4,351

Woodbury Orange, NY Homes

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  • /43

    $1,950,000

    • 6 Beds
    • 3.5 Baths
    • 6,576 Sq Ft

    24 Jill Rd, Highland Mills, NY 10930

    Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

    Susan Kopec Howard Hanna Rand Realty

    24 Jill Rd, Highland Mills, NY 10930
  • 73 Washington Dr, Highland Mills, NY 10930

    $710,000 Sold Jun 06, 2025

    73 Washington Dr, Highland Mills, NY 10930

    • 5 Beds
    • 2.5 Baths
    • 2,750 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $258/SF
    • 93 Days On Market

    Current Estimated Value $728,264

    Last Listing Agent Brian Bunsen Houlihan Lawrence Inc.

    73 Washington Dr, Highland Mills, NY 10930
  • /25

    $514,999

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    172 Ridge Rd, Highland Mills, NY 10930

    Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed

    JOHN SCARANO Keller Williams Realty

    172 Ridge Rd, Highland Mills, NY 10930
  • 1006 Cypress Ct, Highland Mills, NY 10930

    $340,000 Sold Feb 03, 2025

    1006 Cypress Ct, Highland Mills, NY 10930

    • 2 Beds
    • 1.5 Baths
    • 1,084 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Above List Price
    • $314/SF
    • 40 Days On Market

    Current Estimated Value $349,853

    Last Listing Agent Aneudy Rosa Keller Williams Realty

    1006 Cypress Ct, Highland Mills, NY 10930
  • /43

    $625,000

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft

    17 Pine Hill Rd, Highland Mills, NY 10930

    Welcome to 17 Pine Hill! Escape to this stunning ranch-style home situated on a serene 1.3-acre property! As you step inside, you'll be greeted by the warmth of the living room, complete with a cozy fireplace and inviting ambiance. Enjoy meals in the charming dinette, which opens up to a picturesque deck perfect for taking in the surroundings. The heart of the home is the spacious open-concept

    Yakov Winkler Preferred Properties Real Esta

    17 Pine Hill Rd, Highland Mills, NY 10930
  • 28 Adrianne Dr, Highland Mills, NY 10930

    $560,000 Sold Jul 02, 2025

    28 Adrianne Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,186 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $256/SF
    • 100 Days On Market

    Current Estimated Value $584,107

    Last Listing Agent Bernadette Corrigan Keller Williams Realty

    28 Adrianne Dr, Highland Mills, NY 10930
  • /44

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,294 Sq Ft

    2 Berkeley Ct, Highland Mills, NY 10930

    come view your dream home! A bright contemporary home located on a cul-de-sac, making it a perfect, private spot. Walking in you head to the large, spacious, kitchen with stainless steel appliances, leading out to the oversized deck that faces the beautiful greenery view. Relax yourself in the custom master suite with sitting area, walk in closet and bathroom with a soaking tub and separate

    Nathen Singer MK Realty Inc

    2 Berkeley Ct, Highland Mills, NY 10930
  • 4 Ainsley Ct, Highland Mills, NY 10930

    $770,000 Sold Oct 20, 2025

    4 Ainsley Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $259/SF
    • 48 Days On Market

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    4 Ainsley Ct, Highland Mills, NY 10930
  • /48

    $799,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft

    56 Heather Ridge, Highland Mills, NY 10930

    Welcome to Your Dream Home! 2,963 Sq Ft + Finished Basement = approx. 4,200 Sq Ft of Living Space! Situated on a beautifully manicured 0.71-acre lot, this stunning 4-bedroom, 3.5-bath home offers the perfect combination of space, style, and functionality. From the moment you arrive, you'll appreciate the curb appeal, thoughtful landscaping, and the inviting charm of this meticulously maintained

