Highland Mills, NY Homes

• 

  $525,000 Sold Aug 04, 2025

  271 Mineral Springs Rd, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 1,866 Sq Ft
  • Built 1970

  Last Sold Summary

  • 1% Below List Price
  • $281/SF
  • 27 Days On Market

  Current Estimated Value $527,553

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  271 Mineral Springs Rd, Highland Mills, NY 10930
• 

  Est $828,812 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

  • 2% Above List Price
  • $304/SF
  • 71 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  

  /34

  $549,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  14 Oneil Cir, Monroe, NY 10950

  Open house feb 22 canceled due to expected storm. Welcome home to this updated, open and spacious home nestled on a friendly cul-de-sac in lovely Overlook Estates! This floorplan has been opened up with a beautiful, new kitchen, quartz Island, recessed lighting and a wonderful, featured loaded refrigerator! The upstairs bathroom has also been renovated featuring a stand-up shower and glass door.

  Layla Rose Boyles Century 21 Realty Center

  14 Oneil Cir, Monroe, NY 10950
• 

  $87,000 Sold Aug 08, 2025

  10 Woodland Cir N, Monroe, NY 10950

  • 4 Beds
  • 1.5 Baths
  • 666 Sq Ft
  • Built 1937

  Last Sold Summary

  • 58% Above List Price
  • $131/SF
  • 11 Days On Market

  Current Estimated Value $155,342

  Last Listing Agent Guy Cusumano Howard Hanna Rand Realty

  10 Woodland Cir N, Monroe, NY 10950
• 

  Est $859,836 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

  • 6% Above List Price
  • $267/SF
  • 26 Days On Market

  Last Sold Price $815,000

  Last Listing Agent Chris Scibelli Keller Williams Realty
• 

  

  /25

  $375,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,215 Sq Ft

  86 Albert Ct, Monroe, NY 10950

  Located in the highly desirable Timber Hills community is this beautifully maintained 2 Bed and 2.5 Bath townhouse condo offering a blend of modern upgrades and comfortable living. The private covered entry leads to the main level with open-concept design, spacious living room accented by elegant crown molding, recessed lights and gorgeous Brazilian Cherry floors , a large dining area with

  Gina De Cerbo RE/MAX Benchmark Realty Group

  86 Albert Ct, Monroe, NY 10950
• 

  $559,000 Sold Feb 24, 2026

  3 Carroll Dr, Highland Mills, NY 10930

  • 5 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $244/SF
  • 95 Days On Market

  Current Estimated Value $577,978

  Last Listing Agent Joel Basch eRealty Advisors, Inc

  3 Carroll Dr, Highland Mills, NY 10930
• 

  Est $737,947 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

  • 17% Above List Price
  • $235/SF
  • 104 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Christine Spitale Keller Williams Hudson Valley
• 

  

  /36

  $458,800

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  19 Ann Place, Monroe, NY 10950

  Charming Cape Cod on a Corner Lot in a Highly Desirable Location! Welcome home to this sun-filled and beautifully maintained Cape, perfectly situated on a corner lot with a bonus detached 1-car garage. This home offers the ideal combination of warmth, space, and convenience.Step inside to find an open and airy layout, where the spacious living room flows seamlessly into the updated eat-in

  Linda Fernandez Keller Williams Hudson Valley

  19 Ann Place, Monroe, NY 10950
• 

  $265,000 Sold Sep 12, 2025

  3 Brookside Trail, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1935

  Last Sold Summary

  • 14% Below List Price
  • $237/SF
  • 257 Days On Market

  Current Estimated Value $261,742

  Last Listing Agent Michael Scimeca Howard Hanna Rand Realty

  3 Brookside Trail, Monroe, NY 10950
• 

  Est $805,074 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

  • 7% Above List Price
  • $188/SF
  • 33 Days On Market

  Last Sold Price $750,000

  Last Listing Agent David Kraus MK Realty Inc
• 

  

  /10

  $223,500 Pending

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  34 Laurel Trail, Monroe, NY 10950

  Blooming Grove! SELLER IS VERY MOTIVATED. THE OWNER IS SEEKING A QUICK CLOSING. THIS PRESENTS AN EXCELLENT OPPORTUNITY FOR A GREAT DEAL.Fully available!! Affordable ranch with ADJOING LOT INCLLUDED! Great ranch featuring a welcoming interior and a good-sized living room. Very good condition with fresh paint. Eat in kitchen with door leading to the back deck. Other features: central air, shed,

  Mordechai Jacobs Q Home Sales

  34 Laurel Trail, Monroe, NY 10950
• 

  $485,000 Sold May 27, 2025

  6 Horizon Ct, Highland Mills, NY 10930

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

  Last Sold Summary

  • 5% Above List Price
  • $309/SF
  • 25 Days On Market

  Current Estimated Value $489,234

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  6 Horizon Ct, Highland Mills, NY 10930
• 

  Est $766,579 Not Listed For Sale

  6 Tweed Ct, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 2,568 Sq Ft
  • Built 2003

  6 Tweed Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 13% Above List Price
  • $265/SF
  • 15 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  20 Oakwood Trail N, Monroe, NY 10950

  Nature Lovers Paradise! 2 Bedroom, 1 Bath Cottage, 550 Sq. Ft. Good Condition, Recently Painted, Two Living Room Skylights. Washer-Dryer in Unit. Now ONLY $200000. Near the top of Schunnemunk Mt., Nice Views. Very Private Area. Great Hiking Area, thousands of acres of NY State, preserved land at this location. Baseboard, Gas Heat system and wood stove to heat home. Large Deck. Previously Used as

