4,916

Red Hook, NY Homes

Section Image
  • 25 Maple Hill Ridge, Red Hook, NY 12571
    25 Maple Hill Ridge, Red Hook, NY 12571
    25 Maple Hill Ridge, Red Hook, NY 12571
    /35

    $795,000

    $30K PRICE DROP
    • 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
  • 35 Old Route 199, Red Hook, NY 12571
    35 Old Route 199, Red Hook, NY 12571
    35 Old Route 199, Red Hook, NY 12571
    /15

    $2,450 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    35 Old Route 199, Red Hook, NY 12571

    This newly renovated two bedroom apartment is ready for immediate occupancy. Located minutes from the Village of Red Hook, this two bedroom, one bath apartment has all new stainless steel appliances and new state of the art heating and cooling system. Minutes from Bard College, Rhinebeck and all that the Hudson Valley has to offer.

    TRACY DOBER Rouse + Co Real Estate LLC

    35 Old Route 199, Red Hook, NY 12571
  • 3 Church Street Extension, Red Hook, NY 12571

    $525,000

    Sold Jul 08, 2026

    3 Church Street Extension, Red Hook, NY 12571

    • 2 Beds
    • 1.5 Baths
    • 1,506 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Below List Price
    • $349/SF
    • 17 Days On Market

    Current Estimated Value $528,392

    Last Listing Agent Catherine Mondello Mondello Upstate Properties

    3 Church Street Extension, Red Hook, NY 12571
  • 1429 Jackson Corners Rd, Red Hook, NY 12571
    1429 Jackson Corners Rd, Red Hook, NY 12571
    1429 Jackson Corners Rd, Red Hook, NY 12571
    /60

    $1,649,000

    $26K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 6,498 Sq Ft

    1429 Jackson Corners Rd, Red Hook, NY 12571

    A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting--equally suited for elegant entertaining, intimate al

    Sharon Farley Corcoran Country Living

    1429 Jackson Corners Rd, Red Hook, NY 12571
  • 91-97 Sawmill Rd, Red Hook, NY 12571
    91-97 Sawmill Rd, Red Hook, NY 12571
    91-97 Sawmill Rd, Red Hook, NY 12571
    /11

    $2,350 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    91-97 Sawmill Rd, Red Hook, NY 12571

    Well maintained two-bedroom , one bath apartment offering approximately 800 sq. ft of living space. Apartment is attached to an owner occupied full time residence and set on over three scenic acres, providing a quiet and private setting. Features include functional layout, spacious bedrooms and a full bath. Conveniently located in the Town of Milan. Close to Taconic State Parkway, Red Hook and

    TRACY DOBER Rouse + Co Real Estate LLC

    91-97 Sawmill Rd, Red Hook, NY 12571
  • 145 Whalesback Rd, Red Hook, NY 12571

    $1,200,000

    Sold Nov 17, 2025

    145 Whalesback Rd, Red Hook, NY 12571

    • 4 Beds
    • 4.5 Baths
    • 4,500 Sq Ft
    • Built 2002

    Last Sold Summary

    • 14% Below List Price
    • $267/SF
    • 96 Days On Market

    Current Estimated Value $1,161,821

    Last Listing Agent Nancy Gaska Coldwell Banker American Homes

    145 Whalesback Rd, Red Hook, NY 12571
  • 71 Starbarrack Rd, Red Hook, NY 12571
    71 Starbarrack Rd, Red Hook, NY 12571
    71 Starbarrack Rd, Red Hook, NY 12571
    /36

    $2,800,000

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

    71 Starbarrack Rd, Red Hook, NY 12571

    This cheerful c.1850 farmhouse captures the essence of Hudson Valley country living with a gracious wraparound porch, sweeping lawns, and classic barns. Filled with natural light, the house 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
  • 46 E Market St, Red Hook, NY 12571
    46 E Market St, Red Hook, NY 12571
    46 E Market St, Red Hook, NY 12571
    /17

    $4,200 Per Month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Apartment for Rent

    46 E Market St, Red Hook, NY 12571

    Renovated 4-BEDROOM, 2 KITCHEN and 2 FULL BATH apartment in the Village of Red Hook. Each bedroom has its own refrigerator. Washer/Dryer inside the premises, off street parking/parking lot. Walking distance to restaurants, stores/shops, Bard shuttle, etc. Owner provides heat, water, sewer, garbage (dumpster), internet and takes care of snow removal. Tenant pays for electric and cable TV. Pets

    Julie Goldberg HomeSmart Homes & Estates

    46 E Market St, Red Hook, NY 12571
  • 15 Shookville Rd, Red Hook, NY 12571
    15 Shookville Rd, Red Hook, NY 12571
    15 Shookville Rd, Red Hook, NY 12571
    /32

