4,927

Dutchess, NY Homes

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  • /30

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    1104 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

    1104 Cold Spring Rd, Red Hook, NY 12571
  • 15 Ferris Ln, Red Hook, NY 12571

    $290,000 Sold Jun 30, 2025

    • Land
    • 9 Acres
    • $31,351 per Acre
    • 91 Days On Market

    15 Ferris Ln, Red Hook, NY 12571

    Situated on a charming country road in Dutchess County is this board of health approved 9.25 acre parcel and is ready to be built on. The property has a meadow that rises to the proposed house site with far reaching views of the rolling hills and surrounding farmland. There is road frontage on both Academy Hill and Ferris Lane. Conveniently located between Pine Plains and Rhinebeck, and just

    PAULA REDMOND Corcoran Country Living

    15 Ferris Ln, Red Hook, NY 12571
    • /6

      Not Listed For Sale

      0 W Market St Unit 143955, Red Hook, NY 12571

      0 W Market St Unit 143955, Red Hook, NY 12571
  • /42

    $759,900

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    224 Fraleigh Ln, Red Hook, NY 12571

    Country Cape on near end cul-de-Sac situate on 6 private acres , country kitchen with dining area ,LR with mason chimney pellet stove. double dutch door lead to4 season room, access to L shaped decking with jacuzzi, overlooking fire pit and landscaped yard and fenced in pool 16x36 area.Hardwd floors on main floor, and tile flrd baths ,4 Bedrooms,( 2 up, 2 down) 2 updated full baths (1

    Karen Vetere Vetere, Karen Real Estate

    224 Fraleigh Ln, Red Hook, NY 12571
  • /53

    $600,000 Sold Jun 27, 2025

    • 1,200 Sq Ft
    • $500/SF
    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    93 Milan Hill Rd, Red Hook, NY 12571

    Set on over 5.5 acres, this special home has a sizable backyard, charming rock wall plus expansive woods—ideal for outdoor enjoyment and exploration. Located in desirable Milan with Red Hook Schools, and no Red Hook transfer tax!Step inside through the foyer and up the wide wooden staircase to a spacious, open living and dining area with skylights, oversized windows, and Brazilian cherry

    Sara Nelson Keller Williams Realty HV Nort

    93 Milan Hill Rd, Red Hook, NY 12571
  • /39

    $649,000

    • 6 Beds
    • 2 Baths
    • 3,100 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 Pollard-Seiler Mondello Upstate Properties

    11-13 Eldridge Ln, Red Hook, NY 12571
  • 3 Morry Rd, Red Hook, NY 12571

    $300,000 Sold Jun 26, 2025

    • 1,404 Sq Ft
    • $214/SF
    • 33 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1950

    3 Morry Rd, Red Hook, NY 12571

    One previous owner property in need of fresh new love, priced to sell, do not let this get away, a short distance to the Village of Red Hook with shops and restaurants and other shops, locations is also around the corner (2mi) from the Old Rhinebeck Aerodrome and Scenic Hudson's Poet's Walk Park(6mi), this home backs to woods for added privacy and is in a peaceful neighborhood in a quiet

    Eric Vazquez Keller Williams Realty

    3 Morry Rd, Red Hook, NY 12571
  • /34

    $749,000

    • 4 Beds
    • 4 Baths
    • 2,300 Sq Ft

    8 Orlich Rd, Red Hook, NY 12571

    Welcome to 8 Orlich Road - a beautifully designed home offering endless possibility! This property is perfect for those seeking both space and versatility, with features that cater to a wide range of needs and lifestyles. The main level boasts four bedrooms including a private primary suite with large en-suite bath and plenty of closet space. The heart of the home includes an open-plan living and

    Hayes Clement Compass Greater New York, LLC

    8 Orlich Rd, Red Hook, NY 12571
  • 2 Park Ave, Red Hook, NY 12571

    $450,000 Sold Jun 24, 2025

    • 1,785 Sq Ft
    • $252/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    2 Park Ave, Red Hook, NY 12571

