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33 Winchester Drive

Monroe, NY 10950

4 beds
2 baths
2,220 sqft
~1/2 acre lot
$326 per sqft
1977 build
– on site

Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The home sits on an unfinished basement, offering excellent storage or the opportunity to create additional living space. There is also room to expand out the back, making this a property with true long-term flexibility. A cozy pellet stove insert brings warmth and character to the main living space, while the kitchen opens to a bright, window-lined breakfast nook—ideal for casual dining and enjoying peaceful backyard views. A screened-in back deck provides a shaded outdoor retreat, leading to a beautifully maintained, heated inground swimming pool—perfect for summer afternoons or quiet night swims under the stars. Enjoy charming views of the town below from the front steps, a peaceful reminder of the home’s elevated setting. Additional features include municipal utilities, pull-down access to attic storage, and a two-car garage. The location offers the convenience of walkable access to grocery stores and houses of worship, all within a well-established neighborhood. This is a home with character, comfort, and space to grow—an excellent opportunity in a prime location.

Listing courtesy of ONEKEY / Howard Hanna Rand Realty

Last checked: Checking… • Last updated Apr 25, 2025 •

MLS# 847804 —

The Building

Year Built:

1977
Basement:

true
Architectural Style:

Colonial
Construction Materials:

Vinyl Siding
Patio And Porch Features:

Covered, Deck, Porch, Screened
Building Area Units:

Square Feet
Attic:

Pull Stairs

Interior

Living Area:

2220
Total Rooms:

13
Interior Features:

Eat-in Kitchen, Formal Dining, Washer/Dryer Hookup
Fireplace Features:

Pellet Stove
Fireplaces Total:

1
Fireplace:

true
Flooring:

Hardwood
Living Area Source:

Public Records
# of Kitchens:

1

Financial & Terms

Lease Considered:

false

The Property

Lot Size Acres:

0.4591
Parcel Number:

334001-227-000-0004-015.000-0000
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

20,000 Sqft
Property Attached:

false
Property Condition:

Actual
Waterfront:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

17059.27
Tax Lot:

15
Included In Taxes:

Trash

Beds

Total Bedrooms:

4

Baths

Full Baths:

1
Half Baths:

1
Total Baths:

2

The Listing

Special Listing Conditions:

None
Virtual Tour URL Unbranded:

Virtual Tour
Virtual Tour URL Branded:

Virtual Tour

Heating & Cooling

Heating:

Oil
Cooling:

None

Utilities

Sewer:

Public Sewer
Utilities:

Natural Gas Available
Water Source:

Public

Appliances

Appliances:

Dishwasher, Refrigerator

Schools

High School:

Monroe Woodbury High School
Elementary School:

Pine Tree Elementary School
High School District:

Monroe Woodbury
Middle School:

Monroe-Woodbury Middle School

The Community

Association:

false
Senior Community:

false
Pool Features:

Electric Heat, In Ground, Outdoor Pool
Pool Private:

true

Parking

Garage:

true
Garage Spaces:

2
Carport:

false

Monthly cost estimate

Asking price

$724,900

Expense	Monthly cost
Mortgage	$3,881
Taxes	$1,421
Insurance	$199
Utilities	$413 See report
Total	$5,914/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
4/23/25 Apr 23, 2025	Coming Soon	ONEKEY	$724,900

House

$724,900

Cost Est.

$5,914/mo.

Listing provided by broker:

Dennis Clark

Howard Hanna Rand Realty

845-928-9691

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This house is located in Monroe, NY 10950. 33 Winchester Drive is a 2,220 square foot house with 4 beds and 2 baths that has been on Estately for 3 days.

Listing Courtesy of: ONEKEY and Howard Hanna Rand Realty.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. 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.