Philipstown, NY Homes

• 

  

  

  /40

  $899,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1080 E Mountain Rd S, Cold Spring, NY 10516

  This beautifully maintained four-bedroom, two-bath Colonial home is a rare find-a true turnkey equestrian retreat that seamlessly blends classic architectural charm with high-end modern updates. Situated on a tree-lined, professionally landscaped lot, this property offers privacy, serenity, and rural elegance, making it a welcoming haven for both people and animals. For the dedicated equestrian,

  

  Shaylene Neumann

  Houlihan Lawrence

  (845) 583-1298

  1080 E Mountain Rd S, Cold Spring, NY 10516
• 

  

  

  /40

  $18,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  26 Nelson Ln, Garrison, NY 10524

  SEASONAL RENTAL! Looking for a dreamy escape? This light-soaked farmhouse in Garrison has all the vibes — classic charm with a modern twist. Whip up something in the spacious, fully-stocked kitchen, chill by the woodburning stove, or hop between the pool and the hot tub.Escape the hustle and bustle of city life and retreat to this one-of-a-kind farmhouse oasis in the heart of

  

  Catherine Quintard

  Compass Greater NY, LLC

  (845) 470-6535

  26 Nelson Ln, Garrison, NY 10524
• 

  $805,000 Sold Jul 29, 2025

  • 2,684 Sq Ft
  • $300/SF
  • 80 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1976

  49 Mountain Laurel Ridge, Garrison, NY 10524

  Welcome to this charming and private 5 bedroom, 3.5 bath home that offers the perfect blend of tranquility and convenience! Nestled in a peaceful, secluded setting, this property provides an ideal retreat while still being just moments away from major transportation routes for easy commuting.Designed with a mother-daughter living arrangement in mind, this home features separate living

  Kelly DiSciorio HomeSmart Homes & Estates

  49 Mountain Laurel Ridge, Garrison, NY 10524
• 

  Est $794,974 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
• 

  

  

  /14

  $499,000

  • Land
  • 18 Acres
  • $26,973 per Acre

  87 Crest Rd, Philipstown, NY 10516

  Private 18.5-Acre Building Site in Cold Spring Surrounded by Protected LandAn exceptional opportunity to own 18.5 private acres in the heart of the Hudson Valley. Located in desirable Cold Spring and surrounded by protected land, this expansive parcel offers the perfect blend of seclusion and accessibility—just minutes from the vibrant artistic communities of Cold Spring and

  

  Steven Gray

  Compass Greater NY, LLC

  (845) 335-3907

  87 Crest Rd, Philipstown, NY 10516
• 

  

  /3

  $2,700 per month

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

  70 Main St, 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

  70 Main St, Cold Spring, NY 10516
• 

  $2,090,000 Sold Jul 25, 2025

  • 2,704 Sq Ft
  • $773/SF
  • 30 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  171 Avery Rd, Garrison, NY 10524

  The “Greenhouse” as it is lovingly referred to is the epitome of premier Garrison living. This stunning, completely renovated, modern home is nestled on 2.5 acres on one of Garrison’s most coveted classic, country roads: One level living in 2700+ sqft. of complete privacy;an ideal layout and location. The main entryway with half bath, opens to the living area with vaulted ceilings & fireplace,

  Ann McBride-Alayon Hudson River Line Realty

  171 Avery Rd, Garrison, NY 10524
• 

  Est $627,502 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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  /38

  $1,495,000

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

  21 Private Way, Garrison, NY 10524

  Wooded retreat meets modern comfort in this spacious Garrison home, perfectly tucked away on nearly 5 private acres!This light-filled home is a true Hudson Valley hideaway! Set atop a gently rolling hill, the home’s dramatic profile immediately sets the tone: elevated, airy, and surrounded by nature.Upon entry into the main living area, you’re greeted by soaring ceilings, oversized windows, and

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 261-0983

  21 Private Way, Garrison, NY 10524
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  /36

  $5,250 per month

  • 3 Beds
  • 3.5 Baths
  • 2,356 Sq Ft
  • House for Rent

  14 Ledge Rock Ct, Garrison, NY 10524

  Garrison annual rental. Three Bedrooms, ~2,300 square feet, garage, large Lawn, cul-de-sac. Open floor plan, Chef's Kitchen, Fireplace. Two large decks overlook the back yard and wonderful woodland views. Spacious Main Bedroom with ensuite bath. Separate areas for both formal and kitchen dining. Beautiful hard wood floors throughout. Oversized attached garage. Less than seven-minute drive

  William Pugh Houlihan Lawrence Inc.

  14 Ledge Rock Ct, Garrison, NY 10524
• 

  $410,000 Sold Jul 11, 2025

  • 984 Sq Ft
  • $417/SF
  • 22 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1977

  7 Forge Gate Dr Unit D2A, Cold Spring, NY 10516

  Charming Village Retreat – Fully Updated Townhome in the Heart of Cold Spring. Discover a rare opportunity to own a beautifully updated two-bedroom, 1.5-bath end-unit townhome just steps from Cold Spring’s historic Main Street. Located in the sought-after Forge Gate Condominium community, this two-level residence offers the perfect blend of comfort, convenience, and style. Recent upgrades include

  Kathyrine Tomann Houlihan Lawrence Inc.

