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Annandale On Hudson, NY Homes for Sale

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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
  • /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

    $175,000

    • Land
    • 3.39 Acres
    • $51,622 per Acre

    0 Whalesback Rd, Red Hook, NY 12571

    Pretty elevated building lot with Peek a Boo Catskill views embraced and encompassed by mature oak trees. Set way back off country road minutes to Village of Red Hook, Rhinebeck, Bard College, Kingston Rhinecliff Bridge and all the finer things the Hudson Valley offers. Driveway in. BOHA in place.

    Catherine Mondello Mondello Upstate Properties

    0 Whalesback Rd, Red Hook, NY 12571
  • /18

    $385,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    10 Tobacco Ln, Red Hook, NY 12571

    Charming Village Home in the Heart of Red Hook! Tucked away on a quiet side street in the heart of Red Hook Village, this delightful one-story home offers a rare combination of comfort, convenience, and character and just a short stroll from shops, cafes, and all the village has to offer. This 2-bedroom, 1.5-bath residence features gleaming hardwood floors throughout, with abundant natural

    Margaret Niekrewicz Margaret Mondello Real Estate

    10 Tobacco Ln, Red Hook, NY 12571
  • /10

    $399,000

    • Land
    • 10 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. The perfect home site has already been chosen, with dreamy views of rolling greens and the tops of the Catskill mountains perched behind it. This prime

    Chelsea Pollard-Seiler Mondello Upstate Properties

    0 Pleasantvale Rd, Tivoli, NY 12583
  • /45

    $1,399,999

    • 4 Beds
    • 3.5 Baths
    • 4,568 Sq Ft

    145 Whalesback Rd, Red Hook, NY 12571

    Welcome to this stunning colonial-style residence, beautifully situated on 6.26 acres in the scenic HudsonValley. This exceptional home greets you with a grand entrance, as pink cherry blossoms line thedriveway leading to a spacious three-car garage, while elegant Japanese Red Maples frame the street.Zoned for up to four horses, this private estate offers a perfect blend of charm and

    Nancy Gaska Coldwell Banker American Homes

    145 Whalesback Rd, Red Hook, NY 12571
  • /12

    $225,000

    • Land
    • 0.86 Acre
    • $261,628 per Acre

    0 Sepasco Center St Unit KEY876331, 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 .08-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 KEY876331, Rhinebeck, NY 12572
  • /40

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    1705 County Route 19, Elizaville, NY 12523

    1705 County Route 19, Clermont, NYWelcome to a truly special slice of the Hudson Valley—where history, nature, and craftsmanship meet in perfect harmony.Set on over 20 secluded acres, this warm and welcoming log home offers a lifestyle rooted in nature and rich with story. Once the site of an original gristmill, the property is bordered by the Roeliff Jensen Kill, a vibrant waterway

    Doreen De Carolis Upstate Down

    1705 County Route 19, Elizaville, NY 12523
  • /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
  • /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
  • /13

    $985,000

    • Land
    • 31 Acres
    • $31,409 per Acre

    TBD Lot #1 New York 308, Rhinebeck, NY

    One minute from the charm of Rhinebeck village, these 30 acres offer a rare blend of openness and intimacy. Rolling pastures give way to wildflower fields and a quiet pond, all bordered by a hush of mature woods. It’s the kind of land that holds space—for slowing down, for dreaming big, for building something that feels like home.Whether you imagine a country retreat, a working homestead, or a

    Jonathan Berry Upstate Down

    TBD Lot #1 New York 308, Rhinebeck, NY
  • /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
  • /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
  • /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
  • /31

    $455,000

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    287 Norton Rd, Red Hook, NY 12571

    Discover the perfect blend of comfort and seclusion in this charming 3- bedroom, 2-bath ranch, ideally set on a private, wooded lot with a picturesque pond. This home welcomes you with an open and airy floor plan, featuring a spacious living area filled with natural light and views of the surrounding landscape. Whether you're looking for a year-round residence or a serene weekend retreat, this

    Amanda Wilcox eXp Realty

    287 Norton Rd, Red Hook, NY 12571
  • /49

    $2,500,000

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

    163 Hapeman Hill Rd, Red Hook, NY 12571

    Nestled in the heart of the Hudson Valley, this striking custom-built compound offers a rare combination of luxury, privacy, and serenity. Set on 3.15 acres of beautifully landscaped grounds, the estate includes a main residence, a legal accessory apartment/guest house, a commercial-sized detached garage, an in-ground heated pool, a pool pavilion, and multiple outdoor living spaces—all

