Luxury Mountain Retreat | 7 Bed • 5.5 Bath • 5 Acres | Direct Windham Mountain Views | Smart Home | No HOA. Experience luxury mountain living in this brand-new custom-built 7-bedroom, 5.5-bath chalet with unobstructed views of Windham Mountain Club, set on 5 private acres just minutes from downtown Windham, NY. Designed with impeccable European craftsmanship, high-end technology, and sophisticated mountain style, this home is ideal as a primary residence, ski retreat, or luxury vacation rental. Sophisticated Interior Design- Step inside to discover an open-concept layout with soaring ceilings, panoramic windows, and a grand great room framed by the mountain landscape. The imported German kitchen and bar feature a hidden pantry, Porcelanosa counters and tile, a massive island, double dishwashers, and a professional Viking 8-burner range—a dream for chefs and entertainers. Throughout the home, every detail reflects artisan precision: handmade white oak floors and stair treads from Vermont, custom European doors from Poland (including a front door valued over 13K), and large-format Porcelanosa tile that creates a spa-like atmosphere. Four en-suite bedrooms, including a private guest suite, provide comfort and privacy. Two laundry rooms—one on each floor for added convenience. The floating glass staircase, open loft, and vaulted living spaces embody modern mountain luxury. Smart Home & Comfort Features- This home integrates advanced smart technology and everyday essentials for a seamless lifestyle: Sonos whole-home audio system, Ring cameras, & ADT security. MyQ Smart Garage controls smart thermostats & water control system. Radiant floor heating throughout and a whole-house generator for peace of mind. Two garages for vehicles, gear, and extra storage. Outdoor Living- Enjoy true mountain living on the Trex wraparound deck with a covered outdoor lounge, perfect for sunrise coffee, sunset dinners, or relaxing after a day on the slopes. The inviting front porch provides additional space to take in the crisp Catskill Mountain air and spectacular views year-round. Prime Catskills Location- Located in Windham, New York, one of the Catskills' most sought-after destinations, this property offers easy access to Windham Mountain Club for skiing, golf, hiking, mountain biking, and year-round recreation. The vibrant Windham village nearby offers boutique shopping, fine dining, and small-town charm- all just 2.5 hours from NYC. Investment Opportunity- Currently used as the owner's personal second home and a successful part-time luxury vacation rental, this property presents excellent income potential for buyers seeking a turn-key investment in the Catskills. Its combination of location, design, and amenities appeals to both high-end vacationers and full-time residents. Key Features Overview: 7 Bedrooms | 5.5 Baths | 5 Private Acres | No HOA -Direct Windham Mountain Club views -Imported German kitchen & Porcelanosa finishes -Handmade Vermont white oak floors & Polish doors- Four en-suites + two laundry rooms- Viking 8-burner range & double dishwashers- Radiant heating & whole-house generator- Full smart home system: Ring, Sonos, ADT, Garage, Thermostats, & Water control - Trex wraparound deck with covered lounge Two garages & ample storage space. This is a rare opportunity to own one of Windham's most striking new luxury homes, offering breathtaking views, modern elegance, and exceptional comfort year-round. Whether you're seeking a vacation home in the Catskills, a smart mountain estate, or an investment property near Windham Mountain, this home captures everything there is to love about upstate New York living at its finest. Windham, NY — The Catskills' premier destination for luxury ski homes and mountain retreats. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Single-familyProperty Type
2023Year Built
5.3 acresLot Size
$406Price/Sq.Ft.
