37 Overlook Road, Monroe, NY 10950
OFF MARKET

$647,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,215 sqft (on 0.68 acres)

37 Overlook Road, Monroe, NY 10950

Est. Refi. Payment $4,554/mo*
Refinance Your Home
Currently Off Market - Sold Oct 31, 2024 for $590,000

Home Value

Trulia Estimate
$647K
Since last month
Decreased$17K (-2.6%)
Since last year
Increased$31K (+5%)
Since last sale
Increased$58K (+9.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +104% in the last 10 years
MonthEstimated value
2026
September 2026$648K
August 2026$654K
July 2026$665K
June 2026$654K
May 2026$645K
April 2026$638K
March 2026$625K
February 2026$627K
January 2026$635K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
229 Orchard Drive, Monroe, NY
0.10
Single-Family Home
$635,000
12/16/25
4
3
2,352
70 Woodland Road, Monroe, NY
0.23
Single-Family Home
$665,000
08/12/26
4
3
2,256
23 Edgewood Drive, Harriman, NY
0.39
Single-Family Home
$630,000
07/28/26
4
2
2,064
2 Fawn Ridge Court, Harriman, NY
0.34
Single-Family Home
$510,000
12/23/25
5
2.5
2,100
43 Overlook Road, Monroe, NY
0.10
Single-Family Home
$495,000
09/19/25
2
1.5
1,792
39 Overlook Road, Monroe, NY
0.04
Single-Family Home
$465,000
09/01/26
3
2
1,404
295 Orchard Drive, Monroe, NY
0.23
Single-Family Home
$460,000
03/05/26
3
2
2,118
11 Mountain Park Road, Monroe, NY
0.19
Single-Family Home
$680,000
09/29/25
4
2.5
2,290
9 Woodland Road, Monroe, NY
0.16
Single-Family Home
$485,000
03/30/26
3
2
1,744
2 Pine Tree Road, Monroe, NY
0.42
Single-Family Home
$650,000
05/21/26
4
2.5
2,619

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
39 Overlook Road, Monroe, NY 10950
0.04
$465,000
3
2
1,404
Recently Sold
254 Orchard Drive, Monroe, NY 10950
0.07
$275,000
2
1
672
Recently Sold
229 Orchard Drive, Monroe, NY 10950
0.10
$635,000
4
3
2,352
Recently Sold
7 Mountain Park Road, Monroe, NY 10950
0.11
-
4
2.5
1,520
Off Market
43 Overlook Road, Monroe, NY 10950
0.10
$511,600
2
1.5
1,792
Off Market
17 Overlook Road, Monroe, NY 10950
0.12
$644,900
4
3
3,198
Off Market
10 Lexington Hill #8, Harriman, NY 10926
0.11
$260,000
2
2
950
Recently Sold
16 Lexington Hill #1, Harriman, NY 10926
0.12
$245,100
2
2
950
Off Market
16 Lexington Hill #6, Harriman, NY 10926
0.12
$254,600
2
2
964
Off Market
14 Lexington Hill #3, Harriman, NY 10926
0.12
$265,000
2
2
964
Recently Sold
12 Lexington Hill #4, Harriman, NY 10926
0.13
$254,400
2
2
964
Off Market

Local Information

  • Map ViewExplore the area around 37 Overlook Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
0.68 acre lot
2,215 sqft
$292/sqft
Garage

