59 Webb Rd, Middletown, NY

House

For Sale

Listed price in listed location currency (USD).

$659,000

562

MLS® 1060361

Open House

Sat Oct 17, 1:00-3:00 PM EDT

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 3960 sqft

Garage Yes

Taxes $12,203

Days Active 1

Lot Size 2.9 Acres

Approx. Age 1800

Avg. Price Per Sqft $166

MLS® Number 1060361

Property Address: 59 Webb Rd, Middletown, NY, 10940-6577

Average square foot calculated using Size range provided by listing agent.

Description

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!

MLS® Number1060361

Laundry Level

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1800

BasementBilco Door(s), Crawl Space, Full, Storage Space, Unfinished

DrivewayAttached, Driveway, Garage, Oversized

Garage Spaces

HeatForced Air, Geothermal

A/CCentral Air, Ductless

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Oct 15, 2026List Date

$659,000List Price

Commute

Commute

Starting Address

Destination Address

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