Philipstown, NY Homes

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  $850,000

  • 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
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  $2,500 Per Month

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

  70 Main St, Cold Spring, NY 10516

  Cold Spring NY 2 Bedroom Apartment On Main St close to the train and shops, Restaurants close by. Plenty of Natural light, washer and dryer in unit, Small dogs considered .

  James Doorhy eRealty Advisors, Inc

  70 Main St, Cold Spring, NY 10516
• 

  $428,400 Sold Jan 22, 2026

  169 Old Albany Post Rd, Garrison, NY 10524

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $428/SF
  • 28 Days On Market

  Current Estimated Value $462,629

  Last Listing Agent Maria Vele Keller Williams Realty Partner

  169 Old Albany Post Rd, Garrison, NY 10524
• 

  Est $720,811 Not Listed For Sale

  26 Yesterday Dr, Cold Spring, NY 10516

  • 2 Beds
  • 2.5 Baths
  • 2,396 Sq Ft
  • Built 2013

  26 Yesterday Dr, Cold Spring, NY 10516

  Last Sold Summary

  • 4% Above List Price
  • $290/SF
  • 95 Days On Market

  • Last Sold Price $694,000
  • Mar 14, 2025

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty
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  /24

  $980,000 Pending

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

  50 Downey Ln, Cold Spring, NY 10516

  For Ever Views Welcome Home to 50 Downey Ln, Cold Spring, NY Nestled in the heart of the Hudson Valley, this charming 3+ bedroom home offers the perfect blend of tranquil countryside living and everyday conveniences. Now available for the 1st time, this property invites you to discover the magic of Cold Spring — a community celebrated for its natural beauty, rich history, and vibrant small-town

  Edward Preusser A.D.Preusser, Inc.

  50 Downey Ln, Cold Spring, NY 10516
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  /7

  $2,200 Per Month

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

  72 Main St Unit 2A, Cold Spring, NY 10516

  Charming one-bedroom apartment located right on Main Street in the heart of Cold Spring, offering an ideal blend of comfort and convenience. Just a five-minute walk to Metro-North, this location makes commuting to NYC simple while still allowing you to enjoy everything the village has to offer, from local shops and cafes to scenic hiking trails and riverfront views. The apartment features a

  Jordan Vaccaro Serhant LLC

  72 Main St Unit 2A, Cold Spring, NY 10516
• 

  $815,000 Sold Sep 06, 2025

  41 Mountain Brook Dr, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $320/SF
  • 55 Days On Market

  Current Estimated Value $820,181

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  41 Mountain Brook Dr, Cold Spring, NY 10516
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  Est $704,264 Not Listed For Sale

  27 Knollwood Ln, Cold Spring, NY 10516

  • 4 Beds
  • 3 Baths
  • 2,373 Sq Ft
  • Built 1975

  27 Knollwood Ln, Cold Spring, NY 10516

  Last Sold Summary

  • 9% Above List Price
  • $272/SF
  • 209 Days On Market

  • Last Sold Price $645,000
  • Feb 12, 2024

  Last Listing Agent Susan Cuomo Mauti Real Broker NY LLC
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  $1,250,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  32 Hudson River Ln, Garrison, NY 10524

  Opportunities like this are few and far between. A true Hudson River escape with its own private dock, set in the heart of Garrison and easily accessible from the city, this is the kind of property that rarely comes to market.Imagine leaving Manhattan, hopping on Metro-North, and arriving at Manitou Pt. From there, it’s a short trip to your front door. And then, right out back, you’re at your

  Diana Polack Compass Greater NY, LLC

  32 Hudson River Ln, Garrison, NY 10524
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  /19

  $7,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • House for Rent

  12 Hudson River Ln, Garrison, NY 10524

  Enjoy year-round living in this sun-drenched, fully updated riverfront contemporary offered as an annual rental. This inviting home features 3 bedrooms and 2.5 baths, thoughtfully designed with modern finishes and an open, airy feel. Set along the river with direct access, the property offers a seamless connection to nature—perfect for kayaking, relaxing, or simply taking in the views. Adjacent

  Melissa Carlton Houlihan Lawrence Inc.

