4,502

Philipstown, NY Homes

Section Image
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /50

    $3,249,000

    • 15 Beds
    • 7.5 Baths
    • 6,416 Sq Ft

    Unlisted Address

    A Unique Village Compound / Investment Opportunity – An amazing possibility in the Heart of Cold Spring. An exceptional and rarely available offering: four adjacent properties creating a unique compound, investment portfolio, or redevelopment opportunity. Located on tranquil village streets just steps from shops, restaurants, hiking trails, and the commuter rail, this in-town cluster offers

    William Pugh Houlihan Lawrence Inc.

    Unlisted Address
  • 12 Hudson River Ln, Garrison, NY 10524
    12 Hudson River Ln, Garrison, NY 10524
    12 Hudson River Ln, Garrison, NY 10524
    /19

    $7,500 Per Month

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

    12 Hudson River Ln, Garrison, NY 10524

    Enjoy year-round living in this sun-drenched, fully updated riverfront contemporary offered as an annual rental. This inviting home features 3 bedrooms and 2.5 baths, thoughtfully designed with modern finishes and an open, airy feel. Set along the river with direct access, the property offers a seamless connection to nature—perfect for kayaking, relaxing, or simply taking in the views. Adjacent

    Melissa Carlton Houlihan Lawrence Inc.

    12 Hudson River Ln, Garrison, NY 10524
  • 125 Barrett Pond Rd, Cold Spring, NY 10516

    $580,000

    Sold Aug 21, 2025

    125 Barrett Pond Rd, Cold Spring, NY 10516

    • 3 Beds
    • 1 Bath
    • 1,103 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $526/SF
    • 36 Days On Market

    Current Estimated Value $600,433

    Last Listing Agent Rebekah Tighe Robert A. McCaffrey Realty Inc

    125 Barrett Pond Rd, Cold Spring, NY 10516
    • 63 Lovell Ln, Philipstown, NY 10524

      Est $2,837,955

      Not Listed For Sale

      63 Lovell Ln, Philipstown, NY 10524

      • 5 Beds
      • 4 Baths
      • 3,971 Sq Ft
      • Built 1949
      63 Lovell Ln, Philipstown, NY 10524

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  • 28 Yesterday Dr, Cold Spring, NY 10516
    28 Yesterday Dr, Cold Spring, NY 10516
    28 Yesterday Dr, Cold Spring, NY 10516
    /21

    $690,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,071 Sq Ft

    28 Yesterday Dr, Cold Spring, NY 10516

    Welcome to Glassbury Court of Cold Spring! Stunning Hamilton 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 the convenience of the midpoint between Cold Spring village and Fishkill. Have the easy access to restaurants and every amenity you can imagine, together with the gorgeous surrounding

    Lance Pahucki William Raveis-New York LLC

    28 Yesterday Dr, Cold Spring, NY 10516
  • 43 Yesterday Dr, Cold Spring, NY 10516

    $710,000

    Sold May 05, 2026

    43 Yesterday Dr, Cold Spring, NY 10516

    • 2 Beds
    • 3 Baths
    • 2,620 Sq Ft
    • Built 2012

    Last Sold Summary

    • 9% Below List Price
    • $271/SF
    • 175 Days On Market

    Current Estimated Value $711,924

    Last Listing Agent Audra Maccariello Coldwell Banker Realty

    43 Yesterday Dr, Cold Spring, NY 10516
    • 11 Ironstone Rd, Philipstown, NY 10524

      Not Listed For Sale

      11 Ironstone Rd, Philipstown, NY 10524

      • 2 Beds
      • 2 Baths
      • 1,170 Sq Ft
      • Built 1985
      11 Ironstone Rd, Philipstown, NY 10524

      Last Sold Summary

      • 180 Days On Market

      Last Listing Agent Chelsea Carlton Houlihan Lawrence Inc.

