15,730

Highland Mills, NY Homes

Section Image
    • 88 Washington Dr, Highland Mills, NY 10930

      Est $611,634

      Not Listed For Sale

      88 Washington Dr, Highland Mills, NY 10930

      • 4 Beds
      • 1.5 Baths
      • 1,920 Sq Ft
      • Built 1968
      88 Washington Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Rosalie Cook Weichert Realtors

  • 25 Gloria Trail, Monroe, NY 10950
    25 Gloria Trail, Monroe, NY 10950
    25 Gloria Trail, Monroe, NY 10950
    /38

    $249,999

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft

    25 Gloria Trail, Monroe, NY 10950

    Tucked away among the peaceful settings of Mountain Lodge Park in Monroe, NY is this charming cabin-style retreat that offers the perfect blend of rustic character and modern comfort. Featuring 1 bedroom, 1 bathroom, a bonus room and a very cool loft. The 688 square feet of thoughtfully designed living space make this unique home on a quiet trail an ideal setting for those seeking privacy and

    Guy Cusumano Howard Hanna Rand Realty

    25 Gloria Trail, Monroe, NY 10950
  • 158 Harriman Heights Rd, Monroe, NY 10950

    $675,000

    Sold Jan 16, 2026

    158 Harriman Heights Rd, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,732 Sq Ft
    • Built 1935

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 30 Days On Market

    Current Estimated Value $698,816

    Last Listing Agent Ernie Acampora River Realty Services, Inc.

    158 Harriman Heights Rd, Monroe, NY 10950
    • 87 Washington Dr, Highland Mills, NY 10930

      Est $582,718

      Not Listed For Sale

      87 Washington Dr, Highland Mills, NY 10930

      • 4 Beds
      • 1.5 Baths
      • 2,083 Sq Ft
      • Built 1966
      87 Washington Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  • 14 Half Hollow Turn, Monroe, NY 10950
    14 Half Hollow Turn, Monroe, NY 10950
    14 Half Hollow Turn, Monroe, NY 10950
    /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
  • 16 Prag Blvd Unit 201, Monroe, NY 10950

    $710,000

    Sold Mar 11, 2026

    16 Prag Blvd Unit 201, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 2012

    Last Sold Summary

    • 5% Below List Price
    • $394/SF
    • 97 Days On Market

    Current Estimated Value $748,333

    Last Listing Agent Moses Zwiebel MS Realty Group USA, Inc

    16 Prag Blvd Unit 201, Monroe, NY 10950
    • 77 Washington Dr, Highland Mills, NY 10930

      Est $561,353

      Not Listed For Sale

      77 Washington Dr, Highland Mills, NY 10930

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1966
      77 Washington Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  • 0 Route 32 S Unit 11740085, Modena, NY 12525
    0 Route 32 S Unit 11740085, Modena, NY 12525
    0 Route 32 S Unit 11740085, Modena, NY 12525
    /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
  • 15 Freeland St, Monroe, NY 10950

    $405,000

    Sold Feb 11, 2026

    15 Freeland St, Monroe, NY 10950

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Below List Price
    • $318/SF
    • 71 Days On Market

    Current Estimated Value $416,903

    Last Listing Agent Joel Ayala HomeSmart Homes & Estates

    15 Freeland St, Monroe, NY 10950
    • 22 Birchwood Dr, Highland Mills, NY 10930

      Est $424,667

      Not Listed For Sale

      22 Birchwood Dr, Highland Mills, NY 10930

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1957
      22 Birchwood Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 1,208 Days On Market

      Last Listing Agent Arduino Colomban Skyler Realty LLC

  • 12 Damian Ct, Chester, NY 10918
    12 Damian Ct, Chester, NY 10918
    12 Damian Ct, Chester, NY 10918
    /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
  • 59 Heather Ridge, Highland Mills, NY 10930

