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Philipstown, NY Homes for Sale

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  • /38

    $3,250,000

    • 5 Beds
    • 7.5 Baths
    • 6,370 Sq Ft

    2010 Us-9, Garrison, NY 10524

    Discover the perfect blend of classic charm and modern luxury at The Garrison Estate. This exquisitely transformed 1930s Hudson Valley home was meticulously reinvented from top to bottom in 2023 and offers 6,800 square feet of alluring living space on 12.28 acres. The colonial center hall has been painstakingly renovated to keep its traditional charm and elegance while infusing many playful and

    LINDSAY ROTHMAN Compass Greater NY LLC

    2010 Us-9, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /37

    $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
  • /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
  • /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
  • /24

    $799,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /43

    $619,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    9 Aqueduct Rd, Garrison, NY 10524

    Set within a friendly Garrison neighborhood, 9 Aqueduct Road offers the easy versatility people appreciate in a raised ranch. The upper level gathers living, dining, and kitchen spaces in a bright, practical layout, while the lower level opens the door to work, play, guests, or hobbies depending on what your week demands. Outside, the home stretches into a generous entertaining haven: a

    Judith Hermesch Coldwell Banker Realty

    9 Aqueduct Rd, Garrison, NY 10524
  • /15

    $75,000

    • Land
    • 1.05 Acres
    • $71,429 per Acre

    43 Winston Ln, Philipstown, NY 10524

    Welcome to the beautiful town of Garrison NY- 43 Winston Lane—an exceptional opportunity to own a property in the heart of beautiful Putnam County. This picturesque 1.05-acre vacant lot is nestled in one of Garrison’s most tranquil and scenic areas, surrounded by nature and upscale residences. Located at the corner of Winston Lane and Upland Drive, the property offers privacy, a gentle slope, and

    Sharon Jett Houlihan Lawrence Inc.

    43 Winston Ln, Philipstown, NY 10524
  • /2

    $19,000

    • Land
    • 0.3 Acre
    • $62,706 per Acre

    57 Steuben Rd, Garrison, NY 10524

    Tucked along a quiet stretch of Steuben Road in Garrison, NY, this .303-acre parcel offers a rare opportunity for a buyer who understands land, zoning, and long-term potential. Set within the R-40 zoning district, the property measures approximately 60 feet of road frontage and is being sold strictly as is, with no existing approvals in place. This is not a turnkey building lot — and that’s

    Thomas Santore Coldwell Banker Realty

    57 Steuben Rd, Garrison, NY 10524
  • /12

    $130,000

    • Land
    • 0.93 Acre
    • $139,785 per Acre

    TBD Sky Ln, Garrison, NY 10537

    Escape to Serenity in Garrison- tucked away on a private road, this stunning .93-acre property offers unparalleled privacy and breathtaking views. Surrounded by nature, yet just minutes from the train station and all local amenities, it's the perfect blend of seclusion and convenience. Whether you're looking to build your dream home or create a peaceful weekend retreat, this scenic parcel

    Amanda Wilcox eXp Realty

    TBD Sky Ln, Garrison, NY 10537
  • /47

    $4,995,000

    • 8 Beds
    • 7 Baths
    • 10,626 Sq Ft

    1070 Route 9d, Garrison, NY 10524

    Gothic Revival Country House.Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's

    Heather Fitzgerald Coldwell Banker Realty

    1070 Route 9d, Garrison, NY 10524
  • /28

    $1,250,000

    • 5 Beds
    • 1.5 Baths
    • 2,806 Sq Ft

    24 Mountain Ave, Cold Spring, NY 10516

    Step back in time with this extraordinary 5-bedroom period home, built in 1897 and offering over 2,800 square feet of living space across three gracious floors. Located in the Historic Village of Cold Spring, this home is one of the largest you'll find within the Village—an increasingly rare opportunity.From the moment you enter, you're greeted by remarkably preserved original woodwork that

    Kathyrine Tomann Houlihan Lawrence Inc.

    24 Mountain Ave, Cold Spring, NY 10516
  • /10

    $144,900

    • 2 Beds
    • 1 Bath
    • 570 Sq Ft

    4 Treeline Cir Unit 4, Cold Spring, NY 10516

    House is winterized, do not use the water. A RARE FIND! 2015 mobile home in lovely coop community. 2hours notice no appointments after dark. Inside so light and bright with beautiful white cabinets, upgraded kitchen applicances including cooktop and dutch doors wall oven, tile backsplash. This is a wonderful home with lots of upgrades, that needs to be seen. Newer modern bathroom with large tile

    ANITA CHESTER BHHS Hudson Valley Properties

    4 Treeline Cir Unit 4, Cold Spring, NY 10516
  • /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
  • /24

    $610,000 Open Sun 1:30PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    11 Hustis Rd, Cold Spring, NY 10516

    Welcome to this vintage charmer – the perfect mountain retreat or second home! Nestled on a private lot, this warm and welcoming residence offers comfortable living and timeless appeal. Relax and entertain with ease thanks to a generous pool deck and abundant outdoor space. Step inside to an inviting main living area, where an authentic wood-burning fireplace creates a cozy focal point for

