23 Cunningham Drive, Monroe, NY 10950
Property image
Property image
FOR SALE
0.46 ACRES

$729,000

  • 4 Beds
  • 2.5 Baths
  • 3,424 sqft (on 0.46 acres)

23 Cunningham Drive, Monroe, NY 10950

Est. Mortgage $4,906/mo*
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Home Highlights

Parking
Garage
Price/Sqft
$213
Climate Control
Natural Gas, Hot Water & Central Air
Listed
66 days ago

Local Information

  • Map ViewExplore the area around 23 Cunningham Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover this stunning 5-bedroom colonial home nestled in the highly desirable Highland Mills area, offering the perfect blend of classic charm and comfort. Spanning over 3,400 square feet of sun-filled living space, this meticulously maintained residence features elegant architectural details, spacious formal and informal entertaining areas, and a versatile finished basement with a private entrance from the backyard—ideal for guests, a home office, or recreation. The generously sized bedrooms provide ample space for rest and relaxation, while the main level seamlessly connects a welcoming living room, a formal dining area, and a bright kitchen. Step outside to enjoy the serene backyard, perfect for gatherings or quiet evenings. Located just moments from Winchester and close to top-rated schools, shopping, parks, and all essential amenities, this home offers both convenience and a vibrant neighborhood atmosphere. Brimming with potential, this Highland Mills gem is a rare opportunity for discerning buyers seeking space, style, and a prime location.
Last check for updates: about 5 hours ago
Listing by: MK Realty Inc, (845) 782-0205
David Kraus, (845) 274-3765
Source: OneKey® MLS as distributed by MLS GRID, MLS#1016710
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 23 Cunningham Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3424 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Trash Collection Public, Water ConnectedAppliances: Dishwasher, Gas Cooktop, Oven, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Baseboard,Hot Water,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 1Days on Market: 66

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Brick, Frame, Shake SidingNot Attached Property
Property Information
Parcel Number: 3340012270000001036.0000000

Price & Status

Price
List Price: $729,000Price Per Sqft: $213

Active Status

MLS Status: Active

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

Agent Information

Listing Agent
Listing ID: 1016710

Building

Building Area
Building Area: 3424 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.46 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1016710Attic: ScuttleAttribution Contact: 845-782-0205Showing Requirements: 24 Hour Notice, Occupied

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. "
    15
    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

Market trends in Monroe

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$533K
Sale-to-List Price
99.4%
Price per sq ft
$295
Available listings
238
3MoM

Home Value

Trulia Estimate
$733K
Since last month
Increased$6K (+0.9%)
Since last year
Increased$94K (+14.7%)
Since last sale
Increased$98K (+15.4%)
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 +91% in the last 10 years
MonthEstimated value
2026
August 2026$733K
July 2026$727K
June 2026$765K
May 2026$663K
April 2026$659K
March 2026$648K
February 2026$649K
January 2026$656K
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
4 Seals Drive, Monroe, NY
0.14
Single-Family Home
$670,000
11/03/25
4
3.5
2,000
11 Cunningham Drive, Monroe, NY
0.12
Single-Family Home
$580,000
08/17/26
3
2.5
1,830
11 Whitman Place, Monroe, NY
0.31
Single-Family Home
$655,000
01/13/26
4
2.5
2,278
87 Winchester Drive, Monroe, NY
0.43
Single-Family Home
$730,000
11/25/25
4
2.5
2,350
7 Maidstone Lane, Monroe, NY
0.51
Single-Family Home
$795,000
07/30/26
4
3
3,174
134 Linden Lane, Monroe, NY
0.40
Single-Family Home
$645,000
08/25/26
4
2
2,012
5 Prestwick Drive, Monroe, NY
0.57
Single-Family Home
$780,000
03/26/26
4
3.5
3,146
32 Amy Todt Drive, Monroe, NY
0.71
Single-Family Home
$617,500
06/11/26
5
2.5
3,302
4 Standish Road, Monroe, NY
0.58
Single-Family Home
$725,000
02/27/26
5
4
3,117
4 Makan Road, Monroe, NY
0.59
Single-Family Home
$850,000
06/02/26
5
4
3,103

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
15 Forge Road, Monroe, NY 10950
0.08
$616,400
4
2.5
1,734
Off Market
21 Winchester Drive, Monroe, NY 10950
0.08
$668,100
4
2.5
2,129
Off Market
4 Seals Drive, Monroe, NY 10950
0.14
$670,000
4
3.5
2,000
Recently Sold
11 Cunningham Drive, Monroe, NY 10950
0.12
$580,000
3
2.5
1,830
Recently Sold
16 Barnett Road W, Monroe, NY 10950
0.16
$468,800
3
1
1,312
Off Market
34 Cunningham Drive, Monroe, NY 10950
0.18
$664,600
3
2.5
1,828
Off Market
14 Barnett Road W, Monroe, NY 10950
0.16
$491,100
3
1.5
1,056
Off Market
37 Winchester Drive, Monroe, NY 10950
0.17
$636,600
4
2.5
1,828
Off Market
38 Winchester Drive, Monroe, NY 10950
0.16
$689,500
4
2
2,882
Off Market
8 Seals Drive, Monroe, NY 10950
0.18
$755,600
4
2.5
2,800
Off Market
39 Winchester Drive, Monroe, NY 10950
0.19
$591,800
3
2
1,660
Off Market

Price and Tax history

DateEventPrice
Jun 24, 2026
Source: OneKey® MLS as distributed by MLS GRID #1016710
Listed For Sale
$729,000
Aug 17, 2025
Source: Zillow Rentals
ListingRemoved
$4,700
Jul 27, 2025
Source: Zillow Rentals
Listed For Rent
$4,700
Jul 24, 2025
Source: OneKey® MLS as distributed by MLS GRID #848678
Sold
$635,000
Jun 11, 2025
Source: OneKey® MLS as distributed by MLS GRID #848678
Pending
$675,000

LGBTQ Local Legal Protections

David Kraus, MK Realty Inc, (845) 782-0205
Agent Phone: (845) 274-3765
Based on information submitted to the MLS GRID as of 2026-08-29 21:23:13 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

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Frequently asked questions about 23 Cunningham Drive

  • What is the estimated monthly payment for 23 Cunningham Drive?
    Based on a $729,000 list price with 20% down at today's rates, the estimated monthly payment for 23 Cunningham Drive in Monroe, NY is approximately $5,013 (about $3,759 principal & interest, $1,179 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 23 Cunningham Drive compare to homes in Monroe?
    23 Cunningham Drive in Monroe, NY is listed at $729,000, about 37% above the $533K median sale price in Monroe.
  • What do residents say about Monroe?
    Residents describe Monroe, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Monroe, NY.
  • What are the closest schools to 23 Cunningham Drive?
    The closest schools to 23 Cunningham Drive in Monroe, NY are Monroe Woodbury High School (rated 6/10), Monroe Woodbury Middle School (rated 5/10), Pine Tree Elementary School (rated 4/10).
  • Does 23 Cunningham Drive have air conditioning?
    Yes, 23 Cunningham Drive in Monroe, NY has air conditioning.
  • How big is the lot at 23 Cunningham Drive?
    The lot at 23 Cunningham Drive in Monroe, NY is about 0.46 acres (20,140 sq ft).
23 Cunningham Drive, Monroe, NY 10950 is a 4 bedroom, 3 bathroom, 3,424 sqft single-family home built in 1971. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jun 24, 2026. The MLS # for this home is MLS# 1016710.