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$399,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1,548 Sq. Ft.
  • 1 Car Garage
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Sun-filled from the moment you enter, this 3-bedroom home offers a warm, welcoming interior surrounded by spacious property, with Sapphire Lake access only a 3-minute walk away. The bright entryway opens into the living room, where a beautiful stone fireplace with an energy-efficient wood stove insert brings character to the heart of the home. An eat-in kitchen plus formal dining room provide space for everyday meals and gatherings. Recent improvements include a newer roof, new hot water heater, updated appliances, water softener, washer/dryer, and new leach fields. A one-car garage, multiple parking spaces, and large shed add valuable storage. Lake rights offer access to swimming, kayaking, fishing, and non-motorized boating. Conveniently located near the Village of Harriman, Woodbury shopping, dining, Metro-North, and major commuter routes, with NYC approximately one hour away. Easy commute to NYC by bus or train. Located in the Monroe-Woodbury School District.

Full Property Details for 101 Highland Rd

General

  • Price: $399,900
  • HOA FEE: $100/month
  • Taxes: $9,064
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1049008
  • Updated: 9/21/2026
  • Added to Site: 32 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Open Kitchen
  • Fireplace: Yes
  • Fireplace(s): Wood Burning Stove
  • Appliances: Dishwasher, Dryer, Freezer, Gas Oven, Gas Range, Microwave, Refrigerator, Washer, Oil Water Heater, Water Softener Owned
  • Laundry Facilities: Yes

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Additional Information

  • Amenities: Other
  • Shared Amenities: Other, Snow Removal

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Attached, Driveway, Garage, Garage Door Opener, Off Site, Private

Location

  • County: Orange County

School Information

  • High School District: Monroe-Woodbury
  • Elementary School: Sapphire Elementary School
  • Middle School: Monroe-Woodbury Middle School
  • High School: Monroe-Woodbury High School

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Other, Snow Removal

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Forced Air, Oil

Utilities

  • Sewer: Septic Tank
  • Water: Shared Well
  • Utility Description: Cable Available, Electricity Available, Sewer Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Craftsman
  • Detached/Attached: Detached
  • Construction: Wood Siding
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Building Size: 1548
  • Square Feet: 1,548
  • Sq. Ft. Source: Public Records
  • Year Built: 1940

Lot Features

  • Lot Size (Acres): 0.46
  • Lot Size (Sq. Ft.): 25,088

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $100
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $9,064.55

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 334089-036-000-0008-001.100-0000

Listed by Century 21 Realty Center

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Listing agents

— 101 Highland Rd —

  • Century 21 Realty Center

  • Century 21 Realty Center

845-781-8100

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Highland Rd

School District:Monroe-Woodbury Central School District
NameGradesDistance
Sapphire Elementary School
159 Harriman Heights Road, Harriman, NY 10926
K-10.6 mi
Pine Tree Elementary School
156 Pine Tree Road, Monroe, NY 10950
2-51.6 mi
Monroe Woodbury Middle School
199 Dunderberg Rd, Woodbury, NY 10917
6-82.6 mi
Monroe Woodbury High School
155 Dunderberg Rd, Woodbury, NY 10917
9-122.8 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 101 Highland Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/21/2026
Price Reduced
$399,900
-4.56%
MLS
9/09/2026
Listed
$419,000
99.52%
MLS
4/12/2002
Sold
$210,000
—
Public Record
Get Price Alerts and Save Property
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 for 101 Highland Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,214
100%
$40,500
—
2021
-100%
$40,500
—
2016
$6,368
-5%
$40,500
—
2020
$6,703
3%
$40,500
—
2018
$6,513
2%
$40,500
—
2017
$6,379
—
$40,500
—
2016
$6,397
—
$40,500
—
2015
$6,406
3%
$40,500
—
2015
$6,191
4%
$40,500
—
2013
$5,933
—
$40,500
—
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 for 101 Highland Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Century 21 Realty Center

101 Highland Road, Monroe, NY 10950 (MLS# 1049008) is a Single Family property with 3 bedrooms and 1 full bathroom. 101 Highland Road is currently listed for $399,900 and was received on September 09, 2026. Want to learn more about 101 Highland Road? 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.

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