Philipstown, NY Homes

• 

  

  

  /20

  $950,000

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

  63 Manitou Station Rd, Garrison, NY 10524

  Gracefully set in the heart of Garrison, this beautifully updated c.1906 Cape blends original craftsmanship with fresh, modern design. Each room is filled with natural light and timeless detail - from the gable windows and hardwood floors to the built-in bookcases that frame a cozy wood-burning fireplace. With a versatile layout, this home invites you to settle in and stay awhile. The eat-in

  Melissa Carlton Houlihan Lawrence Inc.

  63 Manitou Station Rd, Garrison, NY 10524
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /24

  $6,000 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:

  Nora Preusser A.D.Preusser, Inc.

  376 Lane Gate Rd, 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 $842,718

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  41 Mountain Brook Dr, Cold Spring, NY 10516
• 

  Est $5,240,591 Not Listed For Sale

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

  107 S Highland Rd, Garrison, NY 10524

  107 S Highland Rd, Garrison, NY 10524
• 

  

  

  /18

  $410,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  169 Old Albany Post Rd, Garrison, NY 10524

  Welcome to this inviting, newly renovated ranch-style home with some of the best mountain views around—and all just 46 miles from NYC. Inside, you’ll love the bright, open layout with a modern kitchen featuring quartz countertops, a center island, hardwood cabinets, and stainless-steel appliances. The kitchen opens right into the dining and living room, where tons of natural light and hardwood

  Maria Vele Keller Williams Realty Partner

  169 Old Albany Post Rd, Garrison, NY 10524
• 

  

  /32

  $12,000 per month

  • 6 Beds
  • 4.5 Baths
  • 4,520 Sq Ft
  • House for Rent

  996 Route 9d, Garrison, NY 10524

  Step into a living legacy at “The Birches” a timeless masterpiece nestled in the heart of Garrison. Originally commissioned in 1882 by the Osborn family and designed by the legendary Gothic Revival master, Ralph Adams Cram, this architectural gem has been meticulously restored to its original glory to preserve its rich heritage while incorporating all of the comforts of contemporary living. From

  Melissa Carlton Houlihan Lawrence Inc.

  996 Route 9d, 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 $643,467

  Last Listing Agent Maria Campanelli BHHS River Towns Real Estate

  12 Valley Ln, Garrison, NY 10524
• 

  Est $548,224 Not Listed For Sale

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

  113 Putnam Rd, Garrison, NY 10524

  113 Putnam Rd, Garrison, NY 10524
• 

  

  /41

  $2,195,000

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

  34 Hudson Ridge, Garrison, NY 10524

  At Hudson Ridge, the essentials of a home, location, design, and space, come together with ease. Recently reimagined to capture natural light and a contemporary aesthetic, it offers a setting that is both open and inviting. Set on nearly five acres, the property has the character of a country estate. The main level is anchored by a spacious living room with a modern free standing fireplace and

  Abbie Carey Houlihan Lawrence Inc.

  34 Hudson Ridge, Garrison, NY 10524
• 

  

  /8

  $2,650 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  161 Main St, Cold Spring, NY 10516

  Very spacious 2nd floor 2Br apartment with a new kitchen with granite countertops, an updated bathroom, ample closets and washer/dryer in the building. Conveniently located to everything that makes the Village of Cold Spring so appealing. Off street parking for one car. Available Immediately.

  Jonathan Miller Joncar Realty Inc

  161 Main St, 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 $714,516

  Last Listing Agent Julie Ann Fedele Houlihan Lawrence Inc.

