183 County Road 65, Windham, NY 12496
Property image
Property image
SOLD
DEC 22, 2025

$608,800

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,644 sqft (on 1 acre)

183 County Road 65, Windham, NY 12496

Est. Refi. Payment $4,131/mo*
Refinance Your Home
Currently Off Market - Sold Dec 22, 2025 for $585,000

Home Value

Trulia Estimate
$609K
Since last month
Increased$8K (+1.3%)
Since last year
Increased$27K (+4.7%)
Since last sale
Increased$22K (+3.8%)
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 +4% in the last 10 years
MonthEstimated value
2026
September 2026$607K
August 2026$599K
July 2026$605K
June 2026$598K
May 2026$596K
April 2026$591K
March 2026$587K
February 2026$587K
January 2026$587K
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
4992 Ny-23, Windham, NY
0.87
Single-Family Home
$400,000
12/30/25
3
2.5
1,812
216 New York 296, Windham, NY
0.79
Single-Family Home
$999,000
08/07/26
3
2.5
2,342
128 Mount Greenery Road, Windham, NY
0.91
Single-Family Home
$685,000
12/15/25
4
3
2,759
36 Mount Greenery Road, Windham, NY
0.61
Single-Family Home
$575,000
01/28/26
3
2
1,376

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
274 - 32 County Rt. 65 #14, Hensonville, NY 12439
0.16
$598,000
5
4.5
3,200
Off Market
231 County Route 65, Windham, NY 12496
0.25
$557,200
6
3.5
4,014
Off Market
21 Chase Drive Ext., Hensonville, NY 12439
0.29
$440,600
3
2
1,536
Off Market
27 Chase Drive, Hensonville, NY 12439
0.31
$442,400
5
3
1,897
Off Market
109 County Route 65, Windham, NY 12496
0.32
$168,500
-
-
-
Off Market
15 Chase Drive, Hensonville, NY 12439
0.32
$567,200
5
3
1,800
Off Market
60 Route 65A, Hensonville, NY 12439
0.34
$639,000
4
2
2,240
For Sale
40 Quads Way, Windham, NY 12496
0.33
$234,400
2
2
1,008
Off Market
35 Quads Way #35, Windham, NY 12496
0.33
$242,700
2
2
1,008
Off Market
47 Quads Way, Windham, NY 12496
0.33
-
2
2
1,250
Off Market
49 Quads Way #49, Windham, NY 12496
0.33
$231,600
2
2
1,008
Off Market

Local Information

  • Map ViewExplore the area around 183 County Road 65.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
1 acre lot
2,644 sqft
$221/sqft
Garage

About this House

Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes! Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit the slopes just 3 miles away at Windham Mountain. Inside, the open-concept living space features hardwood floors, two cozy fireplaces, and a stunning chef's kitchen with crisp white cabinetry, a suite of stainless-steel appliances, and a pass-through to the game room, keeping the chef part of the fun. The main level offers functionality and comfort, with a spacious living room, dining area, well-appointed kitchen, a bedroom, full bathroom, and a heated sunroom wrapped in pine. With three walls of windows, the sunroom provides breathtaking mountain views. Upstairs, each bedroom is designed with comfort in mind, featuring plush new carpeting and cable connections for TVs in every bedroom. The primary suite is a true retreat with its own fireplace and a spa-like bathroom with a jetted tub for ultimate relaxation. Additional bedrooms offer ample space and cozy finishes, while the laundry room includes two sets of washers and dryers for convenience, whether that is for washing and drying all of your gear quickly or to help for speedy turnovers between guests. Central air conditioning ensures year-round comfort. The outdoor space is equally impressive. A spacious deck is perfect for alfresco dining, while the hot tub is ideal for stargazing or unwinding after a day of activities. The private backyard features a lush lawn, a place to host barbecues, or to enjoy sunbathing in the warmer months. A charming wraparound porch with a pine ceiling and lighting adds even more character. Move-in ready, with furnishings negotiable, this home is ideal as a full-time residence, weekend escape, or high-income rental. Close proximity to Hensonville's shops and trendy restaurants. Just minutes from year-round activities, this property is your next adventure waiting to happen. Notable upgrades include: completely gutted and renovated interior, including a new kitchen, new sunroom addition, new hot tub, updated central ac, new water heater and new laundry room. Currently generating around 25k annually as a short time term rental.
183 County Road 65, Windham, NY 12496 is a 5 bedroom, 3 bathroom, 2,644 sqft single-family home built in 2003. It last sold for the $585,000 asking price on Dec 22, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $608,800, with a rent estimate of $6,338/month.
Last check for updates: about 2 hours ago
Listed by Regina Tortorella, (914) 466-0329
Coldwell Banker Village GreenW
Aaron Perer
Coldwell Banker Village GreenW
Bought with: NON MLS HVCRMLS, HV Catskill Region MLS
Source: HVCRMLS, MLS#156051

Home Details for 183 County Road 65

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Partial,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Bedroom, Bathroom, Den, Dining Room, Family Room, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2644 Square Feet
Appliances & Utilities
Appliances: Other, Water Heater, Washer, Refrigerator, Range, Dryer, DishwasherDishwasherDryerLaundry: In Basement,Laundry Room,SinkRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Bedroom, Living Room, Wood BurningHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Hardwood, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood, Tile, Wood
View
Has a ViewView: Mountain(s), Rural

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportGarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Off Street,Driveway
Frontage
Road Surface Type: Asphalt, Paved
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Frame, Wood Siding, OtherNot Attached Property
Property Information
Parcel Number: 96.00234

Price & Status

Price
List Price: $585,000Price Per Sqft: $221/sqft
Status Change & Dates
Off Market Date: Mon Oct 20 2025

Media

Location

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

Building

Building Area
Building Area: 2644 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Miscellaneous

BasementMls Number: 156051

Price and Tax history

DateEventPrice
Dec 22, 2025
Source: HVCRMLS #156051
Sold
$585,000
Oct 20, 2025
Source: HVCRMLS #156051
Pending
$585,000
Sep 24, 2025
Source: HVCRMLS #156051
Contingent
$585,000
Feb 16, 2025
Source: Columbia Greene Northern Dutchess MLS #156051
Listed For Sale
$585,000

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 183 County Road 65

  • What is 183 County Road 65 estimated to be worth?
    Trulia's estimated value for 183 County Road 65 in Windham, NY is $608,800.
  • What is the price history for 183 County Road 65?
    183 County Road 65 in Windham, NY last sold for $585,000 in December 2025.
  • 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 183 County Road 65 have laundry facilities?
    Yes, 183 County Road 65 in Windham, NY has in-unit laundry.
  • How big is the lot at 183 County Road 65?
    The lot at 183 County Road 65 in Windham, NY is about 1 acre.

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