5330 Main St, Windham, NY 12496
Property image
Property image
OFF MARKET

$676,700

Trulia Estimate
  • Studio
  • 5,000 sqft

5330 Main St, Windham, NY 12496

Est. Refi. Payment $4,486/mo*
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Home Value

Trulia Estimate
$677K
Since last month
Increased$39K (+6%)
Since last year
Increased$128K (+22.9%)
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 +96% in the last 10 years
MonthEstimated value
2026
August 2026$689K
August 2026$677K
July 2026$650K
June 2026$671K
May 2026$706K
April 2026$731K
March 2026$623K
February 2026$674K
January 2026$577K
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
5320 Route 23, Windham, NY
0.03
Single-Family Home
$590,000
04/27/26
8
8
3,712
5370 State Route 23, Windham, NY
0.11
Single-Family Home
$200,000
10/31/25
4
2
5,248
5376 State Route 23, Windham, NY
0.13
Single-Family Home
$540,000
06/29/26
3
2.5
2,448
5287 Route 23, Windham, NY
0.12
Single-Family Home
$680,000
04/28/26
3
2
2,350
212 County Route 12, Windham, NY
0.21
Single-Family Home
$640,000
12/17/25
3
2
2,240
212 South Street, Windham, NY
0.21
Single-Family Home
$640,000
11/21/25
3
2
2,240
5474 Route 23, Windham, NY
0.43
Single-Family Home
$950,000
06/30/26
7
3
4,281
17 Mitchell Hollow Road, Windham, NY
0.22
Single-Family Home
$398,000
03/23/26
4
3
1,914
17 County Route 21, Windham, NY
0.22
Single-Family Home
$398,000
03/30/26
5
3
1,584
8 Evans Road, Windham, NY
0.50
Single-Family Home
$725,000
09/09/25
5
3.5
3,862

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
5344 Main St., Windham, NY 12496
0.03
$1,272,500
3
3
6,400
Off Market
5320 Route 23, Windham, NY 12496
0.03
$590,000
8
8
3,712
Recently Sold
5323 Route 23, Windham, NY 12496
0.05
$418,300
6
4
2,684
Off Market
5355 New York 23, Windham, NY 12496
0.08
$689,000
5
-
2,500
For Sale
26 Mill Street, Windham, NY 12496
0.07
$166,100
3
1
824
Off Market
5359 State Route 23, Windham, NY 12496
0.09
$269,000
2
2
838
For Sale
5359 Route 23 #2B, Windham, NY 12496
0.10
$315,400
1
1
511
Off Market
5359 Route 23 #2D, Windham, NY 12496
0.10
$533,200
2
2.5
1,181
Off Market
5309 Route 23, Windham, NY 12496
0.07
$330,400
3
1
1,100
Off Market
5359 Main Street #2D, Windham, NY 12496
0.12
$457,100
2
2.5
1,200
Off Market
5359 Main Street #2B, Windham, NY 12496
0.12
$197,500
1
1
511
Off Market
5359 Main . Street #2E, Windham, NY 12496
0.12
$301,900
2
2
1,163
Off Market

Local Information

  • Map ViewExplore the area around 5330 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Living Area
5,000 sqft
Price/Sqft
$135

About this House

This mixed use property is in an extremely desirable location right in the center of Windham Village. 4 apartments, 2 eating establishments; one a Restaurant complete with brick pizza oven the other a deli with a large seating area. I/E statements produced upon request. In addition to the bathrooms associated with the apartments, there are 3 public restrooms with the restaurants. This is a very good opportunity.
5330 Main St, Windham, NY 12496 is a studio, 5,000 sqft single-family home built in 1970. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $676,700, with a rent estimate of $3,710/month.

Home Details for 5330 Main St

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Sep 8, 2017
Source: Agent Provided
ListingRemoved
$975,000
Mar 25, 2017
Source: Agent Provided
Listed For Sale
$975,000

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 5330 Main St

  • What is 5330 Main St estimated to be worth?
    Trulia's estimated value for 5330 Main St in Windham, NY is $676,700.
  • 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 5330 Main St?
    The closest schools to 5330 Main St in Windham, NY are Windham Ashland Central School (K-12, rated 6/10).

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