Annandale On Hudson, NY Homes

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  /4

  $1,680,000 Pending

  • 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

  (845) 436-3939

  0 Rowe Rd Unit 202514433, Milan, NY 12571
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  /36

  $3,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  460 Lasher Rd, Tivoli, NY 12583

  Hudson Valley Farmhouse Retreat on 10 Private Acres with potential for dedicated Artist & Writer Studios. Thoughtfully designed with opportunity for custom build-out. Please inquire for further details. Option 1: Step into the quintessential Hudson Valley farmhouse, full of light, charm, and space to unwind. Featuring 2-3 bedrooms and 1.5 baths, a generous kitchen, and spacious living and dining

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (329) 210-1281

  460 Lasher Rd, Tivoli, NY 12583
• 

  $415,000 Sold Oct 14, 2025

  1601 Route 199, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,097 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $378/SF
  • 30 Days On Market

  Current Estimated Value $437,000

  Last Listing Agent Jason Schobert eXp Realty

  1601 Route 199, Red Hook, NY 12571
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  /42

  Est $5,223,469 Not Listed For Sale

  285 Becker Hill Rd, Red Hook, NY 12571

  • 6 Beds
  • 4.5 Baths
  • 7,482 Sq Ft
  • Built 2020

  285 Becker Hill Rd, Red Hook, NY 12571

  Last Sold Summary

  • 9% Below List Price
  • $769/SF
  • 36 Days On Market

  Last Sold Price $5,750,000

  Last Listing Agent Solomon Anidjar Upstate Down
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  /27

  $419,000

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  10 Phillips St, Red Hook, NY 12571

  Charming Village home with 1/2 acre of level property. Use it either as a weekend home or all year round living! 2 Bedrooms, screened in porch, garage, eat in kitchen, walk up attic and full basement. This home offers 3 levels of space. Newer roof but garage and certain areas of the home NEEDS TLC! Washer & Dryer is located on the main level but can be moved to the basement if you wish. There is

  

  Francesca Mulone

  Coldwell Banker Realty

  (845) 552-2684

  10 Phillips St, Red Hook, NY 12571
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  /21

  $2,150 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Condo for Rent

  25 Thompson St Unit 2, Red Hook, NY 12571

  3 BR duplex style apartment off quiet side street in Red Hook Village. Nearby to shuttle and all shopping. Private backyard with deck to enjoy. Available August 1. Tenant pays oil,electric,internet,water. Included in rent: garbage & lawn care.

  25 Thompson St Unit 2, Red Hook, NY 12571
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  /25

  $750,000 Sold May 21, 2025

  93 E Kerleys Corners Rd, Red Hook, NY 12571

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $274/SF
  • 40 Days On Market

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

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

  Est $425,219 Not Listed For Sale

  121 Parker Rd, Elizaville, NY 12523

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1996

  121 Parker Rd, Elizaville, NY 12523

  Last Sold Summary

  • 21% Above List Price
  • $109/SF
  • 2 Days On Market

  Last Sold Price $350,000

  Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP
• 

  

  /4

  $1,680,000 Pending

  • 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, including a

  

  Joseph Briggs

  William Pitt Sothebys Int Rlty

  (845) 273-3613

  0 Rowe Rd Unit KEY842291, Milan, NY 12571
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  /16

  $3,700 per month

  • 3 Beds
  • 1.5 Baths
  • 1,468 Sq Ft
  • House for Rent

  340 Metzger Rd, Rhinebeck, NY 12572

  Located down a long dirt driveway is the classic 1940's 3-bedroom 1.5 bath Cape Cod located on a parklike 14.5 acres with stream. This homes main level consists of a kitchen, dining room, living room with brick fireplace, bedroom with additional room that would be a great den or home office, full bathroom and oak hardwood floors throughout. On the second floor you will find that additional two

