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33 Winchester Drive, Monroe, NY 10950

Orange County

Key Facts

4Beds
3Baths
2,220Sq Ft
1977Year Built
0.46Lot (acres)
2Garage

Description

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. There is also a cozy 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. The pull down attic and an attached two-car garage provide 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.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Colonial

Year Built

1977

Living Area

2,220 sq ft

Lot Size

0.46 acres

Garage Spaces

2

Days on Market

9

MLS® Listing#

1016143

Property Features

Interior

Eat-in KitchenEntrance Foyer

Appliances

DishwasherRangeRefrigerator

Cooling

Wall/Window Unit(s)

Heating

Oil

Flooring

Hardwood

Fireplace

Family RoomPellet Stove

Basement

UnfinishedWalk-Out Access

Pool

In GroundPrivate

Parking

DrivewayGarage

Laundry

InsideLaundry Room

Patio

CoveredDeckPorchScreened

Construction

BrickFrameVinyl Siding

Utilities

Natural Gas AvailableElectricity ConnectedSewer ConnectedWater Connected

Sewer

Public Sewer

Water Source

Public

Rooms

  • Second
  • Second
  • Second
  • Bathroom 2Second
  • Bedroom 2Second
  • Bedroom 3Second
  • Bedroom 4Second
  • Dining RoomFirst
  • Family RoomFirst
  • KitchenFirst
  • Living RoomFirst

Schools

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

Financial Details

Annual Taxes

$17,424

Assessed Value

$72,100

Parcel Number

334001-227-000-0004-015.000-0000

Affordability Calculator

$119,800

Estimated monthly payment

$3,188/mo

Principal $479,200 · Est. interest $668,527 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Monroe, NY

$607,692
Median Listing Price
58
Median Days on Market
1,902
Median Sq Ft
$290
Median Price / Sq Ft
184
Active Listings
  • This home’s price is 1% below the area median.
  • Its price per sq ft is 7% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Monroe, NY.

Location

Map showing the location of 33 Winchester Drive, Monroe, NY 10950

Points of Interest in Monroe, NY

Showing the Monroe area map.

Nearby Schools

  • Sacred Heart School

    School · 0.2 mi away

  • Pine Tree Elementary School

    Elementary · 0.4 mi away

  • Gan Shalom Nursery School

    Elementary · 0.5 mi away

  • Monroe Woodbury Central School-Bus Transportation

    School · 0.9 mi away

  • Creative Children Christian Preschool

    School · 1.0 mi away

  • Sapphire Elementary School

    Elementary · 1.3 mi away

  • North Main Street School

    Elementary · 1.5 mi away

  • Inspire

    School · 1.8 mi away

  • Bais Rochel School

    School · 1.8 mi away

  • Joel Kiryas School District

    School · 1.9 mi away

  • Kiryas Joel Village School

    Elementary · 1.9 mi away

  • Monroe-Woodbury Middle School

    Secondary · 2.2 mi away

  • Monroe-Woodbury High School

    Secondary · 2.3 mi away

  • Central Valley Elementary School

    Elementary · 2.4 mi away

  • Thevenet Montessori School

    Elementary · 2.6 mi away

  • Smith Clove Elementary School

    Elementary · 3.2 mi away

  • Kid's Korner

    Elementary · 3.2 mi away

  • Monroe-Woodbury Central School District

    Elementary · 3.3 mi away

  • Greenwood Lake Middle School

    Secondary · 5.2 mi away

  • Chester High School

    Secondary · 6.0 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
4 Maple Lane, Monroe, NY$429,000321,460
28 Lois Lane, Monroe, NY$429,900331,850
14 Marc Terrace, Monroe, NY$434,000311,368
101 Highland Road, Monroe, NY$434,900311,548
22 Center Hill Road, Monroe, NY$475,000431,924
605 Stage Road, Monroe, NY$489,000321,770

Moving Cost Estimate

EXIT Agents in Monroe

Listing Courtesy: Keller Williams Realty - 8459288000

Presented by: Claudia Lepore

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#1016143. © 2026EXIT Realty®. All rights reserved.