  14 Ashley Ln, Cold Spring, NY 10516
• 

  Est $736,799 Not Listed For Sale

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

  58 Aqueduct Rd, Garrison, NY 10524

  58 Aqueduct Rd, Garrison, NY 10524
• 

  

  /24

  $799,000 Pending

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

  1136 Route 9d, Garrison, NY 10524

  Charming Historic Retreat in GARRISON/COLD SPRING- Just over an hour from Manhattan ! Currently a high income producing short term rental as well as a part-time NYC escape for owner. Perfect 1031 exchange investment property . Beautifully newly renovated early 20th -century schoolhouse, now a stylish 3-bedroom , 2 bathroom haven. Nestled in the scenic Hudson Valley, this unique property

  Richard Healy Corcoran Country Living

  1136 Route 9d, Garrison, NY 10524
• 

  

  /49

  $5,950 per month

  • 2 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • House for Rent

  77 Lake Dr, Cold Spring, NY 10516

  Welcome to your enchanting lakeside haven in the Valhalla Highlands community, a retreat unlike any other. This historically restored lakefront home offers a seamless fusion of 1930’s nostalgia and contemporary luxury. Almost every room offers captivating vistas of the tranquil waters, inviting you to immerse yourself in the serene ambiance of lakeside living. The home features 2 bedrooms and 3

  Valerie Codino Keller Williams Realty Group

  77 Lake Dr, Cold Spring, NY 10516
• 

  $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

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  35 Garrison Woods Rd, Garrison, NY 10524
• 

  Est $644,391 Not Listed For Sale

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

  4 Mountain Dr, Garrison, NY 10524

  4 Mountain Dr, Garrison, NY 10524
• 

  

  /25

  $590,000

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft

  47 Healy Rd, Cold Spring, NY 10516

  If you’re looking to be close to Cold Spring Main Street while still enjoying the beauty of nature in a private setting, this home is for you! Located in the Village of Nelsonville, just minutes from the Hudson riverfront, Metro-North Cold Spring station, hiking trails, and the Haldane Central School District. The main level offers everything you need on one floor, including a living room, dining

  Rebecca Bardes Houlihan Lawrence Inc.

  47 Healy Rd, Cold Spring, NY 10516
• 

  

  /9

  $2,500 per month

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

  70 Main St Unit 2, Cold Spring, NY 10516

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

  James Doorhy eRealty Advisors, Inc

  70 Main St Unit 2, 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

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

  64 Paulding Ave, Cold Spring, NY 10516
• 

  Est $730,883 Not Listed For Sale

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

  21 Mountain Dr, Garrison, NY 10524

  21 Mountain Dr, Garrison, NY 10524
• 

  

  /10

  $45,000

  • Land
  • 1.05 Acres
  • $42,857 per Acre

  32 Winston Ln, Garrison, NY 10524

  Tucked away in a peaceful, wooded setting, this 1.046-acre unimproved lot offers beautiful natural surroundings, mature trees, and the charm of a scenic backyard mountain stream. Located within the Continental Village community, this property provides a rare opportunity to create a custom home in a quiet, nature-filled environment. Enjoy seasonal mountain views, and the serenity of a natural

  Virginia Corbett eXp Realty

  32 Winston Ln, Garrison, NY 10524
• 

  $731,000 Sold Mar 04, 2025

  136 Hustis Rd, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Above List Price
  • $305/SF
  • 58 Days On Market

  Current Estimated Value $745,866

  Last Listing Agent Michele Marina Atlantica East Associates LLC

  136 Hustis Rd, Cold Spring, NY 10516
• 

  Est $689,838 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  6 Allen Rd, Garrison, NY 10524

  6 Allen Rd, Garrison, NY 10524
• 

  

  /13

  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  112 Putnam Rd, Garrison, NY 10524

  Set on a beautifully landscaped, corner lot, this lovingly maintained home offers the best potential in Continental Village living. Within the sought after Cortland Lake community, residents enjoy access to a private lake, clubhouse, beach, basketball and tennis courts. Inside, single-level living shines with hardwood floors, a formal dining room, and a sunny eat in kitchen. The spacious

  Melissa Carlton Houlihan Lawrence Inc.