  Daniel Staley Staley Real Estate, LLC

  340 Metzger Rd, Rhinebeck, NY 12572
• 

  $394,050 Sold Feb 18, 2026

  8 Willow Dr, Red Hook, NY 12571

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft
  • Built 1958

  Last Sold Summary

  • 25% Below List Price
  • $248/SF
  • 92 Days On Market

  Current Estimated Value $395,710

  Last Listing Agent Kelly Martin Martin Land & Estates LLC

  8 Willow Dr, Red Hook, NY 12571
• 

  Est $960,663 Not Listed For Sale

  57 Pondview Dr, Red Hook, NY 12571

  • 3 Beds
  • 5 Baths
  • 4,400 Sq Ft
  • Built 2004

  57 Pondview Dr, Red Hook, NY 12571

  Last Sold Summary

  • 28% Above List Price
  • $170/SF
  • 28 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Margaret Mondello Margaret Mondello Real Estate
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  /2

  $225,000

  • Land
  • 16.6 Acres
  • $13,554 per Acre

  0 Spring Lake Rd Unit KEY943799, Milan, NY 12571

  16.6 breathtaking acres in the heart of the Hudson Valley, tucked away on a quiet country road in the Town of Milan. 1000 feet of road frontage. This rare parcel features mature trees, natural trails, and beautiful rock outcroppings, offering a peaceful, private setting to build your dream home. Located within the Red Hook School District and surrounded by nature, it’s the perfect blend of

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 609-0308

  0 Spring Lake Rd Unit KEY943799, Milan, NY 12571
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  /15

  $1,900 per month

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

  44 E Market St Unit A, Red Hook, NY 12571

  Renovated 2 bedroom 1 bath apartment on the 2nd level in the Village of Red Hook. Walking distance to restaurants, stores/shops, Bard shuttle, etc. Washer/Dryer, off street parking. Owner provides heat, water, sewer, snow removal, garbage (dumpster). Tenant pays electric, internet/cable. Pets considered on a case-by-case basis. No smoking. One month security deposit, 1st months rents at the

  Julie Goldberg HomeSmart Homes & Estates

  44 E Market St Unit A, Red Hook, NY 12571
• 

  $300,000 Sold Aug 29, 2025

  33 Vosburgh Rd, Red Hook, NY 12571

  • Land
  • 10.67 Acres
  • $28,116 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 148 Days On Market

  Current Estimated Value $297,948

  Last Listing Agent John Barbato Compass Greater NY, LLC

  33 Vosburgh Rd, Red Hook, NY 12571
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  Est $225,000 Not Listed For Sale

  19 Boice Rd, Rhinebeck, NY 12572

  • 4 Beds
  • Built 1982

  19 Boice Rd, Rhinebeck, NY 12572

  Last Sold Summary

  • 10% Above List Price
  • $137/SF
  • 15 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Sean Eidle BHHS Hudson Valley Properties
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  /50

  $825,000

  • 4 Beds
  • 3.5 Baths
  • 2,345 Sq Ft

  172 Shields Rd, Red Hook, NY 12571

  Set along a quiet, picturesque dirt road, this private escape delivers the kind of peace you didn’t know you needed—until now. A wide, grassy yard flows to a meandering stream, while a heated saltwater pool turns every day into a vacation. Whether you're seeking a full-time sanctuary or a weekend retreat, this home strikes the perfect balance between comfort, privacy, and style. Inside, the

  

  Michael Kahns

  Compass Greater NY, LLC

  (845) 640-5219

  172 Shields Rd, Red Hook, NY 12571
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  /15

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • House for Rent

  406 Sepasco Center St Unit 1, Rhinebeck, NY 12572

  VERY SMALL 1-ROOM COTTAGE IN BEAUTIFUL SEPASCO VILLAGE. VERY CLEAN SWIMMING AND FISHING LAKE. CLOSE TO RHINEBECK VILLAGE, AMTRAK, & TSP. Exterior Features: Outside Lighting, ROOF: Asphalt Shingles, FOUNDATION: Slab, FLOORING: vinyl, AboveGrade:, OwnerPays: Fire Insurance, Maintenance, Taxes, EQUIPMENT: Smoke Detectors

  HOMER STALEY JR. Staley Real Estate, LLC

  406 Sepasco Center St Unit 1, Rhinebeck, NY 12572
• 

  $250,000 Sold Jul 29, 2025

  155 Metzger Rd Unit 19, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 77 Days On Market

  Last Listing Agent Catherine Mondello Mondello Upstate Properties

  155 Metzger Rd Unit 19, Red Hook, NY 12571
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  Not Listed For Sale

  7328 S Broadway, Red Hook, NY 12571

  • 3 Beds
  • 2 Baths
  • 1,165 Sq Ft
  • Built 2005

  7328 S Broadway, Red Hook, NY 12571

  Last Sold Summary

  • $103/SF
  • 31 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Margaret Mondello Margaret Mondello Real Estate
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  /32

