Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 5-bedroom, 5-bathroom single family at 27 Anchor Camp Road in Windham, NY is listed for $1,699,000 ($350 per sqft). Built in 2020, the home offers 4,848 sqft of living space on a 5.84 acres lot.

Agent Description

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club.

Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular air-conditioned modern log cabin delivers the perfect combination of privacy, luxury finishes, breathtaking ski slope views, and exceptional future short-term rental potential.

Whether you're searching for a luxury ski house, furnished vacation home, Catskills retreat, or future Airbnb investment property, this rare offering checks every box. Arrive via freshly paved and town-maintained Anchor Camp Road, surrounded by beautiful newer construction homes, underground electric, and dramatic mountain scenery that buyers seeking long-term value near Windham Mountain Club are searching for.

Freshly stained just one week ago--including the exterior, expansive decking, and railings--the home feels polished, updated, and move-in ready. Inside, soaring vaulted ceilings, warm wood finishes, and a dramatic wall of glass, flood the home with natural light while showcasing stunning views of Windham's ski slopes and surrounding mountains.

One of three sleek modern fireplaces anchors the great room, creating the ultimate apres-ski atmosphere. The open-concept floor plan was designed for entertaining, featuring a chef's kitchen with stone countertops, stainless steel appliances, custom cabinetry, oversized entertaining island, and two refrigerators--perfect for hosting parties, holidays, and large groups.

Sliding doors open directly to an expansive rear deck complete with hot tub, seamlessly blending indoor and outdoor living year-round. Offering a total of five bedrooms, including four private en-suite bedrooms with beautifully finished bathrooms, the layout was thoughtfully designed to accommodate large gatherings, and luxury vacation rental guests.

The first-floor primary suite offers a spa-like retreat with a tiled walk-in rain shower, while every bathroom features custom tile work and elevated finishes. Upstairs, two oversized en-suite bedrooms with private Juliet balconies provide exceptional guest accommodations with peaceful mountain and ski slope views.

A fourth en-suite bedroom is privately situated in its own wing above the attached two-car garage, creating the ideal setup for guests, a private office retreat, or additional flexibility for future short-term rental use--while still remaining connected to the main residence.

The fully finished walkout lower level creates an additional entertainment space featuring a spacious family room with fireplace, custom bar area, fifth bedroom, full bath, sauna room, and flexible office or additional sleeping space. Outside, the property transforms into a private luxury mountain retreat.

A beautifully landscaped fenced garden area with outdoor kitchen, pizza oven, and dining space leads to a magical wooded path that meanders to a stunning cascading stream and private fire pit area. Relax to the peaceful sounds of rushing water, cool off during warm summer days, or unwind beneath the stars after skiing at Windham Mountain.

While the home is not currently operating as a short-term rental, the layout, location, amenities, privacy, and proximity to Windham Mountain Club create exceptional Airbnb and Vrbo potential in one of the Catskills' strongest four-season rental markets.

Minutes to skiing, golf, hiking, restaurants, spas, and year-round Catskills adventures, this is the type of Windham property that rarely becomes available. Select furnishings may be available separately for purchase and are negotiable outside of the real estate transaction, offering buyers the opportunity to create a more seamless turn-key experience if desired. A 3D Walkthrough Tour is available by request.

Key Features

  • Built in 2020
  • 5.84 acre lot
  • 3 stories
  • Fireplace

Property Details

3 stories
4 full, 1 half
2020

Amenities

Fireplace

Monthly Cost Estimate

$9,087/mo

20% down · 6.5% · 30 years

Principal$1,229
Interest$7,362
Insurance$496

Estimates only. Actual payments may vary.

Location

27 Anchor Camp Road

Windham, NY 12496

Features & Amenities

Interior Features

Vaulted Ceiling(s)

Property Details

Construction

Log Wood Siding

Parking

Off StreetDriveway

Heating

Electric (Heating)

Questions & Answers

This 5-bedroom, 5-bathroom single family at 27 Anchor Camp Road is listed at $1,699,000 ($350/sqft). The estimated monthly payment is $7,362 based on 20% down at 6.5% interest.

Key features include: Built in 2020, 5.84 acre lot, 3 stories, Fireplace. Interior Features: Vaulted Ceiling(s).

This property is listed by Regina Tortorella and can be reached at 9144660329 or secondhomeguru@gmail.com.

RT

Regina Tortorella

Agent at Coldwell Banker Village GreenW

(914) 466-0329

Listed by Coldwell Banker Village GreenW · View on Broker Site

MLS# 20262447· Source: listhub· Updated 17 days ago

Copyright © 2026 Hudson Valley Catskill Region MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

27 Anchor Camp Road, Windham, NY 12496

Open this listing in: