Philipstown, NY Homes

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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,

  

  Shaylene Neumann

  Houlihan Lawrence

  (845) 583-1298

  1080 E Mountain Rd S, Cold Spring, NY 10516
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  Explore Philipstown

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  /9

  $2,700 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
• 

  $875,000 Sold Sep 18, 2025

  • 3,356 Sq Ft
  • $261/SF
  • 73 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2004

  25 Crest Rd, Cold Spring, NY 10516

  Welcome home to 25 Crest Road in Cold Spring! Move right in to this turn-key 2004 custom built 3,300 SqFt 3bed + 2office, 3.5bath young colonial. Boasting pride of ownership and being sold by the original owners that have kept this home in perfect condition with recent major upgrades on all of the homes bathrooms, kitchen, paved driveway, the 1st floor interior level and salt water pool unilock

  Jeffrey Green Compass Greater NY, LLC

  25 Crest Rd, Cold Spring, NY 10516
• 

  Est $940,374 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  1551 Route 9, Garrison, NY 10524

  1551 Route 9, Garrison, NY 10524
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  /28

  $547,588

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

  11 Revolution Rd, Cold Spring, NY 10516

  The best of both worlds with relaxed condo living and outdoor amenities you'd only dream of from a country house! This townhouse is not age restricted and is connected to nature fitness trails and fishing opportunities at Philipstown park next door to the property. 2 Bedrooms with high ceilings and lots of light. HOA takes care of a lot of the maintenance that can wear a homeowner down, all the

  

  Bill Hussung

  Robert A. McCaffrey Realty Inc

  (845) 478-8487

  11 Revolution Rd, Cold Spring, NY 10516
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  /20

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • House for Rent

  12 Hudson River Ln, Garrison, NY 10524

  Hudson Riverfront Home for Rent, Enjoy the best of riverfront living in this beautiful 3-bedroom, 2.5-bath home available for short-term rental (minimum 1 month, maximum 6 months). Nestled along the Hudson, this property combines comfort, modern amenities, and stunning views.? Highlights: • Master bedroom with direct Hudson River views • Modern kitchen with updated appliances •

  Karry Choy Chous Realty Group Inc

  12 Hudson River Ln, Garrison, NY 10524
• 

  $813,500 Sold Sep 12, 2025

  • 2,254 Sq Ft
  • $361/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  58 Winston Ln, Garrison, NY 10524

  Welcome to 58 Winston Lane in desirable Garrison NY. Hurry and close just in time to take advantage of the 2025-2026 school year in Garrison's coveted Blue Ribbon School District. Move right in to this fun, young contemporary. A modern living vibe with concrete flooring entry foyer, soaring ceilings and bonus windows added through out the entire house. Oversized 1st floor primary with en-suite

  Jeffrey Green Compass Greater NY, LLC

  58 Winston Ln, Garrison, NY 10524
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  Est $618,552 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,590 Sq Ft

  63 Horton Rd, Cold Spring, NY 10516

  63 Horton Rd, Cold Spring, NY 10516
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  /14

  $499,000 Pending

  • Land
  • 18.5 Acres
  • $26,973 per Acre

  87 Crest Rd, Philipstown, NY 10516

  Private 18.5-Acre Building Site in Cold Spring Surrounded by Protected LandAn exceptional opportunity to own 18.5 private acres in the heart of the Hudson Valley. Located in desirable Cold Spring and surrounded by protected land, this expansive parcel offers the perfect blend of seclusion and accessibility—just minutes from the vibrant artistic communities of Cold Spring and

  

  Steven Gray

  Compass Greater NY, LLC

  (845) 335-3907

  87 Crest Rd, Philipstown, NY 10516
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  /31

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Condo for Rent

  3 Orchard Ln Unit Cold Spring NY rare find, Cold Spring, NY 10516

  A beautiful un-furnished rental in Cold Spring NY, surrounded by gardens and stunning views. Have morning coffee while watching the sun rise over the mountain view or take advantage of nice weather by having breakfast out on the large private deck. From the newly renovated bathroom, to the spacious open floor plan, this beautiful spacious rental is sure to please. Extra large closets,  big,

  3 Orchard Ln Unit Cold Spring NY rare find, Cold Spring, NY 10516
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  $785,000 Sold Sep 12, 2025

  • 3,704 Sq Ft
  • $212/SF
  • 47 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2000

  20 Old Farm Ln, Garrison, NY 10524

  Charming country retreat nestled on a private road off the picturesque Old Albany Post Road, this meticulously-maintained, 3700+ sq. ft. contemporary home offers the perfect blend of tranquility and modern convenience. The multi-level design—offering a world of possibilities for multi-generational families—features a spacious main floor with an inviting kitchen that flows seamlessly into a

