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Homes for Sale near Stissing Mountain High School

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  • /31

    $2,495,000

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

    729 Cold Spring Rd Unit 731, Stanfordville, NY 12581

    A Storied 1798 Farmhouse Between Millbrook & RhinebeckSet 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

    DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

    729 Cold Spring Rd Unit 731, Stanfordville, NY 12581
  • /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
  • /30

    $545,000

    • 4 Beds
    • 2.5 Baths
    • 3,180 Sq Ft

    30 N Main St, Pine Plains, NY 12567

    Grand 1880 Colonial Estate Sale - Historic Fixer-Upper with Original Features and Garden Oasis Near Town CenterThis rare 1880 Grand Colonial is a dream opportunity for restoration enthusiasts and anyone searching for a historic fixer-upper near the heart of town. Situated on a flat, tree-lined lot, this estate sale is being sold as is and is filled with authentic charm—from original

    Arleen Shepley Elyse Harney Real Estate

    30 N Main St, Pine Plains, NY 12567
  • /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
  • /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
  • /33

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 4,648 Sq Ft

    387 Skunks Misery Rd, Millerton, NY 12546

    Perched high above Millerton in the Hudson Valley, this exceptional 2020-built contemporary farmhouse estate commands 53± private acres with panoramic western views spanning the Catskills and Berkshire Mountain Range, including Mount Kaaterskill. Wide red oak hardwood floors unite the main level, where abundant natural light floods through expansive windows, creating an atmosphere of

    Elyse Morris Elyse Harney Real Estate

    387 Skunks Misery Rd, Millerton, NY 12546
  • /27

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    6099 New York 82, Stanfordville, NY 12581

    Rare Opportunity to create or invest in this commercial / residential building in high visibility location. This former mechanics shop and most currently a welding shop it offers a multitude of uses and possibilities. Light Manufacturing, Auto Repair, Artisan Studio, Retail, Storage and More! The solid building has 10- and 12-foot overhead doors and ceilings, 2 Rest rooms, Office, and plenty of

    Catherine Mondello Mondello Upstate Properties

    6099 New York 82, Stanfordville, NY 12581
  • /44

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    2 Redmond Way, Stanfordville, NY 12581

    Welcome to your private retreat, complete with 5+ acres of nature; with a new improved price! The contemporary home features 3 bedrooms and two full baths. The living room is a flexible space with dining area options, as well as a wood-burning stove perfect for cozy winter days. . A wall of windows invites you to seasonal views and outdoor activities, while the deck off the living room is ideal

    Louise Bradford HomeSmart Homes & Estates

    2 Redmond Way, Stanfordville, NY 12581
  • /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
  • /19

    $255,000

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft

    43 Pine Rd, Elizaville, NY 12523

    Cozy two-bedroom, one bath Ranch mobile home with whole house exhaust fan, 2 built in air-conditioners, 2 stoves: one wood in 4 seasons room and other gas in dining/living room. Found tucked away in a beautiful setting, just under 2 acres with many mature flowering perennials, Red Maples, Dogwoods and a 'Tulip Tree'...PLUS deeded TWIN LAKES rights!! Major renovation including new flooring

    Margaret Bower Avenia Columbia County RE Specialist

    43 Pine Rd, Elizaville, NY 12523
  • /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
  • /2

    $75,000

    • Land
    • 3 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
  • /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
  • /11

    $399,000

    • Land
    • 9.2 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
  • /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
  • /4

    $79,000

    • Land
    • 1.3 Acres
    • $60,769 per Acre

    0 New York 82, Pleasant Valley, NY 12569

    UNTOUCHED and never on the market since 1968! PRICED TO SELL!1.3 beautiful acres on a scenic country road. Zoned RA3, build your dream home and bring your farming skills with you!Bucolic and private, these gems are rare and hard to find. Priced for immediate attention!

    Randy Calano Keller Williams Realty Partner

    0 New York 82, Pleasant Valley, NY 12569
  • /11

    $3,495,000

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

    505 Pumpkin Ln, Clinton Corners, NY 12514

    (To Be Built) 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.

    DOUG MAXWELL Upstate Modernist

    505 Pumpkin Ln, Clinton Corners, NY 12514
  • /25

    $535,000

    • 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
  • /20

    $375,000

    • 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
  • /50

    $400,000

    • 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
  • /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
  • /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
  • /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
  • /35

    $499,000

    • 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
  • /19

    $995,000

    • Land
    • 28.7 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
  • /39

    $399,000

    • 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
  • /18

    $130,000

    • Land
    • 3.2 Acres
    • $40,625 per Acre

    147 Beaver Rd, Red Hook, NY 12571

    Seller financing available to qualified buyers. 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

    Adam Ecker ECKER ADAM D

    147 Beaver Rd, Red Hook, NY 12571
  • /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
  • /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
  • /38

    $795,000

    • 3 Beds
    • 2 Baths
    • 3,688 Sq Ft

    119 W Hunns Lake Rd, Stanfordville, NY 12581

    When you pull your gaze away from the swans gliding on the pristine 64-acre lake that completely fills the view through the wall of windows across the front of this home, you will discover 3600+ square feet of single level living space with cottage core interior charm. Whether you prefer swimming, kayaking, paddle boarding, or just taking in the view, this is vacation living every day of the

    Susan Whalen George T Whalen Real Estate

    119 W Hunns Lake Rd, Stanfordville, NY 12581
  • /3

    $210,000

    • Land
    • 12.09 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
  • /3

    $210,000

    • Land
    • 12.09 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
  • /93

    $1,500,000

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

    1606 Bulls Head Rd, Clinton Corners, NY 12514

    OPEN HOUSE Saturday, September 6 from 10 - 1. 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,

    Richard Byrne Four Seasons Sotheby's Int.

    1606 Bulls Head Rd, Clinton Corners, NY 12514
  • /22

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,037 Sq Ft

    22-28 Ryan Rd, Pine Plains, NY 12567

    Looking for a piece of property for a great low price? Looking for two homes for the price of one? Here is a great opportunity for you to acquire one manufactured home, and one mobile home, both on the same plot of land with 2.30 acres! Investors will consider this property for rental income. Those interested in home ownership will consider this property as well, given you can live in one of the

    Jorge Lugo Real Broker NY LLC

    22-28 Ryan Rd, Pine Plains, NY 12567
  • /30

    $785,000

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    39 Willow Ln, Clinton Corners, NY 12514

    This property paints a truly serene picture of a nature-filled escape, with endless potential for both full-time living or a weekend retreat. The 87-acre wooded property offers the perfect balance of privacy and natural beauty, with a large pond, wildlife, and a trail for exploring. Bring your horses and with proper permitting, turn this into a possible animal sanctuary. Two dwellings— a primary

    DEBORAH LAPOINTE Exit Realty Connections

    39 Willow Ln, Clinton Corners, NY 12514
  • /15

    $529,000

    • 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. 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 & 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
  • /43

    $1,175,000

    • 5 Beds
    • 3 Baths
    • 2,482 Sq Ft

    303 Hicks Hill Rd, Stanfordville, NY 12581

    Nestled on a country road in West Pine Plains, the Historic Hanlon Hill Farmstead offers a rare opportunity to own a piece of history. This 87-acre property, spanning five parcels, has been in the Hanlon family for six generations. The centerpiece is an 1840s eyebrow colonial home, set back from the road for ultimate privacy. As you enter the farm, you'll pass a serene pond and a charming

    HOMER STALEY JR. Staley Real Estate, LLC

    303 Hicks Hill Rd, Stanfordville, NY 12581

Showing Results 41 - 80, Page 2 of 3

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