    $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

    Current Estimated Value $843,601

    Last Listing Agent Jake Garay Serhant LLC

    59 Heather Ridge, Highland Mills, NY 10930
    • 11 Woodland Rd, Highland Mills, NY 10930

      Est $477,482

      Not Listed For Sale

      11 Woodland Rd, Highland Mills, NY 10930

      • 3 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1968
      11 Woodland Rd, Highland Mills, NY 10930

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Naomi Streicher Q Home Sales

  • 19 Bull Mine Rd, Chester, NY 10918
    19 Bull Mine Rd, Chester, NY 10918
    19 Bull Mine Rd, Chester, NY 10918
    /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
  • 207 Arlin Rd, Monroe, NY 10950

    $325,000

    Sold Jan 21, 2026

    207 Arlin Rd, Monroe, NY 10950

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $257/SF
    • 49 Days On Market

    Current Estimated Value $326,273

    Last Listing Agent Vincent Reda Keller Williams Realty

    207 Arlin Rd, Monroe, NY 10950
    • 23 Woodland Rd, Highland Mills, NY 10930

      Est $496,239

      Not Listed For Sale

      23 Woodland Rd, Highland Mills, NY 10930

      • 3 Beds
      • 1.5 Baths
      • 1,328 Sq Ft
      • Built 1971
      23 Woodland Rd, Highland Mills, NY 10930

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent David Kraus MK Realty Inc

  • 2 Buena Vista Terrace, Central Valley, NY 10917
    2 Buena Vista Terrace, Central Valley, NY 10917
    2 Buena Vista Terrace, Central Valley, NY 10917
    /50

    $575,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,190 Sq Ft

    2 Buena Vista Terrace, Central Valley, NY 10917

    Welcome to the next chapter of your story. Lovingly maintained and meticulously cared for over the years, this exceptional **3-bedroom, 2.5-bath home** reflects true pride of ownership from the moment you arrive. Ideally located in the heart of Central Valley, it offers the perfect blend of timeless charm, everyday comfort, and one of Orange County's most desirable commuter

    Rosalie Cook Weichert Realtors

    2 Buena Vista Terrace, Central Valley, NY 10917
  • 54 Barr Ln, Monroe, NY 10950

    $562,500

    Sold Oct 16, 2025

    54 Barr Ln, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 1,980 Sq Ft
    • Built 2004

    Last Sold Summary

    • $284/SF
    • 37 Days On Market

    Current Estimated Value $576,817

    Last Listing Agent Agnes Burch Howard Hanna Rand Realty

    54 Barr Ln, Monroe, NY 10950
    • 11 Sunset Rd, Highland Mills, NY 10930

      Est $586,707

      Not Listed For Sale

      11 Sunset Rd, Highland Mills, NY 10930

      • 5 Beds
      • 3 Baths
      • 2,583 Sq Ft
      • Built 1956
      11 Sunset Rd, Highland Mills, NY 10930

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Yidel Rosenberg MS Realty Group USA, Inc

  • 93 Horton Rd, Washingtonville, NY 10992
    93 Horton Rd, Washingtonville, NY 10992
    93 Horton Rd, Washingtonville, NY 10992
    /50

    $849,500

    $236K 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
  • 15 Cranberry Dr, Highland Mills, NY 10930

    $750,000

    Sold Apr 27, 2026

    15 Cranberry Dr, Highland Mills, NY 10930

    • 5 Beds
    • 3 Baths
    • 4,136 Sq Ft
    • Built 1978

    Last Sold Summary

    • $181/SF
    • 59 Days On Market

    Current Estimated Value $747,097

    Last Listing Agent Rosemarie Morello KW Hudson Valley United

    15 Cranberry Dr, Highland Mills, NY 10930
    • 35 Woodland Rd, Highland Mills, NY 10930

      Est $523,422

      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

      Last Listing Agent Adrian Burgos Hudson Premium Realty

  • 2 Lexington Hill Unit 12, Harriman, NY 10926
    2 Lexington Hill Unit 12, Harriman, NY 10926
    2 Lexington Hill Unit 12, Harriman, NY 10926
    /22