    $3,450,000

    Sold Sep 25, 2025

    15 Shookville Rd, Red Hook, NY 12571

    • 4 Beds
    • 3.5 Baths
    • 4,110 Sq Ft
    • Built 2012

    Last Sold Summary

    • $839/SF
    • 33 Days On Market

    Current Estimated Value $3,108,868

    Last Listing Agent Julia Crowley Rouse + Co Real Estate, LLC

    15 Shookville Rd, Red Hook, NY 12571
  • 2 Princeton St, Red Hook, NY 12571
    2 Princeton St, Red Hook, NY 12571
    /2

    $449,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,325 Sq Ft

    2 Princeton St, Red Hook, NY 12571

    Stylish, spacious, and fully move-in ready, this delightful 3-bed, 1-bath single-level home presents a sweet, tidy exterior nestled in a quiet, walkable Red Hook neighborhood minutes to the Village Center, the highly rated Red Hook schools, and Bard College. Step inside to a bright interior with an easy, open layout blending comfort, convenience, and thoughtful upgrades. With cathedral ceilings

    Nilgun Foley SVN Deegan-Collins Commercial

    2 Princeton St, Red Hook, NY 12571
  • 7641 N Broadway, Red Hook, NY 12571

    $530,000

    Sold Mar 01, 2026

    7641 N Broadway, Red Hook, NY 12571

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft
    • Built 1967

    Last Sold Summary

    • 29% Below List Price
    • $266/SF
    • 183 Days On Market

    Current Estimated Value $550,880

    Last Listing Agent Ryan Sylvestri 360 Property Management

    7641 N Broadway, Red Hook, NY 12571
  • 11 Princeton St, Red Hook, NY 12571
    11 Princeton St, Red Hook, NY 12571
    11 Princeton St, Red Hook, NY 12571
    /19

    $407,000

    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    11 Princeton St, Red Hook, NY 12571

    Neat and Tidy Ranch Style Home in Quiet Neighborhood. In same family for over 30 years this home has been well maintained and updated with the utmost attention to detail and care. A very sweet, covered Porch welcomes you into a nice sized Living Room with Vaulted Ceiling that flows into the newly updated Kitchen with ample cabinetry, stainless appliances and sleek countertops. A nice subway tile

    Catherine Mondello Mondello Upstate Properties

    11 Princeton St, Red Hook, NY 12571
  • 1 Bard Ave, Red Hook, NY 12571

    $525,000

    Sold Sep 08, 2025

    1 Bard Ave, Red Hook, NY 12571

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 1966

    Last Sold Summary

    • $289/SF
    • 7 Days On Market

    Current Estimated Value $502,530

    Last Listing Agent KATHLEEN WARD HomeSmart Homes & Estates

    1 Bard Ave, Red Hook, NY 12571
  • 0 Medwyn Ln Unit KEY1011611, Red Hook, NY 12571
    0 Medwyn Ln Unit KEY1011611, 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
  • 133 Williams Rd, Red Hook, NY 12571

    $999,999

    Sold Feb 11, 2026

    133 Williams Rd, Red Hook, NY 12571

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 2002

    Last Sold Summary

    • 11% Above List Price
    • $458/SF
    • 23 Days On Market

    Current Estimated Value $949,555

    Last Listing Agent Jared Vengrin Corcoran Country Living

    133 Williams Rd, Red Hook, NY 12571
  • 1598 Jackson Corners Rd, Red Hook, NY 12571
    1598 Jackson Corners Rd, Red Hook, NY 12571
    1598 Jackson Corners Rd, Red Hook, NY 12571
    /36

    $1,499,000

    $200K PRICE DROP Pending
    • 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
  • 58 Deer Run, Red Hook, NY 12571
    58 Deer Run, Red Hook, NY 12571
    58 Deer Run, Red Hook, NY 12571
    /28

    $1,200,000

    Sold Jun 18, 2026

    58 Deer Run, Red Hook, NY 12571

    • 4 Beds
    • 2.5 Baths
    • 3,650 Sq Ft
    • Built 2000

    Last Sold Summary

    • 900% Above List Price
    • $329/SF
    • 50 Days On Market

    Last Listing Agent Jill Rose Houlihan Lawrence, Inc.

