Philipstown, NY Homes

• 

  Est $506,636

  Not Listed For Sale

  69 Aqueduct Rd, Garrison, NY 10524

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1950

  69 Aqueduct Rd, Garrison, NY 10524

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Amanda Racek RKM Properties Corp
• 

  

  

  /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
• 

  $530,000

  Sold Jan 09, 2026

  81 Manitou Station Rd, Garrison, NY 10524

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $379/SF
  • 37 Days On Market

  Current Estimated Value $652,470

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  81 Manitou Station Rd, Garrison, NY 10524
• 

  Est $660,052

  Not Listed For Sale

  28 Allen Rd, Garrison, NY 10524

  • 4 Beds
  • 2 Baths
  • 2,068 Sq Ft
  • Built 1965

  28 Allen Rd, Garrison, NY 10524

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Dominick Passafiume Houlihan Lawrence Inc.
• 

  

  

  /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
• 

  $875,000

  Sold Sep 18, 2025

  25 Crest Rd, Cold Spring, NY 10516

  • 3 Beds
  • 3.5 Baths
  • 3,356 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $261/SF
  • 73 Days On Market

  Current Estimated Value $926,703

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  25 Crest Rd, Cold Spring, NY 10516
• 

  Est $633,927

  Not Listed For Sale

  25 Aqueduct Rd, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Built 1975

  25 Aqueduct Rd, Garrison, NY 10524

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Barbara Sawin Houlihan Lawrence Inc.
• 

  

  /5

  $1,350,000

  • Land
  • 11.7 Acres
  • $115,385 per Acre

  474 Lane Gate Rd, Philipstown, NY 10516

  Fully available and ready for sale. BOH approved for a 5-bedroom home. This unparalleled offering, absent from the market for over a century, presents a unique opportunity. Set on an exclusive flag lot comprising 11.7 wooded and private acres, surrounded by property under conservation easement and perched high above the Hudson River, this parcel offers breathtaking, expansive views extending

  Tim Rothman Compass Greater NY, LLC

  474 Lane Gate Rd, Philipstown, NY 10516
• 

  $550,000

  Sold Nov 26, 2025

  20 Division St, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft
  • Built 1790

  Last Sold Summary

  • 15% Below List Price
  • $275/SF
  • 73 Days On Market

  Current Estimated Value $599,226

  Last Listing Agent Debra Russo Serhant LLC

  20 Division St, Cold Spring, NY 10516
• 

  Est $615,151

  Not Listed For Sale

  2 Poe Ct, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1986

  2 Poe Ct, Garrison, NY 10524

  Last Sold Summary

  • 153 Days On Market

  Last Listing Agent Danny Ishak eXp Realty
• 

  /2

  $15,000

  • Land
  • 13,198 Sq Ft
  • $49,505 per Acre

  57 Steuben Rd, Garrison, NY 10524

  Tucked along a quiet stretch of Steuben Road in Garrison, NY, this .303-acre parcel offers a rare opportunity for a buyer who understands land, zoning, and long-term potential. Set within the R-40 zoning district, the property measures approximately 60 feet of road frontage and is being sold strictly as is, with no existing approvals in place. This is not a turnkey building lot — and that’s

  Thomas Santore Coldwell Banker Realty

  57 Steuben Rd, Garrison, NY 10524
• 

  $904,000

  Sold Aug 13, 2025

  1051 Old Albany Post Rd, Garrison, NY 10524

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Above List Price
  • $541/SF
  • 16 Days On Market

  Current Estimated Value $1,406,395

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  1051 Old Albany Post Rd, Garrison, NY 10524
• 

  Est $560,167

  Not Listed For Sale

  141 Gallows Hill Rd, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1960

  141 Gallows Hill Rd, Garrison, NY 10524

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Virginia Corbett eXp Realty
• 

  

  /31

  $899,000

  $66K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  43 Canada Hill Dr, Garrison, NY 10524

  Price Reduction to $899.000. Privately located on 2.5 acres this sophisticated and meticulously maintained ranch style home is an idyllic weekend retreat or perfect year round country home. Beautifully landscaped with perennial gardens, stone patio with fire pit, and oversized deck, it is ideal for indoor and outdoor entertaining. Some of the highlights of the home include an open concept floor

  Nora Preusser A.D.Preusser, Inc.