    $259,000

    Pending
    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    2 Lexington Hill Unit 12, Harriman, NY 10926

    PRICED TO SELL - 2 Bed | 2 Bath | Top-End Unit | Monroe-Woodbury Schools | Stunning Views condo with some of the best views in the Lexington Hills community. Prime Location - Perfect for commuters and outdoor enthusiasts alike: 45 minutes to NYC by train (train station within walking distance), 55 minutes to NYC by car 10 min to Grocery/shop's New updates in the last 2 years 1) New Deck 2) New

    David White Owner Entry.com

    2 Lexington Hill Unit 12, Harriman, NY 10926
  • 37 Southfield Falls, Monroe, NY 10950

    $799,000

    Sold Jul 22, 2026

    37 Southfield Falls, Monroe, NY 10950

    • 2 Beds
    • 2 Baths
    • 2,150 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $372/SF
    • 1 Day On Market

    Current Estimated Value $850,632

    Last Listing Agent Dovid Hoffman MK Realty Inc

    37 Southfield Falls, Monroe, NY 10950
    • 113 Woodland Rd, Highland Mills, NY 10930

      Est $504,866

      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

      Last Listing Agent Mendel Muller Master Realty Group Inc.

  • 132 Hilltop Rd, Monroe, NY 10950
    132 Hilltop Rd, Monroe, NY 10950
    132 Hilltop Rd, Monroe, NY 10950
    /47

    $625,000

    $24K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    132 Hilltop Rd, Monroe, NY 10950

    Welcome to 132 Hilltop Rd, a captivating 4-bedroom, 2-bathroom home that blends comfort, character, and everyday convenience into one inviting package.The kitchen will "wow" you with oak cabinets, granite tops, a Sub-Zero refrigerator, wine refrigerator, and two sinks, all set within an open floorplan anchored by a peninsula bar area. It flows naturally into the dining room, where stylish

    Shlomo Epstein eRealty Advisors, Inc

    132 Hilltop Rd, Monroe, NY 10950
  • 4 Lily Ct, Woodbury, NY 10930

    $175,000

    Sold Feb 26, 2026

    4 Lily Ct, Woodbury, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1993

    Last Sold Summary

    • $103/SF
    • 51 Days On Market

    Last Listing Agent Ivan Carvalho Exit Realty Connections

    4 Lily Ct, Woodbury, NY 10930
    • 24 Pleasant Dr, Highland Mills, NY 10930

      Est $527,559

      Not Listed For Sale

      24 Pleasant Dr, Highland Mills, NY 10930

      • 3 Beds
      • 2 Baths
      • 1,528 Sq Ft
      • Built 1968
      24 Pleasant Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Claudia Lepore Keller Williams Realty

  • 20 Peter Turner Rd, Monroe, NY 10950
    20 Peter Turner Rd, Monroe, NY 10950
    20 Peter Turner Rd, Monroe, NY 10950
    /41

    $489,900

    $10K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,777 Sq Ft

    20 Peter Turner Rd, Monroe, NY 10950

    The home you have been waiting for! A perfect offering in the highly sought after Hidden Creek community, this spectacular, sun-filled Harriman Model END unit—clean as a whistle—is the epitome of upscale townhouse living. Impeccably maintained and beautifully appointed from top to bottom, this move-in-ready residence is perfectly positioned to capture tranquil views of mature trees, while

    Lisa DaRos Houlihan Lawrence Inc.

