Philipstown, NY Homes

• 

  $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 $788,280

  Last Listing Agent Richard Healy Corcoran Country Living

  1136 Route 9d, Garrison, NY 10524
• 

  Est $578,065

  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
• 

  

  

  /24

  $600,000

  Open Sun 2PM - 3:30PM $48K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  41 Chapman Rd, Garrison, NY 10524

  The charm of Hudson Valley living is evident in this Garrison, NY home. Set on two tax lots totaling 2.5 acres, it offers privacy and a peaceful natural setting.This Cape Cod–style home features generously sized, light-filled rooms. The living area accommodates both living and dining, with a floor-to-ceiling window and sliding doors opening to the deck for an easy connection to the landscape.

  Abbie Carey Houlihan Lawrence Inc.

  41 Chapman Rd, Garrison, NY 10524
• 

  $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 $563,465

  Last Listing Agent Rebecca Bardes Houlihan Lawrence Inc.

  47 Healy Rd, Cold Spring, NY 10516
• 

  Est $559,051

  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
• 

  

  /32

  $1,400,000

  $295K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,884 Sq Ft

  8 Manitou Ridge, Garrison, NY 10524

  Hudson River views from every room, walkable to Metro-North, and direct access to 129-acre preserve trails define this c.1890 Arts & Crafts Victorian, thoughtfully expanded and updated for modern living. Set above the river on beautifully landscaped grounds with mature specimen trees, perennial gardens, and stone walls, the home offers privacy, low-maintenance design, and a circular drive framed

  Melissa Carlton Houlihan Lawrence Inc.

  8 Manitou Ridge, Garrison, NY 10524
• 

  $925,000

  Sold Aug 01, 2025

  4 Oak St, Cold Spring, NY 10516

  • 3 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • Built 1910

  Last Sold Summary

  • 7% Above List Price
  • $385/SF
  • 28 Days On Market

  Current Estimated Value $944,425

  Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

  4 Oak St, Cold Spring, NY 10516
• 

  Est $572,033

  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
• 

  

  /21

  $175,000

  • Land
  • 22,023 Sq Ft
  • $346,123 per Acre

  50 Winston Ln, Philipstown, NY 10524

  Discover a prime opportunity to build your “meant-to-be” home on this expansive parcel of unimproved land in the Town of Philipstown. Located within the R-40 zoning district, the property offers approximately 3.4 acres in a low-density residential setting—ideal for those seeking privacy, space, and tranquility. The R-40 designation allows for the construction of one single-family detached

  Michael LaMorte eXp Realty

  50 Winston Ln, Philipstown, NY 10524
• 

  $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 $789,237

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  58 Winston Ln, Garrison, NY 10524
• 

  Est $538,143

  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
• 

  

  /15

  $645,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,106 Sq Ft

  24 Lake Celeste Dr, Garrison, NY 10524

  Tucked within the private lake community of Lake Celeste, just 50 miles from New York City, this inviting lakefront retreat offers the perfect balance of relaxation and recreation. Residents enjoy a non-motorboat lake, clay tennis courts, sandy beach, canoeing, hiking trails, and unforgettable sunset views. This charming two-bedroom, one-and-a-half-bath home is rich with warmth and character,

  Melissa Carlton Houlihan Lawrence Inc.

  24 Lake Celeste Dr, Garrison, NY 10524
• 

  $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
• 

  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
• 

  

  /17

  $635,000

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  11 Kemble Ave, Cold Spring, NY 10516

  Charming Historic Village Home in an unbeatable location. Tucked into one of the most desirable settings in the Village of Cold Spring, this charming home offers comfort, privacy, and convenience just moments from the village’s shops, restaurants, trails, and commuter rail access. While maintaining much of the original character and details of this Cold Spring Foundry Worker home. Warm, cozy, and

  William Pugh Houlihan Lawrence Inc.

  11 Kemble Ave, Cold Spring, NY 10516
• 

  $945,000

  Sold Jul 10, 2025

  111 Fair St, Cold Spring, NY 10516

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1840

  Last Sold Summary

  • 1% Above List Price
  • $750/SF
  • 26 Days On Market

  Current Estimated Value $952,580

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  111 Fair St, Cold Spring, NY 10516
• 

  Est $500,955

  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
• 

  

  /46

  $850,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  35 Crest Rd, Cold Spring, NY 10516

  Welcome home to 35 Crest Road, just an hour north of NYC in the Hudson Highlands and yet worlds away. Truly a perfect balance of convenient location and quiet country living, this 4 bedroom is the one you have been looking for. Built in 1999 and meticulously maintained since, this is the ideal retreat with 2,000+ sq. ft. on almost 4 acres with a lovely open sky view off the oversized back deck.

  Ann McBride-Alayon Hudson River Line Realty

  35 Crest Rd, Cold Spring, NY 10516
• 

  $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 $712,218

  Last Listing Agent Terese Olsen Houlihan Lawrence Inc.