  7 Forge Gate Dr Unit D2A, Cold Spring, NY 10516
• 

  Est $759,071 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
• 

  

  /30

  $875,000 Open Sun 12:30PM - 2PM

  • 2 Beds
  • 2 Baths
  • 2,254 Sq Ft

  58 Winston Ln, Garrison, NY 10524

  Welcome to 58 Winston Lane in desirable Garrison NY. Lives like a 3bedroom with low yearly RE taxes of just $11,180. Hurry and close just in time to take advantage of the 2025-2026 school year in Garrison's coveted Blue Ribbon School District. Move right in to this fun, young contemporary with many recent upgrades such as wide plank oak flooring, Bosch Heat Pump HVACs, on-trend open kitchen with

  Jeffrey Green Compass Greater NY, LLC

  58 Winston Ln, Garrison, NY 10524
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  /20

  $3,950 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
• 

  $94,500 Sold Jul 10, 2025

  • 1,260 Sq Ft
  • $75/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1840

  111 Fair St, Cold Spring, NY 10516

  An absolutely breathtaking location, 111 Fair Street is perched on the banks of the Hudson, with the river and Storm King Mountain stretched out before you. The sweeping, panoramic views are pictured in every window and visible throughout the property, making this a once-in-a-lifetime waterfront opportunity. Multiple decks have been constructed to take in the west facing views, and a hot tub

  Annabel Taylor Four Seasons Sothebys Intl

  111 Fair St, Cold Spring, NY 10516
• 

  Est $1,257,719 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
• 

  

  /3

  $989,999

  • 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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  /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

  • 2,664 Sq Ft
  • $244/SF
  • 43 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1979

  14 Ashley Ln, Cold Spring, NY 10516

  Welcome home to 14 Ashley Lane! Enjoy all your privacy in this spacious Raised Ranch which has so much to offer. Upon entry- stairs up to large open living room with beautiful oak floors and picture window which brings in lots of sun lite, the open Dining Area has Sliding Glass Doors to large covered deck and gorgeous view of amazing plush yard. Just in time to Party around your built in

  Julie Ann Fedele Houlihan Lawrence Inc.

  14 Ashley Ln, Cold Spring, NY 10516
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  20 Treeline Cir, Cold Spring, NY 10516

  20 Treeline Cir, Cold Spring, NY 10516
• 

  

  /45

  $1,100,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  107 Lane Gate Rd, Cold Spring, NY 10516

  Set along the quiet and scenic stretch of Lane Gate Road, 107 Lane Gate Road in Cold Spring, NY, offers an idyllic blend of refined country living and contemporary design. This architecturally striking three-bedroom, two-bathroom home is nestled on nearly two acres of peaceful, wooded land on one of the Hudson Valley’s most beloved country roads. Lane Gate is admired for its winding beauty,

  Ninfa Meehan Compass Greater NY, LLC

  107 Lane Gate Rd, Cold Spring, NY 10516
• 

  

  /42

  $2,700 per month

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

  14 Main St Unit 14 Main, Cold Spring, NY 10516

  Take advantage of all Cold Spring has to offer in this freshly painted apartment right on Main Street! The apartment consists of the second and third floor of a mixed use building. The main floor has a spacious kitchen/dining/living room area, bedroom and bathroom. The third floor is a 15.5x16 room that can be used as a second bedroom or additional living space. Walking distance to shops,

  14 Main St Unit 14 Main, Cold Spring, NY 10516
• 

  $436,200 Sold Jul 08, 2025

  • 1,479 Sq Ft
  • $295/SF
  • 111 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1965

  34 Mountain Dr, Garrison, NY 10524

  Escape to tranquility in this charming 4-bedroom, 1-bathroom ranch-style home in Garrison, NY. Nestled on 1.25 acres of serene landscape, this home features a spacious basement, perfect for additional living space or storage. The 2-car garage provides ample room for vehicles and hobbies. Enjoy the convenience and comfort of one-level living in a peaceful setting. This property offers the perfect

  Kenneth Moran Keller Williams Realty Group

  34 Mountain Dr, Garrison, NY 10524
• 

  Est $1,046,556 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
• 

  

  /46

  $950,000

  • 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

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  201 Main St Unit 203, Cold Spring, NY 10516

  Gorgeous rental home in Cold Spring Village! As convenient as it gets, right in the heart of the village. This two bedroom home has been lovingly cared for, light and bright, with all the charm of yesteryear. Updated appliances and paint. The home runs off of solar electric panels for electricity, heating and A/C. These utilities are included in the base rent. Tenant responsible for propane for

  Craig Roffman Houlihan Lawrence Inc.

