Pine Plains Land for Sale

Welcome to Pine Plains, New York—a charming community nestled in the heart of the Hudson Valley, where picturesque landscapes and a strong sense of community come together to create an ideal setting for families and individuals alike. Known for its serene countryside and vibrant local culture, Pine Plains is not just a place to live; it’s a lifestyle choice.

One of the standout features of Pine Plains is its commitment to education. The Pine Plains Central School District is dedicated to fostering a nurturing and engaging learning environment for students from kindergarten through high school. With a focus on academic excellence, the district offers a range of programs designed to inspire creativity and critical thinking. Small class sizes ensure personalized attention, while dedicated educators strive to empower students to reach their fullest potential. Additionally, the district emphasizes extracurricular activities, providing students with opportunities to explore their passions beyond the classroom.

For those considering a move to this enchanting area, we have exciting land for sale that offers the perfect canvas for your dream home. Imagine waking up to breathtaking views, surrounded by nature, while still being within reach of local amenities and community events. Whether you envision a cozy cottage or a sprawling estate, the available land in Pine Plains provides the space and tranquility you desire.

Discover the charm of Pine Plains, where quality education meets the beauty of rural living. Embrace the opportunity to build your future in a community that values both learning and lifestyle. Your dream home awaits!

Newest Pine Plains Land for Sale

$119,000

1026274 MLS

Rare Land offering 1.3 Acre(s) parcel located off Rt-199 in desirable Red Hook. Lot No. 885401 offers a peaceful, wooded setting with strong potential for a future homesite. Property is accessed via an established easement, providing convenient entry from Rt-199. Close to Red Hook Village, Rhinebeck, farms, markets, and major routes. Buyers should verify all building possibilities with the town. A great opportunity to secure land in the Hudson Valley.

Lot: 885401 Route 199 Rear, Red Hook

$140,000

1010757 MLS

THE PERFECT CANVAS: 3.45 ACRES WITH STISSING MOUNTAIN VIEWS Discover a rare opportunity to build a custom retreat on 3.45 elevated, picturesque acres in Pine Plains, NY. Steeped in local history as a former part of the Dutch Schultz estate, this beautiful parcel blends ultimate privacy with incredible convenience. Boasting an active Board of Health approval for a 4-bedroom home, it’s ready for your vision. Located just a short distance from Twin Lakes and the Thompson Pond Preserve, your days can be filled with hiking, kayaking, and taking in the iconic Hudson Valley vistas. Enjoy the local community charm of Pine Plains while staying just a short drive from the cultural hubs of Red Hook and Rhinebeck. From winter skiing to summer river excursions, this property delivers the quintessential upscale country lifestyle. Easy to show—just log and go through showing service.

66 Ryan Road, Pine Plains

$3,495,000

1014454 MLS

Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills. Multiple elevated building sites provide the opportunity to create a private estate, compound, or working farm with spectacular panoramic views. Lovingly stewarded by the same family for generations, the land has been actively farmed and maintained, offering fertile soils and endless possibilities for agriculture, equestrian pursuits, recreation, or development. Private, scenic, and remarkably versatile, this is a rare opportunity to own a significant piece of Hudson Valley countryside.

317 Skunks Misery Road, Millerton

$219,000

1009852 MLS

High on the hillside, this untouched 12.78 acre haven presents peace, privacy, and room to dream. The future home site is tucked within mature forest, creating a quiet refuge with the possibility of beautiful seasonal vistas throughout the year. Minutes from downtown Pine Plains and close to the Taconic State Parkway, it strikes the perfect balance between retreat and convenience. A deeded right of way over an existing driveway ensures easy access to this secluded private land parcel.

