Annandale On Hudson, NY Homes

• 

  

  

  /5

  $128,000

  • Land
  • 0.88 Acre
  • $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
• 

  $1,350,000 Sold Sep 30, 2025

  1705 County Route 19, Elizaville, NY 12523

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1998

  Last Sold Summary

  • $818/SF
  • 59 Days On Market

  Last Listing Agent Doreen De Carolis Upstate Down

  1705 County Route 19, Elizaville, NY 12523
• 

  Not Listed For Sale

  0 Turkey Hill Rd Unit KEYH6293280, Red Hook, NY 12571

  • Built 1970

  0 Turkey Hill Rd Unit KEYH6293280, Red Hook, NY 12571

  Last Sold Summary

  • 190 Days On Market

  Last Sold Price $100,000

  Last Listing Agent Chelsea Pollard-Seiler Mondello Upstate Properties
• 

  

  

  /36

  $1,499,000 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
• 

  

  

  /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 $484,782

  Last Listing Agent John Lenahan Coldwell Banker Village GreenK

  20 Prince St, Red Hook, NY 12571
• 

  Not Listed For Sale

  Lot # 3 Church St, Red Hook, NY 12571

  Lot # 3 Church St, Red Hook, NY 12571

  Last Sold Summary

  • 112 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Leigh Bahnatka BHHS Hudson Valley Properties
• 

  

  /50

  $4,500,000

  • 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
• 

  

  /46

  $486,000 Sold May 02, 2025

  75 Lakeview Dr, Elizaville, NY 12523

  • 3 Beds
  • 3 Baths
  • 1,870 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Above List Price
  • $260/SF
  • 35 Days On Market

  Current Estimated Value $506,188

  Last Listing Agent Megan Collum Anatole House LLC

  75 Lakeview Dr, Elizaville, NY 12523
• 

  Est $624,086 Not Listed For Sale

  210 Oriole Mills Rd Unit 214, Rhinebeck, NY 12572

  • 5 Beds
  • Built 1930

  210 Oriole Mills Rd Unit 214, Rhinebeck, NY 12572

  Last Sold Summary

  • 48% Below List Price
  • $1,429/SF
  • 267 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Adam Hade Compass Greater NY, LLC
• 

  

  /38

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft

  41 Cornell Ave, Red Hook, NY 12571

  Immaculate and stunning, this spacious Red Hook split level is the quality home you have been waiting for. Every inch of this house has been meticulously maintained and cared for. Enter to the split Entry Way with high ceilings and gleaming hardwood floors throughout, large bay window greets you in the Living Area. Through to the large open Kitchen and Dining Room, this feels spacious and airy

  Chelsea Pollard-Seiler Mondello Upstate Properties

  41 Cornell Ave, Red Hook, NY 12571
• 

  $290,000 Sold Jun 30, 2025

  15 Ferris Ln, Red Hook, NY 12571

  • Land
  • 9.25 Acres
  • $31,351 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 91 Days On Market

  Last Listing Agent PAULA REDMOND Corcoran Country Living

  15 Ferris Ln, Red Hook, NY 12571
• 

  Est $660,522 Not Listed For Sale

  11 Glen Ridge Rd, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 2,848 Sq Ft
  • Built 2006

  11 Glen Ridge Rd, Red Hook, NY 12571

  Last Sold Summary

  • 14% Above List Price
  • $204/SF
  • 24 Days On Market

  Last Sold Price $579,900

  Last Listing Agent Geraldine Brucale BHHS Hudson Valley Properties
• 

  

  /30

  $2,395,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  474 Route 199, Red Hook, NY 12571

  Welcome to NOOK architecturally designed. Perched gracefully atop a natural saddle in the land, this architecturally crafted residence embodies refined contemporary living in perfect harmony with its surrounding landscape. Designed with both beauty and purpose, the home integrates modern aesthetics with eco-conscious principles, creating a sanctuary that is as enduring as it is elegant. From the

  Pamela King-Belfor Four Seasons Sotheby's Int.

