4,457

Philipstown, NY Homes

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  • /28

    $700,000

    • 4 Beds
    • 2.5 Baths
    • 3,132 Sq Ft

    26 Woods Rd, Cold Spring, NY 10516

    Set on a peaceful one-acre parcel in the heart of the Hudson Valley, this spacious raised ranch offers room to settle in, gather, and enjoy the surrounding landscape. With 3,132 square feet, 4 bedrooms, and 2.5 baths, there is plenty of space for everyday living, working from home, hosting friends, or simply having room to spread out. The updated kitchen and bathrooms bring a fresh feel to the

    Agent Photo

    Omar Harper

    Epique Realty

    26 Woods Rd, Cold Spring, NY 10516
  • /62

    $4,000

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,700 Sq Ft
    • Condo for Rent

    3 Orchard Ln Unit Cold Spring NY rare find, Cold Spring, NY 10516

    Nature Lover’s Dream — Beautiful Cold Spring Rental with Mountain ViewsWelcome home to this beautiful, spacious, unfurnished apartment in Cold Spring, NY, surrounded by lush gardens, peaceful natural scenery, and stunning mountain views. Offering privacy, comfort, and plenty of indoor and outdoor space, this unique rental is a wonderful place to call home.Start your mornings with coffee

    3 Orchard Ln Unit Cold Spring NY rare find, Cold Spring, NY 10516
  • 67 Angels Way, Garrison, NY 10524

    $2,395,000

    Sold May 27, 2026

    67 Angels Way, Garrison, NY 10524

    • 4 Beds
    • 5 Baths
    • 4,277 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $560/SF
    • 209 Days On Market

    Current Estimated Value $2,393,744

    Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

    67 Angels Way, Garrison, NY 10524
    • 1551 Route 9, Garrison, NY 10524

      Est $899,146

      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

      • 100 Days On Market

      Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

  • /19

    $648,000

    $2K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,561 Sq Ft

    1924 Route 9, Garrison, NY 10524

    Charming 3-bedroom, 1.5-bath home set on just under 3 acres in peaceful Garrison, minutes from the Hudson River and hiking trails. This 1,561 sq ft home offers a warm layout with a first-floor bedroom, half bath, living room, dining room, kitchen with washer/dryer, and a bright sunroom. Upstairs includes two additional bedrooms with large closets for storage and a full bath. Features include an

    Agent Photo

    Jennifer Baukol

    Coldwell Banker Realty

    1924 Route 9, Garrison, NY 10524
  • /12

    $2,800

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,213 Sq Ft
    • Condo for Rent

    2560 U S 9 Unit A, Cold Spring, NY 10516

    Large 3 Bedroom, 2 Bathroom Apartment located on border of Cold Spring and Garrison. Light, bright and open Kitchen/Living Room area with cathedral ceilings. Spacious bedrooms with large closets. Hardwood floors. New efficient heat & a/c units. Hot water included. 4 miles to train station, conveniently located. Washer and dryer on premises. Off street parking.

    2560 U S 9 Unit A, Cold Spring, NY 10516
  • 4 Forge Gate Dr Unit F3, Cold Spring, NY 10516

    $379,000

    Sold Aug 20, 2026

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

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

    Last Sold Summary

    • $403/SF
    • 184 Days On Market

    Current Estimated Value $382,579

    Last Listing Agent Randy Florke Rural Connection Inc.

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

      Est $671,410

      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

      • 51 Days On Market

      Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  • /28

    $425,000

    Pending
    • 1 Bed
    • 1 Bath
    • 880 Sq Ft

    2 Kemble Ave, Cold Spring, NY 10516

    Located in the center of the Village, this jewel box features its own private driveway for up 2 cars. Move right into one of the original houses in Cold Spring, fully-renovated in turn-key condition. Perfect for a full-time residence or weekend home where you can leave the car and walk to the train.Bright living room has potential for a gas fireplace, with a cozy dining room and

    Agent Photo

    Bill Hussung

    Robert A. McCaffrey Realty Inc

    2 Kemble Ave, Cold Spring, NY 10516
  • /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
  • 11 Canada Hill Dr, Garrison, NY 10524

    $540,000

    Sold Jul 30, 2026

    11 Canada Hill Dr, Garrison, NY 10524

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 1958

    Last Sold Summary

    • 14% Below List Price
    • $383/SF
    • 72 Days On Market

    Current Estimated Value $643,268

    Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

    11 Canada Hill Dr, Garrison, NY 10524
    • 1 Division St, Cold Spring, NY 10516

      Est $839,661

      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

      • 218 Days On Market

      Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  • /9

    $35,000

    Pending
    • Land
    • 12,828 Sq Ft
    • $118,846 per Acre

    154 Gallows Hill Rd, Garrison, NY 10524

    Opportunity awaits to build your custom single-family home in the desirable Continental Village community on .29 acres. Proposed plans for a 2-bedroom home plus office, with 2024 Board of Health approval already in place - just need to renew and customize your own plans to build. Enjoy all that Continental Village has to offer, including lake and beach access, clubhouse, tennis and basketball