    This 1950's Cape style home has been loved and cared for and graciously preserved with the lovely finishes of the era. Enter into a bright and cheery foyer and into the grand Living room with window seat and solid brick wood burning fireplace and into the Dining room/ office. A first-floor Bedroom or Office, full tiled Bath plus a large sunny country Kitchen occupy this level. Original wood

    Catherine Mondello Mondello Upstate Properties

    2 Park Ave, Red Hook, NY 12571
  • /36

    $734,900

    • 3 Beds
    • 2.5 Baths
    • 2,864 Sq Ft

    7 Glen View Dr, Red Hook, NY 12571

    Begin each morning in tranquil serenity at this 1993 Cape Cod style residence, positioned at the end of a peaceful country lane just two miles from the center of Red Hook Village. The country kitchen and dining room flow seamlessly into a screened porch, creating an ideal setting for both daily moments and memorable gatherings. Sip your morning coffee while watching wildlife in the wooded

    Linda Lindsay Upstate Down

    7 Glen View Dr, Red Hook, NY 12571
  • /39

    $400,000 Sold Jun 18, 2025

    • 1,176 Sq Ft
    • $340/SF
    • 46 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    55 Jefferson Rd, Red Hook, NY 12571

    Nestled in the heart of Red Hook, NY, this cozy 3 bedroom, 1 bath ranch style home offers the perfect blend of comfort and convenience. Featuring a spacious 4 season cedar sunroom, this home is flooded with natural light from its abundant windows. The home boasts hardwood floors throughout, adding warmth and character to each room.Ideal for first time home buyers or those looking to downsize,

    Paige McClintock Howard Hanna Rand Realty

    55 Jefferson Rd, Red Hook, NY 12571
    • /35

      Not Listed For Sale

      • 7 Beds
      • 6.5 Baths
      • 2,460 Sq Ft

      1257 Jackson Corners Rd, Red Hook, NY 12571

      1257 Jackson Corners Rd, Red Hook, NY 12571
  • /25

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    81 W Market St, Red Hook, NY 12571

    The A.J. Davis Mid- 19th Century Gardener's Cottage -A rare opportunity to own a piece of Hudson Valley history, The Gardener's Cottage, once part of Maizefield. This property was built in the mid- 19th century and the architect commissioned was Alexander Jackson Davis, a very prominent man of his time. It is a two story, three-by-one-bay timber frame cottage, on an exposed stone foundation, with

    Brock Anderson Four Seasons Sotheby's Int.

    81 W Market St, Red Hook, NY 12571
  • 6 Amherst St, Red Hook, NY 12571

    $304,000 Sold Jun 16, 2025

    • 1,080 Sq Ft
    • $281/SF
    • 27 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1982

    6 Amherst St, Red Hook, NY 12571

    Discover the potential of this conveniently located ranch-style home in Red Hook. Featuring 3 bedrooms, 1 bath, and an attached garage, this home is ready for your personal touch. A great opportunity for first-time buyers looking for a starter home or for investors and renovators seeking a project with value-adding potential. Located in a peaceful neighborhood, it’s just a short distance to the

    Jessica Brasseur Houlihan Lawrence Inc.

    6 Amherst St, Red Hook, NY 12571
  • /30

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    79 Torre Rock Rd, Red Hook, NY 12571

    79 Torre Rock Rd. in Red Hook NY is a charming Cape Cod home sitting quietly on 12.25 very private acres of serene land in the town of Milan. Built in 1976 this retro home welcomes you with a spacious screened-in front porch, perfect for enjoying nature’s symphony at any hour, this retreat boasts three bedrooms and 2.5 baths. The main floor features a generous primary bedroom with an en suite

    Rebecca Hanlon Corcoran Country Living

    79 Torre Rock Rd, Red Hook, NY 12571
  • /63

    $660,000 Sold Jun 16, 2025

    • 2,594 Sq Ft
    • $254/SF
    • 180 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1931

    782 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to The Nuthatch and Owl's Nest. This charm infused compound consists of a spacious contemporary-cape main house (4-5 BR 2 BA), a very private guest or rental cottage (1 BR 1 BA), a detached 2 car garage or workshop and a hidden glamping cabin (the moonshine shack). This is the perfect opportunity for those looking for a home to truly feel comfortable in. Luxuriate in the options: have