  21 Morris Rd, Garrison, NY 10524
• 

  Est $542,842

  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
• 

  

  /44

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft

  69 Hy Vue Terrace, Cold Spring, NY 10516

  Welcome to 69 Hy Vue Terrace, a fully updated raised ranch in desirable Cold Spring offering exceptional flexibility, functionality, and standout upgrades throughout. This home has been meticulously improved inside and out with a new roof, siding, gutters, exterior lighting, refreshed decking, updated windows, new flooring, fresh paint, renovated bathrooms, new PEX plumbing, new hot water heater,

  Annette Cicinelli Keller Williams Realty Partner

  69 Hy Vue Terrace, 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 $554,088

  Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

  112 Putnam Rd, Garrison, NY 10524
• 

  Est $712,974

  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
• 

  

  /22

  $589,900

  $10K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,628 Sq Ft

  448 Sprout Brook Rd, Garrison, NY 10524

  Welcome home -- this 4BR/3 BA house offers a giant living room for dining, entertainment, and living, a beautiful new kitchen with new SS appliances and a laundry machine and dryer conveniently located, and a beach with lake association rights to enjoy in the warm weather. This house sits on over half an acre and looks onto serene, unbuildable land, home to a babbling brook. Operational wood

  Karan Garewal Winwin Realty

  448 Sprout Brook Rd, Garrison, NY 10524
• 

  $1,800,000

  Sold Jul 01, 2025

  50 Webb Trail, Garrison, NY 10524

  • 4 Beds
  • 3.5 Baths
  • 3,340 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $539/SF
  • 34 Days On Market

  Current Estimated Value $1,747,802

  Last Listing Agent Mishara Canino Robert A. McCaffrey Realty Inc

  50 Webb Trail, Garrison, NY 10524
• 

  Est $400,619

  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
• 

  

  /39

  $2,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,967 Sq Ft

  37 Paulding Ave, Cold Spring, NY 10516

  An architectural crown jewel in the heart of Cold Spring village, The Chestnut Estate is a masterfully restored 1865 Gothic Victorian. Beneath a hand scalloped slate roof, this property delivers grand proportions befitting a true historic compound. Inside soaring ornate ceilings, wide-plank floors, hand-carved arches and heirloom-quality wood work welcome you. The expansive four-bedroom layout

  Melissa Carlton Houlihan Lawrence Inc.

  37 Paulding Ave, Cold Spring, NY 10516
• 

  $887,000

  Sold Dec 22, 2025

  23 Barrett Pond Rd, Cold Spring, NY 10516

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $396/SF
  • 18 Days On Market

  Current Estimated Value $898,508

  Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

  23 Barrett Pond Rd, Cold Spring, NY 10516
• 

  Est $687,413

  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
• 

  

  /27

  $1,150,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,748 Sq Ft

  37 Mountain Brook Dr, Cold Spring, NY 10516

  Meticulously maintained and beautifully updated, this exceptional Cold Spring home offers nearly 4,000 square feet of finished living space and shows like new. A dramatic two-story foyer welcomes you into a thoughtfully designed floor plan featuring four bedrooms, two home offices, 2.5 baths, hardwood floors, and a finished lower level. The renovated chef's kitchen is the heart of the home,

  Kathyrine Tomann Houlihan Lawrence Inc.

  37 Mountain Brook Dr, Cold Spring, NY 10516
• 

  $65,000

  Sold Jun 24, 2025

  Lot 8.2 Lake Surprise Rd, Philipstown, NY 10516

  • Land
  • 1.05 Acres
  • $61,905 per Acre

  Last Sold Summary

  • 16% Above List Price
  • 37 Days On Market

  Current Estimated Value $169,000

  Last Listing Agent Thomas Santore Coldwell Banker Realty

  Lot 8.2 Lake Surprise Rd, Philipstown, NY 10516
• 

  Est $1,360,637

  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
• 

  

  /13

  $795,000

  • Land
  • 18.7 Acres
  • $42,513 per Acre

  554 & 545 E Mountain Rd N, Cold Spring, NY 10516

  Opportunity to built in Cold Spring! BoH approved, two building lots on nearly 19 acres, sold together. Driveway is done to one of the lots.Build your own dream home with possibility to offset the cost by building another one for sale. Wonderful, woodsy surroundings with rock formations and distant mountain views will afford quiet, serene lifestyle, whether it is an escape from the city's

  Helena Macintyre North Country Sothebys Int Rlt

  554 & 545 E Mountain Rd N, Cold Spring, NY 10516
• 

  $585,000

  Sold Nov 18, 2025

  600 Sprout Brook Rd, Putnam Valley, NY 10579

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Below List Price
  • $234/SF
  • 50 Days On Market

  Current Estimated Value $623,192

  Last Listing Agent Margherita Eccleston Houlihan Lawrence Inc.

  600 Sprout Brook Rd, Putnam Valley, NY 10579
• 

  Est $727,579

  Not Listed For Sale

  22 Ferris Dr, Garrison, NY 10524

  • 2 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2024

  22 Ferris Dr, Garrison, NY 10524

  Last Sold Summary

  • 146 Days On Market
• 

  

  /30

  $1,250,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  32 Hudson River Ln, Garrison, NY 10524

  Opportunities like this are few and far between. A true Hudson River escape with its own private dock, set in the heart of Garrison and easily accessible from the city, this is the kind of property that rarely comes to market.Imagine leaving Manhattan, hopping on Metro-North, and arriving at Manitou Pt. From there, it’s a short trip to your front door. And then, right out back, you’re at your

  Diana Polack Compass Greater NY, LLC

  32 Hudson River Ln, Garrison, NY 10524
• 

  $678,500

  Sold Aug 21, 2025

  16 Nelson Ln, Garrison, NY 10524

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $583/SF
  • 75 Days On Market

  Current Estimated Value $674,731

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC

  16 Nelson Ln, Garrison, NY 10524
• 

  Est $597,347

  Not Listed For Sale

  29 Ferris Dr, Garrison, NY 10524

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1953

  29 Ferris Dr, Garrison, NY 10524

  Last Sold Summary

  • 27 Days On Market
• 

  

  /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
• 

  $610,000

  Sold Aug 08, 2025

  2792 Route 9, Cold Spring, NY 10516

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1943

  Last Sold Summary

  • $469/SF
  • 21 Days On Market

  Current Estimated Value $629,634

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  2792 Route 9, Cold Spring, NY 10516

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