    Sean Eidle BHHS Hudson Valley Properties

    163 Hapeman Hill 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
  • /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
  • /44

    $998,000

    • 3 Beds
    • 3.5 Baths
    • 2,046 Sq Ft

    6 Livingston St, Red Hook, NY 12571

    This pristine condition, thoughtfully designed home in Tradition at Red Hook offers a rare blend of sophistication, comfort, and low-maintenance living—just a two hour drive from NYC. Immaculately maintained and featuring high-end finishes throughout, this move-in-ready retreat provides a seamless living experience with four distinct sleeping environments, in a vibrant, community-oriented

    Harris Safier Compass Greater NY, LLC

    6 Livingston St, Red Hook, NY 12571
  • /8

    $195,000

    • Land
    • 0.84 Acre
    • $232,143 per Acre

    0 Eldridge Ln, Red Hook, NY 12571

    Lovely village building lot on dead end street, minutes to all the beautiful shops and restaurants Red Hook has to offer. Almost a full acre lot, perfect for your dream village home to be built. Access to village water. Lot is also next to 11-13 Eldridge Lane which is 2 building compound that can be included in the sale. Call listing agent for details.

    Chelsea Pollard-Seiler Mondello Upstate Properties

    0 Eldridge Ln, Red Hook, NY 12571
  • /45

    $3,750,000

    • 5 Beds
    • 7 Baths
    • 6,050 Sq Ft

    33 Pells Rd, Rhinebeck, NY 12572

    This magnificent Modern Farmhouse, sheltered in an elegant landscape of rolling hills, mature trees, colorful gardens and a 7-acre lake, is the quintessential Hudson Valley retreat on 43+ picturesque acres. Located an easy five minutes from historic, cultural-rich Rhinebeck Village, it’s the country destination for the sophisticated buyer who values privacy, property and proximity. The striking

    Peggy Santamorena Houlihan Lawrence Inc.

    33 Pells Rd, Rhinebeck, NY 12572
  • /13

    $160,000

    • 2 Beds
    • 1.5 Baths
    • 984 Sq Ft

    1691 Jackson Corners Rd, Red Hook, NY 12571

    Unique Opportunity Knocks! Visionaries Wanted! Older manufactured home is serving as living quarters for the current family. A separate foundation, building permit and a fully approved set of stamped plans are included with the property which overlooks a lovely, wooded hillside. Replace the current home with newer model or build your dream home or studio. Infrastructure in place includes well,

    Catherine Mondello Mondello Upstate Properties

    1691 Jackson Corners Rd, Red Hook, NY 12571
  • /16

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    15 Feller Newmark Rd, Red Hook, NY 12571

    Off a pretty country road is this 2 to 3 Bedroom, Ranch style Home. Features include large Living Room with plenty of room to spread out, updated Kitchen and Main Bedroom has private tiled bath with deep soaking tub, 2 additional Bedrooms (3rd Bedroom converted to laundry but can be easily changed back or used as office plus 2nd guest full Bath. Full Basement has potential for future growth.

    Catherine Mondello Mondello Upstate Properties

    15 Feller Newmark Rd, Red Hook, NY 12571
  • /46

    $885,000

    • 6 Beds
    • 5 Baths
    • 4,097 Sq Ft

    32 Old Route 199, Red Hook, NY 12571

    PRICE IMPROVEMENT AND ADDITIONAL LAND! Price is now $885,000 and more land is offered at 5 acres instead of 4! Welcome to Shepard's Knoll Farm! A bucolic family farm with a legal two family dwelling, a small cabin, and barn. The 5 acre farm boasts an organic garden with 4 apple trees, fenced in area for goats and sheep, fenced in chicken coops and a barn previously used for livestock. The

    Lisa Fountain Corcoran Country Living

    32 Old Route 199, Red Hook, NY 12571
  • /21

    $2,000,000

    • Land
    • 100 Acres
    • $20,000 per Acre

    0 Feller Newmark Rd, Red Hook, NY 12571

    Attention Developers and Builders:Welcome to The Preserve at Lakes Kill – A Rare and Remarkable Hudson Valley OpportunityNestled in the heart of Red Hook, NY, just off the scenic and sought-after Feller Newmark Road, The Preserve at Lakes Kill offers a unique, turn-key residential cluster development spanning 100 pristine acres. This thoughtfully planned enclave consists of 14 land parcels,