    Dara Barr Keller Williams Upstate NY Pro

    782 Jackson Corners Rd, Red Hook, NY 12571
  • /32

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    96 Old Post Rd N, Red Hook, NY 12571

    Welcome to the former Norman Mead House, a one-of-a-kind 1850s gem nestled in the picturesque hamlet of Upper Red Hook. This distinctive home blends historic character with modern comfort, featuring exposed wooden beams and plenty of personality. The open-concept kitchen—with its central island and updated finishes—is perfect for entertaining. It flows seamlessly into the inviting dining area and

    Leigh Bahnatka BHHS Hudson Valley Properties

    96 Old Post Rd N, Red Hook, NY 12571
  • /24

    $354,000 Sold Jun 11, 2025

    • 1,200 Sq Ft
    • $295/SF
    • 54 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    13 Cornell Ave, Red Hook, NY 12571

    Welcome to 13 Cornell Avenue, a beautifully renovated ranch-style home nestled on a tranquil .26-acre lot in one of Red Hook's most vibrant neighborhoods. With 1200 square feet of thoughtfully designed, one-level living space, this charming 3-bedroom, 1-bathroom gem is ready to welcome you home! Step inside to an airy open-concept layout bathed in natural light, featuring a stunning vaulted

    Patricia Dantzic BHHS HUDSON VALLEY PROP-R

    13 Cornell Ave, Red Hook, NY 12571
  • /13

    $165,000

    • Land
    • 1.60 Acres
    • $103,125 per Acre

    25 Fraleigh Ln, Red Hook, NY 12571

    Cleared, Usable Land BOHA and Ready for Your Dream Home! Just minutes from Red Hook Village, schools, and within a short stroll to the beloved Rose Hill Farm, this beautiful parcel offers the perfect blend of privacy and convenience. The land is flat, cleared, and approved for a 3–4 bedroom home, ready for you to bring your vision to life. Enjoy a peaceful, lush natural setting while being only

    Margaret Niekrewicz Margaret Mondello Real Estate

    25 Fraleigh Ln, Red Hook, NY 12571
  • 575 Fitzsimmons Rd, Red Hook, NY 12571

    $80,000 Sold Jun 10, 2025

    • 484 Sq Ft
    • $165/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1959

    575 Fitzsimmons Rd, Red Hook, NY 12571

    This private, beautiful 6-acre parcel is the perfect place to build your dream home. The current owner purchased the land, put up a fabulous permanent glamping tent (on a platform of the ground) and built a shed with a compostable toilet, so there is a lovely place to stay while you build! This lovely parcel is perfectly located on a lovely and quiet country road, just 10 minutes from the village

    Ann Stettner Neil Charles Real Estate, LLC

    575 Fitzsimmons Rd, Red Hook, NY 12571
    • /2

      Est $272,957 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 740 Sq Ft

      49 Spring Lake Rd, Red Hook, NY 12571

      49 Spring Lake Rd, Red Hook, NY 12571
  • /20

    $299,900

    • 3 Beds
    • 1 Bath
    • 967 Sq Ft

    10 Amherst Rd, Red Hook, NY 12571

    Charming 3-Bedroom Home in a Prime Red Hook LocationNestled in a well-established and desirable neighborhood, this 3-bedroom, 1-bath home offers incredible potential and a fantastic opportunity for the right buyer. While it could benefit from some TLC, its solid bones and ideal location make it well worth the effort.Inside, you'll find hardwood floors, a spacious living and dining

    Jason Walch Coldwell Banker Advisor Realty

    10 Amherst Rd, Red Hook, NY 12571
  • /2

    $221,000 Sold May 23, 2025

    • 1,108 Sq Ft
    • $199/SF
    • 8 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1958

    5 Harvard St, Red Hook, NY 12571

    Handyman Special in nice neighborhood. Home needs rehabbing but well worth every effort. One level floor plan, great yard and close to parks, schools and all services. Perfect Flipper or Rental Property.

