33 Winchester Drive Monroe, NY $ 599,000
33 Winchester Drive
$ 599,000
Recently Listed
Open House 6/28 1pm - 3pm
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33 Winchester Drive

Monroe, NY, 10950
$ 599,000
Bedrooms4 Baths2.1 Sq 2,220

Monthly Estimate*

$ 3,782

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Single Family Home for sale in Monroe, NY

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

Single Family Active

Price

$ 599,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 17,424

Style

Colonial

Lot Size

0.4591

Year Built

1977

Town/City

Monroe

County/Region

Orange

MLS | Web ID

1016143

Features
Interior
Interior 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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General
Sewer 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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Exterior
Parking Features Driveway Garage Driveway Garage
Water Source Public
Spa N
Waterfront Y/N N
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Internal Only
Street Number 1 33
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* Excluded Features
List By
Claudia Lepore

Listing Agent

Keller Williams Realty

Broker

845-928-8000

Contact

Affordability Calculator

$5,234
Per Month
72%
28%
0%
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.
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Nearby
4100347 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History
DatePricePrice ChangeDescription
6/27/2026$599,000 Listed Price

Map


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33 Winchester Drive, Monroe, NY, 10950 is a Single Family Home for sale at $599,000 with 2,220 sqft and a lot size of 0.4591. 33 Winchester Drive has 4 bedrooms, 2.1 baths, and was built in 1977. The property's zip code is 10950 which is in Monroe, NY