Philipstown, NY Homes

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  /30

  $725,000 Pending

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

  31 Deer Ridge Rd, Garrison, NY 10524

  Nestled on 2.8-acre this meticulously maintained contemporary raised ranch—proudly owned by its original? owners—offers a seamless blend of comfort and style. Enjoy a treehouse-like setting, where every window frames a picturesque view of the surrounding nature. Upon entering, you'll be captivated by the spacious living room, dining room and eat in kitchen offering vaulted cedar ceilings and an

  

  Amber Thomas

  Compass Greater NY, LLC

  (845) 957-9914

  31 Deer Ridge Rd, Garrison, NY 10524
• Explore Philipstown

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  /24

  $6,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,616 Sq Ft
  • House for Rent

  376 Lane Gate Rd, Cold Spring, NY 10516

  Spectacular Hudson river views, beautiful grounds, in-ground pool and total privacy. 24 x 16 Living room w. fieldstone frplc, redwood paneling and 20 ft. of glass opening to covered porch. Family rm. w. wood burning stove which opens onto deck. FDR, Den or 1st flr. BR. w. bath. 4 BR's, 3 Bths. A Unique country retreat or full time private residence on 12 acres. Additional Information: Kitchen

  Nora Preusser A.D.Preusser, Inc.

  376 Lane Gate Rd, Cold Spring, NY 10516
• 

  $900,000 Sold Feb 04, 2026

  20 Deer Ridge Rd, Garrison, NY 10524

  • 3 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $305/SF
  • 34 Days On Market

  Current Estimated Value $964,277

  Last Listing Agent Jean Ellen Baker RE/MAX Town & Country

  20 Deer Ridge Rd, Garrison, NY 10524
• 

  Est $817,016 Not Listed For Sale

  1551 Route 9, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 1900

  1551 Route 9, Garrison, NY 10524

  Last Sold Summary

  • 17% Above List Price
  • $353/SF
  • 100 Days On Market

  • Last Sold Price $700,000
  • Dec 15, 2023

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty
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  /23

  $630,000

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft

  11 Canada Hill Dr, Garrison, NY 10524

  Welcome to your own private retreat in the heart of the Hudson Valley. This warm and inviting 3-bedroom, 2-bath home is filled with charm, natural light, and spectacular treetop views that create a peaceful everyday escape. A spacious entry welcomes you into the home, leading to a bright dining room with breathtaking elevated views and direct access to a large private deck- perfect for relaxing,

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (845) 671-5598

  11 Canada Hill Dr, Garrison, NY 10524
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  /24

  $3,500

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,298 Sq Ft
  • House for Rent

  5 Healy Rd, Nelsonville, NY 10516

  Entire home for short term or longer stays, catering to corporate travelers, relocating families, travel nurses, academics, and digital nomads—and vacationers. This fully FURNISHED property near Cold Spring, NY, features 2 bedrooms and 1.5 bathrooms features - 1 California King bed - 1 Queen bed, and 2 Twin beds (one can be converted into a King if needed). The living room offers dedicated

  5 Healy Rd, Nelsonville, NY 10516
• 

  $265,000 Sold Mar 05, 2026

  374 Sprout Brook Rd, Garrison, NY 10524

  • 2 Beds
  • 1 Bath
  • 807 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $328/SF
  • 31 Days On Market

  Current Estimated Value $360,369

  Last Listing Agent Maureen Connolly Coldwell Banker Realty

  374 Sprout Brook Rd, Garrison, NY 10524
• 

  Est $639,548 Not Listed For Sale

  63 Horton Rd, Cold Spring, NY 10516

  • 2 Beds
  • 1.5 Baths
  • 1,590 Sq Ft
  • Built 2006

  63 Horton Rd, Cold Spring, NY 10516

  Last Sold Summary

  • 2% Below List Price
  • $412/SF
  • 51 Days On Market

  • Last Sold Price $655,000
  • Oct 23, 2023

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty
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  /6

