Pawling Real Estate

Welcome to the charming village of Pawling, nestled in the heart of Dutchess County, New York. Pawling offers a perfect blend of small-town charm and modern convenience, making it an ideal place to call home.

With its picturesque surroundings and close-knit community, Pawling is a place where neighbors quickly become friends, and local businesses thrive. The village is known for its historic architecture, tree-lined streets, and vibrant downtown area, where you can find a variety of shops, restaurants, and cafes to explore.

Nature lovers will appreciate Pawling's proximity to outdoor recreational opportunities, including the nearby Appalachian Trail and the serene lakes and parks that dot the area. Whether you enjoy hiking, fishing, or simply taking in the beauty of the natural surroundings, Pawling has something for everyone.

Pawling is also known for its excellent schools, making it a popular choice for families looking to settle down in a safe and welcoming community. With easy access to major highways and public transportation, Pawling offers the perfect balance of rural tranquility and urban convenience.

Come discover all that Pawling has to offer and find your perfect home in this idyllic village in Dutchess County, New York.

Newest Listings in Pawling

$439,999

3 Beds ⋅ 2 Baths ⋅ H6323410 MLS

Welcome to your dream home in the charming Village of Pawling! This delightful 3-bedroom, 1.5-bathroom house offers the perfect blend of comfort and convenience. Step inside and be greeted by a spacious eat-in kitchen, boasting elegant granite countertops that will inspire your inner chef. The primary bedroom, complete with its own half bath, provides a peaceful retreat after a long day. All bedrooms are conveniently located on the main level, ensuring easy access for all ages. Need a little extra space? The large sun room is perfect for relaxation or entertaining, with a deck that leads to an inviting above-ground pool perfect for those hot summer days! Storage won't be an issue here, with multiple sheds dotting the property and a full walkout basement offering plenty of room for all your belongings. The large backyard, completely fenced in, provides a safe haven for kids and pets to play to their hearts' content. Location is key, and this property doesn't disappoint. Golf enthusiasts will appreciate the proximity to the local course, while commuters will love being close to the Metro North train station. For winter sports fans, Thunder Ridge Ski Area is just a short drive away. Foodies, rejoice! The renowned McKinney & Doyle fine dining establishment is nearby, perfect for those special nights out. Whether you're lounging by the pool, hosting a barbecue on the deck, or simply enjoying the serenity of your new home, this property offers something for everyone. Don't miss out on this fantastic opportunity to make your home in the heart of Pawling where small-town charm meets modern convenience!

85 Fairway Drive, Pawling

$679,000

5 Beds ⋅ 4 Baths ⋅ H6315301 MLS

Enjoy the village lifestyle in historic Pawling, NY. This private, 1.4-acre, treelined property is less than a mile to the Village with shops, restaurants, library, Metro North station, Dutcher Golf Course, and the Village Green, the location of the Farmer's Market (June-October). Close proximity to Lakeside & Morrow parks and the Appalachian & Oblong Trails. This sprawling, raised ranch, single family home includes an apartment. Special features on the main level include: a Chef's kitchen, 2 renovated baths, 4 bedrooms, central air, hardwood floors, new windows, recessed lighting and more. The lower level includes: a one-bedroom/one bath apartment with access to covered deck, a separate recreation room, an office, a 4th, wheelchair accessible bath and an elevator lift to the driveway. There is ample parking and a circular driveway. Consider the possibilities for multigenerational living, remote workspace/home office, home studio or au pair suite. STAR: $775. Pawling Schools.

32 Gristmill Lane, Pawling

$158,500

H6321060 MLS

Don't miss this great opportunity! Lovely vacant lot in Pawling, NY. Book your appointment to see this great property today! This is a FannieMae HomePath property.

