Pine Plains NY Real Estate & Homes for Sale

31 Properties Found

Sort Results:
1–25 of 31 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
Beds:
3
Baths:
3.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
966036
Type:
Single Family
Lot size:
1.01 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Houlihan Lawrence, Inc 518-822-0300
View additional info

ADDITIONAL INFORMATION

A large and roomy home is for sale in the charming Village of Pine Plains, NY. Situated in a residential neighborhood with views of the surrounding hills, the home sits well back from the road on a corner lot. On the first floor are two living rooms, a dining room, an eat-in kitchen, a powder room and a mudroom. Off the kitchen is a partially finished three season room and a deck. Upstairs is the primary bedroom suite, with ample closets, a large bathroom and a sitting room with a balcony. And there are two secondary bedrooms, a study that could be used as a bedroom, another bathroom and a laundry space. The basement has 10-foot ceilings and could be finished to include a gym, a games room, a workshop or any number of other uses. A well lived-in home, this house could use some updates, but a bit of refreshing will make this home shine. A solar electric system is in place. Less than two hours from Manhattan, the charming town of Pine Plains is fast becoming a magnet for those interested in food and culture and the outdoors. Home to the beloved Stissing House restaurant, the Stissing Center for the Performing Arts, Stissing Mountain and Stissing Lake, there is much to do in this lovely town and in the surrounding areas.

Beds:
3
Baths:
2.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
961375
Type:
Single Family
Lot size:
8.68 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Corcoran Country Living 845-765-4888
View additional info

ADDITIONAL INFORMATION

. To-Be-Built Luxury Estate with Infinity Pool & Panoramic Catskill Views – Pine Plains, NY. Elevated high above the valley floor with sweeping, unobstructed Catskill Mountain views, this to-be-built custom estate is a rare opportunity in the heart of the Hudson Valley. Set on an extraordinary piece of land—offering total privacy and dramatic natural beauty—this 5,000+ square foot residence is being brought to life by a renowned local luxury builder and developer. Designed for both comfort and impact, the home features a dramatic two-story great room, a chef’s kitchen with premium appliances, three statement-making fireplaces, and large, expansive windows and doors that flood the space with light while framing jaw-dropping views in every direction. This is truly an entertainer paradise, with unique conversation spaces, seamless indoor-outdoor flow, and a breathtaking infinity-edge pool set against the backdrop of the mountains. Just minutes from the charming village of Pine Plains, you’ll enjoy access to Main Street’s boutique shops, a vibrant arts scene, and world-style dining—including the celebrated Stissing House. Close to the Taconic State Parkway and 2 hrs. from Manhattan. House is still in framing phase.  The time is now to work directly with the builder to choose finishes and selections. This luxury home builder and team will work directly alongside you through the entire process. Whether you’re looking for a full-time residence, weekend escape, or luxury investment, this one-of-a-kind mountaintop retreat offers a lifestyle few will ever experience.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,202
Status:
Active
MLS#:
20260580
Type:
Single Family
Lot size:
5 Acres
Year built:
1870
A broker reciprocity listing Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

132 Decker Road is a stunning Gothic Revival farmhouse of classic proportions. Built c1820 and set on five acres surrounded by 100 acres of protected land, the property includes a swimming pond and pastoral farmland views. The location in southern Columbia County is noteworthy for its lovely neighboring estates and quiet, tucked-in country roads. Hudson and Stissing House are both closeby. Inside, original details abound-- wide-plank floors, hand-hewn beams, and uncharacteristically high ceilings for a house of this age. The country kitchen has a Viking range, SubZero refrigerator and an indoor parilla for grilling over an open flame. The large and lightfilled living room is anchored by a wood burning fireplace, and you'll find a formal dining room & large study on the first floor. Upstairs there is a lovely primary suite with a full bath and a walk-in closet. Down the hall you'll find three additional bedrooms and a second full bath. The attic space has been finished for creative work and leaves room for future possibilities. Outside, the magic continues with a spring-fed swimming pond, dock and rowboat, meadows, private trails, and a huge barn-like garage that could easily be converted into a guest cottage, studio, or gym. 132 Decker is a fabulously authentic farmhouse, beautifully maintained in the original farmhouse tradition, sweet as can be and less than two hours from NYC and 20m to Amtrak.