  $125,000

  • Land
  • 1.06 Acres
  • $117,925 per Acre

  477 Sprout Brook Rd, Garrison, NY 10524

  Wooded 1.06-Acre Lot in Garrison – Ideal for a Thoughtfully Designed Home This 1.06-acre wooded parcel on Sprout Brook Road offers a unique opportunity for buyers with vision and an appreciation for the natural landscape. The property features a defined buildable area closer to the road, with dramatic rock outcroppings and a steeper hillside beyond—creating a beautiful, natural backdrop and added

  

  Noreen Parrell

  William Raveis Real Estate

  (845) 217-3879

  477 Sprout Brook Rd, Garrison, NY 10524
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  /13

  $3,400 Per Month

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft
  • Condo for Rent

  11 The Blvd Unit A4, Cold Spring, NY 10516

  Welcome to this beautifully renovated condo in the heart of Cold Spring. This bright and inviting 2-bedroom, 1.5-bath home offers the perfect blend of modern updates and ideal location. The unit features a thoughtfully updated interior with fresh finishes throughout, creating a clean and comfortable living space. Enjoy the convenience of this newly renovated space which includes new flooring,

  Jennifer Ogden Ally Realty

  11 The Blvd Unit A4, Cold Spring, NY 10516
• 

  $360,000 Sold Dec 03, 2025

  87 Crest Rd, Philipstown, NY 10516

  • Land
  • 18.5 Acres
  • $19,459 per Acre

  Last Sold Summary

  • 40% Below List Price
  • 68 Days On Market

  Last Listing Agent Steven Gray Compass Greater NY, LLC

  87 Crest Rd, Philipstown, NY 10516
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  Est $847,674 Not Listed For Sale

  1 Division St, Cold Spring, NY 10516

  • 4 Beds
  • 3.5 Baths
  • 2,295 Sq Ft
  • Built 1940

  1 Division St, Cold Spring, NY 10516

  Last Sold Summary

  • 2% Below List Price
  • $377/SF
  • 218 Days On Market

  • Last Sold Price $865,000
  • Mar 15, 2024

  Last Listing Agent Jonathan Miller Joncar Realty Inc
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  /19

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,994 Sq Ft

  11 Hustis Rd, Cold Spring, NY 10516

  Tucked away in a serene setting, this inviting property offers a wonderful blend of comfort and outdoor enjoyment. The private backyard is perfect for relaxing or entertaining, complete with an in-ground pool that creates your own summer retreat. Inside, a wood-burning fireplace adds warmth and character, creating a cozy focal point for cooler seasons. A two-car garage provides convenience along

  Elijah Hoskins Redfin Real Estate

  11 Hustis Rd, Cold Spring, NY 10516
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  /7

  $2,750

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Condo for Rent

  3179 Us-9, Cold Spring, NY 10516

  For Rent – Beautiful 2 Bedroom, 2 Bathroom Home in Cold Spring, NY ??Looking for a comfortable and updated place to call home? This 2-bedroom, 2 full bathroom rental in Cold Spring, New York has everything you need! Features:• Spacious 2 bedrooms & 2 full bathrooms• Washer & dryer included• Brand new carpets throughout• Central air• Clean and move-in

  3179 Us-9, Cold Spring, NY 10516
• 

  $1,335,000 Sold Jun 13, 2025

  245 Route 403, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1998

  Last Sold Summary

  • 16% Above List Price
  • $685/SF
  • 20 Days On Market

  Current Estimated Value $1,345,303

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  245 Route 403, Garrison, NY 10524
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  Est $1,311,935 Not Listed For Sale

  26 Main St, Cold Spring, NY 10516

  • 2 Beds
  • 2.5 Baths
  • 3,840 Sq Ft
  • Built 2004

  26 Main St, Cold Spring, NY 10516

  Last Sold Summary

  • 14% Above List Price
  • $301/SF
  • 86 Days On Market

  • Last Sold Price $1,155,000
  • Dec 29, 2023

  Last Listing Agent Bill Hussung Robert A. McCaffrey Realty Inc
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  /20

