4,506

Philipstown, NY Homes

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  • /31

    $1,595,000

    • 3 Beds
    • 3 Baths
    • 4,464 Sq Ft

    16 Fox Hollow Ln, Garrison, NY 10524

    Located in Garrison, NY, this country carriage-style house was once part of the estate of Samuel Sloan, a prominent railroad magnate who settled in the Hudson Valley during the 1850s.Charming and filled with natural light, the home has been meticulously renovated from top to bottom, seamlessly blending comfort, style, and functionality.The gardens, thoughtfully designed by the owner,

    Abbie Carey Houlihan Lawrence Inc.

    16 Fox Hollow Ln, Garrison, NY 10524
  • /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
  • 10 Hy Vue Terrace, Cold Spring, NY 10516

    $513,000 Sold Oct 08, 2025

    • 1,530 Sq Ft
    • $335/SF
    • 73 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    10 Hy Vue Terrace, Cold Spring, NY 10516

    MOTIVATED SELLER ! !1500+ square feet of cozy charm comes 3 bedrooms and open plan kitchen and dining room with a comfy living room and fireplace. The home has wood flooring and central A/C and laundry. There is access from the kitchen to an enclosed porch and also access to a large patio decking with its own Tiki Bar for entertaining. It is the perfect location for commuting or for

    Patrick O'Sullivan Limited Editions Realty, Inc.

    10 Hy Vue Terrace, Cold Spring, NY 10516
  • /5

    $1,400,000

    • 8 Beds
    • 4 Baths
    • 8,500 Sq Ft

    26 Coleman Rd, Philipstown, NY 10524

    THIS HOME WILL NOT BE AVAILABLE FOR OCCUPANCY UNTIL MAY 2028. THERE IS A RESIDENTIAL FACILTY IN PLACE AT THIS SITE UNTIL THEN. This unique gem will not be available with the new owner UNTIL May of 2028. However, it can be held as an investment with the new owner until then. EIGHT Bedrooms, 2 full baths and 2.5 baths. Upgraded and expanded septic, Sprinklers and Generator included in sale.

    Angela Briante Briante Realty Group, LLC

    26 Coleman Rd, Philipstown, NY 10524
  • /29

    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,964 Sq Ft
    • House for Rent

    481 Old Albany Post Rd, Garrison, NY 10524

    Escape the city and indulge in the charm of this 2,500-square-foot luxury home rental nestled on a private 28.3-acre estate in Garrison, NY. This mid-century gem boasts 4 bedrooms and 3.5 baths, offering the perfect blend of modern amenities and cozy character. Unwind by the stone fireplace in the cozy library, or host gatherings in the large entertaining kitchen with sliding walls of glass that

    Melissa Carlton Houlihan Lawrence Inc.

    481 Old Albany Post Rd, Garrison, NY 10524
  • 12 Valley Ln, Garrison, NY 10524

    $620,000 Sold Oct 03, 2025

    • 2,000 Sq Ft
    • $310/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    12 Valley Ln, Garrison, NY 10524

    Welcome to this beautifully updated and meticulously maintained raised ranch in the sought-after Continental Village community of Garrison, NY. Tastefully updated and maintained to perfection this home is set on a private and serene .81-acre lot, this home offers 3 spacious bedrooms, 2 full bathrooms, and a versatile office or guest space. The sun-filled living room flows seamlessly into the

    Maria Campanelli BHHS River Towns Real Estate

    12 Valley Ln, Garrison, NY 10524
  • /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
  • 23 Kemble Ave, Cold Spring, NY 10516

    $718,000 Sold Oct 03, 2025

    • 1,404 Sq Ft
    • $511/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1870

    23 Kemble Ave, Cold Spring, NY 10516

    A special opportunity in the heart of Cold Spring village, this 1870s three-bedroom, two-bath home embodies the ease and adventure of Hudson Valley living. Tucked away on a peaceful side street, it’s just steps to Scenic Hudson’s West Point Foundry Preserve, the Hudson River, Metro-North, and the vibrant shops and eateries of Main Street—offering the best of village living without the bustle.

    Melissa Carlton Houlihan Lawrence Inc.

    23 Kemble Ave, Cold Spring, NY 10516
  • /26

    $899,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    23 Barrett Pond Rd, Cold Spring, NY 10516

    Welcome home to this beautifully updated home overlooking Barrett Pond, a magical bird sanctuary - a perfect setting in nature! This spot also provides an incredible backyard with pool, waterfall, firepit, mature perennial gardens, grill and seating areas, all with a magnificent rock ledge backdrop. The home has a lovely new kitchen with an open floor plan for entertaining family and friends.

