19 Route 296, Windham, NY 12496
OFF MARKET

$1,091,300

Trulia Estimate
  • 8 Beds
  • 5 Baths

19 Route 296, Windham, NY 12496

Est. Refi. Payment $7,161/mo*
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Home Value

Trulia Estimate
$1.09M
Since last month
Increased$76K (+7.4%)
Since last year
Increased$142K (+14.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$1.11M
August 2026$1.09M
July 2026$1.03M
June 2026$883K
May 2026$935K
April 2026$935K
March 2026$1.07M
February 2026$881K
January 2026$834K
2025
2024
2023

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
81 Sundance Drive, Windham, NY
0.73
Single-Family Home
$2,625,000
04/13/26
6
4.5
5,872
110 Old Road, Windham, NY
0.41
Single-Family Home
$2,260,000
07/06/26
7
5.5
5,569
34 Old Road, Windham, NY
0.20
Single-Family Home
$505,000
07/28/26
3
1.5
2,084
61 Cambridge Heights Road, Windham, NY
0.61
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214
122 Old Road, Windham, NY
0.46
Single-Family Home
$715,000
11/24/25
4
2.5
1,823
4992 State Route 23, Windham, NY
0.38
Single-Family Home
$400,000
01/27/26
3
2.5
2,400
4992 Ny-23, Windham, NY
0.38
Single-Family Home
$400,000
12/30/25
3
2.5
1,812
150 Old Rd, Windham, NY
0.59
Single-Family Home
$17,674
11/21/25
5
3
3,474
21 Nauvoo Road, Windham, NY
0.35
Single-Family Home
$520,000
10/07/25
2
1.5
1,072
12 Lauren Lane, Windham, NY
1.23
Single-Family Home
$1,709,999
02/09/26
6
4.5
4,855

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
9 Route 296, Windham, NY 12496
0.06
$362,800
3
2
1,178
Off Market
5098 State Route 23, Windham, NY 12496
0.12
$845,000
3
2
2,000
Off Market
292 #3 South Street, Windham, NY 12496
0.24
$1,149,000
5
5.5
3,643
For Sale
5044 Ny-23, Windham, NY 12496
0.24
$399,000
4
2.5
1,227
For Sale
34 Old Road, Windham, NY 12496
0.20
$505,000
3
1.5
2,084
Recently Sold
L1912 South St, Windham, NY 12496
0.29
$135,000
-
-
-
For Sale
1 South Street, Windham, NY 12496
0.32
-
-
-
-
Off Market
L1911 South St, Windham, NY 12496
0.33
$120,000
-
-
-
For Sale
274 County Route 65 Route #68, Windham, NY 12496
0.34
$335,000
2
2.5
1,295
For Sale
3 Begley Rd, Windham, NY 12496
0.32
-
4
2
1,916
Off Market
0 State Rt. 296, Windham, NY 12496
0.40
-
-
-
-
Off Market
4992 Ny-23, Windham, NY 12496
0.38
$400,000
3
2.5
1,812
Recently Sold

Local Information

  • Map ViewExplore the area around 19 Route 296.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1880
19.5 acre lot

About this House

This single-family home is located at 19 Route 296, Windham, NY. 19 Route 296 is in Windham, NY and in ZIP code 12496. This property has 8 bedrooms and 6 bathrooms. This property has a lot size of 19.50 acres and was built in 1880.
19 Route 296, Windham, NY 12496 is a 8 bedroom, 6 bathroom single-family home built in 1880. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,091,300.

Home Details for 19 Route 296

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 19.50 acres

Price and Tax history

DateEventPrice
Jan 1, 2021
Source: Columbia Greene Northern Dutchess MLS
ListingRemoved
Oct 22, 2020
Source: Agent Provided
Listed For Sale
$7,500,000

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
5MoM

Around this home

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

Frequently asked questions about 19 Route 296

  • What is 19 Route 296 estimated to be worth?
    Trulia's estimated value for 19 Route 296 in Windham, NY is $1,091,300.
  • Is Windham a buyer's or seller's market?
    Windham is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windham?
    Residents describe Windham, NY as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, NY.
  • What are the closest schools to 19 Route 296?
    The closest schools to 19 Route 296 in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).
  • How big is the lot at 19 Route 296?
    The lot at 19 Route 296 in Windham, NY is about 19.5 acres.

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