OPEN TODAY, 2PM TO 4PM

For sale

$399,900

Est. $3,128/mo —

•

1,548

sq ft

101 Highland Rd, Monroe, NY 10950

About this home

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.

Single-familyProperty Type

1940Year Built

0.58 acresLot Size

$258Price/Sq.Ft.

$100/moHOA Dues

1 car garageParking

Listing by Layla Boyles • Century 21 Realty Center

Listing by Elise Villani • Century 21 Realty Center

Contact: 845-781-8100

Listing updated: Oct 14, 2026 at 04:55pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1049008

Payment calculator

$3,128 per month

Principal and interest$2,210

Property taxes

HOA dues

Home insurance

Utilities

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Open houses

Sunday, Oct 18

2:00pm - 4:00pm

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Around this home

Schools

K - 12
Preschool & daycare

Sapphire Elementary School

Public PreK-1 • Assigned • 0.6mi

Monroe Woodbury Middle School

Public 6-8 • Assigned • 2.6mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 2.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

101 Highland Rd · $399,900

Strong offer

$401K and above

75% chance or better to win

Why $401K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 44 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
First-floor full bathroom
Eat-in kitchen
Entrance foyer
Formal dining room
Open kitchen
Finished attic with stairs
Unfinished basement

Bedrooms
7 total rooms (bedroom count not specified)

Bathrooms
1 full bathroom

Kitchen
Dishwasher
Gas oven
Gas range
Microwave
Refrigerator
Open, eat-in layout

Laundry & utility
Washer and dryer included
Laundry in basement
Oil water heater
Owned water softener

Heating & cooling
Baseboard heating
Forced air heating
Oil-fired heating
No central air conditioning

Sale and tax history for 101 Highland Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1049008

Sep 21, 2026

Price Changed

$399,900

$258/sq ft

Sep 9, 2026

Listed

$419,000

$271/sq ft

OneKey® MLS as Distributed by MLS Grid #956641

Jun 26, 2026

Price Changed

$434,900

$281/sq ft

Jun 12, 2026

Price Changed

$449,900

$291/sq ft

May 1, 2026

Price Changed

$459,900

$297/sq ft

Mar 5, 2026

Price Changed

$439,900

$284/sq ft

Feb 12, 2026

Listed

$449,900

$291/sq ft

Public Records

Apr 12, 2002

Sold

$210,000

$136/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$9,065

$9,400 + $31,100

$40,500

2025

$9,065 (+5.7%)

$9,400 + $31,100

$40,500

2024

$8,576 (+5.8%)

$9,400 + $31,100

$40,500

2023

$8,102 (+5.1%)

$9,400 + $31,100

$40,500

2022

$7,706 (−0.3%)

$9,400 + $31,100

$40,500

2021

$7,733 (+15.4%)

$9,400 + $31,100

$40,500

2020

$6,704 (−1.0%)

$9,400 + $31,100

$40,500

2019

$6,770 (+3.9%)

$9,400 + $31,100

$40,500

2018

$6,513 (+2.1%)

$9,400 + $31,100

$40,500

2017

$6,378 (−12.9%)

$9,400 + $31,100

$40,500

2016

$7,321 (+14.3%)

$9,400 + $31,100

$40,500

2015

$6,405 (+3.5%)

$9,400 + $31,100

$40,500

2014

$6,190

$9,400 + $31,100

$40,500

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

112 ft.

Lot depth

224 ft.

Lot size

0.58 Acres

Year renovated

1956

Finished Sq. Ft.

1,548

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,548

Year built

1940

Style

Single Family Residential

County

Orange County

APN

334089A03600000080011000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Sep 10, 2020 • Final

Imported

Replace the roof on a residential building in accordance with the residential code.

Roofing

Nov 15, 2011 • Final

Imported

Construct a barn-style wood shed in the right rear area of the property.

ADU

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 13 days in 30 years

4/10 Wind Factor

16% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Monroe, NY • 10950

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

96/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 4% for direct sun exposure in Monroe. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.8 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 101 Highland Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $429,000 and $595,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $429K to $595K.

SOLD AUG 31, 2026
$585,000 Last sold price
2 beds2 baths1,520 sq ft
9 Reinheimer Rd, Monroe, NY 10950
Listing by Compass Greater NY, LLC
$127/sq ft
larger lot
SOLD SEP 1, 2026
$465,000 Last sold price
3 beds2 baths1,404 sq ft
39 Overlook Rd, Monroe, NY 10950
Listing by Keller Williams Hudson Valley
$73/sq ft
smaller lot
67 years newer
SOLD SEP 18, 2026
$429,000 Last sold price
3 beds1 bath1,368 sq ft
14 Marc Ter, Monroe, NY 10950
Listing by Keller Williams Realty
$56/sq ft
smaller lot
17 years newer
SOLD SEP 2, 2026
$529,900 Last sold price
4 beds2.5 baths2,074 sq ft
22 Oneil Cir, Monroe, NY 10950
Listing by Howard Hanna Rand Realty
$3/sq ft
smaller lot
37 years newer
SOLD SEP 16, 2026
$595,000 Last sold price
4 beds1.5 baths1,768 sq ft
19 Sutherland Dr, Monroe, NY 10950
Listing by Blooming Realty
$79/sq ft
smaller lot
41 years newer
SOLD OCT 28, 2025
$475,000 Last sold price
3 beds1.5 baths1,400 sq ft
20 Grove St, Harriman, NY 10926
Listing by Keller Williams Realty
$81/sq ft
smaller lot
32 years newer

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