  $935,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  10 Spruce Ln, Garrison, NY 10524

  Charming three-bedroom Cape in a prime Garrison setting offers the best of Hudson Valley living—privacy and convenience, and timeless character. Whether you are seeking a permanent haven or a weekend sanctuary, this home is perfectly situated- a mere 70-minute train ride to the heart of Manhattan. This home offers hardwood floors throughout the first and second levels. An eat-in chef's kitchen,

  Melissa Carlton Houlihan Lawrence Inc.

  10 Spruce Ln, Garrison, NY 10524
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  /27

  $3,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Apartment for Rent

  1380 U S 9, Philipstown, NY 10524

  Newly renovated, two bedroom apartment. Open layout kitchen, living room. All utilities included. Great back yard. Gorgeous apartment nestled inside a building with an industrial exterior appearance. Easy access to Route 9 and Route 403 in Garrison NY. About three miles to the Garrison Metro-North train station. Close to Peekskill and Cold Spring. The Appalachian Trail abuts the property.

  William Pugh Houlihan Lawrence Inc.

  1380 U S 9, Philipstown, NY 10524
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  $700,000 Sold May 29, 2025

  11 Ironstone Rd, Philipstown, NY 10524

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1985

  Last Sold Summary

  • 12% Below List Price
  • $598/SF
  • 180 Days On Market

  Last Listing Agent Chelsea Carlton Houlihan Lawrence Inc.

  11 Ironstone Rd, Philipstown, NY 10524
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  Not Listed For Sale

  5 Fourth St, Cold Spring, NY 10516

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1979

  5 Fourth St, Cold Spring, NY 10516

  Last Sold Summary

  • $115/SF
  • 88 Days On Market

  • Last Sold Price $112,750
  • Aug 16, 2024

  Last Listing Agent ANITA CHESTER BHHS Hudson Valley Properties
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  /39

  $1,450,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,470 Sq Ft

  21 Private Way, Garrison, NY 10524

  Wooded retreat meets modern comfort in this spacious Garrison home, perfectly tucked away on nearly 5 private acres!This light-filled home is a true Hudson Valley hideaway! Set atop a gently rolling hill, the home’s dramatic profile immediately sets the tone: elevated, airy, and surrounded by nature.Upon entry into the main living area, you’re greeted by soaring ceilings, oversized

  Diana Polack Compass Greater NY, LLC

  21 Private Way, Garrison, NY 10524
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  /49

  $4,525 - $4,700

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • Condo for Rent

  1806 Route 9d, Cold Spring, NY 10516

  Luxurious 1,077 sf apartment in newly completed building. The apartment is absolutely beautiful.It is a Luxury one bedroom apartment with a den, 2 balconies facing north and south, high ceilings, granite counters, and tile bathrooms. Washer and dryer in apartment. One full bathroom and one half bathroom.This new building is part of the Butterfield complex and is on Route 9D and across

  1806 Route 9d, Cold Spring, NY 10516
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  $580,000 Sold Aug 21, 2025

  125 Barrett Pond Rd, Cold Spring, NY 10516

  • 3 Beds
  • 1 Bath
  • 1,103 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $526/SF
  • 36 Days On Market

  Current Estimated Value $583,294

  Last Listing Agent Rebekah Tighe Robert A. McCaffrey Realty Inc

  125 Barrett Pond Rd, Cold Spring, NY 10516
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  Est $1,114,063 Not Listed For Sale

  28 Justins Way, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 2,656 Sq Ft
  • Built 2022

  28 Justins Way, Garrison, NY 10524

  Last Sold Summary

  • 14% Above List Price
  • $367/SF
  • 47 Days On Market

  • Last Sold Price $975,000
  • Apr 26, 2024

  Last Listing Agent Karen Fossli Howard Hanna Rand Realty
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  /13

  $892,000

  • 4 Beds
  • 1.5 Baths
  • 2,010 Sq Ft

  101 Travis Corners Rd, Garrison, NY 10524

  Tucked into a peaceful, private setting, this lovingly maintained home offers a special balance of tranquility and accessibility. Located just minutes from the charming shops and restaurants of Cold Spring Village with convenient access to the Metro-North Railroad, the location is ideal for both weekend living and an easy commute. The home features a welcoming eat-in kitchen with granite

  Melissa Carlton Houlihan Lawrence Inc.