  • 16 Chestnut St, Cold Spring, NY 10516
    16 Chestnut St, Cold Spring, NY 10516
    16 Chestnut St, Cold Spring, NY 10516
    /50

    $1,100,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    16 Chestnut St, Cold Spring, NY 10516

    Welcome to 16 Chestnut, village living at its finest, historic charm centrally located in Cold Spring, walkable to the shops and restaurants of Main Street and Metro North. Upon entry, the scale is impressive from the high ceilings in the front hall to the large living room with fireplace and proper dining room to a recently remodeled kitchen, half bath and first floor laundry. The kitchen floors

    Ann McBride-Alayon Hudson River Line Realty

    16 Chestnut St, Cold Spring, NY 10516
  • 63 Manitou Station Rd, Garrison, NY 10524

    $930,000

    Sold Mar 26, 2026

    63 Manitou Station Rd, Garrison, NY 10524

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft
    • Built 1906

    Last Sold Summary

    • 5% Below List Price
    • $485/SF
    • 103 Days On Market

    Current Estimated Value $949,005

    Last Listing Agent Melissa Carlton Houlihan Lawrence Inc.

    63 Manitou Station Rd, Garrison, NY 10524
    • 26 Yesterday Dr, Cold Spring, NY 10516

      Est $724,151

      Not Listed For Sale

      26 Yesterday Dr, Cold Spring, NY 10516

      • 2 Beds
      • 2.5 Baths
      • 2,396 Sq Ft
      • Built 2013
      26 Yesterday Dr, Cold Spring, NY 10516

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  • 20 S Mountain Pass Spur, Garrison, NY 10524
    20 S Mountain Pass Spur, Garrison, NY 10524
    20 S Mountain Pass Spur, 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
  • 41 Winston Ln, Garrison, NY 10524

    $415,000

    Sold Oct 27, 2025

    41 Winston Ln, Garrison, NY 10524

    • 1 Bed
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Above List Price
    • $415/SF
    • 33 Days On Market

    Current Estimated Value $489,558

    Last Listing Agent Annpauline Creamer Houlihan Lawrence Inc.

    41 Winston Ln, Garrison, NY 10524
    • 27 Knollwood Ln, Cold Spring, NY 10516

      Est $766,670

      Not Listed For Sale

      27 Knollwood Ln, Cold Spring, NY 10516

      • 4 Beds
      • 3 Baths
      • 2,373 Sq Ft
      • Built 1975
      27 Knollwood Ln, Cold Spring, NY 10516

      Last Sold Summary

      • 209 Days On Market

      Last Listing Agent Susan Cuomo Mauti Real Broker NY LLC

  • 3485 U S 9, Nelsonville, NY 10516
    3485 U S 9, Nelsonville, NY 10516
    3485 U S 9, Nelsonville, NY 10516
    /10

    $75,000

    $9K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 735 Sq Ft

    3485 U S 9, Nelsonville, NY 10516

    Welcome to The Cold Spring Mobile Home Park in the charming village of Cold Spring, New York. Nestled in a peaceful setting, this home offers comfortable, easy living with a functional layout and abundant natural light. The interior features a welcoming living room with a fireplace, dining area, kitchen, 2 bedrooms & a bath. There is also a deck, shed and 2 parking spaces. Enjoy the tranquility

    Jeffrey Hanrahan Keller Williams Realty Group

    3485 U S 9, Nelsonville, NY 10516
  • 169 Old Albany Post Rd, Garrison, NY 10524

    $428,400

    Sold Jan 22, 2026

    169 Old Albany Post Rd, Garrison, NY 10524

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $428/SF
    • 28 Days On Market

    Current Estimated Value $450,867

    Last Listing Agent Maria Vele Keller Williams Realty Partner

    169 Old Albany Post Rd, Garrison, NY 10524
    • 55 Moffat Rd, Cold Spring, NY 10516

      Not Listed For Sale

      55 Moffat Rd, Cold Spring, NY 10516

      • 3 Beds
      • 3 Baths
      • 5,018 Sq Ft
      • Built 2002
      55 Moffat Rd, Cold Spring, NY 10516

      Last Sold Summary

      • 225 Days On Market

      Last Listing Agent Terese Olsen Houlihan Lawrence Inc.

