29 High Point Rd, Windham, NY 12496
OFF MARKET

29 High Point Rd
Windham, NY 12496

  • 3 Beds
  • 3.5 Baths
  • 3,000 sqft (on 1.03 acres)

$1,013,500

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $6,448/mo*
Refinance Your Home

$1,013,500

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $6,448/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,000 sqft
(on 1.03 acres)

Local Information

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

Description

This tasteful blend of modern chic and rustic charm is simply magical. Efficient and beautiful, a perfectly sized home to accommodate all your friends and family in style; Entertain easily in the open plan kitchen/great room & relax in front of the stone fireplace. Better than new, the owners have added over $100,000 of improvements since buying that make your life easier and more comfortable; the radiant heat in the en-suite bathroom, custom California closets everywhere, neat storage solutions for an active lifestyle - space for golf clubs, skis, bikes plus custom shelving & seating. The hot tub, huge deck & gazebo enable you to enjoy the privacy of this quiet location whilst taking in the magnificent views of Windham Mtn. Of course there's a full house automatic generator, A/C, full cable for internet, TV & phone and great cell service for all major carriers. Best of all, you're minutes to the center of Windham for skiing, golf, restaurants yet maintain privacy and views. Magical
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
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 29 High Point Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Slate
Interior Details
Number of Rooms: 7Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.03 acres

Price History for 29 High Point Rd

DatePriceEventSource
04/24/2017$580,000Sold
HVCRMLS #112419
03/25/2017$595,000PendingAgent Provided
01/31/2017$595,000PriceChange
Agent Provided
12/01/2016$635,000Listed For SaleAgent Provided
02/21/2013$435,000Sold
N/A
08/16/2011$31,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$1,019,675
Home facts updated by county records

Comparable Sales for 29 High Point Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Brook Hollow Lane, Windham, NY
0.40
Single-Family Home
$999,999
03/10/26
3
3.5
3,284
23 Circle Rd, Windham, NY
0.48
Single-Family Home
$690,000
05/27/25
3
3
2,000
78 Mitchell Hollow Road, Windham, NY
0.55
Single-Family Home
$780,000
03/19/26
3
3.5
2,324
19 Brook Hollow Lane, Windham, NY
0.36
Single-Family Home
$639,000
01/30/26
4
2
2,240
46 Cardinal Dr, Windham, NY
0.12
Single-Family Home
$1,100,000
12/11/25
5
3
1,700
317 Mitchell Hollow Road, Windham, NY
0.63
Single-Family Home
$340,000
04/03/26
5
3
2,472
8 Evans Road, Windham, NY
0.54
Single-Family Home
$725,000
09/09/25
5
3.5
3,862
233 Begley Road, Windham, NY
0.38
Single-Family Home
$795,000
10/27/25
3
2
2,542
296 County Route 21, Windham, NY
0.50
Single-Family Home
$420,000
08/05/25
3
1
1,486
296 Mitchell Hollow Rd, Windham, NY
0.50
Single-Family Home
$420,000
07/14/25
3
1
1,486

Nearby homes

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Assigned Schools

These are the assigned schools for 29 High Point Rd.
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.
    "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 29 High Point Rd

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Off Market Homes Near 29 High Point Rd

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Homes for rent near 29 High Point Rd

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29 High Point Rd, Windham, NY 12496 is a 3 bedroom, 4 bathroom, 3,000 sqft single-family home built in 2013. This property is not currently available for sale. 29 High Point Rd was last sold on Apr 24, 2017 for $580,000. The current Trulia Estimate for 29 High Point Rd is $1,013,500.