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Property Description
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.
Full Property Details
Full Property Details for 161 Highland Ave
General
- Price: $595,000
- HOA FEE: $50/month
- Taxes: $10,856
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1059180
- Updated: 10/6/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: Chefs Kitchen
- Appliances: Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Driveway
Location
- County: Orange County
School Information
- High School District: Monroe-Woodbury
- Elementary School: North Main Street
- Middle School: Monroe-Woodbury Middle School
- High School: Monroe-Woodbury High School
Community
- Association: Yes
- Assoc. Fees Include: Snow Removal
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: None
Structural Information
- Architectural Style: Raised Ranch
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Sq. Ft. Source: Other
- Year Built: 1997
Lot Features
- Lot Size (Acres): 0.75
- Lot Size (Sq. Ft.): 32,670
Financial Considerations
- Association Fee: Yes
- Association Fee: $50
- Assoc Fee Freq.: Monthly
- Tax Amount: $10,856
Disclosures and Reports
- Special Conditions: None
- Property ID: 10-5-6
Listed by eXp Realty
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Schools
Schools serving 161 Highland Ave
School District:Monroe-Woodbury Central School District
| Name | Grades | Distance |
|---|---|---|
North Main Street School 212 North Main Street, Monroe, NY 10950 | 2-5 | 2.7 mi |
Smith Clove Elementary School 21 Smith Clove Rd, Woodbury, NY 10917 | K-1 | 5.8 mi |
Monroe Woodbury Middle School 199 Dunderberg Rd, Woodbury, NY 10917 | 6-8 | 4.9 mi |
Monroe Woodbury High School 155 Dunderberg Rd, Woodbury, NY 10917 | 9-12 | 5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 161 Highland Ave
Date
Details
Price
Change
Source
10/06/2026
Listed
$595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 161 Highland Ave
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,851
201%
$151,100
—
2021
$3,270
-58%
$151,100
—
2016
$7,841
-20%
$151,100
—
2020
$9,809
17%
$151,100
—
2018
$8,413
5%
$151,100
—
2017
$8,043
2%
$151,100
—
2016
$7,868
2%
$151,100
—
2015
$7,720
—
$151,100
—
2015
$7,696
4%
$151,100
—
2013
$7,424
—
$151,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 161 Highland Ave
161 Highland Avenue, Monroe, NY 10950 (MLS# 1059180) is a Single Family property with 3 bedrooms and 2 full bathrooms. 161 Highland Avenue is currently listed for $595,000 and was received on October 06, 2026. Want to learn more about 161 Highland Avenue? Do you have questions about finding other Single Family real estate for sale in Monroe? You can browse all Monroe real estate or contact a Coldwell Banker agent to request more information.
