NEW 6 HRS AGO

For sale

$2,900,000

Est. $17,492/mo —

•

4,321

sq ft

59 Oliver Rd, Windham, NY 12496

About this home

Experience the beauty, privacy, and grandeur of the mountains in this exceptional Windham property, featuring 4,272 square feet of living space and a combined 68.76 acres of land across two parcels. With panoramic mountain views of Windham Mountain Resort, a picturesque pond, and a dedicated fire pit area, this property offers a remarkable setting to enjoy the natural beauty of the region. The three-level residence offers four bedrooms, three bathrooms, and generous living space, with pine wood floors throughout and tile flooring in select areas. Some distinctive highlights are the luxury Poggenpohl kitchen, the fireplace in the primary bedroom and the living room fireplace, constructed with brick dating back approximately 250 years. Recent exterior improvements include a new roof, new siding, and a new deck, providing an updated foundation. The property also features central air, water filtration system along with a 50-amp Tesla charging outlet for added convenience. A distinctive opportunity to own a substantial Catskills property in Windham, combining generous living space, impressive acreage, memorable mountain scenery, and the appeal of a private retreat in one remarkable offering.

Single-familyProperty Type

1989Year Built

68.76 acresLot Size

$671Price/Sq.Ft.

1 car garageParking

Listing by Kathy Marino • Bunce Realty

Listing by Sharri Cunningham • Bunce Realty

Listing updated: Oct 26, 2026 at 03:03pm

Redfin checked: a few seconds ago

•Source:HVCRMLS #20266353

Payment calculator

$17,492 per month

Principal and interest$16,024

Property taxes

$1,058

HOA dues

Home insurance

$411

Utilities

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Open houses

No upcoming open houses.

Around this home

Schools

K - 12
Preschool & daycare

Windham Ashland Central School

Public PreK-12 • Assigned • 1.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

59 Oliver Rd · $2,900,000

DAYS ON MARKET

The average home goes pending in 63 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $381,711. (87% lower than this home)

PRICE DROP

18% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Insulated windows
Full basement

Bathrooms
3 full bathrooms

Kitchen
Built-in electric oven
Dishwasher
Propane cooktop
Refrigerator
Range hood

Laundry & utility
Laundry room
Washer
Dryer

Flooring
Hardwood
Tile

Heating & cooling
Central air
Fireplace heating
Oil heating

Sale and tax history for 59 Oliver Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$11,405

$171,400 + $483,700

$655,100

2025

$11,405 (+4.6%)

$171,400 + $483,700

$655,100

2024

$10,907 (+2.3%)

$171,400 + $483,700

$655,100

2023

$10,661 (+0.6%)

$171,400 + $483,700

$655,100

2022

$10,592 (+0.6%)

$171,400 + $483,700

$655,100

2021

$10,534

$171,400 + $483,700

$655,100

2020

$10,535 (+0.1%)

$171,400 + $483,700

$655,100

2019

$10,521 (−0.5%)

$171,400 + $483,700

$655,100

2018

$10,573 (+0.3%)

$171,400 + $483,700

$655,100

2017

$10,543 (+3.0%)

$171,200 + $463,800

$635,000

2016

$10,240 (+1.1%)

$171,200 + $463,800

$635,000

2015

$10,124

$171,200 + $463,800

$635,000

Public record

Beds

Baths

Stories

1.7

Lot width

—

Lot depth

—

Lot size

63.03 Acres

Year renovated

—

Finished Sq. Ft.

3,024

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,024

Year built

1989

Style

Single Family Residential

County

Greene County

APN

194600A07700000030140000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

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

6 days above 88° expected this year, 14 days in 30 years

2/10 Wind Factor

3% 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

98/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 2% for direct sun exposure in Windham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.9 hrs

6.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 59 Oliver Rd

$2,886,689

$13K under list price of $2.90M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $713K to $1.6M.

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Listing by Coldwell Banker Village GreenW
$307/sq ft
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Rental earnings

Est. $3,782 per month, based on comparable rentals

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