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MLS ID KEY1059180Last updated Oct 25, 2026

Single Family

161 Highland Avenue

Active · Chester Town · Orange County, NY 10950

Bedrooms
3 Beds
Bathrooms
2 Baths
Year built
1997
Est. monthly taxes
$904.67
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About this home

Offered for the first time! Welcome to 161 Highland Avenue, an original-owner home in the Town of Chester with a Monroe address. Set on approximately 0.75 acre, this beautifully maintained and thoughtfully upgraded 3-bedroom, 2-full-bath home offers approximately 1,842 square feet of living space and Lake Rights to Walton Lake, electric motors only. Conveniently situated in the Town of Chester, with a Monroe mailing address and easy access to shopping, dining, recreation and major commuter routes. Built and lovingly cared for by the same owners since new, this special property reflects years of pride of ownership. From the moment you arrive, you'll appreciate the welcoming setting and the care that has gone into the home. Inside, a bright and comfortable layout blends everyday living with inviting spaces for gathering and entertaining. Thoughtful improvements made over the years enhance the home while maintaining the warmth and character that have always made it special. Generous living areas provide flexibility for today's lifestyle, while the lower level offers additional possibilities for a family room, home office, fitness area, recreation space or guest accommodations. Outside, approximately three-quarters of an acre provides plenty of room to entertain, garden, play or simply relax and enjoy the peaceful surroundings. Opportunities like this don't come along every day—schedule your private showing and come experience 161 Highland Avenue for yourself. This may be the home you've been waiting for.

Listing snapshot

Days on site
22 days
Listed on MLS
Oct 6, 2026
Full baths
2
Half baths
0
Annual property tax (MLS)
$10,856
Tax year
2026
Association / maintenance fees (MLS)
$50 / Monthly
Fees include (MLS)
Snow Removal
Area source (MLS)
Other
Listing brokerage
eXp Realty
MLS ID
KEY1059180
Last updated
Oct 25, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1997
Garage
Yes
Garage spaces
1
Parking
Driveway
Water source
Well
Sewer
Septic Tank
Utilities
None

Interior features

Heating
Oil
Cooling
Central Air
Interior
Chefs Kitchen
Appliances
Dishwasher

Exterior features

Architectural style
Raised Ranch
Construction materials
Vinyl Siding
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. First seen on this site
  3. MLS status changed

Location

Chester Town · Orange County, NY 10950Show interactive map
161 Highland Avenue

Chester Town · Orange County, NY 10950

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.