4,533

Philipstown, NY Homes

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  • 1004 Old Albany Post Rd, Garrison, NY 10524
    1004 Old Albany Post Rd, Garrison, NY 10524
    1004 Old Albany Post Rd, Garrison, NY 10524
    /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
  • 169 Old Albany Post Rd, Garrison, NY 10524

    $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 $430,365

    Last Listing Agent Maria Vele Keller Williams Realty Partner

    169 Old Albany Post Rd, Garrison, NY 10524
  • 50 Mill Rd, Cold Spring, NY 10516
    50 Mill Rd, Cold Spring, NY 10516
    50 Mill Rd, Cold Spring, NY 10516
    /29

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    50 Mill Rd, Cold Spring, NY 10516

    Where History Meets the Sound of a Waterfall.Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations.At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a

    Abbie Carey Houlihan Lawrence Inc.

    50 Mill Rd, Cold Spring, NY 10516
  • 41 Mountain Brook Dr, 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 $850,120

    Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

    41 Mountain Brook Dr, Cold Spring, NY 10516
  • 24 Rock St, Cold Spring, NY 10516
    24 Rock St, Cold Spring, NY 10516
    24 Rock St, Cold Spring, NY 10516
    /29

    $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
  • 12 Valley 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 $626,370

    Last Listing Agent Maria Campanelli BHHS River Towns Real Estate

    12 Valley Ln, Garrison, NY 10524
  • 260 Fishkill Rd, Cold Spring, NY 10516
    260 Fishkill Rd, Cold Spring, NY 10516
    260 Fishkill Rd, Cold Spring, NY 10516
    /30

    $1,650,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,918 Sq Ft

    260 Fishkill Rd, Cold Spring, NY 10516

    Set on over 7 private acres just minutes from the village of Cold Spring, this thoughtfully constructed home offers a rare combination of quality craftsmanship, space, and everyday livability. Built with care and designed for longevity, it reflects a level of construction and attention to detail that is increasingly hard to find.The home showcases rich hardwoods and warm wood finishes

    Katherine Cucchiarella Houlihan Lawrence Inc.

    260 Fishkill Rd, Cold Spring, NY 10516
  • 14 Ashley Ln, Cold Spring, NY 10516

    $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 $772,160

    Last Listing Agent Julie Ann Fedele Houlihan Lawrence Inc.

    14 Ashley Ln, Cold Spring, NY 10516
  • 27 Arden Dr, Garrison, NY 10524
    27 Arden Dr, Garrison, NY 10524
    27 Arden Dr, Garrison, NY 10524
    /28

    $625,000

    Pending
    • 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
  • 35 Garrison Woods Rd, Garrison, NY 10524

    $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 $1,601,882

    Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

    35 Garrison Woods Rd, Garrison, NY 10524
  • 25 E Mountain Rd S, Cold Spring, NY 10516
    25 E Mountain Rd S, Cold Spring, NY 10516
    25 E Mountain Rd S, Cold Spring, NY 10516
    /50

    $679,999

    Pending
    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    25 E Mountain Rd S, Cold Spring, NY 10516

    First time on the market, 25 East Mountain Rd. S in Cold Spring is a thoughtfully remodeled generational home that retains distinctive original character. The bright, open floor plan offers spacious and inviting living areas, complemented by two fireplaces and ample storage. The custom kitchen features beautiful cabinetry, granite countertops, and stainless-steel appliances, and flows seamlessly

    Sabrina Zeoli Limited Editions Realty, Inc.

    25 E Mountain Rd S, Cold Spring, NY 10516
  • 64 Paulding Ave, Cold Spring, NY 10516

    $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 $1,187,125

    Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

    64 Paulding Ave, Cold Spring, NY 10516
  • 2791 Route 9, Cold Spring, NY 10516
    2791 Route 9, Cold Spring, NY 10516
    2791 Route 9, Cold Spring, NY 10516
    /47

    $699,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,706 Sq Ft

    2791 Route 9, Cold Spring, NY 10516

    What a delightful place to call home! Move right in to this updated Cape, just an hour north of NYC, in charming Cold Spring. Situated on 2+ acres, conveniently located for easy access to downtown, the train, and shopping, this is a must-see. The 1st floor is inviting with great flow between the living room with cozy fireplace, updated kitchen, full bath and two bedrooms. Upstairs you will find

    Ann McBride-Alayon Hudson River Line Realty

    2791 Route 9, Cold Spring, NY 10516
  • 21 Private Way, Garrison, NY 10524

    $1,420,000

    Sold Jun 23, 2026

    21 Private Way, Garrison, NY 10524

    • 3 Beds
    • 4 Baths
    • 2,470 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $575/SF
    • 23 Days On Market

    Current Estimated Value $1,431,802

    Last Listing Agent Diana Polack Compass Greater NY, LLC

    21 Private Way, Garrison, NY 10524
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /50

    $3,249,000

    • 15 Beds
    • 7.5 Baths
    • 6,416 Sq Ft

    Unlisted Address

    A Unique Village Compound / Investment Opportunity – An amazing possibility in the Heart of Cold Spring. An exceptional and rarely available offering: four adjacent properties creating a unique compound, investment portfolio, or redevelopment opportunity. Located on tranquil village streets just steps from shops, restaurants, hiking trails, and the commuter rail, this in-town cluster offers

    William Pugh Houlihan Lawrence Inc.

