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.
Multi-generational housing opportunity with 3 distinctly different homes on one property providing plenty of options. The perfect balance of togetherness and privacy. And investors - you may want to give this property some serious consideration as well. Unit A: Colonial style renovated home. Hardwood floors, crown molding and recessed lighting throughout. Spacious Living Room with abundant light, Formal Dining Room with chair rail accent and beautiful chandelier. Eat in Kitchen with center island, Bosch oven, stainless steel appliances with breakfast nook and bay window. Convenient First floor laundry with 2nd laundry on lower level. Sunroom with tile floor and fireplace. Primary Bedroom Suite with two walk-in closets plus private bonus space could be nursery, craft area or small office. Primary En Suite Bathroom including jetted tub, shower with ceramic tile and double vanity. 2 generous sized bedrooms with ceiling fans and more than ample closet space. Full, walk out basement with kitchenette and 2 rooms to fit your personal lifestyle or In-law Suite. Outdoor living on both upper and lower deck areas with built-in benches for entertaining and enjoying a panoramic view. Unit B: Architecturally inviting 3 bedroom, fully renovated ranch style home. Living Room boasts a cathedral ceiling, hardwood floors, exposed brick & beams and abundant light. Stairway to loft space for kids hideaway, simple storage or use your imagination. Eat in Kitchen with recessed lights. All appliances and Washer/Dryer included. Primary Bedroom Suite with En Suite Bathroom – shower with ceramic tile and built in shelving. 2 additional bedrooms with hardwood floors, ceiling fans and great closet space. Spacious deck with built in bench for relaxing or entertaining. Unit C: Contemporary modular home that is almost brand new. Open concept Living Room and Kitchen with propane heated radiant floors to keep the living space warm and cozy. Gather around the oversized island for meals and conversation. First floor bedroom and full bathroom for often sought after one floor living. Laundry Room on 1st floor with full size washer/dryer. Second floor uses electric heat, hosts 3 bedrooms and den plus another full bathroom with tub/shower and double sinks, 2 good sized linen closets and attic access for additional storage. New boiler and gutters added to home in 2025. All this on a rolling grassy 3.8 acres with large open area and fire pit - consider a pool or other outdoor games and activities. 3 car garage with deck for grilling or congregating with huge loft space for all the additional storage you’ll need. If you have the vision, this is the one!

Pawling is located in New York. Pawling, New York has a population of 8,024. Pawling is more family-centric than the surrounding county with 33.87% of the households containing married families with children. The county average for households married with children is 29.92%.
The median household income in Pawling, New York is $106,806. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Pawling is 47.9 years.
The average high temperature in July is 81.5 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 49.5 inches per year, with 49.1 inches of snow per year.