About this House

An exceptional opportunity to purchase a pool home in a well sought after neighborhood. Arrive at 37 Overlook Road and you will notice the well manicured property and landscaping along with ample parking via two driveways, expansive yard space and attractive location. Your new property boasts a lush green lawn, fenced in garden area, gorgeous in ground pool and pool house with a generous amount of storage or even rec space. Step inside your new home and notice the sun drenched living room with gleaming hardwood floors and wide open floor plan connecting to the kitchen and dining areas. The large kitchen includes stainless appliances, beautiful backyard views, lofted ceiling, and ample storage and counter space. Your primary suite features a walk-in closet as well as two additional closets and an en suite bath with stall shower and jetted spa tub. Three guests bedrooms, a full guest bath, access to the two car garage and sliders leading to the patio complete the main level. Stepping down to the lower level of the home you will find the laundry area, a finished recreation space, half bath, an additional flex room, as well as plenty of storage and a full walk-out to the yard. Don't miss out on the conveniences of one level living, central AC, dual water heaters, upgraded heating and water systems, and of course the pool area to enjoy those summer days. A truly magnificent home with close proximity to shops, restaurants, parks, commuting routes and much more. Additional Information: Amenities:Stall Shower,Storage,ParkingFeatures:2 Car Attached,
37 Overlook Road, Monroe, NY 10950 is a 4 bedroom, 3 bathroom, 2,215 sqft single-family home built in 1980. It last sold for $590,000 on Oct 31, 2024 (1% above the $585,000 asking price). More recently, it was listed as a rental in August 2026 with an asking price of $3,500 per month. That rental listing was removed on August 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $647,400, with a rent estimate of $3,849/month.
Last check for updates: about 5 hours ago
Listed by Nicholas Carbone, (845) 590-9831
HomeSmart Homes & Estates, (845) 547-0005
Bought with: Haakim Byrd, (845) 863-4139, HomeSmart Homes & Estates, (845) 547-0005
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6311600

Home Details for 37 Overlook Road

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Bonus Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2215 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Stainless Steel Appliance(s), Gas Water Heater, Dishwasher, Dryer, Microwave, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Windows, Doors, Floors & Walls
Window: ScreensFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: Patio, PorchExterior: Mailbox
Parking & Garage
No CarportGarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage Door Opener
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot Attached Property
Property Information
Included in Sale: Door Hardware, Light Fixtures, Oven/RangeParcel Number: 3340890270000001004.2000000

Price & Status

Price
List Price: $585,000
Status Change & Dates
Off Market Date: Mon Aug 19 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Monroe
School Information
Elementary School: Pine Tree Elementary SchoolJr High / Middle School: Monroe-Woodbury Middle SchoolHigh School: Monroe-Woodbury High SchoolHigh School District: Monroe-Woodbury

Building

Building Area
Building Area: 2215 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.68 acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6311600Attic: NoneAttribution Contact: (845) 547-0005Showing Requirements: Lockbox

Additional Information

HOA Amenities: Park

Price and Tax history

DateEventPrice
Aug 24, 2026
Source: Zillow Rentals
ListingRemoved
$3,500
Aug 19, 2026
Source: Zillow Rentals
Listed For Rent
$3,500
May 30, 2026
Source: Zillow Rentals
ListingRemoved
$3,500
Dec 15, 2025
Source: Zillow Rentals
Listed For Rent
$3,500
Nov 20, 2025
Source: Zillow Rentals
ListingRemoved
$1,500

Market trends in Monroe

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$547K
$11KMoM
Sale-to-List Price
99.7%
0.3%MoM
Price per sq ft
$300
$3MoM
Available listings
235
3MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Monroe

At least 292 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 85 % Say parking is easy

  • 81 % Say yards are well-kept

  • 80 % Say there's holiday spirit

  • 76 % Say there's wildlife

  • 75 % Say it's dog friendly

  • 69 % Say it's quiet

  • 69 % Say kids play outside

  • 68 % Say people would walk alone at night

  • 57 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say there are sidewalks

