4,351

Woodbury, NY Homes

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  • 2 Elgin Ct, Highland Mills, NY 10930
    2 Elgin Ct, Highland Mills, NY 10930
    2 Elgin Ct, Highland Mills, NY 10930
    /46

    $799,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    2 Elgin Ct, Highland Mills, NY 10930

    Welcome to 2 Elgin Court | Highland Mills, NYNestled at the end of a serene, picturesque cul-de-sac, this magnificent 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of elegant design, modern updates, and breathtaking mountain views. Situated on a flat, expansive lot with an outdoor oasis, this sun-drenched home features 2,970 square feet of pristine living space on the top two

    Yakov Winkler Preferred Properties Real Esta

    2 Elgin Ct, Highland Mills, NY 10930
  • 534 State Route 32 Unit 2, Highland Mills, NY 10930
    534 State Route 32 Unit 2, Highland Mills, NY 10930
    534 State Route 32 Unit 2, Highland Mills, NY 10930
    /7

    $1,900 Per Month

    • 1 Bath
    • 300 Sq Ft
    • Apartment for Rent

    534 State Route 32 Unit 2, Highland Mills, NY 10930

    Cozy studio apartment on the second floor conveniently located above neighborhood favorite, Jay’s Deli. Features easy-maintenance flooring throughout and a kitchen with brand new appliances. Rent includes heat, hot water, electricity, water, and trash removal. Off-street parking for up to two vehicles. Convenient location just minutes from Woodbury Common Premium Outlets, NYS Thruway, Route 17,

    Susan Hamilton Keller Williams Realty

    534 State Route 32 Unit 2, Highland Mills, NY 10930
  • 15 Maple Rd, Central Valley, NY 10917

    $539,000

    Sold Aug 07, 2026

    15 Maple Rd, Central Valley, NY 10917

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Above List Price
    • $366/SF
    • 31 Days On Market

    Current Estimated Value $518,205

    Last Listing Agent Richard Wawrynek Howard Hanna Rand Realty

    15 Maple Rd, Central Valley, NY 10917
    • 2 Alloway Crescent, Highland Mills, NY 10930

      Est $948,128

      Not Listed For Sale

      2 Alloway Crescent, Highland Mills, NY 10930

      • 5 Beds
      • 5 Baths
      • 4,000 Sq Ft
      • Built 2004
      2 Alloway Crescent, Highland Mills, NY 10930

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Rosalie Cook Weichert Realtors

  • 300 Estrada Rd, Central Valley, NY 10917
    300 Estrada Rd, Central Valley, NY 10917
    300 Estrada Rd, Central Valley, NY 10917
    /32

    $725,000

    $75K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    300 Estrada Rd, Central Valley, NY 10917

    Tucked away at the end of a quiet street in Central Valley, this rare 22.6-acre property offers an incredible opportunity just one hour from NYC. These owners have built the home in 1975; the land and home have been lovingly owned by the same family—and now it's ready for its next chapter. Whether you're dreaming of your own private retreat or seeking a unique investment opportunity, this

    Rosalie Cook Weichert Realtors

    300 Estrada Rd, Central Valley, NY 10917
  • 534 State Route 32 Unit 1, Highland Mills, NY 10930
    534 State Route 32 Unit 1, Highland Mills, NY 10930
    534 State Route 32 Unit 1, Highland Mills, NY 10930
    /8

    $2,350 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    534 State Route 32 Unit 1, Highland Mills, NY 10930

    Bright one bedroom, one bath second-floor apartment conveniently located above neighborhood favorite, Jay’s Deli. Features easy-maintenance flooring throughout and a kitchen with brand new appliances. Rent includes heat, hot water, electricity, water, and trash removal. Off-street parking for up to two vehicles. Convenient location just minutes from Woodbury Common Premium Outlets, NYS Thruway,

