Browse All Pawling NY Historical Properties for Sale

Situated in the prestigious, historic hamlet of Quaker Hill, this exceptional property offers a rare blend of scale, privacy, & scenic beauty. Set well back from the road...

4 Beds
2 Baths
1047901 MLS

5 Henry Street, Pawling $399,000

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 seek...

4 Beds
3 Baths
1044575 MLS

265 Old Pawling Road, Pawling $404,444

WELCOME TO YOUR OWN LITTLE PIECE OF HEAVEN IN SOUGHT AFTER PAWLING NY. PROPERTY HAS TWO SEPARATE LOTS WITH A TOTAL OF 23.50 ACRES AND HAS OUTSTANDING OUTSTANDING MOUNTAIN...

2 Beds
1 Baths
1045289 MLS

140 Hurds Corners Road, Pawling $599,000

Set on over an acre and a half of pure enchantment, this charming predominantly one-level ranch-style home offers thoughtfully designed living space in a private and whim...

3 Beds
2 Baths
1042803 MLS

392 Old Quaker Hill Road, Pawling $1,400,000

Set on beautiful grounds next to the Akin Free Library, this one-of-a-kind Colonial offers a rare combination of privacy and charm. The property, including the adjacent B...

4 Beds
3 Baths
1037768 MLS

3846 Route 55, Pawling $639,000

Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that fa...

4 Beds
4 Baths
1035919 MLS

21 Overlook Drive, Pawling $699,000

A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking...

3 Beds
3 Baths
1029600 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 $575,000 ▼

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

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

40 Harmony Road, Pawling $499,000

Set on 5.6 acres in Pawling within the Pawling Central School District, this Colonial-style home offers a rare combination of acreage, character, and versatile living spa...

4 Beds
3 Baths
1014153 MLS

64 S Quaker Hill Road, Pawling $1,199,000 ▼

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

809 QUAKER HILL Road, Pawling $2,850,000 ▼

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

618 Quaker Hill Road, Pawling $4,750,000 ▼

Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approac...

8 Beds
13 Baths
968589 MLS

188 N Quaker Hill Road, Pawling $595,000

Fantastic weekend getaway or full time residence, hard to find Quaker Hill, situated on 5.00 secluded acres with babbling brook running through. Master bedroom with bath...

3 Beds
3 Baths
993729 MLS

56 Route 22, Pawling — Karen's Diner $919,900

JUST REDUCED! Wonderful opportunity to own a highly visible, mixed-use commercial property on Route 22. In 1982, Karen opened Karen’s Diner and established a dining dest...

980198 MLS
Karen's Diner Bldg.

15 Kirby Hill Road, Pawling $14,995,000

Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns...

4 Beds
4 Baths
965662 MLS

178 Charles Colman Boulevard, Pawling image

178 Charles Colman Boulevard, Pawling $1,350,000

Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery. This ...

H6329957 MLS

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pawling Historical Real Estate

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