Mount Ross Road, Pine Plains

$170,000

1006768 MLS

Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River. Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the sanctuary where you can finally build your waterfront forever home. A Rare 5.10-Acre Connected Estate - Tucked away in the beautiful, serene town of Milan, NY, this exceptional offering combines two connected parcels to give you the ultimate layout of privacy, space, and flexibility. The Residential Foundation: A 1.30-acre residential lot (in Gallatin) serves as your perfect building cornerstone. The Natural Oasis: An adjoining 3.8-acre lot (in Milan) seamlessly expands your estate, culminating in direct, private frontage right along the banks of the Jan Kill river. Together, these parcels create a generous 5.10-acre riverfront retreat where you can hike your own woods, listen to the water flow, and let the stresses of the world completely melt away. Secluded Peace Meets Modern Convenience - While this property feels like a private forest world entirely your own, it balances deep natural peace with effortless accessibility to the very best of the Hudson Valley. Effortless Commute: Located just 3 minutes from the Taconic State Parkway, making travel a breeze. Minutes to Culture & Dining: A brief 10-minute drive brings you directly into the historic, vibrant centers of Red Hook and Rhinebeck. Spend your afternoons and evenings exploring renowned farmers markets, enjoying fine dining, and taking in local entertainment. Opportunities to own a multi-acre riverfront parcel this close to the Hudson Valley's most coveted towns are incredibly rare. Bring your architect, bring your vision, and break ground on a lifetime of beautiful memories!

Jackson Corners Road, Red Hook

$975,000

1006565 MLS

The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn’t just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines "glamping at its finest." It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. Bring your dreams, your boat, and your sense of adventure!

71 Lake Shore Road, Pine Plains

$225,000

995573 MLS

Quietly tucked along a country road in the heart of Milan, this 13.66-acre parcel offers the kind of opportunity that’s increasingly rare in the Hudson Valley. Elevated terrain with rolling hills and rocky outcroppings provides the bones for a private retreat — with potential long-range views achievable with selective clearing. Zoned A5A, the property supports residential, agricultural, and hobby farm uses. With a 5-acre minimum lot size, the parcel also lends itself to subdivision into two conforming lots — a straightforward value-add opportunity for the right buyer. Rockwalls mark off the upper border. Electric is available on Cold Spring Road. Plenty of road frontage for a driveway in. Minutes from the Taconic State Parkway and close to the villages of Rhinebeck and Red Hook, yet completely private and unspoiled. Soft rolling hills on beautiful and quiet Cold Spring Road dotted with farmhouses and horse pastures just 90 miles to NYC. Whether you’re envisioning a custom home, a homestead, a small farm, or a smart land investment, this is a compelling canvas.

Cold Spring Road, Clinton Corners

$575,000

987031 MLS

A newly subdivided 16+ acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. Owner will install fill pad for septic. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a prime location 5 minutes from Taconic , 10 minutes from Red Hook and 15 minutes to Rhinebeck and Amtrac service at Rhinecliff . NONE NICER

765 Academy Hill Road, Red Hook

$249,900

964936 MLS

Build your dream home on this Board of Health approved 6+ acre parcel, privately set on a quiet country road. Elevated and wooded, the property offers natural beauty, privacy, and a peaceful setting surrounded by mature trees. The topography lends itself perfectly to a thoughtfully designed home that takes advantage of the elevation and landscape. Whether you envision a modern retreat or a custom country residence, this property provides a stunning canvas. Conveniently located just minutes from the Taconic State Parkway, it offers the ideal balance of seclusion and accessibility — perfect for a full-time residence or weekend escape.

Quarfelt Road, Clinton Corners

$250,000

949677 MLS

BOHA approved with driveway and septic pad in place, beautiful northern views from this 21+ acre parcel in the Hudson Valley. On a private road close to Millbrook, Clinton, Rhinebeck, Stanfordville and Pine Plains. The setting is perfect for a secluded retreat, featuring a mix of approximately 20% open, tillable ground and 80% mature, wooded areas. The property is surrounded by other large parcels.

Rocky Top Way, Clinton Corners

$69,500

925697 MLS

Motivated seller for secluded vacant land surrounded on 3 sides by much larger parcels with deeded access. Columbia county parcel view will be provided for online inspection prior to onsite access.

Stove Pipe Alley, Red Hook

$325,000

909519 MLS

Beautiful 3.4 Acre Lot in Red Hook, NY – Ready for Your Dream Home! Located off Jackson Corners Rd, just minutes from both Red Hook and Pine Plains, this stunning 3.4 acre property is the perfect spot to build your dream home. Septic installed for a 3 bed approved home. Nestled in a private, cleared area off Church Road, the land features a level building pad, pond, a cleared patio adding character to the space. The property has been surveyed, and BOH approval for septic and well. With a little tree clearing or topping, you can enjoy beautiful views from your new home. This is a rare opportunity to own a prime piece of land in a desirable location. Don't miss out on this great buy – contact us today for more details! Will be updating pics as things are completed.

Lot #2 Church Rd, Red Hook

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