$949,000
3 Beds
3 Baths
2,236 sqft (on 5.20 acres)
89 Sky Hill Road, Windham, NY 12496
Est. Mortgage $6,419/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2004
5.2 acre lot
$424/sqft
Open Parking
Local Information
- Map ViewExplore the area around 89 Sky Hill Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from New York City.
A welcoming covered timber and stone front porch sets the tone before stepping inside to an impressive open floor plan highlighted by soaring pine-clad vaulted ceilings, a dramatic floor-to-ceiling stone wood-burning fireplace, and a spectacular wall of glass that fills the home with natural light while framing the surrounding mountain scenery. The kitchen, dining area, and great room flow seamlessly together, creating an inviting space for entertaining or relaxing after a day on the slopes.
One of the home's most memorable features is the heated four-season sunroom. Complete with its own wood stove, this cozy retreat is the perfect place to enjoy your morning coffee, read a book, or unwind while taking in the changing seasons.
Outdoor living is equally impressive. Enjoy both front and rear decks, with the rear deck stepping down to a beautiful stone patio featuring a built-in fire pit--an ideal setting for evenings under the stars surrounded by friends.
Designed with comfort and flexibility in mind, the home offers three bedrooms, including a desirable first-floor primary suite with its own private bath, allowing for convenient one-level living. Two additional full bathrooms provide ample accommodations for guests.
The walkout lower level expands the living space with a spacious family room, third full bathroom, and kitchenette, creating an ideal guest suite, private quarters for guests, home office, recreation room, or media space. Approximately half of the lower level is finished, while the unfinished section offers exceptional storage with direct outdoor access, making it perfect for lawn equipment, outdoor gear, skis, bikes, and recreational vehicles.
Whether you're searching for a weekend escape, a year-round residence, or the perfect Catskills ski home, this property delivers the mountain lifestyle you've been waiting for. Located in Greene County's premier four-season resort town, you're just minutes from Windham's skiing, golf, hiking, mountain biking, restaurants, shops, festivals, and countless year-round outdoor adventures.
Experience the timeless beauty, warmth, and tranquility that only an authentic log home can offer. This is Catskills living at its finest. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
A welcoming covered timber and stone front porch sets the tone before stepping inside to an impressive open floor plan highlighted by soaring pine-clad vaulted ceilings, a dramatic floor-to-ceiling stone wood-burning fireplace, and a spectacular wall of glass that fills the home with natural light while framing the surrounding mountain scenery. The kitchen, dining area, and great room flow seamlessly together, creating an inviting space for entertaining or relaxing after a day on the slopes.
One of the home's most memorable features is the heated four-season sunroom. Complete with its own wood stove, this cozy retreat is the perfect place to enjoy your morning coffee, read a book, or unwind while taking in the changing seasons.
Outdoor living is equally impressive. Enjoy both front and rear decks, with the rear deck stepping down to a beautiful stone patio featuring a built-in fire pit--an ideal setting for evenings under the stars surrounded by friends.
Designed with comfort and flexibility in mind, the home offers three bedrooms, including a desirable first-floor primary suite with its own private bath, allowing for convenient one-level living. Two additional full bathrooms provide ample accommodations for guests.
The walkout lower level expands the living space with a spacious family room, third full bathroom, and kitchenette, creating an ideal guest suite, private quarters for guests, home office, recreation room, or media space. Approximately half of the lower level is finished, while the unfinished section offers exceptional storage with direct outdoor access, making it perfect for lawn equipment, outdoor gear, skis, bikes, and recreational vehicles.
Whether you're searching for a weekend escape, a year-round residence, or the perfect Catskills ski home, this property delivers the mountain lifestyle you've been waiting for. Located in Greene County's premier four-season resort town, you're just minutes from Windham's skiing, golf, hiking, mountain biking, restaurants, shops, festivals, and countless year-round outdoor adventures.
Experience the timeless beauty, warmth, and tranquility that only an authentic log home can offer. This is Catskills living at its finest. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Last check for updates: about 6 hours ago
Listing by: Coldwell Banker Village GreenW, (518) 734-4200
Regina Tortorella, (914) 466-0329
Coldwell Banker Village GreenW, (518) 734-4200
Aaron Perer
Source: HVCRMLS, MLS#20264252
Also Listed on HVCRMLS.