    Susan Hamilton Keller Williams Realty

    534 State Route 32 Unit 1, Highland Mills, NY 10930
  • 3 Cambridge Rd, Highland Mills, NY 10930

    $640,000

    Sold Dec 31, 2025

    3 Cambridge Rd, Highland Mills, NY 10930

    • 4 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Above List Price
    • $263/SF
    • 130 Days On Market

    Current Estimated Value $683,909

    Last Listing Agent Nathen Singer MK Realty Inc

    3 Cambridge Rd, Highland Mills, NY 10930
    • 6 Alloway Crescent, Highland Mills, NY 10930

      Est $779,353

      Not Listed For Sale

      6 Alloway Crescent, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 2,533 Sq Ft
      • Built 2003
      6 Alloway Crescent, Highland Mills, NY 10930

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Bryan Dale eXp Realty

  • 109 Woodbury Rd, Highland Mills, NY 10930
    109 Woodbury Rd, Highland Mills, NY 10930
    109 Woodbury Rd, Highland Mills, NY 10930
    /49

    $680,000

    $20K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    109 Woodbury Rd, Highland Mills, NY 10930

    This stunning Tudor Colonial is set on 1.0 acres of meticulously landscaped property, offering a private oasis with excellent sun exposure, magnificent views, and a serene backyard retreat perfect for relaxing or entertaining. Inside, the home features both formal and informal living spaces, hardwood floors throughout, and an abundance of windows that fill the home with natural light.The

    Donna Gennaro Howard Hanna Rand Realty

    109 Woodbury Rd, Highland Mills, NY 10930
  • 89 Smith Clove Rd, Central Valley, NY 10917

    $520,000

    Sold Jun 25, 2026

    89 Smith Clove Rd, Central Valley, NY 10917

    • 3 Beds
    • 3 Baths
    • 2,018 Sq Ft
    • Built 1875

    Last Sold Summary

    • 1% Below List Price
    • $258/SF
    • 61 Days On Market

    Current Estimated Value $516,131

    Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

    89 Smith Clove Rd, Central Valley, NY 10917
    • 20 Heather Ridge, Highland Mills, NY 10930

      Est $863,501

      Not Listed For Sale

      20 Heather Ridge, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 3,227 Sq Ft
      • Built 2004
      20 Heather Ridge, Highland Mills, NY 10930

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  • 14 Julien Ct, Woodbury, NY 10950
    14 Julien Ct, Woodbury, NY 10950
    /2

    $699,000

    • Land
    • 1 Acre
    • $699,000 per Acre

    14 Julien Ct, Woodbury, NY 10950

    Discover the perfect canvas for your dream home with this exceptional 1-acre lot, nestled directly behind the highly sought-after and fully established community of Woodbury Junction. This rare offering provides a unique blend of privacy and accessibility, making it an ideal setting. With approved permits already in place, you can begin building your custom home without delay. Surrounded by

    Moshe Kaufman MK Realty Inc

    14 Julien Ct, Woodbury, NY 10950
  • 19 Roselawn Rd, Central Valley, NY 10917

    $660,000

    Sold May 13, 2026

    19 Roselawn Rd, Central Valley, NY 10917

    • 6 Beds
    • 4 Baths
    • 3,591 Sq Ft
    • Built 1800

    Last Sold Summary

    • 6% Above List Price
    • $184/SF
    • 60 Days On Market

    Last Listing Agent Anne DiDomenico Keller Williams Hudson Valley

    19 Roselawn Rd, Central Valley, NY 10917
    • 17 Alloway Crescent, Highland Mills, NY 10930

      Est $829,509

      Not Listed For Sale

      17 Alloway Crescent, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 2,683 Sq Ft
      • Built 2002
      17 Alloway Crescent, Highland Mills, NY 10930

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Gzim Hakanjin Coldwell Banker Realty

  • 8 First Ave, Highland Mills, NY 10930
    8 First Ave, Highland Mills, NY 10930
    /2