    Sean Eidle BHHS Hudson Valley Properties

    0 Feller Newmark Rd, Red Hook, NY 12571
  • /35

    $1,695,000

    • 5 Beds
    • 5.5 Baths
    • 5,238 Sq Ft

    15 Old Farm Rd, Rhinebeck, NY 12572

    Tucked on a quiet private road under ten minutes from Rhinebeck Village, this 5-bedroom custom craftsman estate offers beautiful, high quality art-deco style for those seeking a break from the sea of sterile new builds and stark modernism. Built with the utmost quality, oak floors, premium custom windows and doors, and brass hardware throughout. A bevy of high technology make the home energy

    Zev Eisenberg Hudson Modern Co

    15 Old Farm Rd, Rhinebeck, NY 12572
  • /23

    $625,000

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    425 Spring Lake Rd, Red Hook, NY 12571

    Discover the untapped potential of this charming three-bedroom, one-bath cottage, complete with a barn and garden, set on 19 captivating acres in the heart of the Hudson Valley. Nestled along the peaceful shores of Spring Lake—a private, spring-fed haven reserved exclusively for residents—this unique property offers a harmonious blend of tranquility and opportunity.Winding stone walls and

    SHERI SCEROLER Four Seasons Sothebys Intl

    425 Spring Lake Rd, Red Hook, NY 12571
  • /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
  • /4

    $1,680,000

    • Land
    • 96 Acres
    • $17,500 per Acre

    0 Rowe Rd Unit 202514433, Milan, NY 12571

    Build your dream home on this exceptional property—an elevated, private open field surrounded by scenic woods and trails, perfect for exploration. Enjoy rolling lawns, mature trees, open pastures, and a serene pond. With multiple building sites, the land offers endless possibilities for agriculture, recreation, or a private retreat. Currently home to Black Angus pastures and a thriving black

    Joseph Briggs William Pitt Sotheby's

    0 Rowe Rd Unit 202514433, Milan, NY 12571
  • /40

    $750,000

    • Land
    • 48 Acres
    • $15,625 per Acre

    408 New York 199, Red Hook, NY 12571

    Idyllic Hillside Retreat: Build Your Dream Home, Getaway, or Organic FarmThis 48-acre mountainside retreat offers endless possibilities—create a secluded dream home, weekend escape, or organic farm. Rolling hills provide stunning western views of the Catskills, with breathtaking sunrises and sunsets.Subdivision plans for four homes offer a head start for those looking to build.

    Joseph Briggs William Pitt Sotheby's

    408 New York 199, Red Hook, NY 12571
  • /33

    $1,250,000

    • 5 Beds
    • 5.5 Baths
    • 8,925 Sq Ft

    148 Rowe Rd, Red Hook, NY 12571

    Where historic charm meets retro-chic flair. This extraordinary 8,000+ SF estate seamlessly blends a meticulously preserved 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Whether envisioned as a family compound, luxury inn, or serene retreat, the possibilities are endless, all set on a breathtaking 10-acre gentleman's farm with open lawn, mature trees,

    Joseph Briggs William Pitt Sotheby's Int'l

    148 Rowe Rd, Red Hook, NY 12571
  • /4

    $1,680,000

    • Land
    • 96 Acres
    • $17,500 per Acre

    0 Rowe Rd Unit KEY842291, Milan, NY 12571

    96 Acres of Woods, Fields, Views, and Trails!Build your dream home on this exceptional property, featuring an elevated, private open field surrounded by beautiful woods, with trails weaving throughoutideal for exploration and enjoying nature. The landscape offers lovely rolling views, creating a peaceful and picturesque setting, with rolling lawns, mature trees, and open pastures,

    Joseph Briggs William Pitt Sothebys Int Rlty

    0 Rowe Rd Unit KEY842291, Milan, NY 12571
  • /46

    $750,000

    • Land
    • 48 Acres
    • $15,625 per Acre

    0 New York 199, Red Hook, NY 12571

    Idyllic Hillside Retreat: Build Your Dream Home, Weekend Getaway or Organic FarmThis wonderful parcel of raw land offers a rare opportunity to create your own sanctuary in nature. Encompassing 48-acres of pristine wilderness, this mountainside retreat beckons with endless possibilities for crafting the perfect escape - whether it's a secluded dream home, a weekend family compound, or a