  101 Travis Corners Rd, Garrison, NY 10524
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  /20

  $3,995 Per Month

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

  11 Locust Dr, Cold Spring, NY 10516

  Nestled in a serene private lake community, this newly updated cottage offers the perfect blend of comfort and outdoor recreation. The unfurnished home features one spacious bedroom plus a second flex room, a bright full bathroom, a well-appointed kitchen, and a basement for storage. Beautiful wood floors flow throughout and complement a cozy masonry fireplace, creating a warm and inviting

  Alissa Kronovet Houlihan Lawrence Inc.

  11 Locust Dr, Cold Spring, NY 10516
• 

  $710,000 Sold May 05, 2026

  43 Yesterday Dr, Cold Spring, NY 10516

  • 2 Beds
  • 3 Baths
  • 2,620 Sq Ft
  • Built 2012

  Last Sold Summary

  • 9% Below List Price
  • $271/SF
  • 175 Days On Market

  Current Estimated Value $707,083

  Last Listing Agent Audra Maccariello Coldwell Banker Realty

  43 Yesterday Dr, Cold Spring, NY 10516
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  Est $1,315,753 Not Listed For Sale

  14 Orchard Ln, Cold Spring, NY 10516

  • 4 Beds
  • 3.5 Baths
  • 5,092 Sq Ft
  • Built 2019

  14 Orchard Ln, Cold Spring, NY 10516

  Last Sold Summary

  • 20% Above List Price
  • $216/SF
  • 33 Days On Market

  • Last Sold Price $1,100,000
  • Aug 30, 2024

  Last Listing Agent Diana Polack Compass Greater NY, LLC
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  /49

  $1,250,000 Pending

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

  25 Chestnut St, Cold Spring, NY 10516

  Picture-perfect Colonial in the heart of Cold Spring, just steps from the shops, restaurants, and charm of village life. Built in 2006 and thoughtfully updated in 2017, this turnkey home offers over 2,600 square feet of light-filled living space with high ceilings, large windows, and beautifully refinished hardwood floors throughout.The inviting wraparound porch is perfect for enjoying a

  Mishara Canino Robert A. McCaffrey Realty Inc

  25 Chestnut St, Cold Spring, NY 10516
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  /49

  $4,525 - $4,700

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • Condo for Rent

  1806 Route 9d, Cold Spring, NY 10516

  Luxurious 1,077 sf apartment in newly completed building. The apartment is absolutely beautiful.It is a Luxury one bedroom apartment with a den, 2 balconies facing north and south, high ceilings, granite counters, and tile bathrooms. Washer and dryer in apartment. One full bathroom and one half bathroom.This new building is part of the Butterfield complex and is on Route 9D and across

  1806 Route 9d, Cold Spring, NY 10516
• 

  $930,000 Sold Mar 26, 2026

  63 Manitou Station Rd, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1906

  Last Sold Summary

  • 5% Below List Price
  • $485/SF
  • 103 Days On Market

  Current Estimated Value $927,270

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  63 Manitou Station Rd, Garrison, NY 10524
• 

  Not Listed For Sale

  10 Northern Ave, Cold Spring, NY 10516

  • 2 Beds
  • 1.5 Baths
  • 961 Sq Ft
  • Built 1972

  10 Northern Ave, Cold Spring, NY 10516

  Last Sold Summary

  • $431/SF
  • 36 Days On Market

  • Last Sold Price $414,000
  • Mar 14, 2025

  Last Listing Agent Robert Nobile Robert A. McCaffrey Realty Inc
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  /32

