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Red Hook, NY Homes for Sale with Acreage

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  • /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
  • /19

    $66,999

    • Land
    • 16.6 Acres
    • $4,036 per Acre

    0 Primrose Hill Rd Unit 27275635, Red Hook, NY 12572

    Your Own Hudson Valley EscapeLooking for a private recreational property in the Hudson Valley where you can truly disconnect from the outside world?This 16.6-acre parcel (Parcel ID 135089-6268-00-008681-0000) on Primrose Hill Rd in Rhinebeck offers peace, privacy, wildlife, and endless opportunities for outdoor enjoyment in one of the most desirable regions of New York. Surrounded

    Aaron Williams Aaron's Real Estate Investments LLC

    0 Primrose Hill Rd Unit 27275635, Red Hook, NY 12572
  • /2

    $1,825,000

    • Land
    • 33.2 Acres
    • $54,970 per Acre

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571

    Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York - an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres

    Jordan Vaccaro Serhant LLC

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571
  • /14

    $825,000

    • 6 Beds
    • 3 Baths
    • 2,716 Sq Ft

    7316 S Broadway, Red Hook, NY 12571

    Exceptional investment and development opportunity in the heart of the Hudson Valley. Located within the Town of Red Hook's Traditional Neighborhood District Commercial Center, this unique offering consists of two separate parcels totaling 1.8 acres and includes two residential structures.The primary structure is an occupied three-bedroom, one-bath home. The second building offers flexibility

    TRACY DOBER Rouse + Co Real Estate, LLC

    7316 S Broadway, Red Hook, NY 12571
  • /53

    $1,670,000

    $130K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 4,220 Sq Ft

    1202 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to an exceptional waterfront retreat in the heart of Red Hook, where refined design meets effortless lifestyle. Nestled along the serene Roe Jan Kill as it winds through your backyard, this remarkable residence offers picturesque water views and a setting that feels both private and inspiring. Living like a three-bedroom home, the layout is thoughtfully designed with generous proportions,

    Howard Payson RE/MAX Town & Country

    1202 Jackson Corners Rd, Red Hook, NY 12571
  • /35

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,445 Sq Ft

    25 Maple Hill Ridge, Red Hook, NY 12571

    Built in 2023, this beautifully designed 3-bedroom, 3-bath home is privately set on a lovely wooded 3-acre parcel at the end of a quiet private road in the highly sought-after town of Red Hook. Thoughtfully designed with comfort and functionality in mind, the inviting open-concept main living space is flooded with natural light and features a gourmet kitchen with stone countertops, a large center

    Daniel Romero Compass Greater New York, LLC

    25 Maple Hill Ridge, Red Hook, NY 12571
  • /60

    $1,675,000

    • 5 Beds
    • 4 Baths
    • 6,498 Sq Ft

    1429 Jackson Corners Rd, Red Hook, NY 12571

    A 1756 turnkey farmhouse, sensitively modernized in keeping with its time-honored design, gracefully spans the storied landscape of Dutchess and Columbia Counties. A striking bluestone courtyard, enclosed by hand laid stone walls sourced from the land itself, creates a moment of arrival that feels both grounded and timeless, an intimate setting for al fresco dining or evening gatherings under the

    Sharon Farley Corcoran Country Living

    1429 Jackson Corners Rd, Red Hook, NY 12571
  • /33

    $2,800,000

    • 4 Beds
    • 3.5 Baths
    • 4,942 Sq Ft

    71 Starbarrack Rd, Red Hook, NY 12571

    Circa 1850, this cheerful farmhouse captures the essence of Hudson Valley country living with sweeping lawns, classic barns, and a gracious wraparound porch. Filled with natural light, the home features high ceilings, original moldings, beautiful built-in cupboards and wood floors throughout. A traditional center hall opens to an expansive living room anchored by a Rumford-style fireplace, custom