    Catherine Mondello MONDELLO UPSTATE PROPERTIES LLC

    5 Harvard St, Red Hook, NY 12571
  • /25

    $210,000

    • Land
    • 14 Acres
    • $14,685 per Acre

    0 Medwyn Ln Unit 20253322, Red Hook, NY 12571

    A rare opportunity to own premium buildable land in one of Red Hook's most desirable private communities. Multiple lots are available, with the option to purchase one or all, totaling 14 acres of scenic Hudson Valley landscape. Each lot offers access to a private lake and is set within a peaceful, natural environment just minutes from the charm of Red Hook Village. Design and build with

    Charlie Brassard Mahar Real Estate, LLC

    0 Medwyn Ln Unit 20253322, Red Hook, NY 12571
  • /25

    $750,000 Sold May 21, 2025

    • 2,741 Sq Ft
    • $274/SF
    • 40 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1958

    93 E Kerleys Corners Rd, Red Hook, NY 12571

    This charming c.1958 custom Cape offers privacy and tranquility, nestled behind a row of pines. The home features sunlit rooms, beautiful wood floors, and a cozy wood-burning fireplace. A spacious studio/living room with a cathedral ceiling and loft storage provides ample space for relaxation and creativity. The three bedrooms offer comfortable accommodations, with one conveniently located on the

    Julia Crowley Rouse + Co Real Estate, LLC

    93 E Kerleys Corners Rd, Red Hook, NY 12571
    • /2

      Est $721,611 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      95 Old Post Rd N, Red Hook, NY 12571

      95 Old Post Rd N, Red Hook, NY 12571
  • /48

    $1,399,000

    • 4 Beds
    • 4.5 Baths
    • 4,500 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

    Chelsea Pollard-Seiler Mondello Upstate Properties

    145 Whalesback Rd, Red Hook, NY 12571
  • 93 W Kerley Cors Rd, Red Hook, NY 12571

    $750,000 Sold May 21, 2025

    • 2,741 Sq Ft
    • $274/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1958

    93 W Kerley Cors Rd, Red Hook, NY 12571

    This charming c.1958 custom Cape offers privacy and tranquility, nestled behind a row of pines. The home features sunlit rooms, beautiful wood floors, and a cozy wood-burning fireplace. A spacious studio/living room with a cathedral ceiling and loft storage provides ample space for relaxation and creativity. The three bedrooms offer comfortable accommodations, with one conveniently located on the

    Julia Crowley Rouse + Co Real Estate LLC

    93 W Kerley Cors Rd, Red Hook, NY 12571
  • /35

    $9,450,000

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

    151 Rowe Rd, Red Hook, NY 12571

    Crestline is a visionary to-be-built residence with 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Perched atop a 41-acre hilltop with commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below, this architectural masterpiece harmonizes with its natural

    Sean Eidle BHHS Hudson Valley Properties

    151 Rowe Rd, Red Hook, NY 12571
  • 112 Yantz Rd, Red Hook, NY 12571

    $495,000 Sold May 21, 2025

    • 1,856 Sq Ft
    • $267/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    112 Yantz Rd, Red Hook, NY 12571

    Come fall in love with this well maintained 3 Bedroom 2 Bath Contemporary Ranch. Bright and sunny open floor plan with fireplace, updated Kitchen with Quartz countertops and stainless appliances, spacious Living and Dining area with sliders to a lovely, covered Porch. Lower level hosts a large Family Room with Woodstove hookup, Laundry and Full Bath. On the upper level are 3 gracious Bedrooms and

    Catherine Mondello Mondello Upstate Properties

    112 Yantz Rd, Red Hook, NY 12571
  • /37

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    11 Tribune Ln, Red Hook, NY 12571

    Picture-perfect vintage vibe meets endless possibilities on 1.6 private acres. This warm, enchanting 3-bed, 2-bath cottage combines nostalgic character with cozy, peaceful country living. From its inviting porch to the sprawling, sunlit yard full of mature trees, every corner of this property whispers warmth and charm. Here you can cultivate charming gardens of flowers and shrubs or grow herbs

    Bettina Louise Sturm Howard Hanna Rand Realty

    11 Tribune Ln, Red Hook, NY 12571

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