5 Henry Street Pawling, NY $ 399,000
5 Henry Street
$ 399,000
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5 Henry Street

Pawling, NY, 12564
$ 399,000
Bedrooms4 Baths3.0 Sq 2,424

Monthly Estimate*

$ 2,519

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Multi-Family Home for sale in Pawling, NY

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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Multi-Family Active

Price

$ 399,000

Bedrooms

4

Full Bath

3

Property Type

Multi-Family

Taxes

$ 8,594

Style

Colonial

Lot Size

0.1

Year Built

1900

Town/City

Pawling

County/Region

Dutchess

MLS | Web ID

1044575

Features
Interior
Interior 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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General
Sewer 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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Exterior
Parking 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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Internal Only
Street Number 1 5
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* Excluded Features
List By
Claudia Jiskra

Listing Agent

Mcgrath Realty Inc

Broker

845-855-5550

Contact

Affordability Calculator

$3,235
Per Month
78%
22%
0%
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.
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Nearby
4100768 Elementary School
4099485 Middle School
Pawling High School High School
Pricing History
DatePricePrice ChangeDescription
9/1/2026$399,000 Listed Price

Map


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5 Henry Street, Pawling, NY, 12564 is a Multi-Family Home for sale at $399,000 with 2,424 sqft and a lot size of 0.1. 5 Henry Street has 4 bedrooms, 3.0 baths, and was built in 1900. The property's zip code is 12564 which is in Pawling, NY