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Philipstown, NY Homes for Sale with Acreage

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  • /50

    $975,000

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

    1080 E Mountain Rd S, Cold Spring, NY 10516

    This exquisitely maintained four-bedroom, two-bathroom Colonial home offers a rare opportunity to own a turnkey equestrian retreat, combining classic architectural charm with thoughtful, high-end updates throughout. Nestled on a beautifully landscaped and tree-lined lot, the property exudes warmth, privacy, and rural elegance, making it an ideal sanctuary for both people and animals. Designed for

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence Inc.

    (845) 583-1298

    1080 E Mountain Rd S, Cold Spring, NY 10516
  • /14

    $599,000

    • Land
    • 18 Acres
    • $32,378 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 Beacon.The property

    Agent Photo

    Steven Gray

    Compass Greater NY, LLC

    (845) 335-3907

    87 Crest Rd, Philipstown, NY 10516
  • /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

    Agent Photo

    Diana Polack

    Compass Greater NY, LLC

    (845) 261-0983

    21 Private Way, Garrison, NY 10524
  • /43

    $1,275,000

    • 5 Beds
    • 4.5 Baths
    • 3,630 Sq Ft

    64 Paulding Ave, Cold Spring, NY 10516

    Located in the village of Cold Spring, a short walk away from the shops and restaurants of Main Street and the Metro North station, sits magical 64 Paulding, an 1890 rare, architectural gem. Tucked away on a uniquely large 1+ acre parcel with a level yard and in-ground pool, the expansive grounds, rare for a village property, create a private park-like setting adorned with mature trees, including

    Ann McBride-Alayon Hudson River Line Realty

    64 Paulding Ave, Cold Spring, NY 10516
  • /50

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 3,604 Sq Ft

    1081 E Mountain Rd S, Cold Spring, NY 10516

    Cross the private bridge to your future!! A serene and private retreat setting with a view of the mountains and the tranquil sounds of your stream while crossing your private bridge leading to your own majestic custom built, by owner, Queen Ann Victorian style home situated on 12.5 acres of lush Mother Nature!! Welcoming you is an expansive front porch; savor the silence catching the breeze on

    Maria Litrenta William Raveis Real Estate

    1081 E Mountain Rd S, Cold Spring, NY 10516
  • /31

    $1,875,000

    • 2 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    563 Route 9d, Garrison, NY 10524

    Escape to this breathtaking home in the heart of Garrison, NY, where tranquility meets convenience. Nestled atop over 2.5 acres of gorgeous maturely landscaped land, sits this charming 2/3 bedroom, 4-bathroom property offering expansive views of the majestic Hudson River, providing an idyllic backdrop for daily living. Located just 1.5 hours from NYC, it offers the perfect blend of serenity and

    Ryan Kominski Coldwell Banker Realty

    563 Route 9d, Garrison, NY 10524
  • /42

    $2,295,000

    • 3 Beds
    • 4 Baths
    • 4,950 Sq Ft

    55 Dicks Castle Rd, Garrison, NY 10524

    Live like you are on vacation 365 days a year. Witness a kaleidoscope of color at sunset on your 1000 sf private balcony that faces due West over the Hudson River. Perched in the heart of Garrison, 55 Dicks Castle offers unparalleled panoramic views extending Northward toward the Shawangunk Ridge and southwest, encompassing Storm King and Constitution Marsh. According to The New York Times, Dicks

    Lesli Uribe Corcoran Country Living

    55 Dicks Castle Rd, Garrison, NY 10524
  • /31

    $1,900,000

    • 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, offer

    Abbie Carey Houlihan Lawrence Inc.

    16 Fox Hollow Ln, Garrison, NY 10524
  • /5

    $1,400,000

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

    26 Coleman Rd, Philipstown, NY 10524

    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. Interior Professional Photos to follow. Currently used as a Residential Facility. Purchase an investment as you await living in

    Angela Briante Briante Realty Group, LLC

    26 Coleman Rd, Philipstown, 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 Park,

    Noreen Parrell William Raveis Real Estate

    106 Upland Dr, Garrison, NY 10524
  • /13

    $199,900

    • Land
    • 35 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
  • /37

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    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 from

    Liudmila Lobeeva eXp Realty

    440 Sprout Brook Rd, Garrison, NY 10524
  • /28

    $889,000

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft

    1051 Old Albany Post Rd, Garrison, NY 10524

    Privately situated on almost 5 serene acres, on one of the most sought after and idyllic country roads in Garrison, this charming 3 bedroom 3 bath dutch gambrel center chimney colonial is an ideal find for those seeking serenity without sacrificing convenience. The main floor welcomes you into a light bright living room with windows on three sides, wood burning fireplace, full bath and first

    Melissa Carlton Houlihan Lawrence Inc.