  112 Putnam 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

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  81 Manitou Station Rd, Garrison, NY 10524
• 

  Est $642,820 Not Listed For Sale

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

  28 Allen Rd, Garrison, NY 10524

  28 Allen Rd, Garrison, NY 10524
• 

  

  /45

  $1,625,000

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  42 Dicks Castle Rd, Garrison, NY 10524

  Rising above the Hudson Highlands with commanding views and unmistakable stone architecture, Dicks Castle remains one of the region’s most recognizable and storied landmarks. A Moorish style castle fashioned after Alhambra in Granada, Spain and situated on 26 wooded acres, the exterior features turrets, arches and courtyards surrounded by sculptures and stone walls well over 100 years old. This

  Kimberly Renzi Coldwell Banker Realty

  42 Dicks Castle Rd, Garrison, NY 10524
• 

  $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 $902,243

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  25 Crest Rd, Cold Spring, NY 10516
• 

  Est $639,423 Not Listed For Sale

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

  25 Aqueduct Rd, Garrison, NY 10524

  25 Aqueduct Rd, Garrison, NY 10524
• 

  

  /21

  $175,000

  • Land
  • 3.4 Acres
  • $51,471 per Acre

  50 Winston Ln, Philipstown, NY 10524

  Discover a prime opportunity to build your “meant-to-be” home on this expansive parcel of unimproved land in the Town of Philipstown. Located within the R-40 zoning district, the property offers approximately 3.4 acres in a low-density residential setting—ideal for those seeking privacy, space, and tranquility. The R-40 designation allows for the construction of one single-family detached

  Michael LaMorte Christie's Int. Real Estate

  50 Winston Ln, Philipstown, NY 10524
• 

  $1,495,000 Sold Mar 18, 2025

  17 Upland Dr, Garrison, NY 10524

  • 4 Beds
  • 3.5 Baths
  • 4,570 Sq Ft
  • Built 2008

  Last Sold Summary

  • $327/SF
  • 132 Days On Market

  Current Estimated Value $1,543,515

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  17 Upland Dr, Garrison, NY 10524
• 

  Est $729,005 Not Listed For Sale

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

  151 Gallows Hill Rd, Garrison, NY 10524

  151 Gallows Hill Rd, Garrison, NY 10524
• 

  

  /24

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  39 Upland Dr, Garrison, NY 10524

  Welcome to 39 Upland Drive, Garrison, NY! This charming property offers great potential for a variety of uses, including as a weekend getaway or short-term rental opportunity (subject to local regulations). Featuring classic Hudson Valley charm and surrounded by nature, this home provides a peaceful setting while remaining conveniently close to major highways, hiking trails, and the Hudson River.

  Felix Pena RE/MAX Benchmark Realty Group

  39 Upland Dr, 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

  Last Listing Agent Debra Russo Serhant LLC

  20 Division St, Cold Spring, NY 10516
• 

  Est $594,432 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2 Poe Ct, Garrison, NY 10524

  2 Poe Ct, Garrison, NY 10524
• 

  

  /14

  $475,000 Pending

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

  405 Sprout Brook Rd, Garrison, NY 10524

  This is a golden investment opportunity! This unique mixed-use property in Garrison features a grandfathered retail/food services space on a residentially zoned lot. The residential portion also generates rental income. The current business and equipment occupying the retail space is not included in the sale. The residential rental operates on a month-to-month lease. The retail tenant covers 70%

  Francesca Mulone Coldwell Banker Realty

  405 Sprout Brook 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 $952,033

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  1051 Old Albany Post Rd, Garrison, NY 10524
• 

  Est $584,029 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  141 Gallows Hill Rd, Garrison, NY 10524

  141 Gallows Hill Rd, Garrison, NY 10524
• 

  /2

  $5,000

  • Land
  • 0 Acre

  3 Boulder Rd, Cold Spring, NY 10516

  This is a cooperative mobile home community. Buyer must be 55 or over. You are not buying the land, but you are getting the right to put up a 14 x55 mobile home (lease). The buyer purchases the home and rents the land and the new owner will also own a voting share in this wonderful community. Low monthly fees probably under $550. similar to co-op housing. The basic fee is $375 additional

  ANITA CHESTER BHHS Hudson Valley Properties

  3 Boulder 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

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

  41 Beale Rd, Cold Spring, NY 10516

Showing Results 41 - 80, Page 2 of 18