exterior

Exterior Features
Patio And Porch Features: Deck, Porch
Roof: Asphalt

Building Information
Sq. Ft.: 4300.0
Construction Materials: Cedar, Frame, Other
Foundation Details: Slab

Property Features
Has View
Security Features: Security System

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence

Lot Information
Road Surface Type: Paved
Lot Size : 0.45
Lot Size Area: 0.45
Lot Size Units: Acres
Lot Size Acres: 0.45

Utilities

Utility Information
Water Source: Public
Electric: 200+ Amp Service
Sewer: Public Sewer

Location

HOA Information
Has Homeowners Association
Association Fee: $887.29

Schools Information
High School District: Wind-Ash-Jewett

Location Information
Directions: From South Street turn onto Trailside. Take right at T, house is on left.

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 3,430
Stories: 3.0
Lot Size: 0.45 acres
Style: Single Family Residential
Year Built: 1995
Year Renovated: —
County: Greene County
APN: 194600A09501000030170000000

Home facts updated by county records on Jul 22, 2026

Around this home

Schools

Windham Ashland Central School

Public PreK-12 • Assigned • 0.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 86° expected this year, 17 days in 30 years

2/10 Wind Factor

4% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Windham, NY • 12496

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.3 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

8.3 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.97M – $2.39M

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New listings for sale in 12496

NEW 21 HRS AGO

$549,000

3 beds2 baths2,250 sq ft

16 Hickory Hill Rd, Windham, NY 12496

$1,950,000

4 beds3.5 baths3,400 sq ft

22 Club Rd, Windham, NY 12496

$6,500,000

16 beds17.5 baths10,000 sq ft

226 State Route 296, Windham, NY 12496

Listing by Atelier WM LLC

$499,000

2 beds1 bath1,122 sq ft

183 South St, Windham, NY 12496

Home values near 151 Trailside Rd

Data from public records.

Address	Redfin Estimate
142 Trailside Rd, Windham, NY 6 Beds \| 5.5 Baths \| 5150 Sq. Ft.	$3,196,763
148 Trailside Rd, Windham, NY 5 Beds \| 3.5 Baths \| 4364 Sq. Ft.	$2,163,685

Address	Redfin Estimate
133 Trailside Rd, Windham, NY 5 Beds \| 3.5 Baths \| 4536 Sq. Ft.	$2,019,111
150 Trailside Rd, Windham, NY 9 Beds \| 7 Baths \| 6858 Sq. Ft.	$2,320,059

Address	Redfin Estimate
153 Trailside Rd, Windham, NY 4 Beds \| 4.5 Baths \| 4616 Sq. Ft.	$1,697,220
149 Trailside Rd, Windham, NY 5 Beds \| 5.5 Baths \| 4998 Sq. Ft.	$2,403,151

Property information provided by HVCRMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12496, NY

Sale history for 151 Trailside Rd

Tax history for 151 Trailside Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12496

Home values near 151 Trailside Rd

More real estate resources