  • 41 Chapman Rd, Garrison, NY 10524
    41 Chapman Rd, Garrison, NY 10524
    41 Chapman Rd, Garrison, NY 10524
    /23

    $575,000

    $73K PRICE DROP Pending
    • 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
  • 25 E Mountain Rd S, Cold Spring, NY 10516

    $650,000

    Sold Jul 24, 2026

    25 E Mountain Rd S, Cold Spring, NY 10516

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $433/SF
    • 103 Days On Market

    Current Estimated Value $662,114

    Last Listing Agent Sabrina Zeoli Limited Editions Realty, Inc.

    25 E Mountain Rd S, Cold Spring, NY 10516
    • 36 Healy Rd, Cold Spring, NY 10516

      Est $536,352

      Not Listed For Sale

      36 Healy Rd, Cold Spring, NY 10516

      • 1 Bed
      • 1.5 Baths
      • 958 Sq Ft
      • Built 1910
      36 Healy Rd, Cold Spring, NY 10516

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Peter Tomann Houlihan Lawrence Inc.

  • 8 Manitou Ridge, Garrison, NY 10524
    8 Manitou Ridge, Garrison, NY 10524
    8 Manitou Ridge, Garrison, NY 10524
    /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
  • 41 Mountain Brook Dr, Cold Spring, NY 10516

    $815,000

    Sold Sep 06, 2025

    41 Mountain Brook Dr, Cold Spring, NY 10516

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $320/SF
    • 55 Days On Market

    Current Estimated Value $870,758

    Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

    41 Mountain Brook Dr, Cold Spring, NY 10516
    • 107 S Highland Rd, Garrison, NY 10524

      Est $4,946,242

      Not Listed For Sale

      107 S Highland Rd, Garrison, NY 10524

      • 6 Beds
      • 6.5 Baths
      • 9,635 Sq Ft
      • Built 2014
      107 S Highland Rd, Garrison, NY 10524

      Last Sold Summary

      • 457 Days On Market

      Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

  • 50 Winston Ln, Philipstown, NY 10524
    50 Winston Ln, Philipstown, NY 10524
    50 Winston Ln, Philipstown, NY 10524
    /21

    $100,000

    $75K PRICE DROP
    • Land
    • 3.4 Acres
    • $29,412 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
  • 12 Valley Ln, Garrison, NY 10524

    $620,000

    Sold Oct 03, 2025

    12 Valley Ln, Garrison, NY 10524

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Below List Price
    • $310/SF
    • 37 Days On Market

    Current Estimated Value $658,666

    Last Listing Agent Maria Campanelli BHHS River Towns Real Estate

    12 Valley Ln, Garrison, NY 10524
    • 113 Putnam Rd, Garrison, NY 10524

      Est $547,877

      Not Listed For Sale

      113 Putnam Rd, Garrison, NY 10524

      • 3 Beds
      • 1.5 Baths
      • 1,404 Sq Ft
      • Built 1945
      113 Putnam Rd, Garrison, NY 10524

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Mary Jean Staudohar Douglas Elliman Real Estate

  • 3541 Route 9, Cold Spring, NY 10516
    3541 Route 9, Cold Spring, NY 10516
    3541 Route 9, Cold Spring, NY 10516
    /10

    $255,000

    $40K PRICE DROP
    • Land
    • 5.49 Acres
    • $46,448 per Acre

    3541 Route 9, Cold Spring, NY 10516

    Discover a rare opportunity to own approximately 5.5 acres of commercially zoned land in a highly visible location along Route 9 in Cold Spring, NY. Boasting prime frontage on one of the area's busiest thoroughfares, this property offers exceptional exposure for a wide range of commercial uses.Positioned among established businesses and benefiting from an estimated 15,000 to 17,600 vehicles

    Ernest Smajlaj RE/MAX Town & Country

    3541 Route 9, Cold Spring, NY 10516
  • 2791 Route 9, Cold Spring, NY 10516

    $800,000

    Sold Jun 30, 2026

    2791 Route 9, Cold Spring, NY 10516

    • 4 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Built 1955

    Last Sold Summary

    • 14% Above List Price
    • $469/SF
    • 44 Days On Market

    Current Estimated Value $720,646

    Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

    2791 Route 9, Cold Spring, NY 10516
    • 58 Aqueduct Rd, Garrison, NY 10524

      Est $706,867

      Not Listed For Sale

      58 Aqueduct Rd, Garrison, NY 10524

      • 4 Beds
      • 3 Baths
      • 2,626 Sq Ft
      • Built 1968
      58 Aqueduct Rd, Garrison, NY 10524