Beds:
7
Baths:
4.00
Sq.Ft.:
5,481
Status:
Active
MLS#:
947632
Type:
Single Family
Lot size:
246 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-677-6161
View additional info

ADDITIONAL INFORMATION

Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and year-round usability. The property features a total of 33 stalls across three well-equipped barns. The Morton barn includes 12 stalls along with a wash stall, tack room, bath, and a large one-bedroom apartment. The main barn provides 15 stalls, including box stalls, and is complemented by a feed room, office, workshop, and medical room. The tractor barn offers six additional stalls, and automatic waterers are positioned throughout the fields to support daily operations. Residential accommodations include a main house and two three-bedroom cottages, offering flexible living arrangements for owners, staff, or guests. The property is supported by four wells, multiple septic systems, oil fired forced hot air heating, and generator hookups with gas generators, ensuring reliable service throughout the farm. One of the most distinguishing features of Cedar Ridge Farm is its exceptionally flat topography—an uncommon asset in this region that makes the land ideal for a variety of equestrian uses, including the potential development of regulation size polo fields. While the property is not eligible for subdivision, it does include a designated homesite for future construction. Cedar Ridge Farm presents a rare opportunity to own a fully equipped, largescale equestrian property in one of the Hudson Valley’s most established and desirable horse communities. It combines functionality, beauty, and long-term potential, making it an outstanding offering at the highest level of the market.

Beds:
10
Baths:
7.00
Sq.Ft.:
6,994
Status:
Active
MLS#:
953909
Type:
Single Family
Lot size:
9.59 Acres
Year built:
1830
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-677-6161
View additional info

ADDITIONAL INFORMATION

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on 9.6 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry, powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, and ample storage. Other buildings include a barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,298
Status:
Active
MLS#:
935789
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1845
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-473-9770
View additional info

ADDITIONAL INFORMATION

Welcome to the Historic Town of Pine Plains! This completely renovated three bedroom home on a quiet country road will delight and intrigue you. The home dates back to the early 1900's and some of the original characteristics have been left in tact. This is most assuredly Old World Charm meets Modern Convenience. One bedroom on the first floor attached to the Sunroom, will work for a great Flex space, while the Primary bedroom upstairs with the large walk in closet is situated nicely near the additional upstairs bedroom. The hard wood floors, rustic ceiling beams and details of the handrail and doorknobs meld beautifully with the updated kitchen and bath finishes this builder has chosen. The Town of Pine Plains has been labeled by some as the Secret Gem of Dutchess County, dating back to the early 1700's. Stissing House, The Clock Tower, The Graham-Brush House, are just a few that will entice Historians. For outdoor enthusiasts you'll find a hike thru Thompson Pond Preserve, up Stissing Mountain and the Fire Tower or fishing and kayaking on Stissing Lake to be a fun day. The Stissing Center hosts various performances and events, and the Mashomack Polo Club allows spectators during their events. From Bootleggers to Opera singers, the area's history has evolved into what makes this quaint town in Northern Dutchess County a must see experience. Some photos virturally staged.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,040
Status:
Active
MLS#:
924504
Type:
Single Family
Lot size:
0.45 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Corcoran Country Living 845-876-6676
View additional info

ADDITIONAL INFORMATION

A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,888
Status:
Active
MLS#:
896461
Type:
Single Family
Lot size:
57.44 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Corcoran Country Living 845-677-0505
View additional info

ADDITIONAL INFORMATION

Expansive 55+ Acre Multi-Home Compound. A rare opportunity to own a one-of-a-kind compound set on 57.44 private, picturesque acres—ideal for multi-generational living or a unique investment. The main residence offers 1,888 square feet of rustic charm and comfort, featuring 4 bedrooms and 2 full baths. Enjoy cozy evenings in the living room with pegged oak floors, pine paneling, and a classic brick wood-burning fireplace. The kitchen and dining area showcase more pegged oak flooring, a Vermont Castings woodstove, and seamless flow for everyday living or entertaining. A covered front porch invites you to relax and take in the peaceful surroundings. A second home on the property offers added flexibility with 4 bedrooms, 2.5 bathrooms, and a living room with its own fireplace—perfect for guests or rental income. For hobbyists or entrepreneurs, the 120’ x 60’ heated barn is a standout feature. Additional structures include a generator building, a charming red saltbox 2-car garage with high ceilings, insulation, and dual automatic door openers, plus a 3-car garage with a gambrel roof and spacious second-floor storage. This versatile compound offers a rare blend of privacy, infrastructure, and acreage —ready to support your lifestyle, business ventures, or creative vision.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,103
Status:
Active
MLS#:
885787
Type:
Single Family
Lot size:
19.07 Acres
Year built:
2023
A broker reciprocity listing Courtesy: William Raveis Lifestyles Rlty 860-868-0511
View additional info