  43 Canada Hill Dr, Garrison, NY 10524
• 

  $650,000

  Sold Dec 10, 2025

  41 Beale Rd, Cold Spring, NY 10516

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 1970

  Last Sold Summary

  • $310/SF
  • 29 Days On Market

  Current Estimated Value $677,787

  Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

  41 Beale Rd, Cold Spring, NY 10516
• 

  Est $601,627

  Not Listed For Sale

  17 Evans Knoll, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft
  • Built 1968

  17 Evans Knoll, Garrison, NY 10524

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Pamela Rotando Coldwell Banker Realty
• 

  

  /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
• 

  $2,070,000

  Sold Jun 10, 2026

  34 Hudson Ridge, Garrison, NY 10524

  • 4 Beds
  • 4 Baths
  • 3,734 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $554/SF
  • 238 Days On Market

  Current Estimated Value $2,042,838

  Last Listing Agent Abbie Carey Houlihan Lawrence Inc.

  34 Hudson Ridge, Garrison, NY 10524
• 

  Est $539,411

  Not Listed For Sale

  309 Sprout Brook Rd, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • Built 1951

  309 Sprout Brook Rd, Garrison, NY 10524

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Christopher Jacobs HomeSmart Homes & Estates
• 

  

  /6

  $30,000

  $15K PRICE DROP

  • Land
  • 1.05 Acres
  • $28,571 per Acre

  32 Winston Ln, Garrison, NY 10524

  Build your dream home on this beautiful 1.046-acre wooded lot in Continental Village, NY. Nestled among mature trees with seasonal mountain views and a peaceful natural stream, this vacant parcel offers the perfect balance of privacy and convenience. Previously granted Board of Health approval, with prior development plans available for review (subject to current municipal approvals), this

  Virginia Corbett eXp Realty

  32 Winston Ln, Garrison, NY 10524
• 

  $799,000

  Sold Apr 01, 2026

  1136 Route 9d, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Below List Price
  • $515/SF
  • 70 Days On Market

  Current Estimated Value $801,054

  Last Listing Agent Richard Healy Corcoran Country Living

  1136 Route 9d, Garrison, NY 10524
• 

  Not Listed For Sale

  6 Knox Ln, Garrison, NY 10524

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft
  • Built 1955

  6 Knox Ln, Garrison, NY 10524

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Carol Mahoney Real Broker NY LLC
• 

  

  /30

  $625,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,592 Sq Ft

  10 Wood Ave, Cold Spring, NY 10516

  A 1954 Cape Cod 1600SF- home in move-in condition, located in Nelsonville, the sister village of Cold Spring, is sited on 1/4 acre of lawn. It is a one owner home with hardwood floors throughout, 2 lower and 2 second floor bedrooms and 2 full baths. A cozy living room with stone fireplace and EIK complements the home. There is a full basement with a wood burning stove and garage door egress to

  Patrick O'Sullivan Limited Editions Realty, Inc.

  10 Wood Ave, Cold Spring, NY 10516
• 

  $575,000

  Sold May 07, 2026

  47 Healy Rd, Cold Spring, NY 10516

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $552/SF
  • 159 Days On Market

  Current Estimated Value $565,678

  Last Listing Agent Rebecca Bardes Houlihan Lawrence Inc.