    Evelyn Jean Delere Christie's Int. Real Estate

    11 Hustis Rd, Cold Spring, NY 10516
  • /2

    $39,000

    • Land
    • 0.33 Acre
    • $117,188 per Acre

    81 Steuben Rd, Philipstown, NY 10524

    Set along the quiet, winding stretch of Steuben Road in Garrison, NY, this .3328-acre parcel offers a compelling opportunity for buyers seeking buildable land in a highly desirable Hudson Highlands setting. Zoned R-10, the property meets the minimum zoning requirements for the area, providing a strong foundation for future development despite having no existing approvals in place. With

    Thomas Santore Coldwell Banker Realty

    81 Steuben Rd, Philipstown, NY 10524
  • /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
  • /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
  • /5

    $1,900,000

    • Land
    • 66 Acres
    • $28,788 per Acre

    2680 Route 9, Cold Spring, NY 10516

    65+ acres of rolling terrain offers endless possibilities in Cold Spring, NY. Subdivide into as many as 6 potential home sites, several boasting sweeping Hudson Highlands views with potential access points at Old Albany Post Road and Route 9 or preserve the entire parcel for your extraordinary private estate. Access easements can be negotiated to align with your vision. Ideally located just

    Melissa Carlton Houlihan Lawrence Inc.

    2680 Route 9, Cold Spring, NY 10516
  • /43

    $799,999

    • 6 Beds
    • 3 Baths
    • 1,616 Sq Ft

    11 Cross Creek Rd Unit 2, Cold Spring, NY 10516

    Nestled just off Route 9 and bordered by a gently rolling creek, this charming Dutch Colonial offers a rare opportunity to experience the natural beauty and quiet lifestyle Cold Spring, NY is known for. Set on over an acre of land, the home is surrounded by mature trees and open lawn, creating a private and peaceful retreat. The property features a versatile 4-bedroom residence with a 2-bedroom

    Andy Khan Silverside Realty LLC

    11 Cross Creek Rd Unit 2, Cold Spring, NY 10516
  • /5

    $99,000

    • Land
    • 2.13 Acres
    • $46,523 per Acre

    31 Ridgecrest Rd, Lake Peekskill, NY 10537

    Set on over 2 acres, this exceptional building lot offers sun-drenched westerly exposure, postcard-worthy sunset views, and coveted access to Lake Peekskill. The parcel has already been cleared, providing a seamless start for construction and an advantageous layout for solar panels. With preserved land directly next door, you'll enjoy enduring privacy and a peaceful natural setting. Convenient to

    Peggy Jackson Houlihan Lawrence Inc.

    31 Ridgecrest Rd, Lake Peekskill, NY 10537

Why Live in Philipstown

Philipstown, New York, located 58 miles from New York City in the Hudson Valley, is known for its recreational opportunities and charming hamlets. The area features rolling, mountainous terrain with preserved land and extensive hiking trails, including the Hudson Highlands State Park with over 70 miles of trails and a section of the Appalachian Trail. Cold Spring and Garrison are the primary hamlets, with Cold Spring offering a bustling Main Street with shopping and dining, while Garrison is more residential and surrounded by nature. Points of interest include the Constitution Marsh and Audubon Center, Castle Rock Park, and the Boscobel House and Gardens, which hosts garden tours, festivals, and concerts. The area also has a thriving arts scene with the Garrison Art Center and the Depot Theater providing year-round workshops, exhibits, and live entertainment. Philipstown offers a variety of home styles, including Colonial Revival, split-level, and farmhouse, with options ranging from condos and townhouses to larger estate homes with Hudson River views. The Haldane Central School District and Garrison Union Free School District serve the area, both highly rated. For shopping and dining, Cold Spring features Angelina’s Pizza & Brew and Foodtown, while Garrison offers upscale dining at The Bird & Bottle Inn. The Hudson line provides convenient train access to New York City, and nearby hospitals include Montefiore St. Luke’s Cornwall and NewYork-Presbyterian Hudson Valley Hospital.

Frequently Asked Questions

What is the average home price in Philipstown, NY?
Homes for sale in Philipstown, NY have an average home price of $1,716,000.
How many homes have sold over the last 12 months in Philipstown, NY?
3 homes have sold in Philipstown, NY over the last 12 months.
What are the most popular zip codes in Philipstown, NY?
The most popular zip codes in Philipstown, NY include 10524, 10516, 10579, 10928 and 10537.
How much do you need to make to afford a house in Philipstown?
The median home price in Philipstown is $1,099,500. If you put a 20% down payment of $219,900 and had a 30-year fixed mortgage with an interest rate of 6.18%, your estimated principal and interest payment would be $5,380 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $231K a year to afford the median home price in Philipstown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Philipstown, NY?
Philipstown, NY has highly rated public and private schools. Some of the best schools in Philipstown based on Niche Grades are Haldane High School, Cornwall Middle School and Fort Montgomery Elementary School. Browse all the schools in Philipstown, NY to learn more.

Home Trends in Philipstown, NY

Housing Trends

Median Sale Price
$765,000
Median Single Family Sale Price
$1,082,500
Average Price Per Sq Ft
$575
Number of Homes for Sale
1
Last 12 months Home Sales
3
Months of Supply
4.00
Median List Price
$1,099,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
6%
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