ADDITIONAL INFORMATION

Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a south-facing rise along the Shekomeko Creek, this newly constructed home is a serene, sophisticated sanctuary just two hours from New York City. A bold fusion of modern, industrial, and eclectic design, the residence offers over 4,700 square feet of light-filled, open-concept living on one level, including 3,057+/- sq ft main house, a stunning 1,046+/- sq ft attached greenhouse-conservatory that brings year-round indoor-outdoor living to life and a 1,423 sq ft +/- heated garage/studio/guest apartment. Every detail was curated with intention; from yaki sugi siding and a metal Kemper roof to polished concrete floors and walls of glass that frame unspoiled views of nature. The heart of the home features a bespoke chef's kitchen with live-edge shelving, custom cabinetry milled from trees on the property, concrete countertops, a butler's pantry, and a beverage bar. Double primary suites offer en suite wood burning stoves, spa-like baths with cast iron tubs, Italian tile, and handcrafted metal vanities. Both are complimented by airy bathrooms with natural light and industrial fixtures.A gas fireplace in the ample living room, vaulted ceilings, clerestory windows, and art lighting throughout create a harmonious blend of warmth and style. This is a home designed not just to live in, but to live fully. Outside, the entire 19-acre estate is bordered by classic white 4-board oak fencing, ensuring both privacy and visual continuity. A one-acre, 10-foot-deep pond and expansive flat pastures make this a dream property for equestrians, polo enthusiasts, hobby farmers, or anyone seeking a deep connection with the land. Zoned as a horse farm within an agricultural district, it offers rare potential for animal lovers and breeders alike. Car collectors and creatives will appreciate the oversized, fully heated garage and studio space outfitted with track lighting, storage, and the flexibility to serve as an art gallery, workshop, or one-bedroom apartment. With a 3,000 sq ft unfinished basement, covered porches, multiple patios, and estate management partners already in place, the property is as functional as it is inspiring. Additional features include an Endless Pools heated performance pool in greenhouse. The home has a sustainable, passive solar design and was constructed to allow for a future living roof/rooftop deck. New well, septic, and underground utilities. Energy-efficient systems throughout. Surrounded by horse farms and wildlife. Just minutes from the town center and Mashomack Polo Club. Whether you're an artist, gardener, equestrian, or collector, this unique Hudson Valley estate delivers a modern lifestyle without compromise. Offered for the discerning buyer seeking privacy, sophistication, and natural beauty in equal measure.

Beds:
6
Baths:
8.00
Sq.Ft.:
12,418
Status:
Active
MLS#:
882588
Type:
Single Family
Lot size:
170 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-677-6161
View additional info

ADDITIONAL INFORMATION

First time on the market! This magnificent 170-acre Modern Adirondack-styled estate near Millbrook, designed by architect Lloyd Taft, features a main house and three elegant guest cabins. Built by a third-generation builder of camps in upstate New York and the Thousand Islands, the cabin serves as the centerpiece of the compound. Meticulously maintained and tailor-made for year-round recreation, the property offers spectacular panoramic views of the Catskills and Taconic Hills from sunrise to sunset. With hand-hewn luxury reminiscent of Ralph Lauren’s aesthetic, the log-and-stone main residence features wraparound porches, a great room with a dramatic stone fireplace, a chef’s eat-in kitchen with Sub-Zero and Wolf appliances, a media room, a billiard room, and a luxurious primary suite with a fireplace and sunset terrace. The main house can accommodate ten people. Each of the three guest cabins, connected by a breezeway, features a fireplace, stone shower, kitchenette, and porch. In total, the guest quarters can accommodate twelve. Incredible amenities include a triple-height sports barn with an indoor sport court featuring pickleball, basketball, badminton, volleyball, a full gym, and a bonus arcade area. In addition, the sports barn can easily be converted into a large-format home theater. Additional outdoor features include an elevated paddle/pickleball court, a fillable freshwater swimming hole, a stocked pond, a full football/soccer field, six heated wildlife-watching perches, hiking trails, and an orchard with apples, peaches, sweet and sour cherry trees, blueberries, raspberries, and a cutting garden with a firepit. The compound also includes a party barn, a fish and game room, a separate office, and a grassy courtyard for croquet, bocce, and picnics. Ninety acres are professionally farmed by a local farmer. Ideally located close to Metro-North, Mashomack Preserve and Polo Club, Tamarack Preserve Club, and Orvis Sandanona, as well as the towns of Millbrook, Millerton, Pine Plains, Rhinebeck, and more. Unmatched privacy and resort-style living in the heart of the Hudson Valley.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,709
Status:
Active
MLS#:
880499
Type:
Single Family
Lot size:
15.33 Acres
Year built:
1900
A broker reciprocity listing Courtesy: George T Whalen Real Estate 845-677-5076
View additional info

