Homes for Sale near Stissing Mountain High School

• 

  

  

  /15

  $1,995,000

  • Land
  • 150.48 Acres
  • $13,258 per Acre

  1533-1539 Route 83, Pine Plains, NY 12567

  Discover a rare 150-acre estate in one of the Hudson Valley’s most coveted farmland corridors. This property offers a private building site accessed by a scenic driveway and showcases the best of Hudson Valley living where nature meets luxury. Enjoy panoramic views of protected farmland, Shekomeko Creek, and wooded mountains. Surrounded by conservation land, this estate ensures lasting privacy

  John Panzer Elyse Harney Real Estate

  1533-1539 Route 83, Pine Plains, NY 12567
• 

  

  

  /27

  $795,000

  • 1 Bed
  • 2 Baths
  • 1,200 Sq Ft

  283 Willow Glen Rd, Red Hook, NY 12571

  Tucked into the woods on three completely private acres, this architecturally striking, custom-built retreat is more than just a home — it’s an experience. Constructed with steel and glass, the design invites nature in at every turn, with clean lines, floor-to-ceiling windows, and a seamless indoor-outdoor connection that transforms with the seasons. The main level offers an open, sun-filled

  Lindsay Rothman Compass Greater NY LLC

  283 Willow Glen Rd, Red Hook, NY 12571
• 

  

  

  /10

  $1,900,000

  • Land
  • 82.82 Acres
  • $22,941 per Acre

  15 Snyderville Rd, Livingston, NY 12523

  This magnificent 82-acre parcel of untouched land, set on the breathtaking North Lake of Elizaville’s Twin Lakes, is an extraordinary opportunity for a discerning buyer. With 750 feet of pristine lake frontage and a wooded landscape, the property offers endless potential for a luxury lakefront estate or development. Located just minutes from Hudson and Millerton, this private sanctuary is perfect

  Jonathan Berry Upstate Down

  15 Snyderville Rd, Livingston, NY 12523
• 

  

  

  /14

  $390,000

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  34 Cottonwood Rd, Elizaville, NY 12523

  Charming 1940 Twin Lakes CottageTucked among mature trees in the peaceful Twin Lakes community, this inviting 2-bedroom, 1-bathroom cottage offers 1,250 square feet of comfortable living space. Built in 1940 and thoughtfully updated, it maintains its charm while providing modern comforts. With access to the lake just moments away, it's an ideal retreat for nature lovers and outdoor

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  34 Cottonwood Rd, Elizaville, NY 12523
• 

  

  

  /20

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 3,360 Sq Ft

  216 North Rd, Red Hook, NY 12571

  ?? 216 North Rd, Red Hook, NY 12571 Offered on 119 Acres – A Rare Hudson Valley Retreat Experience the best of country living on this stunning 119-acre estate bordering a state park, offering endless opportunities for outdoor recreation and peaceful privacy. This completely renovated 4-bedroom, 2-bath home combines modern comfort with the beauty of nature. Every detail has been updated — move-in

  Bill Flood Houlihan Lawrence Inc.

  216 North Rd, Red Hook, NY 12571
• 

  

  /22

  $299,900

  • 3 Beds
  • 2 Baths
  • 3,841 Sq Ft

  6099 New York 82, Stanfordville, NY 12581

  This Versatile Pre War era building enables one to Live and Work in the same space or gain income from rent. The 3 Bedroom, 2 Bath Duplex is flooded with natural light and has hardwood floors throughout the large Living room, a modern eat in Kitchen has plenty of cabinetry and good workspace. There is also a full bath and laundry on the main level. Upstairs you will find 3 good sized Bedrooms, a

  Catherine Mondello Mondello Upstate Properties

  6099 New York 82, Stanfordville, NY 12581
• 

  

  /36

  $699,000

  • 7 Beds
  • 5 Baths
  • 4,353 Sq Ft

  2 Hunns Lake Rd, Stanfordville, NY 12581

  Calling all investors! A great opportunity to acquire an income-producing asset with value-add potential, featuring two buildings on one parcel in the heart of Standfordville. The site is over an acre with great frontage on NYS Rt 82. This property has four units consisting of one vacant space that was used as a commercial office in years past (with potential for residential conversion), and

  Ryan Arket Compass Greater NY, LLC

  2 Hunns Lake Rd, Stanfordville, NY 12581
• 

  

