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PENDING

5.3 ACRES

110 Old Road
Windham, NY 12496

7 Beds
5.5 Baths
5,569 sqft (on 5.30 acres)

$2,500,000

Est. Mortgage $15,821/mo*

Get Pre-Qualified

$2,500,000

Est. Mortgage $15,821/mo*

Get Pre-Qualified

7 Beds

5.5 Baths

5,569 sqft

(on 5.30 acres)

Local Information

-- mins to

Commute Destination

Description

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.

Home Highlights

Parking

4 Car Garage

Outdoor

Porch, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

$449

Listed

164 days ago

Last check for updates: about 3 hours ago

Listing by: Coldwell Banker Village GreenW, (518) 734-4200

Regina Tortorella, (914) 466-0329

Coldwell Banker Village GreenW, (518) 734-4200

Aaron Perer

Source: HVCRMLS, MLS#20256123

Also Listed on HVCRMLS.

Home Details for 110 Old Road

Active Status
MLS Status: Pending

Interior Features
Interior Details Basement: NoneWet Bar
Beds & Baths Number of Bedrooms: 7Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 5569 Square Feet
Appliances & Utilities Appliances: Other, Water Heater, Washer, Refrigerator, Range, Propane Cooktop, Microwave, Electric Water Heater, Dryer, DishwasherDishwasherDryerLaundry: Inside,SinkMicrowaveRefrigeratorWasher
Heating & Cooling Heating: Forced Air,Propane,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Fireplace: Family Room, Gas Log, Great RoomHas a Fireplace
Gas & Electric Electric: 200+ Amp Service
Windows, Doors, Floors & Walls Flooring: Tile, Wood, Other
Levels, Entrance, & Accessibility Levels: Tri-LevelFloors: Tile, Wood, Other
View Has a ViewView: Mountain(s), Trees/Woods, Other
Security Security: Security System

Exterior Features
Exterior Home Features Roof: Asphalt ShinglePatio / Porch: Deck, PorchFoundation: Concrete Perimeter, Slab
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Off Street,Driveway
Frontage Road Surface Type: Paved
Water & Sewer Sewer: Engineered Septic, Septic Tank
Finished Area Finished Area (above surface): 5569 Square Feet

Days on Market
Days on Market: 164

Property Information
Year Built Year Built: 2023
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Contemporary
Building Construction Materials: Frame, Wood Siding, OtherNot a New Construction
Property Information Parcel Number: 79.0071

Price & Status
Price List Price: $2,500,000Price Per Sqft: $449
Status Change & Dates Off Market Date: Tue Mar 31 2026

Location
Direction & Address City: Windham
School Information High School District: Wind-Ash-Jewett

Agent Information
Listing Agent Listing ID: 20256123

Building
Building Area Building Area: 5569 Square Feet

Lot Information
Lot Area: 5.3 Acres

Miscellaneous
BasementMls Number: 20256123Above Grade Unfinished Area: 5569

Market trends in Windham

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

9MoM

Price History for 110 Old Road

Date	Price	Event	Source
04/01/2026	$2,500,000	Pending	HVCRMLS #20256123

03/06/2026	$2,500,000	Contingent	HVCRMLS #20256123

02/16/2026	$2,500,000	PriceChange	HVCRMLS #20256123
Price Change $99,999 (-4%)
02/01/2026	$2,599,999	PriceChange	HVCRMLS #20256123
Price Change $100,000 (-4%)
12/21/2025	$2,699,999	Listed For Sale	HVCRMLS #20256123

12/15/2025	$2,800,000	ListingRemoved	Global MLS #202524965

11/17/2025	$2,800,000	PriceChange	Global MLS #202524965
Price Change $100,000 (-3%)
09/01/2025	$2,900,000	Listed For Sale	Global MLS #202524965

10/08/2024	$2,599,000	ListingRemoved	Columbia Greene Northern Dutchess MLS #152967

06/29/2024	$2,599,000	PriceChange	Columbia Greene Northern Dutchess MLS #152967
Price Change $300,000 (-10%)
05/30/2024	$2,899,000	Listed For Sale	Columbia Greene Northern Dutchess MLS #152967

01/31/2024		ListingRemoved	Columbia Greene Northern Dutchess MLS #150990

01/16/2024	$2,600,000	PriceChange	Columbia Greene Northern Dutchess MLS #150990
Price Change $200,000 (8%)
12/27/2023	$2,400,000	Listed For Sale	Columbia Greene Northern Dutchess MLS #150990

12/26/2018	$149,000	ListingRemoved	Agent Provided

07/02/2018	$149,000	Listed For Sale	Agent Provided

12/02/2012	$349,000	ListingRemoved	Agent Provided

10/20/2012	$349,000	PriceChange	Agent Provided
Price Change $30,000 (-8%)
09/13/2012	$379,000	PriceChange	Agent Provided
Price Change $20,800 (-5%)
08/31/2012	$399,800	Listed For Sale	Agent Provided

