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MLS ID KEY1049653Last updated Oct 12, 2026

Single Family

111 Ayr Road

Active · Chester Town · Orange County, NY 10918

Bedrooms
4 Beds
Bathrooms
5 Baths
Year built
1974
Est. monthly taxes
$1,877.14
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About this home

Perched beautifully atop a scenic hill, this lovingly maintained home has been cherished by its original owners and offers a rare combination of privacy, space, and timeless charm. Set on a stunning property in a desirable Chester location, the home contains unique features including a beautiful sunroom, a detached three-car garage, and an additional one-car attached garage, providing exceptional parking and storage. Inside, the home has been kept in immaculate condition and offers an excellent opportunity for its next owner to personalize and make it their own. A wonderful opportunity to own a spacious home on a beautiful piece of property in a great location.

Listing snapshot

Days on site
28 days
Listed on MLS
Oct 2, 2026
Full baths
4
Half baths
1
Annual property tax (MLS)
$22,525.62
Tax year
2025
Listing brokerage
Curasi Realty, Inc.
MLS ID
KEY1049653
Last updated
Oct 12, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1974
Garage
Yes
Garage spaces
5
Parking
Attached, Detached, Driveway
Water source
Well
Sewer
Septic Tank
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Trash Collection Public

Interior features

Basement
Unfinished, Walk-Out Access
Heating
Baseboard, Hot Water, Natural Gas
Cooling
Central Air, Electric
Interior
First Floor Bedroom, First Floor Full Bath, Entrance Foyer, Formal Dining, Granite Counters, Original Details, Master Downstairs, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Electric Range, Oven, Refrigerator, Washer
Flooring
Carpet, Hardwood, Tile
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Colonial
Construction materials
Brick, Fiberglass Insulation
Private pool
No

Schools (MLS)

Elementary school
North Main Street
Elementary school district
Monroe-Woodbury
Middle school
Monroe-Woodbury Middle School
Middle school district
Monroe-Woodbury
High school
Monroe-Woodbury High School
High school district
Monroe-Woodbury

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Chester Town · Orange County, NY 10918Show interactive map
111 Ayr Road

Chester Town · Orange County, NY 10918

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.