  47 Healy Rd, Cold Spring, NY 10516
• 

  Est $522,659

  Not Listed For Sale

  20 Schuyler Ln, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1972

  20 Schuyler Ln, Garrison, NY 10524

  Last Sold Summary

  • 285 Days On Market

  Last Listing Agent Ben Schubert Richmont Realty
• 

  

  /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
• 

  $813,500

  Sold Sep 12, 2025

  58 Winston Ln, Garrison, NY 10524

  • 2 Beds
  • 2 Baths
  • 2,254 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $361/SF
  • 18 Days On Market

  Current Estimated Value $837,096

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  58 Winston Ln, Garrison, NY 10524
• 

  Est $568,890

  Not Listed For Sale

  26 Schuyler Ln, Garrison, NY 10524

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1966

  26 Schuyler Ln, Garrison, NY 10524

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Peter Raider Real Broker NY LLC
• 

  

  /24

  $82,500

  • 2 Beds
  • 1 Bath
  • 793 Sq Ft

  37 Treeline Cir, Cold Spring, NY 10516

  Here is a wonderful opportunity to own a home and a share in Brookside Senior Citizen Cooperative Community, one of Cold Spring's most sought-after cooperative neighborhoods. This bright 2 bedroom, 1 bath mobile home offers approximately 793 square feet of living space. A generous three-season room adds to the square footage. Built in 1976, this 61’ x 13’ home has been lovingly cared for and

  Lauren Zaccaria Houlihan Lawrence Inc.

  37 Treeline Cir, Cold Spring, NY 10516
• 

  $265,000

  Sold Dec 02, 2025

  6 1st St, Cold Spring, NY 10516

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1976

  Last Sold Summary

  • $191/SF
  • 24 Days On Market

  Last Listing Agent Jonathan Minerick HomeCoin.com

  6 1st St, Cold Spring, NY 10516
• 

  Est $790,872

  Not Listed For Sale

  25 Schuyler Ln, Garrison, NY 10524

  • 2 Beds
  • 2.5 Baths
  • 2,236 Sq Ft
  • Built 2001

  25 Schuyler Ln, Garrison, NY 10524

  Last Sold Summary

  • 124 Days On Market

  Last Listing Agent Daniel Feldman William Raveis-New York LLC
• 

  

  /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
• 

  $725,000

  Sold Dec 18, 2025

  21 Morris Rd, Garrison, NY 10524

  • 3 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • Built 1957

  Last Sold Summary

  • $343/SF
  • 36 Days On Market

  Current Estimated Value $742,722

  Last Listing Agent Terese Olsen Houlihan Lawrence Inc.

  21 Morris Rd, Garrison, NY 10524
• 

  Est $405,102

  Not Listed For Sale

  57 Highland Dr, Garrison, NY 10524

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1952

  57 Highland Dr, Garrison, NY 10524

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Phyllis Lerner Corcoran Legends Realty
• 

  

  /25

  $399,000

  Pending

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  356 Sprout Brook Rd, Garrison, NY 10524

  Don't let the bedroom count fool you—this versatile home offers the space, flexibility, and updates today's buyers have been searching for! Room to grow, space to gather, and updates you'll appreciate! Nestled in the highly desirable Lakeland School District in Continental Village, this charming 2-bedroom, 2-bath home offers the flexibility buyers are looking for. Step inside and discover a home

  Tracie Tobacco Coldwell Banker Realty

  356 Sprout Brook Rd, Garrison, NY 10524
• 

  $850,000

  Sold Jun 29, 2026

  101 Travis Corners Rd, Garrison, NY 10524

  • 4 Beds
  • 1.5 Baths
  • 2,010 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $423/SF
  • 51 Days On Market

  Current Estimated Value $882,589

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  101 Travis Corners Rd, Garrison, NY 10524
• 

  Est $741,499

  Not Listed For Sale

  13 Upland Dr, Garrison, NY 10524

  • 3 Beds
  • 3 Baths
  • 1,864 Sq Ft
  • Built 1945

  13 Upland Dr, Garrison, NY 10524

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Abbie Carey Houlihan Lawrence Inc.
• 

  

  /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
• 

  $568,400

  Sold Feb 10, 2026

  112 Putnam Rd, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $348/SF
  • 39 Days On Market

  Current Estimated Value $587,401

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  112 Putnam Rd, Garrison, NY 10524
• 

  Est $1,485,735

  Not Listed For Sale

  17 Upland Dr, Garrison, NY 10524

  • 4 Beds
  • 3.5 Baths
  • 4,570 Sq Ft
  • Built 2008

  17 Upland Dr, Garrison, NY 10524

  Last Sold Summary

  • 132 Days On Market

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

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