Cold Spring, NY Homes

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  /21

  $690,000

  Pending

  • 2 Beds
  • 2 Baths
  • 2,071 Sq Ft

  28 Yesterday Dr, Cold Spring, NY 10516

  Welcome to Glassbury Court of Cold Spring! Stunning Hamilton model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in the convenience of the midpoint between Cold Spring village and Fishkill. Have the easy access to restaurants and every amenity you can imagine, together with the gorgeous surrounding

  Lance Pahucki William Raveis-New York LLC

  28 Yesterday Dr, Cold Spring, NY 10516
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• 

  $575,000

  Sold May 07, 2026

  47 Healy Rd, Cold Spring, NY 10516

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $552/SF
  • 159 Days On Market

  Current Estimated Value $565,678

  Last Listing Agent Rebecca Bardes Houlihan Lawrence Inc.

  47 Healy Rd, Cold Spring, NY 10516
• 

  Not Listed For Sale

  55 Moffat Rd, Cold Spring, NY 10516

  • 3 Beds
  • 3 Baths
  • 5,018 Sq Ft
  • Built 2002

  55 Moffat Rd, Cold Spring, NY 10516

  Last Sold Summary

  • 225 Days On Market

  Last Listing Agent Terese Olsen Houlihan Lawrence Inc.
• 

  

  

  /50

  $1,100,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,746 Sq Ft

  16 Chestnut St, Cold Spring, NY 10516

  Welcome to 16 Chestnut, village living at its finest, historic charm centrally located in Cold Spring, walkable to the shops and restaurants of Main Street and Metro North. Upon entry, the scale is impressive from the high ceilings in the front hall to the large living room with fireplace and proper dining room to a recently remodeled kitchen, half bath and first floor laundry. The kitchen floors

  Ann McBride-Alayon Hudson River Line Realty

  16 Chestnut St, Cold Spring, NY 10516
• 

  $265,000

  Sold Dec 02, 2025

  6 1st St, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1976

  Last Sold Summary

  • $191/SF
  • 24 Days On Market

  Last Listing Agent Jonathan Minerick HomeCoin.com

  6 1st St, Cold Spring, NY 10516
• 

  Est $536,352

  Not Listed For Sale

  36 Healy Rd, Cold Spring, NY 10516

  • 1 Bed
  • 1.5 Baths
  • 958 Sq Ft
  • Built 1910

  36 Healy Rd, Cold Spring, NY 10516

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.
• 

  /2

  $39,900

  • Land
  • 23.9 Acres
  • $1,669 per Acre

  0 Route 394 Unit B1695780, Cold Spring, NY 14772

  Exceptional opportunity to own over 23 acres of prime hunting and recreational land on Route 394 in Randolph, NY! This impressive parcel offers approximately 1,400 feet of road frontage, providing excellent visibility and access while still delivering the privacy and natural setting outdoor enthusiasts crave. With abundant wildlife habitat and a beautiful rural backdrop, this property is ideal

  Ciji VanDyke Listing by RE/MAX On Point

  

  0 Route 394 Unit B1695780, Cold Spring, NY 14772
• 

  $887,000

  Sold Dec 22, 2025

  23 Barrett Pond Rd, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $396/SF
  • 18 Days On Market

  Current Estimated Value $922,894

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  23 Barrett Pond Rd, Cold Spring, NY 10516
• 

  Est $1,525,598

  Not Listed For Sale

  1137 E Mountain Rd S, Cold Spring, NY 10516

  • 4 Beds
  • 5 Baths
  • 4,717 Sq Ft
  • Built 2008

  1137 E Mountain Rd S, Cold Spring, NY 10516

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Brian Smith River Realty Services, Inc.
• 

  

  /10

  $255,000

  $40K PRICE DROP

  • Land
  • 5.49 Acres
  • $46,448 per Acre

  3541 Route 9, Cold Spring, NY 10516

  Discover a rare opportunity to own approximately 5.5 acres of commercially zoned land in a highly visible location along Route 9 in Cold Spring, NY. Boasting prime frontage on one of the area's busiest thoroughfares, this property offers exceptional exposure for a wide range of commercial uses.Positioned among established businesses and benefiting from an estimated 15,000 to 17,600 vehicles