    Julia Crowley Rouse + Co Real Estate LLC

    71 Starbarrack Rd, Red Hook, NY 12571
  • /2

    $1,825,000

    • Land
    • 33.2 Acres
    • $54,970 per Acre

    0 Medwyn Ln Unit KEY1011611, Red Hook, NY 12571

    Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York — an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them.Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9

    Jordan Vaccaro Serhant LLC

    0 Medwyn Ln Unit KEY1011611, Red Hook, NY 12571
  • /38

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 4,080 Sq Ft

    243 Fraleigh Ln, Red Hook, NY 12571

    Be prepared for something special at this custom built 4080 SF 4 bedroom, 2.5 bath Contemporary home on Fraleigh Lane, Red Hook which has grand, comfortable & inviting spaces. An impressive library/office is gigantic( 40' x 16' ) with walls of bookshelves & heads the list! The kitchen is eat-in, there's a formal dining room & living room plus a spacious & comfortable family room w/a custom stone

    SUSAN PACIA-PECKMANN BHHS Hudson Valley Properties

    243 Fraleigh Ln, Red Hook, NY 12571
  • /40

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    128 Sawmill Rd, Red Hook, NY 12571

    Beautiful parklike setting on over 7 private acres in the heart of the Hudson Valley. Tucked well off the road, this one floor living home offers exceptional privacy surrounded by mature trees, rock outcroppings, and a stream. Enjoy the outdoors from the wrap-around deck or explore your own wooded acreage. Inside, the main living areas have an open kitchen with Craft-Maid hickory cabinets, quartz

    Leigh Bahnatka BHHS Hudson Valley Properties

    128 Sawmill Rd, Red Hook, NY 12571
  • /31

    $590,000

    • 3 Beds
    • 2 Baths
    • 2,025 Sq Ft

    287 Norton Rd, Red Hook, NY 12571

    Escape to your own private retreat with this beautifully updated 3-bedroom, 2-bath ranch set on a sprawling 2-acre lot just minutes from the Village of Red Hook. Surrounded by lush greenery, this move-in ready home offers serene privacy and a peaceful setting complete with a picturesque pond, perfect for relaxing afternoons and enjoying local wildlife.Inside, you’ll find spacious rooms, all

    Amanda Wilcox eXp Realty

    287 Norton Rd, Red Hook, NY 12571
  • /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
  • /39

    $499,000

    • 2 Beds
    • 1.5 Baths
    • 2,132 Sq Ft

    9 Rocky Rd, Red Hook, NY 12571

    Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. Featuring 2 bedrooms and 1 and a half bathrooms, this inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing

    Gerard Smith Serhant LLC

    9 Rocky Rd, Red Hook, NY 12571
  • /41

    $679,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    3 Seymour Dr, Red Hook, NY 12571

    Move-in ready and quietly set back behind a veil of mature trees, this fully renovated home offers a rare balance of privacy, light, and proximity-just one mile from the heart of Red Hook Village. The approach is understated, but once inside, the house opens up in a way that feels both expansive and grounded pairing clean, modern design with warm materials and flexible spaces that adapt to how

    Robert Airhart Compass Greater NY, LLC

    3 Seymour Dr, Red Hook, NY 12571
  • /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
  • /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
  • /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
  • /11

    $2,600,000

    • Land
    • 210 Acres
    • $12,381 per Acre

    245 Guski Rd, Red Hook, NY 12571

    This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are

    Carolynn Dittmann-Zinn

    245 Guski Rd, Red Hook, NY 12571
  • /42

    $729,000

    $40K 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
  • /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
  • /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
  • /14

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft

    97 Spencer Dr, Red Hook, NY 12571

    Opportunity awaits at the end of a quiet dead-end road with sweeping panoramic views of the Catskill Mountains. Set on 1.3 acres, this 3-bedroom, 2.5-bath ranch-style home offers incredible potential for contractors, investors, or buyers ready to create a one-of-a-kind Hudson Valley retreat.Located just minutes from the village of Red Hook and convenient to Bard College, Rhinebeck, and

