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Newest Homes for Sale in Annandale On Hudson, NY

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  • /32

    $469,000

    Open Sat 12PM - 2PM $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    692 County Route 2, Red Hook, NY 12571

    Tucked in a quiet Hudson Valley hamlet, 90 miles from NYC, a storybook cottage—fully rebuilt for modern living. Butternut Cottage is an 1800s-era home, named for the 250-year-old butternut tree on its grounds, and thoughtfully restored with so much attention to detail. The aesthetics preserved include wide board floors that flow throughout the home, authentic doors and hardware, as well as the

    Catherine Mondello Mondello Upstate Properties

    692 County Route 2, Red Hook, NY 12571
  • /50

    $2,500,000

    • 4 Beds
    • 5.5 Baths
    • 4,960 Sq Ft

    163 Hapeman Hill Rd, Red Hook, NY 12571

    Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and

    Sean Eidle BHHS Hudson Valley Properties

    163 Hapeman Hill Rd, Red Hook, NY 12571
  • /42

    $699,900

    $69K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,882 Sq Ft

    176 Williams Rd, Red Hook, NY 12571

    Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree,

    Shana Altstaetter Halter Associates Realty Inc

    176 Williams Rd, Red Hook, NY 12571
  • /40

    $899,000

    • 6 Beds
    • 5 Baths

    32 Old Route 199, Red Hook, NY 12571

    Shepherd’s Knoll offers rare privacy and flexibility, located less than two miles from the village. Set on four beautiful acres that include lawns, pastures, and lightly wooded areas, this distinctive property sits at the end of a long private drive. It includes two spacious living units that could easily be converted back into a single-family home. Unit One features four bedrooms, three

    Jennifer Fivelsdal JFIVE Homes Realty, LLC

    32 Old Route 199, Red Hook, NY 12571
  • /25

    $2,850,000

    • 3 Beds
    • 3.5 Baths
    • 3,952 Sq Ft

    457 Round Lake Rd, Rhinebeck, NY 12572

    Milan Hall Farm circa 1750Truly exceptional. Completely private.Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet.A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls

    SHERI SCEROLER Four Seasons Sothebys Intl

    457 Round Lake Rd, Rhinebeck, NY 12572
  • /17

    $575,000

    • Land
    • 16 Acres
    • $35,938 per Acre

    765 Academy Hill Rd, Milan, NY 12571

    A newly subdivided 16+ acre wooded lot 10 minutes from Red Hook Village 15 to Rhinebeck village and 5 miles from Taconic Parkway . Privacy plus driveway in house location staked BOHA in progress and will deliver at closing. Owner will install fill pad for septic. NEWLY SUBDIVIDED SO TAX NUMBER AND TAXES ARE NOT AVILABLE YET .This is a world class lot offering privacy , a wonderful forest and a

    Thomas LeGrand LeGrand Real Estate, Inc.

    765 Academy Hill Rd, Milan, NY 12571
  • /3

    $149,000

    $61K PRICE DROP
    • Land
    • 3.94 Acres
    • $37,817 per Acre

    509 New York 9g, Hyde Park, NY 12538

    Positioned in the Town of Hyde Park, the parcel offers a rare, telecom-redy opportunity for wireless carriers, tower companies, and infrastructure investors seeking strategoc Hudson Valley coverage expansion. Zoned for public use/radio transmission, the property supports telecommunications infrastructure with a 70 meter (230') tower in place, offering immediate potential for wireless deployment,

    Adrienne Volpe KW MidHudson

    509 New York 9g, Hyde Park, NY 12538
  • /18

    $2,895,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,865 Sq Ft

    60 Stone Wall Path, Red Hook, NY 12571

    A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley.Two wood-clad volumes anchor the composition, their silhouettes inspired by

    Angelica VonDrak Houlihan Lawrence, Inc.

    60 Stone Wall Path, Red Hook, NY 12571
  • /6

    $544,900

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft

    0 Beckrick Dr Unit KEY978117, Rhinebeck, NY 12572

    **TO BE BUILT** Custom Farmhouse Ranch – just minutes from the Village of Rhinebeck! Situated on a .72 acre corner lot, this home features a stunning rocking chair front porch, open concept kitchen and living room with vaulted ceilings and a gas fireplace, spacious one bedroom with a walk-in closet, full bath with custom tiled shower, plus a den. Excellent location just minutes to Rhinebeck

