5394 Main St, Windham, NY 12496
OFF MARKET

5394 Main St
Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 5,456 sqft

$1,186,700

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $7,569/mo*
Refinance Your Home

$1,186,700

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $7,569/mo*
Refinance Your Home
6 Beds
4.5 Baths
5,456 sqft

Local Information

  • Map ViewExplore the area around 5394 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This townhouse is located at 5394 Main St, Windham, NY. 5394 Main St is in Windham, NY and in ZIP code 12496. This property has 6 bedrooms, 5 bathrooms and approximately 5,456 sqft of floor space. This property has a lot size of 4356 sqft and was built in 1899.
5394 Main St, Windham, NY 12496 is a 6 bedroom, 5 bathroom, 5,456 sqft townhouse built in 1899. It is currently off market. The Trulia Estimate is $1,186,700, with a rent estimate of $4,571/month.

Home Highlights

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

Home Details for 5394 Main St

Interior Features

Heating & Cooling
Heating: Propane ButaneHeating Fuel: Propane Butane
Appliances & Utilities
DishwasherDryerMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 1899
Property Type / Style
Property Type: Townhouse

Lot Information

Lot Area: 4356 sqft

Price History for 5394 Main St

DatePriceEventSource
01/28/2021ListingRemovedColumbia Greene Northern Dutchess MLS
01/21/2021$1,300,000Listed For SaleAgent Provided
12/03/2020$1,075,000ListingRemovedAgent Provided
09/09/2020$1,075,000PriceChange
Agent Provided
05/24/2020$975,000Listed For SaleAgent Provided

Market trends in Windham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
61
4MoM
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Comparable Sales for 5394 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Stonewall Lane, Windham, NY
0.49
Townhouse
$1,650,000
07/06/26
4
3.5
2,770
2 Enclave West Drive #W-10, Windham, NY
0.60
Townhouse
$1,400,000
02/06/26
4
4.5
2,600
3 Enclave East Drive, Windham, NY
0.59
Townhouse
$1,392,500
03/06/26
4
4.5
2,893
14-24 Windham Mount Vlg, Windham, NY
0.41
Townhouse
$630,000
05/06/26
3
3
1,528
14-69 Windham Mount Vlg, Windham, NY
0.41
Townhouse
$433,333
12/31/25
3
3
1,528
2 Enclave West Dr, Windham, NY
0.60
Townhouse
$1,400,000
02/12/26
4
3
1,990
24 Windham Mount Village #24, Windham, NY
0.46
Townhouse
$630,000
04/27/26
3
3
1,528
18 Enclave West Dr #2, Windham, NY
0.63
Townhouse
$1,600,000
03/19/26
4
4
1,736
14 - 57 Windham Mountain Village, Windham, NY
0.47
Townhouse
$585,000
08/29/25
3
2.5
1,510
14-57 Windham Mount Vlg, Windham, NY
0.41
Townhouse
$585,000
09/17/25
3
3
944

Nearby homes

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Assigned Schools

These are the assigned schools for 5394 Main St.

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 5394 Main St

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Off Market Homes Near 5394 Main St

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