  474 Route 199, Red Hook, NY 12571
• 

  $545,000 Sold May 30, 2025

  222 Oriole Mills Rd, Rhinebeck, NY 12572

  • 4 Beds
  • 3 Baths
  • 2,830 Sq Ft
  • Built 1930

  Last Sold Summary

  • $193/SF
  • 43 Days On Market

  Current Estimated Value $594,242

  Last Listing Agent Julie Goldberg HomeSmart Homes & Estates

  222 Oriole Mills Rd, Rhinebeck, NY 12572
• 

  

  /35

  Not Listed For Sale

  1257 Jackson Corners Rd, Red Hook, NY 12571

  • 7 Beds
  • 6.5 Baths
  • 2,460 Sq Ft
  • Built 1790

  1257 Jackson Corners Rd, Red Hook, NY 12571

  Last Sold Summary

  • $528/SF
  • 9 Days On Market

  Last Sold Price $1,298,650

  Last Listing Agent Arlena Armstrong Anatole House LLC
• 

  

  /25

  $1,650,000

  • 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
• 

  $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
• 

  Not Listed For Sale

  1112 Jackson Corners Rd, Red Hook, NY 12571

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1970

  1112 Jackson Corners Rd, Red Hook, NY 12571

  Last Sold Summary

  • $244/SF
  • 90 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Margaret Mondello Margaret Mondello Real Estate
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  /5

  $135,000

  • Land
  • 4.98 Acres
  • $27,108 per Acre

  0 New York 199, Red Hook, NY 12571

  Prime location in picturesque setting! There is currently a foundation on property from house that once upon a time had well and septic. Great project potential for handy person wanting to put a house on a beautiful road close to Red Hook Village. Motivated seller open to offers.

  Angelina Lanzarone Mondello Upstate Properties

  0 New York 199, 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 $999,300

  Last Listing Agent Harris Safier Compass Greater NY, LLC

  6 Livingston St, Red Hook, NY 12571
• 

  Est $757,882 Not Listed For Sale

  333 Norton Rd, Red Hook, NY 12571

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft
  • Built 2004

  333 Norton Rd, Red Hook, NY 12571

  Last Sold Summary

  • 22% Below List Price
  • $564/SF
  • 20 Days On Market

  Last Sold Price $967,000

  Last Listing Agent Diana Polack Compass Greater NY, LLC
• 

  

  /35

  $640,000

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  64 Tee Ln, Red Hook, NY 12571

  This elegant golf course townhouse blends relaxed luxury with scenic tranquility, offering everyday living framed by sweeping fairway views. Set along manicured greens and rolling landscapes, this home features large windows and a private patio that captures golden-hour sunsets. The architecture leans toward clean, elegant lines and shingled roofs, and thoughtfully landscaped entryways that

  Leigh Bahnatka BHHS Hudson Valley Properties

  64 Tee Ln, Red Hook, NY 12571
• 

  $1,250,000 Sold Jul 01, 2025

  76-77 E Lake Ln, Red Hook, NY 12571

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • Built 1945

  Last Sold Summary

  • 26% Above List Price
  • $431/SF
  • 37 Days On Market

  Last Listing Agent Divya Jayachandran Rouse + Co Real Estate LLC

  76-77 E Lake Ln, Red Hook, NY 12571
• 

  Est $564,492 Not Listed For Sale

  15 Kalina Dr, Rhinebeck, NY 12572

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1965

  15 Kalina Dr, Rhinebeck, NY 12572

  Last Sold Summary

  • 9% Above List Price
  • $229/SF
  • 151 Days On Market

  Last Sold Price $520,000

  Last Listing Agent KATHLEEN WARD HomeSmart Homes & Estates
• 

  

  /34

  $1,100,000

  • 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
• 

  $1,065,000 Sold Mar 27, 2026

  3 Lisa Ct, Red Hook, NY 12571

  • 3 Beds
  • 3.5 Baths
  • 3,960 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $269/SF
  • 38 Days On Market

  Current Estimated Value $1,137,654

  Last Listing Agent Owen Davidson Brown Harris Stevens HV LLC

  3 Lisa Ct, Red Hook, NY 12571
• 

  Est $919,712 Not Listed For Sale

  30 Battenfeld Rd, Red Hook, NY 12571

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 2008

  30 Battenfeld Rd, Red Hook, NY 12571

  Last Sold Summary

  • 2% Below List Price
  • $326/SF
  • 27 Days On Market

  Last Sold Price $940,000

  Last Listing Agent Stephanie Way eXp Realty
• 

  