  $399,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  11 Cambridge Dr, Red Hook, NY 12571

  Accepted Offer 2/20/26 - Inspection on 2/23/26. Tucked in on a corner lot, in popular Red Hook Estates, just around the corner to the picturesque Red Hook village, this beautifully maintained single-level home offers the ideal combination of comfort, convenience, and style. With 3 spacious bedrooms and 1 large bath, the home features a finished lower level that adds incredible versatility -

  

  Margaret Mondello

  Margaret Mondello Real Estate

  (845) 244-5532

  11 Cambridge Dr, Red Hook, NY 12571
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  /10

  $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
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  /42

  $550,000 Sold Mar 20, 2026

  7432 S Broadway, Red Hook, NY 12571

  • 4 Beds
  • 3 Baths
  • 2,559 Sq Ft
  • Built 1920

  Last Sold Summary

  • 14% Below List Price
  • $215/SF
  • 81 Days On Market

  Current Estimated Value $593,978

  Last Listing Agent Allison Morelle Coldwell Banker Village GreenK

  7432 S Broadway, Red Hook, NY 12571
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  /6

  Not Listed For Sale

  96 Parker Rd, Elizaville, NY 12523

  96 Parker Rd, Elizaville, NY 12523

  Last Sold Summary

  • 158 Days On Market

  Last Sold Price $106,000

  Last Listing Agent David Birch Barns & Farms Realty, LLC
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  /37

  $349,000 Pending

  • 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

  (845) 400-8750

  11 Tribune Ln, Red Hook, NY 12571
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  /23

  $28,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,900 Sq Ft
  • House for Rent

  21 Contentment Ln, Red Hook, NY 12571

  This custom-built house is located on a private road in Milan and offers sweeping views of the Berkshires and Stissing Mountain. The main level consists of a spacious open floor plan and features a living area with double-height ceilings, a stone two-story fireplace, beautiful kitchen & several dining areas. Ample windows and an expansive deck offer panoramic views from all three areas. The

  Eleanor Vogel Rouse + Co Real Estate LLC

  21 Contentment Ln, Red Hook, NY 12571
• 

  $2,395,000 Sold May 29, 2025

  10 Boice Rd, Rhinebeck, NY 12572

  • 4 Beds
  • 3 Baths
  • 2,612 Sq Ft
  • Built 2024

  Last Sold Summary

  • $917/SF
  • 404 Days On Market

  Last Listing Agent DOUG MAXWELL Upstate Modernist

  10 Boice Rd, Rhinebeck, NY 12572
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  /25

  Est $432,981 Not Listed For Sale

  77 Shore Dr, Elizaville, NY 12523

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1955

  77 Shore Dr, Elizaville, NY 12523

  Last Sold Summary

  • 31% Below List Price
  • $729/SF
  • 78 Days On Market

  Last Sold Price $630,000

  Last Listing Agent SHERI SCEROLER Four Seasons Sotheby's Int.
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  /10

  $159,000

  • Land
  • 0.5 Acre
  • $318,000 per Acre

  0 Sepasco Lake Rd, Rhinebeck, NY 12572

  Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the

  

  Feng Liu-Winham

  Coldwell Banker Village Green

  (845) 385-1110

  0 Sepasco Lake Rd, Rhinebeck, NY 12572
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  /18

  $3,900 per month

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

  90 W Market St Unit 1, Red Hook, NY 12571

  Red Hook Rental, One Story Living, 3 Bedroom, 2 Bath with Rear Deck and Driveway Parking. Freshly renovated and completely Furnished. 1450 sq. ft., Near Red Hook Village, Close to Bard, Amtrak Train, Rhinebeck and all the amenities the area offers. Check out the Photos. Rental starts 7/15/26, No Pets or Smoking.

