559 Case Road, Windham, NY 12407
Property image
Property image
FOR SALE
7.77 ACRES

$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 $5,370/mo*
Get Pre-Qualified

Home 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
Commute Destination

About this House

What's unique:Surrounded by dep landFormal dining roomEat-in kitchenFamily room
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!
Last check for updates: about 6 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

Interior Features

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

Exterior Features

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

Days on Market

Cumulative Days on Market: 36Days on Market: 174

Property Information

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

Price & Status

Price
List Price: $789,000Price Per Sqft: $181

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 995243

Building

Building Area
Building Area: 4368 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 7.77 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 995243Attic: UnfinishedAttribution Contact: 516-992-2888Showing Requirements: Call Listing Agent

Price and Tax history

DateEventPrice
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

Around this home

What Locals Say about Windham

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 95% say there's holiday spirit
  • 62% say neighbors are friendly
  • 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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.
  • Claudia H.
    "School parades the primary grade students mid day. The police are out keeping an eye on the children and the fire department gives away hot chocolate and hot dogs!"
    2
    Flag
  • Dan H.
    "Whether you've lived here all your life or if you're just visiting, the people will welcome you and make you feel at home. I encourage people to visit and maybe stay a while. "
    6
    Flag
  • Julissa K.
    "4th of July I can see the parade passing by my house and even fireworks. Winter we have a lot of visitors here because the ski resort. And the summer is always a lot to do including walking in the Windham Path and all the trails around here are just amazing "
    0
    Flag
  • Steven N.
    "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
    3
    Flag
  • Steven N.
    "It’s a lovely town to walk in with your dog and rumor has it there is a dog run in the town next door. Great trails for walking with your dog as well."
    1
    Flag
  • howardc1
    "I have a vacation condo here. The location is excellent about 3 miles from Ski Windham, and this is one of the very few properties in the area with a swimming pool and two tennis courts. Property management is excellent. Excellent cultural attractions, chamber music performances right in town, jazz and classical performances during the summer in nearby Hunter and Tannersville. "
    1
    Flag
  • Patti
    "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
    5
    Flag

Market trends in Windham

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
69
1MoM
Sourced by Trulia Market Trends

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
2731 County Route 10, Ashland, NY
0.32
Single-Family Home
$430,000
11/13/25
6
3
3,071
89 Zinno Rd, Prattsville, NY
1.07
Single-Family Home
$899,000
08/24/26
4
2
4,276
89 Zinno Rd, Ashland, NY
1.03
Single-Family Home
$899,000
08/11/26
4
2
2,676
128 Steinmetz Road, Windham, NY
1.39
Single-Family Home
$925,000
04/17/26
5
4
4,022
241 Campbell Road, Windham, NY
1.42
Single-Family Home
$1,340,000
12/03/25
5
3.5
5,080
149 Magda Lane, Windham, NY
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
1 County Rd, Windham, NY 12496
0.22
-
-
-
-
Off Market
2637 Route 10, Ashland, NY 12407
0.22
-
4
1
2,508
Off Market
2637 Route 10, Ashland, NY 12407
0.22
-
4
1
2,508
Off Market
2637 Route 10, Ashland, NY 12407
0.22
$821,600
4
1
1,188
Off Market
541 Case Rd, Windham, NY 12496
0.24
$147,000
2
2
924
Off Market
559 Case Rd, Windham, NY 12496
0.25
$761,200
4
3
4,312
Off Market
671 Case Rd, Windham, NY 12496
0.25
$324,700
3
1
1,384
Off Market
607 Case Rd, Windham, NY 12496
0.26
$381,400
3
2
2,044
Off Market
2677 Route 10, Windham, NY 12496
0.27
-
-
-
-
Off Market
607 Case Road, Windham, NY 12496
0.30
$345,700
3
1
2,044
Off Market
Case Rd, Ashland, NY 12496
0.31
$250,900
3
2
1,176
Off Market
2703 Route 10, Ashland, NY 12496
0.31
$70,600
Studio
-
600
Off Market
687 Case Rd, Windham, NY 12496
0.31
$482,000
2
2
2,284
Off Market
2633 County Route 10, Windham, NY 12496
0.31
$317,700
11
3
1,998
Off Market
2731 County Route 10, Ashland, NY 12407
0.32
$449,700
6
3
3,071
Off Market
535 Case Rd, Windham, NY 12496
0.32
$93,100
3
1
720
Off Market
599 Case Rd, Windham, NY 12496
0.32
$949,300
4
3
4,312
Off Market
2635 County Route 10, Windham, NY 12496
0.35
$335,000
2
1
1,008
Recently Sold
555 Case Rd, Windham, NY 12496
0.35
-
-
-
-
Off Market
525 Case Rd, Windham, NY 12496
0.36
$341,300
3
2
1,310
Off Market

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 2026-10-27 09:23:03 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 $5,412 (about $4,246 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).
  • 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.
  • Does 559 Case Road have a garage?
    Yes, 559 Case Road in Windham, NY has a garage.
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.