ADDITIONAL INFORMATION

Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office, and a full bathroom off the hallway. There is also a walk up attic. Off the rear of the house, there is a workshop and several period barns. The property consists of two parcels; the house and barns on 10 acres plus an additional contiguous 5 acre vacant parcel. The land is lovely, with rolling hills and views of Stissing Mountain. This farm is less than two hours from New York City, convenient to Mashomack Preserve and minutes to the Pine Plains town center where you will find shops and restaurants, including the Stissing House Restaurant as well as the Stissing Center for Arts & Culture. For outdoor adventuring, nearby Stissing Lake and Stissing Mountain Hiking Trails are sure to please. A wonderful property for a new owner to bring back to life.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
157006
Type:
Single Family
Lot size:
0.5 Acres
Year built:
2001
Courtesy: Dutchess Country Realty, Inc. 518-789-6185
View additional info

ADDITIONAL INFORMATION

Whether for starting out retirement or weekend use, 48 Woodside Street is an efficient, move-in-ready home. Pine Plains offers a number of attractions from fine dining at the Stissing House, or a relaxing kayak paddle on Thompson Pond. Nearby hiking trails offer options such as the Stissing Fire Tower, a challenging local favorite, and the Thompson Preserve an easy woodland stroll around a protected sanctuary. Additionally, the Lions Club Park provides a recreation field, frontage on Thompson Pond a with swimming area. Woodland Street is part of a network of streets ideal for walking and is close to the Pine Plains School's track and fields.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
156574
Type:
Single Family
Lot size:
1.52 Acres
Year built:
1920
Courtesy: Compass Greater NY LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

1220 Hunns Lake Rd is perfect as a full-time family home or a weekend escape, ideally located for both tranquility and convenience. This charming early 1900's farmhouse in the serene Shekomeko Valley offers 4 bedrooms, 2 bathrooms, and 1,344 square feet on 1.52 bucolic acres. The property boasts views of the surrounding countryside and stunning sunsets. Enter the home through the light-drenched wraparound enclosed porch: on the first floor, find a large mudroom adorned with custom wallpaper, full bath, and a spacious kitchen that's wonderful for entertaining. A large dining and living room with wood burning fireplace has French doors that open onto a patio - perfect for al fresco dining. Off of the living room is a cozy family room. Upstairs, you'll find 4 bedrooms and a full bathroom. Original and reclaimed hardwood floors throughout this updated, light-filled country home, which offers Central AC and basement laundry. Outside, a vegetable garden, clawfoot tub, roses, peonies, and plenty of space to picnic with a view.Nature lovers will appreciate the short walk to Wethersfield, where you can explore some of the most beautiful walking trails in the Hudson Valley, while the property itself is landlocked by the Dutchess Land Conservancy, ensuring privacy and natural beauty. Enjoy your own private trail through the woods to a magical clearing with 360 degree Hudson Valley views. Most desirable location for anyone seeking Hudson Valley landscape with convenience to surrounding areas: 2 hours from Manhattan, 10 minutes from Stissing House, 15 minutes from Millbrook, Millerton, and Amenia, 20 minutes from Sharon, CT and Rhinebeck, and minutes from Dutchess Day School, Indian Mountain School, and the prestigious Millbrook School. Available for viewings today!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
156783
Type:
Single Family
Lot size:
0.45 Acres
Year built:
1962
Courtesy: REO Edge, LLC 914-262-3919
View additional info

