Philipstown, NY Homes

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  $515,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  11 Revolution Rd, Cold Spring, NY 10516

  Prime Location! Experience the best of both worlds just 50 miles from Manhattan with relaxed condo living and outdoor amenities reminiscent of a country house. Conveniently situated between the charming village of Cold Spring and Fishkill, this well-lit two-bedroom unit features high ceilings and immediate access to hiking trails and open skies. Additional amenities include access to the

  

  Bill Hussung

  Robert A. McCaffrey Realty Inc

  (845) 470-6263

  11 Revolution Rd, Cold Spring, NY 10516
• Explore Philipstown

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  /24

  $3,985 per month

  • 2 Beds
  • 1.5 Baths
  • 1,288 Sq Ft
  • House for Rent

  5 Healy Rd, Nelsonville, NY 10516

  All utilities inclusive, 30-day 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
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  /53

  $625,000 Sold Apr 03, 2025

  251 Route 301, Cold Spring, NY 10516

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

  Last Sold Summary

  • 20% Below List Price
  • $176/SF
  • 120 Days On Market

  Current Estimated Value $669,628

  Last Listing Agent Marc Yaverbaum MYC & ASSOCIATES INC

  251 Route 301, Cold Spring, NY 10516
• 

  Est $894,524 Not Listed For Sale

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

  1551 Route 9, Garrison, NY 10524

  1551 Route 9, Garrison, NY 10524
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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
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  /15

  $2,900 per month

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

  4 Forge Gate Dr Unit F2B, Cold Spring, NY 10516

  Ideally Located in the Heart of Cold Spring Village, 2 Bedroom 1.5 Bathroom 2 Floor Duplex w Renovated Eat In Kitchen, Private Outdoor Balcony, Private Washer/Dryer, Inground Outdoor Pool on Premises ,Designated Parking Place, Storage Space avail , 3 Minutes to Cold Spring Metro North Train for commuters ,Cold Spring Riverfront , Fantastic Restaurants, Cafes, Coffee Houses, Antique Shops, Grocery

  Richard Healy Corcoran Country Living

  4 Forge Gate Dr Unit F2B, Cold Spring, NY 10516
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  $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 $612,777 Not Listed For Sale

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

  63 Horton Rd, Cold Spring, NY 10516

  63 Horton Rd, Cold Spring, NY 10516
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  /18

  $525,000 Pre-Foreclosure

  • 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
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  /10

  $1,775 per month

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

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

  Newly Renovated Large 1 Bedroom Apartment with Large Deck located in Cold Spring.

  2560 U S 9 Unit B, Cold Spring, NY 10516
• 

  $870,000 Sold Feb 20, 2025

  3 Main St, Cold Spring, NY 10516

  • 2 Beds
  • 2.5 Baths
  • 2,530 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $344/SF
  • 216 Days On Market

  Current Estimated Value $870,550

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  3 Main St, Cold Spring, NY 10516
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  Est $808,106 Not Listed For Sale

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

  1 Division St, Cold Spring, NY 10516

  1 Division St, Cold Spring, NY 10516
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  /3

  $989,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  6 Belvedere St E, Cold Spring, NY 10516

  Welcome to The Ellington, a stunning "To Be Built" 3 bedroom, 2 1/2 bath Contemporary Colonial in the charming Village of Cold Spring. This 3 bedroom, 2 .5 bath home offers hardwood floors throughout for timeless beauty and durability, an inviting family room w/wood burning fireplace that is open to a stylish eat-in kitchen with custom kitchen cabinetry, granite countertops and stainless

  Jonathan Miller Joncar Realty Inc

  6 Belvedere St E, Cold Spring, NY 10516
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  /50

  $5,350 per month

  • 2 Beds
  • 3.5 Baths
  • 1,821 Sq Ft
  • House for Rent

  16 Locust Dr, Cold Spring, NY 10516

  Welcome to a truly unique and historically restored gem nestled in an exclusive lake community. This beautiful 2-bedroom, 3.5-bath home offers the perfect blend of historic charm and modern comfort. Inside, you’ll find a spacious layout with four flexible bonus rooms, perfect for a home office, gym, or guest space, plus a cozy media room for movie nights. The walkout basement adds even more

