Skip to content
161 Highland Avenue, Monroe, photo 1
View all 36 photos
161 Highland Avenue, photo 2
161 Highland Avenue, photo 3
161 Highland Avenue, photo 4
161 Highland Avenue, photo 5
161 Highland Avenue, photo 6
161 Highland Avenue, photo 7
161 Highland Avenue, photo 8
161 Highland Avenue, photo 9
161 Highland Avenue, photo 10
161 Highland Avenue, photo 11
161 Highland Avenue, photo 12
161 Highland Avenue, photo 13
161 Highland Avenue, photo 14
161 Highland Avenue, photo 15
161 Highland Avenue, photo 16
161 Highland Avenue, photo 17
161 Highland Avenue, photo 18
161 Highland Avenue, photo 19
161 Highland Avenue, photo 20
161 Highland Avenue, photo 21
161 Highland Avenue, photo 22
161 Highland Avenue, photo 23
161 Highland Avenue, photo 24
161 Highland Avenue, photo 25
161 Highland Avenue, photo 26
161 Highland Avenue, photo 27
161 Highland Avenue, photo 28
161 Highland Avenue, photo 29
161 Highland Avenue, photo 30
161 Highland Avenue, photo 31
161 Highland Avenue, photo 32
161 Highland Avenue, photo 33
161 Highland Avenue, photo 34
161 Highland Avenue, photo 35
161 Highland Avenue, photo 36

161 Highland Avenue

Monroe, NY 10950 · Orange County

Beds
3
Baths
2
Sqft
1,842
Status
Active
On site
27 days

Know your budget before you tour. Get pre-qualified

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.

Listed with eXp Realty · Mitchell Kass · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 11:08 AM ET. ©2026 One Key MLS.

Estimate your monthly payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$4,085.48Total / mo

Estimated monthly payment

Principal & interest
$2,930.81(71.7%)
Taxes
$904.67(22.1%)
HOA
$50.00(1.2%)
Insurance
$200.00(4.9%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

Never miss a property

Be the first to know when an Orange County home hits the market.

Save this search

Market insights

The market around Monroe, NY

Current listings

New in the last 30 days

46

Nov 2026

Average price

Active listings

$722,907

Nov 2026

Average days on market

Active listings

103 days

Nov 2026

Computed from 260 active OneKey MLS listings in Monroe, NY.

Similar homes in Orange County

See all 1,016
38 Chapel Court, Pine Bush, $650,000
38 Chapel Court, Pine Bush, NY
Photo 1 of 41
Coming SoonNew

$650,000

3 Bed • 3 Bath • 2,603 Sq. Ft.

38 Chapel Court

Pine Bush, NY 12566

Listed with eXp Realty

57 5th Avenue, Newburgh, $499,000
57 5th Avenue, Newburgh, NY
Photo 1 of 7
Coming SoonNew

$499,000

3 Bed • 2 Bath • 1,984 Sq. Ft.

57 5th Avenue

Newburgh, NY 12550

Listed with Cronin & Company Real Estate

459 Ridge Road, Campbell Hall, $625,000
459 Ridge Road, Campbell Hall, NY
Photo 1 of 38
Coming SoonNew

$625,000

3 Bed • 2.5 Bath • 2,400 Sq. Ft.

459 Ridge Road

Campbell Hall, NY 10916

Listed with Weichert Realtors