    Linda Hoffmann Houlihan Lawrence Inc.

    23 Barrett Pond Rd, Cold Spring, NY 10516
  • 39 Knollwood Ln, Cold Spring, NY 10516

    $549,999 Sold Sep 30, 2025

    • 1,908 Sq Ft
    • $288/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    39 Knollwood Ln, Cold Spring, NY 10516

    Opportunity knocks at 39 Knollwood Lane in Cold Spring, NY!This raised ranch offers a flexible layout and strong potential for the right buyer. The top level features an eat-in kitchen with plenty of cabinet space and a large window overlooking the deck and backyard—perfect for letting in natural light while you cook. The open-concept living and dining area makes the space feel bright and

    Vincent Reda Keller Williams Realty

    39 Knollwood Ln, Cold Spring, NY 10516
  • /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
  • 80 Justins Way, Garrison, NY 10524

    $495,000 Sold Sep 30, 2025

    • Land
    • 6.77 Acres
    • $73,117 per Acre
    • 125 Days On Market

    80 Justins Way, Garrison, NY 10524

    Incredible opportunity to build your dream home on a prime lot in Garrison, with beautiful Mountain Views. Board of Health approved for a 5-bedroom home. Build a main home and possible guest home or other ancillary building. Very private mountain-top setting at the end of a cul de sac. Huge savings... driveway is already in! Owner can also be builder, just bring your plans. Easy commute to NYC

    Craig Roffman Houlihan Lawrence Inc.

    80 Justins Way, Garrison, NY 10524
  • /25

    $710,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,619 Sq Ft

    517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516

    Discover 515-517 East Mountain Road North—a turnkey ranch perched atop the mountain, where timeless charm meets contemporary living on over 2 acres. This exceptional home artfully blends old-world details with modern additions, creating a perfect harmony of character and comfort.The main house has been beautifully renovated and expanded, featuring a brand-new 264 sq. ft. addition that

    Natalia Rathbauer Julia B Fee Sothebys Int. Rlty

    517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516
  • 440 Sprout Brook Rd, Garrison, NY 10524

    $610,000 Sold Sep 26, 2025

    • 1,873 Sq Ft
    • $326/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    440 Sprout Brook Rd, Garrison, NY 10524

    Located just one hour from NYC, this well-maintained home offers the perfect balance of convenience, comfort, and natural beauty. Set on a peaceful creekside lot, the property features an open-concept layout and timeless design details.Inside, the mid-century style kitchen opens into a bright living space ideal for everyday living or entertaining. The spacious primary bedroom is set apart

    Liudmila Lobeeva eXp Realty

    440 Sprout Brook Rd, Garrison, NY 10524
  • /19

    $650,000

    • 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

    Jennifer Baukol Coldwell Banker Realty

    1924 Route 9, Garrison, NY 10524
  • 25 Red Oak Ln, Garrison, NY 10524

    $2,675,000 Sold Sep 25, 2025

    • 4,691 Sq Ft
    • $570/SF
    • 362 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1990

    25 Red Oak Ln, Garrison, NY 10524

    Situated on two lots for a total of 15.5 acres, offering an abundance of privacy is only the beginning of what you will find as you enter the grounds. Welcome to 25 Red Oak Lane, an hour from Manhattan you will begin your tour with a Colonial home. This main house built in 1990, features 4 bedrooms, 2.5 baths, and updates during 2018-2021. Commence at the front walkway and find an expansive front

    Anna Hawley Howard Hanna Rand Realty

    25 Red Oak Ln, Garrison, NY 10524
  • /13

    $549,000

    • 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
  • 25 Crest Rd, Cold Spring, NY 10516

    $875,000 Sold Sep 18, 2025

    • 3,356 Sq Ft
    • $261/SF
    • 73 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2004

    25 Crest Rd, Cold Spring, NY 10516

    Welcome home to 25 Crest Road in Cold Spring! Move right in to this turn-key 2004 custom built 3,300 SqFt 3bed + 2office, 3.5bath young colonial. Boasting pride of ownership and being sold by the original owners that have kept this home in perfect condition with recent major upgrades on all of the homes bathrooms, kitchen, paved driveway, the 1st floor interior level and salt water pool unilock

    Jeffrey Green Compass Greater NY, LLC

    25 Crest Rd, Cold Spring, NY 10516
  • /18

    $410,000

    • 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
  • 58 Winston Ln, Garrison, NY 10524