  Ernest Smajlaj RE/MAX Town & Country

  3541 Route 9, Cold Spring, NY 10516
• 

  $1,310,000

  Sold Jul 01, 2026

  25 Chestnut St, Cold Spring, NY 10516

  • 4 Beds
  • 3.5 Baths
  • 2,620 Sq Ft
  • Built 2005

  Last Sold Summary

  • 5% Above List Price
  • $500/SF
  • 24 Days On Market

  Current Estimated Value $1,294,737

  Last Listing Agent Mishara Canino Robert A. McCaffrey Realty Inc

  25 Chestnut St, Cold Spring, NY 10516
• 

  Est $693,263

  Not Listed For Sale

  495 E Mountain Rd N, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1993

  495 E Mountain Rd N, Cold Spring, NY 10516

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Klevis Tana Howard Hanna Rand Realty
• 

  

  /34

  $765,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  13 Kemble Ave, Cold Spring, NY 10516

  Serene Country Living with a Metro Vibe.Welcome to this one-of-a-kind village retreat in the heart of Cold Spring.Bright and airy by day, warm and inviting by night. This charming 1860s two-bedroom, 1.5-bath home was completely renovated in 2013. The rooms are large and bright, with beautiful wide-plank hard wood floors, original molding, and architectural detail. Overall it

  William Pugh Houlihan Lawrence Inc.

  13 Kemble Ave, Cold Spring, NY 10516
• 

  $3,411,000

  Sold Oct 31, 2025

  17 Half Moon Ridge, Cold Spring, NY 10516

  • 5 Beds
  • 7 Baths
  • 4,935 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $691/SF
  • 55 Days On Market

  Current Estimated Value $3,371,397

  Last Listing Agent Rudolf Vandommele Houlihan Lawrence Inc.

  17 Half Moon Ridge, Cold Spring, NY 10516
• 

  Est $895,054

  Not Listed For Sale

  421 E Mountain Rd N, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 2,571 Sq Ft
  • Built 1947

  421 E Mountain Rd N, Cold Spring, NY 10516

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.
• 

  

  /17

  $635,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  11 Kemble Ave, Cold Spring, NY 10516

  Charming Historic Village Home in an unbeatable location and this home has OFF-STREET PARKING *** Accessed via Rock St. *****Tucked into one of the most desirable settings in the Village of Cold Spring, this charming home offers comfort, privacy, and convenience just moments from the village’s shops, restaurants, trails, and commuter rail access. While maintaining much of the original

  William Pugh Houlihan Lawrence Inc.

  11 Kemble Ave, Cold Spring, NY 10516
• 

  $700,000

  Sold Dec 18, 2025

  5 Norwegian Wood, Cold Spring, NY 10516

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Above List Price
  • $355/SF
  • 18 Days On Market

  Current Estimated Value $725,529

  Last Listing Agent Abbie Carey Houlihan Lawrence Inc.

  5 Norwegian Wood, Cold Spring, NY 10516
• 

  Est $3,002,045

  Not Listed For Sale

  10 Windy Ridge, Cold Spring, NY 10516

  • 5 Beds
  • 6.5 Baths
  • 5,700 Sq Ft
  • Built 1990

  10 Windy Ridge, Cold Spring, NY 10516

  Last Sold Summary

  • 162 Days On Market

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.
• 

  

  /44

  $850,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft

  69 Hy Vue Terrace, Cold Spring, NY 10516

  Welcome to 69 Hy Vue Terrace, a fully updated raised ranch in desirable Cold Spring offering exceptional flexibility, functionality, and standout upgrades throughout. This home has been meticulously improved inside and out with a new roof, siding, gutters, exterior lighting, refreshed decking, updated windows, new flooring, fresh paint, renovated bathrooms, new PEX plumbing, new hot water heater,

