5159 State Route 23, Windham, NY 12496
OFF MARKET

$795,500

Trulia Estimate
  • 7 Beds
  • 5 Baths
  • 3,559 sqft (on 3.04 acres)

5159 State Route 23, Windham, NY 12496

Est. Refi. Payment $5,273/mo*
Refinance Your Home
Currently Off Market - Sold Dec 18, 2015 for $360,000

Home Value

Trulia Estimate
$796K
Since last month
Increased$2K (+0.2%)
Since last year
Decreased$18K (-2.2%)
Since last sale
Increased$436K (+121%)
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 +115% in the last 10 years
MonthEstimated value
2026
August 2026$796K
August 2026$790K
July 2026$794K
June 2026$838K
May 2026$810K
April 2026$794K
March 2026$788K
February 2026$764K
January 2026$743K
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
8 Evans Road, Windham, NY
0.41
Single-Family Home
$725,000
09/09/25
5
3.5
3,862
34 Old Road, Windham, NY
0.39
Single-Family Home
$505,000
07/28/26
3
1.5
2,084
27 Diane Dr, Windham, NY
0.78
Single-Family Home
$620,000
07/22/26
4
2.5
2,800
31 Koonan Road Ext, Windham, NY
0.32
Single-Family Home
$560,000
06/01/26
4
2
1,800
5320 Route 23, Windham, NY
0.63
Single-Family Home
$590,000
04/27/26
8
8
3,712
4992 State Route 23, Windham, NY
0.69
Single-Family Home
$400,000
01/27/26
3
2.5
2,400
110 Old Road, Windham, NY
0.63
Single-Family Home
$2,260,000
07/06/26
7
5.5
5,569
61 Cambridge Heights Road, Windham, NY
0.80
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214
31 Koonan Road, Windham, NY
0.32
Single-Family Home
$560,000
05/25/26
4
2
1,052
17 County Route 21, Windham, NY
0.48
Single-Family Home
$398,000
03/30/26
5
3
1,584

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
3 Begley Rd, Windham, NY 12496
0.08
-
4
2
1,916
Off Market
5220 Route 23 #130, Windham, NY 12496
0.25
$170,200
1
1
458
Off Market
5220 Route 23 #126, Windham, NY 12496
0.26
$154,000
1
1
423
Recently Sold
5220 Route 23 #229, Windham, NY 12496
0.27
$199,000
1
1
435
For Sale
9 Route 296, Windham, NY 12496
0.28
$362,800
3
2
1,178
Off Market
274 Brooksburgh Road #98, Windham, NY 12496
0.34
$477,500
4
3.5
1,717
Off Market
5098 State Route 23, Windham, NY 12496
0.32
$845,000
3
2
2,000
Off Market
70 Begley Rd, Windham, NY 12496
0.31
-
-
-
-
Off Market
31 Koonan Road, Windham, NY 12496
0.32
$560,000
4
2
1,052
Recently Sold
1 South Street, Windham, NY 12496
0.38
-
-
-
-
Off Market
L1912 South St, Windham, NY 12496
0.38
$135,000
-
-
-
For Sale
L1911 South St, Windham, NY 12496
0.39
$120,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 5159 State Route 23.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1937
3.04 acre lot
3,559 sqft
$224/sqft
Garage

About this House

This single-family home is located at 5159 State Route 23, Windham, NY. 5159 State Route 23 is in Windham, NY and in ZIP code 12496. This property has 7 bedrooms, 5 bathrooms and approximately 3,559 sqft of floor space. This property has a lot size of 2.90 acres and was built in 1937.
5159 State Route 23, Windham, NY 12496 is a 7 bedroom, 5 bathroom, 3,559 sqft single-family home built in 1937. It last sold for $360,000 on Dec 18, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $795,500, with a rent estimate of $7,496/month.

Home Details for 5159 State Route 23

Interior Features

Levels, Entrance, & Accessibility
Stories: 2.700000047683716
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1937
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
Exterior: Stucco
Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 3.04 acres

Price and Tax history

DateEventPrice
Dec 18, 2015
Source: HVCRMLS #100704
Sold
$360,000
Nov 16, 1995
Source: N/A
Sold
$150,000

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 5159 State Route 23

  • What is 5159 State Route 23 estimated to be worth?
    Trulia's estimated value for 5159 State Route 23 in Windham, NY is $795,500.
  • What is the price history for 5159 State Route 23?
    5159 State Route 23 in Windham, NY last sold for $360,000 in December 2015.
  • 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.
  • How big is the lot at 5159 State Route 23?
    The lot at 5159 State Route 23 in Windham, NY is about 2.9 acres.
  • Does 5159 State Route 23 have a garage?
    Yes, 5159 State Route 23 in Windham, NY has a garage.

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