27 Anchor Camp Road, Windham, NY 12496 (MLS# 20262447)

27 Anchor Camp Road, Windham, NY 12496

$1,699,000

Log cabin with studio apartment, views of the ski slopes, stream, outdoor kitchen, gardens, hot tub, firepits and a two-car attached garage

Virtual Tour

https://my.matterport.com/show/?m=wtbCxbamrHB&brand=0

Great Room & Dining with floor to ceiling glass

One of two refrigerators in the custom kitchen-great when hosting parties/large groups

Rear deck with hot tub off of the kitchen

Half Bathroom on the first floor (located off of the great room)

Primary en-suite with direct access to the front deck. Located on the first floor

Primary Bathroom with walk-in shower and Double Vanities

Stairs leading to the finished studio apartment located above the garage

Studio apartment with fireplace located above the garage

Studio apartment with fireplace above the garage

Full Bathroom in the Studio Apartment located above the garage

Family/Rec Room with fireplace in the finished basement

Fifth bedroom located in the finished basement

Sauna is located in a separate room off of the full bathroom in the finished basement

Home office/Flex Room in the finished basement

Gardens with outdoor kitchen, pizza oven and dining area

Fenced gardens with outdoor kitchen, pizza oven and dining area

Entrance and pathway leading to the stream

One of two fire-pit locations (streamside location)

House faces views of Windham Mountain's ski slopes

Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 4,848 Lot Size (sq. ft.): 254,390 Status: Active

Current Price: $1,699,000 List Date: 5/15/2026 Last Modified: 5/31/2026

Overview

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 on ... (Read more) 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 après-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.

Listing Details MLS# 20262447

General Property Information

Bedrooms Total: 5
Bathrooms Total: 6
Bathrooms Full: 5
Bathrooms Half: Yes
Above Grade Finished Area: 2884
Below Grade Finished Area: 1142
Living Area: 4848
New Construction YN: No
Year Built: 2020
Garage YN: Yes
Attached Garage YN: Yes
Garage Spaces: 2
Lot Size Acres: 5.84
Basement YN: Yes
Stories: 3
Fireplace YN: Yes
Fireplaces Total: 3
Sign On Property YN: Yes
List Price/SqFt: 350.45

Property Features

Architectural Style: Log Basement: Full; Walk-Out Access Construction Materials: Log; Wood Siding Electric: 200+ Amp Service Fireplace Features: Family Room; Great Room; Other Heating: Electric Interior Features: Vaulted Ceiling(s) Parking Features: Driveway; Off Street View: Mountain(s) Water Source: Well

Contract Information

Original List Price: 1699000
Listing Contract Date: 2026-05-15
Property Sub Type: Single Family Residence
Listing Agreement: Exclusive Right To Sell
Owner Name: 27 ANCHOR CAMP LLC
Occupant Type: Owner
Occupant Name: *** NEW LISTING ***
Lease Considered YN: No

Location Tax and Legal

Street Number: 27
Street Name: Anchor Camp
Street Suffix: Road
County: Greene
State: NY
Zip Code: 12496
Town (Taxable): Windham

Remarks and Miscellaneous

Public Remarks: 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 après-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.

Status Change Information

Major Change Timestamp: 2026-05-15T22:04:55Z
Major Change Type: New Listing
Status Change Timestamp: 2026-05-15

More Information

Book Information

Liber/Book: 2021
Page: 2868
Section: 79

Location, Tax, and Legal

911 Address: 27 Anchor Camp Rd
Township: Windham
School District: Wind-Ash-Jewett
General Tax: 6695
School Tax: 7033
Tax Annual Amount: 13728
Assessors Full Market Value: 1506399
Tax Assessed Value: 788600
Tax Legal Description: 79.00-6-10
Parcel Number: 79.00-6-10
Tax Lot: 10
Tax Block: 6
Tax Exemptions YN: No
Zoning: 01
Directions: Route 23 Windham to Old Road. Anchor Camp Road is on the Right, just past Andy's Road.

Architectural Style

Log: Yes

Basement

Full: Yes
Walk-Out Access: Yes

Construction Materials

Log: Yes
Wood Siding: Yes

Electric

200+ Amp Service: Yes

Fireplace Features

Family Room: Yes
Great Room: Yes
Other: Yes

Heating

Electric: Yes

Interior Features

Vaulted Ceiling(s): Yes

Parking Features

Driveway: Yes
Off Street: Yes

View

Mountain(s): Yes

Water Source

Well: Yes

Listing Courtesy of Coldwell Banker Village GreenW

Listing Agent: Regina Tortorella

Information deemed reliable but not guaranteed.