4,506

Philipstown, NY Homes

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  • Lot 3 Woods Rd, Barryville, NY 10516
    Lot 3 Woods Rd, Barryville, NY 10516
    Lot 3 Woods Rd, Barryville, NY 10516
    /13

    $199,900

    • Land
    • 34.74 Acres
    • $5,754 per Acre

    Lot 3 Woods Rd, Barryville, NY 10516

    Looking for a spot to build your dream home? Look no further! This nice level wooded lot has a stream that runs through the front of the property. Located close to the towns of Barryville and Yulan. Just minutes from the majestic Delaware River. Schedule your appointment today!

    Brankica Curreri Eagle Valley Realty

    Lot 3 Woods Rd, Barryville, NY 10516
  • 6 Church St, Cold Spring, NY 10516

    $830,000 Sold Aug 04, 2025

    • 1,440 Sq Ft
    • $576/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1860

    6 Church St, Cold Spring, NY 10516

    Village living at its best! Beautifully restored, lovingly maintained and ideally located in the heart of Cold Spring Village, this 1860s brick home is full of historic charm. Beyond the quaint stone porch, the main level features high ceilings, large windows, and a bright, updated kitchen with exposed brick, soapstone countertops, stainless steel appliances, and a center island for

    Melissa Carlton Houlihan Lawrence Inc.

    6 Church St, Cold Spring, NY 10516
  • 2680 U S 9, Cold Spring, NY 10516
    2680 U S 9, Cold Spring, NY 10516
    2680 U S 9, Cold Spring, NY 10516
    /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
  • 4 Oak St, Cold Spring, NY 10516

    $925,000 Sold Aug 01, 2025

    • 2,405 Sq Ft
    • $385/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1910

    4 Oak St, Cold Spring, NY 10516

    A storybook white picket fence is the first thing to greet you at this charming 1910 farmhouse on a quiet cul de sac in the heart of the village of Cold Spring. Walkable to shops, restaurants and Metro North but tucked away on a side street, 4 Oak Street is as enticing an offering as they come. This 3BD, 3BA has been updated and well maintained. It is turn-key on a large lot with a driveway,

    Ann McBride-Alayon Hudson River Line Realty

    4 Oak St, Cold Spring, NY 10516
    • 21 Valley Ln, Garrison, NY 10524
      21 Valley Ln, Garrison, NY 10524
      21 Valley Ln, Garrison, NY 10524
      /35

      Est $526,639 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,168 Sq Ft

      21 Valley Ln, Garrison, NY 10524

      21 Valley Ln, Garrison, NY 10524
  • 52 Justins Way, Garrison, NY 10524
    52 Justins Way, Garrison, NY 10524
    52 Justins Way, Garrison, NY 10524
    /5

    $375,000

    • Land
    • 7.77 Acres
    • $48,263 per Acre

    52 Justins Way, Garrison, NY 10524

    Gorgeous wooded lot on private mountain road! The perfect bucolic setting for your new Garrison home! 5 BR board of health approval in place. Bring your plans. Owner can GC project.

    Craig Roffman Houlihan Lawrence Inc.

    52 Justins Way, Garrison, NY 10524
  • 1286 Route 9d, Garrison, NY 10524

    $1,750,000 Sold Aug 01, 2025

    • 2,766 Sq Ft
    • $633/SF
    • 77 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1890

    1286 Route 9d, Garrison, NY 10524

    Conveniently located in the bucolic hamlet of Garrison, this French Normandy architectural home is the very essence of the Hudson Valley area. The West Gate House, as this significant home is known, where the vibe of yesteryear still exists. You will find that Garrison offers a pastoral rolling landscape which provides a restorative and back to nature experience. Throughout the home you will find

    Linda Hoffmann Houlihan Lawrence Inc.

