560 North Settlement Road, Windham, NY 12496
OFF MARKET

560 North Settlement Road
Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 2,000 sqft (on 3.51 acres)

$740,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $4,725/mo*

$740,100

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $4,725/mo*
4 Beds
3 Baths
2,000 sqft
(on 3.51 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to your own little slice of paradise in the Catskill Mountains! This beautifully renovated home seamlessly blends modern accents with rustic charm, creating a truly unique and inviting atmosphere. Nestled just minutes away from a wide range of outdoor activities, this is the perfect retreat for nature enthusiasts or those looking for a peaceful getaway. Step inside and be greeted by the unmistakable warmth that only pine walls can provide. The living room is a true centerpiece, with vaulted ceiling and a wall of glass that floods the space with natural light. On cooler evenings, cozy up beside the wood-burning stove and let the crackling fire melt away the stresses of the day. The kitchen is a functional masterpiece, designed with both style and practicality in mind. Enjoy your morning coffee in the sundrenched breakfast nook, where the beauty of the surrounding landscape becomes a part of your daily routine. And when it's time to entertain, the spacious dining room is more than capable of welcoming large gatherings with open arms. This four-bedroom home has been carefully designed to cater to both your own needs and the desires of any prospective vacationers. Two of the bedrooms boast private bathrooms, making hosting loved ones or marketing the home on vacation rental sites a breeze. As an added bonus, a large den located through one of the bedrooms offers endless possibilities - it as your home office, a workout area, or whatever suits your lifestyle best. The interior of this home has recently been renovated showcasing new flooring, an updated kitchen, and three renovated bathrooms. The basement is heated and ready for expansion. Outside, the entertainment options are endless. Whether you prefer grilling on the deck, relaxing on the patio, or gathering around the fire pit for stories and laughter, this home has you covered. The oversized backyard, resembling a picturesque park, even includes a charming garden of raspberries, strawberries, blackberries and grapes. And let's not forget the breathtaking mountain views that surround you, providing the perfect backdrop for moments of solitude and reflection. As you further explore the grounds, you'll enjoy mature apple & pear trees and lush Juniper shrubs that add to the beauty of the landscape. This property is the complete package with generator hook up in place, shed, attached 2 car garage and paved driveway.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 10, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 560 North Settlement Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8Types of Rooms: Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Other Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2000 Square Feet
Appliances & Utilities
Appliances: Water Purifier, Water Heater, Washer, Refrigerator, Range, Electric Water Heater, Dryer, DishwasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Tile, Wood
View
Has a ViewView: Mountain(s), Park/Greenbelt, Rural

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, PorchOther Structures: Shed(s)Foundation: Block
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Ranch
Building
Construction Materials: Frame, Wood Siding, OtherAttached To Another Structure
Property Information
Parcel Number: 77.00211

Price & Status

Price
List Price: $699,000
Status Change & Dates
Off Market Date: Thu Apr 11 2024

Location

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

Building

Building Area
Building Area: 2000 Square Feet

HOA

No HOA

Lot Information

Lot Area: 3.51 Acres

Miscellaneous

BasementMls Number: 150858
Last check for updates: about 11 hours ago
Listed by Regina Tortorella
Coldwell Banker Village Green
Aaron Perer
Coldwell Banker Village Green
Bought with: Laurie Hanenberg, Hunter Windham Real Estate
Source: HVCRMLS, MLS#150858

Price History for 560 North Settlement Road

DatePriceEventSource
05/30/2024$680,000Sold
HVCRMLS #150858
04/11/2024$699,000ContingentColumbia Greene Northern Dutchess MLS #150858
02/06/2024$699,000PriceChange
Columbia Greene Northern Dutchess MLS #150858
12/01/2023$725,000Listed For SaleColumbia Greene Northern Dutchess MLS #150858
08/25/2021$462,000Sold
HVCRMLS #138046
07/02/2021$499,000ContingentODBR #131297
06/18/2021$499,000Listed For SaleODBR #131297
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Property Tax and Assessment

Year2025
Tax
Assessment$618,400
Home facts updated by county records

Comparable Sales for 560 North Settlement Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.39
Single-Family Home
$925,000
04/17/26
5
4
4,022
0.80
Single-Family Home
$927,000
08/15/25
4
3
3,104
0.97
Single-Family Home
$835,000
03/04/26
3
2.5
2,864
1.09
Single-Family Home
$840,000
06/20/25
4
3.5
2,294
1.64
Single-Family Home
$960,000
11/07/25
4
5
2,140
1.71
Single-Family Home
$430,000
11/13/25
6
3
3,071
2.11
Single-Family Home
$639,000
01/30/26
4
2
2,240

Nearby homes

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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 560 North Settlement Road

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Off Market Homes Near 560 North Settlement Road

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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.
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.

Homes for rent near 560 North Settlement Road

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560 North Settlement Road, Windham, NY 12496 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1975. This property is not currently available for sale. 560 North Settlement Road was last sold on May 30, 2024 for $680,000 (3% lower than the asking price of $699,000). The current Trulia Estimate for 560 North Settlement Road is $740,100.