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Philipstown, NY Houses for Sale

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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
  • /27

    $1,350,000

    • 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
  • /42

    $1,995,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,704 Sq Ft

    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
  • /37

    $1,800,000 Open Sat 12:30PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    8 Manitou Ridge, Garrison, NY 10524

    Perched above the Hudson River in the heart of Garrison, NY, this historic Arts & Crafts Victorian offers sweeping river views from every room in a timeless setting. Built in 1890 and tastefully expanded in both 2000 and 2013, this gracious four-bedroom, three bath home seamlessly blends historic character with thoughtful updates. As you pull into the elegant circular drive with its ring of

    Melissa Carlton Houlihan Lawrence Inc.

    8 Manitou Ridge, Garrison, NY 10524
  • /42

    $1,275,000 Open Sat 12PM - 2PM

    • 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
  • /38

    $1,495,000 Open Sun 12:30PM - 2:30PM

    • 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

    Diana Polack Compass Greater NY, LLC

    21 Private Way, Garrison, NY 10524
  • /50

    $1,875,000

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

    1081 E Mountain Rd S, Cold Spring, NY 10516

    Cross your 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 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 your

    Maria Litrenta William Raveis Real Estate

    1081 E Mountain Rd S, Cold Spring, NY 10516
  • /32

    $2,990,000

    • 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
  • /35

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 1,948 Sq Ft

    245 Route 403, Garrison, NY 10524

    *Accepted Offer as of 4/14This sophisticated architect-designed contemporary farmhouse is a true hidden gem, right in the heart of nature. A picturesque pond at the entrance, complete with visiting ducks, sets the tone for this magical woodland retreat. Surrounded by lush greenery and bordering NYS Parkland including the Appalachian Trail, the home offers a rare blend of tranquility and

    Catherine Quintard Compass Greater NY, LLC

    245 Route 403, 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
  • /35

    $1,299,999

    • 4 Beds
    • 2 Baths
    • 3,000 Sq Ft

    3 Horsemens Trail, Cold Spring, NY 10516

    FOR SALE: Rare 13.23-Acre Property with House, Barns, and Endless PotentialSTEPS TO ROUTE 9! This exceptional 13.23-acre property in Cold Spring, NY offers a unique blend of residential and commercial possibilities just steps from Route 9 and less than two hours from NYC. Whether you’re seeking a private residential compound, a farm estate, or a site with commercial development potential,

    Peter Sisca Real Broker NY LLC

    3 Horsemens Trail, Cold Spring, NY 10516
  • /27

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    16 Nelson Ln, Garrison, NY 10524

    Charming updated Garrison home just steps to GUFS Prek-8 Blue Ribbon School. Lovely flat pasture like sunny 1-acre parcel on a quiet country dead-end dirt road with stream and bonus storage sheds. Move right in or bring your vision and renovate/expand & upsize to create your forever upstate dream home in the heart of much sought-after Garrison NY. Low yearly RE taxes of only $7,824 (before Star

    Jeffrey Green Compass Greater NY, LLC

    16 Nelson Ln, Garrison, NY 10524
  • /38

    $489,900

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    56 Aqueduct Rd, Garrison, NY 10524

    Single family, 3 bedrooms, 1.5 bathrooms, 1-car attached garage, 1,340 sq/ft built 1960, 0.4-acre lot. Being sold As Is.Welcome to 56 Aqueduct Road. A charming residential property that offers the ideal balance of comfort and convenience, with easy access to Metro North, nestled away in the beautiful Hudson Valley.This hidden gem features 3 bedrooms, 1.5 baths, a recently renovated bathroom and

    Derek Eisenberg Continental Real Estate Group

    56 Aqueduct Rd, Garrison, NY 10524
  • /16

    $815,000

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    6 Church St, Cold Spring, NY 10516

    Coming Soon Showings begin Sunday 4/27 11am. 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

    Melissa Carlton Houlihan Lawrence Inc.

    6 Church St, Cold Spring, NY 10516
  • /26

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft

    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

    Catherine Orsini Compass Greater NY, LLC

    479 Sprout Brook Rd, Garrison, NY 10524
  • /35

    $795,000

    • 2 Beds
    • 2 Baths
    • 1,719 Sq Ft

    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 bar. Enjoy

    Alissa Kronovet Houlihan Lawrence Inc.

    1 Avery Rd, Garrison, NY 10524
  • /32

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    2 Forsonville Ln, Garrison, NY 10524

    Welcome to Forsonville Lane—where history meets modern comfort.Dating back to the 1890s, Forsonville Lane was once home to some of Garrison’s earliest estates. This beautifully updated residence blends timeless charm with modern convenience, featuring an open floor plan and a newly renovated kitchen surrounded by windows.The home includes three bedrooms and a dedicated flex room, now being used

    Abbie Carey Houlihan Lawrence Inc.

