Refine Search
Map
Sort by
$175,000
1022374 MLS
Beautiful Private 6.4-Acre Lot in the Town of Pawling – Build Your Dream Home, Discover the perfect setting for your dream home on this beautiful, private 6.4-acre parcel in the desirable Town of Pawling. Offering peace, privacy, and a picturesque natural setting, this property is an exceptional opportunity to create your own country retreat while remaining close to the conveniences of town. Just minutes away is Metro North Train Station in the charming Village of Pawling. The village features a variety of restaurants, pubs, boutique shops, and seasonal attractions, including the popular summer farmers market. Golf enthusiasts will enjoy the Dutcher Golf Course, while Lakeside Park offers swimming, scenic walking trails, and picnic areas for outdoor recreation. For nature lovers, the renowned Appalachian Trail is nearby, providing miles of hiking and breathtaking views. During the winter months, Thunder Ridge Ski Area offers skiing and snowboarding just a short drive away. Experience the best of country living with easy access to year-round recreation, local amenities, and small-town charm.

Woodin Lane, Pawling
$260,000
1012082 MLS
Build Your Dream Estate in the Heart of the Hudson Valley-Lot 5 Set amidst the natural beauty of the Hudson Valley, this exceptional 11+ acre residential parcel offers a rare opportunity to create a private luxury retreat just 75 minutes from New York City. Ideally situated between the village of Pawling and Sherman, CT, the property combines peaceful country living with convenient access to Metro-North, boutique shopping, fine dining, farmers markets, hiking trails, historic attractions, major highways, and everyday conveniences. Recently cleared and approved by the Board of Health for a 5-bedroom residence, this expansive parcel provides an ideal setting for a custom-built home. Level land providing ample space for outdoor living, recreation, gardens, or a pool create endless possibilities for designing a truly exceptional estate. For those seeking a seamless building experience, the current owners—respected local builders known for their quality craftsmanship and attention to detail—are available to assist. They can customize a home tailored to your lifestyle while helping navigate local zoning, permitting, and approval processes. Whether you're ready to break ground today or planning for the future, this premier Hudson Valley property presents a unique opportunity to build the home you've always imagined in a most desirable location.

Lot 5 S White Rock Road, Holmes
$17,995
1004079 MLS
Opportunity awaits on Route 292 in Holmes, NY. This .25-acre vacant lot is located in an established area of Pawling with convenient access to local roads, schools, and nearby amenities. Property is being sold as-is, and buyers should perform their own due diligence regarding BOHA approval, utilities, zoning, permits, and intended use. A great entry-level land opportunity in Dutchess County at an accessible price point.

Rt-292, Holmes
$125,000
991495 MLS
.73 acre lot is located in the Village of Pawling! *Board of Health Approval is NOT required because the house can be hooked up to municipal water and sewer! Variance with fees is required to build. Walk to the picturesque Village center with its quaint shops, bakeries, restaurants/pubs, library, post office, health care, so much more! Metro-North Train Station (Harlem Line) is located in the Village as well. You will love 200+ acre Lakeside Park! 36-acre Green Mountain Lake has a beautiful sand beach, playground, picnic area and walking trails. Nearby Dutcher Golf Course is a 9-hole beauty, the oldest public course in America! Hikers will enjoy the Appalachian Trail and Pawling Nature Reserve trails. Also nearby are Darryl's House Live Music Club & Restaurant, and Thunder Ridge Ski Area. Build your new home on this parcel! AO

Walnut Street, Pawling
$79,000
962482 MLS
Build your ideal home on this prime .46-acre lot perfectly situated within the sought-after Pawling Lake Estates community. Offering a rare blend of beauty and value, this property boasts picturesque views of Jones Pond and benefits from the lower property taxes of the Dover Union Free School District. Nature enthusiasts will love being surrounded by the sprawling West Mountain State Forest, providing a peaceful, wooded backdrop for year-round tranquility. The location is ideal for an active lifestyle, sitting just minutes away from the private community beach, complete with a swimming dock, playground, and clubhouse. Whether you’re looking to escape the city for a weekend retreat or build a permanent residence in a friendly, scenic neighborhood, this lot offers the perfect foundation.

Lakeview Drive, Pawling
$229,000
918929 MLS
Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming Village of Pawling, and even the Appalachian Trail. Nestled within the Oblong Trails, Brady Brook Falls also provides miles of horse trails and open space for hiking, making it an ideal location for nature lovers and outdoor enthusiasts alike.

Lot 25 Brady Brook Farm Road, Pawling
$229,000
917652 MLS
Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook Falls enjoy access to miles of scenic horse trails and open space for hiking. This is a rare opportunity to create the home you’ve envisioned in a setting that combines natural beauty with easy access to all the amenities Pawling has to offer.

Lot 21 Cox Road, Pawling
$190,000
H6305414 MLS
Truly secluded 8 acre lot with golf course views in Quaker Hill area. Abuts Quaker Hill Country Club. Highly rated private course. Next to Oblong horse trail. https://www.oblongtrail.com/. Have Lot "D" next to it for sale also. Can buy both.

Lot C Oblong Lane, Pawling
$9,750,000
H6215066 MLS
Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is perfect for equestrian pursuits, ATV adventures, hiking, or establishing a vineyard or farm. Currently a private hunting sanctuary, it boasts diverse wildlife, including deer, bear, and duck, with strategically placed hunting spots across varied landscapes and food plots tailored for each season. Nestled adjacent to the Great Swamp, this parcel offers exceptional natural habitat, enhancing your outdoor experience. An innovative water impoundment system has created nine picturesque ponds, attracting abundant wildlife and providing an ideal setting for hunting enthusiasts. This system is powered by a fresh water well that produces approximately one million gallons per day—an incredible asset that adds remarkable value and versatility. Enjoy the flexibility of maintaining ponds during hunting season or easily transitioning back to arable land for agricultural use. Located in the heart of Dutchess County, this property is perfectly positioned for a world-class hunting lodge, agricultural ventures, livestock farming, or a luxurious residential enclave. With easy access to Connecticut and Westchester, this rare gem offers virtually limitless potential. Seize this unique chance to own a piece of paradise. Schedule your private showing today! Located just off Route 22 in Pawling, NY. Don’t miss out on this exceptional opportunity!

225 Route 22, Pawling
$1,350,000
H6329957 MLS
Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery. This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial accessibility Don't miss this Rare Opportunity to Invest In this Tranquil Vibrant Business A Must See!

178 Charles Colman Boulevard, Pawling
$190,000
H6305416 MLS
Truly secluded 8 acre lot with golf course views in Quaker Hill area. Abuts Quaker Hill Country Club. Highly rated private course. Next to Oblong horse trail. https://www.oblongtrail.com/. Have Lot "D" next to it for sale also. Can buy both. Have Lot "C" MLS #6305414 next to it for sale also. Can buy both.

Lot "D" Oblong Lane, Pawling

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.