ADDITIONAL INFORMATION

Welcome to 6 Carla Terrace! This 4-bedroom ranch nestled on a quiet tree lined cul-de-sac is well situated on nearly a half-acre level lot featuring a large private driveway for multiple vehicles. The dining area features sliding glass doors to the rear deck. Conveniently located just a short distance to downtown Pine Plains and its great shops, restaurants, schools, and of course, the Stissing Center for Arts and Culture. Pine Plains is within easy driving distance to the Berkshires, and all the best that Dutchess and Columbia counties have to offer. The full unfinished basement with its high ceilings offers many possibilities. While this home could benefit from TLC, it presents a tremendous opportunity. Blink... and it will be gone.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,336
Status:
Active
MLS#:
156736
Type:
Single Family
Lot size:
4 Acres
Year built:
1968
Courtesy: Barns & Farms Realty, LLC 518-822-0226
View additional info

ADDITIONAL INFORMATION

Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on a7+cres in Hamlet zone. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Back on market after buyer couldn't qualify for mortgage.Easy to show unoccupied. Easy subdivision for 4acs with house and 3 acre vacant lot.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,802
Status:
Active
MLS#:
156109
Type:
Single Family
Lot size:
10.51 Acres
Year built:
1750
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

On just over ten acres of rolling hillside and pasture sits this quintessential Hudson Valley farmhouse. The oldest section of the home dates back to the mid 1700's, quite early for this region, while the Federal Style facade and front rooms were added c1850. The combination is striking the back of the house is both quaint and cozy, while the front of the home has high ceilings, big six-over-six windows and light filled spaces. The kitchen was a 2017 renovation the sink perfectly placed to overlook the Roeliff Jansen Kill, which borders the property and is stocked with brown trout by the New York DEC each spring. There is also a very fine swimming hole that remains deep even when the waters run low! Rhododendrons border the front porch and bloom in early Spring, cueing the return of summer, and the hydrangeas lining the front farm fence wait just a bit longer until the weather turns. By then, the wraparound screened in porch has become the place you spend most of your time, overlooking the water and surrounding hillsides. Inside, the house lives comfortably. The large kitchen was custom built by a local carpenter with inset cabinetry, new windows, a gas range and two sinks. The large, inviting island sits five. The wideboard floors are original. The dining room and family room sit side by side, with a fireplace at the far end and two sets of french doors leading outside. There is a half bath and mud room with radiant heated floors at the very back of the house, and the back door leads out to the run-in,'' an attached barn-like structure used for storage. At the front of the house you'll find a wood-paneled office with extensive built ins and the living room light, bright and airy. There are two bedroom wings, accessed via separate staircases. The back guest wing has two lovely bedrooms and a full bath. The front wing has three bedrooms and a full bath. The house has been lovingly cared for and thoughtfully updated over the current owner's 10+ year stewardship, with many updates, most recently a brand new boiler in 2025. The land has been certified organic and was most recently grazed and hayed by a favorite local dairy farm. Silvernails Farm is both whimsical and practical, a house built with integrity and a rare eye for aesthetics and proportion. 2h to NYC, 20m to Hudson and most importantly just 5m to Stissing House.

Beds:
9
Baths:
11.00
Sq.Ft.:
9,000
Status:
Active
MLS#:
155003
Type:
Single Family
Lot size:
206.41 Acres
Year built:
2010
Courtesy: William Pitt Sotheby's Interna 845-677-9822
View additional info

ADDITIONAL INFORMATION

A long driveway leads to this imposing Greek Revival style house set high on a hill on 200 + acres of prime land overlooking Hudson Valley's farm country. Open fields and woodland with1600' of frontage on the Roeliff Jansen Kill. The house has 9000 sq ft with 12' ceilings throughout, large areas for entertaining, surrounding balconies for summer living and a 5000 bottle wine cave. The kitchen features a wood fired oven and the bathrooms are Carrera marble. Interior walls are plaster. All fittings and materials are of the highest quality. 9 bedrooms ensuite each with a view of the surrounding countryside. Just 2 hours north of New York City.

