$1,590,000
PENDING

5 Hickory Hill Rd Windham, NY 12496

Windham Area

Estimated payment $9,089/month

Total Views 392
5 Beds
3 Baths
3,200 Sq Ft
$497 Price per Sq Ft

Highlights

  • Heated In Ground Pool
  • 2.75 Acre Lot
  • A-Frame Home
  • Scenic Views
  • Open Floorplan
  • Deck

About This Home

Experience an exceptional mountain retreat in one of Windham's most desirable locations. Set on 2.7 private acres and just a short walk to the heart of the village, this remarkable estate offers breathtaking panoramic views of the Windham Mountain Club, the ski slopes, and the surrounding Catskill Mountains. The main residence features 5 spacious bedrooms and 3 full bathrooms, designed for comfortable everyday living and effortless entertaining.The spectacular mountain scenery, filling the home with natural light and creating a seamless connection to the outdoors. Step outside to your own private oasis featuring an outdoor swimming pool, generous entertaining space, and unforgettable views that can be enjoyed year-round. Adding incredible versatility is a charming A-frame guest house complete with 1 bedroom and 1 full bathroom-perfect for hosting family and friends, creating a private workspace, or generating additional rental income. Whether you're searching for a full-time residence, a luxury weekend escape, or an investment opportunity in the heart of the Catskills, this unique property delivers an unmatched combination of privacy, convenience, and iconic mountain views. Just minutes from skiing, golf, hiking, restaurants, and all that Windham has to offer, this is a rare opportunity to own one of the area's most captivating properties.

Listing Agent

Agnieszka Wdziekowska Taufield

VENTURE FOX REALTY GROUP LLC Listed on: 06/28/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,000

Year Built

  • Built in 2007

Lot Details

  • 2.75 Acre Lot
  • Fenced
  • Landscaped with Trees

Parking

  • 2 Car Attached Garage
  • Basement Garage
  • Driveway

Property Views

  • Scenic Vista
  • Woods
  • Mountain

Home Design

  • A-Frame Home
  • Frame Construction
  • Asphalt Roof
  • Wood Siding

Interior Spaces

  • Open Floorplan
  • Furnished
  • 1 Fireplace
  • Wood Burning Stove

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • 3 Full Bathrooms

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Pool

  • Heated In Ground Pool
  • Outdoor Shower

Outdoor Features

  • Deck
  • Shed

Utilities

  • Heating System Uses Propane
  • Heating System Uses Wood
  • Baseboard Heating

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,000

Year Built

Built in 2007

Lot Details

2.75 Acres

Parking

2

Listing Details

  • Percent Basement Finished: Yes
  • Basement Walkout: Yes
  • ExteriorDeck: Yes
  • ExteriorFence: Yes
  • ExteriorOutdoorShower: Yes
  • FloorHardwood: Yes
  • FloorTile: Yes
  • HamletID: 0
  • HeatFuelElectric: Yes
  • HeatFuelPropane: Yes
  • HeatFuelWood: Yes
  • HeatTypeBaseboard: Yes
  • IsFurnished: Yes
  • LandRentAmount: 0
  • Lot Size Acres: 2.75
  • Number Of Stories: 0
  • OutbuildingShed: Yes
  • PercentageOfTaxThatIsDeductable: 0
  • PoolHeated: Yes
  • PoolInground: Yes
  • PoolSize: 19ft/36ft 9ft deep
  • PropertyCity: Windham
  • PropertyTownship: Windham
  • Prop. Type: House (Detached)
  • Renovation Year: 0
  • ResidentialStyle: A-Frame
  • RoofAsphalt: Yes
  • SForSaleAndRForRental: S
  • SidingWood: Yes
  • StoveWood: Yes
  • USStateAbbreviation: NY
  • ViewMountain: Yes
  • ViewScenic: Yes
  • ViewWooded: Yes
  • WaterSourceType: Private Well
  • Year Built: 2007
  • Special Features: None
  • Property Sub Type: Detached
  • Stories: 0

Interior Features

  • Basement Type: Full
  • Kitchen Type: Open
  • Fireplaces: 1
  • AboveArea Sq Ft: 0

Exterior Features

  • Construction Type: Frame
  • Has Pool: Yes
  • Trees: Yes

Garage/Parking

  • AttachedParking: 0
  • BasementGarage: Yes
  • Driveway: Yes
  • Garage Type: Attached
  • Numberof Garage Spaces: 2

Utilities

  • Sewer Type: Community

Condo/Co-op/Association

  • HOA Fees: 0
  • Units in Building: 0

Schools

  • School District: WINDHAM-ASHLAND-JEWETT CENTRAL SCHOOL DISTRICT

Lot Info

  • Number Of Lots: 0

Multi Family

  • Unit Number of Bedrooms: 5
  • Total Taxes: 6000

Tax Info

  • Tax Year: 0

Map

Range of Values:

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Value Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,297 $358,500 $34,300 $324,200
2024 $6,028 $358,500 $34,300 $324,200
2023 $5,873 $358,500 $34,300 $324,200
2022 $4,873 $358,500 $34,300 $324,200
2021 $3,894 $240,500 $34,300 $206,200
2020 $4,176 $240,500 $34,300 $206,200
2019 $6,097 $240,500 $34,300 $206,200
2018 $6,097 $240,500 $34,300 $206,200
2017 $3,434 $190,200 $32,300 $157,900
2016 $3,342 $190,200 $32,300 $157,900
2015 -- $190,200 $32,300 $157,900
2014 -- $190,200 $32,300 $157,900
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
07/16/2026 07/16/26 Pending -- -- --
07/05/2026 07/05/26 For Sale $1,590,000 0.0% $497 / Sq Ft
07/05/2026 07/05/26 Off Market $1,590,000 -- --
06/28/2026 06/28/26 For Sale $1,590,000 -- $497 / Sq Ft
Source: My State MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $40,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $256,850 Unknown
Source: Public Records

Source: My State MLS

MLS Number: 11855732

APN: 194600-078-000-0006-073-000-0000

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