    1051 Old Albany Post Rd, Garrison, NY 10524
  • /49

    $875,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 3,704 Sq Ft

    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 features a spacious main floor with an inviting kitchen, complete with a pantry, that seamlessly flows into a light-filled dining and living area. With

    Ann McBride-Alayon Hudson River Line Realty

    20 Old Farm Ln, Garrison, NY 10524
  • /31

    $829,000

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    41 Mountain Brook Dr, Cold Spring, NY 10516

    This charming four-bedroom home is nestled on a picturesque parcel in the heart of the Hudson Valley, with direct access to protected New York State land—offering hiking trails right from your doorstep. Located in the sought-after Cold Spring area, this property is all about peace, privacy, and the beauty of nature. Outside, enjoy timeless stone walls, flourishing perennial gardens, and mature

    Linda Hoffmann Houlihan Lawrence Inc.

    41 Mountain Brook Dr, Cold Spring, NY 10516
  • /32

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,530 Sq Ft

    10 Hy Vue Terrace, Cold Spring, NY 10516

    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 shopping. Minutes to I-84 and

    Patrick O'Sullivan Limited Editions Realty, Inc.

    10 Hy Vue Terrace, Cold Spring, NY 10516
  • /41

    $610,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    600 Sprout Brook Rd, Putnam Valley, NY 10579

    Welcome to this spacious 4-bedroom, 2-bath Raised Ranch offering versatile living space and a beautiful backyard setting. The main level features a bright living room, open kitchen, dining area, and a generous family room that opens to a screened-in porch, perfect for relaxing or entertaining. You'll also find a primary bedroom, two additional bedrooms, and a full bath on this level.The walk-out

    Margherita Eccleston Houlihan Lawrence Inc.

    600 Sprout Brook Rd, Putnam Valley, NY 10579
  • /43

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,696 Sq Ft

    10 S Mountain Pond, Garrison, NY 10524

    Relax in a sanctuary for nature and the human spirit nestled in the Hudson Highlands. This unique artist’s home offers a serene 2-acre escape surrounded by babbling brooks, a pond, native ferns and moss, and protected green space—truly a “mini-Manitoga”! The multiple decks and winding pathways of the attractive two-story stone and shingle residence invite you into the heavenly sights, sounds and

    Ann McBride-Alayon Hudson River Line Realty

    10 S Mountain Pond, Garrison, NY 10524
  • /36

    $888,888

    • 4 Beds
    • 2.5 Baths
    • 4,170 Sq Ft

    24 Babbling Brook Ln, Cold Spring, NY 10516

    Experience the ultimate in privacy, serenity, and design at this one-of-a-kind retreat in the heart of Cold Spring. Nestled on a secluded lot, this beautifully crafted 4-bedroom, 3-bath residence features dramatic cathedral ceilings that elevate the space and frame stunning panoramic views of the surrounding natural landscape. Whether you're seeking a peaceful escape or a stylish full-time

    Luis Peralta Pena Real Broker NY LLC

    24 Babbling Brook Ln, Cold Spring, NY 10516
  • /35

    $950,000

    • 3 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    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
  • /32

    $2,790,000

    • 6 Beds
    • 4.5 Baths
    • 4,520 Sq Ft

    996 Route 9d, Garrison, NY 10524

    Step into a living legacy at “The Birches” a timeless masterpiece nestled in the heart of Garrison. Originally commissioned in 1882 by the Osborn family and designed by the legendary Gothic Revival master, Ralph Adams Cram, this architectural gem has been meticulously restored to its original glory to preserve its rich heritage while incorporating all of the comforts of contemporary living. From

    Melissa Carlton Houlihan Lawrence Inc.

    996 Route 9d, Garrison, NY 10524
  • /44

    $3,250,000

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

    2010 Route 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 Route 9, Garrison, NY 10524
  • /38

    $699,000

    • 6 Beds
    • 4 Baths
    • 3,145 Sq Ft

    9 Old Albany Post Rd N, Cold Spring, NY 10516

    Rare opportunity to own an investment property in Cold Spring! This 3 unit multi-family includes a brand new renovated 3 bedroom apartment and is close to all that Cold Spring has to offer and only minutes away from Fishkill and the Taconic. Rentals are scarce in the area so this property will have no shortage of interested tenants. Please come and take a look at the potential income you can