  /45

  $4,250,000

  • 6 Beds
  • 4.5 Baths
  • 4,208 Sq Ft

  570 Pumpkin Ln, Clinton Corners, NY 12514

  Sited on one of the most beautiful parcels in the Hudson Valley, this idyllic estate on a quiet country lane offers endless possibilities with the features of a mini-resort. Set on a knoll overlooking a gorgeous, spring-fed pond complete with gazebo, swing and swim-up dock, this historic country retreat includes the circa 1860 main house, a separate guest apartment with views of an additional

  Kyle Irwin Corcoran Country Living

  570 Pumpkin Ln, Clinton Corners, NY 12514
• 

  

  /30

  $600,000

  • 3 Beds
  • 3.5 Baths
  • 2,442 Sq Ft

  322 Arcadia Dr, Ancramdale, NY 12503

  Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch,

  Jennifer Capala William Pitt Sothebys Int Rlty

  322 Arcadia Dr, Ancramdale, NY 12503
• 

  

  /4

  $350,000

  • 5 Beds
  • 4 Baths
  • 4,128 Sq Ft

  966 S Anson Rd, Stanfordville, NY 12581

  A property full of possibilities for the right buyer — transform this property into something special. This property is currently uninhabitable and has been classified as a tear-down by the town, making it ineligible for traditional financing. The property includes a horse barn/studio; however, it is not a legal dwelling and has no current Certificate of Occupancy. The septic system is on site

  Emmanuel Heredia Keller Williams Realty NYC Grp

  966 S Anson Rd, Stanfordville, NY 12581
• 

  

  /18

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  57 Mountain View Dr, Elizaville, NY 12523

  Freshly renovated 3 bedroom/2 bath cape on just under an acre in the Elizaville/Twin Lakes area. This light filled home features a new, spacious eat-in kitchen, living room with built-ins and direct access to a three season sunroom, 2 bedrooms and a full bath with laundry on the first floor. The second floor includes a large bedroom with skylights and a full bath. Hardwood floors throughout. Full

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  57 Mountain View Dr, Elizaville, NY 12523
• 

  

  /15

  $519,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  618 Bean River Rd, Pine Plains, NY 12567

  PINE PLAINS 2-3 LOT DEVELOPMENT, 15+ acres for Family Compound or upscale development between Pine Plains Village and Millerton on quiet road off Route 199. Or buy the1400 SF 2BR/2BA RANCH with new well on 7+ acres for 385,000. Included is additional approved 8 acre building lot with approved septic design. Additional adjoining 4 acre building lot available for 139,000. Easy to show unoccupied.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
• 

  

  /47

  $2,290,000

  • 6 Beds
  • 5 Baths
  • 3,352 Sq Ft

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581

  A Storied 1798 Farmhouse Between Millbrook & Rhinebeck Set at the end of a long, graceful gravel drive and surrounded by large estates and protected land, The George is a timeless 1798 farmhouse quietly nestled on 7.2 serene acres in the heart of the Hudson Valley. Beautifully framed by towering old-growth trees, gently rolling lawns, and a freshwater pond, this historic property offers a rare

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581
• 

  

  /25

  $885,000

  • 5 Beds
  • 3.5 Baths
  • 5,650 Sq Ft

  19 Friendship Ln, Red Hook, NY 12571

  Welcome to your private oasis and come enjoy this 3 bedroom 2.5 bath Colonial situated on 5 plus acres. The home also features an in law unit above the garage which has 2 additional bedrooms, a full bathroom, a galley kitchen and open living room. The home is very close to the Taconic State Parkway and US Rte 199 making it an easy drive to anywhere. The town of Red Hook boasts vibrant shops and

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  19 Friendship Ln, Red Hook, NY 12571
• 

  

  /3

  $190,000

  • Land
  • 12.09 Acres
  • $15,715 per Acre

  0 Smithfield Rd Unit 157012, North East, NY 12546

  That sounds like an incredible opportunity! A 12.09-acre lot in Millerton, NY, with Board of Health Approval (BOHA) already in placemaking it a prime spot to build your dream home. BOHA approval for 3-4 bedroom home. With housing inventory low, this could be the perfect chance to create a home tailored to your vision, rather than settling for someone else's design. Its proximity to the Village of

  Arleen Shepley Elyse Harney Real Estate

  0 Smithfield Rd Unit 157012, North East, NY 12546
• 

  

