Homes for Sale near Stissing Mountain High School

• 

  

  

  /42

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  3778 New York 82, Ancramdale, NY 12503

  An artist's delight, a gardener's dream and a naturalist's paradise. A thoughtfully designed and exceptionally well-built home set on 78 acres of woodlands and farmland with agricultural exemptions in place. This 4,250 SF architect designed home features multiple structures centered around a landscaped courtyard. Connected to the main home, by way of a covered portico, is a private guest suite

  Michael Stasi Corcoran Country Living

  3778 New York 82, Ancramdale, NY 12503
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  /7

  $145,000

  • Land
  • 3.45 Acres
  • $42,029 per Acre

  66 Ryan Rd, Pine Plains, NY 12567

  Build your dream home in the heart of Pine Plains, surrounded by nature, history, and vibrant Hudson Valley living, on this exceptional 3.45 Acre elevated homesite, Board of Health approved for a 4-bedroom residence, with sweeping views of majestic Stissing Mountain. This remarkable parcel offers the perfect blend of tranquility, natural beauty, and convenience, presenting a rare opportunity to

  Vida Odescalchi Legacy Land & Homes LLC

  66 Ryan Rd, Pine Plains, NY 12567
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  /50

  $2,350,000

  • 3 Beds
  • 4 Baths
  • 4,220 Sq Ft

  1202 Jackson Corners Rd, Red Hook, NY 12571

  Exquisite Mid-Century Home with scenic water views and luxury amenities. Nestled on the banks of the picturesque Roe Jansen Kill, this stunning three bedroom home offers an open, flowing floor plan perfect for modern living. The spacious great room features a custom kitchen with a Garland gas stove, double ovens, large pantry and s/s refrigerator. Relax by the stone wood burning fireplace or step

  Sharon Farley Corcoran Country Living

  1202 Jackson Corners Rd, Red Hook, NY 12571
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  /4

  $95,000

  • Land
  • 3.40 Acres
  • $27,941 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

  Debra Allan BHHS Hudson Valley Properties

  0 New York 82, Pleasant Valley, NY 12569
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  /2

  $75,000

  • Land
  • 3.00 Acres
  • $25,000 per Acre

  0 County Route 2, Elizaville, NY 12523

  Welcome to Blackberry Hill Road! Nice 3 acre corner lot on Blackberry Hill Road, 5 minutes to Taconic, 10 min to Red Hook or Pine Plains. Nice flat piece of land on lovely residential road ready for you to build your perfect home. Low Taxes and Pine Plains schools, this is a great opportunity to get an affordable homestead.

  Chelsea Pollard-Seiler Mondello Upstate Properties

  0 County Route 2, Elizaville, NY 12523
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  /50

  $8,475,000

  • 6 Beds
  • 7.5 Baths
  • 12,418 Sq Ft

  367 Prospect Hill Rd, Ancramdale, NY 12503

  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,

  George Langa Houlihan Lawrence Inc.

  367 Prospect Hill Rd, Ancramdale, NY 12503
• 

  

  /47

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,605 Sq Ft

  5 Myrtle Ave, Pine Plains, NY 12567

  Beautiful Two Story, 4BR/2BA corner lot home with mountain views & quick walk to post office, shops, Stissing Lake & Stissing Mountain hiking trails. Experience the wonderful life of beautiful Pine Plains living! Wonderful large front, side & back yard on quiet sought after Myrtle Ave. Lovely front porch to sit & enjoy the scenery or head into the private back yard for a BBQ. Walk to school, post

  Thomas Zengen Thomas Zengen

  5 Myrtle Ave, Pine Plains, NY 12567
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  /26

  $825,000

  • Land
  • 78 Acres
  • $10,523 per Acre

  Tbd Cold Spring Rd, Red Hook, NY 12571

  Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place ,

  Shana Altstaetter Halter Associates Realty

  Tbd Cold Spring Rd, Red Hook, NY 12571
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  /11

