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Philipstown, NY Houses for Sale

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  • /40

    $899,000

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

    1080 E Mountain Rd S, Cold Spring, NY 10516

    This beautifully maintained four-bedroom, two-bath Colonial home is a rare find-a true turnkey equestrian retreat that seamlessly blends classic architectural charm with high-end modern updates. Situated on a tree-lined, professionally landscaped lot, this property offers privacy, serenity, and rural elegance, making it a welcoming haven for both people and animals. For the dedicated equestrian,

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence

    (845) 583-1298

    1080 E Mountain Rd S, Cold Spring, NY 10516
  • /39

    $1,495,000 Open Sat 12PM - 2PM

    • 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

    Agent Photo

    Diana Polack

    Compass Greater NY, LLC

    (845) 447-9308

    21 Private Way, Garrison, NY 10524
  • /21

    $1,499,000

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

    3 Horsemens Trail, Cold Spring, NY 10516

    Exceptionally well-situated near growth corridors, major routes, and commuter access, while still delivering privacy, open land, and scenic Hudson Valley surroundings. A unique opportunity awaits at 3 Horsemens Trail in Cold Spring—13+ acres is zoned for mix-use with infrastructure and flexibility already in place. The property features a post-frame residence with a mother/daughter layout, and a

    Matthew McGroarty River Realty Services, Inc.

    3 Horsemens Trail, Cold Spring, NY 10516
  • /45

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 3,758 Sq Ft

    35 Garrison Woods Rd, Garrison, NY 10524

    Discover this Hudson Valley retreat with sweeping mountain views, ideally located in the heart of Garrison. Backing onto protected New York State parkland, this property offers the ultimate in privacy and natural beauty. A newly built, professionally landscaped pool—perfectly positioned to capture stunning western sunsets over the mountains—creates an inviting setting for relaxation and

    Linda Hoffmann Houlihan Lawrence Inc.

    35 Garrison Woods Rd, Garrison, NY 10524
  • /50

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    120 Lane Gate Rd, Cold Spring, NY 10516

    Private Bucolic Retreat – Where Modern Elegance Meets Timeless Country SerenityTucked away on nearly 2 pristine acres in Cold Spring, this custom-built colonial offers the rare opportunity: seclusion and accessibility. Surrounded by gardens designed and curated by a Certified Master Gardener, the property is a living work of art—lush with seasonal blooms, shaded woodland paths, and landscapes

    William Pugh Houlihan Lawrence Inc.

    120 Lane Gate Rd, Cold Spring, NY 10516
  • /45

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    107 Lane Gate Rd, Cold Spring, NY 10516

    Set along the quiet and scenic stretch of Lane Gate Road, 107 Lane Gate Road in Cold Spring, NY, offers an idyllic blend of refined country living and contemporary design. This architecturally striking three-bedroom, two-bathroom home is nestled on nearly two acres of peaceful, wooded land on one of the Hudson Valley’s most beloved country roads. Lane Gate is admired for its winding beauty,

    Ninfa Meehan Compass Greater NY, LLC

    107 Lane Gate Rd, Cold Spring, NY 10516
  • /23

    $1,450,000

    • 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
  • /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
  • /50

    $1,750,000

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

    1081 E Mountain Rd S, Cold Spring, NY 10516

    A dream come true! Cross the private bridge to your new future!! A serene & totally private retreat setting w/a view of the mountains & the tranquil sounds of your stream leading to your own majestic custom built, by owner, Queen Anne Victorian style home, w/numerous hidden features that enhances the quality of the home situated on 12.5 acres of lush Mother Nature!! Welcoming you is an expansive

    Maria Litrenta William Raveis Real Estate

    1081 E Mountain Rd S, Cold Spring, NY 10516
  • /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
  • /19

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,764 Sq Ft

    701 New York 301, Cold Spring, NY 10516

    One-of-a-kind hilltop estate in the Haldane School District. Spacious, private, and picturesque getaway just minutes to Cold Spring Village. Proudly perched on almost 10-acres of Hudson Highlands woodlands, this well-appointed home is the idyllic setting for entertaining and country living. A magnificent chef's kitchen is surrounded by a formal dining room, billiard room/library, family room,

    Craig Roffman Houlihan Lawrence Inc.

    701 New York 301, Cold Spring, NY 10516
  • /39

    $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
  • /27

    $698,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    24 Grassi Ln, Garrison, NY 10524

    In the heart of Garrison, this three-bedroom home is on nearly 1.5 level acres along a quiet road. A welcoming front porch leads into the living room with a wood-burning stove, high ceilings, and hardwood floors, connecting easily to the dining room. The kitchen, large enough for a breakfast table, opens to a second porch at the back of the house, an ideal spot for morning coffee or evening

    Abbie Carey Houlihan Lawrence Inc.