  Gail Saucier BHHS Hudson Valley Properties

  90 W Market St Unit 1, Red Hook, NY 12571
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  /25

  $1,600,000 Sold Feb 25, 2026

  4 Sarah Ct, Rhinebeck, NY 12572

  • 3 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $500/SF
  • 125 Days On Market

  Current Estimated Value $1,734,000

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  4 Sarah Ct, Rhinebeck, NY 12572
• 

  Est $179,000 Not Listed For Sale

  23 Guski Rd, Red Hook, NY 12571

  23 Guski Rd, Red Hook, NY 12571

  Last Sold Summary

  • 139% Above List Price
  • 445 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Daniel Staley Staley Real Estate, LLC
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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

  

  Karen Briscoe-Reed

  KW MidHudson

  (329) 210-2981

  0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401
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  /9

  $2,500 per month

  • 1 Bath
  • 560 Sq Ft
  • House for Rent

  7217 Albany Post Rd, Rhinebeck, NY 12572

  The Cottage at Rokeby Farm. This newly renovated cottage on a 19 acre farm offers significant natural light, pine floors, an eat in kitchen with granite countertops and washer/dryer in unit. Located walking distance from Red Hook's main street, and minutes away from Rhinebeck Village and Bard College. Also ideal for weekend getaways. Parking, Electricity, Heat, and Water included. Access to walk

  Eleanor Vogel Rouse + Co Real Estate, LLC

  7217 Albany Post Rd, Rhinebeck, NY 12572
• 

  $595,000 Sold Jul 17, 2025

  7080 Route 9, Rhinebeck, NY 12572

  • Land
  • 15.65 Acres
  • $38,019 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 70 Days On Market

  Current Estimated Value $651,655

  Last Listing Agent Catherine Mondello Mondello Upstate Properties

  7080 Route 9, Rhinebeck, NY 12572
• 

  Est $761,856 Not Listed For Sale

  24 Brooklyn Heights Rd, Rhinebeck, NY 12572

  • 4 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 2011

  24 Brooklyn Heights Rd, Rhinebeck, NY 12572

  Last Sold Summary

  • 29% Above List Price
  • $248/SF
  • 4 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Geraldine Brucale BHHS Hudson Valley Properties
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  /38

  $849,000

  • 3 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  12 Broadview Ln, Red Hook, NY 12571

  Welcome to the lovely neighborhood on Broadview Lane, where you have the unique luxury of extensive private acreage but also enjoy the cul de sac setting. This custom colonial is both elegant and cozy; it has been carefully curated with immaculate details featuring crown moldings, recessed lighting, and beautiful hardwood floors. Welcome your guests into the grand entrance way with 20 foot

  Chelsea Pollard-Seiler Mondello Upstate Properties

  12 Broadview Ln, Red Hook, NY 12571
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  /16

  $4,000 per month

  • 2 Beds
  • 1.5 Baths
  • 2,184 Sq Ft
  • House for Rent

  188 South Rd, Tivoli, NY 12583

  Country living at its best! Escape to a totally secluded charming converted barn on 30+ acres in an off-the-grid property. This residence offers a great room with living and dining area with a wood burning stove for those chilly days and a spacious eat-in kitchen. On the second floor 2 bedrooms, 1 den and 1.5 baths with washer & dryer. Located at the end of a long driveway on a 174 acre farm with

  Harry Hill Houlihan Lawrence Inc.

  188 South Rd, Tivoli, NY 12583
• 

  $425,000 Sold Apr 30, 2025

  2 Fraleigh St, Red Hook, NY 12571

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1952

  Last Sold Summary

  • 5% Below List Price
  • $425/SF
  • 98 Days On Market

  Current Estimated Value $427,510

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  2 Fraleigh St, Red Hook, NY 12571
• 

  Est $905,495 Not Listed For Sale

  38 Cookingham Ln, Red Hook, NY 12571

  • 3 Beds
  • 2.5 Baths
  • 3,120 Sq Ft
  • Built 1999

  38 Cookingham Ln, Red Hook, NY 12571

  Last Sold Summary

  • 4% Below List Price
  • $301/SF
  • 153 Days On Market

  Last Sold Price $939,000

  Last Listing Agent CYNTHIA FENNELL Patricia A. Hinkein Realty

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