  /14

  $1,650,000

  • Land
  • 41.36 Acres
  • $39,894 per Acre

  0 Rowe Rd Unit KEY947944, Milan, 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

  0 Rowe Rd Unit KEY947944, Milan, NY 12571
• 

  $580,000 Sold Aug 14, 2025

  52 Orlich Rd, Red Hook, NY 12571

  • 4 Beds
  • 2 Baths
  • 3,010 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Below List Price
  • $193/SF
  • 51 Days On Market

  Current Estimated Value $587,641

  Last Listing Agent Debra Allan BHHS Hudson Valley Properties

  52 Orlich Rd, Red Hook, NY 12571
• 

  Est $518,555 Not Listed For Sale

  162 Sunnyside Ln, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 2008

  162 Sunnyside Ln, Red Hook, NY 12571

  Last Sold Summary

  • 73% Above List Price
  • $173/SF
  • 104 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Jonathan Scarinzi Elyse Harney Real Estate
• 

  

  /9

  $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. 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
• 

  

  /40

  $675,000 Sold Dec 23, 2025

  408 New York 199, Red Hook, NY 12571

  • Land
  • 48 Acres
  • $14,062 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 267 Days On Market

  Last Listing Agent Joseph Briggs William Pitt Sotheby's

  408 New York 199, Red Hook, NY 12571
• 

  Est $761,892 Not Listed For Sale

  28 Nevis Rd, Tivoli, NY 12583

  • 4 Beds
  • 3 Baths
  • 3,307 Sq Ft
  • Built 2006

  28 Nevis Rd, Tivoli, NY 12583

  Last Sold Summary

  • 20% Above List Price
  • $192/SF
  • 42 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Catherine Mondello Mondello Upstate Properties
• 

  

  /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
• 

  $371,000 Sold Nov 24, 2025

  96 Old Post Rd N, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1850

  Last Sold Summary

  • 18% Below List Price
  • $286/SF
  • 91 Days On Market

  Current Estimated Value $365,264

  Last Listing Agent Leigh Bahnatka BHHS Hudson Valley Properties

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

  

  /32

  Est $603,510 Not Listed For Sale

  25 Quail Ln, Tivoli, NY 12583

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 2002

  25 Quail Ln, Tivoli, NY 12583

  Last Sold Summary

  • 1% Below List Price
  • $221/SF
  • 37 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Jessica Brasseur Houlihan Lawrence Millbrook Of
• 

  

  /30

  $549,999

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  127 Spring Lake Rd, Red Hook, NY 12571

  Step inside this turnkey home, conveniently located minutes from the Village of Red Hook. Fully renovated with a modern aesthetic, this property offers effortless one-level living paired with stylish, contemporary finishes throughout. This beautifully updated 3-bedroom, 2-bath residence blends comfort and functionality with thoughtful design. The spacious primary suite features a private en-suite

  Eliana Amodio Amodio Real Estate & Prop

  127 Spring Lake Rd, Red Hook, NY 12571
• 

  

  /63

  $534,900 Sold Jan 26, 2026

  29 Hapeman Hill Rd, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1952

  Last Sold Summary

  • $279/SF
  • 91 Days On Market

  Current Estimated Value $530,379

  Last Listing Agent John Lenahan Coldwell Banker Village GreenK

  29 Hapeman Hill Rd, Red Hook, NY 12571
• 

  Est $520,369 Not Listed For Sale

  418 Sepasco Center St, Rhinebeck, NY 12572

  • 3 Beds
  • 1.5 Baths
  • 2,092 Sq Ft
  • Built 1965

  418 Sepasco Center St, Rhinebeck, NY 12572

  Last Sold Summary

  • 16% Above List Price
  • $215/SF
  • 30 Days On Market

  Last Sold Price $449,000

  Last Listing Agent HOMER STALEY JR. Staley Real Estate, LLC
• 

  

  /4

  $88,000

  • Land
  • 0.89 Acre
  • $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

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