4,446

Philipstown, NY Homes

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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
  • /9

    $2,800 per month

    Apartment for Rent

    2 Beds

    95 Main St, Cold Spring, NY 10516

    Located right on Main Street in the Middle of the Village of Cold Spring. 2 Bedroom 2 bathroom apartment is in a great location 4 blocks from the train station. Enjoy off street parking and laundry across the hall. It has a large eat in kitchen, a large master suite with private bathroom with tub, a full living room, second full bathroom, and second bedroom. Located on the second floor of the

    95 Main St, Cold Spring, NY 10516
  • 94 Perks Blvd, Cold Spring, NY 10516

    $789,000 Sold May 02, 2025

    • 2,468 Sq Ft
    • $320/SF
    • 225 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    94 Perks Blvd, Cold Spring, NY 10516

    Welcome to this charming home in Cold Spring, perfectly positioned to take advantage of everything the Hudson Valley has to offer! Featuring an inviting outdoor space with a deck, patio, and a stunning yard, this property is ideal for entertaining. The sunlit interior boasts an updated eat-in kitchen and a formal dining room, perfect for creating cherished memories. The first floor includes a

    Linda Hoffmann Houlihan Lawrence Inc.

    94 Perks Blvd, Cold Spring, NY 10516
  • /19

    $449,900 Pending

    • 4 Beds
    • 1 Bath
    • 1,479 Sq Ft

    34 Mountain Dr, Garrison, NY 10524

    Escape to tranquility in this charming 4-bedroom, 1-bathroom ranch-style home in Garrison, NY. Nestled on 1.25 acres of serene landscape, this home features a spacious basement, perfect for additional living space or storage. The 2-car garage provides ample room for vehicles and hobbies. Enjoy the convenience and comfort of one-level living in a peaceful setting. This property offers the perfect

    Agent Photo

    Kenneth Moran

    Keller Williams Realty Group

    (845) 478-8170

    34 Mountain Dr, Garrison, NY 10524
  • /26

    $6,500 per month

    • 2 Beds
    • 3.5 Baths
    • 1,821 Sq Ft
    • House for Rent

    16 Locust Dr, Cold Spring, NY 10516

    Welcome to a truly unique and historically restored gem nestled in an exclusive lake community. This beautiful 2-bedroom, 3.5-bath home offers the perfect blend of historic charm and modern comfort. Inside, you’ll find a spacious layout with three flexible bonus rooms, perfect for a home office, gym, or guest space, plus a cozy media room for movie nights. The walkout basement adds even more

    Valerie Codino Keller Williams Realty Group

    16 Locust Dr, Cold Spring, NY 10516
  • 27 Chapman Rd, Garrison, NY 10524

    $1,350,000 Sold May 01, 2025

    • 3,310 Sq Ft
    • $408/SF
    • 264 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1969

    27 Chapman Rd, Garrison, NY 10524

    Surrounded by nature, the country setting of this Garrison, NY home is a place to enjoy the changing seasons and a peaceful lifestyle. The historic village of Cold Spring, hiking and the Hudson River are minutes away. The three bedroom home offers various living areas and functional spaces. With expanded openings between rooms, the house offers a balanced blend of open-concept living and defined

    Abbie Carey Houlihan Lawrence Inc.

    27 Chapman Rd, Garrison, NY 10524
  • /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
  • /10

    $1,975 per month

    • 1-2 Beds
    • 1 Bath
    • 665 Sq Ft
    • Condo for Rent

    2560 U S 9 Unit B, Cold Spring, NY 10516

    Newly Renovated Large 1 Bedroom Apartment with Large Deck located in Cold Spring.

    2560 U S 9 Unit B, Cold Spring, NY 10516
  • 31 Knollwood Ln, Cold Spring, NY 10516

    $675,000 Sold Apr 30, 2025

    • 3,329 Sq Ft
    • $203/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    31 Knollwood Ln, Cold Spring, NY 10516

    Welcome to this Turn-key MOVE IN READY, love-maintained colonial style home in the heart of Cold Spring! Nestled in a prime location situated along the eastern shore of the Hudson River, known for its picturesque landscapes, historic architecture and vibrant community, offering convenience, ambiance and comfort. 31 Knollwood Lane sits on a 1.07 Acre lot surrounded by beautifully very

    Ayleen Aybar RE/MAX Distinguished Hms.&Prop

    31 Knollwood Ln, 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
  • /29

    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,964 Sq Ft
    • House for Rent

    481 Old Albany Post Rd, Garrison, NY 10524

    Escape the city and indulge in the charm of this 2,500-square-foot luxury home rental nestled on a private 28.3-acre estate in Garrison, NY. This mid-century gem boasts 4 bedrooms and 3.5 baths, offering the perfect blend of modern amenities and cozy character. Unwind by the stone fireplace in the cozy library, or host gatherings in the large entertaining kitchen with sliding walls of glass that

    Melissa Carlton Houlihan Lawrence Inc.