  /13

  $230,000

  • Land
  • 19.4 Acres
  • $11,856 per Acre

  A Skunks Misery Rd, Millerton, NY 12546

  Stunning 19.4 Acres – Estate Setting on a Premier Country RoadDiscover the perfect blend of natural beauty and refined location with this 19.4-acre parcel situated on a picturesque country road, renowned for its stately homes and rural charm.With multiple elevated building sites, long road frontage, and sweeping view potential, this property offers endless opportunities. Explore

  Robert Dunlop Havens Real Estate

  A Skunks Misery Rd, Millerton, NY 12546
• 

  

  /26

  $639,000

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  297 Turkey Hill Rd, Red Hook, NY 12571

  First time on the market in a generation, this Turkey Hill Charmer has it all. When you pull in, a lovely rocking chair covered porch welcomes you; begging you to spend your summer evenings listening to the birds and enjoying the upstate air here. Walk in to a formal entry way to an open living room with 20 foot ceilings, primary bedroom with en-suite bath off living room and 2 great sized guest

  Chelsea Pollard-Seiler Mondello Upstate Properties

  297 Turkey Hill Rd, Red Hook, NY 12571
• 

  

  /27

  $213,750

  • 3,444 Sq Ft

  245 Hicks Hill Rd, Stanfordville, NY 12581

  Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Ernie Acampora River Realty Services, Inc.

  245 Hicks Hill Rd, Stanfordville, NY 12581
• 

  

  /22

  $325,000

  • Land
  • 13.66 Acres
  • $23,792 per Acre

  1154 Cold Spring Roa Cold Spring Rd, Clinton Corners, NY 12514

  Large wooded lot on Cold Spring Road - 13.66 acres. Drive along soft rolling hills on beautiful and quiet Cold Spring Road dotted with farmhouses and horse pastures. The picturesque road leads to an ample secluded lot on which to design your dream home with plenty of room to spare. Turn this beautiful private blank canvas into a private oasis. Rockwalls mark off the upper border. Electric is

  Shana Altstaetter Halter Associates Realty Inc

  1154 Cold Spring Roa Cold Spring Rd, Clinton Corners, NY 12514
• 

  

  /29

  $1,399,000

  • 4 Beds
  • 4.5 Baths
  • 3,090 Sq Ft

  36 Market Ln, Clinton Corners, NY 12514

  Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Inside, original wide board floors,

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  36 Market Ln, Clinton Corners, NY 12514
• 

  

  /3

  $195,000

  • Land
  • 12.09 Acres
  • $16,129 per Acre

  0 Smithfield Rd Unit KEY857365, North East, NY 12546

  BOHA 12.09 acres ready for a special home to be built. Low home inventory, so why not build and select your own choices instead of someone else's. Located in the Town Northeast, in very bucolic area, but close to Village of Millerton, Amenia and Wassaic Train Station.

  Arleen Shepley Elyse Harney Real Estate

  0 Smithfield Rd Unit KEY857365, North East, NY 12546
• 

  

  /41

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  287 Hunns Lake Rd, Stanfordville, NY 12581

  This is the loveliest country home you'll find! The beautiful 3-acre lot is a picture-perfect fresh air delight. No neighbors behind you with about 250 acres of undeveloped woods, rolling hills, and wildlife. No neighbors in front of you either, just a babbling stream that sings to your delight as you side on your "just re-done" front porch. Wide yards and mature trees surround the house's

  Lynda Hoss Weichert Realtors

  287 Hunns Lake Rd, Stanfordville, NY 12581
• 

  

  /29

  $7,400,000

  • 9 Beds
  • 11 Baths
  • 9,000 Sq Ft

  255 Mill Hill Rd, Pine Plains, NY 12567

  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

  HEATHER CRONER William Pitt Sotheby's Interna

  255 Mill Hill Rd, Pine Plains, NY 12567
• 

  

  /10

  $199,000

  • Land
  • 16 Acres
  • $12,438 per Acre

  0 New York 199, Stanfordville, NY 12581

  Priced to sell! What a beautiful destination for your dream home or summer get-a-way. So close to everything yet secluded.nLand has a 500' driveway professionally installed. 4 inches crushed stone edges with larger stone for proper drainage. Land backs up to 120 acres of state land. There is a small babbling brook that can be diverted if needed. 2 possible building sites had been are located on

  MARIE MONROE BHHS Hudson Valley Properties

  0 New York 199, Stanfordville, NY 12581
• 

  

  /37

  $1,225,000

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  174 County Route 11, Pine Plains, NY 12567

