415 Old Road, Windham, NY 12496
Property image
Property image
SOLD
JUL 17, 2026

415 Old Road
Windham, NY 12496

  • 3 Beds
  • 3.5 Baths
  • 3,279 sqft (on 4 acres)

$730,000

Last Sold: Jul 17, 2026
3% below list $749K
$223/sqft
Est. Refi. Payment $4,757/mo*

$730,000

Last Sold: Jul 17, 2026
3% below list $749K
$223/sqft
Est. Refi. Payment $4,757/mo*
3 Beds
3.5 Baths
3,279 sqft
(on 4 acres)

Home Value

Trulia Estimate
$730K
Since last month
Increased$36K (+5.1%)
Since last year
Increased$22K (+3.2%)
Since last sale
Increased$1K (+0.2%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$731K
July 2026$731K
June 2026$696K
May 2026$703K
March 2026$695K
February 2026$744K
January 2026$747K
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
0.58
Single-Family Home
$950,000
03/19/26
4
3
3,245
0.72
Single-Family Home
$685,000
12/15/25
4
3
2,759
0.98
Single-Family Home
$575,000
01/28/26
3
2
1,376
1.27
Single-Family Home
$927,000
08/15/25
4
3
3,104
1.36
Single-Family Home
$850,000
10/03/25
4
2
2,200
1.32
Single-Family Home
$715,000
11/24/25
4
2.5
1,823
1.47
Single-Family Home
$702,000
12/22/25
4
2.5
2,500
1.25
Single-Family Home
$1,311,000
12/30/25
5
3.5
4,214

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
0.37
$690,000
3
2
2,792
Recently Sold
0.48
$300,000
-
-
-
For Sale
0.49
$474,400
3
2
1,867
Off Market
0.50
$1,407,200
6
5.5
5,500
Off Market
0.56
$290,000
-
-
-
For Sale
0.58
$950,000
4
3
3,245
Recently Sold
0.63
$609,600
3
3
2,017
Off Market
0.66
$486,900
3
1.5
2,084
Off Market
0.66
$439,000
-
-
-
For Sale
0.66
-
-
-
-
Off Market
0.68
$289,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 415 Old Road.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
4 acres
Living Area
3,279 sqft
Price/Sqft
$223/sqft
Parking
1 Car Garage

About this House

Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views--all accessible from your own front yard. In winter, prepare for days on nearby Windham Ski slopes and return to a spacious chalet featuring an open great room with a warm fireplace in the sunken living area. The property includes ample space for holiday gatherings or casual meals at the kitchen island. The main floor consists of two large bedrooms, a full bathroom, laundry facilities, and a half bath adjacent to the kitchen. Upstairs, a primary suite and loft provide additional privacy and comfort.
The sought-after family room is equipped with a supplementary kitchen, wood-burning stove, quality ski furnishings, pool table, dart games, extra office/sleeping space, and another full bathroom. A convenient one-car garage ensures secure late-night arrivals and easy access. The home boasts a new heating system, full-house air conditioning, and high-quality finishes including marble, hardwood and carpet flooring, wood doors and trim, skylights, and vaulted ceilings--creating a true mountain chalet ambiance. Offered furnished and turnkey, this custom-built home has never before been on the market and is ready for its next owners. Located just minutes from Windham Club, it offers access to year-round activities and the potential to become your dream mountain residence.
415 Old Road, Windham, NY 12496 is a 3 bedroom, 4 bathroom, 3,279 sqft single-family home built in 1988. It last sold for $730,000 on Jul 17, 2026 (3% below the $749,000 asking price). It is currently off market. The Trulia Estimate is $730,300, with a rent estimate of $7,511/month.

Home Details for 415 Old Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Full,Walk-Out AccessNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Laundry, Living Room, Loft, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3279 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Phone Available, Water Connected, Underground UtilitiesAppliances: Washer/Dryer, Microwave, Exhaust Fan, Electric Range, DishwasherDishwasherLaundry: Laundry RoomMicrowave
Heating & Cooling
Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Masonry, Wood Burning StoveHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp ServiceHas Electric on Property
Windows, Doors, Floors & Walls
Window: Insulated Windows, Wood FramesDoor: Mirrored Closet Door(s), Sliding DoorsFlooring: Carpet, Hardwood, Marble, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: Three Or MoreFloors: Carpet, Hardwood, Marble, Tile
View
Has a ViewView: Mountain(s), Pond
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, Wrap AroundOther Structures: Shed(s)Exterior: Private YardFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Faces Side,Driveway
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2434 Square FeetFinished Area (below surface): 845 Square Feet

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Chalet
Building
Construction Materials: Batts Insulation, Concrete, Frame, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 26.2, 26.1

Price & Status

Price
List Price: $749,000Price Per Sqft: $223/sqft
Status Change & Dates
Off Market Date: Thu Jun 11 2026

Location

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

Building

Building Area
Building Area: 3279 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 4 Acres

Offer

Listing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 20254472Water ViewWater View: PondAbove Grade Unfinished Area: 2434
Last check for updates: about 12 hours ago
Listed by Laurie Hanenberg
Hunter Windham Real Estate
Dylan Hanenberg
Hunter Windham Real Estate
Bought with: Leanna Pace, (528) 429-1853, Find Advisors
Source: HVCRMLS, MLS#20254472

Price and Tax history

DateEventPrice
Jul 17, 2026
Source: HVCRMLS #20254472
Sold
$730,000
Jun 11, 2026
Source: HVCRMLS #20254472
Pending
$749,000
Feb 28, 2026
Source: HVCRMLS #20254472
PriceChange
$749,000
Price decreased by 6%
Sep 19, 2025
Source: HVCRMLS #20254472
Listed For Sale
$799,000

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
5
MoM
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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!"
  • 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. "
  • 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 "
  • Steven N.
    "You will see dog owners walking their dogs often. The one thing missing for dogs would be a dog run "
  • 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."
  • 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. "
  • Patti
    "Best Place to live, lots of clean air, beautiful scenery, nice people and lots of places to go"

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Apartments for Rent

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Homes for sale near 415 Old Road

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Off Market Homes Near 415 Old Road

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Frequently asked questions about 415 Old Road

  • What is 415 Old Road estimated to be worth?
    Trulia's estimated value for 415 Old Road in Windham, NY is $730,300.
  • What is the price history for 415 Old Road?
    415 Old Road in Windham, NY last sold for $730,000 in July 2026.
  • 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 415 Old Road have air conditioning?
    Yes, 415 Old Road in Windham, NY has air conditioning.
  • Does 415 Old Road have laundry facilities?
    Yes, 415 Old Road in Windham, NY has laundry facilities.
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.