5351 Main Street, Windham, NY 12496
OFF MARKET

$584,800

Trulia Estimate
  • 1 Bed
  • 3 Baths
  • 2,914 sqft

5351 Main Street, Windham, NY 12496

Est. Refi. Payment $3,922/mo*
Refinance Your Home
Currently Off Market - Sold Apr 8, 2019 for $355,000

Home Value

Trulia Estimate
$585K
Since last month
Increased$12K (+2.1%)
Since last year
Increased$42K (+7.8%)
Since last sale
Increased$230K (+64.8%)
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 +9% in the last 10 years
MonthEstimated value
2026
August 2026$585K
August 2026$584K
July 2026$573K
June 2026$582K
May 2026$575K
April 2026$549K
March 2026$559K
February 2026$529K
January 2026$536K
2025

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
5376 State Route 23, Windham, NY
0.59
Single-Family Home
$540,000
06/29/26
3
2.5
2,448
355 South Street, Windham, NY
0.30
Single-Family Home
$635,000
04/20/26
2
2
1,438
17 Mitchell Hollow Road, Windham, NY
0.90
Single-Family Home
$398,000
03/23/26
4
3
1,914
5474 Route 23, Windham, NY
0.29
Single-Family Home
$950,000
06/30/26
7
3
4,281
4 The Loop, Windham, NY
0.71
Single-Family Home
$1,400,000
09/18/25
4
3
2,536
30 The Loop, Windham, NY
0.73
Single-Family Home
$885,000
12/15/25
5
4
3,100

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
0 Hickory Hill Road, Windham, NY 12496
0.08
-
-
-
-
Off Market
16 Hickory Hill Road, Windham, NY 12496
0.09
$549,000
3
2
2,250
For Sale
1 E Route 23 #1, Windham, NY 12496
0.28
$220,800
1
1
500
Off Market
4841 - 1-2 Rt 23, Windham, NY 12496
0.28
$371,100
4
-
2,289
Off Market
0 South Street, Windham, NY 12496
0.27
$1,350,000
-
-
-
For Sale
5474 Route 23, Windham, NY 12496
0.29
$950,000
7
3
4,281
Recently Sold
355 South Street, Windham, NY 12496
0.30
$635,000
2
2
1,438
Recently Sold
14 - 101 C. D. Lane Road #101, Windham, NY 12496
0.36
$619,600
3
3
1,528
Off Market
0 Indian Heights Rd., Windham, NY 12496
0.39
-
-
-
-
Off Market
5628 Route 23, Windham, NY 12496
0.43
$899,000
6
5
3,080
For Sale
93 Windham Mountain Vlg, Windham, NY 12496
0.40
$616,900
3
2
1,352
Off Market

Local Information

  • Map ViewExplore the area around 5351 Main Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1970
2,914 sqft
$201/sqft

About this House

Run your own business in the Catskill Mountains, everything goes with the sale : Owner financing available : Pizza- Pizza with available living quarters above business. Turn key established building and business located in the heart of Windham New York. Invest and live in the most trending town of the Catskill Mountains. Surrounded by Ski Resorts,golf courses and the most quaint country village makes this an opportunity to be a self proprietor. Pizza business has take out service with games and seating area. A cozy 40 seat dining room with a fireplace, wide screen TV and an assortment of beverages is most convenient. Enjoy summer days on the front deck with large picnic tables and shade umbrellas. Commercially equipped kitchen and large storage area in basement. Additional private parking lot in rear of building. Current business on operating on reduced hours.
5351 Main Street, Windham, NY 12496 is a 1 bedroom, 3 bathroom, 2,914 sqft single-family home built in 1970. It last sold for $355,000 on Apr 8, 2019 (5% below the $375,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $584,800, with a rent estimate of $4,393/month.
Last check for updates: about 5 hours ago
Listed by Laurie Hanenberg
Hunter Windham Real Estate
Dylan Hanenberg
Hunter Windham Real Estate
Bought with: Laurie Hanenberg, Hunter Windham Real Estate
Source: HVCRMLS, MLS#121020

Home Details for 5351 Main Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 7Types of Rooms: Bedroom, Bathroom, Kitchen, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2914 Square Feet
Appliances & Utilities
Appliances: Other, Water Heater, Refrigerator, RangeRefrigerator
Heating & Cooling
Heating: Baseboard,Hot Water,OilHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, OtherHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Floors: Carpet, Tile, Wood
View
Has a ViewView: Mountain(s)

Exterior Features

Exterior Home Features
Roof: Asphalt MetalPatio / Porch: Deck, PorchFoundation: Block
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Arts & Crafts
Building
Construction Materials: Frame, Vinyl Siding, Wood Siding, OtherNot Attached Property
Property Information
Parcel Number: 78.19121

Price & Status

Price
List Price: $375,000
Status Change & Dates
Off Market Date: Sat Mar 09 2019

Location

Direction & Address
City: Windham
School Information
High School District: Wind-Ash-Jewett

Building

Building Area
Building Area: 2914 Square Feet

HOA

No HOA

Lot Information

Lot Area: 10454.4 sqft

Miscellaneous

BasementMls Number: 121020

Price and Tax history

DateEventPrice
Oct 1, 2023
Source: Columbia Greene Northern Dutchess MLS #149857
ListingRemoved
Sep 9, 2023
Source: Columbia Greene Northern Dutchess MLS #149857
Listed For Sale
$775,000
Sep 7, 2023
Source: Columbia Greene Northern Dutchess MLS #146952
ListingRemoved
Jul 11, 2023
Source: Columbia Greene Northern Dutchess MLS #146952
PriceChange
$775,000
Price decreased by 3%
Jun 27, 2023
Source: Columbia Greene Northern Dutchess MLS #146952
Listed For Sale
$795,000

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

IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Frequently asked questions about 5351 Main Street

  • What is 5351 Main Street estimated to be worth?
    Trulia's estimated value for 5351 Main Street in Windham, NY is $584,800.
  • What is the price history for 5351 Main Street?
    5351 Main Street in Windham, NY last sold for $355,000 in April 2019.
  • 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 5351 Main Street?
    The lot at 5351 Main Street in Windham, NY is about 0.24 acres (10,454 sq ft).

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