    Margaret Thorne KW MidHudson

    0 Beckrick Dr Unit KEY978117, Rhinebeck, NY 12572
  • /25

    $650,000

    $49K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,045 Sq Ft

    239 Rokeby Rd, Red Hook, NY 12571

    Whether you’re building your dream home, starting your next big project, or creating your personal sanctuary, this property is the perfect foundation. Looking for endless potential and room to grow? This as-is property is the one you've been waiting for! Whether you're a contractor, artist, or simply someone looking for a space to live, work, and create, this home offers it all. Featuring a

    Leigh Bahnatka BHHS Hudson Valley Properties

    239 Rokeby Rd, Red Hook, NY 12571
  • /8

    $399,000

    • Land
    • 10.16 Acres
    • $39,272 per Acre

    0 Pleasantvale Rd, Tivoli, NY 12583

    Your Hudson Valley dream enclave awaits. Set at the end of a quiet road lined with hard woods framing your drive to paradise, this 10-acre parcel is something out of a story book. Bucolic and majestic views unroll on every acre of this parcel. There are dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime parcel is a once in a lifetime offering,

    Chelsea Pollard-Seiler Mondello Upstate Properties

    0 Pleasantvale Rd, Tivoli, NY 12583
  • /10

    $159,000

    • Land
    • 21,780 Sq Ft
    • $318,000 per Acre

    0 Sepasco Lake Rd, Rhinebeck, NY 12572

    Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the

    Agent Photo

    Feng Liu-Winham

    Coldwell Banker Village Green

    (845) 385-1110

    0 Sepasco Lake Rd, Rhinebeck, NY 12572
  • /7

    $225,000

    • Land
    • 34,848 Sq Ft
    • $281,250 per Acre

    0 Sepasco Center St Unit KEY963229, Rhinebeck, NY 12572

    Peaceful Double Lot in Sepasco Village with Shared Lake Access. Welcome to a rare opportunity in the tranquil eastern corner of Rhinebeck. This flat and usable .8-acre double lot in Sepasco Village offers a serene setting just moments from the sparkling waters of Lake Sepasco—a glacial, spring-fed lake known for its peaceful beauty, 30-foot depths, and motor-free quiet. Surrounded by trees and

    Daniel Staley Staley Real Estate, LLC

    0 Sepasco Center St Unit KEY963229, Rhinebeck, NY 12572
  • /11

    $39,900

    $7K PRICE DROP
    • Land
    • 31,363 Sq Ft
    • $55,417 per Acre

    0 Beckrick Dr Unit KEY959947, Rhinebeck, NY 12572

    Situated in the highly desirable Rhinebeck area, this BOHA-approved corner lot presents an excellent opportunity to build a custom one-bedroom, one-bath home. Whether you envision a peaceful weekend retreat, a streamlined downsizing option, or a first home, the property offers a versatile canvas to bring your plans to life. Enjoy a prime location with convenient access to Kingston, local

    Margaret Thorne KW MidHudson

    0 Beckrick Dr Unit KEY959947, Rhinebeck, NY 12572
  • /49

    $800,000

    $59K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,424 Sq Ft

    30 Old Post Rd N, Red Hook, NY 12571

    Welcome home to this beautifully preserved and thoughtfully updated Victorian set behind a wide wrap-around porch and twin bay turrets. Inside, period millwork, diamond-pane windows, and rich hardwoods meet fresh, bright finishes for a timeless yet modern feel. A series of light-filled rooms flow around a dramatic coffered-ceiling salon where French doors and decorative columns create an elegant

    Christine Chapman Chapman Realty of the Hudson V

    30 Old Post Rd N, Red Hook, NY 12571
  • /8

    $350,000

    $25K PRICE DROP
    • Land
    • 10.25 Acres
    • $34,146 per Acre

    207 Pleasantvale Rd, Tivoli, NY 12583

    A VERY SPECIAL slice of Heaven with an allowance for two homes. Over 10 PRIME acres with two building envelopes and BOHA preapproval. Site One is set up on a knoll with pastural vistas and distant mountain views. Site Two overlooks a Spring Fed pond, is lightly wooded and borders open farmland. Set back off a meandering private drive this is the perfect opportunity for a builder investor, private

    Catherine Mondello Mondello Upstate Properties

    207 Pleasantvale Rd, Tivoli, NY 12583
  • /4

    $88,000

    • Land
    • 38,855 Sq Ft
    • $98,655 per Acre

    0 Round Lake Rd Unit KEY952051, Milan, NY 12572

    Beautiful vacant lot. The site is wooded and generally level with a slope to the East side of the Lot. Enjoy Lake rights to beautiful Round Lake. Minutes to Charming Rhinebeck Village. Wonderful opportunity to build your dream home.

    Peggy Santamorena Houlihan Lawrence Inc.

