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Philipstown, NY Homes for Sale with Garage

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  • /86

    $950,000

    • 3 Beds
    • 3.5 Baths
    • 3,473 Sq Ft

    5 Buroak Dr, Hopewell Junction, NY 12533

    Escape to your own private paradise. Tucked away on six lush, wooded acres, this stunning country sanctuary offers the perfect blend of privacy, tranquility, and natural beauty. A seasonal stream meandering through the backyard and preserved farmland bordering the property create a peaceful setting ideal for hiking, relaxing, and enjoying the outdoors. Inside, the expansive contemporary design is

    Agent Photo

    Janyce Selkin

    HOWARD HANNA RAND REALTY

    5 Buroak Dr, Hopewell Junction, NY 12533
  • /19

    $574,999

    • 4 Beds
    • 2 Baths
    • 1,994 Sq Ft

    11 Hustis Rd, Cold Spring, NY 10516

    Tucked away in a serene setting, this inviting property offers a wonderful blend of comfort and outdoor enjoyment. The private backyard is perfect for relaxing or entertaining, complete with an in-ground pool that creates your own summer retreat. Inside, a wood-burning fireplace adds warmth and character, creating a cozy focal point for cooler seasons. A two-car garage provides convenience along

    Elijah Hoskins Redfin Real Estate

    11 Hustis Rd, Cold Spring, NY 10516
  • /25

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft

    311 Sprout Brook Rd, Garrison, NY 10524

    Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The

    Rachel McLoughlin Compass Greater NY, LLC

    311 Sprout Brook Rd, Garrison, NY 10524
  • /30

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    50 Mill Rd, Cold Spring, NY 10516

    Where History Meets the Sound of a Waterfall.Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations.At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a

    Abbie Carey Houlihan Lawrence Inc.

    50 Mill Rd, Cold Spring, NY 10516
  • /50

    $3,249,000

    • 15 Beds
    • 7.5 Baths
    • 6,416 Sq Ft

    Unlisted Address

    A Unique Village Compound / Investment Opportunity – An amazing possibility in the Heart of Cold Spring. An exceptional and rarely available offering: four adjacent properties creating a unique compound, investment portfolio, or redevelopment opportunity. Located on tranquil village streets just steps from shops, restaurants, hiking trails, and the commuter rail, this in-town cluster offers

    William Pugh Houlihan Lawrence Inc.

    Unlisted Address
  • /40

    $3,200,000

    • 5 Beds
    • 4.5 Baths
    • 6,216 Sq Ft

    20 S Mountain Pass Spur, Garrison, NY 10524

    Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its

    Annabel Taylor Four Seasons Sothebys Intl

    20 S Mountain Pass Spur, Garrison, NY 10524
  • /43

    $650,000

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

    26 Fishkill Rd, Cold Spring, NY 10516

    Experience the charm of a historic Greek Revival farmhouse beautifully updated for modern living. This 1,776 sq ft, 3-bedroom, 3-bath home blends original 19th-century character with today’s comfort and efficiency. Wide-plank wood floors, a full-length columned front porch, and period architectural details create an inviting sense of history from the moment you arrive. Inside, the living room

    Robert Nobile Robert A. McCaffrey Realty Inc

    26 Fishkill Rd, Cold Spring, NY 10516
  • /26

    $715,000

    • 2 Beds
    • 2 Baths
    • 1,974 Sq Ft

    1 Maggie May Way, Cold Spring, NY 10516

    Welcome to Glassbury Court of Cold Spring! Stunning Highland model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in convenience at the midpoint between Cold Spring village and Fishkill village with exciting Beacon just minutes away. Have the easy access to restaurants and every amenity you can imagine,

    Lance Pahucki William Raveis-New York LLC

    1 Maggie May Way, Cold Spring, NY 10516
  • /26

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 3,044 Sq Ft

    310 Avery Rd, Garrison, NY 10524

    Set on just over 4 tree-lined acres in the heart of Garrison, this beautifully maintained Colonial offers a spacious and thoughtfully designed layout with timeless appeal. A dramatic two-story foyer welcomes you into a freshly painted interior featuring hardwood floors throughout the main level, a first-floor bedroom, and a full bath—ideal for guests, a home office, or flexible living. The

    Kathyrine Tomann Houlihan Lawrence Inc.