Beds:
4
Baths:
2.00
Sq.Ft.:
3,072
Status:
Active
MLS#:
154156
Type:
Single Family
Lot size:
0.47 Acres
Year built:
1903
Courtesy: Houlihan Lawrence Inc. 518-822-0300
View additional info

ADDITIONAL INFORMATION

You wanted charm? You got it! This vintage 1903 village home in Pine Plains, NY formerly served as both the town pharmacy and library, and many of the bookshelves and all the quaint apothecary drawers remain intact. The large 3000sq foot home on a nicely landscaped yard of nearly a half an acre is filled with period details: wooden moldings, original door knobs and intricate iron hardware, a beautifully carved mantelpiece, and several built-ins. And, protected by carpeting for decades, there are beautiful wood floors throughout. Entered from either of two shady covered porches, the first floor has a living room (the former pharmacy), library, dining room, laundry room, powder room and an eat-in kitchen with a spacious mudroom attached. Upstairs there are four bedrooms, a study, and a full bath with a spacious walk-in closet. There's a walk-up attic that can be used for storage or finished off as additional living space. In the basement is a quite new furnace and a brand-new oil tank. While the house is in move-in condition, a bit of thoughtful updating of kitchen and baths will make the home really shine. Outside, the entirely fenced-in yard has gardens, a wide-open lawn perfect for entertaining and games, and a spacious barn that serves as a garage and workshop and has a large second floor that could become as an artist's studio or creative workspace. Steps away from popular local restaurants and the Stissing Center for the Arts, this property is right in the heart of this up-and-coming town. Less than two hours from Manhattan and close to hiking, biking, farmers' markets and antique centers, Pine Plains is an easy drive to the nearby towns of Millbrook, Rhinebeck, Millerton and Hudson. Come and see this place and make it your own!

Beds:
5
Baths:
5.00
Sq.Ft.:
5,935
Status:
Active
MLS#:
153621
Type:
Single Family
Lot size:
28.9 Acres
Year built:
2023
Courtesy: Four Seasons Sotheby's Int. 845-757-5000
View additional info

ADDITIONAL INFORMATION

Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape Architects to create a one-of-a-kind living experience. Using sustainable natural materials & state-of-the-art building technology, High View Farm is a perfect synthesis of contemporary modernism & rural barn. Working primarily with local artisans, they have created the ultimate combination of comfort & understated luxury. Relying on the endless power of the sun & the constant, cool temperature of geothermal energy they've realized a passive, architecturally-inspired EcoLux compound that will excite and endure for generations. The 5900 sf, 5 BR/5 BA main house has 3 primary suites and 2 additional ensuite guest rooms. The baths are all appointed with Waterworks fixtures & custom cabinets. The bedrooms, all with spectacular views, are generously proportioned with custom millwork closets with oak interiors. The kitchen is a chef's dream with an AGA Mercury induction stove, a Thermador fridge, an appliance pantry, 2 dishwashers, full butler's pantry with wine refrigeration, and a Miele integrated coffee system. The great room has a masonry fireplace & dining for 14 people. The ground floor has a Tonal Smart personal training machine, free weights, a yoga/stretching area, surround-sound cinema, and a cedar sauna. The piece-de-resistance is the four season indoor/outdoor room with a wood-burning fireplace-a dream for entertaining in a country home. The 50x11ft. saltwater gunite infinity pool, w/sun-shelf & tub spa, overlooks Stissing Mtn. and has a pool house with a live green roof, full kitchen & bath, & lounge/sleeping area. It's united to the pool by floor-to-ceiling sliding glass panel doors running the length of the pool. A lovely fire pit area for cooler summer & autumn evenings is just past the pool and up the ridge from the built-in BBQ. Closer to the main house, with its own wood-burning built-in BBQ, is the Maple Grove; another idyllic outdoor moment for more elaborate summer parties & alfresco dining.More marketing remarks in "directions to property" field.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
153445
Type:
Single Family
Lot size:
0.68 Acres
Year built:
1820
Courtesy: Houlihan Lawrence Inc. 518-822-0300
View additional info

