2,883

Dutchess, NY Homes

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  • /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
  • /22

    $845,000 Sold Dec 13, 2024

    • 1,455 Sq Ft
    • $581/SF
    • 39 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1943

    Unlisted Address

    Light and bright serene and charming Cape Cod-style home on 4 acres nestled in the peaceful town of Ancramdale, NY. With its cozy living room featuring a fireplace insert, it promises warmth and comfort during the colder months. The formal dining room and dining nook provide ample space for entertaining guests, while the main floor bedroom and full bath offer convenience. The second floor houses

    Arleen Shepley Elyse Harney Real Estate

    Unlisted Address
  • /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
  • /16

    $62,000 Sold Nov 21, 2024

    • Land
    • 4.04 Acres
    • $15,347 per Acre
    • 133 Days On Market

    00WP Hoffman Rd, Pine Plains, NY 12567

    This BOH approved 4 acre lot has great potential to build your primary home or country home on acreage. The Approval has been extended until April of 2027 for a 3 Bedroom Dwelling. The land has a beautiful view of the Catskill mountains and is situated on a quiet town road just outside the quaint village of Pine Plains. It is in close proximity to many great places to eat visit and enjoy. Some

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    00WP Hoffman Rd, Pine Plains, NY 12567
  • /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
  • 7760 S Main St, Pine Plains, NY 12567

    $590,000 Sold Nov 15, 2024

    • 1,643 Sq Ft
    • $359/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    7760 S Main St, Pine Plains, NY 12567

    Mid-Century Perfection This chic reimagination of a 1960 ranch with 3 bedrooms, two baths, and elegant living on one floor is move-in ready. The buyer can throw a party on the day of the closing. This rare find is a fully renovated, meticulously designed 1,788-square-foot modern home in the country. New Italian Bertazzoni stainless steel appliances including induction cook top, wall oven and

    CHRISTINE BATES William Pitt Sotheby's Int'l

    7760 S Main St, Pine Plains, NY 12567
  • /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
  • 154 Woods Dr, Ancramdale, NY 12503

    $475,000 Sold Nov 12, 2024

    • 1,714 Sq Ft
    • $277/SF
    • 8 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1991

    154 Woods Dr, Ancramdale, NY 12503

    Down a Scenic Country Lane, past Shetland Cattle and Beautiful Farmland, down the long driveway to your Country Contemporary Home in the woods with Seasonal Eastern Vistas of the Taconic Range and a Very Private Setting. Upon entry, the home invites you in with Open Living area, Soaring Ceilings, Beautiful Stone Fireplace, Huge Kitchen. Down the hall is a powder room and a substantial Den

    Michael Mondello BHHS Hudson Valley Properties

    154 Woods Dr, Ancramdale, NY 12503
  • /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
  • 50 Meusel Rd, Pine Plains, NY 12567

    $339,200 Sold Nov 04, 2024

    • 1,760 Sq Ft
    • $193/SF
    • 115 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    50 Meusel Rd, Pine Plains, NY 12567

    Come see this 3 bedroom, 2.5 bathroom colonial in Pine Plains. Situated on a half acre, level lot, this home is a short drive to the center of town for shopping or dining. Enjoy sitting peacefully on the front covered porch or entertain on the large deck. Numerous hiking and biking trails are nearby. Centrally located to Rhinebeck, Red Hook, Millbrook, Millerton and Hudson. Amtrak and MTA

    Richard Brenner Rich Brenner Realty, LLC

    50 Meusel Rd, Pine Plains, NY 12567
  • /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
  • /3

    $521,000 Sold Nov 01, 2024

    • Land
    • 68 Acres
    • $7,696 per Acre
    • 1039 Days On Market

    0 Gallatinville Rd, Pine Plains, NY 12567

    Part of the former Coach Farm property in the midst of conservation land in Gallatinville Entrance to property is by two ponds which then opens up into a private area where one can build a home and enjoy the solitude that this parcel affords. An adjacent 50 acres is also available see MLS #135820

    Ann Simmons Compass Greater NY, LLC d/b/a

    0 Gallatinville Rd, Pine Plains, NY 12567
  • /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
  • /2

    $350,000 Sold Nov 01, 2024

    • Land
    • 50 Acres
    • $6,976 per Acre
    • 1175 Days On Market

    0 Mill Hill Rd, Pine Plains, NY 12567

    Part of Hilltop Farm originally know as Coach Farm. 50+ Open acres of farm land with a private building site with captivating views of protected farmland. More land available. See MLS #137522 Ag exemption in place.