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 2,884 Sq Ft

  8 Manitou Ridge, Garrison, NY 10524

  Hudson River views from every room, walkable to Metro-North, and direct access to 129-acre preserve trails define this c.1890 Arts & Crafts Victorian, thoughtfully expanded and updated for modern living. Set above the river on beautifully landscaped grounds with mature specimen trees, perennial gardens, and stone walls, the home offers privacy, low-maintenance design, and a circular drive framed

  Melissa Carlton Houlihan Lawrence Inc.

  8 Manitou Ridge, Garrison, NY 10524
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  /15

  $8,000 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  6 Church St, Cold Spring, NY 10516

  Welcome to Cold Spring village life! This charming brick house in the heart of the Hudson Valley's most charming village is walkable to the Metro North train to Manhattan, Hudson Highlands hiking trails, shops, restaurants, parks and schools. With 3 bedrooms and 1.5 baths, 6 Church Street comfortably sleeps 8 and has off street parking for 2 cars. Enjoy outdoor cooking and dining with the gas

  Rebekah Tighe Robert A. McCaffrey Realty Inc

  6 Church St, Cold Spring, NY 10516
• 

  $695,000 Sold May 30, 2025

  502 New York 9d, Philipstown, NY

  • Land
  • 61 Acres
  • $11,393 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 138 Days On Market

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  502 New York 9d, Philipstown, NY
• 

  Not Listed For Sale

  45 Manitou Rd, Philipstown, NY 10524

  • 3 Beds
  • 4.5 Baths
  • 2,861 Sq Ft
  • Built 2006

  45 Manitou Rd, Philipstown, NY 10524

  Last Sold Summary

  • $1,180/SF
  • 31 Days On Market

  • Last Sold Price $3,375,000
  • Jun 06, 2024

  Last Listing Agent Abbie Carey Houlihan Lawrence Inc.
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  /46

  $850,000

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

  35 Crest Rd, Cold Spring, NY 10516

  Welcome home to 35 Crest Road, just an hour north of NYC in the Hudson Highlands and yet worlds away. Truly a perfect balance of convenient location and quiet country living, this 4 bedroom is the one you have been looking for. Built in 1999 and meticulously maintained since, this is the ideal retreat with 2,000+ sq. ft. on almost 4 acres with a lovely open sky view off the oversized back deck.

  Ann McBride-Alayon Hudson River Line Realty

  35 Crest Rd, Cold Spring, NY 10516
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  /21

  $2,025

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  261 Main St Unit 2, Cold Spring, NY 10516

  No Realtor Fee - Apartment for rent directly by ownersHighly desired Cold Spring apartment newly available for 6/1 move in.1 bedroom,1 bathroom and full living room.8 minute walk to the shops in Cold Spring14 minute walk to Metro North train and the Hudson RiverLiterally one minute walk from amazing hiking like undercliff and Nelsonville trailsBeautiful

  261 Main St Unit 2, Cold Spring, NY 10516
• 

  $415,000 Sold Oct 27, 2025

  41 Winston Ln, Garrison, NY 10524

  • 1 Bed
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $415/SF
  • 33 Days On Market

  Current Estimated Value $476,677

  Last Listing Agent Annpauline Creamer Houlihan Lawrence Inc.

  41 Winston Ln, Garrison, NY 10524
• 

  Est $2,958,282 Not Listed For Sale

  63 Lovell Ln, Philipstown, NY 10524

  • 5 Beds
  • 4 Baths
  • 3,971 Sq Ft
  • Built 1949

  63 Lovell Ln, Philipstown, NY 10524

  Last Sold Summary

  • 24% Below List Price
  • $976/SF
  • 50 Days On Market

  • Last Sold Price $3,875,000
  • Jan 16, 2025

  Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

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