  Annette Cicinelli Keller Williams Realty Partner

  69 Hy Vue Terrace, Cold Spring, NY 10516
• 

  $750,000

  Sold May 04, 2026

  1710 Route 9d, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1932

  Last Sold Summary

  • 10% Above List Price
  • $446/SF
  • 42 Days On Market

  Current Estimated Value $762,290

  Last Listing Agent Nick Schunk Schunk Realty Group

  1710 Route 9d, Cold Spring, NY 10516
• 

  Est $670,152

  Not Listed For Sale

  673 Route 301, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1983

  673 Route 301, Cold Spring, NY 10516

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.
• 

  

  /15

  $795,000

  • Land
  • 18.7 Acres
  • $42,513 per Acre

  554 & 545 E Mountain Rd N, Cold Spring, NY 10516

  Opportunity to built in Cold Spring! BoH approved, two building lots on nearly 19 acres, sold together. Driveway is done to one of the lots.Build your own dream home with possibility to offset the cost by building another one for sale. Wonderful, woodsy surroundings with rock formations and distant mountain views will afford quiet, serene lifestyle, whether it is an escape from the city's

  Helena Macintyre North Country Sothebys Int Rlt

  554 & 545 E Mountain Rd N, Cold Spring, NY 10516
• 

  $930,000

  Sold Aug 03, 2026

  35 Crest Rd, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Above List Price
  • $449/SF
  • 32 Days On Market

  Current Estimated Value $844,912

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

  35 Crest Rd, Cold Spring, NY 10516
• 

  Est $2,244,243

  Not Listed For Sale

  28 Hudson Way, Cold Spring, NY 10516

  • 5 Beds
  • 4.5 Baths
  • 5,800 Sq Ft
  • Built 1700

  28 Hudson Way, Cold Spring, NY 10516

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.
• 

  

  /43

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,776 Sq Ft

  26 Fishkill Rd, Cold Spring, NY 10516

  Experience the charm of a historic Greek Revival farmhouse beautifully updated for modern living. This 1,776 sq ft, 3-bedroom, 3-bath home blends original 19th-century character with today’s comfort and efficiency. Wide-plank wood floors, a full-length columned front porch, and period architectural details create an inviting sense of history from the moment you arrive.Inside, the living

  Robert Nobile Robert A. McCaffrey Realty Inc

  26 Fishkill Rd, Cold Spring, NY 10516
• 

  $999,000

  Sold May 21, 2026

  50 Downey Ln, Cold Spring, NY 10516

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Above List Price
  • $415/SF
  • 17 Days On Market

  Current Estimated Value $989,066

  Last Listing Agent Edward Preusser A.D.Preusser, Inc.

  50 Downey Ln, Cold Spring, NY 10516
• 

  Est $750,678

  Not Listed For Sale

  14 Ashley Ln, Cold Spring, NY 10516

  • 5 Beds
  • 3 Baths
  • 2,664 Sq Ft
  • Built 1979

  14 Ashley Ln, Cold Spring, NY 10516

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Julie Ann Fedele Houlihan Lawrence Inc.
• 

  

  /26

  $715,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  1 Maggie May Way, Cold Spring, NY 10516

  Welcome to Glassbury Court of Cold Spring! Stunning Highland model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in convenience at the midpoint between Cold Spring village and Fishkill village with exciting Beacon just minutes away. Have the easy access to restaurants and every amenity you can imagine,

  Lance Pahucki William Raveis-New York LLC

  1 Maggie May Way, Cold Spring, NY 10516
• 

  $3,050,000

  Sold Sep 02, 2026

  37 Paulding Ave, Cold Spring, NY 10516

  • 4 Beds
  • 3.5 Baths
  • 2,967 Sq Ft
  • Built 1865

  Last Sold Summary

  • 5% Above List Price
  • $1,028/SF
  • 50 Days On Market

  Current Estimated Value $2,764,227

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  37 Paulding Ave, Cold Spring, NY 10516
• 

  

  /53

  Est $835,344

  Not Listed For Sale

  251 Route 301, Cold Spring, NY 10516

  • 4 Beds
  • 4 Baths
  • 3,547 Sq Ft
  • Built 1972

  251 Route 301, Cold Spring, NY 10516

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Marc Yaverbaum MYC & ASSOCIATES INC
• 

  

  /33

  $698,000

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  10 Maggie May Way Unit 3366, Cold Spring, NY 10516

  If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare

  Christine Hamilton Keller Williams Realty Partner

  10 Maggie May Way Unit 3366, Cold Spring, NY 10516
• 

  $1,220,000

  Sold Jul 27, 2026

  37 Mountain Brook Dr, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,748 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Above List Price
  • $444/SF
  • 14 Days On Market

  Current Estimated Value $1,138,128

  Last Listing Agent Kathyrine Tomann Houlihan Lawrence Inc.

