29 Old Rd, Windham, NY 12496
OFF MARKET

29 Old Rd
Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 2,832 sqft (on 2.50 acres)

$651,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $4,157/mo*
Refinance Your Home

$651,200

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $4,157/mo*
Refinance Your Home
4 Beds
3 Baths
2,832 sqft
(on 2.50 acres)

Local Information

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

Description

This beautiful 2,800+ sq ft, cedar-sided contemporary hits the market just in time for you to be settled in and enjoying all of the upcoming fall and winter festivities the mountain top is so well known for throughout the Northeast. Perfectly located on a quiet country road just 1 mile from Main St, 2 miles from skiing Windham Mountain, and just over 2 hours from NYC, makes this the ideal full time home or weekend escape. A long paved driveway leads to 2.5 private acres including a beautiful lawn, apple trees, and pretty mountain views. The 4 bed/3 bath home is filled with natural sunlight giving a warm welcome the moment you step through the door. An open kitchen, dining and living room concept, with dramatic vaulted ceilings, fireplace and sliding glass doors leads to a large deck-the perfect place to admire the views of the vibrant fall foliage or snow covered ski trails. Truly a must see.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 29 Old Rd

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 2.50 acres

Price History for 29 Old Rd

DatePriceEventSource
06/24/2019$399,000ListingRemovedAgent Provided
06/12/2019$399,000Listed For SaleAgent Provided
05/25/2018$370,000Sold
HVCRMLS #117446
05/25/2018$399,000PendingToActiveAgent Provided
04/26/2018$399,000PendingAgent Provided
10/03/2017$399,000PriceChange
Agent Provided
03/09/2017$425,000Listed For SaleAgent Provided
05/16/2016$425,000ListingRemovedAgent Provided
10/20/2015$425,000Listed For SaleAgent Provided
11/16/2005$420,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax
Assessment$581,853
Home facts updated by county records

Comparable Sales for 29 Old Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
34 Old Road, Windham, NY
0.15
Single-Family Home
$340,000
06/13/25
3
1.5
2,084
122 Old Road, Windham, NY
0.43
Single-Family Home
$715,000
11/24/25
4
2.5
1,823
92 N Ridge Exd, Windham, NY
0.51
Single-Family Home
$927,000
08/15/25
4
3
3,104
4992 State Route 23, Windham, NY
0.56
Single-Family Home
$400,000
01/27/26
3
2.5
2,400
21 Nauvoo Road, Windham, NY
0.11
Single-Family Home
$520,000
10/07/25
2
1.5
1,072
4992 Ny-23, Windham, NY
0.56
Single-Family Home
$400,000
12/30/25
3
2.5
1,812
8 Evans Road, Windham, NY
0.52
Single-Family Home
$725,000
09/09/25
5
3.5
3,862
21 Nauvoo Rd, Windham, NY
0.11
Single-Family Home
$520,000
11/24/25
2
2
1,072
73 Beaver Hill Road, Windham, NY
0.89
Single-Family Home
$702,000
12/22/25
4
2.5
2,500
61 Cambridge Heights Road, Windham, NY
0.49
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214

Assigned Schools

These are the assigned schools for 29 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Homes for sale near 29 Old Rd

Skip to last item
Skip to first item

Off Market Homes Near 29 Old Rd

Skip to last item
Skip to first item

Homes for rent near 29 Old Rd

Skip to last item
Skip to first item
29 Old Rd, Windham, NY 12496 is a 4 bedroom, 3 bathroom, 2,832 sqft single-family home built in 1990. This property is not currently available for sale. 29 Old Rd was last sold on May 25, 2018 for $370,000. The current Trulia Estimate for 29 Old Rd is $651,200.