Recently Listed Open House 6/28 1pm - 3pm
33 Winchester Drive
Monroe, NY, 10950 $ 599,000
Bedrooms4 Baths2.1 Sq 2,220 Monthly Estimate*
$ 3,782
for $599,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,220 square foot home was built in 1977 on a lot size of 0.4591.
Welcome to this classic 4-bedroom, 2.5-bath Colonial nestled in the heart of the Village of Monroe. Offering a fantastic layout, generous living spaces, and endless potential, this home is ready for its next owners to make it their own. A welcoming foyer greets you upon entry and leads to a spacious living room, currently being utilized as a first-floor bedroom, offering flexibility to fit your needs. There is also a formal dining room, perfect for holiday gatherings and entertaining guests. The bright, spacious kitchen features granite countertops, abundant cabinetry, and a separate breakfast area overlooking the beautifully landscaped backyard. Just off the kitchen is a formal dining room, perfect for holiday gatherings and entertaining guests. There is also a family room/den with a pellet stove that helps cut down heating costs in the winter. Off the family room you'll find a screened-in porch and adjoining deck—an ideal setting for grilling, outdoor dining, or simply relaxing while overlooking the backyard and heated in-ground pool. A convenient first-floor powder room and laundry room add to the home’s everyday functionality and round out the first floor. Upstairs, you’ll find three generously sized secondary bedrooms, a full hallway bath, and a spacious primary suite complete with its own private bath. Ample closet space can be found throughout the home. The walkout basement offers outstanding potential to create additional finished living space, a home office, gym, or recreation room. An attached two-car garage provides added convenience and storage. Situated on a sidewalk-lined street with mature landscaping, this home is conveniently located near shops, restaurants, schools, parks, and major highways, making commuting and everyday errands a breeze. Lovingly maintained by its current owners, this home is ready for its next chapter. With a wonderful floor plan, spacious indoor and outdoor living areas, and endless potential to add your own personal touches, this is an opportunity you won’t want to miss. Schedule a showing today. Monroe Woodbury Schools. Connected perfectly for commuters with bus and train options close by.
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Open House
6/28/2026 1:00 PM - 3:00 PM
33 Winchester Drive Monroe, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Eat-in Kitchen Entrance Foyer Formal Dining
Basement Unfinished Walk-Out Access
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Family Room Pellet Stove
Basement Features Unfinished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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GeneralSewer Public Sewer
Heating Oil
Cooling Wall/Window Unit(s)
Utilities Electricity Connected Natural Gas Available Sewer Connected Trash Collection Public Water Connected
Appliances Dishwasher Range Refrigerator
Garage Spaces 2
Patio/Porch Features Covered Deck Porch Screened
Architectural Style Colonial
Pool Features In Ground
Construction Materials Brick Frame Vinyl Siding
Year Built 1977
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334001-227-000-0004-015.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 9
Full Baths 2
High School Monroe-Woodbury High School
City Monroe
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Elementary School Pine Tree Elementary School
Property Attached Y/N N
Tax Annual Amount 17424.4
Middle/Junior High School Monroe-Woodbury Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 72100
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ExteriorParking Features Driveway Garage Driveway Garage
Water Source Public
Spa N
Waterfront Y/N N
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* Excluded FeaturesList ByClaudia LeporeListing Agent
Keller Williams RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $3,782
- Monthly Property Taxes
- $1,452
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Monroe, NY
Average List Price $677,237
Percent of Sale Price 13%
About Monroe, NY 44,539 Population
41% Since 2002
$ 64,963 Median Income
26.23 Median Age
53% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100347 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/27/2026 | $599,000 | | Listed Price |