    2 Forsonville Ln, 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 center hall colonial has been painstakingly renovated to keep its traditional charm and elegance while infusing many playful

    Lindsay Rothman Compass Greater NY LLC

    2010 Route 9, Garrison, NY 10524
  • /43

    $650,000

    • 5 Beds
    • 3 Baths
    • 2,664 Sq Ft

    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
  • /38

    $739,900

    • 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
  • /25

    $669,000

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

    11 Hustis Rd, Cold Spring, NY 10516

    Welcome to this charming 4-bedroom, 2-bathroom home on a private lot along Hustis Road in Cold Spring. Set back from the road, this peaceful retreat offers an in-ground pool, two spacious decks, and a breezeway connecting the two-car garage to the home—perfect for outdoor entertaining and relaxation. Inside, the open-concept kitchen and dining area have been beautifully renovated, leading into

    Nicole LaRosa Compass Greater NY, LLC

    11 Hustis 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
  • /35

    $945,000

    • 4 Beds
    • 2 Baths
    • 2,376 Sq Ft

    20 Budney Rise, Cold Spring, NY 10516

    Perched atop Budney Rise, this chalet-inspired contemporary home offers a private escape with 18 acres of mountains, meadows, and forested trails. The massive wraparound deck is the perfect place to take in breathtaking sunrises, unwind with a morning coffee, or entertain under the stars.The highlight of the home is the open-concept great room, where soaring ceilings and walls of windows

    Diana Polack Compass Greater NY, LLC

    20 Budney Rise, 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
  • /43

    $785,000

    • 5 Beds
    • 3.5 Baths
    • 2,684 Sq Ft

    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
  • /17

    $648,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    23 Kemble Ave, Cold Spring, NY 10516

    In the center of Cold Spring village. One family, Close to Train station(0.4mile to Metro-North Cold Spring station - 7 mins walk), Close to Park, Close to School, Close to Shops. Nice sized 3 Bedrooms with 2 Full Baths, open kitchen, detached 2 car garages. Large 2nd floor Deck, Solar Panels owned, garden in the back yard. Full unfinished basement. Must see...

    Thomas Chen Chous Realty Group Inc

    23 Kemble Ave, Cold Spring, NY 10516
  • /30

    $1,750,000

    • 5 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    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
  • /5

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,355 Sq Ft

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

    If you are up for a TOTAL RENOVATION project to enhance your private setting, this may be your opportunity. The interior needs that personal touch to make it YOUR home. There is approximately 1400 square feet of living space and also a separate building for rehab on this parcel. Winter or summertime, it is a special place for full-time or weekend living. A comfortable access to Route 9,

    Patrick O'Sullivan Limited Editions Realty, Inc.

    517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516
  • /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
  • /34

    $1,649,000

    • 3 Beds
    • 3 Baths
    • 5,018 Sq Ft

    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
  • /37

    $2,900,000

    • 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

    $12,250,000

    • 5 Beds
    • 5.5 Baths
    • 6,252 Sq Ft

    41-61 Evarts Hill, Philipstown, NY 10524

    Welcome to “Reveille”.Beautifully sited on a hilltop 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 and has recently undergone a

    PAULA REDMOND Corcoran Country Living

    41-61 Evarts Hill, Philipstown, NY 10524
  • /25

    $849,500

    • 4 Beds
    • 3 Baths
    • 2,860 Sq Ft

    103 Old Highland Turnpike, Garrison, NY 10524

    NOTE: Please , DON'T walk property WITHOUT PERMISSION. Surveillance cameras. This newly renovated and upgraded chalet home offers ambiance and charm from the moment you step through the door. Cathedral ceilings throughout the house give a sense of height and brightness. The large windows in every room bring the outside in. The stone fireplace is the centerpiece of the open-concept floor plan. A

    Qizhan Yao Realmart Realty LLC

    103 Old Highland Turnpike, Garrison, NY 10524
  • /2

    $90,000

    • 1 Bed
    • 432 Sq Ft

    10531 Young Rd, Cold Spring, NY 14783

    Perfect low Maintenace cabin nestled up off a stone roadway on side of a hill. Sitting on 3/4 of acre, This cabin is fully furnished for the outdoors enthusiasts or for someone who wants to get away. Cabin is heated w propane and has electric for all year-round stay. Comes with a wood fireplace which can easily heat the whole cabin too. This cabin is located about 3 minutes from Allegheny River.

    Brent Hardy Listing by Century 21 North East

    10531 Young Rd, Cold Spring, NY 14783
  • /22

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,672 Sq Ft

    5035 U S 9, Cold Spring, NY 10516

    If you are looking for One Level Living in a Quality Ranch close to all amenities, you will want to see this Home. The large Up Dated Kitchen with Top of the Line, ample Cabinets, Energy Saving Appliances, Range,Microwave,and Refrigerator, and the large Granite Counter Tops have Room enough for two cooks. The Kitchen opens up to the Huge Dining Room and Living Room, space enough for large

    Irene Germano Century 21 Alliance Rlty Group

    5035 U S 9, Cold Spring, NY 10516
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