    Ryan Jordan Orange NY Homes

    56 Heather Ridge, Highland Mills, NY 10930
  • 2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

    $345,000 Sold Feb 03, 2025

    2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

    • 2 Beds
    • 1.5 Baths
    • 1,084 Sq Ft
    • Built 1990

    Last Sold Summary

    • $318/SF
    • 32 Days On Market

    Current Estimated Value $359,580

    Last Listing Agent Jennifer Molino Keller Williams Realty

    2101 Rosewood Ct Unit 93, Highland Mills, NY 10930
  • 21 Pleasant Dr, Highland Mills, NY 10930

    $515,000 Sold Sep 30, 2025

    21 Pleasant Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1968

    Last Sold Summary

    • $361/SF
    • 44 Days On Market

    Last Listing Agent Gabriella Coppolino Hudson Valley Home Connection

    21 Pleasant Dr, Highland Mills, NY 10930
  • 56 Jones Dr, Highland Mills, NY 10930

    $570,000 Sold Mar 14, 2025

    56 Jones Dr, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,746 Sq Ft
    • Built 1978

    Last Sold Summary

    • 1% Below List Price
    • $326/SF
    • 35 Days On Market

    Current Estimated Value $574,102

    Last Listing Agent Jennifer Gillett Howard Hanna Rand Realty

    56 Jones Dr, Highland Mills, NY 10930
  • 17 Highland Dr, Highland Mills, NY 10930

    $530,000 Sold Nov 24, 2025

    17 Highland Dr, Highland Mills, NY 10930

    • 3 Beds
    • 1.5 Baths
    • 1,884 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $281/SF
    • 105 Days On Market

    Last Listing Agent Rosalie Cook Weichert Realtors

    17 Highland Dr, Highland Mills, NY 10930
  • 333 Smith Clove Rd, Highland Mills, NY 10930

    $292,000 Sold Jun 23, 2025

    333 Smith Clove Rd, Highland Mills, NY 10930

    • 4 Beds
    • 2 Baths
    • 1,957 Sq Ft
    • Built 1910

    Last Sold Summary

    • 6% Above List Price
    • $149/SF
    • 17 Days On Market

    Current Estimated Value $345,341

    Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

    333 Smith Clove Rd, Highland Mills, NY 10930
  • 3 Hamilton Ave, Highland Mills, NY 10930

    $410,000 Sold Oct 31, 2025

    3 Hamilton Ave, Highland Mills, NY 10930

    • 4 Beds
    • 1.5 Baths
    • 1,782 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Above List Price
    • $230/SF
    • 35 Days On Market

    Last Listing Agent Chris Scibelli Keller Williams Realty

    3 Hamilton Ave, Highland Mills, NY 10930
  • 16 Terra Ct, Highland Mills, NY 10930

    $348,500 Sold Mar 05, 2025

    16 Terra Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,575 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $221/SF
    • 43 Days On Market

    Current Estimated Value $362,921

    Last Listing Agent Hanani Figueroa Mannys RE Concepts Premier

    16 Terra Ct, Highland Mills, NY 10930
  • 10 Park Ave, Highland Mills, NY 10930

    $321,000 Sold Mar 21, 2025

    10 Park Ave, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1920

    Last Sold Summary

    • $238/SF
    • 10 Days On Market

    Current Estimated Value $398,827

    Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

    10 Park Ave, Highland Mills, NY 10930
  • 29 Mountainview Dr, Highland Mills, NY 10930

    $582,000 Sold Jul 30, 2025

    29 Mountainview Dr, Highland Mills, NY 10930

    • 5 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Below List Price
    • $208/SF
    • 63 Days On Market

    Current Estimated Value $603,949

    Last Listing Agent Susan Giordano John J Lease REALTORS Inc

    29 Mountainview Dr, Highland Mills, NY 10930
  • 9 Butternut Ct, Highland Mills, NY 10930

    $460,000 Sold Apr 11, 2025

    9 Butternut Ct, Highland Mills, NY 10930

    • 3 Beds
    • 3 Baths
    • 1,809 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 14 Days On Market

    Current Estimated Value $470,638

    Last Listing Agent Lynda Hoss Weichert Realtors

    9 Butternut Ct, Highland Mills, NY 10930
  • 29 Olympus Rd, Highland Mills, NY 10930

    $580,000 Sold Feb 12, 2025

    29 Olympus Rd, Highland Mills, NY 10930

    • 3 Beds
    • 3 Baths
    • 1,834 Sq Ft
    • Built 1948

    Last Sold Summary

    • 3% Below List Price
    • $316/SF
    • 153 Days On Market

    Current Estimated Value $590,331

    Last Listing Agent Erica Villano Howard Hanna Rand Realty

    29 Olympus Rd, Highland Mills, NY 10930
  • 77 Washington Dr, Highland Mills, NY 10930

    $550,000 Sold Jul 31, 2025

    77 Washington Dr, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $344/SF
    • 38 Days On Market

    Current Estimated Value $553,422

    Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

    77 Washington Dr, Highland Mills, NY 10930
  • 20 Heather Ridge, Highland Mills, NY 10930

    $865,000 Sold May 22, 2025

    20 Heather Ridge, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 3,227 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $268/SF
    • 38 Days On Market

    Current Estimated Value $891,665

    Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

    20 Heather Ridge, Highland Mills, NY 10930

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