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MLS ID KEY1023228Last updated Sep 16, 2026

Duplex

1561-1565 Route 376

Pending · Wappinger · Dutchess County, NY 12590

Asking price$649,000Check current status
Bedrooms
5 Beds
Bathrooms
3 Baths
Year built
1955
Est. monthly taxes
$884.42
Property gallery0 / 29
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About this home

Rare opportunity to own two single-family homes on one beautiful, nearly one-acre property! Whether you're looking for a multi-generational living arrangement, an income-producing investment, or extra space for guests, this unique property offers incredible flexibility. The main home is a well-maintained brick ranch featuring 3 bedrooms, 1.5 baths, hardwood floors, a cozy fireplace in the living room and an additional fireplace in the basement. a bright sunroom, and a semi-finished walk-out basement that provides additional living or recreation space. A two-car tandem garage adds everyday convenience. The second home is a charming 1800s former schoolhouse full of character and timeless appeal. Relax on the inviting front porch before stepping inside to find an eat-in kitchen, separate laundry room, 2 bedrooms, 1 full bath, a laundry room and a spacious open-concept living and dining area with endless possibilities. This home also includes its own one-car garage, with an earth floor. The homes are serviced by two separate septic systems while sharing a private well, offering practical functionality for dual residences. Set on an expansive lot just under an acre, the property provides plenty of outdoor space to enjoy while maintaining a convenient location. You'll appreciate the easy access to local schools, Route 9, and commuter routes, with the train station just a 10-minute drive away. Properties like this are rarely available—don't miss the chance to own a truly versatile and distinctive property with endless potential.

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 8, 2026
Full baths
3
Annual property tax (MLS)
$10,613
Tax year
2025
Listing brokerage
Houlihan Lawrence Inc.
MLS ID
KEY1023228
Last updated
Sep 16, 2026

General features

Property type
Duplex
Year built
1955
Garage
Yes
Garage spaces
3
Parking
Attached, Garage
Water source
Shared Well
Sewer
Septic Tank
Utilities
Cable Available, Electricity Available

Interior features

Basement
Walk-Out Access
Heating
Oil
Cooling
None
Interior
First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
Fireplace
Yes
Fireplaces
2

Exterior features

Architectural style
Ranch
Construction materials
Frame

Schools (MLS)

Elementary school
Vassar Road Elementary School
Elementary school district
Wappingers
Middle school
Wappingers Junior High School
Middle school district
Wappingers
High school
Roy C Ketcham Senior High Sch
High school district
Wappingers

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Wappinger · Dutchess County, NY 12590Show interactive map
1561-1565 Route 376

Wappinger · Dutchess County, NY 12590

Google Maps directions

Listing data is supplied by the MLS and may change without notice.