Pending
Sale Pending at 33 Winchester Dr, Monroe, NY 10950 | MLS# 1016143 | Listing updated on 2026-09-10
Photo 1 of Sale Pending at 33 Winchester Dr, Monroe, NY 10950 | MLS# 1016143 | Listing updated on 2026-09-10
Photo 2 of Sale Pending at 33 Winchester Dr, Monroe, NY 10950 | MLS# 1016143 | Listing updated on 2026-09-10
Photo 3 of Sale Pending at 33 Winchester Dr, Monroe, NY 10950 | MLS# 1016143 | Listing updated on 2026-09-10
Photo 4 of Sale Pending at 33 Winchester Dr, Monroe, NY 10950 | MLS# 1016143 | Listing updated on 2026-09-10
45+
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Street View

$599,000

Monthly Est:$2,981

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,220sqft

33 Winchester Dr, Monroe, NY 10950

$2,981/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1977

  • $-- HOA

  • 20,000 sqft lot

  • $270/sq.ft

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. 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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 10, 2026 at 3:30 pm
  • Listing Provided by: Claudia Lepore (347) 837-7011 | Keller Williams Realty (845) 928-8000
  • Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1016143 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Monroe

  • Neighborhood

    --

  • Year Built

    1977

  • HOA Fees

    -

  • Finished Area

    2,220 sqft

  • Lot Size

    20,000 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1016143

  • MLS Status

    Pending

  • Days on Market

    129

  • Cumulative Days on Market

    52

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

  • Kitchen

    Level: First

  • Living Room

    Level: First

  • Dining Room

    Level: First

  • Family Room

    Level: First

  • Lavatory

    Level: Second

  • Primary Bedroom

    Level: Second

  • Primary Bathroom

    Level: Second

  • Bedroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Bedroom 4

    Level: Second

  • Bathroom 2

    Level: Second

Interior

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Range, Refrigerator

  • Flooring

    Hardwood

  • Interior Features

    Eat In Kitchen, Entrance Foyer, Formal Dining

  • Heating

    Oil

  • Cooling

    Wall/window Unit(s)

Construction

  • Year Built

    Year Built: 1977

  • Home type

    Single Family Residence

  • Construction Materials

    Brick, Frame, Vinyl Siding

  • Architectural Style

    Colonial

Utilities & Energy

  • Pool Features

    In Ground

  • Utilities

    Electricity Connected, Natural Gas Available, Sewer Connected, Trash Collection Public, Water Connected

  • Fireplace Features

    Family Room, Pellet Stove

  • Water Source

    Public

  • Parking Features

    Driveway, Garage

  • Basement

    Unfinished, Walk Out Access

  • Laundry Features

    Inside, Laundry Room

Other Features

  • Patio And Porch Features

    Covered, Deck, Porch, Screened

Price History

DateEventPrice

08/17/2026

Source: mls_logoOneKey MLS-NY #KEY1016143

Pending

$599,000

$270/sqft

06/27/2026

Source: mls_logoOneKey MLS-NY #KEY1016143

Listed for Sale

$599,000 -3.39%

$270/sqft

04/12/2026

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEY847804

Listing Removed

$620,000

$279/sqft

03/16/2026

Source: mls_logoOneKey MLS-NY #KEY847804

Price Decreased

$620,000 -4.60%

$279/sqft

01/14/2026

Source: mls_logoOneKey MLS-NY #KEY847804

Price Decreased

$649,900 -1.53%

$293/sqft

Show more

Nearby Homes

Based on information from OneKey MLS® through Nov 02, 2026, 02:16PM as submitted to and distributed by 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. 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. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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