    $379,000

    $20K PRICE DROP
    • Land
    • 10,018 Sq Ft
    • $1,647,826 per Acre

    8 First Ave, Highland Mills, NY 10930

    Create the home you've always envisioned on this spacious lot, ideally located in a desirable and established neighborhood. Offering generous dimensions, the property provides ample room for a custom-designed residence, beautiful landscaping, outdoor entertaining areas, and more. For added flexibility, the adjacent lot at 10 First Avenue is also available, presenting a unique opportunity to

    Joseph Rosenfeld Flag Realty Group

    8 First Ave, Highland Mills, NY 10930
  • 9 Cherry Ct, Highland Mills, NY 10930

    $430,000

    Sold Jan 29, 2026

    9 Cherry Ct, Highland Mills, NY 10930

    • 3 Beds
    • 3 Baths
    • 1,807 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 39 Days On Market

    Current Estimated Value $447,278

    Last Listing Agent Maria Sairrino Cronin & Company Real Estate

    9 Cherry Ct, Highland Mills, NY 10930
    • 20 Alloway Crescent, Highland Mills, NY 10930

      Est $856,514

      Not Listed For Sale

      20 Alloway Crescent, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 3,056 Sq Ft
      • Built 2004
      20 Alloway Crescent, Highland Mills, NY 10930

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Chris Scibelli Keller Williams Realty

  • 39 Southfield Falls, Monroe, NY 10950
    39 Southfield Falls, Monroe, NY 10950
    /2

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    39 Southfield Falls, Monroe, NY 10950

    Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! Step inside to this flat ranch with boasting 9 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. The house also

    Dovid Hoffman MK Realty Inc

    39 Southfield Falls, Monroe, NY 10950
  • 28 Olympus Rd, Highland Mills, NY 10930

    $505,000

    Sold Jun 30, 2026

    28 Olympus Rd, Highland Mills, NY 10930

    • 4 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $318/SF
    • 24 Days On Market

    Current Estimated Value $498,017

    Last Listing Agent Rosalie Cook Weichert Realtors

    28 Olympus Rd, Highland Mills, NY 10930
    • 1 Paisley Ct, Highland Mills, NY 10930

      Est $722,505

      Not Listed For Sale

      1 Paisley Ct, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 2,681 Sq Ft
      • Built 2002
      1 Paisley Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Christine Spitale Keller Williams Hudson Valley

  • 3 Jefferson St, Highland Mills, NY 10930
    3 Jefferson St, Highland Mills, NY 10930
    3 Jefferson St, Highland Mills, NY 10930
    /20

    $325,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,488 Sq Ft

    3 Jefferson St, Highland Mills, NY 10930

    Charming 4-bedroom, 1.5-bath home situated on a level lot in the desirable Woodbury community of Highland Mills. Features include spacious living areas, a country kitchen, 4 bedrooms, and a private wooded yard perfect for outdoor enjoyment. Conveniently located near shopping, parks, major commuter routes, and within the Monroe-Woodbury School District. Great opportunity to own a home in a

    Jay Himelson Howard Hanna Rand Realty

    3 Jefferson St, Highland Mills, NY 10930
  • 77 Woodbury Rd, Highland Mills, NY 10930

    $550,000

    Sold Jun 18, 2026

    77 Woodbury Rd, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $293/SF
    • 170 Days On Market

    Current Estimated Value $548,060

    Last Listing Agent Annie Hansen Howard Hanna Rand Realty

    77 Woodbury Rd, Highland Mills, NY 10930
    • 2 Tweed Ct, Highland Mills, NY 10930

      Est $809,003

      Not Listed For Sale

      2 Tweed Ct, Highland Mills, NY 10930

      • 4 Beds
      • 4.5 Baths
      • 3,999 Sq Ft
      • Built 2003
      2 Tweed Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent David Kraus MK Realty Inc

  • 3 Braemar Way, Highland Mills, NY 10930
    3 Braemar Way, Highland Mills, NY 10930
    3 Braemar Way, Highland Mills, NY 10930
    /50

