Woodbury Orange, NY Homes

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  $650,000

  • 5 Beds
  • 3.5 Baths
  • 1,952 Sq Ft

  381 New York 32, Woodbury, NY 10917

  Welcome to your private oasis on 1.2 acres, partially renovated with over $150,000 in updates already completed. Upstairs features 4 bedrooms and 2.5 bathrooms, including a luxurious master suite with a heated bathroom floor. Enjoy all-new windows, flooring, doors, plumbing, electric, and central A/C, filling the home with modern comfort and natural light. The fully renovated basement offers a

  Josef Orlansky Rodeo Realty Inc

  381 New York 32, Woodbury, NY 10917
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  $435,000 Sold Jun 24, 2025

  25 Woodward Terrace, Central Valley, NY 10917

  • 4 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1952

  Last Sold Summary

  • 13% Above List Price
  • $258/SF
  • 17 Days On Market

  Current Estimated Value $448,581

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  25 Woodward Terrace, Central Valley, NY 10917
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  Est $322,918 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  1506 Rosewood Ct, Highland Mills, NY 10930

  1506 Rosewood Ct, Highland Mills, NY 10930
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  $835,000

  • 5 Beds
  • 3.5 Baths
  • 3,022 Sq Ft

  4 Carlisle Ct, Highland Mills, NY 10930

  Distinguished 5 bedroom, 3.5 bath colonial located in the prestigious and coveted Brigadoon community! This stately colonial offers over 4,000 square feet of refined living space set on a sprawling .60 acre lot. With classic charm and modern comfort, this home is designed to impress! Step inside to a grand foyer that leads to beautifully appointed formal living and dining rooms, perfect for

  Patricia Tompkins Weichert Realtors

  4 Carlisle Ct, Highland Mills, NY 10930
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  $840,000 Sold Nov 13, 2025

  59 Heather Ridge, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 3,094 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Above List Price
  • $271/SF
  • 70 Days On Market

  Last Listing Agent Jake Garay Serhant LLC

  59 Heather Ridge, Highland Mills, NY 10930
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  Est $336,959 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  1404 Honey Locust Ct, Highland Mills, NY 10930

  1404 Honey Locust Ct, Highland Mills, NY 10930
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  $59,000

  • Land
  • 0.22 Acre
  • $272,015 per Acre

  11 Olympus Rd, Woodbury Town, NY 10930

  Wonderful vacant lot in a developed community with CORNWALL SCHOOLS. The wooded lot has outstanding mountain views and is similar in size to the other lots in the neighborhood. Builders can take advantage of nearby municipal water and sewer. Make an offer today.

  Dennis Clark Howard Hanna Rand Realty

  11 Olympus Rd, Woodbury Town, NY 10930
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  $647,000 Sold Feb 10, 2025

  55 Pine Hill Rd, Highland Mills, NY 10930

  • 5 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 1971

  Last Sold Summary

  • 12% Above List Price
  • $320/SF
  • 48 Days On Market

  Current Estimated Value $663,835

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center

  55 Pine Hill Rd, Highland Mills, NY 10930
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  Est $325,922 Not Listed For Sale

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

  1203 Honey Locust Ct, Highland Mills, NY 10930

  1203 Honey Locust Ct, Highland Mills, NY 10930
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  $459,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,536 Sq Ft

  22 Oxford Ln, Harriman, NY 10926

  Welcome to this inviting and lovingly maintained bi-level home nestled in a peaceful residential neighborhood in the Town of Woodbury. The main level features two comfortable bedrooms and a full bathroom, along with an open living and dining area highlighted by attractive wood-laminate flooring—perfect for everyday living and entertaining. The kitchen offers granite countertops and ample space

  Susan Hamilton Keller Williams Realty

  22 Oxford Ln, Harriman, NY 10926
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  $630,000 Sold Aug 28, 2025

  14 Smith Clove Rd, Central Valley, NY 10917

  • 4 Beds
  • 2.5 Baths
  • 2,994 Sq Ft
  • Built 1890

  Last Sold Summary

  • 16% Below List Price
  • $210/SF
  • 49 Days On Market

  Current Estimated Value $634,803

  Last Listing Agent Patricia Spagna Century 21 Realty Center

  14 Smith Clove Rd, Central Valley, NY 10917
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  Est $329,047 Not Listed For Sale

