110 Old Road, Windham, NY 12496
Property image
Property image
SOLD
JUL 6, 2026

$2,261,500

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

110 Old Road, Windham, NY 12496

Est. Refi. Payment $14,865/mo*
Refinance Your Home
Currently Off Market - Sold Jul 6, 2026 for $2,260,000 (10% below list price)

Home Value

Trulia Estimate
$2.26M
Since last month
$400 (0%)
Since last year
Decreased$407K (-15.2%)
Since last sale
Increased$8K (+0.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +39% in the last 10 years
MonthEstimated value
2026
August 2026$2.27M
August 2026$2.27M
July 2026$2.27M
June 2026$2.33M
May 2026$2.34M
April 2026$2.33M
March 2026$2.34M
February 2026$2.34M
January 2026$2.52M
2025
2024
2023
2022
2021

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
81 Sundance Drive, Windham, NY
0.40
Single-Family Home
$2,625,000
04/13/26
6
4.5
5,872
61 Cambridge Heights Road, Windham, NY
0.22
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214
122 Old Road, Windham, NY
0.08
Single-Family Home
$715,000
11/24/25
4
2.5
1,823
12 Lauren Lane, Windham, NY
1.17
Single-Family Home
$1,709,999
02/09/26
6
4.5
4,855
34 Old Road, Windham, NY
0.24
Single-Family Home
$505,000
07/28/26
3
1.5
2,084
8 Evans Road, Windham, NY
0.87
Single-Family Home
$725,000
09/09/25
5
3.5
3,862
21 Nauvoo Road, Windham, NY
0.30
Single-Family Home
$520,000
10/07/25
2
1.5
1,072

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
122 Old Road, Windham, NY 12496
0.07
$715,000
4
2.5
1,823
Recently Sold
15 Cambridge Heights Road, Windham, NY 12496
0.18
$369,700
2
1
960
Off Market
37 Cambridge Heights Road, Windham, NY 12496
0.21
$665,000
3
3
2,640
For Sale
21 Sundance Drive, WINDHAM, NY 12496
0.20
$1,696,800
4
4.5
4,359
Off Market
61 Cambridge Heights Road, Windham, NY 12496
0.22
$1,311,000
5
3.5
4,214
Recently Sold
34 Old Road, Windham, NY 12496
0.24
$505,000
3
1.5
2,084
Recently Sold
68 Cambridge Heights Road, Windham, NY 12496
0.25
$654,700
5
3
2,000
Off Market
38 Cambridge Heights Road, Windham, NY 12496
0.27
$475,000
3
2
1,140
Recently Sold
0 Hayden Road, Windham, NY 12496
0.33
-
-
-
-
Off Market
0 North Ridge Extension, Windham, NY 12496
0.30
$199,000
-
-
-
For Sale
5098 State Route 23, Windham, NY 12496
0.32
$845,000
3
2
2,000
Off Market

Local Information

  • Map ViewExplore the area around 110 Old Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2023
5.3 acre lot
5,569 sqft
$406/sqft
4 Car Garage

About this House

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.
110 Old Road, Windham, NY 12496 is a 7 bedroom, 6 bathroom, 5,569 sqft single-family home built in 2023. It last sold for $2,260,000 on Jul 6, 2026 (10% below the $2,500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,261,500.
Last check for updates: about 10 hours ago
Listed by Regina Tortorella, (914) 466-0329
Coldwell Banker Village GreenW
Aaron Perer
Coldwell Banker Village GreenW
Bought with: Regina Tortorella, (914) 466-0329, Coldwell Banker Village GreenW
Source: HVCRMLS, MLS#20256123

Home Details for 110 Old Road

Active Status

MLS Status: Closed

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

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: $406/sqft
Status Change & Dates
Off Market Date: Tue Mar 31 2026

Media

Location

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

Building

Building Area
Building Area: 5569 Square Feet

Lot Information

Lot Area: 5.3 Acres

Miscellaneous

BasementMls Number: 20256123Above Grade Unfinished Area: 5569

Price and Tax history

DateEventPrice
Jul 6, 2026
Source: HVCRMLS #20256123
Sold
$2,260,000
Apr 1, 2026
Source: HVCRMLS #20256123
Pending
$2,500,000
Mar 6, 2026
Source: HVCRMLS #20256123
Contingent
$2,500,000
Feb 16, 2026
Source: HVCRMLS #20256123
PriceChange
$2,500,000
Price decreased by 4%
Feb 1, 2026
Source: HVCRMLS #20256123
PriceChange
$2,599,999
Price decreased by 4%

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
5MoM

Around this home

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.
    "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.
    "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.
    "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.
    "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
    3
    Flag
  • Steven N.
    "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."
    1
    Flag
  • howardc1
    "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
    Flag
  • Patti
    "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"
    5
    Flag

LGBTQ Local Legal Protections

IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Frequently asked questions about 110 Old Road

  • What is 110 Old Road estimated to be worth?
    Trulia's estimated value for 110 Old Road in Windham, NY is $2,261,500.
  • What is the price history for 110 Old Road?
    110 Old Road in Windham, NY last sold for $2,260,000 in July 2026.
  • Is Windham a buyer's or seller's market?
    Windham is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, NY.
  • Does 110 Old Road have air conditioning?
    Yes, 110 Old Road in Windham, NY has air conditioning.
  • Does 110 Old Road have laundry facilities?
    Yes, 110 Old Road in Windham, NY has in-unit laundry.

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