  37 Mountain Brook Dr, Cold Spring, NY 10516
• 

  Est $806,858

  Not Listed For Sale

  53 Armando Rd, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft
  • Built 2001

  53 Armando Rd, Cold Spring, NY 10516

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.
• 

  

  /50

  $999,999

  $300K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,170 Sq Ft

  24 Babbling Brook Ln, Cold Spring, NY 10516

  Welcome to this recently updated single-family home offering comfort, style, and modern amenities in the beautiful Hudson Valley community of Cold Spring. Featuring 4 bedrooms and 3 full bathrooms, this spacious residence combines thoughtful updates with inviting living spaces and exceptional entertaining features.Inside, oak hardwood flooring runs throughout the home, complemented by

  Rupinder Singh Iconic Pros

  24 Babbling Brook Ln, Cold Spring, NY 10516
• 

  $390,000

  Sold Dec 22, 2025

  5 Forge Gate Dr Unit C3, Cold Spring, NY 10516

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Below List Price
  • $415/SF
  • 47 Days On Market

  Current Estimated Value $400,871

  Last Listing Agent Virginia Corbett eXp Realty

  5 Forge Gate Dr Unit C3, Cold Spring, NY 10516
• 

  Est $1,274,818

  Not Listed For Sale

  39 Oak Hill Dr, Cold Spring, NY 10516

  • 3 Beds
  • 3 Baths
  • 3,040 Sq Ft
  • Built 1990

  39 Oak Hill Dr, Cold Spring, NY 10516

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.
• 

  

  /11

  $390,000

  $170K PRICE DROP

  • Land
  • 9.3 Acres
  • $41,935 per Acre

  599 E Mountain Rd N, Cold Spring, NY 10516

  Wonderful end-user or investment opportunity in the Hudson Valley: 9.3 acres of prime residential land in Cold Spring.This spectacular woodland sanctuary represents a rare prospect for a developer or a private client seeking to build a world-class retreat, a sophisticated residential compound, significantly streamlining the development timeline in one of the region’s most coveted

  Carine Nowak Compass Greater NY, LLC

  599 E Mountain Rd N, Cold Spring, NY 10516
• 

  $1,117,500

  Sold Dec 15, 2025

  701 New York 301, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 3,764 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $297/SF
  • 92 Days On Market

  Current Estimated Value $1,209,287

  Last Listing Agent Craig Roffman Houlihan Lawrence Inc.

  701 New York 301, Cold Spring, NY 10516
• 

  Est $1,254,497

  Not Listed For Sale

  116 Lane Gate Rd, Cold Spring, NY 10516

  • 3 Beds
  • 2.5 Baths
  • 3,858 Sq Ft
  • Built 2002

  116 Lane Gate Rd, Cold Spring, NY 10516

  Last Sold Summary

  • 216 Days On Market

  Last Listing Agent Helen Nelsen Ellis Sotheby's Intl Realty
• 

  

  /18

  $147,499

  $2K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft

  4 Treeline Cir Unit 4, Cold Spring, NY 10516

  A RARE FIND! 2015 mobile home in lovely coop community. Inside so light and bright with beautiful white cabinets. This is a wonderful home with lots of upgrades including upgraded appliances. Newer modern bathroom with large tile shower. Mini split system is 220V. Runs AC and heat. Also propane hot air furnace. Hot water on demand system. New wood look floors.Outside nicely landscaped with a

  ANITA CHESTER BHHS Hudson Valley Properties

  4 Treeline Cir Unit 4, Cold Spring, NY 10516

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