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

  1202 Honey Locust Ct, Highland Mills, NY 10930

  1202 Honey Locust Ct, Highland Mills, NY 10930
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  $439,900

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

  3 Laurel Ct, Highland Mills, NY 10930

  TIMBER RIDGE!! BEAUTIFUL END UNIT! 3 Bedrooms! 2 1/2 Updated Bathrooms! Car Port with Storage Closet! Eat In Kitchen with Stainless Steel Appliances! Master Bedroom Suite! Large Living Room with Sliders to a New Oversized Privacy Deck! New Furnace! New Central Air! Updated Flooring! Recessive Lighting! Ceiling Fans! Full Finished Basement for Endless Possibilities! New Cedar Siding! Enjoy the

  Amanda Dnistrian ARC Realty 1 in Sales

  3 Laurel Ct, Highland Mills, NY 10930
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  $585,000 Sold Aug 06, 2025

  9 Hickory St, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 27 Days On Market

  Current Estimated Value $585,776

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  9 Hickory St, Highland Mills, NY 10930
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  Est $320,677 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  806 Cypress Ct, Highland Mills, NY 10930

  806 Cypress Ct, Highland Mills, NY 10930
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  $649,000

  • 5 Beds
  • 2 Baths
  • 2,368 Sq Ft

  52 Woodland Rd, Highland Mills, NY 10930

  Wow! This enlarged Highland Mills raised ranch boasts 5 bedrooms and two full baths situated on a corner lot next to designated Town green space. Its grassy front, back and side yards contain mature trees and perennial plants that create a serene, relaxing environment. Inside the home is a lovely living room with a newer Anderson bow window that lets in tons of afternoon light. There is original

  Derek Greene Greene Realty Group

  52 Woodland Rd, Highland Mills, NY 10930
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  $475,000 Sold Aug 26, 2025

  11 Woodland Rd, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Above List Price
  • $287/SF
  • 48 Days On Market

  Current Estimated Value $471,874

  Last Listing Agent Naomi Streicher Q Home Sales

  11 Woodland Rd, Highland Mills, NY 10930
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  Est $330,692 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  405 Ruby Ct, Highland Mills, NY 10930

  405 Ruby Ct, Highland Mills, NY 10930
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  $449,000

  • 3 Beds
  • 3 Baths
  • 1,779 Sq Ft

  36 Weygant Hill, Highland Mills, NY 10930

  Welcome to 36 Weygant Hill Road – a Charming Cape Cod Gem in Highland Mills!Discover this wonderful Cape Cod–style home nestled in the heart of Highland Mills. Situated on a spacious 0.40-acre lot (17,424 sq. ft.), this property offers plenty of room to enjoy the outdoors, complete with a detached garage for added convenience.Step inside to find a warm and inviting kitchen, a cozy living

  David Kraus MK Realty Inc

  36 Weygant Hill, Highland Mills, NY 10930
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  $839,000 Sold Oct 28, 2025

  10 Heather Ridge, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,963 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Above List Price
  • $283/SF
  • 22 Days On Market

  Last Listing Agent Kimberly Colomban Corcoran Country Living

  10 Heather Ridge, Highland Mills, NY 10930
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  Est $323,065 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  1705 Rosewood Ct, Highland Mills, NY 10930

  1705 Rosewood Ct, Highland Mills, NY 10930
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  $535,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  76 Pine Hill Rd, Highland Mills, NY 10930

  PRIME LOCATION IN WOODBURY! Welcome to this beautifully maintained raised-ranch home set back on a perfect, manicured lot. This warm and inviting 3-bedroom, 2.5-bath residence features an updated kitchen with granite countertops, along with a cozy dining area and family room with a pellet stove—ideal for chilly evenings. The primary suite offers a comfortable retreat with a full bath, while the

  Carla Terranova Keller Williams Realty

  76 Pine Hill Rd, Highland Mills, NY 10930
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  $547,000 Sold Dec 03, 2025

  12 Yale Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $300/SF
  • 8 Days On Market

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  12 Yale Dr, Highland Mills, NY 10930
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  Est $330,006 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  1903 Rosewood Ct, Highland Mills, NY 10930

  1903 Rosewood Ct, Highland Mills, NY 10930
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  /35

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  204 Ruby Ct, Highland Mills, NY 10930