  Valerie Codino Keller Williams Realty Group

  16 Locust Dr, Cold Spring, NY 10516
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  $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 $1,378,913

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  245 Route 403, Garrison, NY 10524
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  Est $1,327,293 Not Listed For Sale

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

  26 Main St, Cold Spring, NY 10516

  26 Main St, Cold Spring, NY 10516
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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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  /36

  $3,100 per month

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

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

  A beautiful un-furnished rental in Cold Spring NY, surrounded by gardens and stunning views. Have morning coffee while watching the sun rise over the mountain view or take advantage of nice weather by having breakfast out on the large private deck. From the newly renovated bathroom, to the spacious open floor plan, this beautiful spacious rental is sure to please. Extra large closets,  big,

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

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  5 Fourth St, Cold Spring, NY 10516

  5 Fourth St, Cold Spring, NY 10516
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  /50

  $915,000 Pending

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

  20 Deer Ridge Rd, Garrison, NY 10524

  Nestled on a serene, park-like 3.8-acre lot in beautiful Garrison, this custom-built Lindal Cedar Home offers a rare blend of natural beauty, privacy, and convenience. Home backs up to and has direct access to the NYS Appalachian Trail so no additional home can be built around this property. This 3-bedroom, 3-bath contemporary home is the perfect escape from the hustle and bustle of everyday

  Jean Ellen Baker RE/MAX Town & Country

  20 Deer Ridge Rd, Garrison, NY 10524
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  /10

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Townhouse for Rent

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

  A commuter's dream, this lower level two bedroom located in charming Cold Spring, is mere steps from the Metro North and the Hudson River. Ideal renovated unit, with in-unit laundry, currently getting freshly painted and additional recessed lighting being installed (updated pics to follow). Truly a lovely place to call home. Move right in and enjoy living the Hudson Valley life with all the

  Ann McBride-Alayon Hudson River Line Realty

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

  $680,000 Sold Apr 15, 2025

  3 Healy Rd Unit 5, Cold Spring, NY 10516

  • 4 Beds
  • 6 Baths
  • 2,576 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 96 Days On Market

  Current Estimated Value $816,395

  Last Listing Agent Steven Connolly Twin Bridges Properties

  3 Healy Rd Unit 5, Cold Spring, NY 10516
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  Est $1,202,919 Not Listed For Sale

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

  28 Justins Way, Garrison, NY 10524

  28 Justins Way, Garrison, NY 10524
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  /17

  $300,000

  • 2 Beds
  • 1 Bath
  • 807 Sq Ft

  374 Sprout Brook Rd, Garrison, NY 10524

  Rare Opportunity in Continental Village – 2BR, 1BA Geodome style home with Lake Rights. Lives like a 3 BR, 3 bath! House needs updating- heat is not on and seller makes no guarantee about the property's condition- basement is not included in sq ft- house being sold as is and buyers/ agent must fill out the hold harmless document prior to viewing the property. Unlock the potential of this prime

  Maureen Connolly Coldwell Banker Realty

  374 Sprout Brook Rd, Garrison, NY 10524
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  /19

  $2,250 per month

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft
  • Apartment for Rent

  149 Jaycox Rd, Cold Spring, NY 10516

  Country cozy 1 bedroom apartment for rent. Ultimate privacy on sprawling property, with fully fenced in yard, deck with gas grill and hot tub. Access to Jacox pond for swimming. Available fully furnished if desired. Tenant pays utilities.