4 car garageParking
Listing by Regina Tortorella Team Leader of The Tortorella Te Tortorella• Coldwell Banker Village GreenW
Listing by Aaron Perer• Coldwell Banker Village GreenW
Bought with Regina Tortorella Team Leader of The Tortorella Te Tortorella• Coldwell Banker Village GreenW
Est. $2,590 per month, based on comparable rentals
Sale and tax history for 110 Old Rd
Sale History
Tax History
Date
Event
Price
HVCRMLS #20256123
Jul 6, 2026
Sold
$2,260,000
$406/sq ft
Mar 9, 2026
Pending
—
Mar 6, 2026
Contingent
—
Feb 16, 2026
Price Changed
$2,500,000
$449/sq ft
Feb 1, 2026
Price Changed
$2,599,999
$467/sq ft
Dec 21, 2025
Listed
$2,699,999
$485/sq ft
Global MLS #202524965
Dec 15, 2025
Listing Removed
—
Nov 17, 2025
Price Changed
$2,800,000
$503/sq ft
Sep 1, 2025
Listed
$2,900,000
$521/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$17,311 (+4.6%)
$59,000 + $935,400
$994,400
2024
$16,556 (+161.8%)
$59,000 + $935,400
$994,400
2023
$6,325 (+182.1%)
$59,000 + $329,650
$388,650
2022
$2,242 (+209.1%)
$59,000 + $79,650
$138,650
2021
$725
$45,100
2020
$725 (+0.1%)
$45,100
2019
$724 (−0.5%)
$45,100
2018
$728 (−2.7%)
$45,100
2017
$748 (+2.8%)
$45,100
2016
$727
$45,100
Public record
Beds
3
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
5.3 Acres
Year renovated
—
Sq. Ft.
3,385
Year built
2022
Style
Single Family Residential
County
Greene County
APN
194600A07900000070010000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 22, 2026.
Property details
Parking
Parking/Garage Information
Has Garage
Has Attached Garage
# of Garage Spaces: 4
Parking Features: Driveway, Off Street, Attached, Garage
Interior
Virtual Tour
Bathroom Information
# of Full Bathrooms: 5
# of Half Bathrooms: 1
Heating & Cooling
Has Cooling
Cooling: Central Air
Has Heating
Heating: Forced Air, Propane, Radiant
Interior Features
Interior Features: Bar, Entrance Foyer, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Pantry, Smart Home, Smart Thermostat, Wet Bar, Walk-In Closet(s)
Appliances: Dryer, Dishwasher, Electric Water Heater, Microwave, Other, Propane Cooktop, Range, Refrigerator, Washer, Water Heater
Flooring: Other, Tile, Wood
Has Fireplace
# of Fireplaces: 2
Fireplace Features: Family Room, Gas Log, Great Room
Room Information
Laundry Features: Inside, Sink
Has Basement
Basement Details: None
Exterior
Exterior Features
Patio And Porch Features: Deck, Porch
Roof: Asphalt, Shingle
Building Information
Structure Type: House
Sq. Ft.: 5569.0
Above Grade Finished Area: 5,569
Construction Materials: Frame, Other, Wood Siding
Foundation Details: Concrete Perimeter, Slab
Property Features
Has View
Security Features: Security System
Other Equipment: Generator
Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence
Lot Information
Lot Features: Landscaped, Private, Secluded, Views
Road Surface Type: Paved
Road Responsibility: Private Maintained Road
Lot Size : 5.3
Lot Size Area: 5.3
Lot Size Units: Acres
Lot Size Acres: 5.3
Zoning: 01
Financial
Tax Information
Tax Annual Amount: $16,770
Utilities
Utility Information
Water Source: Private, Well
Electric: 200+ Amp Service
Sewer: Engineered Septic, Septic Tank
Location
Schools Information
High School District: Wind-Ash-Jewett
Location Information
Directions: Route 23, Windham to Old Road. Continue up Old Road for approximately 1.5 miles; house is on the Right.
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 3,385
Stories: 2.0
Lot Size: 5.3 acres
Style: Single Family Residential
Year Built: 2022
Year Renovated: —
County: Greene County
APN: 194600A07900000070010000000
Home facts updated by county records on Jul 22, 2026
Around this home
Schools
Windham Ashland Central School
Public PreK-12 • Assigned • 1.6mi
6/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
7 days above 86° expected this year, 16 days in 30 years
2/10 Wind Factor
4% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Windham, NY • 12496
Average low and high temperatures (°F)
27
15
31
16
48
29
57
38
64
46
76
55
81
62
75
57
71
51
60
42
46
33
33
19
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
94/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.1 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.41M – $2.92M
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