Home Details for 89 Sky Hill Road
|
|---|
MLS Status: Active |
|
|---|
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2236 Square Feet |
Appliances & Utilities Appliances: Water Heater, Washer/Dryer Stacked, Refrigerator, Dishwasher, Built-In Electric OvenDishwasherLaundry: In BathroomRefrigerator |
Heating & Cooling Heating: OilHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Oil |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Living Room, Wood BurningHas a Fireplace |
Gas & Electric Electric: 200+ Amp Service |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Levels: One and One HalfFloors: Wood |
View Has a ViewView: Mountain(s), Other |
|
|---|
Exterior Home Features Roof: AsphaltPatio / Porch: Deck, Front Porch, Rear PorchExterior: Fire Pit, Private YardFoundation: Concrete Perimeter |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway |
Frontage Road Frontage: Private Road |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 1536 Square FeetFinished Area (below surface): 700 Square Feet |
|
|---|
Days on Market: 51 |
|
|---|
Year Built Year Built: 2004 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: CabinArchitecture: Log |
Building Construction Materials: Log, Wood SidingNot a New Construction |
Property Information Parcel Number: 45.00226 |
|
|---|
Price List Price: $949,000Price Per Sqft: $424 |
|
|---|
Direction & Address City: Windham |
School Information High School District: Wind-Ash-Jewett |
|
|---|
Listing Agent Listing ID: 20264252 |
|
|---|
Building Area Building Area: 2236 Square Feet |
|
|---|
Lot Area: 5.2 Acres |
|
|---|
Mls Number: 20264252Above Grade Unfinished Area: 1536 |
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 August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
3MoM
Home Value
Trulia Estimate
$913KSince last month
Decreased$14K (-1.5%)Since last year
Increased$256K (+38.9%)Since last sale
Increased$629K (+220.6%)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 +185% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $914K |
| August 2026 | $915K |
| July 2026 | $928K |
| June 2026 | $689K |
| May 2026 | $678K |
| April 2026 | $668K |
| March 2026 | $636K |
| February 2026 | $633K |
| January 2026 | $621K |
2025 | |
2024 | |
2023 | |
2022 | |
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 |
|---|---|---|---|---|---|---|---|
1.89 | Single-Family Home | $445,000 | 07/23/26 | 3 | 2.5 | 1,903 | |
1.59 | Single-Family Home | $740,000 | 11/14/25 | 4 | 2 | 2,442 | |
1.13 | Single-Family Home | $1,535,000 | 11/19/25 | 5 | 4.5 | 3,812 | |
2.07 | Single-Family Home | $835,000 | 03/04/26 | 3 | 2.5 | 2,864 | |
1.97 | Single-Family Home | $815,000 | 12/24/25 | 4 | 3 | 3,500 | |
1.84 | Single-Family Home | $925,000 | 04/17/26 | 5 | 4 | 4,022 | |
2.04 | Single-Family Home | $1,255,000 | 04/24/26 | 3 | 2 | 2,170 | |
1.94 | Single-Family Home | $137,500 | 06/25/26 | 2 | 1 | 1,243 |
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 |
|---|---|---|---|---|---|---|
0.08 | $1,506,500 | 5 | 4.5 | 4,140 | Off Market | |
0.08 | $1,078,600 | 4 | 3.5 | 2,521 | Off Market | |
0.10 | $1,243,600 | 4 | 4.5 | 3,595 | Off Market | |
0.28 | $1,028,400 | 4 | 3.5 | 3,288 | Off Market | |
0.38 | $1,063,000 | 4 | 3.5 | 2,578 | Off Market | |
0.38 | $812,100 | 4 | 2.5 | 2,280 | Off Market | |
0.43 | - | - | - | - | Off Market | |
0.48 | - | - | - | - | Off Market | |
0.49 | $392,700 | Studio | 1.5 | 936 | Off Market | |
0.72 | $2,405,200 | 4 | 3 | 6,748 | Off Market | |
0.71 | $540,000 | 2 | 2 | 1,450 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 27, 2026 Source: HVCRMLS #20264252 | Listed For Sale | $949,000 |
May 24, 2011 Source: HVCRMLS #957292 | Sold | $285,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $659,408 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Regina Tortorella, Coldwell Banker Village GreenW, (518) 734-4200
Agent Phone: (914) 466-0329
IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved.