    481 Old Albany Post Rd, Garrison, NY 10524
  • 135 Moffat Rd, Cold Spring, NY 10516

    $935,000 Sold Apr 24, 2025

    • 2,946 Sq Ft
    • $317/SF
    • 310 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    135 Moffat Rd, Cold Spring, NY 10516

    Looking for 2 acres with a heated in-ground pool, just a stones throw from Main Street Cold Spring? A Tudor style Colonial surrounded by trees providing tranquility and privacy. Multiple fireplaces, custom built-ins, formal dining. A large bright eat-in kitchen with skylights. Sliding glass doors leading to a two tiered deck. It over looks an expansive yard and pool. 4 spacious bedrooms, 3 which

    Rebecca Agosta BHHS Hudson Valley Properties

    135 Moffat Rd, Cold Spring, NY 10516
  • /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
  • /12

    $3,489 per month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    149 Jaycox Rd, Cold Spring, NY 10516

    Private residence with immaculate outdoor space to enjoy. Hot tub, Basketball Court, Walking Trails, fire pit, patio, deck, grill & more. Home can be delivered fully furnished for an ideal weekend getaway or permanent residence.

    149 Jaycox Rd, Cold Spring, NY 10516
  • 298 Main St, Cold Spring, NY 10516

    $390,000 Sold Apr 17, 2025

    • 954 Sq Ft
    • $409/SF
    • 49 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1850

    298 Main St, Cold Spring, NY 10516

    Step back into time as you enter this 1850's home located in the heart of Cold Spring Village. The original wide plank floors and 2 fireplaces are an example of this home's charm and character. A perfect place for either weekend getaway or full time Village living. Walking distance to train and all of the shops and amenities Cold Spring has to offer. Additional Information: HeatingFuel:Oil

    Jonathan Miller Joncar Realty Inc

    298 Main St, Cold Spring, NY 10516
  • /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
  • /9

    $2,695 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    2 Morris Ave Unit 203, Philipstown, NY 10516

    Bright and Spacious two bedroom apartment available immediately in Cold Spring Village. Second floor, corner unit offers Southern and Western exposure with seasonal river views. Walking distance to shops, restaurants, and parks. Conveniently located near Cold Spring Train station for easy commuting. Heat and Hot Water included! Available immediately.

    Kali Markowski K. Fortuna Realty, Inc.

    2 Morris Ave Unit 203, Philipstown, NY 10516
  • 3 Healy Rd Unit 5, Cold Spring, NY 10516

    $680,000 Sold Apr 15, 2025

    • 2,576 Sq Ft
    • $264/SF
    • 96 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2005

    3 Healy Rd Unit 5, Cold Spring, NY 10516

    Nestled in the Village of Nelsonville, Philipstown, NY, this private two-family home, built in 2005, offers comfortable and independent living for each unit. Both units boast hardwood floors, separate furnaces, central air conditioning and laundry. Each side includes two bedrooms, one and a half bathrooms, plus a private back deck and yard. The property provides off-street parking for four

    Steven Connolly Twin Bridges Properties

    3 Healy Rd Unit 5, 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
  • /19

    $4,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft
    • House for Rent

    12 Parrott St, Cold Spring, NY 10516

    Live in picture perfect Cold Spring with walkability to hiking trails, train and shopping! This light filled village victorian home with high ceilings and hardwood floors will charm you. Enjoy mountain views, a rocking chair front porch, lovely green yard and a driveway for parking. The renovated eat in kitchen features granite countertops, new appliances and washer dryer. The bedrooms are

    Rebekah Tighe Robert A. McCaffrey Realty Inc

    12 Parrott St, Cold Spring, NY 10516
  • 13 Church St, Cold Spring, NY 10516

    $695,000 Sold Apr 15, 2025

    • 1,359 Sq Ft
    • $511/SF
    • 148 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    13 Church St, Cold Spring, NY 10516

    Historic Architectural Gem in prime Cold Spring Village location! This unique turn-of-the-century Victorian home features a front room with built-in library shelving, a sizable kitchen, ample dining room with a wonderful bay window, three gracious bedrooms featuring amazing corner dormers, original 1940s tile bath, and a walk-up finished vaulted attic space.. Enjoy the rocking chair wrap around

    Craig Roffman Houlihan Lawrence Inc.