    Agent Photo

    Amber Thomas

    Compass Greater NY, LLC

    154 Gallows Hill Rd, Garrison, NY 10524
  • /16

    $3,150

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Townhouse for Rent

    20 Garden St, Cold Spring, NY 10516

    Townhouse style home in walking distance to train station and Main Street. Quaint street with off street parking for one car. Wide plank hardwood floors throughout give such charm to this cozy unit. Large eat in kitchen with newer stove. Laundry in the unit on the first floor just off the kitchen in the powder room. Garbage ,lawn mowing, water and sewer included in the rent. Tenant maintains

    20 Garden St, Cold Spring, NY 10516
  • 101 Hustis Rd, Cold Spring, NY 10516

    $785,000

    Sold Jul 17, 2026

    101 Hustis Rd, Cold Spring, NY 10516

    • 4 Beds
    • 2.5 Baths
    • 2,056 Sq Ft
    • Built 1920

    Last Sold Summary

    • 13% Above List Price
    • $382/SF
    • 32 Days On Market

    Current Estimated Value $719,188

    Last Listing Agent Gary Margolis Coldwell Banker Realty

    101 Hustis Rd, Cold Spring, NY 10516
    • 26 Main St, Cold Spring, NY 10516

      Est $1,354,186

      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

      • 86 Days On Market

      Last Listing Agent Bill Hussung Robert A. McCaffrey Realty Inc

  • /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

    Agent Photo

    Noreen Parrell

    William Raveis Real Estate

    477 Sprout Brook Rd, Garrison, NY 10524
  • /12

    $2,350 Per Month

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

    Unlisted Address

    Roomy one bedroom updated apartment in lower level with private entrance of Garrison home. Owners live upstairs. All utilities included . Spacious bedroom, large bathroom , big walk in closet. Beautiful open floor kitchen / living space. Laundry room with extra storage. Radiant floor heat with mini splits for backup heat and AC. Nice outdoor dedicated space. Propane Vermont Castings stove for

    Terese Olsen Houlihan Lawrence Inc.

    Unlisted Address
  • 52 Old Manitou Rd, Garrison, NY 10524

    $1,265,000

    Sold Aug 14, 2026

    52 Old Manitou Rd, Garrison, NY 10524

    • 3 Beds
    • 3.5 Baths
    • 2,598 Sq Ft
    • Built 1963

    Last Sold Summary

    • $487/SF
    • 20 Days On Market

    Current Estimated Value $1,251,130

    Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

    52 Old Manitou Rd, Garrison, NY 10524
    • 5 Fourth St, Cold Spring, NY 10516

      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

      • 88 Days On Market

      Last Listing Agent ANITA CHESTER BHHS Hudson Valley Properties

  • /43

    $1,350,000

    $149K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    541 E Mountain Rd N, Cold Spring, NY 10516

    A nature lover’s paradise on 3.8 private acres, just minutes from the Village of Cold Spring.Set on a quiet mountain road bordering Fahnestock State Park, this character-filled contemporary home offers serenity, seclusion, and direct access to one of the Hudson Valley’s most treasured outdoor playgrounds — over 14,000 acres and 50 miles of hiking trails right at your doorstep.Inside,

    Agent Photo

    Bill Hussung

    Robert A. McCaffrey Realty Inc

    541 E Mountain Rd N, Cold Spring, NY 10516
  • /14

    $3,900 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    170 Atonement Ave, Garrison, NY 10524

    Located within the peaceful Graymoor setting of Garrison, this spacious single-family rental offers a unique opportunity to live in one of the Hudson Valley’s most serene and distinctive environments. Formerly part of the Graymoor community, the home offers a flexible layout with bedrooms, multiple additional rooms, and generous space for work-from-home needs, guests, creative use, storage, or

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    170 Atonement Ave, Garrison, NY 10524
  • 1004 Old Albany Post Rd, Garrison, NY 10524

    $390,000

    Sold Jul 30, 2026

    1004 Old Albany Post Rd, Garrison, NY 10524

    • Land
    • 2.11 Acres
    • $185,009 per Acre

    Last Sold Summary

    • 4% Above List Price
    • 308 Days On Market

    Current Estimated Value $345,395

    Last Listing Agent Craig Roffman Houlihan Lawrence Inc.