    $895,000

    $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,817 Sq Ft

    3 Braemar Way, Highland Mills, NY 10930

    Welcome to this beautifully maintained Colonial located in the highly desirable Brigadoon neighborhood, perfectly situated on a quiet cul-de-sac and set on 1.9 private acres. This spacious and move-in-ready home offers 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.The main level features a stunning great room, formal living room, cozy family room,

    Kevin Moran Keller Williams Hudson Valley

    3 Braemar Way, Highland Mills, NY 10930
  • 4 Smithfield Spur, Monroe, NY 10950

    $1,170,000

    Sold Feb 03, 2026

    4 Smithfield Spur, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,893 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $404/SF
    • 63 Days On Market

    Current Estimated Value $1,146,414

    Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

    4 Smithfield Spur, Monroe, NY 10950
    • 5 Tweed Ct, Highland Mills, NY 10930

      Est $721,907

      Not Listed For Sale

      5 Tweed Ct, Highland Mills, NY 10930

      • 3 Beds
      • 3.5 Baths
      • 1,974 Sq Ft
      • Built 2003
      5 Tweed Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Evhan Blasingame Curasi Realty, Inc.

  • 10 Rockridge Dr, Highland Mills, NY 10930
    10 Rockridge Dr, Highland Mills, NY 10930
    10 Rockridge Dr, Highland Mills, NY 10930
    /27

    $450,000

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    10 Rockridge Dr, Highland Mills, NY 10930

    Welcome to this beautifully sun-filled townhouse located on a cul-de-sac in the desirable Town of Woodbury, Highland Mills, NY. Nestled in a highly sought-after neighborhood, this spacious home offers two primary suites, each featuring walk-in closets and private primary baths. The open floor plan features a bright living room, formal dining area, and convenient half bath. The kitchen offers an

    Idalmis Perrone Aguero Exit Realty DKC

    10 Rockridge Dr, Highland Mills, NY 10930
  • 1004 Cypress Ct, Highland Mills, NY 10930

    $350,000

    Sold May 18, 2026

    1004 Cypress Ct, Highland Mills, NY 10930

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

    Last Sold Summary

    • $323/SF
    • 21 Days On Market

    Current Estimated Value $345,557

    Last Listing Agent Devon King HomeSmart Homes & Estates

    1004 Cypress Ct, Highland Mills, NY 10930
    • 10 Berwick Cir, Highland Mills, NY 10930

      Est $698,814

      Not Listed For Sale

      10 Berwick Cir, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 2,709 Sq Ft
      • Built 2003
      10 Berwick Cir, Highland Mills, NY 10930

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Martin Remo RE/MAX Prime Properties

  • 7 Seaman Ct, Highland Mills, NY 10930
    7 Seaman Ct, Highland Mills, NY 10930
    7 Seaman Ct, Highland Mills, NY 10930
    /50

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    7 Seaman Ct, Highland Mills, NY 10930

    CLASSIC COLONIAL on a cul de sac, and in the dramatic shadows of the Schunnemunk Mountains & State Park (the highest peaks in Orange County) -- oh those views! Built in 2008, this 2,926 square foot stunner features curb appeal galore with a classic wraparound front porch, along with 4 bedrooms, a fenced in backyard with an above-ground pool, and a full unfinished walk-out basement which must be

    Dean Diltz Keller Williams Realty

    7 Seaman Ct, Highland Mills, NY 10930
  • 17 Yale Dr, Highland Mills, NY 10930

    $691,000

    Sold Jun 30, 2026

    17 Yale Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Above List Price
    • $294/SF
    • 16 Days On Market

    Current Estimated Value $675,239

    Last Listing Agent Jacqueline Henry-Thompson Jackie Henry Realty LLC

    17 Yale Dr, Highland Mills, NY 10930
    • 7 Berwick Cir, Highland Mills, NY 10930

      Est $713,078

      Not Listed For Sale

      7 Berwick Cir, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 2,268 Sq Ft
      • Built 2003
      7 Berwick Cir, Highland Mills, NY 10930

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Jacob Fried Keller Williams Realty