    0 Round Lake Rd Unit KEY952051, Milan, NY 12572
  • /14

    $1,500,000

    $150K PRICE DROP
    • Land
    • 41.36 Acres
    • $36,267 per Acre

    TBD Rowe Rd, Red Hook, NY 12571

    Set atop a sweeping 41-acre hilltop, this exceptional parcel offers commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below. The property’s rare scale allows for a residence of true significance, along with ancillary uses, while preserving privacy, expansive sightlines, and a strong connection to the surrounding landscape. Properties of this

    Sean Eidle BHHS Hudson Valley Properties

    TBD Rowe Rd, Red Hook, NY 12571
  • /35

    $6,995,000

    • 3 Beds
    • 4.5 Baths
    • 6,216 Sq Ft

    151 Rowe Rd, Red Hook, NY 12571

    Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring

    Sean Eidle BHHS Hudson Valley Properties

    151 Rowe Rd, Red Hook, NY 12571
  • /30

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    7441 S Broadway, Red Hook, NY 12571

    Village of Red Hook renovation projected epitomizes the modern farmhouse. Thoughtful and tasteful design creates an enticing open floor plan with a designer kitchen as the focal point. Kitchen includes center island, quartz counters & stainless appliances. Massive family room/dining room combo flows seamlessly to living room w/adjacent powder room. Two primary suites, one on each floor makes this

    Dan Axtmann BHHS Hudson Valley Properties

    7441 S Broadway, Red Hook, NY 12571
  • /3

    $280,000

    • Land
    • 7.74 Acres
    • $36,176 per Acre

    0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401

    Build Your Dream Home on 7.74 Scenic Acres in Red Hook!Are you ready to turn your dream home into reality? This nearly 8-acre parcel offers the perfect blend of privacy and convenience, located just minutes from the charming shops, restaurants, and community activities of Red Hook Village. With Board of Health Approval (BOHA) in place, this property is ready for your vision — whether it’s a

    Agent Photo

    Karen Briscoe-Reed

    KW MidHudson

    (329) 210-2981

    0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401
  • /3

    $1,500,000

    $400K PRICE INCREASE
    • Land
    • 84.4 Acres
    • $17,773 per Acre

    1436 New York 9g, Hyde Park, NY 12538

    85 ACRE LAND SOLAR FARM/SUB-DIVISION HYDE PARK, DUTCHESS COUNTY Route 9G frontage. 85 acres total. 7 acre solar project, billboard lease generating $38,000 net per year after property taxes with solar project expansion possible or Sub-Divison opportunity with roads already cleared and graded. Possible 16 lot subdivision. Located in Central Dutchess County, Hyde Park with large commercial

    DANIEL RICHARD Thomas Zengen

    1436 New York 9g, Hyde Park, NY 12538
  • /34

    $1,250,000

    $250K PRICE DROP
    • 2 Beds
    • 2 Baths

    400 Round Lake Rd, Rhinebeck, NY 12572

    Incredible Multi-Lot Opportunity Between Rhinebeck and Red Hook! Come explore this unique property offering three separate lots included in the price! Lot 1 (3.899 acres): Features a 2005-built duplex with two vacant 1-bedroom apartments, each with a garage underneath. The units can be rented as-is for immediate income, or you can take advantage of the flexible layout—utilize the garages, expand

    Steven Collier BHHS Hudson Valley Properties

    400 Round Lake Rd, Rhinebeck, NY 12572
  • /3

    $199,999

    $150K PRICE DROP
    • Land
    • 3.05 Acres
    • $65,660 per Acre

    0 Round Lake Rd Unit KEY927801, Milan, NY 12572

    Beautiful BOHA Building Lot on Round Lake Road Gorgeous 3.046-acre Board of Health Approved (BOHA) building lot located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must see to fully appreciate!

    Steven Collier BHHS Hudson Valley Properties

    0 Round Lake Rd Unit KEY927801, Milan, NY 12572
  • /8

    $199,999

    $250K PRICE DROP
    • Land
    • 4.11 Acres
    • $48,662 per Acre

    0 Round Lake Rd Unit KEY927805, Milan, NY 12572

    Beautiful BOHA Building Lot on Round Lake Road Gorgeous 4.11-acre Board of Health Approved (BOHA) building lot situated on the top of a hill located on picturesque Round Lake Road. Peacefully tucked away among scenic surroundings, yet conveniently situated less than 12 minutes from both Rhinebeck and Red Hook, and only 15 minutes to the Rhinecliff Train Station. A truly beautiful setting — must

    Steven Collier BHHS Hudson Valley Properties

    0 Round Lake Rd Unit KEY927805, Milan, NY 12572
  • /39

    $1,475,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,871 Sq Ft

    191 White Schoolhouse Rd, Rhinebeck, NY 12572

    Set just east of the Rhinebeck Village, Wonderland Farm encompasses 60 acres of gently rolling countryside, a landscape defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a hundred years of continuous agricultural heritage and thoughtful stewardship. At its

    Daniel Staley Staley Real Estate, LLC

    191 White Schoolhouse Rd, Rhinebeck, NY 12572
  • /50

    $3,999,000

    $501K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,546 Sq Ft

    926 Turkey Hill Rd, Red Hook, NY 12571

    Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a

    Harry Hill Houlihan Lawrence Inc.