  12 Hudson River Ln, Garrison, NY 10524
• 

  $620,000 Sold Oct 03, 2025

  12 Valley Ln, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 37 Days On Market

  Current Estimated Value $628,101

  Last Listing Agent Maria Campanelli BHHS River Towns Real Estate

  12 Valley Ln, Garrison, NY 10524
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  Est $458,804 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

  • 11% Above List Price
  • $433/SF
  • 28 Days On Market

  • Last Sold Price $415,000
  • Apr 02, 2024

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.
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  $1,450,000

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft

  1051 Old Albany Post Rd, Garrison, NY 10524

  Settled on a gentle rise along historic Old Albany Post Road, The Hilltop Cottage overlooks an expansive lawn that unfolds toward the tree line, where the silhouettes of Storm King and Bull Hill appear in the distance. Finished in a deep red, the residence carries a distinct sense of story and charm, having been thoughtfully updated to preserve its soulful character while introducing a more

  Linda Hoffmann Houlihan Lawrence Inc.

  1051 Old Albany Post Rd, Garrison, NY 10524
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  $650,000 Sold Jul 08, 2025

  14 Ashley Ln, Cold Spring, NY 10516

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

  Last Sold Summary

  • 3% Below List Price
  • $244/SF
  • 43 Days On Market

  Current Estimated Value $696,187

  Last Listing Agent Julie Ann Fedele Houlihan Lawrence Inc.

  14 Ashley Ln, Cold Spring, NY 10516
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  Est $5,197,717 Not Listed For Sale

  107 S Highland Rd, Garrison, NY 10524

  • 6 Beds
  • 6.5 Baths
  • 9,635 Sq Ft
  • Built 2014

  107 S Highland Rd, Garrison, NY 10524

  Last Sold Summary

  • 21% Above List Price
  • $445/SF
  • 457 Days On Market

  • Last Sold Price $4,287,500
  • Sep 28, 2023

  Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.
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  $965,000 Open Sun 1PM - 3PM

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

  43 Canada Hill Dr, Garrison, NY 10524

  Privately located on 2.5 acres this sophisticated and meticulously maintained ranch style home is an idyllic weekend retreat or perfect year round country home. Beautifully landscaped with perennial gardens, stone patio with fire pit, and oversized deck, it is ideal for indoor and outdoor entertaining. Some of the highlights of the home include an open concept floor plan, hardwood floors, two

  Nora Preusser A.D.Preusser, Inc.

  43 Canada Hill Dr, Garrison, NY 10524
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  $1,610,000 Sold Dec 12, 2025

  35 Garrison Woods Rd, Garrison, NY 10524

  • 3 Beds
  • 3.5 Baths
  • 3,758 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $428/SF
  • 20 Days On Market

  Current Estimated Value $1,717,337

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  35 Garrison Woods Rd, Garrison, NY 10524
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  Est $522,599 Not Listed For Sale

  113 Putnam Rd, Garrison, NY 10524

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1945

  113 Putnam Rd, Garrison, NY 10524

  Last Sold Summary

  • 1% Below List Price
  • $377/SF
  • 18 Days On Market

  • Last Sold Price $530,000
  • Nov 18, 2024

  Last Listing Agent Mary Jean Staudohar Douglas Elliman Real Estate
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  $2,395,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,277 Sq Ft

  67 Angels Way, Garrison, NY 10524

  Set high above the surrounding landscape, this Garrison retreat offers a rare combination of privacy, natural beauty, and modern comfort across 5.3 acres of park-like grounds, bordered by state land. With its soaring ceilings, warm wood finishes, and sweeping Hudson River views, the home feels both expansive and deeply welcoming—an ideal setting for everyday living or a weekend escape.Double

  Melissa Carlton Houlihan Lawrence Inc.