  Welcome to Woodbury Heights — a beautifully maintained and highly sought-after community in Highland Mills. This light-filled upper-level END UNIT offers effortless one-level living with an ideal blend of comfort, convenience, and privacy. Step inside to find a bright and inviting living space with plush carpeting underfoot and natural light streaming in. The galley-style kitchen features granite

  Rosalie Cook Weichert Realtors

  204 Ruby Ct, Highland Mills, NY 10930
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  $780,000 Sold May 22, 2025

  31 Jill Rd, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,734 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $285/SF
  • 141 Days On Market

  Current Estimated Value $810,908

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  31 Jill Rd, Highland Mills, NY 10930
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  Est $634,042 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  6 Liberty Dr, Highland Mills, NY 10930

  6 Liberty Dr, Highland Mills, NY 10930
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  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  101 Woodland Rd, Highland Mills, NY 10930

  If you love summer entertaining, you’ll absolutely fall in love with the expansive two-tiered deck and pergola overlooking the private, wooded backyard of this stunning two-story colonial. Perfectly situated on nearly an acre in one of Woodbury’s most desirable neighborhoods, this home offers the best of both worlds—peaceful suburban living with quick access to local parks, major highways, and

  Virginia Corbett eXp Realty

  101 Woodland Rd, Highland Mills, NY 10930
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  $515,000 Sold Jun 16, 2025

  32 Birch Rd, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1972

  Last Sold Summary

  • $293/SF
  • 53 Days On Market

  Current Estimated Value $525,962

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  32 Birch Rd, Highland Mills, NY 10930
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  Est $612,823 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  2 Liberty Dr, Highland Mills, NY 10930

  2 Liberty Dr, Highland Mills, NY 10930
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  $505,000

  • 4 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  246 Skyline Dr, Highland Mills, NY 10930

  4 Bedroom, 1.5 Bathroom Raised Ranch in Woodbury! Close to I-87 & Woodbury Commons, Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

  Ernie Acampora River Realty Services, Inc.

  246 Skyline Dr, Highland Mills, NY 10930
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  $406,000 Sold Jul 26, 2025

  43 Rose Place, Central Valley, NY 10917

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $309/SF
  • 14 Days On Market

  Current Estimated Value $418,110

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  43 Rose Place, Central Valley, NY 10917
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  Est $671,435 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft

  38 Liberty Dr, Highland Mills, NY 10930

  38 Liberty Dr, Highland Mills, NY 10930
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  $399,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,546 Sq Ft

  17 Hickory St, Highland Mills, NY 10930

  For the first time, this 4-bedroom raised-ranch is now being offered by its original owners. A home filled with decades of memories and milestones, it’s ready for its next chapter. While it will require some updating, this home is waiting for someone to make it shine again. Set in the Monroe-Woodbury school district, this home offers both comfort and convenience. The location is unbeatable—just

  Patricia Sassi RE/MAX Benchmark Realty Group

  17 Hickory St, Highland Mills, NY 10930
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  $485,000 Sold Jul 22, 2025

  5 Fox Meadow Dr, Highland Mills, NY 10930

  • 3 Beds
  • 3.5 Baths
  • 1,505 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 35 Days On Market

  Current Estimated Value $494,604

  Last Listing Agent Cecilia Norbert Direct Choice Realty

  5 Fox Meadow Dr, Highland Mills, NY 10930
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  Est $629,594 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,095 Sq Ft

  8 Lexington Ave, Highland Mills, NY 10930

  8 Lexington Ave, Highland Mills, NY 10930
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  $465,000

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  Welcome to 132 Ridge Road, a charming colonial located in the center of Highland Mills. Bright living areas, a formal dining room, and a comfortable eat-in kitchen combine to create a home with 3 bedrooms and 1.5 bathrooms that combines comfort and character. It's ideal for weekend barbecues or peaceful mornings with coffee on the porch because it's situated on a large lot with lots of greenery.

  Moses Zwiebel MS Realty Group USA, Inc

  132 Ridge Rd, Highland Mills, NY 10930
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  $580,000 Sold Feb 12, 2025

  234 Ridge Rd, Highland Mills, NY 10930

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Above List Price
  • $396/SF
  • 29 Days On Market

  Current Estimated Value $593,133

  Last Listing Agent Rosalie Cook Weichert Realtors

  234 Ridge Rd, Highland Mills, NY 10930
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  Est $657,216 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft

  6 Lexington Ave, Highland Mills, NY 10930

  6 Lexington Ave, Highland Mills, NY 10930
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  $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

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