    $813,500 Sold Sep 12, 2025

    • 2,254 Sq Ft
    • $361/SF
    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2002

    58 Winston Ln, Garrison, NY 10524

    Welcome to 58 Winston Lane in desirable Garrison NY. 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. A modern living vibe with concrete flooring entry foyer, soaring ceilings and bonus windows added through out the entire house. Oversized 1st floor primary with en-suite

    Jeffrey Green Compass Greater NY, LLC

    58 Winston Ln, Garrison, NY 10524
  • /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
  • 20 Old Farm Ln, Garrison, NY 10524

    $785,000 Sold Sep 12, 2025

    • 3,704 Sq Ft
    • $212/SF
    • 47 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2000

    20 Old Farm Ln, Garrison, NY 10524

    Charming country retreat nestled on a private road off the picturesque Old Albany Post Road, this meticulously-maintained, 3700+ sq. ft. contemporary home offers the perfect blend of tranquility and modern convenience. The multi-level design—offering a world of possibilities for multi-generational families—features a spacious main floor with an inviting kitchen that flows seamlessly into a

    Ann McBride-Alayon Hudson River Line Realty

    20 Old Farm Ln, Garrison, NY 10524
  • /4

    $159,000

    • Land
    • 1.88 Acres
    • $84,574 per Acre

    58-62 Walmer Ln, Philipstown, NY 10516

    STOP THE SCROLL: The Cold Spring Land Opportunity You’ve Been Waiting For. Let’s be honest: finding a pristine, buildable piece of land in Cold Spring that offers both seclusion and convenience is like spotting a unicorn. This isn't just another listing; it’s a rare chance to own a true slice of the Hudson Valley. Exclusive Acreage with a Head StartThis is the ultimate package for the

    Lisa Douglas Howard Hanna Rand Realty

    58-62 Walmer Ln, Philipstown, NY 10516
  • 11 The Blvd Unit A4, Cold Spring, NY 10516

    $390,000 Sold Sep 10, 2025

    • 984 Sq Ft
    • $396/SF
    • 76 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1977

    11 The Blvd Unit A4, Cold Spring, NY 10516

    Peaceful Village Living Steps from It All — 11 The Boulevard, Unit A4A, Cold Spring, NYWelcome to the perfect blend of convenience and tranquility in the heart of the Hudson Valley. This bright and efficiently designed condo at 11 The Boulevard, Unit A4A, offers an exceptional lifestyle just steps from the Metro-North station and Cold Spring’s charming Main Street—yet remains blissfully

    Ninfa Meehan Compass Greater NY, LLC

    11 The Blvd Unit A4, Cold Spring, NY 10516
  • /21

    $175,000

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

    50 Winston Ln, Philipstown, NY 10524

    Discover a prime opportunity to build your dream home on this spacious parcel of unimproved land located in the desirable Town of Philipstown. Situated within the R-40 zoning district, this property offers 4 total lots in a low-density residential setting, perfect for those seeking privacy and tranquility. The R-40 designation permits the construction of one single-family detached dwelling per

    Michael LaMorte Christie's Int. Real Estate

    50 Winston Ln, Philipstown, NY 10524
  • 479 Sprout Brook Rd, Garrison, NY 10524

    $515,000 Sold Sep 08, 2025

    • 1,924 Sq Ft
    • $268/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    479 Sprout Brook Rd, Garrison, NY 10524

    Welcome to 479 Sprout Brook Rd, a charming raised ranch nestled into a beautifully landscaped hillside speckled with blooming perennials. This inviting 3 bedroom (that could live like a 4) 2 full bath home offers an easy-concept layout with modern efficiency. The first floor offers three spacious bedrooms and a full bathroom with plenty of natural light, and a thoughtfully designed kitchen that

    Francie Malina Compass Greater NY, LLC

    479 Sprout Brook Rd, Garrison, NY 10524
  • /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
  • 1 Avery Rd, Garrison, NY 10524

    $755,000 Sold Sep 08, 2025

    • 1,719 Sq Ft
    • $439/SF
    • 92 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    1 Avery Rd, Garrison, NY 10524

    This beautifully maintained Cape Cod-style home offers 1,719 sq ft of single-level living, surrounded by mature landscaping and scenic views. Classic wood shingles and stone walls create timeless curb appeal, while thoughtful updates bring modern comfort.Inside, cathedral ceilings enhance the spacious dining area, and the renovated kitchen features soapstone countertops and a breakfast

    Alissa Kronovet Houlihan Lawrence Inc.

    1 Avery Rd, Garrison, NY 10524

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