    1004 Old Albany Post Rd, Garrison, NY 10524
    • 28 Justins Way, Garrison, NY 10524

      Est $1,190,379

      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

      • 47 Days On Market

      Last Listing Agent Karen Fossli Howard Hanna Rand Realty

  • /19

    $574,999

    • 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
  • /23

    $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 for a fully furnished summer rental. The home features one spacious bedroom with a queen bed, a light-filled living room with a queen pull-out sofa, and a dedicated dining room, comfortably accommodating guests.A bright full bathroom, well-appointed kitchen,

    Alissa Kronovet Houlihan Lawrence Inc.

    11 Locust Dr, Cold Spring, NY 10516
  • 20 Deer Ridge Rd, Garrison, NY 10524

    $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 $990,536

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

    20 Deer Ridge Rd, Garrison, NY 10524
    • 11 The Blvd Unit A4, Cold Spring, NY 10516

      Not Listed For Sale

      11 The Blvd Unit A4, Cold Spring, NY 10516

      • 2 Beds
      • 1.5 Baths
      • 984 Sq Ft
      • Built 1977
      11 The Blvd Unit A4, Cold Spring, NY 10516

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Ninfa Meehan Compass Greater NY, LLC

  • /38

    $712,000

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

    5 Maggie May Way, Cold Spring, NY 10516

    Experience upscale, carefree living in Glassbury Court at Cold Spring, a premier 55+ active-adult community. This beautifully appointed Highland model enjoys a prime location within the complex, surrounded by lush flowerbeds and mature landscaping. Designed for comfortable one-level living, the home offers two bedrooms, a versatile den, and an expanded patio ideal for relaxing and entertaining.

    Arij Kurzum Houlihan Lawrence Inc.

    5 Maggie May Way, Cold Spring, NY 10516
  • /45

    $10,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,930 Sq Ft
    • House for Rent

    33 Dry Pond Rd, Cold Spring, NY 10516

    Welcome to this gorgeous, fully furnished Hudson Valley retreat, where modern style, privacy and comfort come together beautifully. Thoughtfully designed with contemporary finishes and stylish furnishings, this exceptional home offers everything you need to feel right at home.Located just a few minutes from the Village of Cold Spring and Metro-North, the home offers the perfect balance of

    Melanie Benson Robert A. McCaffrey Realty Inc

    33 Dry Pond Rd, Cold Spring, NY 10516
  • 87 Crest Rd, Philipstown, 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
    • 50 Webb Trail, Garrison, NY 10524

      Est $1,808,219

      Not Listed For Sale

      50 Webb Trail, Garrison, NY 10524

      • 4 Beds
      • 3.5 Baths
      • 3,340 Sq Ft
      • Built 1962
      50 Webb Trail, Garrison, NY 10524

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Mishara Canino Robert A. McCaffrey Realty Inc

  • /25

    $535,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft

    311 Sprout Brook Rd, Garrison, NY 10524

    Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The

    Rachel McLoughlin Compass Greater NY, LLC

    311 Sprout Brook Rd, Garrison, NY 10524
  • /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 7 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
  • 10 Spruce Ln, Garrison, NY 10524

    $1,025,000

    Sold Jun 22, 2026

    10 Spruce Ln, Garrison, NY 10524

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Above List Price
    • $603/SF
    • 18 Days On Market

    Current Estimated Value $1,002,036

    Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

    10 Spruce Ln, Garrison, NY 10524
  • /30

    $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
  • /26

    $3,150 Per Month

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

    36 Fair St Unit B11, Cold Spring, NY 10516

    Sun filled first floor, two bedroom, one and a half bath condo in the charming village of Cold Spring. Excellent location allowing for easy access to Main street shops and restaurants, Metro North train station, Hudson river waterfront, hiking trails, parks and many necessities. Hardwood floors. Updated eat in kitchen. Washer/dryer in unit. Beautiful views. Amenities include: Pool , additional

    Terese Olsen Houlihan Lawrence Inc.

    36 Fair St Unit B11, Cold Spring, NY 10516
  • 260 Fishkill Rd, Cold Spring, NY 10516

    $1,518,000

    Sold Aug 03, 2026

    260 Fishkill Rd, Cold Spring, NY 10516

    • 3 Beds
    • 3.5 Baths
    • 2,918 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $520/SF
    • 24 Days On Market

    Current Estimated Value $1,511,534

    Last Listing Agent Katherine Cucchiarella Houlihan Lawrence Inc.

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

      Est $1,237,520

      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

      • 33 Days On Market

      Last Listing Agent Diana Polack Compass Greater NY, LLC

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$428,400
Median Single Family Sale Price
$3,464,200
Median 2 Bedroom Sale Price
$428,400
Average Price Per Sq Ft
$495
Number of Homes for Sale
4,457
Last 12 months Home Sales
1
Months of Supply
12.00
Median List Price
$3,455,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
-44%
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