    20 Peter Turner Rd, Monroe, NY 10950
  • 16 Robyn Dr, Monroe, NY 10950

    $450,000

    Sold Sep 24, 2025

    16 Robyn Dr, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1959

    Last Sold Summary

    • 10% Below List Price
    • $335/SF
    • 66 Days On Market

    Current Estimated Value $464,276

    Last Listing Agent Bradford Lewis Keller Williams Realty

    16 Robyn Dr, Monroe, NY 10950
    • 21 Birchwood Dr, Highland Mills, NY 10930

      Est $551,514

      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

      Last Listing Agent Demetrius Selby Keller Williams Realty Partner

  • 348 Route 32, Other Areas, NY OTHER
    348 Route 32, Other Areas, NY OTHER
    348 Route 32, Other Areas, NY OTHER
    /3

    $1,950,000

    • 5 Beds
    • 4 Baths

    348 Route 32, Other Areas, NY OTHER

    2 Acres Frontage Property Available! Calling all builders, investors, and primary users. This sale is comprised of approximately 2 acres in Woodbury, New York. Four-family property, with approved variance for commercial usage for street-adjacent section of parcels allows for future mixed-use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located

    Edmond Yoo Coldwell Banker, Fort Lee

    348 Route 32, Other Areas, NY OTHER
  • 8 Tanyas Ct, Monroe, NY 10950

    $880,000

    Sold Dec 03, 2025

    8 Tanyas Ct, Monroe, NY 10950

    • 4 Beds
    • 3.5 Baths
    • 3,614 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $243/SF
    • 59 Days On Market

    Current Estimated Value $896,917

    Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

    8 Tanyas Ct, Monroe, NY 10950
    • 119 Woodland Rd, Highland Mills, NY 10930

      Est $497,778

      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

      Last Listing Agent Celina Rofer Howard Hanna Rand Realty

  • 12 Arlington Dr, Monroe, NY 10950
    12 Arlington Dr, Monroe, NY 10950
    12 Arlington Dr, Monroe, NY 10950
    /8

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    12 Arlington Dr, Monroe, NY 10950

    This is your opportunity to own a diamond that's needs a little polish. This large 4 bedroom 2.5 bath ranch is surrounded by brand new upscale homes and is in a convenient location. There are hardwood floors in every room. The HVAC (heat and A/C) along with the hot water heater has been recently replaced. The basement offers nearly 2300 sf of space for that can be finished in the future for

    Theresa Budich Howard Hanna Rand Realty

    12 Arlington Dr, Monroe, NY 10950
  • 12 Case Ct, 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 $538,986

    Last Listing Agent Donna Gray Redfin Real Estate

    12 Case Ct, Monroe, NY 10950
    • 11 Rainbow Dr, Highland Mills, NY 10930

      Est $480,840

      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

      Last Listing Agent Jacob Katz MS Realty Group USA, Inc

  • 22 Valley Ave, Central Valley, NY 10917
    22 Valley Ave, Central Valley, NY 10917
    22 Valley Ave, Central Valley, NY 10917
    /31

    $415,000

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    22 Valley Ave, Central Valley, NY 10917

    Welcome home to this charming 3-bedroom, 2-bath home nestled on a spacious lot with mature trees and a welcoming front porch. This well-maintained home offers a bright and inviting layout, featuring comfortable living spaces, generously sized bedrooms, and two full bathrooms. Enjoy relaxing mornings on the covered porch or entertaining in the private backyard. The dual driveways provide ample

    Jennifer Gillett Howard Hanna Rand Realty

    22 Valley Ave, Central Valley, NY 10917
  • 5 Tappan Dr, Monroe, NY 10950

    $850,000

    Sold Jul 31, 2026

    5 Tappan Dr, Monroe, NY 10950

    • 5 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Below List Price
    • $425/SF
    • 185 Days On Market

    Current Estimated Value $787,760

    Last Listing Agent Shalom Landau eRealty Advisors, Inc

    5 Tappan Dr, Monroe, NY 10950
    • 206 Skyline Dr, Highland Mills, NY 10930

      Est $375,970

      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

      Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

Showing Results 641 - 680, Page 17 of 18

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