5678 New York 23 Windham, NY $ 799,000
5678 New York 23
$ 799,000
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5678 New York 23

Windham, NY, 12496
$ 799,000
Bedrooms4 Baths3.1 Sq 2,878

Monthly Estimate*

$ 4,920

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Single Family Home for sale in Windham, NY

for $799,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,878 square foot home was built in 1900 on a lot size of 2.34.

Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and comforts today's second home and STR buyers crave. Sold fully furnished and completely turn-key (minus two rugs in the dining and living rooms), this beautifully curated property is ready to enjoy immediately or continue operating as a proven vacation rental with approximately 20k already booked for the summer season and multiple winter rental inquiries already rolling in. From the moment you arrive, the craftsmanship and warmth of this home are undeniable. Stunning reclaimed hand-hewn beams are exposed throughout the house, their rich dark stain dramatically contrasted against crisp white walls and ceilings, creating the perfect blend of rustic luxury and modern mountain design. Hand-hewn posts and beams, gleaming wood floors, solid split front door details, and thoughtfully selected blue, gray, and earthy brown tones create the calming Catskills aesthetic buyers are actively searching for in today's luxury vacation home market. The kitchen perfectly balances old-world charm and modern functionality with white subway tile backsplash, stone countertops, breakfast bar seating, stainless steel appliances, and slate tile floors ideal for entertaining after a day on the slopes or golf course. The living room offers exposed timber frame details and a cozy fireplace that anchors the space perfectly for apres-ski evenings. Upstairs, you'll find three bedrooms including a stunning primary en-suite featuring vaulted ceilings accented by exposed hand-hewn beams and a spa-like bathroom complete with a soaking tub positioned against a large picture window overlooking mountain views, plus an oversized tiled walk-in shower. Two additional upstairs bedrooms are connected by a beautiful, modern Jack-and-Jill bathroom. The finished walk-out lower level adds exceptional flexibility and additional entertaining space with radiant heated slate floors, a spacious family room, wood accent wall, full bathroom, laundry area, and a flex room currently being utilized as a fourth bedroom/bunk room -- ideal for maximizing sleeping capacity and future Airbnb rental potential. Outside, the grounds are equally impressive with lush lawn space, eye-catching stone walls, mature landscaping, and a beautiful stone patio perfect for outdoor dining, relaxing, or gathering around a firepit under the Catskills sky. Location is everything -- and this property absolutely delivers. Enjoy being within walking distance to The Chicken Run, just minutes to golfing at Christman's Windham House, skiing at Windham Mountain Club, and the restaurants, shopping, coffee shops, and nightlife along Windham's vibrant Main Street. A rare additional opportunity exists for investors or large families looking to expand their Catskills portfolio -- the neighboring property at 7 Karlstadt Road is also available for purchase. Owning side-by-side homes in a thriving resort town like Windham creates an incredibly unique investment opportunity with simplified property management, stronger rental flexibility, and long-term upside in one of the Catskills' most desirable vacation destinations. Additional highlights include city sewer, private well water with a new well pump installed in 2024, radiant heat in the lower level, and an unmatched combination of authentic historic timber frame architecture, modern amenities, STR income potential, and true Catskills charm. The bedroom count indicated is per the town property records. The fourth bedroom is located in the walkout and does not have a window. The current owner's use the room as a bunk room/flex space.

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Single Family Active

Price

$ 799,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 3,460

Style

Other

Lot Size

2.34

Year Built

1900

Town/City

Windham

County/Region

Greene

MLS | Web ID

20262616

Features
General
Sewer Public Sewer
Heating Propane
Cooling Central Air
Roof Asphalt
Appliances Washer/Dryer Stacked Refrigerator Range Dishwasher
Zoning 01
Garage Spaces 1
Patio/Porch Features Deck Front Porch Patio
Architectural Style Other
Year Built 1900
Electric 200+ Amp Service
View Mountain(s)
Township Windham
Levels Tri-Level
Property Subtype Single Family Residence
County Greene
New Construction false false
Property Type Residential
Attached Garage false
Garage Y/N true
Total Rooms 0
Full Baths 3
Status Active
City Windham
High School District Wind-Ash-Jewett
MLS Area Windham
Lot Size Units Acres
Lot Size Square Feet 101930.4
Tax Annual Amount 3460
MLS Area Minor Windham
Virtual Tour https://storybookviewer.com/122961-145403
Structure Type House
Standard Status Active
Tax Assessed Value 203200
Tax Lot 6.1
Legal Description Sbl# 94.02-3-6.1 Liber:2023 Page: 2967
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Interior
Interior Amenities Beamed Ceilings Breakfast Bar Granite Counters High Ceilings High Speed Internet Open Floorplan Soaking Tub Vaulted Ceiling(s)
Basement Finished Full Walk-Out Access Walk-Up Access
Flooring Carpet Slate Wood
Total Fireplaces 1
Fireplace Features Great Room
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 1937
Half Baths 1
Total Bedrooms 4
Below Grade Finished Area 941
Total Baths 4
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Exterior
Exterior Amenities Fire Pit
Water Source Well
Lot Size Area 2.34
Building Area Total 2878
Lot Size Acres 2.34
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* Excluded Features
List By
Regina Tortorella

Listing Agent

Coldwell Banker Village Greenw

Broker

secondhomeguru@gmail.com

Email

Affordability Calculator

$5,208
Per Month
94%
6%
0%
Monthly Principal & Interest
$4,920
Monthly Property Taxes
$288
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/21/2026$799,000 Listed Price

Map


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5678 New York 23, Windham, NY, 12496 is a Single Family Home for sale at $799,000 with 2,878 sqft and a lot size of 2.34. 5678 New York 23 has 4 bedrooms, 3.1 baths, and was built in 1900. The property's zip code is 12496 which is in Windham, NY