ADDITIONAL INFORMATION

A quaint antique home is for sale in Gallatinville, NY. This rare 1820 home on .68 acres in a quiet hamlet is loaded with quirky charm. With vintage wallpaper, lots of built-in cabinets and bookshelves, the 3-bedroom 1-bath house is as homey as they get. From the glassed-in porch, you step into a cozy entry hall / office, then into a large dining room. The country kitchen and comfortable living room with wood burning fireplace insert are off the dining room, and the bathroom is on the ground floor too. Upstairs are three bedrooms and a sitting area that can be converted to a bath or furnished as a library or study. In the shade of the large trees surrounding the house are a patio, an old root cellar, a stone barbecue and, in a sunny spot part of the property, a raised bed vegetable garden. A two-car garage is tucked into the hillside and there's ample parking for additional cars. Once lovingly landscaped, this property has been little-used for a couple of years, but a little care will bring the gardens back to life. And there are seasonal views of the Roeliff Jansen Kill across the road. Come check it out!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,820
Status:
Active
MLS#:
H6311772
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-752-8763
View additional info

ADDITIONAL INFORMATION

Adorable 3-bedroom ranch ready for you to move in. Ideal for First-time home buyers or anyone tired of paying rent. Bright eat in kitchen, living room with fireplace. door that leads out to large back yard. Close to schools, Village of Pine Plains and TSP. County living at its best. Additional Information: HeatingFuel:Oil Above Ground,

Beds:
4
Baths:
3.00
Sq.Ft.:
3,200
Status:
Active
MLS#:
420088
Type:
Single Family
Subdivision:
Gallatin
Lot size:
228.3 Acres
Year built:
2011
A broker reciprocity listing Courtesy: CORCORAN COUNTRY LIVING ML 845-677-0505
View additional info

ADDITIONAL INFORMATION

Quintessential Hudson Valley Farmhouse. Nestled at the end of a country road in Gallatin overlooking your own stocked fishing pond, is this storybook setting with 228.3 acres of privacy. The home was newly constructed in 2011 from the original c.1787 homestead keeping some of the original details in a few rooms. A modern great room with soaring 14' beamed ceilings and a stone fireplace is the focal point of the house. A screened porch off the kitchen expands the space for summer evenings to dine. There is a primary suite on the first floor plus an additional bedroom, full bath and foyer. Upstairs, are two bedrooms and a full bath with one of the bedrooms having the original pine floors, wood paneling and beams. A detached oversized 2+ car garage/barn has many possibilities. Hardie Board siding, efficient utilities, A/C, and a whole house generator add to the appeal of this property. Delight in the peace and serenity this property offers with trails throughout the woodlands. Just 15 minutes to Pine Plains, 25 minutes to Rhinebeck, 2.5 hours to NYC and easy access to the Taconic State Parkway. Subdividable. Additional land available.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
419680
Type:
Single Family
Subdivision:
Pine Plains
Lot size:
0.53 Acres
Year built:
1955
A broker reciprocity listing Courtesy: THOMAS ZENGEN LIC RE BKR PI
View additional info

ADDITIONAL INFORMATION

Enjoy one level living in this cute ranch on a nice corner, quiet lot. Beautiful landscape. Fantastic opportunity to live in the picturesque village of Pine Plains. Walk to Stissing Lake and the Thompson Nature Preserve. Near all the amenities. Excellent starter or retirement home, freshly painted throughout. Nice level yard for a garden, family, pets and entertaining! Walk to library, community center, shops, restaurants, post office, and recreational areas and trails. An outdoor enthusiast's heaven! Come enjoy the lovely landscape, mountains, lakes and neighbors of Pine Plains! You will be impressed.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,974
Status:
Active
MLS#:
419261
Type:
Single Family
Subdivision:
Gallatin
Lot size:
28.5 Acres
Year built:
1980
A broker reciprocity listing Courtesy: CORCORAN COUNTRY LIVING ML 845-677-0505
View additional info

ADDITIONAL INFORMATION

Fly into this private, hilltop country estate with its own airstrip. This five bedroom, five and one half bath home has stunning bucolic views to Stissing Mountain and provides a layout that has an airy and elegant ambiance. The cathedral living room is centered around a soaring stone fireplace and leads to a cozy library and the formal dining room. Top of the line appliances, marble countertops, and a large butcher block clad island create the perfect chef's space. French doors from the eat-in kitchen and family room lead to a terrace with fireplace and Argentinian grill for al fresco dining. Upstairs, is the primary suite with balcony overlooking Stissing Mountain. An additional four bedrooms and three full baths are also on the second floor. The lower level offers laundry, an office and a full bath. Adding to the allure of this property is a 20' x 45' heated, gunite pool with a guest/pool house and a Har-tru tennis court. The guest/pool house features an additional loft bedroom, bath, kitchen and a gym with sauna. A fully stocked pond, garden and beautiful grounds on the 28.5 acres makes this the ideal place to unwind and enjoy the solitude of this property. Located just minutes to the quaint town of Pine Plains.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
418975
Type:
Single Family
Subdivision:
Pine Plains
Lot size:
3.81 Acres
Year built:
2003
A broker reciprocity listing Courtesy: BHHS HUDSON VALLEY PROPERTIES FK
View additional info