  Ann McBride-Alayon Hudson River Line Realty

  20 Old Farm Ln, Garrison, NY 10524
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  Est $819,495 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,295 Sq Ft

  1 Division St, Cold Spring, NY 10516

  1 Division St, Cold Spring, NY 10516
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  /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

  

  Diana Polack

  Compass Greater NY, LLC

  (845) 447-9308

  21 Private Way, Garrison, NY 10524
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  /20

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • House for Rent

  4 Old Cat Rock Rd, Garrison, NY 10524

  Rare opportunity to rent a historic 1895 farmhouse in Garrison, NY. This home is filled with original character, from hand-hewn exposed beams, to a decorative fireplace in the living room, where wide-board hardwood floors add warmth and charm.The primary bedroom offers treetop views through six bright windows. The wraparound porch is the perfect place to enjoy life in the Hudson Valley.

  Abbie Carey Houlihan Lawrence Inc.

  4 Old Cat Rock Rd, Garrison, NY 10524
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  $390,000 Sold Sep 10, 2025

  • 984 Sq Ft
  • $396/SF
  • 76 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1977

  11 The Blvd Unit A4, Cold Spring, NY 10516

  Peaceful Village Living Steps from It All — 11 The Boulevard, Unit A4A, Cold Spring, NYWelcome to the perfect blend of convenience and tranquility in the heart of the Hudson Valley. This bright and efficiently designed condo at 11 The Boulevard, Unit A4A, offers an exceptional lifestyle just steps from the Metro-North station and Cold Spring’s charming Main Street—yet remains blissfully

  Ninfa Meehan Compass Greater NY, LLC

  11 The Blvd Unit A4, Cold Spring, NY 10516
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  Est $1,309,408 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,840 Sq Ft

  26 Main St, Cold Spring, NY 10516

  26 Main St, Cold Spring, NY 10516
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  /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
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  /17

  $4,500 per month

  • 2 Beds
  • 1 Bath
  • 1,275 Sq Ft
  • House for Rent

  98 Travis Corners Rd, Garrison, NY 10524

  Charming, spacious and light filled 2+ bedroom cottage with an extra room in the attic perfect for an office or playroom. Three lovely, private outdoor spaces, plus a screened in porch make this a real find. Everything has been completely redone with quality and simplicity inside and out. There is a cedar sauna, a clawfoot tub, a seperate glass shower and radiant heat in the bathroom. Brand new

  Rebekah Tighe Robert A. McCaffrey Realty Inc

  98 Travis Corners Rd, Garrison, NY 10524
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  $515,000 Sold Sep 08, 2025

  • 1,924 Sq Ft
  • $268/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  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

  Francie Malina Compass Greater NY, LLC

  479 Sprout Brook Rd, Garrison, NY 10524
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  5 Fourth St, Cold Spring, NY 10516

  5 Fourth St, Cold Spring, NY 10516
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  /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
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  /27

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • House for Rent

  23 Barrett Pond Rd, Cold Spring, NY 10516

  Welcome home to this beautifully updated home overlooking Barrett Pond, a magical bird sanctuary - a perfect setting in nature! This spot also provides an incredible backyard with pool, waterfall, firepit, mature perennial gardens, grill and seating areas, all with a magnificent rock ledge backdrop. The home has a lovely new kitchen for entertaining family and friends. Enjoy the four bedrooms

  Linda Hoffmann Houlihan Lawrence Inc.

  23 Barrett Pond Rd, Cold Spring, NY 10516
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  $755,000 Sold Sep 08, 2025

  • 1,719 Sq Ft
  • $439/SF
  • 92 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  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

  Alissa Kronovet Houlihan Lawrence Inc.

  1 Avery Rd, Garrison, NY 10524
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  Est $1,261,865 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  28 Justins Way, Garrison, NY 10524

  28 Justins Way, Garrison, NY 10524
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  /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
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  /43

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • House for Rent

  11 Parsonage St, Cold Spring, NY 10516

  For Rent – Charming 3-Bedroom, 2-Bath Home in Historic Cold SpringFreshly painted, gardened, and deep-cleaned, this beautiful single-family home is ready for its next tenant. Located in the heart of historic Cold Spring, you’ll be just steps away from local restaurants, shops, the scenic waterfront park, train station, and schools.Main Features:Spacious front porch at the

  LORRAINE SHARP eXp Realty

  11 Parsonage St, Cold Spring, NY 10516
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  $815,000 Sold Sep 06, 2025

  • 2,544 Sq Ft
  • $320/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  41 Mountain Brook Dr, Cold Spring, NY 10516

  This charming four-bedroom home is nestled on a picturesque parcel in the heart of the Hudson Valley, with direct access to protected New York State land—offering hiking trails right from your doorstep. Located in the sought-after Cold Spring area, this property is all about peace, privacy, and the beauty of nature. Outside, enjoy timeless stone walls, flourishing perennial gardens, and mature

  Linda Hoffmann Houlihan Lawrence Inc.