  67 Angels Way, Garrison, NY 10524
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  $1,125,000 Sold Oct 31, 2025

  64 Paulding Ave, Cold Spring, NY 10516

  • 5 Beds
  • 4.5 Baths
  • 3,630 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Above List Price
  • $310/SF
  • 23 Days On Market

  Current Estimated Value $1,139,619

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

  64 Paulding Ave, Cold Spring, NY 10516
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  Est $657,811 Not Listed For Sale

  58 Aqueduct Rd, Garrison, NY 10524

  • 4 Beds
  • 3 Baths
  • 2,626 Sq Ft
  • Built 1968

  58 Aqueduct Rd, Garrison, NY 10524

  Last Sold Summary

  • 2% Above List Price
  • $246/SF
  • 201 Days On Market

  • Last Sold Price $645,000
  • Feb 21, 2024

  Last Listing Agent Robert Mulvey William Raveis Real Estate
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  /20

  $379,900

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  4 Forge Gate Dr Unit F3, Cold Spring, NY 10516

  Welcome to 4 Forge Gate Drive Unit F3, an inviting 2-bedroom, 1-bath condo set in the heart of Cold Spring. This single-level apartment offers easy living in a peaceful residential community while keeping you close to everything that makes the village so loved.The layout is simple and comfortable, with a spacious living area, a well-kept kitchen, and two nicely sized bedrooms. This unit has

  Randy Florke Rural Connection Inc.

  4 Forge Gate Dr Unit F3, Cold Spring, NY 10516
• 

  $530,000 Sold Jan 09, 2026

  81 Manitou Station Rd, Garrison, NY 10524

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $379/SF
  • 37 Days On Market

  Current Estimated Value $609,799

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  81 Manitou Station Rd, Garrison, NY 10524
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  Est $596,806 Not Listed For Sale

  4 Mountain Dr, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1950

  4 Mountain Dr, Garrison, NY 10524

  Last Sold Summary

  • 2% Below List Price
  • $321/SF
  • 18 Days On Market

  • Last Sold Price $610,000
  • Apr 26, 2024

  Last Listing Agent Soleil Jackman Howard Hanna Rand Realty
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  /40

  $695,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,056 Sq Ft

  101 Hustis Rd, Cold Spring, NY 10516

  Charming Victorian Farmhouse with classic rocking chair front porch set on 1.18 picturesque ACRES on a quiet, desirable street just minutes from town and shopping. This exceptional home blends timeless character with modern updates, featuring a beautifully appointed farmhouse kitchen with quartz countertops, pantry, and cozy breakfast nook. Enjoy year-round relaxation in the stunning

  Gary Margolis Coldwell Banker Realty

  101 Hustis Rd, Cold Spring, NY 10516
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  $875,000 Sold Sep 18, 2025

  25 Crest Rd, Cold Spring, NY 10516

  • 3 Beds
  • 3.5 Baths
  • 3,356 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $261/SF
  • 73 Days On Market

  Current Estimated Value $892,653

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  25 Crest Rd, Cold Spring, NY 10516
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  Est $565,548 Not Listed For Sale

  42 Aqueduct Rd, Garrison, NY 10524

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1970

  42 Aqueduct Rd, Garrison, NY 10524

  Last Sold Summary

  • 8% Below List Price
  • $589/SF
  • 9 Days On Market

  • Last Sold Price $615,000
  • Jan 30, 2025

  Last Listing Agent Jonathan Minerick HomeCoin.com
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  /18

  $300,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,004 Sq Ft

  298 Old Albany Post Rd, Garrison, NY 10524

  Introducing 298 Old Albany Post Road, a rare opportunity to live within the highly coveted Lake Celeste Association in Garrison, NY—one of the Hudson Valley’s most charming and exclusive lake communities. This private enclave offers residents an unmatched blend of natural beauty, outdoor recreation, and everyday convenience, all just one hour from New York City and moments from Metro-North. The

  Alex Baez Baez Real Estate, Inc.

  298 Old Albany Post Rd, Garrison, NY 10524
• 

  $550,000 Sold Nov 26, 2025

  20 Division St, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft
  • Built 1790

  Last Sold Summary

  • 15% Below List Price
  • $275/SF
  • 73 Days On Market

  Current Estimated Value $573,077

  Last Listing Agent Debra Russo Serhant LLC

  20 Division St, Cold Spring, NY 10516
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  Est $696,371 Not Listed For Sale

  21 Mountain Dr, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 2003

  21 Mountain Dr, Garrison, NY 10524

  Last Sold Summary

  • $324/SF
  • 15 Days On Market

  • Last Sold Price $695,000
  • Jun 12, 2024

  Last Listing Agent Christine Rowley RE/MAX
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  /5

  $375,000

  • Land
  • 2.11 Acres
  • $177,894 per Acre

  1004 Old Albany Post Rd, Garrison, NY 10524

  Gorgeous approved lot on desirable Old Albany Post Rd. in the heart of Garrison! Property borders New York State land and adjacent to Fahnestock Park, with access to Catfish Pond. Private and wooded, but minutes from historic Cold Spring Village. Newly updated board of health approval for a four bedroom home. Driveway and curtain drains installed. Bring your building plans!