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Property Tax and Assessment

Year	2025
Tax
Assessment	$1,899,522

Home facts updated by county records

Comparable Sales for 110 Old Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
61 Cambridge Heights Road, Windham, NY	0.22	Single-Family Home	$1,311,000	12/30/25	5	3.5	4,214
81 Sundance Drive, Windham, NY	0.40	Single-Family Home	$2,625,000	04/13/26	6	4.5	5,872
122 Old Road, Windham, NY	0.08	Single-Family Home	$715,000	11/24/25	4	2.5	1,823
92 N Ridge Exd, Windham, NY	0.31	Single-Family Home	$927,000	08/15/25	4	3	3,104
8 Evans Road, Windham, NY	0.87	Single-Family Home	$725,000	09/09/25	5	3.5	3,862
4992 Ny-23, Windham, NY	0.37	Single-Family Home	$400,000	12/30/25	3	2.5	1,812
12 Jacob Strasse Road, Windham, NY	1.24	Single-Family Home	$1,350,000	08/08/25	6	5.5	5,500
21 Nauvoo Road, Windham, NY	0.30	Single-Family Home	$520,000	10/07/25	2	1.5	1,072

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

SOLD
NOV 24, 2025
$715,000
4 bd
2.5 ba
1,823 sqft
122 Old Road,
Windham, NY 12496
Coldwell Banker Village GreenW, Closed
OFF MARKET
79 Old Road,
Windham, NY 12496
Corcoran Country Living - Hud, Closed
OFF MARKET
Est. $370,000
2 bd
1 ba
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15 Cambridge Heights Road,
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Coldwell Banker Village Green, Closed
OFF MARKET
Est. $1,642,300
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4.5 ba
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21 Sundance Drive,
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MLS 4 Less Realty, Closed
SOLD
DEC 30, 2025
$1,311,000
5 bd
3.5 ba
4,214 sqft
61 Cambridge Heights Road,
Windham, NY 12496
Coldwell Banker Village GreenW, Closed
FOR SALE
2.54 ACRES
$525,000
3 bd
1.5 ba
2,084 sqft
34 Old Road,
Windham, NY 12496
Listing by: Patricia Forgione's Realty
OFF MARKET
Est. $657,000
5 bd
3 ba
2,000 sqft
68 Cambridge Heights Road,
Windham, NY 12496
Brainard Ridge Management, Closed
SOLD
MAY 21, 2026
$475,000
3 bd
2 ba
1,140 sqft
38 Cambridge Heights Road,
Windham, NY 12496
Anatole House LLC, Closed
OFF MARKET
0 Hayden Road,
Windham, NY 12496
Coldwell Banker Village Green, Closed
FOR SALE
2.3 ACRES
$234,500
0 North Ridge Extension,
Windham, NY 12496
Listing by: Coldwell Banker Village GreenW, Active
OFF MARKET
Est. $779,900
3 bd
2 ba
2,000 sqft
5098 State Route 23,
Windham, NY 12496
Coldwell Banker Village Green, Closed
SOLD
OCT 7, 2025
$520,000
2 bd
1.5 ba
1,072 sqft
21 Nauvoo Road,
Windham, NY 12496
Coldwell Banker Village Green

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 110 Old Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windham

At least 14 Trulia users voted on each feature.

95 % Say there's holiday spirit
90 % Say there's wildlife
88 % Say parking is easy
80 % Say yards are well-kept
80 % Say it's quiet
79 % Say car is needed
71 % Say they plan to stay for at least 5 years
68 % Say people would walk alone at night
65 % Say it's dog friendly
62 % Say neighbors are friendly
53 % Say kids play outside
47 % Say it's walkable to grocery stores
47 % Say streets are well-lit
40 % Say there are community events
37 % Say it's walkable to restaurants
37 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

Claudia H.
Resident
5y ago
"School parades the primary grade students mid day. The police are out keeping an eye on the children and the fire department gives away hot chocolate and hot dogs!"
2
Flag
Dan H.
Resident
6y ago
"Whether you've lived here all your life or if you're just visiting, the people will welcome you and make you feel at home. I encourage people to visit and maybe stay a while. "
6
Flag
Julissa K.
Resident
7y ago
"4th of July I can see the parade passing by my house and even fireworks. Winter we have a lot of visitors here because the ski resort. And the summer is always a lot to do including walking in the Windham Path and all the trails around here are just amazing "
0
Flag
Steven N.
Resident
7y ago
"You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
3
Flag
Steven N.
Resident
7y ago
"It’s a lovely town to walk in with your dog and rumor has it there is a dog run in the town next door. Great trails for walking with your dog as well."
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howardc1
12y ago
"I have a vacation condo here. The location is excellent about 3 miles from Ski Windham, and this is one of the very few properties in the area with a swimming pool and two tennis courts. Property management is excellent. Excellent cultural attractions, chamber music performances right in town, jazz and classical performances during the summer in nearby Hunter and Tannersville. "
1
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Patti
12y ago
"Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
5
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Agent Phone: (914) 466-0329

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110 Old Road, Windham, NY 12496 is a 7 bedroom, 6 bathroom, 5,569 sqft single-family home built in 2023. This property is currently available for sale and was listed by HVCRMLS on Dec 21, 2025. The MLS # for this home is MLS# 20256123.

110 Old Road
Windham, NY 12496

$2,500,000

$2,500,000

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