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$729,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2 Car Garage

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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.

Full Property Details for 23 Cunningham Dr

General

  • Price: $729,000
  • Taxes: $18,742
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1016710
  • Updated: 6/24/2026
  • Added to Site: 17 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Cathedral Ceiling(s), Entrance Foyer, Formal Dining, Kitchen Island, Marble Counters, Pantry, Walk-In Closet(s)
  • Appliances: Dishwasher, Gas Cooktop, Oven, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Attached

Location

  • County: Orange County

School Information

  • High School District: Monroe-Woodbury
  • Elementary School: Pine Tree Elementary School
  • Middle School: Monroe-Woodbury Middle School
  • High School: Monroe-Woodbury High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Hot Water, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Brick, Frame, Shake Siding
  • Basement: Yes
  • Basement Desc.: Full Basement
  • Sq. Ft. Source: Public Records
  • Year Built: 1971

Lot Features

  • Lot Size (Acres): 0.4624
  • Lot Size (Sq. Ft.): 20,140

Financial Considerations

  • Tax Amount: $18,742

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 334001-227-000-0001-036.000-0000

Listed by MK Realty Inc

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Listing agent

— 23 Cunningham Dr —

  • MK Realty Inc

845-782-0205

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 23 Cunningham Dr

School District:Monroe-Woodbury Central School District
NameGradesDistance
Pine Tree Elementary School
156 Pine Tree Road, Monroe, NY 10950
2-50.3 mi
Sapphire Elementary School
159 Harriman Heights Road, Harriman, NY 10926
K-11.3 mi
Monroe Woodbury Middle School
199 Dunderberg Rd, Woodbury, NY 10917
6-82.3 mi
Monroe Woodbury High School
155 Dunderberg Rd, Woodbury, NY 10917
9-122.4 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 23 Cunningham Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/24/2026
Listed
$729,000
14.8%
MLS
7/24/2025
Sold
$635,000
—
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 23 Cunningham Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$18,306
1%
$77,700
—
2024
$18,090
100%
$77,700
—
2021
-100%
$77,700
—
2016
$11,615
-24%
$77,700
—
2020
$15,377
2%
$77,700
—
2018
$15,048
2%
$77,700
—
2017
$14,772
—
$77,700
—
2016
$14,777
—
$77,700
—
2015
$14,797
3%
$77,700
—
2015
$14,303
4%
$77,700
—
2013
$13,779
—
$77,700
—
View All
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 23 Cunningham Dr

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

Listed by MK Realty Inc

23 Cunningham Drive, Monroe, NY 10950 (MLS# 1016710) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 23 Cunningham Drive is currently listed for $729,000 and was received on June 24, 2026. Want to learn more about 23 Cunningham Drive? 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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