  $399,000

  • Land
  • 9 Acres
  • $43,370 per Acre

  0 Willow Glen Rd Unit KEY879400, Milan, NY 12571

  Here it is your own private slice of heaven. Set high on a mountain with beautiful Hudson valley views and gorgeous sunsets. Perfect for a weekend retreat or everyday enjoyment. Search no more your dream home can be built here. The property backs up to 118 acres of wooded land. Serene, peaceful and private yet only a short drive to Rhinebeck and Red Hook and a two hour drive to the city. You

  MARIE MONROE BHHS Hudson Valley Properties

  0 Willow Glen Rd Unit KEY879400, Milan, NY 12571
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  /26

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,341 Sq Ft

  70 Shore Dr, Elizaville, NY 12523

  Brand New Cottage by the Lake! The "Twin Lakes" located in Elizaville, NY has more than a century year old history of being one of the most beautiful and sought after Upstate New York resort and vacation destinations. This new architectural gem is located at the end of a very quiet road directly across from the North Twin Lake and has deeded private rights & access just steps to the

  Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

  70 Shore Dr, Elizaville, NY 12523
• 

  

  /11

  $3,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  505 Pumpkin Ln, Clinton Corners, NY 12514

  A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an

  DOUG MAXWELL Upstate Modernist

  505 Pumpkin Ln, Clinton Corners, NY 12514
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  /25

  $589,000

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

  618 Bean River Rd, Millerton, NY 12546

  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. The Development includes a 1400 SF 2BR/2BA RANCH with new well, w/2 large decks, all wood floors, wood siding + detached 2 car garage on 7+ acres subdividable into 4 acres with house and 3 acre vacant lot. Included is additional approved 8

  David Birch Barns and Farms Realty LLC

  618 Bean River Rd, Millerton, NY 12546
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  /20

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1814 Route 199, Stanfordville, NY 12581

  One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

  MICHAEL MORRISON Corcoran Country Living

  1814 Route 199, Stanfordville, NY 12581
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  /50

  $450,000

  • 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 TWO 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
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  /50

  $524,900

  • 3 Beds
  • 2.5 Baths
  • 2,304 Sq Ft

  1760 Route 199, Stanfordville, NY 12581

  Want country living at its finest? LOOK no further! Nestled halfway between Rhinebeck and Millbrook is this Stanfordville gem! This gorgeous 3 bed 2 & half bath home sits on a majestic acre w/bucolic scenery surrounding you! You even have your own bubbling brook to mesmerize you! Simply sit out on the expansive decking and enjoy the natural beauty that greets you on so many levels that it

  Justina Trainor BHHS Hudson Valley Properties

  1760 Route 199, Stanfordville, NY 12581
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  /11

  $199,000

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  692 County Route 2, Red Hook, NY 12571

  This home is the perfect project for someone who wants an affordable investment but willing to put in the sweat equity. One of Elizavilles original home this farmhouse dates back to the late 1700's. Original details still intact include original wide board floors, beams, doors and moldings. There is a large country Kitchen, Powder Room with Laundry and Spacious Living Room overlooking a pretty

  Catherine Mondello Mondello Upstate Properties

  692 County Route 2, Red Hook, NY 12571
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  /39

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  82 Near Rd, Red Hook, NY 12571

  Sunlight streams through the many windows and the vaulted ceilings with exposed beams create an airy, open atmosphere in this 1924 Ranch which has been beautifully renovated. Your mornings begin in the primary suite, where French doors open to a private deck overlooking a tranquil yard. Imagine sipping coffee while listening to birdsong and watching the changing seasons across your peaceful

  Linda Lindsay Upstate Down

  82 Near Rd, Red Hook, NY 12571
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  /29

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  143 Ryan Rd, Pine Plains, NY 12567

  Meticulously maintained 2500+ sq ft 4-bedroom 2.5 bath center hall colonial sits on a beautiful and flat corner lot with stunning mountain views just minutes to the center of the town of Pine Plains. As you enter the home you immediately notice the care and attention to detail that the original owners have shown – Tasteful updates throughout include hardwood floors, chef’s kitchen with quartz

  Ronald Green KW MidHudson

  143 Ryan Rd, Pine Plains, NY 12567
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  /6

  $419,000

  • Land
  • 111 Acres
  • $3,775 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
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  /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
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  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,862 Sq Ft