    Joseph Briggs William Pitt Sothebys Int Rlty

    0 New York 199, Red Hook, NY 12571
  • /4

    $1,680,000

    • Land
    • 96 Acres
    • $17,500 per Acre

    0 Rowe Rd Unit 156412, Milan, NY 12571

    96 Acres of Woods, Fields, Views, and Trails!Build your dream home on this exceptional property, featuring an elevated, private open field surrounded by beautiful woods, with trails weaving throughoutideal for exploration and enjoying nature. The landscape offers lovely rolling views, creating a peaceful and picturesque setting, with rolling lawns, mature trees, and open pastures, including a

    Joseph Briggs William Pitt Sotheby's Int'l

    0 Rowe Rd Unit 156412, Milan, NY 12571
  • /45

    $825,000

    • 6 Beds
    • 2 Baths
    • 2,154 Sq Ft

    11-13 Eldridge Ln, Red Hook, NY 12571

    Red Hook Village Compound! Once in a generation a property offering like this is available. Tucked in at the end of Eldridge lane in the village walkable to parks, shoppes, and restaurants. This is composed of a lovely four bedroom home, with 2 sunrooms, large living room with stone fireplace, massive bathroom with skylights, new roof with warranty, new skylights and carpets. The home is light

    Chelsea Seiler MONDELLO UPSTATE PROPERTIES LLC

    11-13 Eldridge Ln, Red Hook, NY 12571
  • /36

    $1,499,000

    • 5 Beds
    • 3.5 Baths
    • 4,176 Sq Ft

    1598 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to Fallkill Farm, an incredible 37 acre oasis with expansive meadows, wooded buffers, mountain backdrop and Roeliff Jansen Kill frontage. Historic significance and modern amenities converge with the impeccably restored circa 1800 farmhouse featuring updated kitchen w/center island, designer cabinetry, Subzero refrigerator, Wolfe range and soapstone counters. Loaded with period features

    Dan Axtmann BHHS Hudson Valley Properties

    1598 Jackson Corners Rd, Red Hook, NY 12571
  • /7

    $240,000

    • Land
    • 6 Acres
    • $42,105 per Acre

    6 Estates Dr, Red Hook, NY 12571

    Beautiful private lot with secluded building site. Water features include natural wetland and 3 small streams. Mostly forested lot is prepared for construction with roadway crossing streams and 200 Amp active underground electrical service. Well is drilled and power line is brought to well. Site includes one small storage outbuilding, it is otherwise clean and vacant. Close to Bard College, close

    Qizhan Yao Realmart Realty LLC

    6 Estates Dr, Red Hook, NY 12571
  • /11

    $450,000

    • 4 Beds
    • 4 Baths
    • 2,360 Sq Ft

    26 Rock City Rd, Red Hook, NY 12571

    Don't miss this incredible investment opportunity! SELLER FINANCING is available for buyers interested in purchasing multiple—or all—properties in this portfolio. This income-producing two-family property generates 45k in gross annual income, making it a smart addition to any portfolio. This property can be purchased independently or as part of an impressive portfolio, including five additional

    Savannah Miceli Century 21 Alliance-NP

    26 Rock City Rd, Red Hook, NY 12571
  • /11

    $330,000

    • Land
    • 11 Acres
    • $30,928 per Acre

    33 Vosburgh Rd, Red Hook, NY 12571

    Perfectly positioned between the centers of Rhinebeck and Hudson NY, and 2 Amtrak train stations. Lightly wooded, gently sloping unencumbered land on a quiet dead end road with beautiful Catskill Mountain views. Perfect setting for an off-the-beaten-path home, close to all the best of the Hudson Valley.To be delivered with BOH Approval.

    John Barbato Compass, Hillsdale

    33 Vosburgh Rd, Red Hook, NY 12571
  • /8

    $149,000

    • Land
    • 0.61 Acre
    • $244,262 per Acre

    0 Tower St, Red Hook, NY 12571

    Rare opportunity! BOHA Village Lot for Sale - 0.61 Acres - Ideal Location in Red Hook Village. Perfect opportunity to build your dream home on this beautiful, lightly wooded 0.61-acre lot! Conveniently located just a short walk to all the amenities the village has to offer. This property is situated on a quiet side street in a peaceful residential area, providing the perfect blend of privacy and

    Margaret Niekrewicz Margaret Mondello Real Estate

    0 Tower St, Red Hook, NY 12571

Showing Results 41 - 80, Page 2 of 3

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