    Ann Simmons Compass Greater NY, LLC d/b/a

    0 Mill Hill Rd, Pine Plains, NY 12567
  • /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
  • /3

    $809,000 Sold Nov 01, 2024

    • Land
    • 95 Acres
    • $8,498 per Acre
    • 659 Days On Market

    0 County Route 7 Unit 144952, Pine Plains, NY 12567

    Open farmland with a large pole barn, various other buildings including Grain Bins. The land does have frontage on the Roe Jan Stream. Land has an easement with Columbia Land Conservancy. It does allow for one sub-division on the 72 acres. Being sold with a total of three tax parcels.

    Ann Simmons Compass Greater NY, LLC d/b/a

    0 County Route 7 Unit 144952, 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
  • 23 Willow St, Pine Plains, NY 12567

    $362,500 Sold Nov 01, 2024

    • 1,867 Sq Ft
    • $194/SF
    • 154 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2010

    23 Willow St, Pine Plains, NY 12567

    TAKE ANOTHER LOOK. Welcome to this 1867 square foot ranch, with 2 bedrooms, 2 bathrooms, an open kitchen and dining area, perfect for entertaining, cozy living room with propane fireplace and a large home office. The front entry boasts a welcoming foyer with a coat closet. Off the kitchen is a side entry mud room and laundry room. The master bedroom contains a walk in closet and a private

    Richard Brenner Rich Brenner Realty, LLC

    23 Willow St, Pine Plains, NY 12567
  • /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
  • 10 Dickman Farm Rd, Red Hook, NY 12571

    $417,000 Sold Oct 31, 2024

    • 1,317 Sq Ft
    • $317/SF
    • 25 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    10 Dickman Farm Rd, Red Hook, NY 12571

    Come see the tranquility and peace as you arrive, leaving the hustle and bustle behind. This home has been tastefully renovated with nothing left to do!. The updated fully equipped kitchen looks stunning with quarts countertops and sleek white cabinets. Right outside the kitchen door offers access to the back patio for entertaining or simply grilling. Right off Taconic State Parkway offers easy

    KEVIN HOWE BHHS Hudson Valley Properties

    10 Dickman Farm Rd, Red Hook, NY 12571
  • /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
  • 968 Academy Hill Rd, Red Hook, NY 12571

    $1,075,000 Sold Oct 31, 2024

    • 2,297 Sq Ft
    • $468/SF
    • 33 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2020

    968 Academy Hill Rd, Red Hook, NY 12571

    Stunning home perched among the trees on a gorgeous piece of land. Sophistication meets charm. Listen to the Roeliff Jansen stream from your wraparound porch on one of the prettiest roads in the Hudson Valley. This elegant custom modern ranch, built by a respected builder, is nestled on three private and peaceful acres. Wide board floors, stone fireplace, interesting and quality details

    Gina Fox William Pitt Sothebys Int Rlty

    968 Academy Hill Rd, Red Hook, NY 12571
  • /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
  • 2812 W Church St, Pine Plains, NY 12567

    $107,000 Sold Oct 30, 2024

    • 460 Sq Ft
    • $233/SF
    • 18 Days On Market
    • Built 1965

    2812 W Church St, Pine Plains, NY 12567

    RARE investment opportunity in the heart of the charming town of Pine Plains! This .69 acre property zoned for multi-purpose consists of an old mobile home on a foundation and is ready for transformation. The existing structure will need to be removed, making way for a new mobile home, modular or stick build. In addition, the property includes several outbuildings providing extra storage or

    Terese Mondello Mondello Upstate Properties

    2812 W Church St, Pine Plains, NY 12567
  • /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
  • 3 Carla Terrace, Pine Plains, NY 12567

    $345,000 Sold Oct 08, 2024

    • 1,144 Sq Ft
    • $302/SF
    • 89 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    3 Carla Terrace, Pine Plains, NY 12567

    Peaceful and charming environs surround this three bedroom, one bath ranch home with hardwood floors. As you step inside you're greeted by a warm welcoming atmosphere. The spacious living room creates an inviting space to relax. This home is on a quiet cul-de-sac. One of the highlights is the light-filled enclosed three season screened-in porch which provides a lovely place for relaxing,

    Andrea Replansky BHHS Hudson Valley Properties

    3 Carla Terrace, Pine Plains, NY 12567

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