$789,000
Original price: $800,000
6 Beds
3.5 Baths
4,368 sqft (on 7.77 acres)
559 Case Road, Windham, NY 12407
Est. Mortgage $5,260/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2001
7.77 acre lot
$181/sqft
Garage
Local Information
- Map ViewExplore the area around 559 Case Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
AT 559, ITS TIME! TO MAKE YOUR CASE FOR WINDHAM.
Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property.
A sun-filled entryway with soaring ceilings and chandelier create a warm and inviting first impression. The main level features a large living room, along with a kitchen equipped with an electric oven, dishwasher, desk area, and an adjoining dining section with sliding doors to the back deck. A formal dining room provides additional space for gatherings. This level also has a bonus area customizable as a family room, home office, or living space for guests. A half bathroom and laundry on the first floor offer convenience and flexibility.
Upstairs, the primary bedroom includes an ensuite bathroom, complemented by three additional bedrooms and a full hall bathroom. A full basement that features two bedrooms and full bathroom, providing endless potential for a recreation area, media room, gym, or extended living quarters.
Outside, an attached two-car garage and a rear deck overlooking the expansive, wooded property—perfect for morning coffee and enjoying the peaceful surroundings.
Located near Windham Mountain Club and Hunter Mountain, this property offers access to skiing, snowboarding, and tubing, as well as year-round outdoor recreation from camping, fishing, hunting, water activities, to hiking at Catskill Park and Kaaterskill Falls. Situated in scenic Greene County, the Ashland-Windham area is highly regarded for its four-season appeal and strong demand for second homes and rental properties in the Northern Catskills. The region is also well known for historic art sites, wineries, and nearby charming towns for boutique shopping and farm-to-table dining.
With close proximity to premier Catskills destinations, and just a few hours away from NYC, 559 Case Road offers a unique opportunity to enjoy or invest in mountain living. Schedule your private showing today!
Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property.
A sun-filled entryway with soaring ceilings and chandelier create a warm and inviting first impression. The main level features a large living room, along with a kitchen equipped with an electric oven, dishwasher, desk area, and an adjoining dining section with sliding doors to the back deck. A formal dining room provides additional space for gatherings. This level also has a bonus area customizable as a family room, home office, or living space for guests. A half bathroom and laundry on the first floor offer convenience and flexibility.
Upstairs, the primary bedroom includes an ensuite bathroom, complemented by three additional bedrooms and a full hall bathroom. A full basement that features two bedrooms and full bathroom, providing endless potential for a recreation area, media room, gym, or extended living quarters.
Outside, an attached two-car garage and a rear deck overlooking the expansive, wooded property—perfect for morning coffee and enjoying the peaceful surroundings.
Located near Windham Mountain Club and Hunter Mountain, this property offers access to skiing, snowboarding, and tubing, as well as year-round outdoor recreation from camping, fishing, hunting, water activities, to hiking at Catskill Park and Kaaterskill Falls. Situated in scenic Greene County, the Ashland-Windham area is highly regarded for its four-season appeal and strong demand for second homes and rental properties in the Northern Catskills. The region is also well known for historic art sites, wineries, and nearby charming towns for boutique shopping and farm-to-table dining.
With close proximity to premier Catskills destinations, and just a few hours away from NYC, 559 Case Road offers a unique opportunity to enjoy or invest in mountain living. Schedule your private showing today!
Last check for updates: about 11 hours ago
Listing by: Iaquinta Premier Properties, (516) 992-2888
Alexander Iaquinta, (516) 713-6458
Source: OneKey® MLS as distributed by MLS GRID, MLS#995243
Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 559 Case Road
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Interior Details Basement: FullNumber of Rooms: 7 |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4368 Square Feet |
Appliances & Utilities Utilities: Electricity Available, Electricity Connected, Sewer Available, Sewer Connected, Trash Collection Public, Water Available, Water ConnectedAppliances: Dishwasher, Dryer, Electric Oven, Refrigerator, WasherDishwasherDryerLaundry: In Hall,InsideRefrigeratorWasher |
Heating & Cooling Heating: OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Fireplace & Spa No FireplaceNo Spa |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Carpet, Ceramic Tile, Combination |
Levels, Entrance, & Accessibility Levels: Multi/SplitFloors: Carpet, Ceramic Tile, Combination |
View Has a ViewView: Mountain(s), Panoramic, Trees/Woods |
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Exterior Home Features Patio / Porch: DeckFencing: NoneNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Attached,Garage,Private |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 36Days on Market: 127 |
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Year Built Year Built: 2001 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial |
Building Construction Materials: Aluminum Siding, Frame, Vinyl SidingNot Attached Property |
Property Information Parcel Number: 19200006000000010341110000 |
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Price List Price: $789,000Price Per Sqft: $181 |
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MLS Status: Active |
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Direction & Address City: Ashland |
School Information Elementary School: Windham Ashland Central SchoolJr High / Middle School: Windham Ashland Central SchoolHigh School: Windham Ashland Central SchoolHigh School District: Windham-Ashland-Jewitt |
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Listing Agent Listing ID: 995243 |
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Building Area Building Area: 4368 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 7.77 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 995243Attic: UnfinishedAttribution Contact: 516-992-2888Showing Requirements: Call Listing Agent |
Around this home
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.