  201 Main St Unit 203, Cold Spring, NY 10516
• 

  $516,000 Sold Jul 07, 2025

  • 888 Sq Ft
  • $581/SF
  • 18 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  69 Aqueduct Rd, Garrison, NY 10524

  Home sweet home! Move right into this charming starter or downsize into a newly renovated from top to bottom, amazing location and low taxes! Nestled in the historic town of Garrison within the Lakeland school district, this ranch home is sure to provide you with the perfect balance of comfort & convenience. New siding, roof, windows, HVAC, updated kitchen & bathroom with wood floors throughout

  Amanda Racek William Raveis-New York, LLC

  69 Aqueduct Rd, Garrison, NY 10524
• 

  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
• 

  

  /36

  $988,000

  • 4 Beds
  • 3.5 Baths
  • 2,288 Sq Ft

  8 Manitou Rd, Garrison, NY 10524

  Privacy and space abound with stone pathways, mature trees, a glorious garden and views of the Hudson Highland mountains surrounding this charming, well maintained home. There's a stream worthy of a dip or just a visit to gaze at the sparkling water, enjoy the sounds of nature, and experience the thriving wildlife. Plenty of space to live, work, garden and entertain make this an idyllic country

  Rebekah Tighe Robert A. McCaffrey Realty Inc

  8 Manitou Rd, Garrison, NY 10524
• 

  

  /10

  $1,975 per month

  • 1-2 Beds
  • 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
• 

  $1,550,000 Sold Jul 02, 2025

  • 5,018 Sq Ft
  • $309/SF
  • 225 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  55 Moffat Rd, Cold Spring, NY 10516

  Beautiful setting. Private, one of a kind property in a fantastic location set on over two acres of lush surroundings right outside the village of Cold Spring. Open floor plan. First floor primary bedroom. All Newly painted. Hardwood floors throughout. Oversized windows letting you see the beauty of the outdoors. Total square feet is 5018, comprised of first floor 2442 sq ft., second floor 1832

  Terese Olsen Houlihan Lawrence Inc.

  55 Moffat Rd, Cold Spring, NY 10516
• 

  Est $721,175 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
• 

  

  /23

  $1,450,000

  • 4 Beds
  • 4.5 Baths
  • 3,840 Sq Ft

  33 Victoria Dr, Cold Spring, NY 10516

  Modern Farmhouse recently built by a local craftsman. Situated on over 9 acres, this four-bedroom home has many custom details including 9' ceilings throughout, recently refinished wood flooring, custom trim and cabinetry, and built-in closets. Light and bright, the heart of the home is the open-concept chef’s kitchen with magnificent walnut island and matching walnut shelving, Viking appliances,

  Craig Roffman Houlihan Lawrence Inc.

  33 Victoria Dr, Cold Spring, NY 10516
• 

  

  /14

  $3,389 per month

  • 2 Beds
  • 1.5 Baths
  • 1,450 Sq Ft
  • House for Rent

  149 Jaycox Rd, Cold Spring, NY 10516

  Stunning 2 bedroom apartment for rent. Ultimate privacy on sprawling property, with basketball court, large fire-pit, deck with gas grill and hot tub. Available fully furnished if desired. Tenant pays utilities. Additional Information: HeatingFuel:Oil Above Ground,

  Ryan LaLuna McGrath Realty Inc

  149 Jaycox Rd, Cold Spring, NY 10516
• 

  $1,800,000 Sold Jul 01, 2025

  • 3,340 Sq Ft
  • $539/SF
  • 34 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1962

  50 Webb Trail, Garrison, NY 10524

  Beautiful Mid-Century home from Hudson Valley architect Frank Dushin comes with more than 3,000 square feet of living space and over 13 acres of woodlands and pasture to roam. An in-ground concrete pool with Tibetan-style gazebo and four-car porte cochere complete this distinctive property within walking distance of the Appalachian Trail. Webb Trail passes alongside your own private meadow

  Mishara Canino Robert A. McCaffrey Realty Inc

  50 Webb Trail, Garrison, NY 10524
• 

  Est $440,135 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
• 

  

  /31

  $920,000

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

  1136 Route 9d, Garrison, NY 10524

  Beautifully updated turnkey mini estate on just under an acre offers all of the easy maintenance of a condo without the HOA. Nestled in the heart of Garrison, this 3-bedroom, 2-bath home offers 1,551 square feet of inviting, light-filled living space with a warm, open-concept layout full of character. Enjoy cooking and entertaining in the recently renovated kitchen featuring brand new stainless

  Melissa Carlton Houlihan Lawrence Inc.

  1136 Route 9d, Garrison, NY 10524
• 

  

  /50

  $7,000 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
• 

  $770,000 Sold Jun 26, 2025

  • 3,026 Sq Ft
  • $254/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1970

  32 Knollwood Ln, Cold Spring, NY 10516

  Welcome to this stylish mid-century deck home nestled in the heart of the Hudson Valley. The property is perfectly situated and offers effortless access to everything the charming Village of Cold Spring is known for—endless hiking trails, the scenic Hudson River, and the Metro-North train line for easy commuting. Step inside and be greeted by striking wood beams, rich natural tones, and expansive

  Linda Hoffmann Houlihan Lawrence Inc.

  32 Knollwood Ln, Cold Spring, NY 10516
• 

  Est $5,308,354 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

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