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

183 County Road 65
Windham, NY 12496

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

$585,000

Last Sold: Dec 22, 2025
$221/sqft
Est. Refi. Payment $3,790/mo*
Refinance Your Home

$585,000

Last Sold: Dec 22, 2025
$221/sqft
Est. Refi. Payment $3,790/mo*
Refinance Your Home
5 Beds
3 Baths
2,644 sqft
(on 1 acre)

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

Description

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. It is currently off market. The Trulia Estimate is $596,400, with a rent estimate of $4,487/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
$221/sqft
Listed
180+ days ago

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

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
Last check for updates: about 8 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

Price History for 183 County Road 65

DatePriceEventSource
12/22/2025$585,000Sold
HVCRMLS #156051
10/20/2025$585,000PendingHVCRMLS #156051
09/24/2025$585,000ContingentHVCRMLS #156051
02/16/2025$585,000Listed For SaleColumbia Greene Northern Dutchess MLS #156051

Market trends in Windham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
3MoM
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Comparable Sales for 183 County Road 65

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
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
110 Maplecrest Road, Windham, NY
0.92
Single-Family Home
$599,000
01/08/26
8
4
3,577
122 Old Road, Windham, NY
1.16
Single-Family Home
$715,000
11/24/25
4
2.5
1,823

Nearby homes

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Assigned Schools

These are the assigned schools for 183 County Road 65.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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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Homes for sale near 183 County Road 65

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Off Market Homes Near 183 County Road 65

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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.
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