About 5 Henry Street
Multi-family homes are a rare find in the Village of Pawling, making this two-family, two-story property an exceptional opportunity for an owner-occupant or investor seeking income-producing real estate in a highly convenient location. The building offers two apartments, including a spacious 3-bedroom, 2-bath residence with approximately 1,680 square feet spanning the first and second floors, and a 1-bedroom, 1-bath apartment with approximately 679 square feet located on the rear of the first floor. Both units are occupied by long-term tenants who would like to remain, while flexible month-to-month leases provide options for a new owner. Apartment 5A is entered through a covered front porch and features an entry with a hall closet, large living room, nicely sized kitchen with dining area, full bath, and access to the basement. Upstairs are three bedrooms, a large bedroom with two closets, a smaller bedroom in the middle and a spacious rear bedroom offering two walk-in closets plus an additional closet. A second full bath completes the upper level. The tenant is responsible for oil heat, electricity and cable, as does the lawn maintenance and snow removal. Apartment 5B has a private rear entrance into a large living room with a hall closet and a convenient closet with a combination washer and dryer. The bedroom features a large walk-in closet, while the kitchen provides space for a table. The full bath includes a walk-in shower. The tenant is responsible for electricity (electric heat), and cable. The landlord is responsible for the propane for the two gas stoves, quarterly municipal water and sewer, and annual garbage service through the Village of Pawling. Each apartment has two tandem parking spaces, with convenient three-hour municipal parking available directly across the street for guests. A large shed provides additional storage, and both tenants enjoy use of the backyard. The location is especially appealing for those who want to enjoy village living without relying on a car. Boutique shops, fine dining, casual eateries, local pubs and the seasonal farmers' market are all just a short distance away, while the Pawling Metro-North train station is less than half a mile from the property. A rare opportunity to own a well-located multi-family property in the heart of the Village of Pawling with established tenants and flexible lease arrangements.
Features of 5 Henry Street
| MLS® # | 1044575 |
|---|---|
| Price | $399,000 |
| Bedrooms | 4 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,424 |
| Acres | 0.10 |
| Year Built | 1900 |
| Type | Residential |
| Sub-Type | Duplex |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 5 Henry Street |
|---|---|
| City | Pawling |
| County | Dutchess County |
| State | NY |
| Zip Code | 12564 |
Amenities
| Utilities | Cable Connected, Electricity Connected, Sewer Connected, Trash Collection Public, Water Connected |
|---|---|
| Parking Spaces | 4 |
| Parking | Driveway |
| View | Neighborhood |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior | Vinyl, Wood |
|---|---|
| Interior Features | First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen |
| Heating | Electric, Oil |
| Cooling | None |
| Has Basement | Yes |
| Basement | Partial, Unfinished |
| Fireplace | No |
Exterior
| Lot Description | Back Yard, Corner Lot, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops |
|---|---|
| Construction | Frame, Stone |
School Information
| District | Pawling |
|---|---|
| Elementary | Pawling Elementary School |
| Middle | Pawling Middle School |
| High | Pawling High School |
Additional Information
| Date Listed | September 1st, 2026 |
|---|---|
| Days on Market | 20 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | McGrath Realty Inc |
|---|