      Last Sold Summary

      • 201 Days On Market

      Last Listing Agent Robert Mulvey William Raveis Real Estate

  • 11 Kemble Ave, Cold Spring, NY 10516
    11 Kemble Ave, Cold Spring, NY 10516
    11 Kemble Ave, Cold Spring, NY 10516
    /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
  • 7 Treeline Cir, Cold Spring, NY 10516

    $73,000

    Sold Jul 01, 2026

    7 Treeline Cir, Cold Spring, NY 10516

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $90/SF
    • 38 Days On Market

    Last Listing Agent Gregory Schmalz Weichert Realtors

    7 Treeline Cir, Cold Spring, NY 10516
    • 4 Mountain Dr, Garrison, NY 10524

      Est $637,303

      Not Listed For Sale

      4 Mountain Dr, Garrison, NY 10524

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 1950
      4 Mountain Dr, Garrison, NY 10524

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Soleil Jackman Howard Hanna Rand Realty

  • 69 Hy Vue Terrace, Cold Spring, NY 10516
    69 Hy Vue Terrace, Cold Spring, NY 10516
    69 Hy Vue Terrace, Cold Spring, NY 10516
    /44

    $850,000

    Pending
    • 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
  • 35 Garrison Woods Rd, Garrison, NY 10524

    $1,610,000

    Sold Dec 12, 2025

    35 Garrison Woods Rd, Garrison, NY 10524

    • 3 Beds
    • 3.5 Baths
    • 3,758 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $428/SF
    • 20 Days On Market

    Current Estimated Value $1,679,650

    Last Listing Agent Linda Hoffmann Houlihan Lawrence Inc.

    35 Garrison Woods Rd, Garrison, NY 10524
    • 42 Aqueduct Rd, Garrison, NY 10524

      Est $571,560

      Not Listed For Sale

      42 Aqueduct Rd, Garrison, NY 10524

      • 3 Beds
      • 1.5 Baths
      • 1,044 Sq Ft
      • Built 1970
      42 Aqueduct Rd, Garrison, NY 10524

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Jonathan Minerick HomeCoin.com

  • 37 Paulding Ave, Cold Spring, NY 10516
    37 Paulding Ave, Cold Spring, NY 10516
    37 Paulding Ave, Cold Spring, NY 10516
    /39

    $2,900,000

    Pending
    • 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
  • 64 Paulding Ave, Cold Spring, NY 10516

    $1,125,000

    Sold Oct 31, 2025

    64 Paulding Ave, Cold Spring, NY 10516

    • 5 Beds
    • 4.5 Baths
    • 3,630 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $310/SF
    • 23 Days On Market

    Current Estimated Value $1,218,046

    Last Listing Agent Ann McBride-Alayon Hudson River Line Realty

    64 Paulding Ave, Cold Spring, NY 10516
    • 21 Mountain Dr, Garrison, NY 10524

      Est $764,719

      Not Listed For Sale

      21 Mountain Dr, Garrison, NY 10524

      • 3 Beds
      • 2.5 Baths
      • 2,144 Sq Ft
      • Built 2003
      21 Mountain Dr, Garrison, NY 10524

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Christine Rowley RE/MAX Classic Realty

  • 554 & 545 E Mountain Rd N, Cold Spring, NY 10516
    554 & 545 E Mountain Rd N, Cold Spring, NY 10516
    554 & 545 E Mountain Rd N, Cold Spring, NY 10516
    /15

    $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
  • 21 Private Way, Garrison, NY 10524

    $1,420,000

    Sold Jun 23, 2026

    21 Private Way, Garrison, NY 10524

    • 3 Beds
    • 4 Baths
    • 2,470 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $575/SF
    • 23 Days On Market

    Current Estimated Value $1,421,344

    Last Listing Agent Diana Polack Compass Greater NY, LLC

    21 Private Way, Garrison, NY 10524
    • 69 Aqueduct Rd, Garrison, NY 10524

      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

Showing Results 41 - 80, Page 2 of 18

New York Putnam County

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