22

Philipstown, NY Homes for Sale with Garage

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  • /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
  • /40

    $712,000

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

    5 Maggie May Way, Cold Spring, NY 10516

    Experience upscale, carefree living in Glassbury Court at Cold Spring, a premier 55+ active-adult community. This beautifully appointed Highland model enjoys a prime location within the complex, surrounded by lush flowerbeds and mature landscaping. Designed for comfortable one-level living, the home offers two bedrooms, a versatile den, and an expanded patio ideal for relaxing and entertaining.

    Arij Kurzum Houlihan Lawrence Inc.

    5 Maggie May Way, Cold Spring, NY 10516
  • /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
  • /3

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    212 Old Albany Post Rd, Garrison, NY 10524

    Beyond its rustic stone wall, discover 212 Old Albany Post Road, a charming split-level three-bedroom, two-bath ranch tucked back on a lovely, level two-acre parcel in Garrison, New York. A generous setback provides both privacy and wonderful curb appeal along this historic country lane as it meanders through Garrison's bucolic landscape.Cheerful and inviting, the home offers a

    Austin Wright Moore Compass Greater NY, LLC

    212 Old Albany Post Rd, Garrison, NY 10524
  • /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
  • /33

    $1,500,000

    • 5 Beds
    • 4.5 Baths
    • 5,906 Sq Ft

    19 Twin Bridges Rd, Garrison, NY 10524

    Privately set on nearly 20 acres in Garrison, 19 Twin Bridges Road offers an incredible sense of space and seclusion surrounded by the natural beauty of the Hudson Highlands.Inside, nearly 6,000 square feet of living space centers around a dramatic great room with soaring ceilings, clerestory windows, a stone fireplace and walls of glass overlooking the wooded property. The spacious kitchen

    Katherine Cucchiarella Houlihan Lawrence Inc.

    19 Twin Bridges Rd, 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

    Robert Nobile Robert A. McCaffrey Realty Inc

    26 Fishkill Rd, 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
  • /41

    $699,000

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

    23 Allen Rd, Garrison, NY 10524

    Beautiful, bright, and spacious 3-bedroom, 3-bath Raised Ranch situated in a desirable neighborhood. The main level features a generous living room with hardwood floors, a dining room with a skylight and sliding glass door leading to the deck, and an updated kitchen with new cabinetry, stainless steel appliances, and granite countertops.The main level also offers a full hall bathroom, two

    Jessica Middlebrooks William Raveis Real Estate

    23 Allen Rd, Garrison, NY 10524
  • /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
  • /50

    $6,500,000

    • 8 Beds
    • 8 Baths
    • 11,560 Sq Ft

    20 Nazareth Way, Philipstown, NY 10524

    Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty.As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees

    Paul Leis North Country Sothebys Int Rlt

    20 Nazareth Way, Philipstown, 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
  • /50

    $1,150,000

    $150K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,170 Sq Ft

    24 Babbling Brook Ln, Cold Spring, NY 10516

    Welcome to this recently updated single-family home offering comfort, style, and modern amenities in the beautiful Hudson Valley community of Cold Spring. Featuring 4 bedrooms and 3 full bathrooms, this spacious residence combines thoughtful updates with inviting living spaces and exceptional entertaining features.Inside, oak hardwood flooring runs throughout the home, complemented by

    Rupinder Singh Iconic Pros

    24 Babbling Brook Ln, Cold Spring, NY 10516
  • /23

    $365,000

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    374 Sprout Brook Rd, Garrison, NY 10524

    Geometric, energy effient home. Creates natural air flow, wind resistance, balance sunlight and better climate control. New roof, new driveway, new above ground oil tank, new appliances, some new cabinets in kitchen, freshly painted. 2bedrms, den, 2.5 baths and 2 decks. LL set up as quest quarters with separate entrance.

    Lisa Tonnelli Brown Century 21 Alliance Rlty Group

    374 Sprout Brook Rd, Garrison, NY 10524
  • /43

    $1,350,000

    $149K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,303 Sq Ft

    541 E Mountain Rd N, Cold Spring, NY 10516

    A nature lover’s paradise on 3.8 private acres, just minutes from the Village of Cold Spring.Set on a quiet mountain road bordering Fahnestock State Park, this character-filled contemporary home offers serenity, seclusion, and direct access to one of the Hudson Valley’s most treasured outdoor playgrounds — over 14,000 acres and 50 miles of hiking trails right at your doorstep.Inside,

    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
  • /50

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    20 Division St, Cold Spring, NY 10516

    Historic character meets a complete modern transformation at 20 Division Street in the heart of Cold Spring Village. Originally built in 1790, this four-bedroom, two-and-a-half-bathroom home has been thoughtfully reimagined from the inside out, offering 2,000+ square feet of beautifully finished living space.The fully renovated interior features an open, light-filled floor plan designed

    Jake Garay Serhant LLC

    20 Division St, Cold Spring, NY 10516
  • /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
  • /44

    $2,300,000

    • 6 Beds
    • 6.5 Baths
    • 5,781 Sq Ft

    15-18 Normandy Grange, Garrison, NY 10524

    Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c.1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs,

    Melissa Carlton Houlihan Lawrence Inc.

    15-18 Normandy Grange, Garrison, NY 10524
  • /23

    $700,000

    • 3 Beds
    • 2 Baths
    • 2,338 Sq Ft

    1 Morris Rd, Garrison, NY 10524

    Welcome to this move-in ready three-bedroom, two-bathroom brick ranch in Continental Village, beautifully set on one-third of an acre with mature lush landscaping and an exceptionally tranquil outdoor setting. A rare zen-like koi pond, built-in above-ground pool, stone fire pit, sunset views, multiple gardening areas, and outdoor storage create a backyard designed for relaxing, entertaining, and

    Brandon Bonfils Brown Harris Stevens

    1 Morris Rd, Garrison, NY 10524
  • /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

Home Price Trends

Median Sale Price
$428,400
Median Single Family Sale Price
$3,464,200
Median 2 Bedroom Sale Price
$428,400
Average Price Per Sq Ft
$495
Number of Homes for Sale
1
Last 12 months Home Sales
1
Months of Supply
12.00
Median List Price
$3,455,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
-44%
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