24

Philipstown, NY Homes for Sale with Acreage

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  • 106 Upland Dr, Garrison, NY 10524
    106 Upland Dr, Garrison, NY 10524
    106 Upland Dr, Garrison, NY 10524
    /9

    $310,000

    • Land
    • 2.43 Acres
    • $127,572 per Acre

    106 Upland Dr, Garrison, NY 10524

    Wooded 2.43 Acres in Scenic Garrison – Build Your Dream HomeOpportunity awaits on this 2.43-acre wooded parcel in desirable Garrison, NY. With over 200 feet of road frontage and adjacent to a vacant lot, this raw land offers privacy and potential. Located in the Lakeland School District and just 5.8 miles from the Garrison train station for an easy NYC commute. Enjoy nearby Fahnestock State

    Agent Photo

    Noreen Parrell

    William Raveis Real Estate

    (845) 448-8372

    106 Upland Dr, Garrison, NY 10524
  • 2010 Us-9, Garrison, NY 10524
    2010 Us-9, Garrison, NY 10524
    2010 Us-9, Garrison, NY 10524
    /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
  • 34 Hudson Ridge, Garrison, NY 10524
    34 Hudson Ridge, Garrison, NY 10524
    34 Hudson Ridge, 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
  • 3 Horsemens Trail, Cold Spring, NY 10516
    3 Horsemens Trail, Cold Spring, NY 10516
    3 Horsemens Trail, Cold Spring, NY 10516
    /21

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 3,528 Sq Ft

    3 Horsemens Trail, Cold Spring, NY 10516

    Endless possibilities! This family estate/compound is situated on 13+ private acres. The main home is of post & beam construction from a reclaimed 18th century home. Wide board Pine flooring throughout the home’s open floor plan. Bright natural light illuminates the main living area & kitchen. Living room features wood stove & cathedral ceilings. There are 2 generous sized bedrooms on main living

    Matthew McGroarty River Realty Services, Inc.

    3 Horsemens Trail, Cold Spring, NY 10516
  • 67 Angels Way, Garrison, NY 10524
    67 Angels Way, Garrison, NY 10524
    67 Angels Way, Garrison, NY 10524
    /38

    $2,800,000

    • 4 Beds
    • 5 Baths
    • 4,277 Sq Ft

    67 Angels Way, Garrison, NY 10524

    Wooded retreat meets modern comfort in this breathtaking Garrison home, perched atop a gently rolling hill on 5.3 private, park-like acres and abutted by state land. With its blend of soaring ceilings, warm woodwork, and sweeping Hudson River views, this home strikes a rare balance: grand in scale, yet deeply cozy—perfectly suited for both year-round living and weekend escapes. Double barn doors

    Melissa Carlton Houlihan Lawrence Inc.

    67 Angels Way, Garrison, NY 10524
  • 33 Victoria Dr, Cold Spring, NY 10516
    33 Victoria Dr, Cold Spring, NY 10516
    33 Victoria Dr, Cold Spring, NY 10516
    /23

    $1,375,000

    • 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
  • 16 Fox Hollow Ln, Garrison, NY 10524
    16 Fox Hollow Ln, Garrison, NY 10524
    16 Fox Hollow Ln, Garrison, 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
  • 32 Winston Ln, Garrison, NY 10524
    32 Winston Ln, Garrison, NY 10524
    32 Winston Ln, 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
  • 517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516
    517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516
    517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516
    /25

    $710,000

    • 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
  • 1924 Route 9, Garrison, NY 10524
    1924 Route 9, Garrison, NY 10524
    1924 Route 9, 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
  • 58-62 Walmer Ln, Philipstown, NY 10516
    58-62 Walmer Ln, Philipstown, NY 10516
    58-62 Walmer Ln, Philipstown, NY 10516
    /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
  • 50 Winston Ln, Philipstown, NY 10524
    50 Winston Ln, Philipstown, NY 10524
    50 Winston Ln, Philipstown, 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
  • 39 Upland Dr, Garrison, NY 10524
    39 Upland Dr, Garrison, NY 10524
    39 Upland Dr, 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
  • 2680 Route 9, Cold Spring, NY 10516
    2680 Route 9, Cold Spring, NY 10516
    2680 Route 9, Cold Spring, 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
  • 1004 Old Albany Post Rd, Garrison, NY 10524
    1004 Old Albany Post Rd, Garrison, NY 10524
    1004 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
  • 1070 Route 9d, Garrison, NY 10524
    1070 Route 9d, Garrison, NY 10524
    1070 Route 9d, Garrison, NY 10524
    /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
  • 43 Winston Ln, Philipstown, NY 10524
    43 Winston Ln, Philipstown, NY 10524
    43 Winston Ln, Philipstown, 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 31 Ridgecrest Rd, Lake Peekskill, NY 10537
    31 Ridgecrest Rd, Lake Peekskill, NY 10537
    31 Ridgecrest Rd, Lake Peekskill, NY 10537
    /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
New York Putnam County Philipstown

Homes for Sale with Acreage in Philipstown, NY

Home Trends in Philipstown, NY

On average, homes in Philipstown, NY sell after 180 days on the market compared to the national average of 53 days. The median sale price for homes in Philipstown, NY over the last 12 months is $765,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$765,000
Median Single Family Sale Price
$765,000
Average Price Per Sq Ft
$711
Number of Homes for Sale
0
Last 12 months Home Sales
3
Months of Supply
0.00
Median List Price
$799,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Philipstown, there are currently 24 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Philipstown, NY offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Philipstown and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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