  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

  Paula Redmond Corcoran Country Living - Mill

  174 County Route 11, Pine Plains, NY 12567
• 

  

  /41

  $10,850,000

  • 5 Beds
  • 3.5 Baths
  • 6,340 Sq Ft

  118 Finkle Rd, Ancramdale, NY 12503

  Set among the beautiful rolling hills on 203 acres is this private estate that takes you back in time. The farm was built in 2008 around a c.1754 Dutch barn that was dismantled from upstate NY and transformed into an incredible great room with 34' soaring ceilings, a brick fireplace and two huge French doors to take in the view. Designed by Cynthia Filkoff with 6,340 square feet, the main house

  Paula Redmond Corcoran Country Living - Mill

  118 Finkle Rd, Ancramdale, NY 12503
• 

  

  /50

  $350,000

  • 5 Beds
  • 3 Baths
  • 2,496 Sq Ft

  20 Shore Dr, Elizaville, NY 12523

  Imagine waking up to the gentle sounds of lake life, stepping out onto your expansive corner lot where morning coffee tastes better surrounded by the promise of mature gardens waiting to bloom again. This 5-bedroom, 3-bathroom ranch estate sits on 3 SEPARATE PARCELS in the coveted Twin Lakes community, offering savvy investors and visionary developers a rare opportunity to resurrect a

  Michele Marina Atlantica East Associates LLC

  20 Shore Dr, Elizaville, NY 12523
• 

  

  /16

  $379,000

  • 2 Beds
  • 1.5 Baths
  • 1,336 Sq Ft

  618 Bean River Rd, Millerton, NY 12546

  Secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone Easy subdivision into 4 and 3 acre lots. Also available as Family Compound with adjoining 8 acre parecel for $535,000. Additional 4 acre boha parcel for $135,000. Adjoining parcels can be purchased separately. Great location between Pine Plains Village and Millerton on quiet

  David Birch Barns and Farms Realty LLC

  618 Bean River Rd, Millerton, NY 12546
• 

  

  /6

  $409,000

  • Land
  • 111 Acres
  • $3,685 per Acre

  0 New York 82, Germantown, NY

  Large parcel with frontage on 3 roads for estate, recreation and/or subdivision. Convenient to Taconic Parkway, Hudson, Twin Lakes and Dutchess County.

  David Birch Barns and Farms Realty LLC

  0 New York 82, Germantown, NY
• 

  

  /31

  $1,179,000

  • 4 Beds
  • 4 Baths
  • 3,661 Sq Ft

  5-15 Old Depot Way, Stanfordville, NY 12581

  If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

  George Langa Houlihan Lawrence Inc.

  5-15 Old Depot Way, Stanfordville, NY 12581
• 

  

  /13

  $4,950,000

  • 3 Beds
  • 2 Baths
  • 5,000 Sq Ft

  3362 New York 199, Pine Plains, NY 12567

  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

  Michael Lund Corcoran Country Living

  3362 New York 199, Pine Plains, NY 12567
• 

  

  /38

  $2,750,000

  • 5 Beds
  • 6 Baths
  • 7,600 Sq Ft

  26 Mountain Farm Rd, Millerton, NY 12546

  Totally Private Top of the World Setting with Monster Catskill Views. 10-Min to the Center of Millerton NY/Sharon CT & 15-Min to Metro North Train. Graciously Scaled Rooms Throughout. 4 Fireplaces. The Ultimate Swimming Pool & Pool Area Complete with: Hot Tub; Outdoor Kitchen; Fireplace & Large Stone Terrace. Tennis Court. 3-Car+ Attached Garaging. 6 Paddocks with Run-In Sheds + Riding Ring &

  Graham Klemm Klemm Real Estate Inc

  26 Mountain Farm Rd, Millerton, NY 12546
• 

  

  /7

  $290,000

  • Land
  • 68.33 Acres
  • $4,244 per Acre

  000 New York 82, Pine Plains, NY 12567

  This beautiful, gently sloping parcel offers the perfect canvas to create your country escape or full-time residence on 68+ private acres. Soil tests have been done on a potential lower building site. A level area at a higher elevation could offer even more privacy and ridgeline views. Roughed-in driveway is in place, so you're well on your way to building a home that's tailored exactly to your

  Jeffries Blackerby Houlihan Lawrence Inc.

  000 New York 82, Pine Plains, NY 12567

Showing Results 41 - 73, Page 2 of 2