  Craig Roffman Houlihan Lawrence Inc.

  1004 Old Albany Post Rd, Garrison, NY 10524
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  $650,000 Sold Dec 10, 2025

  41 Beale Rd, Cold Spring, NY 10516

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 1970

  Last Sold Summary

  • $310/SF
  • 29 Days On Market

  Current Estimated Value $645,450

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

  41 Beale Rd, Cold Spring, NY 10516
• 

  Est $597,300 Not Listed For Sale

  28 Allen Rd, Garrison, NY 10524

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft
  • Built 1965

  28 Allen Rd, Garrison, NY 10524

  Last Sold Summary

  • 4% Above List Price
  • $278/SF
  • 20 Days On Market

  • Last Sold Price $575,000
  • Jan 18, 2024

  Last Listing Agent Dominick Passafiume Houlihan Lawrence Inc.
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  $1,325,000

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

  24 Rock St, Cold Spring, NY 10516

  Exceptional 3-Unit Investment Property in the Heart of Cold SpringRare opportunity to own a well-maintained three-unit residential rental property on a side street in the charming Village of Cold Spring. This income-producing building features three spacious two-bedroom apartments, each with separate electric meters, electric heat, and electric hot water—offering convenience and simplified

  William Pugh Houlihan Lawrence Inc.

  24 Rock St, Cold Spring, NY 10516
• 

  $799,000 Sold Apr 01, 2026

  1136 Route 9d, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $515/SF
  • 70 Days On Market

  Current Estimated Value $775,271

  Last Listing Agent Richard Healy Corcoran Country Living

  1136 Route 9d, Garrison, NY 10524
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  Est $618,402 Not Listed For Sale

  25 Aqueduct Rd, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Built 1975

  25 Aqueduct Rd, Garrison, NY 10524

  Last Sold Summary

  • 4% Above List Price
  • $323/SF
  • 32 Days On Market

  • Last Sold Price $595,000
  • Oct 11, 2024

  Last Listing Agent Barbara Sawin Houlihan Lawrence Inc.
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  $625,000

  • 3 Beds
  • 2.5 Baths
  • 1,378 Sq Ft

  27 Arden Dr, Garrison, NY 10524

  Welcome to your own private retreat, set on 2.4 serene acres in the desirable Lakeland Central School District. This inviting ranch-style home offers the ease of one-level living with added flexibility throughout.Featuring 3 bedrooms with additional bonus space that lives like a 4th, the home is designed with an airy, open layout, highlighted by vaulted ceilings and expansive sliding glass

  Jonathan Clyman JCT Realty Group Inc.

  27 Arden Dr, Garrison, NY 10524
• 

  $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 $580,465

  Last Listing Agent Rebecca Bardes Houlihan Lawrence Inc.

  47 Healy Rd, Cold Spring, NY 10516
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  Est $704,676 Not Listed For Sale

  151 Gallows Hill Rd, Garrison, NY 10524

  • 5 Beds
  • 3 Baths
  • 3,048 Sq Ft
  • Built 1964

  151 Gallows Hill Rd, Garrison, NY 10524

  Last Sold Summary

  • 12% Above List Price
  • $207/SF
  • 164 Days On Market

  • Last Sold Price $630,000
  • Jun 09, 2023

  Last Listing Agent Kimberly Renzi Coldwell Banker Realty
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  /29

  $3,800,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  2680 U S 9, Cold Spring, NY 10516

  Minutes from Metro North and charming Cold Spring village, this equestrian paradise offers a rare blend of natural beauty and accessibility. Seller was meticulous in her assemblage of the property, from materials and construction to layout. With a state-of-the-art 16-stall banked metal barn with separate office/day room, indoor and outdoor arenas and an acre of fenced land ready for gardening,

  Melissa Carlton Houlihan Lawrence Inc.

  2680 U S 9, Cold Spring, NY 10516

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