Market trends in Windham
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
5MoM
Home Value
Trulia Estimate
$761KSince last month
Increased$12K (+1.6%)Since last year
Decreased$50K (-6.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +101% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $761K |
| August 2026 | $749K |
| June 2026 | $838K |
| May 2026 | $779K |
| April 2026 | $812K |
| March 2026 | $805K |
| February 2026 | $781K |
| January 2026 | $777K |
2025 | |
2024 | |
2023 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.32 | Single-Family Home | $430,000 | 11/13/25 | 6 | 3 | 3,071 | |
1.03 | Single-Family Home | $899,000 | 08/11/26 | 4 | 2 | 2,676 | |
1.39 | Single-Family Home | $925,000 | 04/17/26 | 5 | 4 | 4,022 | |
1.42 | Single-Family Home | $1,340,000 | 12/03/25 | 5 | 3.5 | 5,080 | |
1.14 | Single-Family Home | $960,000 | 11/07/25 | 4 | 5 | 2,140 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.30 | $343,700 | 3 | 1 | 2,044 | Off Market | |
0.32 | $430,000 | 6 | 3 | 3,071 | Recently Sold | |
0.35 | $344,900 | 2 | 2 | 1,008 | For Sale | |
0.37 | $576,700 | 3 | 2 | 2,500 | Off Market | |
0.37 | $515,300 | 3 | 2 | 1,200 | Off Market | |
0.42 | $189,000 | - | - | - | For Sale | |
0.47 | $700,500 | 5 | 3 | 2,300 | Off Market | |
0.59 | $740,100 | 6 | 4 | - | Off Market | |
0.57 | $292,400 | 3 | 1 | 1,176 | Off Market | |
0.62 | - | - | - | - | Off Market | |
0.62 | $429,000 | - | - | - | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jun 11, 2026 Source: OneKey® MLS as distributed by MLS GRID #995243 | PriceChange | $789,000 Price decreased by 1% |
May 6, 2026 Source: OneKey® MLS as distributed by MLS GRID #995243 | Listed For Sale | $800,000 |
Aug 17, 2024 Source: Columbia Greene Northern Dutchess MLS #153163 | ListingRemoved | |
Jun 10, 2024 Source: Columbia Greene Northern Dutchess MLS #153163 | Listed For Sale | $879,000 |
Apr 1, 2024 Source: Columbia Greene Northern Dutchess MLS #151297 | ListingRemoved | |
Jan 31, 2024 Source: Columbia Greene Northern Dutchess MLS #151297 | Listed For Sale | $925,000 |
May 10, 2021 Source: Columbia Greene Northern Dutchess MLS | ListingRemoved | |
Nov 10, 2020 Source: Agent Provided | Listed For Sale | $449,000 |
Feb 4, 2020 Source: Agent Provided | ListingRemoved | $359,000 |
Aug 7, 2019 Source: Agent Provided | Listed For Sale | $359,000 |
Jun 24, 2019 Source: Agent Provided | ListingRemoved | $359,000 |
Jun 12, 2019 Source: Agent Provided | Listed For Sale | $359,000 |
Dec 31, 2017 Source: Agent Provided | ListingRemoved | $359,000 |
Oct 11, 2016 Source: Agent Provided | Listed For Sale | $359,000 |
Aug 27, 2012 Source: Agent Provided | ListingRemoved | $399,999 |
Mar 2, 2012 Source: Agent Provided | Listed For Sale | $399,999 |
Nov 14, 2011 Source: Agent Provided | ListingRemoved | $435,000 |
Feb 24, 2011 Source: Agent Provided | Listed For Sale | $435,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $781,300 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Alexander Iaquinta, Iaquinta Premier Properties, (516) 992-2888
Agent Phone: (516) 713-6458
Based on information submitted to the MLS GRID as of 2026-09-11 01:04:17 PDT 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. Some IDX listings have been excluded from this website. Click here for more information
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Frequently asked questions about 559 Case Road
- What is the estimated monthly payment for 559 Case Road?Based on a $789,000 list price with 20% down at today's rates, the estimated monthly payment for 559 Case Road in Windham, NY is approximately $5,358 (about $4,192 principal & interest, $1,091 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Windham?Residents describe Windham, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Windham, NY.
- What are the closest schools to 559 Case Road?The closest schools to 559 Case Road in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).
- What is 559 Case Road estimated to be worth?Trulia's estimated value for 559 Case Road in Windham, NY is $761,300.
- Does 559 Case Road have laundry facilities?Yes, 559 Case Road in Windham, NY has in-unit laundry.
- How big is the lot at 559 Case Road?The lot at 559 Case Road in Windham, NY is about 7.8 acres.
559 Case Road, Windham, NY 12407 is a 6 bedroom, 4 bathroom, 4,368 sqft single-family home built in 2001. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on May 6, 2026. The MLS # for this home is MLS# 995243.