    Mishara Canino Robert A. McCaffrey Realty Inc

    9 Old Albany Post Rd N, Cold Spring, NY 10516
  • /38

    $724,900

    • 4 Beds
    • 3 Baths
    • 2,232 Sq Ft

    104 Crest Rd, Cold Spring, NY 10516

    This remarkable house offers staggering, panoramic mountain views, XL window panes throughout the living space, a deck that runs the length of the house for entertaining, & a screened in porch to enjoy the outdoors. A must-see, this house has modern SS appliances, top of the line quartz countertops, and a beautiful view. Scenic views can also be enjoyed from the Master BR, the Living Room, and

    Komal Garewal Winwin Realty

    104 Crest Rd, Cold Spring, NY 10516
  • /27

    $4,970,000

    • 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
  • /9

    $1,350,000

    • Land
    • 12 Acres
    • $115,385 per Acre

    474 Lane Gate Rd, Philipstown, NY 10516

    BOH Approved! This unparalleled offering, absent from the market for over a century, presents a unique opportunity. Set on an exclusive flag lot, comprising 11.7 wooded & private acres, surrounded by property under conservation easement, and perched high above the Hudson River. Breathtaking, expansive views extending N, S, and W, forming a awe-inspiring panorama. This pristine parcel overlooks

    Tim Rothman Compass Greater NY LLC

    474 Lane Gate Rd, Philipstown, NY 10516
  • /5

    $375,000

    • Land
    • 8 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
  • /8

    $495,000

    • Land
    • 7 Acres
    • $73,117 per Acre

    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
  • /10

    $875,000

    • Land
    • 19 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
  • /10

    $179,900

    • Land
    • 2.00 Acres
    • $89,950 per Acre

    58 and 62 Walmer Ln, Philipstown, NY 10516

    Nestled in Cold Spring, New York, the properties at 58 and 62 Walmer Lane present unique opportunities for development and investment. Both parcels are currently vacant land, each encompassing approximately one acre. Both lots being sold as one. The zoning for these properties is designated as R40, which typically allows for residential development with a minimum lot size of 40,000 square feet.

    Thomas Santore Coldwell Banker Realty

    58 and 62 Walmer Ln, Philipstown, NY 10516
  • /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. Whether you dream of building your custom home, creating a weekend getaway, or simply owning a piece of tranquil land,

    Philip Brooks Coldwell Banker Village Green

    57 Upland Dr, Philipstown, NY 10524
  • /10

    $39,000

    • Land
    • 1.12 Acres
    • $34,821 per Acre

    474 Sprout Brook Rd, Garrison, NY 10524

    Topographic Survey showing the elevation is included. Discover Your Dream Retreat: Stunning Land with Serene Brook! Escape to your own piece of paradise! This beautiful parcel of land offers a rare opportunity to build your dream home or vacation getaway surrounded by nature's tranquility. Imagine waking up to the soothing sounds of a gentle brook flowing at the rear of your property, creating

    Janet Chavez Ackerman CHAVEZ JANET

    474 Sprout Brook Rd, Garrison, NY 10524
  • /37

    $2,800,000 Open Sat 1PM - 2:30PM

    • 5 Beds
    • 5 Baths
    • 4,691 Sq Ft

    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
  • /37

    $9,950,000

    • 11 Beds
    • 13 Baths
    • 6,252 Sq Ft

    41-61 Evarts Hill, Philipstown, NY 10524

    Welcome to “Reveille”.Beautifully sited, turnkey hilltop estate in Garrison, New York, the centerpiece of this magnificent, gated 50+acre estate is a stunning, Loire Valley inspired stone chateau and five bedroom carriage house surrounded by formal gardens and protected woodlands. Constructed from 1927-29, this estate has remained in the same family for nearly a century and has recently

    PAULA REDMOND Corcoran Country Living

    41-61 Evarts Hill, Philipstown, NY 10524
  • /44

    $549,999 Open Sat 1PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,098 Sq Ft

    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
  • /11

    $689,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    69 Clove Brook Dr, Cold Spring, NY 10516

    Welcome to 69 Clove Brook Drive, meticulously maintained well-loved ranch on a quiet cul de sac, situated on 1 plus acres with mature plantings, specimen trees and rock outcroppings in a beautiful tranquil setting; Nature enthusiasts will love this home as the property literally borders Fahnestock State park, a 14,000+ acres state park adjacent to your property; Cold Spring has an incredible

    Suzanne Welch Coldwell Banker Realty

    69 Clove Brook Dr, Cold Spring, NY 10516

Home Trends in Philipstown, NY

Housing Trends

Median Sale Price
$799,000
Median Single Family Sale Price
$904,500
Median 2 Bedroom Sale Price
$402,000
Average Price Per Sq Ft
$453
Number of Homes for Sale
19
Last 12 months Home Sales
45
Months of Supply
5.10
Median List Price
$875,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
18%
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