The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Similar Homes You May Like
0.34 ACRESListing by: Bunce Realty, Active
12.3 ACRESListing by: Coldwell Banker Prime, Active
10.2 ACRESListing by: Dugo Realty, Active
5.13 ACRESListing by: Coldwell Banker Village Green, Active
4.87 ACRESListing by: Weichert Realtors Fontaine & Associates, Active
5.01 ACRESListing by: Keller Williams Realty HV Nort, Active
6.8 ACRESListing by: Brainard Ridge Management, Active
0.48 ACRESListing by: Bunce Realty, Active
OPEN SUN, 12-2PM5.31 ACRESListing by: Keller Williams Upstate NY Pro, Active
19 ACRESListing by: Ruth Gale Realty, Active
10.28 ACRESListing by: Corcoran Country Living, Active
2 ACRESListing by: Compass Greater NY, LLC, Active
NEW CONSTRUCTION5 ACRESListing by: Win Morrison Realty - W, Active
3.14 ACRESListing by: L. Morse & Associates, Active
6.5 ACRESListing by: Coldwell Banker Village Green, Active
20 ACRESListing by: Compass Greater New York, LLC, Active
0.92 ACRESListing by: Corcoran Country Living, Active
11.2 ACRESListing by: BHHS HUDSON VALLEY PROP-WDST, Active
NEW CONSTRUCTION5.2 ACRESListing by: Keller Williams Realty HV Nort, Active
0.4 ACRESListing by: Ruth Gale Realty, Active
NEW CONSTRUCTION2.3 ACRESListing by: Coldwell Banker Village GreenW, Active
0.31 ACRESListing by: Bunce Realty, Active
0.59 ACRESListing by: Coldwell Banker Village GreenW, Active
1.18 ACRESListing by: Precious Properties Corp.
8.68 ACRESListing by: Brainard Ridge Management, Active
15.4 ACRESListing by: Coldwell Banker Village Green, Active
Listing by: Coldwell Banker Village GreenW, Active
52 ACRESListing by: Country Boy Realty, Active
3.3 ACRESListing by: Dugo Realty, Active
5.5 ACRESListing by: Country Views Realty, Inc., Active
1.4 ACRESListing by: Shaw Country Realty, Inc., Active
3.15 ACRESListing by: Dugo Realty, Active
OPEN SAT, 2:30-4:30PM0.81 ACRESListing by: Ruth Gale Realty, Active
20.67 ACRESListing by: Four Seasons Sotheby's Int., Active- 2.55 ACRESListing by: Four Seasons Sotheby's Int., Active
4.3 ACRESListing by: Hunter Windham Real Estate, Active
Listing by: Windstar Realty Group, LLC, Active
NEW CONSTRUCTION11.61 ACRESListing by: Windstar Realty Group, LLC, Active
See more homes for sale inWindham
New Listings near 89 Sky Hill Road
NEWOPEN SAT, 11-1PM1 ACREListing by: Compass Greater New York, LLC, Active
111.3 ACRESListing by: Four Seasons Sotheby's Int., Active
1.13 ACRESListing by: Shaw Country Realty, Inc., Active
Listing by: Coldwell Banker Village GreenW, Active
2.3 ACRESListing by: SHAW COUNTRY REALTY INC, My State MLS
49.4 ACRESListing by: Four Star Realty Group, Inc., Active
1.89 ACRESListing by: Shaw Country Realty, Inc., Active
1.02 ACRESListing by: Windstar Realty Group LLC
OPEN SAT, 12:30-2PMNEW CONSTRUCTION1.36 ACRESListing by: Four Seasons Sotheby's Int., Active- 6.8 ACRESListing by: Brainard Ridge Management, Active
5.01 ACRESListing by: Coldwell Banker Village GreenW, Active
2.5 ACRESListing by: Shaw Country Realty, Inc., Active- NEW CONSTRUCTION11.61 ACRESListing by: Windstar Realty Group, LLC, Active
- See more homes for sale inWindham
Frequently asked questions about 89 Sky Hill Road
- What is the estimated monthly payment for 89 Sky Hill Road?Based on a $949,000 list price with 20% down at today's rates, the estimated monthly payment for 89 Sky Hill Road in Windham, NY is approximately $6,505 (about $5,117 principal & interest, $1,313 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 89 Sky Hill Road?The closest schools to 89 Sky Hill Road in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).
- What is 89 Sky Hill Road estimated to be worth?Trulia's estimated value for 89 Sky Hill Road in Windham, NY is $913,000.
- Does 89 Sky Hill Road have air conditioning?Yes, 89 Sky Hill Road in Windham, NY has air conditioning.
- Does 89 Sky Hill Road have laundry facilities?Yes, 89 Sky Hill Road in Windham, NY has laundry facilities.
89 Sky Hill Road, Windham, NY 12496 is a 3 bedroom, 3 bathroom, 2,236 sqft single-family home built in 2004. This property is currently available for sale and was listed by HVCRMLS on Jul 27, 2026. The MLS # for this home is MLS# 20264252.