About 33 Winchester Drive
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.
Features of 33 Winchester Drive
| MLS® # | 1016143 |
|---|---|
| Price | $599,000 |
| Bedrooms | 4 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 2,220 |
| Acres | 0.46 |
| Year Built | 1977 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Colonial |
| Status | Pending |
Community Information
| Address | 33 Winchester Drive |
|---|---|
| City | Monroe |
| County | Orange County |
| State | NY |
| Zip Code | 10950 |
Amenities
| Utilities | Electricity Connected, Natural Gas Available, Sewer Connected, Trash Collection Public, Water Connected |
|---|---|
| Parking | Driveway, Garage |
| # of Garages | 2 |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | In Ground |
Interior
| Interior | Hardwood |
|---|---|
| Interior Features | Eat-in Kitchen, Entrance Foyer, Formal Dining |
| Appliances | Dishwasher, Range, Refrigerator |
| Heating | Oil |
| Cooling | Wall/Window Unit(s) |
| Has Basement | Yes |
| Basement | Unfinished, Walk-Out Access |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Family Room, Pellet Stove |
Exterior
| Construction | Brick, Frame, Vinyl Siding |
|---|
School Information
| District | Monroe-Woodbury |
|---|---|
| Elementary | Pine Tree Elementary School |
| Middle | Monroe-Woodbury Middle School |
| High | Monroe-Woodbury High School |
Additional Information
| Date Listed | June 26th, 2026 |
|---|---|
| Days on Market | 87 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Keller Williams Realty |
|---|