15 Dykeman Street, Pawling

$415,000

3 Beds ⋅ 2 Baths ⋅ 3552715 MLS

BACK ON THE MARKET -DEAL FELL THROUGH !! YOU MUST SEE THIS BEAUTIFUL RANCH IN THE HEART OF PAWLING,CLOSE TO THE TOWN RT 55 AND SHOPPING,HOME IS ON A BEAUTIFUL PIECE OF FLAT PROPERTY,GREAT FOR ENTERTAINING AND FOR KIDS SPORTS.HOME FEATURES A CUSTOM LARGE EAT IN KITCHEN WITH UPDATED CABINETS,ALL HARDWOOD FLOORS .SPACIOUS LIVING ROOM GREAT FOR ENTERTAINING NICE ,3 BEDROOMS .HAS 1.5 TILE BATHS, NICE SIZE DINING ROOM OR POSS 4TH BEDROOM ?? HOME HAS FULL BASEMENT WITH A LAUNDRY ROOM, HOME HAS A 12 X20 2 TIER DECK,THAT FACES A PRIVATE FLAT YARD,UPDATED ROOF,BRAND NEW HOT WATER HEATER,NICE OVERSIZED 2 CAR GARAGE HOME WILL BE PRESSURE WASHED ASAP.OWNER SAYS SELL ME !!! PLEASE CALL BROKER FOR AN APPT

26 Fenwood Drive, Pawling

$949,900

4 Beds ⋅ 5 Baths ⋅ H6302286 MLS

Stunning Colonial nestled on a beautiful 7.88 acres on a quiet country road, make this your year round home or weekend retreat. As you enter the home from the rocking chair front porch you enter the tiled foyer, then walk into family rm w/Cathedral ceiling, a wood burning stove and access to the oversized deck. Kitchen has granite counter tops, Sub-zero Refrigerator/Freezer, Thermidor double oven, 6 burner gas cook top w/vented hood. 1st floor primary bedroom w/primary bath & walk in closet. Formal dining and living rm, Powder rm and laundry rm & door to salt water heated pool, Hot tub great for entertainment. Second floor has 3 bedrooms w/one ensuite and 1 additional full bathroom. Office with walk up access to the full attic. In the basement you will find the Family rm with surround sound / a Jotul gas stove & additional full bath. Interior access to the large 2 car heated garage w/pellet stove along with a ceiling mounted Modine Heater that runs off the furnace. Mature plantings, large garden and shed. 14 Little Pond is a Town of Pawling maintained road. This home has a generator hook up, You are close to Metro North, Golf courses, Rail trails, Appalachian Trail, restaurants, shopping. There is plenty to enjoy in Hudson Valley. Your private oasis awaits you.

14 Little Pond Road, Pawling

$699,000

3 Beds ⋅ 2 Baths ⋅ H6294878 MLS

Introducing to the market for the first time in over forty years, on almost 7 acres in the Village of Pawling with 1 acre zoning! Located at the end of a cul-de-sac lies an amazing opportunity to restore an iconic 1930 compound with main house and guest house/2 car garage just an hour and a half from NYC by Metro North Train. The Main home is 2,876 sqft with 3 bedrooms, 2 baths, large living room with wood burning fireplace, entrance foyer/office, formal dining room and plenty of space to entertain outside on the large front porch. Enjoy views of the mature plants and trees from all rooms. Large, open gourmet sun filled kitchen with walkout to side patio for more entertaining space. The main house also features a fabulous workshop area in basement. The 2 Car Garage has a separate rentable/accessory apartment featuring 2 bedrooms, 1 bath, large living room, and kitchen with massive deck. The village center is only a minute away, with Metro North to NYC, shopping, restaurants, and so much more. Perfect for full time living or a weekend escape.

24 Sheridan Drive, Pawling

$5,500,000

17 Beds ⋅ 13 Baths ⋅ H6273515 MLS

25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom's quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4 half-baths) mansion, with 10 fireplaces, sits at the end of a long gated drive, where a porte cochere provides gracious access to the sunset-facing veranda. The home features a wealth of exquisite details, including hand-carved pilasters, hand-painted plaster ceiling motifs and moldings, leaded glass windows, and variegated gables with carved vignette timber fascia and Gothic spires. The figured-oak grand staircase is enhanced by 30 newel posts with hand-carved whimsical animals. A separate wing on the second floor features hand-painted storybook murals.

618 Quaker Hill Road, Pawling

Start Your Search

Information Copyright 2024, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.