59 Webb Road, Middletown, NY 10940
Local realty services provided by:CENTURY 21 AA Realty
Listed by: lori kolesar
Office: howard hanna rand realty
MLS#:1060361
Source:OneKey MLS
Price summary
- Price:$659,000
- Price per sq. ft.:$166.41
About this home
Some homes are simply different, and 59 Webb Road is one of them! Set on approximately 3 acres, 59 Webb Road is a remarkable circa-1800 Colonial with the kind of charm and presence you simply don’t find in newer homes. From the moment you arrive, there is a feeling that this is a home with a story, cared for and enjoyed through generations.
Inside, original character is everywhere you look. Beautiful wide-plank pine floors, hardwood floors with intricate inlay, crown molding, original fireplaces, a charming tin ceiling and built-in cabinetry are just some of the details that make this home so unique. With approximately 3,960 square feet of living space, generously sized rooms and multiple staircases, there is plenty of flexibility for everyday living, entertaining, working from home or simply enjoying the character of an older home.
The kitchen is full of personality, featuring an original brick fireplace, a commercial-grade stove and a new Bosch dishwasher. The formal dining room and living room with fireplace are complemented by a family room, office and additional versatile living space that can be adapted to suit your needs. An oversized sliding glass door opens to the gorgeous patio, creating a natural connection between the home and its beautiful setting.
While its historic character remains at the heart of the home, numerous updates add modern convenience, including a newer roof on the main house, geothermal heating, a whole-house generator, new Andersen windows, a new sliding glass door, blown-in insulation, an updated electrical panel and a whole-house water filtration system. A newer washer and dryer, a charming Dutch door at the side entrance and two upstairs rooms offering additional flexibility add to the home’s appeal.
Outside, a U-shaped driveway provides ample parking, while a chicken coop adds to the property’s country charm, along with a garden shed, a fenced-in garden and some of the oldest and tallest white pines in the area. Enjoy the space, privacy, and peaceful setting while still being conveniently located near major highways, shopping, restaurants and entertainment, making it easy to enjoy everything the Middletown area has to offer.
This is not a cookie-cutter home, and that is exactly what makes it so special. For someone who appreciates architecture, history and craftsmanship, 59 Webb Road offers a rare opportunity to own a piece of Middletown history, ready for its next chapter!...
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Home facts
- Year built:1800
- Listing ID #:1060361
- Added:8 day(s) ago
- Updated:October 24, 2026 at 11:28 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:14
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen
- Bathrooms Description:Double Vanity
- Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s)
- Bedroom Description:First Floor Bedroom
- Basement:Yes
- Basement Description:Bilco Door(s), Crawl Space, Full, Unfinished
- Living area:3,960 sq. ft.
Heating and cooling
- Cooling:Central Air, Ductless
- Heating:Forced Air, Geothermal
- Central air:Yes
Structure and exterior
- Year built:1800
- Building area:3,960 sq. ft.
- Lot area:2.9 Acres
- Lot Features:Level, Part Wooded
- Architectural Style:Colonial
- Construction Materials:Frame, Vinyl Siding
Schools
- High school:Middletown High School
- Middle school:Monhagen Middle School
- Elementary school:Maple Hill Elementary School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$659,000
- Price per sq. ft.:$166.41
- Tax amount:$12,203 (2026)
Features and amenities
- Appliances:Dishwasher, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry features:Washer
- Amenities:Double Vanity, Entrance Foyer, Storage
Parking
- Parking description:Attached, Driveway, Garage
- Garage:Yes
- Garage spaces:2
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