Highland Mills, NY Homes

• 

  Est $503,607

  Not Listed For Sale

  35 Woodland Rd, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1968

  35 Woodland Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 35 Days On Market
• 

  

  

  /32

  $589,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  14 Half Hollow Turn, Monroe, NY 10950

  Check this out! Take a look at this lovely home in Windgate Woods. It's perfectly located, close to transport, dining, shopping, and places of worship. The home has a welcoming layout, featuring a spacious family room, a cozy eat-in kitchen, a formal dining room, and a full bathroom. It offers four large bedrooms, including a master suite with its own bathroom. The lower level provides extra

  Moses Zwiebel MS Realty Group USA, Inc

  14 Half Hollow Turn, Monroe, NY 10950
• 

  $525,000

  Sold Dec 10, 2025

  12 Case Ct, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 62 Days On Market

  Current Estimated Value $522,994

  Last Listing Agent Donna Gray Redfin Real Estate

  12 Case Ct, Monroe, NY 10950
• 

  Est $484,689

  Not Listed For Sale

  113 Woodland Rd, Highland Mills, NY 10930

  • 4 Beds
  • 1.5 Baths
  • 1,730 Sq Ft
  • Built 1968

  113 Woodland Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 22 Days On Market
• 

  

  

  /29

  $2,500,000

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

  0 Route 32 S Unit 11740085, Modena, NY 12525

  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 of possibilities. The property is located in the

  JoAnn Ellis SUMMERSET REALTY

  0 Route 32 S Unit 11740085, Modena, NY 12525
• 

  $280,000

  Sold Dec 22, 2025

  18 Paradise Trail, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,202 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Above List Price
  • $233/SF
  • 29 Days On Market

  Current Estimated Value $280,005

  Last Listing Agent Aron Gestetner MS Realty Group USA, Inc

  18 Paradise Trail, Monroe, NY 10950
• 

  Est $524,442

  Not Listed For Sale

  21 Birchwood Dr, Highland Mills, NY 10930

  • 5 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 1957

  21 Birchwood Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 258 Days On Market
• 

  

  /34

  $949,000

  $50K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,136 Sq Ft

  12 Damian Ct, Chester, NY 10918

  Welcome to 12 Damian Court, a spacious Colonial set on a quiet cul-de-sac. This well-maintained home offers 5 bedrooms and 4 bathrooms, with four bedrooms on the upper level and one additional bedroom in the finished basement. The main level features generous living and dining areas, perfect for everyday living and entertaining. The finished basement adds excellent flexibility with a second

  Elimelech Kremer MS Realty Group USA, Inc

  12 Damian Ct, Chester, NY 10918
• 

  $815,000

  Sold Feb 17, 2026

  5 Lizensk Blvd, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $340/SF
  • 70 Days On Market

  Last Listing Agent Moshe Kaufman MK Realty Inc

  5 Lizensk Blvd, Monroe, NY 10950
• 

  Est $468,611

  Not Listed For Sale

  119 Woodland Rd, Highland Mills, NY 10930

  • 4 Beds
  • 1.5 Baths
  • 1,528 Sq Ft
  • Built 1967

  119 Woodland Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 28 Days On Market
• 

  

  /43

  $949,000

  • 4 Beds
  • 2.5 Baths
  • 3,332 Sq Ft

  19 Bull Mine Rd, Chester, NY 10918

  Set on 2.3 acres in Chester, this impressive property offers space, versatility, and scenic surroundings. The residence features approximately 3,332 square feet of living space with 4 bedrooms, 2 full baths and 1 half bath, thoughtfully designed for comfortable everyday living and entertaining. Interior highlights include generously sized living areas, a fireplace, abundant natural light, and

  James Cosenza BHG Real Estate Green Team

  19 Bull Mine Rd, Chester, NY 10918
• 

  $585,000

  Sold Apr 29, 2026

  7 Ford Ct, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 30 Days On Market

  Current Estimated Value $600,216

  Last Listing Agent Amanda Rivera Sepulveda Keller Williams Realty

  7 Ford Ct, Monroe, NY 10950
• 

  Est $465,825

  Not Listed For Sale

  11 Rainbow Dr, Highland Mills, NY 10930

  • 4 Beds
  • 1.5 Baths
  • 1,380 Sq Ft
  • Built 1968

  11 Rainbow Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 97 Days On Market
• 

  

  /50

  $985,000

  $100K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,674 Sq Ft

  93 Horton Rd, Washingtonville, NY 10992

  The Jeremiah Horton House, circa 1700s, represents a singular opportunity to steward a piece of Hudson Valley history. Crafted by renowned 18th-century stonemason Jeremiah Horton and held within his family for generations, this extraordinary residence stands as a masterwork of early American stone architecture, thoughtfully preserved and seamlessly elevated with modern amenities.Set on 1.1

  Donna Brooks Compass Greater NY, LLC

  93 Horton Rd, Washingtonville, NY 10992
• 

  $575,000

  Sold Dec 09, 2025

  27 Dorothy Dr, Monroe, NY 10950

  • 4 Beds
  • 1.5 Baths
  • 1,752 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $328/SF
  • 63 Days On Market

  Current Estimated Value $575,265

  Last Listing Agent Shimon Weber Flag Realty Group

  27 Dorothy Dr, Monroe, NY 10950
• 

  Est $355,113

  Not Listed For Sale

  206 Skyline Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1 Bath
  • 1,238 Sq Ft
  • Built 1950

  206 Skyline Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 55 Days On Market
• 

  

  /24

  $519,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  25 Hollis St, Highland Mills, NY 10930

  Welcome to 25 Hollis Street, this beautiful 3-bedroom, 2 full and 1 half bathroom Colonial, perfectly situated in a highly desirable location that blends comfort, convenience, and lifestyle. This charming home offers spacious living areas, a functional layout, and timeless appeal—ideal for both everyday living and entertaining.Enjoy being just 5 minutes from the renowned Woodbury Common

  Theodore Wells OverSouth LLC

  25 Hollis St, Highland Mills, NY 10930
• 

  $750,000

  Sold Nov 21, 2025

  20 Calico Ln, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,660 Sq Ft
  • Built 2025

  Last Sold Summary

  • $282/SF
  • 19 Days On Market

  Current Estimated Value $762,484

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  20 Calico Ln, Highland Mills, NY 10930
• 

  Est $500,319

  Not Listed For Sale

  20 Rainbow Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2 Baths
  • 2,455 Sq Ft
  • Built 1950

  20 Rainbow Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 54 Days On Market
• 

  

  /50

  $660,000

  $10K PRICE INCREASE Pending

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  7 Paisley Ct, Highland Mills, NY 10930

  Welcome to the Prestigious Brigadoon Community in Highland Mills. Discover the perfect blend of style, space, and serenity in this contemporary gem, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Brigadoon community. Located within the Monroe-Woodbury School District, this bright and beautiful home offers comfort and breathtaking mountain views throughout. The main

  Rosalie Cook Weichert Realtors

  7 Paisley Ct, Highland Mills, NY 10930

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