  • 37 % Say there are community events

  • 33 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Juliakole
    "I do not commute to work. However traffic in the community is not great. Especially at rush hour or during the summer. "
    0
    Flag
  • Kyle McNerney
    "I don’t have much to say on this matter. Our neighbors are great and we have enjoyed the quietness of the area. There are not an abundance of community events that we are aware of. "
    3
    Flag
  • Mosleggs
    "We have the best of both worlds here. We feel removed and secluded but can walk to everything. We definitely love our new neighborhood and neighbors. "
    16
    Flag
  • Maryalice B.
    "Halloween is a special time. Most homes are decorated for the holidays. Neighbors are often down by the community beach there is great diversity in the neighborhood. Every one is friendly and almost everyone has a dog or two! "
    0
    Flag
  • Yojobx
    "Quiet and tranquil neighborhood. Friendly merchants. Pet friendly areas and close to major highways."
    0
    Flag
  • Buildeng
    "This is a dog friendly neighborhood and there are lots of parks and trails for dogs. Most homes have nice size back yards for dogs to enjoy. "
    12
    Flag
  • Mosleggs
    "This is a safe neighborhood in a great school district. It has many activities for children to do. "
    8
    Flag
  • Sherrisehicks
    "Play dates , Girl Scout events. Movie night with friends. Hanging at each other’s houses playing games"
    7
    Flag
  • Lyn1103
    "Almost everyone has a dog and even though they have a back yard they walk their dogs. It’s nice to see neighbors, we ask about each other’s dogs by name. Neighbors give great advice on taking care of fur baby and even help with walking when needed. "
    1
    Flag
  • C.o.jrod3542
    "Family oriented..quiet and secure. Enjoyable all year round with my local activities. The Monroe Public library and movie theater are easily accessible. "
    5
    Flag
  • Chrisfatkinson
    "It is a clean charming little town with great schools and a strong sense of community. There are just the right amount of local businesses to maintain a small feel but still offer what you need. "
    1
    Flag
  • Christine G. K.
    "I work in town so therefore I drive 10 miles to work everyday. There is public transportation to NYC which is 50 miles from town. "
    16
    Flag
  • Ciro S.
    "garbage . noises..is a clean places.. the parking is always clean after snow..the entrance to the buildings are clean all-time.."
    0
    Flag
  • Maryalice B.
    "Almost everyone has a dog. It is a nice place to walk. Neighbors are very friendly. New people are moving in with children. It is a wonderful place to raise a family. "
    0
    Flag
  • Mary B.
    "I work locally. However, access to trains and busses is excellent. Many residents here travel to NYC everyday. "
    0
    Flag
  • Falkowitzmartin
    "this is the safest place on planet earth for a parent with children, the best community to live in ..."
    0
    Flag
  • Joymiki117
    "My husband grew up here. We’re visiting for the holidays. Walton Park is a nice, friendly neighborhood with lots of trees. Hope to visit again soon. Happy holidays to you and happy new year. "
    2
    Flag
  • Nvdiaz0120
    "My commute is great, I work opposite direction of everyone else (NW) so 17 is clear. WoodBury Commons area a bit congested but they are doing road work to help."
    9
    Flag
  • Patricia
    "The neighborhood that I live in is very private. We all keep to ourselves, but we know each other and we are all around to lend a helping hand."
    12
    Flag
  • Zachary M.
    "It’s a mediate drive, to shopping malls and and the grocery store about a half an hour drive to the mall in Middletown it’s not bad since I work there and go there everyday "
    0
    Flag
  • Dannielle S.
    "We are the only spanish people in the area. it’s quiet and beautiful at night. would recommend starting a family here. "
    10
    Flag
  • Traci D.
    "I have lived here for almost two years and it is a great neighborhood for children; a community of families. Somewhat secluded but also very close to shopping and schools. "
    11
    Flag
  • Npurdy1
    "I’ve live in this neighborhood for almost 38 yrs...bought the house across the street from my parents. The entire court has know each other for over 25 yrs...we watch out for each other and help when needed. Great place to live!"
    0
    Flag
  • Tjweinh
    "I been here for 24 yr nice quiet neighborhood, close to shopping, and restaurant. great school system."
    0
    Flag
  • Pixiecrumbs
    "I love how diverse it is. I also love how convenient it is to shop. Target, Walmart, old navy, all in the area. A bunch of Grocery stores and Mom and pop shops. Very close to thruway and transportation to city. "
    12
    Flag
  • Cferraro311
    "I’ve lived here for over thirty years and it is a great community with many friendly people. I would recommend any growing family to live in Monroe. "
    11
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-16 12:23:32 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 37 Overlook Road

  • What is 37 Overlook Road estimated to be worth?
    Trulia's estimated value for 37 Overlook Road in Monroe, NY is $647,400.
  • What is the price history for 37 Overlook Road?
    37 Overlook Road in Monroe, NY last sold for $590,000 in October 2024.
  • Is Monroe a buyer's or seller's market?
    Monroe is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Monroe?
    The median sale price in Monroe is $547K. That is up $11K from the prior month.
  • Does 37 Overlook Road have air conditioning?
    Yes, 37 Overlook Road in Monroe, NY has air conditioning.
  • Does 37 Overlook Road have a pool?
    Yes, 37 Overlook Road in Monroe, NY has a pool.

Explore by feature - Pet Friendly

18 pet-friendly rentals in Monroe, NY

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

7 rentals with a pool in Monroe, NY

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Monroe, NY

Apartments for Rent

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Off Market Homes Near 37 Overlook Road

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