    Unlisted Address
  • 81 Manitou Station Rd, Garrison, NY 10524

    $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 $662,057

    Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

    81 Manitou Station Rd, Garrison, NY 10524
  • 28 Yesterday Dr, Cold Spring, NY 10516
    28 Yesterday Dr, Cold Spring, NY 10516
    28 Yesterday Dr, Cold Spring, NY 10516
    /21

    $690,000

    • 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
  • 25 Crest Rd, Cold Spring, NY 10516

    $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 $952,326

    Last Listing Agent Jeffrey Green Compass Greater NY, LLC

    25 Crest Rd, Cold Spring, NY 10516
  • 20 S Mountain Pass Spur, Garrison, NY 10524
    20 S Mountain Pass Spur, Garrison, NY 10524
    20 S Mountain Pass Spur, Garrison, NY 10524
    /40

    $3,200,000

    • 5 Beds
    • 4.5 Baths
    • 6,216 Sq Ft

    20 S Mountain Pass Spur, Garrison, NY 10524

    Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its

    Annabel Taylor Four Seasons Sothebys Intl

    20 S Mountain Pass Spur, Garrison, NY 10524
  • 20 Division St, Cold Spring, NY 10516

    $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 $614,872

    Last Listing Agent Debra Russo Serhant LLC

    20 Division St, Cold Spring, NY 10516
  • 101 Travis Corners Rd, Garrison, NY 10524
    101 Travis Corners Rd, Garrison, NY 10524
    101 Travis Corners Rd, Garrison, NY 10524
    /13

    $892,000

    Pending
    • 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
  • 1051 Old Albany Post Rd, Garrison, NY 10524

    $904,000

    Sold Aug 13, 2025

    1051 Old Albany Post Rd, Garrison, NY 10524

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $541/SF
    • 16 Days On Market

    Current Estimated Value $958,950

    Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

    1051 Old Albany Post Rd, Garrison, NY 10524
    • 28 Allen Rd, Garrison, NY 10524

      Est $620,618

      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

      • 20 Days On Market

  • 392 Main St, Cold Spring, NY 10516
    392 Main St, Cold Spring, NY 10516
    392 Main St, Cold Spring, NY 10516
    /28

    $515,000

    • 2 Beds
    • 1 Bath
    • 906 Sq Ft

    392 Main St, Cold Spring, NY 10516

    Charming Updated Cottage Near Cold Spring. This beautifully updated two-bedroom, one-bath cottage offers the perfect blend of comfort and charm. Featuring vaulted ceilings, hardwood floors, and abundant natural light, the home feels both airy and inviting. A mini-split system in the main living space ensures year-round comfort, while the in-home washer and dryer add everyday convenience.Step

    Thalassa Glasson Compass Greater NY, LLC

    392 Main St, Cold Spring, NY 10516
  • 41 Beale Rd, Cold Spring, NY 10516

    $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 $663,194

    Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

    41 Beale Rd, Cold Spring, NY 10516
  • 3485 U S 9, Nelsonville, NY 10516
    3485 U S 9, Nelsonville, NY 10516
    3485 U S 9, Nelsonville, NY 10516
    /10

    $84,000

    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    3485 U S 9, Nelsonville, NY 10516

    Welcome to The Cold Spring Mobile Home Park in the charming village of Cold Spring, New York. Nestled in a peaceful setting, this home offers comfortable, easy living with a functional layout and abundant natural light. The interior features a welcoming living room with a fireplace, dining area, kitchen, 2 bedrooms & a bath. There is also a deck, shed and 2 parking spaces. Enjoy the tranquility

    Jeffrey Hanrahan Keller Williams Realty Group

    3485 U S 9, Nelsonville, NY 10516
  • 34 Hudson Ridge, Garrison, NY 10524

    $2,070,000

    Sold Jun 10, 2026

    34 Hudson Ridge, Garrison, NY 10524

    • 4 Beds
    • 4 Baths
    • 3,734 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $554/SF
    • 238 Days On Market

    Current Estimated Value $2,108,713

    Last Listing Agent Abbie Carey Houlihan Lawrence Inc.

    34 Hudson Ridge, Garrison, NY 10524
    • 2 Poe Ct, Garrison, NY 10524

      Est $578,065

      Not Listed For Sale

      2 Poe Ct, Garrison, NY 10524

      • 3 Beds
      • 2 Baths
      • 1,920 Sq Ft
      • Built 1986
      2 Poe Ct, Garrison, NY 10524

      Last Sold Summary

      • 153 Days On Market

  • 25 Chestnut St, Cold Spring, NY 10516
    25 Chestnut St, Cold Spring, NY 10516
    25 Chestnut St, Cold Spring, NY 10516
    /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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