    TRACY DOBER Rouse + Co Real Estate LLC

    97 Spencer Dr, 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
  • /15

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    153 Near Rd, Red Hook, NY 12571

    A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with

    Jonathan Berry Upstate Down

    153 Near Rd, Red Hook, NY 12571
  • /35

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    18 Barnstormer Ln, Red Hook, NY 12571

    Welcome to this beautifully crafted 3-bedroom, 2.5-bath modern farmhouse, built in 2021 and thoughtfully designed to blend timeless charm with modern efficiency in a peaceful Red Hook setting. Situated on 2.03 picturesque acres, this exceptional property offers the perfect balance of comfort, functionality, and country appeal. Filled with natural light and warm architectural details, the home

    Stacey Messina BHHS Hudson Valley Properties

    18 Barnstormer Ln, 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
  • /14

    $170,000

    • Land
    • 3.8 Acres
    • $44,737 per Acre

    0 County Road 2, Red Hook, NY 12571

    Build Your Waterfront Forever Home: 5.10 Picturesque Acres along the Jan Kill River.Close your eyes and listen to the gentle, rhythmic sound of rushing water. Imagine stepping out onto your future back deck with a warm cup of coffee, watching the morning mist rise over the river as the sun filters through the trees. This isn't just a piece of land—it is the canvas for your dreams and the

    KELLY ROMANO Keller Williams Realty

    0 County Road 2, Red Hook, NY 12571
  • /39

    $439,900

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,085 Sq Ft

    29 W Kerley Cors Rd, Red Hook, NY 12571

    Welcome home!! Affordable Red Hook home with acreage and privacy without huge price tag. Updated 3 bedroom home in a quiet setting. Enjoy the retreat like yard, with nature trail. Recent enhancements includes: Generator 2025, range, refrigerator and microwave 2025, water heater coil 2025. 500 gallon oil tank tested in 2025, no leaks. Roof 2024, fencing 2024, water softener 2024. Boiler 2019.

    VALERIE PASCUCCI Exit Realty Connections

    29 W Kerley Cors Rd, Red Hook, NY 12571
  • /50

    $1,670,000

    • 3 Beds
    • 4 Baths
    • 4,220 Sq Ft

    1202 Jackson Corners Rd, Red Hook, NY 12571

    Welcome to an exceptional waterfront retreat in the heart of Red Hook, where refined design meets effortless lifestyle. Nestled along the serene Roe Jan Kill as it winds through your backyard, this remarkable residence offers picturesque water views and a setting that feels both private and inspiring. Living like a three-bedroom home, the layout is thoughtfully designed with generous proportions,

    Christopher Ferraro RE/MAX Town & Country

    1202 Jackson Corners Rd, 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
  • /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
  • /33

    $544,900

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

    297 Turkey Hill Rd, Red Hook, NY 12571

    Set on over an acre of private land at 297 Turkey Hill Rd in Red Hook, this inviting country retreat captures the relaxed rhythm and natural beauty of the Hudson Valley. Just minutes from the Taconic State Parkway for an easy ride to NYC, the property is surrounded by rolling countryside and close to hiking trails, state parks, and skiing, making it the perfect weekend escape or full-time

    Michael Castellano Gilcrest Properties

    297 Turkey Hill Rd, Red Hook, NY 12571

Home Prices in Red Hook, NY

Home Price Trends

Median Sale Price
$607,500
Median Single Family Sale Price
$630,000
Median Townhouse Sale Price
$850,000
Median 2 Bedroom Sale Price
$395,000
Median 1 Bedroom Sale Price
$795,000
Average Price Per Sq Ft
$348
Number of Homes for Sale
27
Last 12 months Home Sales
116
Months of Supply
2.80
Median List Price
$699,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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