    13 Church St, Cold Spring, NY 10516
  • /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
  • /15

    $3,650 per month

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft
    • Apartment for Rent

    21 Lower Station Rd, Garrison, NY 10524

    Beautiful, renovated apartment in a historic, landmark brick building with sweeping views of the Hudson River and the Garrison Landing. Impeccably clean and steps away from all the Landing has to offer such as Dolly's Restaurant, Arden Point hiking trail, Hudson River access, the Garrison Yacht Club, Garrison train station, and steps away from picnicking on the Hudson River. Cook in the chef's

    Heather Zuckerman Robert A. McCaffrey Realty Inc

    21 Lower Station Rd, Garrison, NY 10524
  • 40 Upper Station Rd, Garrison, NY 10524

    $1,400,000 Sold Apr 11, 2025

    • 6,303 Sq Ft
    • $222/SF
    • 405 Days On Market
    • 7 Beds
    • 5.5 Baths
    • Built 1884

    40 Upper Station Rd, Garrison, NY 10524

    Owner must sell ASAP! Nestled in the enchanting hamlet of Garrison, New York, this 6,300 square foot Victorian gem, perched majestically above the Hudson River, offers a unique opportunity to restore a grand piece of history to its former glory. With breathtaking direct views of the Hudson River and the iconic West Point Academy, this fixer-upper boasts 7 bedrooms, 5.5 baths, and an abundance of

    Corey Gardner K. Fortuna Realty, Inc.

    40 Upper Station Rd, Garrison, NY 10524
    • /17

      Est $566,086 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,806 Sq Ft

      19 Revolution Rd Unit 510, Cold Spring, NY 10516

      19 Revolution Rd Unit 510, Cold Spring, NY 10516
  • /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
  • /40

    $18,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    26 Nelson Ln, Garrison, NY 10524

    SEASONAL RENTAL! Looking for a dreamy escape? This light-soaked farmhouse in Garrison has all the vibes — classic charm with a modern twist. Whip up something in the spacious, fully-stocked kitchen, chill by the woodburning stove, or hop between the pool and the hot tub.Escape the hustle and bustle of city life and retreat to this one-of-a-kind farmhouse oasis in the heart of

    Catherine Quintard Compass Greater NY, LLC

    26 Nelson Ln, Garrison, NY 10524
  • 20 Schuyler Ln, Garrison, NY 10524

    $395,000 Sold Apr 10, 2025

    • 1,200 Sq Ft
    • $329/SF
    • 285 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    20 Schuyler Ln, Garrison, NY 10524

    Welcome to 20 Schuyler Lane in Garrison! Experience the serenity of picturesque continental village, in Historic Garrison, NY. With breathtaking views of the lake immerse yourself in the tranquility and natural beauty that surrounds this property. This three-bedroom, 2 bathroom home provides spacious living areas. Conveniently located near multiple train stations and major commuter routes, this

    Ben Schubert Richmont Realty

    20 Schuyler Ln, Garrison, NY 10524
  • /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
  • /36

    $6,750 per month

    • 4 Beds
    • 3 Baths
    • 3,627 Sq Ft
    • House for Rent

    155 Horton Rd, Cold Spring, NY 10516

    Welcome to 155 Horton Road, a beautifully restored 1900s colonial homestead that perfectly blends historic charm with modern luxury. This listing is also being offered as a seasonal rental for Summer 2025 from Memorial to Labor Day fully furnished. Located located only 6 miles or 10 minutes to the Cold Spring train station, this unique rental offers both tranquility and convenience, set on a

    Charlotte Brooks House Finch Realty, LLC

    155 Horton Rd, Cold Spring, NY 10516
  • 9 Belvedere St W, Cold Spring, NY 10516

    $890,000 Sold Apr 07, 2025

    • 1,724 Sq Ft
    • $516/SF
    • 168 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1950

    9 Belvedere St W, Cold Spring, NY 10516

    Discover a rare find in the Village of Cold Spring: a charming two-bedroom, one-and-a-half-bath ranch-style home on half an acre with stunning 360-degree views of the Hudson Highlands. This mid-century flair home features an open floor plan, a wood-burning Heatilator fireplace, and a beautiful in-ground pool with Ipe wood decking. The property includes a bright kitchen with modern appliances, a

    Claire Browne Compass Greater NY, LLC

    9 Belvedere St W, Cold Spring, NY 10516

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