122 Old Road, Windham, NY 12496
SOLD
NOV 24, 2025

122 Old Road
Windham, NY 12496

  • 4 Beds
  • 2.5 Baths
  • 1,823 sqft (on 2 acres)

$715,000

Last Sold: Nov 24, 2025
5% below list $749K
$392/sqft
Est. Refi. Payment $4,504/mo*

$715,000

Last Sold: Nov 24, 2025
5% below list $749K
$392/sqft
Est. Refi. Payment $4,504/mo*
4 Beds
2.5 Baths
1,823 sqft
(on 2 acres)

Homes for sale near 122 Old Road

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Two-Lot Mountain Retreat in Windham - 4-Bedroom Home on 2 Acres + Contiguous 1.5-Acre Buildable Lot | Endless Possibilities for Your Dream Escape or Investment Just two miles from the conveniences of Windham's charming Main Street—and only minutes from year-round recreation—this rare two-lot offering combines two separate parcels, each with its own SBL#, totaling 3.5 acres of beauty, privacy, and potential. The main residence, a beautifully maintained cedar-sided contemporary, sits on two manicured acres framed by classic stone walls and highlighted by a gorgeous stone patio, sweeping mountain views, and an attached two-car garage. Inside, rich dark-colored exposed beams and warm wood floors contrast against crisp white walls, creating a space that feels both bright and cozy. After a day outdoors, you can unwind by either the wood-burning fireplace or the wood stove, embracing the home's warm, welcoming atmosphere. The kitchen is designed for those who love to cook and entertain, offering stainless steel appliances, two built-in ovens, and two dishwashers—making it effortless to prepare meals for large gatherings and just as easy to clean up afterward. Doors from the kitchen and dining area open directly to the patio, allowing for seamless indoor/outdoor living and entertaining in every season. A partially finished, partially heated basement provides even more opportunity. Currently configured with a family room with radiator heat, a bathroom, and a bedroom heated by a portable electric unit, the space could easily be redesigned into a fully modern, heated lower level, with plumbing already in place for further updates. Adjacent to the main home is a contiguous 1.5-acre buildable lot with its own driveway off St. Clair Road, its own well (condition unknown), and pretty mountain views. This lot offers incredible versatility—keep the property as a single private retreat, build a second home to create a compound, or design a luxury short-term rental for additional income. For those not looking to build, the second lot could become an extension of your personal retreat—imagine installing a gorgeous in-ground pool, a hot tub, and an outdoor firepit to create the ultimate zen-inspired four-season escape. Two separate driveways, one with a stately gated entrance off Old Road, provide both convenience and privacy. The location is unbeatable. You are just five minutes from Christman's Public Golf Course, five minutes from skiing at Windham Mountain Resort, fifteen minutes from Hunter Mountain Resort, and fifteen minutes from swimming and kayaking at CD Lane Park. Scenic state hiking trails in Maplecrest are only fifteen to twenty minutes away and Zoom Flume Water Park is just a twenty-minute drive. Whether you envision a full-time residence, a weekend getaway, or an income-producing investment, this property offers unmatched versatility, natural beauty, and the rare ability to evolve with your vision. It is a true four-season destination, blending peaceful surroundings with easy access to all the Catskills have to offer.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 09, 2026

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$392/sqft
Listed
180+ days ago

Home Details for 122 Old Road

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1823 Square Feet
Appliances & Utilities
Appliances: Washer, Refrigerator, Range, Dryer, Double Oven, DishwasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Electric,RadiantHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood, Slate, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Slate, Tile
View
Has a ViewView: Mountain(s), Park/Greenbelt, Water

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a CarportHas a GarageHas an Attached GarageNo Open ParkingParking Spaces: 2Parking: Garage Faces Side,Off Street,Carport
Finished Area
Finished Area (above surface): 1823 Square FeetFinished Area (below surface): 150 Square Feet

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Asphalt, Wood SidingNot a New Construction
Property Information
Parcel Number: 19460079004512

Price & Status

Price
List Price: $749,000Price Per Sqft: $392/sqft
Status Change & Dates
Off Market Date: Mon Sep 22 2025

Location

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

Building

Building Area
Building Area: 1823 Square Feet
Community rooms
Fitness Center

Community

Community Features: Fitness Center

Lot Information

Lot Area: 2 Acres

Miscellaneous

Mls Number: 20253599Water ViewWater View: WaterAbove Grade Unfinished Area: 1823
Last check for updates: about 16 hours ago
Listed by Regina Tortorella, (914) 466-0329
Coldwell Banker Village GreenW
Aaron Perer
Coldwell Banker Village GreenW
Bought with: Alexander James, (973) 699-6910, Compass Greater NY, LLC
Source: HVCRMLS, MLS#20253599

Price History for 122 Old Road

DatePriceEventSource
11/24/2025$715,000Sold
HVCRMLS #20253599
09/22/2025$749,000PendingHVCRMLS #20253599
08/26/2025$749,000ContingentHVCRMLS #20253599
08/11/2025$749,000Listed For SaleHVCRMLS #20253599
01/18/2023ListingRemovedGlobal MLS #202214825
09/13/2022$889,000PriceChange
Global MLS #202214825
04/04/2022$998,000Listed For SaleGlobal MLS #202214825
04/23/2007$380,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$529,322
Home facts updated by county records

Comparable Sales for 122 Old Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.31
Single-Family Home
$927,000
08/15/25
4
3
3,104
0.36
Single-Family Home
$400,000
12/30/25
3
2.5
1,812
0.21
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214
0.31
Single-Family Home
$340,000
06/13/25
3
1.5
2,084
0.86
Single-Family Home
$702,000
12/22/25
4
2.5
2,500
0.37
Single-Family Home
$520,000
10/07/25
2
1.5
1,072

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

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

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.

Homes for rent near 122 Old Road

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Off Market Homes Near 122 Old Road

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122 Old Road, Windham, NY 12496 is a 4 bedroom, 3 bathroom, 1,823 sqft single-family home built in 1982. This property is not currently available for sale. 122 Old Road was last sold on Nov 24, 2025 for $715,000 (5% lower than the asking price of $749,000). The current Trulia Estimate for 122 Old Road is $726,300.