416 State Route 296, Windham, NY 12496
OFF MARKET

$284,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,800 sqft

416 State Route 296, Windham, NY 12496

Est. Refi. Payment $1,949/mo*
Refinance Your Home
Currently Off Market - Sold Mar 16, 2021 for $150,000

Home Value

Trulia Estimate
$285K
Since last month
Increased$10K (+3.7%)
Since last year
Increased$5K (+1.8%)
Since last sale
Increased$135K (+89.9%)
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 +122% in the last 10 years
MonthEstimated value
2026
August 2026$285K
August 2026$284K
July 2026$275K
June 2026$282K
May 2026$273K
April 2026$268K
March 2026$275K
February 2026$266K
January 2026$274K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
384 Route 296, Windham, NY
0.08
Single-Family Home
$150,000
02/24/26
3
1.5
1,200
384 State Route 296, Windham, NY
0.08
Single-Family Home
$150,000
03/16/26
3
2
1,190
366 State Route 296, Windham, NY
0.13
Single-Family Home
$145,920
04/14/26
3
2
1,456
357 State Route 296, Windham, NY
0.11
Single-Family Home
$100,000
07/23/26
4
1.5
2,290
57 Chase Dr, Windham, NY
0.55
Single-Family Home
$375,000
12/18/25
2
3
1,260
183 County Route 65, Hensonville, NY
0.60
Single-Family Home
$585,000
02/13/26
3
2
2,879
183 County Road 65, Windham, NY
0.60
Single-Family Home
$585,000
12/22/25
5
3
2,644
528 Ny-296, Windham, NY
0.57
Single-Family Home
$581,250
12/01/25
4
2.5
2,194
528 State Route 296, Windham, NY
0.59
Single-Family Home
$581,250
12/31/25
4
3
2,194
216 New York 296, Windham, NY
0.86
Single-Family Home
$999,000
08/07/26
3
2.5
2,342

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
27 Goshen Road, Hensonville, NY 12439
0.06
$287,400
4
-
2,074
Off Market
50 County Route 65, Windham, NY 12496
0.04
$707,800
5
4.5
2,404
Off Market
411 Route 296, Hensonville, NY 12439
0.05
$235,400
3
1
1,141
Off Market
394 State Route 296, Hensonville, NY 12439
0.05
$162,200
2
1.5
750
Off Market
394 Route 296 #3, Windham, NY 12496
0.05
$199,000
2
1
893
For Sale
384 Route 296, Windham, NY 12496
0.08
$150,000
3
1.5
1,200
Recently Sold
391 State Rt 296, Hensonville, NY 12439
0.09
$391,900
10
-
4,160
Off Market
71 County Road 65 #4, Windham, NY 12496
0.13
$295,300
2
2
1,290
Off Market
71 County Road 65 #6, Windham, NY 12496
0.13
$285,000
2
2
1,290
For Sale
357 Main Street, Windham, NY 12496
0.15
$285,900
4
1.5
2,014
Off Market
60 Route 65-A, Hensonville, NY 12439
0.23
$639,000
4
2
2,240
For Sale
333 Route 296, Hensonville, NY 12439
0.27
$765,000
7
6
3,135
Off Market

Local Information

  • Map ViewExplore the area around 416 State Route 296.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1891
1,800 sqft
$158/sqft
Garage

About this House

This single-family home is located at 416 State Route 296, Windham, NY. 416 State Route 296 is in Windham, NY and in ZIP code 12496. This property has 3 bedrooms, 2 bathrooms and approximately 1,800 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1891.
416 State Route 296, Windham, NY 12496 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1891. It last sold for $150,000 on Mar 16, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $284,900, with a rent estimate of $4,182/month.

Home Details for 416 State Route 296

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Dining Room, Mud Room, PantryCeiling Fan
Heating & Cooling
Heating: Baseboard, Oil, Wood PelletHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: VinylLawnPorch
Parking & Garage
GarageParking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1891Year Updated: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Mar 16, 2021
Source: N/A
Sold
$150,000
Mar 1, 2015
Source: Agent Provided
ListingRemoved
$159,000
Sep 5, 2014
Source: Agent Provided
Listed For Sale
$159,000
Feb 4, 2011
Source: N/A
Sold
$46,900

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
3MoM

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 416 State Route 296

  • What is 416 State Route 296 estimated to be worth?
    Trulia's estimated value for 416 State Route 296 in Windham, NY is $284,900.
  • What is the price history for 416 State Route 296?
    416 State Route 296 in Windham, NY last sold for $150,000 in March 2021.
  • 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.
  • Does 416 State Route 296 have laundry facilities?
    Yes, 416 State Route 296 in Windham, NY has in-unit laundry.
  • How big is the lot at 416 State Route 296?
    The lot at 416 State Route 296 in Windham, NY is about 0.23 acres (10,018 sq ft).

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