5 Henry Street
Pawling, NY, 12564 $ 399,000
Bedrooms4 Baths3.0 Sq 2,424 Monthly Estimate*
$ 2,519
for $399,000 with 4 bedrooms and 3 full baths. This 2,424 square foot home was built in 1900 on a lot size of 0.1.
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.
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FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Eat-in Kitchen
Basement Partial Unfinished
Flooring Vinyl Wood
Basement Features Partial Unfinished
Basement (Y/N) Y
Fireplace Y/N N
Total Bedrooms 4
Total Baths 3
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GeneralSewer Public Sewer
Heating Electric Oil
Cooling None
Utilities Cable Connected Electricity Connected Sewer Connected Trash Collection Public Water Connected
Patio/Porch Features Covered Porch
Architectural Style Colonial
Construction Materials Frame Stone
Year Built 1900
Tenant Pays Electricity Heat See Remarks
View Neighborhood
Property Subtype Duplex
Tax Year 2026
Parcel Number 134001-6956-08-997956-0000
County Dutchess County
Property Type Residential Income
Garage Y/N N
Other Structures Shed(s)
Full Baths 3
Directions Dutcher Avenue to Henry Street. Home on the corner see sign. Park across the street in the 3 hour parking spots.
High School Pawling High School
City Pawling
Disclosures Lead Paint Seller Property Disclosure
Senior Community Y/N N
High School District Pawling
Number Of Units Total 2
Carport Y/N N
Elementary School Pawling Elementary School
Property Attached Y/N N
Tax Annual Amount 8594
Middle/Junior High School Pawling Middle School
Property Condition Actual
Trash Expense 588
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Pawling
Elementary School District Pawling
Tax Assessed Value 98100
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ExteriorParking Features Driveway Driveway
Water Source Public
Total Parking 4
Parking Spaces 4
Spa N
Building Area Total 2424
Waterfront Y/N N
Road Frontage Type Municipal
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* Excluded FeaturesList ByClaudia JiskraListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $2,519
- Monthly Property Taxes
- $716
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Pawling, NY
Average List Price $399,000
Percent of Sale Price 0%
About Pawling, NY 8,565 Population
14% Since 2002
$ 79,500 Median Income
45.1 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100768 Elementary School
4099485 Middle School
Pawling High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/1/2026 | $399,000 | | Listed Price |