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$724,999

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2 Car Garage
See This Home
Save This Home
See This Home
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** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The bedrooms are oversized including a primary bedroom with an en-suite. Four full bathrooms providing plenty of room for everyone, and Full/finished basement ideal for a media room, recreation room, home office possibilities are endless. A two-car garage and huge driveway offer ample parking. French Drains **Furnishings are negotiable**. Set in a prime location This property is surrounded by the best of the Hudson Valley, including West Point Military Academy, Woodbury Commons premium outlets, Harriman state park, Bear Mountain State Park, Lego Land, Resorts World's Casino and home of Montecello Raceway, Vineyards and Farms and so much more... Great location for commuters 50 miles to New York City and just 6 miles from the Harriman Train Station, with quick access to Public transportation and minutes away from major highways. Just pack your bags-this beautifully spacious designed home is waiting for you! Home is also for Rent

Full Property Details for 108 Circle Dr

General

  • Price: $724,999
  • Taxes: $17,535
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 929367
  • Updated: 1/19/2026
  • Added to Site: 103 day(s) ago

Interior

  • Number of Rooms: 13
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Crown Molding, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entrance Foyer, Formal Dining, High Ceilings, In-Law Floorplan, Kitchen Island, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Recessed Lighting, Storage
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Electric Cooktop, Electric Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Mailbox
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Driveway, Garage, Garage Door Opener

Location

  • County: Orange County
  • Cross Streets: Post
  • Driving Directions: Pine Tree Rd or Harriman Heights Rd to Post Rd to Circle dr

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

  • Cooling Type: None
  • Heating Type: Baseboard, Oil
  • Heating Zones: 5

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Electricity Available, Electricity Connected, Natural Gas Connected, Propane, Water Available, Water Connected

Structural Information

  • Architectural Style: Cape Cod, Contemporary
  • Detached/Attached: Detached
  • Construction: Aluminum Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, Walk-Out Access
  • Windows: Bay Window(s), Blinds, ENERGY STAR Qualified Windows, Oversized Windows, Screens, Wall of Windows
  • Sq. Ft. Source: Other
  • Year Built: 1961

Lot Features

  • Property View: Neighborhood, Open, Trees/Woods
  • Lot Size (Acres): 2.1
  • Lot Size (Sq. Ft.): 91,476
  • Lot Features: Back Yard, Front Yard, Near Golf Course, Near Public Transit, Near School, Near Shops, Part Wooded, Wooded

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $17,535

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 334089-028-000-0004-007.000-0000

Listed by Century 21 Realty Center

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Listing agent

— 108 Circle Dr —

  • Century 21 Realty Center

845-781-8100

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 108 Circle Dr

School District:Monroe-Woodbury Central School District
NameGradesDistance
Monroe Woodbury Middle School
199 Dunderberg Rd, Woodbury, NY 10917
6-82.3 mi
Monroe Woodbury High School
155 Dunderberg Rd, Woodbury, NY 10917
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 108 Circle Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/30/2025
Price Reduced
$724,999
-8.81%
MLS
11/25/2025
Price Reduced
$794,999
-0.63%
MLS
10/29/2025
Listed
$799,999
28%
MLS
1/24/2025
Sold
$625,000
—
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 108 Circle Dr

Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$87,800
—
2016
$14,718
-9%
$87,800
—
2020
$16,142
8%
$87,800
—
2018
$14,965
2%
$87,800
—
2017
$14,704
—
$87,800
—
2016
$14,750
-1%
$87,800
—
2015
$14,894
3%
$87,800
—
2015
$14,451
-3%
$87,800
—
2013
$14,902
—
$87,800
—
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 108 Circle Dr

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

Listed by Century 21 Realty Center

108 Circle Drive, Monroe, NY 10950 (MLS# 929367) is a Single Family property with 5 bedrooms and 4 full bathrooms. 108 Circle Drive is currently listed for $724,999 and was received on October 29, 2025. Want to learn more about 108 Circle 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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