  41 Mountain Brook Dr, Cold Spring, NY 10516
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  Est $971,500 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,092 Sq Ft

  14 Orchard Ln, Cold Spring, NY 10516

  14 Orchard Ln, Cold Spring, NY 10516
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  /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
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  /16

  $4,500 per month

  • 4 Beds
  • 2 Baths
  • 2,700 Sq Ft
  • House for Rent

  44 Travis Corners Rd, Garrison, NY 10524

  Opportunities like this are hard to find in Garrison—a spacious, private four-bedroom, two-bath guest house just minutes from the train station, set on beautiful grounds with a pond as its centerpiece. With 2,700 square feet of living space, the home features a generous layout across two levels, including a stone fireplace, eat-in kitchen and expansive deck, perfect for indoor-outdoor

  Melissa Carlton Houlihan Lawrence Inc.

  44 Travis Corners Rd, Garrison, NY 10524
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  $932,500 Sold Aug 29, 2025

  • 2,288 Sq Ft
  • $408/SF
  • 39 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1880

  8 Manitou Rd, Garrison, NY 10524

  Privacy and space abound with stone pathways, mature trees, a glorious garden and views of the Hudson Highland mountains surrounding this charming, well maintained home. There's a stream worthy of a dip or just a visit to gaze at the sparkling water, enjoy the sounds of nature, and experience the thriving wildlife. Plenty of space to live, work, garden and entertain make this an idyllic country

  Rebekah Tighe Robert A. McCaffrey Realty Inc

  8 Manitou Rd, Garrison, NY 10524
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  Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 2,861 Sq Ft

  45 Manitou Rd, Philipstown, NY 10524

  45 Manitou Rd, Philipstown, NY 10524
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  /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
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  /36

  $5,250 per month

  • 3 Beds
  • 3.5 Baths
  • 2,356 Sq Ft
  • House for Rent

  14 Ledge Rock Ct, Garrison, NY 10524

  Garrison annual rental. Three Bedrooms, ~2,300 square feet, garage, large Lawn, cul-de-sac. Open floor plan, Chef's Kitchen, Fireplace. Two large decks overlook the back yard and wonderful woodland views. Spacious Main Bedroom with ensuite bath. Separate areas for both formal and kitchen dining. Beautiful hard wood floors throughout. Oversized attached garage. Less than seven-minute drive

  William Pugh Houlihan Lawrence Inc.

  14 Ledge Rock Ct, Garrison, NY 10524
• 

  $700,000 Sold Aug 28, 2025

  • 2,232 Sq Ft
  • $314/SF
  • 97 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  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
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  Est $734,520 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,373 Sq Ft

  27 Knollwood Ln, Cold Spring, NY 10516

  27 Knollwood Ln, 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
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  /8

  $2,650 per month

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

  161 Main St, Cold Spring, NY 10516

  Very spacious 2nd floor 2Br apartment with a new kitchen with granite countertops, an updated bathroom, ample closets and washer/dryer in the building. Conveniently located to everything that makes the Village of Cold Spring so appealing. Off street parking for one car. Available Immediately.

  Jonathan Miller Joncar Realty Inc

  161 Main St, Cold Spring, NY 10516
• 

  $825,000 Sold Aug 28, 2025

  • Land
  • 20 Acres
  • $41,250 per Acre

  • 434 Days On Market

  825 New York 9d, Philipstown, NY

  A rare opportunity to purchase a spectacular 20-acre sanctuary of natural beauty within walking distance to the cozy waterfront community of Garrison. This prime parcel of land is pure serenity, cocooned in a woodland oasis with a meandering stream and waterfall and scenic Hudson River views. It’s a hiker’s paradise with trails that include a portion of the historic Benedict Arnold flight path,

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  825 New York 9d, Philipstown, NY
• 

  Est $462,992 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 958 Sq Ft

  36 Healy Rd, Cold Spring, NY 10516

  36 Healy Rd, Cold Spring, NY 10516

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