  Ryan LaLuna McGrath Realty Inc

  149 Jaycox Rd, 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 $596,137

  Last Listing Agent Rebekah Tighe Robert A. McCaffrey Realty Inc

  125 Barrett Pond Rd, Cold Spring, NY 10516
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  Est $1,242,089 Not Listed For Sale

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

  14 Orchard Ln, Cold Spring, NY 10516

  14 Orchard Ln, Cold Spring, NY 10516
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  /26

  $439,000

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft

  6 Fishkill Rd, Cold Spring, NY 10516

  Charming, move-in-ready cottage in the heart of Nelsonville — just minutes from the village of Cold Spring and Metro-North. This beautifully maintained home combines classic Hudson Valley character with modern updates. The inviting main level features a light-filled living area, updated kitchen with butcher-block countertops and new appliances, and a renovated full bath. Upstairs, two comfortable

  Charlotte Brooks House Finch Realty, LLC

  6 Fishkill Rd, Cold Spring, NY 10516
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  /50

  $5,350 per month

  • 2 Beds
  • 3 Baths
  • 1,703 Sq Ft
  • House for Rent

  6 Alpine Rd, Cold Spring, NY 10516

  Hidden within an intimate, storybook lake community, this beautifully and historically restored home offers a rare opportunity to live somewhere truly special. Thoughtfully designed and restored with meticulous attention to every detail, the home blends timeless character with charm while creating a space that feels both inviting and effortlessly functional. Inside, the home unfolds in a way that

  Valerie Codino Keller Williams Realty Group

  6 Alpine Rd, 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
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  Not Listed For Sale

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

  45 Manitou Rd, Philipstown, NY 10524

  45 Manitou Rd, Philipstown, NY 10524
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  /29

  $3,800,000

  • 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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  /15

  $4,495 per month

  • 3 Beds
  • 1 Bath
  • 1,198 Sq Ft
  • House for Rent

  15 Locust Dr, Cold Spring, NY 10516

  Welcome to Valhalla Highlands, a peaceful retreat located just one hour from NYC and ten minutes from the charming village of Cold Spring. This newly renovated home is set within walking distance of Lake Valhalla and is adjacent to Fahnestock State Park, offering immediate access to miles of trails, scenic overlooks, and year-round outdoor recreation. Community amenities include a private beach,

  Alissa Kronovet Houlihan Lawrence Inc.

  15 Locust Dr, Cold Spring, NY 10516
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  $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

  Last Listing Agent Annpauline Creamer Houlihan Lawrence Inc.

  41 Winston Ln, Garrison, NY 10524
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  Est $726,664 Not Listed For Sale

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

  27 Knollwood Ln, Cold Spring, NY 10516

  27 Knollwood Ln, Cold Spring, NY 10516
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  /38

  $727,000

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

  43 Yesterday Dr, Cold Spring, NY 10516

  Welcome to 43 Yesterday Drive in beautiful Cold Spring, NY—where luxury living meets peaceful Hudson Valley charm. Nestled just 50 miles north of Manhattan and moments from the heart of the Cold Spring village, this location offers the perfect blend of convenience and tranquility. Enjoy easy access to Route 9, boutique shops, fine dining, and the Metro-North station for seamless travel to

  Audra Maccariello Coldwell Banker Realty

  43 Yesterday Dr, Cold Spring, NY 10516
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  /16

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • House for Rent

  28 Philipse Brook Rd, Garrison, NY 10524

  This short term rental opportunity comes furnished. Tucked along one of Garrison’s most idyllic country roads and bordered by forever-green farmland, this 1976 custom contemporary is a sunlit retreat. An open floor plan welcomes you with a sweeping dining and living area anchored by a wood-burning fireplace and access to a full-length screened porch overlooking acres of rolling meadows. Signature

  Mark Carlton Houlihan Lawrence Inc.

  28 Philipse Brook Rd, Garrison, NY 10524
• 

  $1,125,000 Sold Mar 07, 2025

  116 Lane Gate Rd, Cold Spring, NY 10516

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

  Last Sold Summary

  • 6% Below List Price
  • $292/SF
  • 216 Days On Market

  Current Estimated Value $1,169,920

  Last Listing Agent Helen Nelsen Ellis Sotheby's Intl Realty

  116 Lane Gate Rd, Cold Spring, NY 10516
• 

  Est $478,936 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 958 Sq Ft

  36 Healy Rd, Cold Spring, NY 10516

  36 Healy Rd, Cold Spring, NY 10516

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