  43 Stissing Mountain Dr, Pine Plains, NY 12567

  Welcome to 43 Stissing Mountain Drive — a peaceful and private retreat set on 2 beautifully wooded acres in the heart of the Hudson Valley. This great contemporary home offers 3 bedrooms and 2 bathrooms across 1,862 square feet of comfortable living space. With an open-concept layout, cathedral ceilings, and abundant natural light, the home blends style and function. A cozy fireplace anchors the

  Richard Brenner Rich Brenner Realty, LLC

  43 Stissing Mountain Dr, Pine Plains, NY 12567
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  /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
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  /36

  $549,000

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  5646 Route 82, Clinton Corners, NY 12514

  Clinton Corners adjacent to the Whitlock Preserve - Imagine Strolling Around 4+ Pastoral Acres, complete with a Spring-Fed Pond and Classic Red Barn, Plus, the Ease of One-Story Living in a well- maintained 3-Bedroom Ranch with many recent upgrades & improvements, including a $15,000 Hot Water Heating System & Kitchen Appliances, all new in 2024. Plus a New Roof for the House & Porch in 2016.

  Norm Mackay

  5646 Route 82, Clinton Corners, NY 12514
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  /26

  $2,250,000

  • Land
  • 34 Acres
  • $66,430 per Acre

  7702-7714 S Main St, Pine Plains, NY 12567

  Prime 26.8-Acre Commercial Opportunity in Pine Plains, NYA rare investment opportunity awaits with this 26.8-acre commercial parcel—the last of its kind in the growing town of Pine Plains. Strategically located along South Main St (Route 82) with deeded right of way access from Route 83, this property is fully equipped for development and positioned to capitalize on the area’s increasing demand

  Richard Brenner Rich Brenner Realty, LLC

  7702-7714 S Main St, Pine Plains, NY 12567
• 

  

  /19

  $995,000

  • Land
  • 29 Acres
  • $34,669 per Acre

  5-8 Lakeside Ln, Pine Plains, NY 12567

  Welcome to your own slice of paradise! This beautiful 29-acre waterfront property offers the perfect canvass for your dream home. Nestled in the shadow of Stissing Mountain, you'll enjoy country views and ample space to build your oasis. Boasting approximately 800 feet of waterfront on Twin Island Lake, enjoy fishing, kayaking or just observing natures glory. Privacy is paramount on this property

  Richard Brenner Rich Brenner Realty, LLC

  5-8 Lakeside Ln, Pine Plains, NY 12567
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  /42

  $709,000

  • 3 Beds
  • 3 Baths
  • 2,626 Sq Ft

  5692 Route 82, Clinton Corners, NY 12514

  This stunning contemporary is set at the end of a long winding driveway offering privacy and tranquility on 8.6 acres in the desirable town of Clinton Corners in the heart of the Hudson Valley. The entry foyer welcomes you with elegance and scale, drawing you into a sundrenched living room with vaulted ceilings and a wood burning fireplace. The open concept living and dining area have sliding

  Janet Myer Houlihan Lawrence Inc.

  5692 Route 82, Clinton Corners, NY 12514
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  /15

  $89,000

  • Land
  • 2.60 Acres
  • $34,231 per Acre

  0 Finkle Rd, Pine Plains, NY 12567

  Ready to build? Here's a great opportunity on 2.6 acres in Pine Plains NY. This cleared, mostly level lot has BOHA for a four bedroom home. Situated about halfway between Millerton and Pine Plains, this property offers country living while staying close to local amenities. This property is adjacent to 3977 Route 199

  Richard Brenner Rich Brenner Realty, LLC

  0 Finkle Rd, Pine Plains, NY 12567
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  /39

  $435,000

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

  107 Near Rd, Red Hook, NY 12571

  A true Hudson Valley treasure! Step into this enchanting 1934 Hudson Valley home, where vintage charm meets modern sophistication. Set on nearly 2 peaceful acres, this 2-bedroom, 2-bath retreat features a cozy open floor plan with an inviting fireplace/woodstove, multiple skylights, exposed beams, incredible architectural lines, and beautiful Doug fir wood floors. Offering a perfect blend of