    1286 Route 9d, Garrison, NY 10524
  • 554 E Mountain Rd N, Cold Spring, NY 10516
    554 E Mountain Rd N, Cold Spring, NY 10516
    554 E Mountain Rd N, Cold Spring, NY 10516
    /10

    $875,000

    • Land
    • 18.7 Acres
    • $46,791 per Acre

    554 E Mountain Rd N, Cold Spring, NY 10516

    Two Private Mountain Properties with distant views, dramatic rock outcroppings, stream, and pristine woodlands. Build your dream home or compound on either or both of these 5-bedroom approved lots*. 18-acres of gorgeous forested lands with plenty of space to accomodate your most ambitious plans. Road and bridges have already been installed, some site clearing underway. Properties are adjacent to

    Craig Roffman Houlihan Lawrence Inc.

    554 E Mountain Rd N, Cold Spring, NY 10516
  • 49 Mountain Laurel Ridge, 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
  • 57 Upland Dr, Philipstown, NY 10524
    57 Upland Dr, Philipstown, NY 10524
    57 Upland Dr, Philipstown, NY 10524
    /3

    $75,000

    • Land
    • 1.04 Acres
    • $72,115 per Acre

    57 Upland Dr, Philipstown, NY 10524

    Escape the hustle and bustle of city life and discover your serene retreat just 55 miles from New York City! This pristine 1-acre vacant parcel offers the perfect blend of seclusion and convenience, nestled in a peaceful, quiet setting that feels worlds away from the urban rush. Creating a weekend getaway, or simply owning a piece of tranquil land. Surrounded by nature yet close enough for an

    Philip Brooks Coldwell Banker Village Green

    57 Upland Dr, Philipstown, NY 10524
  • 171 Avery Rd, Garrison, NY 10524

    $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
  • 3564 Route 9, Cold Spring, NY 10516
    3564 Route 9, Cold Spring, NY 10516
    /2

    $100,000

    • Land
    • 1.31 Acres
    • $76,336 per Acre

    3564 Route 9, Cold Spring, NY 10516

    Prime commercial land opportunity on busy Route 9 in Cold Spring,NY! This high-visibility vacant parcel offers exceptional exposure along one of the Hudson Valley's most travelled corridors..the property features direct frontage on Route 9, easy access, and strong traffic counts, making it perfect for business seeking maximum visibility. Conveniently located minutes from downtown Cold Spring

    Michelle Ulutas Coldwell Banker Realty

    3564 Route 9, Cold Spring, NY 10516
  • 7 Forge Gate Dr Unit D2A, Cold Spring, NY 10516

    $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
  • 3 Boulder Rd, Cold Spring, NY 10516
    3 Boulder Rd, Cold Spring, NY 10516
    /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
  • 111 Fair St, Cold Spring, NY 10516

    $945,000 Sold Jul 10, 2025

    • 1,260 Sq Ft
    • $750/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
  • 3 Forge Gate Dr Unit B6A, Cold Spring, NY 10516
    3 Forge Gate Dr Unit B6A, Cold Spring, NY 10516
    3 Forge Gate Dr Unit B6A, Cold Spring, NY 10516
    /11

    $399,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 984 Sq Ft

    3 Forge Gate Dr Unit B6A, Cold Spring, NY 10516

    Cold Spring Village condo, townhouse style offers loads of upgrades. Hardwood floors, ceiling moldings, updated eat in kitchen with sliding glass doors offering beautiful private wooded views. Move right in and enjoy all amenities this historic walking village offers with easy walk to train, shops, trails and school. First floor Living Room, Kitchen and powder room, Second floor generous size

    Melissa Carlton Houlihan Lawrence Inc.

    3 Forge Gate Dr Unit B6A, Cold Spring, NY 10516
  • 14 Ashley Ln, 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
  • 5 Norwegian Wood, Cold Spring, NY 10516
    5 Norwegian Wood, Cold Spring, NY 10516
    5 Norwegian Wood, Cold Spring, NY 10516
    /28

    $695,000 Pending

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

    5 Norwegian Wood, Cold Spring, NY 10516

    Located in Glassbury Court in Cold Spring, NY, this home offers the ease of one-level living in one of the community’s premier locations—a quiet cul-de-sac set back from the main road.The layout features a primary bedroom suite, an additional bedroom, a dedicated office, and an open kitchen and living room with high ceilings and abundant natural light, along with a lovely patio area.The

    Abbie Carey Houlihan Lawrence Inc.