    310 Avery Rd, Garrison, NY 10524
  • /33

    $659,999

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    21 E Mountain Rd S, Cold Spring, NY 10516

    Welcome to 21 East Mountain Road South in Cold Spring, NY — a beautifully maintained 4-bedroom, 2.5-bath ranch set on 1.1 flat private acres in the highly sought-after Haldane Central School District. This warm and inviting home offers effortless single-level living with original hardwood floors, skylights, central air, 3-zone heating, and a bright open-concept layout designed for everyday

    Jake Rotger Real Broker NY LLC

    21 E Mountain Rd S, Cold Spring, NY 10516
  • /47

    $8,950,000

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

    61 Evarts Hill Unit 41, Garrison, NY 10524

    Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York

    Anthony Cutugno William Pitt Sothebys Int Rlty

    61 Evarts Hill Unit 41, Garrison, NY 10524
  • /33

    $698,000

    • 2 Beds
    • 2 Baths
    • 1,974 Sq Ft

    10 Maggie May Way Unit 3366, Cold Spring, NY 10516

    If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare

    Christine Hamilton Keller Williams Realty Partner

    10 Maggie May Way Unit 3366, Cold Spring, NY 10516
  • /23

    $1,480,000

    $130K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,165 Sq Ft

    61 Indian Brook Rd, Garrison, NY 10524

    A truly magical setting overlooking the Hudson River offers the perfect balance of sophistication, comfort and convenience updated in 2026. Walls of windows and glass doors capture the natural light and distant scenic Hudson River views creating a sense of warmth and understated sophistication. Finest materials including Maple, Oak and Terra Cotta floors, Granite Countertops, Tumbled Marble

    Vicki Albanese Indian Brook Properties

    61 Indian Brook Rd, Garrison, NY 10524
  • /35

    $1,499,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    541 E Mountain Rd N, Cold Spring, NY 10516

    This country pool house offers serious nature lovers the perfect watering hole in their own backyard. The 2001 construction is all about nature and water. The pool is the centerpiece to this home which sits comfortly back from the road allowing the mountain forest to provide even further privacy. 4 bedrooms and 3 full baths add to the luxury. This is a real country house in a beautiful setting

    Bill Hussung Robert A. McCaffrey Realty Inc

    541 E Mountain Rd N, Cold Spring, NY 10516
  • /21

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 2,294 Sq Ft

    111 Philipse Brook Rd, Garrison, NY 10524

    A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    111 Philipse Brook Rd, 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 rich

    Heather Fitzgerald Coldwell Banker Realty

    1070 Route 9d, Garrison, NY 10524
  • /22

    $690,000

    $95K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 976 Sq Ft

    167 Highland Rd, Cold Spring, NY 10516

    Welcome to a hidden gem in the Lake Valhalla private community. This 2 bedroom 1 bath log cabin style home has Soaring cathedral ceilings, skylights in livingroom and primary bedroom. Stone fireplace, gleaming hardwood floors, and wrap around porch make for the perfect cozy get away. Low HOA fees, large level, wooded lot. This is must see lake property that won't disappoint. Won't last long. Call

    John Cutler BHHS Hudson Valley Properties

    167 Highland Rd, Cold Spring, NY 10516
  • /46

    $699,999

    $19K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    22 Elm Rd, Lake Peekskill, NY 10537

    Welcome to this spacious and versatile home nestled in the Town of Cortlandt, offering room for everyone and surrounded by the beauty of nature. The main level features a large bedroom, a full bath, and an additional den/home office, providing flexible living options. Gather around the cozy fireplace in the inviting living area, or enjoy cooking and entertaining in the expansive kitchen with

    Elaine Thomas Century 21 Alliance Rlty Group

    22 Elm Rd, Lake Peekskill, NY 10537
  • /24

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    17 Fowler Ave, Cortlandt Manor, NY 10567

    Beautiful ranch-style home built in 2019 offering the perfect blend of modern comfort and country charm! This well-maintained home features an inviting open layout, a cozy pellet stove, and an attached 2-car garage. Enjoy outdoor living with a spacious, flat yard and a beautiful above-ground pool — perfect for entertaining, relaxing, or enjoying summer days at home. The home also offers a huge

    Crystal Colombo Compass Greater NY, LLC

    17 Fowler Ave, Cortlandt Manor, NY 10567
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