33 Winchester DriveMonroe, NY 10950

Single Family · 4 Beds · 2 Full Baths · 1 Half Bath · 2,220 Sq. ft. | 0.46 Acres
$599,000 Active

33 Winchester Drive Overview

Time on Site:
3 days

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.

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33 Winchester Drive Facts & Features

  • Type Single Family
  • Sq. ft. 2,220
  • Price/Sq.ft. $270
  • Lot 0.46 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • School District: Monroe-Woodbury
  • Elementary School: Pine Tree Elementary School
  • Middle Or Junior School: Monroe-Woodbury Middle School
  • High School: Monroe-Woodbury High School

Building Information

  • Year Built: 1977

Location/Region

  • County Or Parish: Orange County
  • Postal City: Monroe

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 17424.4
  • Tax Assessed Value: 72100
  • Tax Year: 2025

General Information

  • Parcel Number: 334001-227-000-0004-015.000-0000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 4

Building Interior

  • Building Area Units: Square Feet

General Information

  • Appliances: Dishwasher,Range,Refrigerator
  • Cooling: Wall/Window Unit(s)
  • Fireplace Features: Family Room,Pellet Stove
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood
  • Heating: Oil
  • Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining
  • Laundry Features: Inside,Laundry Room
  • Living Area: 2220
  • Living Area Source: Public Records
  • Rooms Total: 9
  • Spa: No

Exterior

Parking Information

  • Parking Features: Driveway,Garage

Lot Information

  • Lot Size Acres: 0.4591
  • Lot Size Square Feet: 20000
  • Water Source: Public

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Brick,Frame,Vinyl Siding
  • Patio And Porch Features: Covered,Deck,Porch,Screened
  • Property Attached: No

General Information

  • Carport: No
  • Pool Features: In Ground
  • Pool Private: Yes
  • Sewer: Public Sewer
  • Utilities: Electricity Connected,Natural Gas Available,Sewer Connected,Trash Collection Public,Water Connected

Room Information

Room: Dining Room

  • Level: First

Room: Family Room

  • Level: First

Room: Kitchen

  • Level: First

Room: Living Room

  • Level: First

Room: Bathroom 2

  • Level: Second

Room: Bedroom 2

  • Level: Second

Room: Bedroom 3

  • Level: Second

Room: Bedroom 4

  • Level: Second

Room: Lavatory

  • Level: Second

Room: Primary Bathroom

  • Level: Second

Room: Primary Bedroom

  • Level: Second

33 Winchester Drive Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

33 Winchester Drive Market Data

Based on the last 30 days in this zip code

$653,088
Average List Price
$324
Average Price per Square Foot
21
Properties Sold
78
Average Days on Market
259
Properties for Sale
Calculations provided by Reliance Network

33 Winchester Drive History

Date Event Value Agent
6/26/2026Source: OneKey MLS Added to Database
June 26, 2026
Listing provided courtesy of Keller Williams RealtyClaudia Lepore- MLS# 1016143MLS ProviderContact Information: 845-928-8000