159 Old Rd, Windham, NY 12496
Property image
Property image
OFF MARKET

159 Old Rd
Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,621 sqft (on 2.10 acres)

$393,900

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home

$393,900

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home
3 Beds
2 Baths
1,621 sqft
(on 2.10 acres)

Local Information

  • Map ViewExplore the area around 159 Old Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Opportunity knocks! Handyman special full of potential, located in a prime Windham area with amazing mountain views. Just a mile up from Main street sits this 3 bedroom 2 bath Cape on 2.00 acres . There are 2- 2 car garages with circular black top drive. House needs work and is being sold as is condition. Cash sale preferred. Owner in process of cleaning out
159 Old Rd, Windham, NY 12496 is a 3 bedroom, 2 bathroom, 1,621 sqft single-family home built in 1940. It last sold for $225,000 on May 21, 2021. It is currently off market. The Trulia Estimate is $393,900, with a rent estimate of $2,591/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 159 Old Rd

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1.5Floors: Carpet, Concrete, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyRefrigerator
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
DeckExterior: Composition
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 2.10 acres

Price History for 159 Old Rd

DatePriceEventSource
05/21/2021$225,000Sold
HVCRMLS #135665
01/22/2021$225,000PendingAgent Provided
12/10/2020$225,000Listed For SaleAgent Provided
06/17/1994$80,000Sold
N/A

Market trends in Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
61
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$376,122
Home facts updated by county records

Comparable Sales for 159 Old Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
38 Cambridge Heights Road, Windham, NY
0.15
Single-Family Home
$475,000
05/21/26
3
2
1,140
122 Old Road, Windham, NY
0.21
Single-Family Home
$715,000
11/24/25
4
2.5
1,823
4992 Ny-23, Windham, NY
0.47
Single-Family Home
$400,000
12/30/25
3
2.5
1,812
4992 State Route 23, Windham, NY
0.47
Single-Family Home
$400,000
01/27/26
3
2.5
2,400
92 N Ridge Exd, Windham, NY
0.34
Single-Family Home
$927,000
08/15/25
4
3
3,104
150 Old Rd, Windham, NY
0.08
Single-Family Home
$17,674
11/21/25
5
3
3,474
21 Nauvoo Road, Windham, NY
0.57
Single-Family Home
$520,000
10/07/25
2
1.5
1,072
21 Nauvoo Rd, Windham, NY
0.57
Single-Family Home
$520,000
11/24/25
2
2
1,072
61 Cambridge Heights Road, Windham, NY
0.24
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214
73 Beaver Hl, Windham, NY
0.87
Single-Family Home
$717,000
04/01/26
4
3
1,554

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Old Rd.

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

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Apartments for Rent

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Homes for sale near 159 Old Rd

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Off Market Homes Near 159 Old Rd

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