ADDITIONAL INFORMATION

Beautifully designed custom built 3 bedroom 2.5 bath home with pastoral views is reminiscent of a converted barn with modern amenities. This spacious home built in 2003 is full of special features and little details throughout its flowing design. A sizable custom kitchen presides in the center of the home and is any cook's dream, with large windows offering natural light and panoramic views as a backdrop and highlighting the antique beams in the cathedral ceilings throughout the home. Massive barn doors, hardwood floors, bonus loft space and built ins add to the home's unique touches. Making this even more desirable is the home's expansive first floor garage and workshop boasting room for 3+ cars and extra tall ceilings, allowing for the space to be outfitted for any enthusiast's needs and wants. With upgraded electrical capacity and radiant heating system, this property has plenty of opportunity for additional customizations. Sitting atop a lovely 3 acres parcel, this property is just minutes from the charming and historic hamlet of Pine Plains and area attractions. With so much to offer, you will not want to miss your chance to experience this property.

Refine Property Search
Page 1 | 2 of 2    Prev | Next
1–25 of 31 properties displayed
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Pine Plains 12567 Real Estate

Pine Plains is located in New York. Pine Plains, New York 12567has a population of 2,140. Pine Plains 12567 is less family-centric than the surrounding county with 17.78% of the households containing married families with children. The county average for households married with children is 29.92%.

The median household income in Pine Plains, New York 12567 is $67,212. The median household income for the surrounding county is $87,112 compared to the national median of $69,021. The median age of people living in Pine Plains 12567 is 51.4 years.

Pine Plains Weather

The average high temperature in July is 82 degrees, with an average low temperature in January of 13.7 degrees. The average rainfall is approximately 45.6 inches per year, with 51.9 inches of snow per year.

Pine Plains Map

Pine Plains Real Estate Market Conditions

  • Median sales price

    $575,000
    14%
    change since last quarter
  • # Active listings

    49
    30-day change

Pine Plains Schools and Demographics

Education near Pine Plains, NY

City County
High School Graduates 89.59 91.53
College Degree - 2 year 8.56 10.4
College Degree - 4 year 28.26 37.67
Graduate Degree 7.64 13.56
Expenditures per Student 28,380 28,380
Students per Teacher 12.5 12.5

Elementary Schools near Pine Plains, NY

Grades Students P/T Ratio ZIP
Chancellor Livingston Elementary School KG - 05 442 12.9 12572
Cold Spring Early Learning Center KG - 02 195 12.2 12581
Mill Road-Intermediate Grades 03 - 05 400 14.4 12571
Mill Road-Primary Grades KG - 02 378 11.8 12571
Seymour Smith Intermediate Learning Center 03 - 05 198 11.7 12567
Webutuck Elementary School PK - 03 267 14.8 12501

Middle Schools near Pine Plains, NY

Grades Students P/T Ratio ZIP
Bulkeley Middle School 06 - 08 271 14.3 12572
Eugene Brooks Middle School 04 - 08 277 19.8 12501
Linden Avenue Middle School 06 - 08 480 13.6 12571
Stissing Mountain Middle School 06 - 08 226 13.3 12567

High Schools near Pine Plains, NY

Grades Students P/T Ratio ZIP
Red Hook Senior High School 09 - 12 663 11.9 12571
Rhinebeck Senior High School 09 - 12 390 14.3 12572
Stissing Mountain High School 09 - 12 302 12.6 12567
Webutuck High School 09 - 12 223 13.8 12501

Ungraded Schools near Pine Plains, NY

Grades Students P/T Ratio ZIP
Red Hook Residential Center 07 - 10 10 12571

Demographics near Pine Plains, NY 12567

Zip Code City
Neighborhood Type Small town
Population 2,140 296,012
Population Density 70 372
Median Age 51.4 42.5
People per Household 2.4 2.5
Median Household Income 67,212 87,112
Average Income per Capita 36,378 44,800

Real estate near Pine Plains