Pawling Real Estate

Welcome to Pawling, New York – a charming town nestled in the heart of Dutchess County, where small-town charm meets the beauty of nature. With its picturesque landscapes, historic buildings, and a vibrant community spirit, Pawling offers an enchanting escape from the hustle and bustle of city life.

Founded in the late 18th century, Pawling is rich in history and character. The town features a delightful blend of historic architecture and modern amenities, making it a perfect place for families, retirees, and young professionals alike. The quaint downtown area is home to a variety of unique shops, cozy cafes, and local eateries, providing residents with a warm sense of community and connection.

Nature enthusiasts will appreciate the abundance of outdoor activities available in Pawling. The town is surrounded by lush parks and scenic trails, including the stunning Appalachian Trail, which offers breathtaking views and a chance to explore the great outdoors. Nearby lakes and rivers provide opportunities for fishing, kayaking, and picnicking, ensuring that there's always something to do in every season.

Pawling is also known for its strong educational system and community events, which foster a welcoming environment for families. With excellent schools and a focus on community involvement, it’s no wonder that many are drawn to call Pawling home.

Whether you’re looking to buy your first home, invest in a vacation property, or simply explore the area, Pawling offers a unique blend of tranquility and charm that is hard to resist. Discover the beauty of Pawling, where your dream home awaits!

Newest Listings in Pawling

22 Hickory Lane, Pawling $499,000

Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop W...

3 Beds
4 Baths
1029865 MLS

16 Evergreen Way, Pawling $360,000

This immaculate, 1,413 SF 2 bedroom, 2 1/2 bath townhome sits in the highly sought-after Cedar Valley development, less than a mile from the charming Village of Pawling. ...

2 Beds
3 Baths
1028659 MLS

357 W Dover Road, Pawling $365,000

Spacious and affordable. This expansive ranch style home sits on an approximately 3 acres that feature beautiful mountain views from the back of the home. Due to the layo...

3 Beds
3 Baths
1026446 MLS

17 Spring Street, Pawling $599,000

Welcome to 17 Spring Street, a beautifully maintained 1890 Victorian in the heart of the Village of Pawling. Rich in character and timeless charm, this inviting home feat...

3 Beds
2 Baths
1022255 MLS

Prospect Street, Pawling $619,900 ▼

TO BE BUILT – Build your dream home in the charming Village of Pawling! Ideally located just minutes from downtown Pawling, you'll enjoy convenient access to local shops,...

3 Beds
3 Baths
1024161 MLS

28 Birch Terrace, Pawling $375,000

Welcome to 28 Birch Terrace, a charming 2-bedroom, 1-bath Ranch nestled on a private 0.79-acre cul-de-sac lot in the sought-after Pawling Lake Estates community. This mov...

2 Beds
1 Baths
1020651 MLS

6 Byrds Hill Road, Pawling $995,000

Renovated Colonial near Quaker Hill, less than two hours from NYC and minutes from Metro-North. Board-and-batten exterior with black-trimmed windows set the tone: clean l...

3 Beds
3 Baths
1017929 MLS

128 Old Pawling Road, Pawling $899,000

Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful ...

4 Beds
4 Baths
1015365 MLS

64 S Quaker Hill Road, Pawling $1,235,000 ▼

Welcome to country living at its finest. Set on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential and timeless charm. A long tree-lined driveway lea...

5 Beds
4 Baths
1010537 MLS

5 Red Tail Court, Pawling $600,000

Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel app...

4 Beds
3 Baths
945476 MLS

809 QUAKER HILL Road, Pawling $3,100,000

Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were ste...

3 Beds
3 Baths
1005064 MLS

809 N Quaker Hill Road, Pawling $3,100,000

Farm Nord is a meticulously restored country estate, originally established in the 1700s as a dairy farm by the renowned Taber family of Rhode Island. The Tabers were ste...

3 Beds
3 Baths
20262841 MLS