32 Glennamady Dr, Windham, NY 12496
OFF MARKET

32 Glennamady Dr
Windham, NY 12496

  • 5 Beds
  • 3 Baths
  • 4,489 sqft (on 0.56 acres)

$1,118,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $7,148/mo*
Refinance Your Home

$1,118,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $7,148/mo*
Refinance Your Home
5 Beds
3 Baths
4,489 sqft
(on 0.56 acres)

Local Information

  • Map ViewExplore the area around 32 Glennamady Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Modern minimalist meets Urban country design blending and complimenting one another flawlessly creating a contemporary hip vibe truly unique and certainly above the ordinary Captivating 2 story great room frames picture perfect views of Windham Mt. slopes. Generous wrap around decking with extra seating and hot tub will add to your pleasures. Luxuriate in the Grand Master wing with separate living room and elegant bath. Lower level recently re-decorated offers second living room and 3 nice size bedrooms including a great bunk room for the kids. A-1 location, only 2 miles from Main St and a 5 minute drive to Resort. Attached 2 car garage is an added benefit for your cars, toys and storage needs. In a class all its own, beautifully maintained, and close- one of Windham's finest properties, view now
32 Glennamady Dr, Windham, NY 12496 is a 5 bedroom, 3 bathroom, 4,489 sqft single-family home built in 1991. It last sold for $575,000 on Aug 26, 2004. It is currently off market. The Trulia Estimate is $1,118,400, with a rent estimate of $5,948/month.

Home Highlights

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

Home Details for 32 Glennamady Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price History for 32 Glennamady Dr

DatePriceEventSource
05/20/2026$1,175,000ListingRemovedHVCRMLS #20255834
11/25/2025$1,175,000Listed For SaleHVCRMLS #20255834
08/30/2022ListingRemovedColumbia Greene Northern Dutchess MLS #143513
08/17/2022$1,195,000Listed For SaleColumbia Greene Northern Dutchess MLS #143513
04/01/2017$675,000ListingRemovedAgent Provided
10/05/2016$675,000Listed For SaleAgent Provided
08/26/2004$575,000Sold
N/A
12/11/2002$525,000Sold
N/A

Market trends in Windham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
3MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$782,999
Home facts updated by county records

Comparable Sales for 32 Glennamady Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19 Brook Hollow Lane, Windham, NY
0.37
Single-Family Home
$639,000
01/30/26
4
2
2,240
20 Brook Hollow Lane, Windham, NY
0.45
Single-Family Home
$999,999
03/10/26
3
3.5
3,284
317 Mitchell Hollow Road, Windham, NY
0.69
Single-Family Home
$340,000
04/03/26
5
3
2,472
317 County Route 21, Windham, NY
0.69
Single-Family Home
$340,000
05/07/26
5
3
2,472
78 Mitchell Hollow Road, Windham, NY
0.69
Single-Family Home
$780,000
03/19/26
3
3.5
2,324
8 Evans Road, Windham, NY
0.85
Single-Family Home
$725,000
09/09/25
5
3.5
3,862
89 Siam Road, Windham, NY
0.56
Single-Family Home
$550,000
08/08/25
4
1
2,270
17 County Route 21, Windham, NY
0.91
Single-Family Home
$398,000
03/30/26
5
3
1,584
5320 Route 23, Windham, NY
0.96
Single-Family Home
$590,000
04/27/26
8
8
3,712
17 Mitchell Hollow Road, Windham, NY
0.91
Single-Family Home
$398,000
03/23/26
4
3
1,914

Nearby homes

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Assigned Schools

These are the assigned schools for 32 Glennamady Dr.
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 32 Glennamady Dr

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Off Market Homes Near 32 Glennamady Dr

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