5678 New York 23, Windham, NY 12496
Local realty services provided by:CENTURY 21 New West Properties
Listed by: regina tortorella, aaron perer
Office: coldwell banker village greenw
MLS#:20262616
Source:NY_MLSUC
Price summary
- Price:$799,000
- Price per sq. ft.:$277.62
About this home
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....
Contact an agent
Home facts
- Year built:1900
- Listing ID #:20262616
- Added:63 day(s) ago
- Updated:July 23, 2026 at 11:36 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Slate, carpet, wood
- Basement:Yes
- Basement Description:FInished, Full, Walk-Out Access
- Living area:2,878 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Propane
- Central air:Yes
Structure and exterior
- Year built:1900
- Building area:2,878 sq. ft.
- Lot area:2.34 Acres
- Exterior Features:Deck, Patio
Utilities
- Sewer:Public Sewer
Finances and disclosures
- Price:$799,000
- Price per sq. ft.:$277.62
- Tax amount:$3,460
Features and amenities
- Amenities:Beamed Ceilings, Breakfast Bar, High Ceilings, High Speed Internet, Vaulted Ceiling(s)
Parking
- Garage:Yes
- Garage spaces:1
New listings near 5678 New York 23
- New
$3,000,000Active307 Acres174 High Peak Road, Windham, NY 12496
MLS# 20264180Listed by: WIN MORRISON REALTY-K - New
$549,000Active4 beds 2 baths1,764 sq. ft.329 County Route 296, Windham, NY 12496
MLS# 20264151Listed by: COLDWELL BANKER VILLAGE GREENW - New
$385,000Active3 beds 1 baths1,893 sq. ft.82 County Road 56, Windham, NY 12496
MLS# 20264147Listed by: BUNCE REALTY - New
$89,000Active2.3 Acres0 Windham Woods Road, Windham, NY 12496
MLS# 20264075Listed by: SHAW COUNTRY REALTY, INC. - New
$359,900Active2 beds 2 baths1,008 sq. ft.2635 Cr 10, Windham, NY 12496
MLS# 20264052Listed by: GREENE COUNTY REALTY 
$639,000Active4 beds 2 baths2,240 sq. ft.60 Route 65-a, Windham, NY 12496
MLS# 20262943Listed by: RE/MAX CAPITAL- New
$599,000Active2 beds 2 baths1,204 sq. ft.406 Campbell Road, Windham, NY 12496
MLS# 20263984Listed by: VENTURE FOX REALTY GROUP - New
$1,275,000Active3 beds 3 baths1,506 sq. ft.11 Whisper Creek Drive #301b, Windham, NY 12496
MLS# 20263965Listed by: COLDWELL BANKER VILLAGE GREENW - New
$1,590,000Active5 beds 3 baths2,974 sq. ft.3-5 Hickory Hill Road, Windham, NY 12496
MLS# 20263929Listed by: VENTURE FOX REALTY GROUP 
$425,000Active2 beds 2 baths1,392 sq. ft.23 French Park Drive #7c, Windham, NY 12496
MLS# 20263909Listed by: BUNCE REALTY
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.