  Margaret Niekrewicz Margaret Mondello Real Estate

  107 Near Rd, Red Hook, NY 12571
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  /19

  $135,000

  • Land
  • 3.20 Acres
  • $42,188 per Acre

  147 Beaver Rd, Red Hook, NY 12571

  Nestled on a quiet country road, this 3.2-acre parcel offers a rare mix of rugged charm and potential. Tucked among mature trees, the property features striking hand-built stone walls, a pond surrounded by lush forest, a garage and the remnants of a former home. While the house is in tear-down condition, the property includes a well and septic system (condition unknown), presenting a solid

  Adam Ecker ECKER ADAM D

  147 Beaver Rd, Red Hook, NY 12571
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  /31

  $2,875,000

  • 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 GRAHAM T. KLEMM LIC. RE BROKER

  26 Mountain Farm Rd, Millerton, NY 12546
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  /49

  $699,000

  • 7 Beds
  • 5 Baths

  80 County Route 7, Pine Plains, NY 12567

  This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds,

  Margaret Niekrewicz Margaret Mondello Real Estate

  80 County Route 7, Pine Plains, NY 12567
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  /26

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  48 Woodside St, Pine Plains, NY 12567

  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

  Brad Rebillard Dutchess Country Realty, Inc.

  48 Woodside St, Pine Plains, NY 12567
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  /3

  $210,000

  • Land
  • 12 Acres
  • $17,370 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

  Arleen Shepley Elyse Harney Real Estate

  0 Smithfield Rd Unit 157012, North East, NY 12546
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  /3

  $210,000

  • Land
  • 12 Acres
  • $17,370 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
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  /26

  $825,000

  • Land
  • 78 Acres
  • $10,523 per Acre

  TBD Cold Spring Rd, Clinton Corners, NY 12514

  Discover a rare opportunity with these two separate expansive lots totaling 78.4 acres, less than 2 hours from NYC. Turn right on to the Taconic and be in NYC in less than 2 hours. Winding gated driveway leads to the A-Frame house, and another driveway leads to a pond site and an open field. Excellent development opportunity with cleared areas, pond sites, wetlands, roads and utilities in place ,

  Shana Altstaetter Halter Associates Realty Inc

  TBD Cold Spring Rd, Clinton Corners, NY 12514
• 

  

  /93

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 3,193 Sq Ft

  1606 Bulls Head Rd, Clinton Corners, NY 12514

  OPEN HOUSE Sunday, July 27 from 11-2. Built circa 1790, this idyllic, 3193 square foot home is the country oasis you have been seeking. Only 1 3/4 hours from NYC, swim in your private pond, stroll through your private woods and relax in the peacefulness of this charming Hudson Valley homestead. With 3 (possibly 4) bedrooms, 2 1/2 bathrooms, a formal dining room and the very large, original

  Richard Byrne Four Seasons Sotheby's Int.

  1606 Bulls Head Rd, Clinton Corners, NY 12514
• 

  

  /15

  $384,000

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

  618 Bean River Rd, Pine Plains, NY 12567

  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 and 4 acre boha parcels for 699,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show unoccupied.

  David Birch Barns & Farms Realty, LLC

  618 Bean River Rd, Pine Plains, NY 12567
• 

  

  /31

  $1,400,000

  • 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
• 

  

  /45

  $4,950,000

  • 5 Beds
  • 5.5 Baths
  • 6,310 Sq Ft

  310 Carpenter Hill Rd, Pine Plains, NY 12567

  Nestled on top of Carpenter Hill, with unparalleled views of Stissing Mountain, the Catskills and the surrounding farmland, sits this country estate on 24.78 acres. The traditional, cedar shake 6,310 square foot home exudes elegance exhibited through the well proportioned rooms with 9’4” ceiling height, exceptional craftmanship and attention to detail found throughout the home. A dramatic double

  PAULA REDMOND Corcoran Country Living

  310 Carpenter Hill Rd, Pine Plains, NY 12567
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3