    58 Deer Run, Red Hook, NY 12571
  • 128 Sawmill Rd, Red Hook, NY 12571
    128 Sawmill Rd, Red Hook, NY 12571
    128 Sawmill Rd, 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
  • 10 Amherst Rd, Red Hook, NY 12571
    10 Amherst Rd, Red Hook, NY 12571
    10 Amherst Rd, Red Hook, NY 12571
    /20

    $250,000

    Sold Dec 01, 2025

    10 Amherst Rd, Red Hook, NY 12571

    • 3 Beds
    • 1 Bath
    • 967 Sq Ft
    • Built 1957

    Last Sold Summary

    • 17% Below List Price
    • $259/SF
    • 35 Days On Market

    Current Estimated Value $288,150

    Last Listing Agent Jason Walch Coldwell Banker Advisor Realty

    10 Amherst Rd, Red Hook, NY 12571
  • 287 Norton Rd, Red Hook, NY 12571
    287 Norton Rd, Red Hook, NY 12571
    287 Norton Rd, Red Hook, NY 12571
    /35

    $569,000

    $21K PRICE DROP
    • 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
  • 8 Creekside Rd, Red Hook, NY 12571
    8 Creekside Rd, Red Hook, NY 12571
    8 Creekside Rd, Red Hook, NY 12571
    /34

    $550,000

    Sold Mar 13, 2026

    8 Creekside Rd, Red Hook, NY 12571

    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft
    • Built 1949

    Last Sold Summary

    • $203/SF
    • 105 Days On Market

    Current Estimated Value $514,089

    Last Listing Agent Mark Saxby Berkshire Hathaway HomeService

    8 Creekside Rd, Red Hook, NY 12571
    • 782 Jackson Corners Rd, Red Hook, NY 12571
      782 Jackson Corners Rd, Red Hook, NY 12571
      782 Jackson Corners Rd, Red Hook, NY 12571
      /63

      Not Listed For Sale

      782 Jackson Corners Rd, Red Hook, NY 12571

      • 6 Beds
      • 3 Baths
      • 2,859 Sq Ft
      • Built 1931
      782 Jackson Corners Rd, Red Hook, NY 12571

      Last Sold Summary

      • 180 Days On Market

  • 926 Turkey Hill Rd, Red Hook, NY 12571
    926 Turkey Hill Rd, Red Hook, NY 12571
    926 Turkey Hill 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
  • 20 Prince St, Red Hook, NY 12571
    20 Prince St, Red Hook, NY 12571
    20 Prince St, Red Hook, NY 12571
    /38

    $492,000

    Sold Aug 13, 2025

    20 Prince St, Red Hook, NY 12571

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $342/SF
    • 84 Days On Market

    Current Estimated Value $482,050

    Last Listing Agent John Lenahan Coldwell Banker Village GreenK

    20 Prince St, Red Hook, NY 12571
  • 9 Rocky Rd, Red Hook, NY 12571
    9 Rocky Rd, Red Hook, NY 12571
    9 Rocky Rd, Red Hook, NY 12571
    /39

    $489,000

    $10K PRICE DROP
    • 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. 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 valuable additional living space perfect for a

    Gerard Smith Serhant LLC

    9 Rocky Rd, Red Hook, NY 12571
  • TBD Deer Run, Red Hook, NY 12571

    $260,000

    Sold Feb 09, 2026

    TBD Deer Run, Red Hook, NY 12571

    • Land
    • 5 Acres
    • $52,000 per Acre

    Last Sold Summary

    • 93 Days On Market

    Last Listing Agent Randy Spiesman Weichert REALTORS

    TBD Deer Run, Red Hook, NY 12571
  • 30 Old Post Rd N, Red Hook, NY 12571
    30 Old Post Rd N, Red Hook, NY 12571
    30 Old Post Rd N, Red Hook, NY 12571
    /47

    $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
  • 6 Livingston St, Red Hook, NY 12571

    $975,000

    Sold Sep 03, 2025

    6 Livingston St, Red Hook, NY 12571

    • 3 Beds
    • 3.5 Baths
    • 2,046 Sq Ft
    • Built 2020

    Last Sold Summary

    • 13% Below List Price
    • $477/SF
    • 87 Days On Market

    Current Estimated Value $940,559

    Last Listing Agent Harris Safier Compass Greater NY, LLC

    6 Livingston St, Red Hook, NY 12571
  • 51 Milan Hill Rd, Red Hook, NY 12571
    51 Milan Hill Rd, Red Hook, NY 12571
    51 Milan Hill Rd, Red Hook, NY 12571
    /52

    $675,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    51 Milan Hill Rd, Red Hook, NY 12571

    Set on 8.7 private, parklike acres, this spacious 4+bedroom, 3 bath expanded ranch offers over 2,400 square feet of living space, an inground gunite pool with snap down cover and a new filter in 2020. Exceptional privacy with no neighboring homes in sight. The property is being sold as two adjoining parcels: 5.4 acres with the residence and pool, plus a separate 3.3-acre vacant parcel. The vacant

    Karen Sheffer Berkshire Hathaway HomeService

    51 Milan Hill Rd, Red Hook, NY 12571

Showing Results 41 - 80, Page 2 of 18

New York Dutchess County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group