Woodbury, NY Homes

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  /43

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  14 Woodbine Dr, Highland Mills, NY 10930

  BACK ON THE MARKET........TIMBER RIDGE! Low HOA FEES! Open Floor Plan! Great Location! Backs to Woods! 3 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Living Room! Dining Room! Master Bedroom Suite with Walk In Closet! Ceramic Tile! Freshly Painted! Full Finished Walk Out Basement for Endless Possibilities! Perfect Commuter Location! Close to Major Highways, Trains & Shopping! Walk to NYC Bus! Enjoy

  Amanda Dnistrian ARC Realty 1 in Sales

  14 Woodbine Dr, Highland Mills, NY 10930
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  $485,000 Sold Feb 26, 2026

  22 Oxford Ln, Harriman, NY 10926

  • 2 Beds
  • 1 Bath
  • 1,536 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Above List Price
  • $316/SF
  • 18 Days On Market

  Current Estimated Value $475,464

  Last Listing Agent Susan Hamilton Keller Williams Realty

  22 Oxford Ln, Harriman, NY 10926
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  Est $435,812 Not Listed For Sale

  23 Ridge Rd, Highland Mills, NY 10930

  • 3 Beds
  • 1 Bath
  • 1,332 Sq Ft
  • Built 1984

  23 Ridge Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 33% Above List Price
  • $246/SF
  • 10 Days On Market

  Last Sold Price $327,500

  Last Listing Agent Shlomo Epstein eRealty Advisors, Inc
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  /39

  $430,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  13 Butternut Ct, Highland Mills, NY 10930

  If the roads are icy, call for a private tour. A contemporary and updated 3-story townhouse with an attached garage. Upgrades include: Anderson windows, hardwood floors, granite countertops, kitchen appliances (stainless steel), recessed lighting, and millwork surrounding the wood-burning fireplace. The updated kitchen was refreshed with granite counters, tile backsplash, open shelving, stainless

  Lynda Hoss Weichert Realtors

  13 Butternut Ct, 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 $487,859

  Last Listing Agent Cecilia Norbert Direct Choice Realty

  5 Fox Meadow Dr, Highland Mills, NY 10930
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  Est $736,623 Not Listed For Sale

  107 Jefferson St, Highland Mills, NY 10930

  • 5 Beds
  • 3 Baths
  • 2,958 Sq Ft
  • Built 2002

  107 Jefferson St, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Above List Price
  • $247/SF
  • 62 Days On Market

  Last Sold Price $730,000

  Last Listing Agent David Katina ESTMAX REALTY
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  /10

  $1,350,000

  • 5 Beds
  • 2.5 Baths
  • 3,769 Sq Ft

  40 Southfield Falls, Monroe, NY 10950

  Experience refined living at its finest! This brand-new colonial-style home delivers over 3,700 square feet of exceptional design and craftsmanship. Every feature has been thoughtfully curated to provide both elegance and comfort. Step through the impressive entryway into a spacious foyer that opens to a formal dining area and a bright, inviting living room — perfect for entertaining or spending

  Dovid Hoffman MK Realty Inc

  40 Southfield Falls, Monroe, NY 10950
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  $429,900 Sold Mar 30, 2026

  3 Laurel Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 123 Days On Market

  Current Estimated Value $422,614

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  3 Laurel Ct, Highland Mills, NY 10930
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  Est $584,480 Not Listed For Sale

  1 Lincoln Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1997

  1 Lincoln Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 6% Above List Price
  • $283/SF
  • 2 Days On Market

  Last Sold Price $551,000

  Last Listing Agent Matt Rose Keller Williams Prestige Prop
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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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  $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 $719,400

  Last Listing Agent Brian Bunsen Houlihan Lawrence Inc.

  73 Washington Dr, Highland Mills, NY 10930
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  Est $450,009 Not Listed For Sale

  14 Cliffside Ct, Highland Mills, NY 10930

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

  14 Cliffside Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 7% Above List Price
  • $268/SF
  • 31 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Christina Barone Howard Hanna Rand Realty
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  /45

  $1,100,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,855 Sq Ft

  21 Castleton Dr, Highland Mills, NY 10930

  Welcome to this exceptional Colonial residence in the highly desirable Brigadoon community of Highland Mills. Completely rebuilt in 2023, this luxurious home is a true showcase of modern craftsmanship, smart technology, and timeless design. The home offers over 3,855 sq ft of meticulously finished living space with efficiency and comfort at its core. Inside, you’ll find a chef’s dream kitchen

  Courtney Tablante Keller Williams Realty

  21 Castleton Dr, Highland Mills, NY 10930
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  $537,500 Sold Dec 22, 2025

  27 Jefferson St, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Above List Price
  • $257/SF
  • 44 Days On Market

  Current Estimated Value $546,020

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  27 Jefferson St, Highland Mills, NY 10930
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  Est $428,570 Not Listed For Sale

  8 Canyon Ct, Highland Mills, NY 10930

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

  8 Canyon Ct, Highland Mills, NY 10930

  Last Sold Summary

  • $274/SF
  • 25 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty
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  $1,750,000

  • 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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  $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 $583,643

  Last Listing Agent Bernadette Corrigan Keller Williams Realty

  28 Adrianne Dr, Highland Mills, NY 10930
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  Est $448,918 Not Listed For Sale

  3 Highview Ct, Highland Mills, NY 10930

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

  3 Highview Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 4% Above List Price
  • $274/SF
  • 38 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group
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  /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
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  $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