  • 5 Columbia Cir, Highland Mills, NY 10930
    5 Columbia Cir, Highland Mills, NY 10930
    5 Columbia Cir, Highland Mills, NY 10930
    /39

    $599,999

    • 4 Beds
    • 2 Baths
    • 1,884 Sq Ft

    5 Columbia Cir, Highland Mills, NY 10930

    Welcome to 5 Columbia Circle, a turn-key raised ranch tucked inside the gated Highland Lake Estates community in Highland Mills. From the moment you arrive, this home delivers what most listings only promise: modern updates, real peace of mind, and a backyard that earns its keep. Four bedrooms plus an office/den give you room to live and work without compromise. Two full bathrooms, California

    JOHN SCARANO Keller Williams Realty

    5 Columbia Cir, Highland Mills, NY 10930
  • 2 Riverstone Ct, Highland Mills, NY 10930

    $447,000

    Sold Jan 20, 2026

    2 Riverstone Ct, Highland Mills, NY 10930

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $285/SF
    • 122 Days On Market

    Current Estimated Value $448,062

    Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

    2 Riverstone Ct, Highland Mills, NY 10930
    • 5 Blackmoor Cir, Highland Mills, NY 10930

      Est $758,585

      Not Listed For Sale

      5 Blackmoor Cir, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 2,568 Sq Ft
      • Built 2004
      5 Blackmoor Cir, Highland Mills, NY 10930

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Darlene Brennan Howard Hanna Rand Realty

  • 0 Route 32 S Unit 20262321, Modena, NY 12525
    0 Route 32 S Unit 20262321, Modena, NY 12525
    0 Route 32 S Unit 20262321, Modena, NY 12525
    /20

    $2,500,000

    • Land
    • 102.9 Acres
    • $24,295 per Acre

    0 Route 32 S Unit 20262321, Modena, NY 12525

    Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

    JoAnn Ellis Summerset Realty

    0 Route 32 S Unit 20262321, Modena, NY 12525
  • 13 Montesi Dr, Woodbury, NY 10930

    $950,000

    Sold Aug 08, 2025

    13 Montesi Dr, Woodbury, NY 10930

    • 4 Beds
    • 4 Baths
    • 4,400 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $216/SF
    • 46 Days On Market

    Current Estimated Value $972,133

    Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

    13 Montesi Dr, Woodbury, NY 10930
    • 3 Oldwyck Crescent, Highland Mills, NY 10930

      Est $816,189

      Not Listed For Sale

      3 Oldwyck Crescent, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 2003
      3 Oldwyck Crescent, Highland Mills, NY 10930

      Last Sold Summary

      • 151 Days On Market

      Last Listing Agent Joel Winkler Preferred Properties Real Esta

  • 188 Roselawn Rd, Highland Mills, NY 10930
    188 Roselawn Rd, Highland Mills, NY 10930
    /2

    $375,000

    • Land
    • 1.2 Acres
    • $312,500 per Acre

    188 Roselawn Rd, Highland Mills, NY 10930

    Discover the perfect opportunity to build your dream home on this spacious 1.2-acre parcel of land located at 188 Roselawn Rd in the desirable community of Highland Mills. Tucked away in a peaceful setting, this property offers the ideal blend of privacy and convenience. Situated between County Route 105 & Woodbury Junction, you’ll have easy access to main roads while still enjoying the

    Nathen Singer MK Realty Inc

    188 Roselawn Rd, Highland Mills, NY 10930
  • 32 Burrow Dr, Highland Mills, NY 10930

    $425,000

    Sold Jun 29, 2026

    32 Burrow Dr, Highland Mills, NY 10930

    • 3 Beds
    • 1.5 Baths
    • 1,084 Sq Ft
    • Built 1952

    Last Sold Summary

    • 18% Above List Price
    • $392/SF
    • 24 Days On Market

    Current Estimated Value $377,713

    Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

    32 Burrow Dr, Highland Mills, NY 10930

Showing Results 41 - 80, Page 2 of 18

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