    5 Norwegian Wood, Cold Spring, NY 10516
  • 34 Mountain Dr, Garrison, NY 10524

    $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
  • 120 Lane Gate Rd, Cold Spring, NY 10516
    120 Lane Gate Rd, Cold Spring, NY 10516
    120 Lane Gate Rd, Cold Spring, NY 10516
    /50

    $1,250,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    120 Lane Gate Rd, Cold Spring, NY 10516

    Private Bucolic Retreat – Where Modern Elegance Meets Timeless Country SerenityTucked away on nearly 2 pristine acres in Cold Spring, this custom-built colonial offers the rare opportunity: seclusion and accessibility. Surrounded by gardens designed and curated by a Certified Master Gardener, the property is a living work of art—lush with seasonal blooms, shaded woodland paths, and landscapes

    William Pugh Houlihan Lawrence Inc.

    120 Lane Gate Rd, Cold Spring, NY 10516
  • 69 Aqueduct Rd, Garrison, NY 10524

    $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 RKM Properties Corp

    69 Aqueduct Rd, Garrison, NY 10524
  • 5 Main St, Cold Spring, NY 10516
    5 Main St, Cold Spring, NY 10516
    5 Main St, Cold Spring, NY 10516
    /39

    $885,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    5 Main St, Cold Spring, NY 10516

    Welcome to this charming front-porch townhome, perfectly blending comfort, convenience, and style in the heart of Historic Cold Spring Village. The main level features radiant heated floors to keep you cozy in the winter, a wood-burning fireplace, crown molding and an open floor plan ideal for entertaining. The kitchen offers stainless steel appliances, a built-in microwave, wine cooler, and

    Annemarie Credentino BHHS River Towns Real Estate

    5 Main St, Cold Spring, NY 10516
  • 55 Moffat Rd, 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
  • 41 Beale Rd, Cold Spring, NY 10516
    41 Beale Rd, Cold Spring, NY 10516
    41 Beale Rd, Cold Spring, NY 10516
    /41

    $650,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,096 Sq Ft

    41 Beale Rd, Cold Spring, NY 10516

    This move-in ready two-story home combines comfort, convenience, and privacy in a desirable Hudson Valley setting. The first floor features a versatile recreation/family room with a wood-burning fireplace and sliding doors that open to the backyard—perfect for entertaining or relaxing. Upstairs, the open-concept living room, dining area, and kitchen create a bright, welcoming space that flows

    Peter Tomann Houlihan Lawrence Inc.

    41 Beale Rd, Cold Spring, NY 10516
  • 50 Webb Trail, Garrison, NY 10524

    $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
  • 529 Route 9d, Garrison, NY 10524
    529 Route 9d, Garrison, NY 10524
    529 Route 9d, Garrison, NY 10524
    /45

    $2,195,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    529 Route 9d, Garrison, NY 10524

    Welcome to this Hudson River view home that blends thoughtful design with exceptional quality. Scandinavian in inspiration, it balances form, function, and understated elegance. Warm natural finishes, and expansive glass walls create a residence that is both practical and beautiful.The open kitchen, dining, and living area are all oriented toward the river. Douglas fir custom cabinetry, ash

    Abbie Carey Houlihan Lawrence Inc.

    529 Route 9d, Garrison, NY 10524
  • 32 Knollwood Ln, 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
  • 24 Grassi Ln, Garrison, NY 10524
    24 Grassi Ln, Garrison, NY 10524
    24 Grassi Ln, Garrison, NY 10524
    /27

    $698,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    24 Grassi Ln, Garrison, NY 10524

    In the heart of Garrison, this three-bedroom home is on nearly 1.5 level acres along a quiet road. A welcoming front porch leads into the living room with a wood-burning stove, high ceilings, and hardwood floors, connecting easily to the dining room. The kitchen, large enough for a breakfast table, opens to a second porch at the back of the house, an ideal spot for morning coffee or evening

    Abbie Carey Houlihan Lawrence Inc.

    24 Grassi Ln, Garrison, NY 10524

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