    926 Turkey Hill Rd, Red Hook, NY 12571
  • /12

    $1,450,000

    • Land
    • 164.59 Acres
    • $8,810 per Acre

    234 W Market St, Red Hook, NY 12571

    164 Acres in Red Hook, NY Look no further--this extraordinary 164-acre parcel offers unmatched privacy, beauty, and convenience just one mile from the heart of Red Hook Village. Mature, wooded landscape with natural privacy Multiple secluded building sites ideal for a private estate or retreat Zoned R3 with 682 feet of road frontage Easy access to the Taconic Parkway and Amtrak train station

    Ellen Osgood Coldwell Banker Village Green

    234 W Market St, Red Hook, NY 12571
  • /17

    $325,000

    • Land
    • 3.4 Acres
    • $95,588 per Acre

    Lot #2 Church Rd, Red Hook, NY 12571

    Beautiful 3.4 Acre Lot in Red Hook, NY – Ready for Your Dream Home! Located off Jackson Corners Rd, just minutes from both Red Hook and Pine Plains, this stunning 3.4 acre property is the perfect spot to build your dream home. Septic installed for a 3 bed approved home. Nestled in a private, cleared area off Church Road, the land features a level building pad, pond, a cleared patio adding

    Bryn Bahnatka Dier BHHS Hudson Valley Properties

    Lot #2 Church Rd, Red Hook, NY 12571
  • /5

    $128,000

    $2K PRICE DROP
    • Land
    • 38,332 Sq Ft
    • $145,455 per Acre

    20 Pine Rd, Livingston, NY 12523

    Beautiful, building lot, just under an acre waiting for you to build, camp or buy now and decide later! Road frontage on both PINE RD & FIELD RD. Electric, Well & Septic already in!! Quiet setting cleared building area already done with mature trees scattered around, this property holds incredible promise. Don't miss this rare opportunity to own a peaceful slice of the Hudson Valley. PLUS, deeded

    Margaret Bower Avenia Columbia County RE Specialist

    20 Pine Rd, Livingston, NY 12523
  • /29

    $299,999

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    155 Metzger Rd, Red Hook, NY 12571

    Beautiful 2023 Home on an Oversized Lot in Red Hook Tucked away at the rear of the community on a spacious lot, this stunning 2023 model home offers both comfort and style. Featuring 3 bedrooms, including a luxurious primary suite with a walk-in closet and spa-like bath complete with a private toilet room, soaking jet tub, and oversized tiled shower. A second full hall bath serves the additional

    Steven Collier BHHS Hudson Valley Properties

    155 Metzger Rd, Red Hook, NY 12571
  • /10

    $1,600,000

    $1M PRICE DROP
    • Land
    • 82.82 Acres
    • $19,319 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

    $2,495,000

    • 3 Beds
    • 1.5 Baths
    • 2,770 Sq Ft

    40 Lakeside Dr, Rhinebeck, NY 12572

    (To Be Built) Sleek and sophisticated, this modernist residence echoes the subtle ripples of nearby Round Pond, to which Lakeside has lake access rights. The architecture is comprised of three wings joined on a single level to create dynamic indoor and outdoor living spaces, perfect for the ease of single level living.Lakeside is located in Rhinebeck on 4.5 acres, primarily wooded with

    DOUG MAXWELL Upstate Modernist

    40 Lakeside Dr, Rhinebeck, NY 12572
  • /25

    $1,650,000

    $149K PRICE DROP
    • Land
    • 164 Acres
    • $10,061 per Acre

    0 County Road 19 Unit KEYM373078, Taghkanic, NY 12523

    Green Pastures Farm 196 acres privacy plus about 80 acres is cleared and in agriculture . Stream goes through property and there is a nice pond also .Soil is sand and gravel and current owner had purchased it for a mining operation before the zoning changed . Remainder proerty that is not cleared can be cleared easily it is all small scrub . Soil is well drained great for crops or animals .

    DORIS MILLARES LeGrand Real Estate, Inc.

    0 County Road 19 Unit KEYM373078, Taghkanic, NY 12523

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