OPEN SAT, 7PM TO 9PM

For sale

$799,000

Est. $5,617/mo —

•

2,797

sq ft

165 Hilltop Rd, Monroe, NY 10950

About this home

Welcome to this beautiful and spacious 5-bedroom, 4-bathroom home, offering 2,700+ square feet of living space and plenty of room to live, work, and entertain. Set in a desirable Monroe location, this home combines generous living spaces with the comfort and functionality today's buyers are looking for. Step inside to a warm and inviting interior featuring spacious rooms, abundant natural light, and a layout designed for both everyday living and entertaining. The generously sized bedrooms provide flexibility for a growing household, guests, a home office, or additional living space. The home's multiple bathrooms add convenience, while the expansive living areas provide plenty of opportunity to create spaces tailored to your lifestyle. Whether you're hosting family gatherings or enjoying a quiet evening at home, there is room for everyone. The outdoor space is equally impressive, featuring a breathtaking views of bear mount, beautiful paver fire pit area, perfect for relaxing evenings, entertaining friends and family, and enjoying the outdoors. A two-car garage provides convenient parking and additional storage, while the extended driveway offers ample space for recreational sports or entertaining. Conveniently located in Monroe, this home offers easy access to shopping, dining, parks, schools, major roadways, and everything the surrounding area has to offer.

Single-familyProperty Type

2011Year Built

0.34 acresLot Size

$286Price/Sq.Ft.

2 car garageParking

Listing by Jessy Daniel • KW Hudson Valley United

Contact: 845-610-6065

Listing updated: Sep 8, 2026 at 06:54pm

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1045151

Payment calculator

$5,617 per month

Principal and interest$4,199

Property taxes

$1,311

HOA dues

Home insurance

$107

Utilities

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Next available tour time: Today

Open houses

Saturday, Sep 12

7:00pm - 9:00pm

Sunday, Sep 13

11:00am - 2:00pm

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Around this home

Schools

K - 12
Preschool & daycare

Pine Tree Elementary School

Public 2-5 • Assigned • 0.3mi

4/10

Monroe Woodbury Middle School

Public 6-8 • Assigned • 1.9mi

5/10

Monroe Woodbury High School

Public 9-12 • Assigned • 2.1mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

165 Hilltop Rd · $799,000

DAYS ON MARKET

The average home goes pending in 35 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $508,595. (36% lower than this home)

PRICE DROP

18% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
High ceilings
Finished basement
Pull-down attic stairs
Bi-level layout
14 total rooms

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Gas oven
Microwave

Laundry & utility
Washer
Dryer

Heating & cooling
Forced air heating
Central air conditioning

Sale and tax history for 165 Hilltop Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1045151

Sep 8, 2026

Price Changed

$799,000

$286/sq ft

Aug 31, 2026

Listed

$805,000

$288/sq ft

HGMLS #4613826

Sep 6, 2016

Price Changed

$410,000

$147/sq ft

Sep 6, 2016

Sold

$410,000

$147/sq ft

Jun 28, 2016

Contingent

—

Jun 28, 2016

Price Changed

$415,000

$148/sq ft

May 21, 2016

Price Changed

$415,000

$148/sq ft

Apr 4, 2016

Listed

$422,900

$151/sq ft

Spectacular view from this immaculate, quality-designed 2-level home with 2 decks invites comfort, and exudes modern elegance. With 4 bedrooms, 3 and a half baths, generous living space and stylish finishes, you'll enjoy a perfect setting for relaxing and entertaining. Beautiful hardwood floors and plenty of natural night flow throughout the home's open, airy layout. Other special highlights include recessed lighting and ceiling fans, washer/dryer and a 2 car garage with storage space. Enjoy gatherings in the generously-sized living/dining area graced by a charming fireplace, huge windows and glass sliding door that lead out to the upper deck. The kitchen will inspire your inner chef with its granite counters, large pantry and stainless steel appliances. Laundry is conveniently located on the main level. Lower level has the 4th bedroom, full bathroom, large family room with a walk out to the lower deck and a nice sized additional room. Monroe- Woodbury Schools This is a must see!

OneKey® MLS as Distributed by MLS Grid #H4613826

Sep 6, 2016

Sold

$410,000

$147/sq ft

Apr 4, 2016

Listed

$415,000

$148/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$15,733 (+0.1%)

$16,000 + $57,200

$73,200

2024

$15,713 (+1.1%)

$16,000 + $57,200

$73,200

2023

$15,547 (+2.0%)

$16,000 + $57,200

$73,200

2022

$15,241 (+2.1%)

$16,000 + $57,200

$73,200

2021

$14,922 (+3.2%)

$16,000 + $57,200

$73,200

2020

$14,464 (−1.9%)

$16,000 + $57,200

$73,200

2019

$14,746 (+3.0%)

$16,000 + $57,200

$73,200

2018

$14,316 (+1.6%)

$16,000 + $57,200

$73,200

2017

$14,093 (−2.0%)

$16,000 + $57,200

$73,200

2016

$14,385 (+7.3%)

$16,000 + $57,200

$73,200

2015

$13,401 (+0.3%)

$16,000 + $57,200

$73,200

2014

$13,361

$16,000 + $57,200

$73,200

Public record

Public record
Permits

Beds

Baths

3.5

Stories

Lot width

100 ft.

Lot depth

150 ft.

Lot size

0.34 Acres

Year renovated

—

Finished Sq. Ft.

2,797

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,797

Year built

2011

Style

Single Family Residential

County

Orange County

APN

334089A06400000010030000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Sep 9, 2010 • Final

Imported

Construct a two-story single-family home with a two-car built-in garage. The home includes a full unfinished basement, a lower level with a recreation room and one bedroom, and an upper level with three bedrooms and two open decks.

New construction

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 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

In this area, properties receive around 8.6 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 165 Hilltop Rd

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

Nearby homes have recently sold between $580,000 and $1,100,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $580K to $1.1M.

SOLD AUG 25, 2026
$645,000 Last sold price
4 beds2 baths2,012 sq ft
134 Linden Ln, Monroe, NY 10950
Listing by eXp Realty
$35/sq ft
smaller lot
45 years older
SOLD NOV 25, 2025
$730,000 Last sold price
4 beds2.5 baths2,350 sq ft
87 Winchester Dr, Monroe, NY 10950
Listing by RE/MAX Benchmark Realty Group
$25/sq ft
larger lot
18 years older
SOLD MAY 21, 2026
$650,000 Last sold price
4 beds2.5 baths2,619 sq ft
2 Pine Tree Rd, Monroe, NY 10950
Listing by Arrowhead Realty
$38/sq ft
larger lot
231 years older
SOLD AUG 17, 2026
$580,000 Last sold price
3 beds2.5 baths1,830 sq ft
11 Cunningham Dr, Monroe, NY 10950
Listing by MS Realty Group USA, Inc
$31/sq ft
larger lot
39 years older
SOLD AUG 6, 2026
$1,100,000 Last sold price
3 beds2.5 baths2,455 sq ft
141 Oak Rd, Monroe, NY 10950
Listing by Serhant LLC
$162/sq ft
larger lot
12 years older
SOLD JAN 16, 2026
$675,000 Last sold price
4 beds2.5 baths2,732 sq ft
158 Harriman Heights Rd, Monroe, NY 10950
Listing by River Realty Services, Inc.
$39/sq ft
larger lot
76 years older