    24 Grassi Ln, Garrison, NY 10524
  • /41

    $2,195,000

    • 3 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    529 Route 9d, Garrison, NY 10524

    Welcome to this Hudson River view home that blends thoughtful design with exceptional quality. Scandinavian in inspiration, it balances form, function, and understated elegance. Warm natural finishes, and expansive glass walls create a residence that is both practical and beautiful.The open kitchen, dining, and living area are all oriented toward the river. Douglas fir custom cabinetry, ash

    Abbie Carey Houlihan Lawrence Inc.

    529 Route 9d, Garrison, NY 10524
  • /24

    $648,000 Open Sun 1PM - 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
  • /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
  • /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
  • /14

    $510,000

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

    7 Market St, Cold Spring, NY 10516

    This 1860s Cold Spring Village cottage is brimming with heart. Steps from the riverfront, Main Street, schools, and Metro North, this home makes village living effortless. Step inside to a sunlit living space where every detail tells a story - exposed ceilings with knotty pine beams, reclaimed hardwood floors, charming shiplap pine walls and a warmth you can feel the moment you walk through the

    Melissa Carlton Houlihan Lawrence Inc.

    7 Market St, Cold Spring, NY 10516
  • /43

    $725,000

    • 3 Beds
    • 3 Baths
    • 2,112 Sq Ft

    21 Morris Rd, Garrison, NY 10524

    Spacious 3 Bed, 3 Bath Cape on Nearly an Acre – Perfect for Extended Living!Move right into this meticulously maintained and incredibly spacious 3-bedroom, 3-full-bath Cape Cod-style home, offering room for everyone and everything. The main level features a welcoming living room, formal dining room, updated kitchen, three generously sized bedrooms, two full bathrooms, and a large great room

    Terese Olsen Houlihan Lawrence Inc.

    21 Morris Rd, Garrison, NY 10524
  • /14

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    13 Old Postal Rd, Cold Spring, NY 10516

    This charming bungalow in the town of Cold Spring is perfect for a weekend retreat or year-round living. Just a short walk to local shops and restaurants, the home is also close to scenic state parks, art galleries, and museums that make Cold Spring so special. Enjoy the outdoors in all 4 seasons, and take advantage of the low property taxes. All of this, just a 90 minute drive grand Midtown

    Aidan Ruane David Ruane Realty Associates

    13 Old Postal Rd, Cold Spring, NY 10516
  • /46

    $950,000

    • 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
  • /38

    $689,000

    • 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
  • /25

    $519,000

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

    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 shopping.

    Patrick O'Sullivan LIMITED EDITIONS REALTY INC

    10 Hy Vue Terrace, Cold Spring, NY 10516
  • /31

    $870,000

    • 3 Beds
    • 2 Baths
    • 1,551 Sq Ft

    1136 Route 9d, Garrison, NY 10524

    Beautifully updated turnkey mini estate on just under an acre offers all of the easy maintenance of a condo without the HOA. Nestled in the heart of Garrison, this 3-bedroom, 2-bath home offers 1,551 square feet of inviting, light-filled living space with a warm, open-concept layout full of character. Enjoy cooking and entertaining in the recently renovated kitchen featuring brand new stainless

    Melissa Carlton Houlihan Lawrence Inc.

    1136 Route 9d, Garrison, NY 10524
  • /36

    $699,000

    • 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
  • /38

    $499,900

    • 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

    Derek Eisenberg Continental Real Estate Group

    56 Aqueduct Rd, Garrison, NY 10524
  • /32

    $2,495,000

    • 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
  • /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
  • /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

    $515,000

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    81 Manitou Station Rd, Garrison, NY 10524

    Calling all contractors! Here’s a rare chance to create your dream residence in one of the Hudson Valley’s most enduringly desirable locations. Tucked at the end of a long private drive, the existing structure is ready for replacement, renovation or complete rebuild, giving you the chance to create a home that matches the potential of its setting. Just steps away, enjoy world-class bird watching

    Melissa Carlton Houlihan Lawrence Inc.

    81 Manitou Station Rd, Garrison, NY 10524
  • /40

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    27 Maple Rd, Lake Peekskill, NY 10537

    Happiness awaits! Privacy and relaxation are the benchmarks of this Putnam Valley escape. Abundant greenery, and a lavish lawn provide the backdrop to your own year-round oasis. Take a dip in the refreshing pool and lay out on the new Trex deck. Fully updated living space sports a stylish open-concept layout, full of natural light and generous spaces. Formal living room w/picture window, vaulted

    Alice Regan Julia B Fee Sothebys Int. Rlty

    27 Maple 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.

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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