  Current Estimated Value $771,246

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  4 Ainsley Ct, Highland Mills, NY 10930
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  Est $453,083 Not Listed For Sale

  2 Ledger View Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  2 Ledger View Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 15% Above List Price
  • $252/SF
  • 18 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Patricia Hyer Howard Hanna Rand Realty
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  /16

  $395,000 Pending

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

  246 Skyline Dr, Highland Mills, NY 10930

  4 Bedroom 1.5 bath Raised Ranch In Highland Mills! Hardwood Flooring throughout 1st floor, bow window illuminates living area with tons of natural light. Like to cook? Large kitchen with plenty of counter & cabinet space. Dining area with door leading to rear deck for outdoor entertaining. 3 spacious bedrooms on main floor. 1 bedroom, laundry, 1/2 bath & huge family room with brick fireplace on

  Ernie Acampora River Realty Services, Inc.

  246 Skyline Dr, Highland Mills, NY 10930
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  $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

  Current Estimated Value $513,136

  Last Listing Agent Gabriella Coppolino Hudson Valley Home Connection

  21 Pleasant Dr, Highland Mills, NY 10930
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  Est $449,797 Not Listed For Sale

  6 Ledger View Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  6 Ledger View Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Below List Price
  • $290/SF
  • 30 Days On Market

  Last Sold Price $455,000

  Last Listing Agent Emily Zambetti Weichert Realtors
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  /2

  $799,000

  • 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
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  $535,000 Sold Mar 20, 2026

  76 Pine Hill Rd, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 1968

  Last Sold Summary

  • $303/SF
  • 83 Days On Market

  Current Estimated Value $536,857

  Last Listing Agent Carla Terranova Keller Williams Realty

  76 Pine Hill Rd, Highland Mills, NY 10930
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  Est $453,443 Not Listed For Sale

  8 Horizon Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  8 Horizon Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Below List Price
  • $293/SF
  • 33 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty
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  $384,900

  • 3 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  4 Aspen Ct, Highland Mills, NY 10930

  Wow! Privacy coupled with Carefree Living! This three bedroom townhome in Timber Ridge has the most beautiful storybook setting complete with a foot bridge and babbling brook. No where else offers such wooded privacy with maintenance free living. Nestled in the heart of Highland Mills with award winning Monroe-Woodbury Schools and the coveted Woodbury Parks and Recreation this updated home can be

  Karen Taphorn Howard Hanna Rand Realty

  4 Aspen Ct, Highland Mills, NY 10930
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  $280,000 Sold Oct 27, 2025

  36 Weygant Hill, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,779 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Below List Price
  • $157/SF
  • 95 Days On Market

  Current Estimated Value $399,393

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  36 Weygant Hill, Highland Mills, NY 10930
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  Est $459,009 Not Listed For Sale

  1 Horizon Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  1 Horizon Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 20 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Patricia LaFlair Iron Valley RE Tri-State
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  /28

  $850,000

  • 6 Beds
  • 4 Baths
  • 4,921 Sq Ft

  253 Route 32 Unit 1-4, Central Valley, NY 10917

  CALLING ALL INVESTORS! Location, Location, Location!! Zoned Commercial-Residential. Must see this four-family investment property in a very desirable area. The first floor of this 2-story colonial/farmhouse style home offers two apartments. Both have 2 bedrooms, 1 bath. Apt#1 is located just inside the main entry on the left. It has a stainless-steel dishwasher and microwave, a private washer &

  Michael Mulligan HomeSmart Homes & Estates

  253 Route 32 Unit 1-4, Central Valley, NY 10917
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  $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

  Current Estimated Value $525,860

  Last Listing Agent Rosalie Cook Weichert Realtors

  17 Highland Dr, Highland Mills, NY 10930
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  Est $440,566 Not Listed For Sale

  58 Rockridge Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  58 Rockridge Dr, Highland Mills, NY 10930

  Last Sold Summary

  • $280/SF
  • 24 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
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  $310,000 Sold Mar 10, 2026

  204 Ruby Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 89 Days On Market

  Current Estimated Value $330,925

  Last Listing Agent Rosalie Cook Weichert Realtors

  204 Ruby Ct, Highland Mills, NY 10930
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  Est $425,882 Not Listed For Sale

  17 Rockridge Dr, Highland Mills, NY 10930

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  17 Rockridge Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 3% Above List Price
  • $264/SF
  • 38 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty
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  $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 $342,781

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

  333 Smith Clove Rd, Highland Mills, NY 10930
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  Est $422,575 Not Listed For Sale

  1 Cliffside Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Built 2001

  1 Cliffside Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 6% Above List Price
  • $255/SF
  • 37 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Elizabeth Nemeth John J Lease REALTORS Inc
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  $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

  Current Estimated Value $440,720

  Last Listing Agent Chris Scibelli Keller Williams Realty

  3 Hamilton Ave, Highland Mills, NY 10930
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  Est $471,889 Not Listed For Sale

  7 Plum Ct, Highland Mills, NY 10930

  • 3 Beds
  • 4 Baths
  • 2,305 Sq Ft
  • Built 1994

  7 Plum Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 9% Above List Price
  • $187/SF
  • 101 Days On Market

  Last Sold Price $431,000

  Last Listing Agent Yisroel Ostreicher Yob Realty
• 

  $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 $600,251

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  29 Mountainview Dr, Highland Mills, NY 10930

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