  Charles J. Izzo Coldwell Banker Realty

  20 Oakwood Trail N, Monroe, NY 10950
• 

  $200,000 Sold Nov 17, 2025

  Lot 2 Lakes Rd, Monroe, NY 10950

  • Land
  • 1.01 Acres
  • $198,020 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Frank Golio Howard Hanna Rand Realty

  Lot 2 Lakes Rd, Monroe, NY 10950
• 

  Est $706,788 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

  • 11% Above List Price
  • $324/SF
  • 35 Days On Market

  Last Sold Price $639,000

  Last Listing Agent Evhan Blasingame Curasi Realty, Inc.
• 

  

  /30

  $499,900

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

  28 Olympus Rd, Highland Mills, NY 10930

  Beautifully Updated Bi-Level in the Town of Woodbury with Cornwall Schools, thoughtfully updated, ideally located in a prime commuter location in the Town of Woodbury and part of the highly sought-after Cornwall School District. This home offers 4 bedrooms, with three bedrooms on the main level along with a full bath, and an additional bedroom on the lower level with another full bath, providing

  Rosalie Cook Weichert Realtors

  28 Olympus Rd, Highland Mills, NY 10930
• 

  $513,131 Sold Apr 08, 2025

  116 Barnes Rd, Washingtonville, NY 10992

  • 3 Beds
  • 1.5 Baths
  • 1,814 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $283/SF
  • 20 Days On Market

  Current Estimated Value $523,380

  Last Listing Agent Lazar Schvimmer Blooming Realty

  116 Barnes Rd, Washingtonville, NY 10992
• 

  Est $724,902 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

  • 21% Above List Price
  • $221/SF
  • 80 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Martin Remo RE/MAX Prime Properties
• 

  

  /35

  $599,999

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

  77 Woodbury Rd, Highland Mills, NY 10930

  Nestled in the coveted Cornwall School District, this home is in Highland Mills and offers a perfect blend of convenience and charm. Ideal for commuters, the property is situated just minutes away from both the NYS Thruway and Route 17, making it an excellent choice for those traveling to NYC as well as for access to public transportation. This traditional home has three spacious bedrooms, and

  Annie Hansen Howard Hanna Rand Realty

  77 Woodbury Rd, Highland Mills, NY 10930
• 

  $940,000 Sold Jun 09, 2025

  10 Sears Rd, Monroe, NY 10950

  • 3 Beds
  • 1.5 Baths
  • 1,920 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $490/SF
  • 23 Days On Market

  Current Estimated Value $944,504

  Last Listing Agent Asha Keegan Howard Hanna Rand Realty

  10 Sears Rd, Monroe, NY 10950
• 

  Est $699,575 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

  • 6% Above List Price
  • $292/SF
  • 76 Days On Market

  Last Sold Price $662,000

  Last Listing Agent Jacob Fried Keller Williams Realty
• 

  

  /50

  $1,199,000 Pending

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

  4 Smithfield Spur, Monroe, NY 10950

  Discover 4 Smithfield Spur, a beautifully designed Colonial in the gated community of WOODBURY JUNCTION. Set on a private 20,038 sq ft lot, this home offers BREATHTAKING MOUNTAIN VIEWS, 4 spacious bedrooms, 2.5 luxurious baths, hardwood floors, and two fireplaces. The gourmet kitchen features premium STAINLESS STEEL appliances and custom finishes. Enjoy a large deck, two-car garage, and full

  Yehuda Lefkowits MS Realty Group USA, Inc

  4 Smithfield Spur, Monroe, NY 10950
• 

  $2,000,000 Sold Jun 05, 2025

  43 Daley Ln, Washingtonville, NY 10992

  • 5 Beds
  • 6 Baths
  • 4,606 Sq Ft
  • Built 1790

  Last Sold Summary

  • 33% Below List Price
  • $434/SF
  • 291 Days On Market

  Current Estimated Value $2,037,897

  Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

  43 Daley Ln, Washingtonville, NY 10992
• 

  Est $752,128 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

  • 6% Above List Price
  • $276/SF
  • 102 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Darlene Brennan Howard Hanna Rand Realty
• 

  

  /23

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  21 Crescent Place, Monroe, NY 10950

  Welcome to this well-maintained split-level residence ideally situated on a quiet residential street in the Village of Monroe. Set on an approximate 0.26-acre level lot with mature trees and established landscaping, this home offers a desirable combination of comfortable interior living space and practical outdoor usability.The home features three bedrooms, two full baths, and a powder room,

  Steven Brown Hudson Valley Realty & Busines

  21 Crescent Place, Monroe, NY 10950
• 

  $289,000 Sold Feb 27, 2026

  8 Heritage Dr Unit A, Harriman, NY 10926

  • 2 Beds
  • 1.5 Baths
  • 1,022 Sq Ft
  • Built 1975

  Last Sold Summary

  • $283/SF
  • 40 Days On Market

  Current Estimated Value $285,441

  Last Listing Agent Nicole Isaacs Century 21 Full Service Realty

  8 Heritage Dr Unit A, Harriman, NY 10926
• 

  Est $812,193 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

  • 5% Above List Price
  • $264/SF
  • 151 Days On Market

  Last Sold Price $770,000

  Last Listing Agent Joel Winkler Preferred Properties Real Esta
• 

  

  /27

  $349,900 Pending

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

  1004 Cypress Ct, Highland Mills, NY 10930

  Welcome to 1004 Cypress Ct in Highland Mills — a fully renovated, move-in ready townhouse offering modern comfort and convenience. This home features an open-concept layout ideal for today’s lifestyle, with a bright and spacious living area that flows seamlessly into the kitchen and dining space. The home features new flooring throughout, granite countertops, stainless steel appliances, new

  Devon King HomeSmart Homes & Estates

  1004 Cypress Ct, Highland Mills, NY 10930
• 

  $815,000 Sold Oct 03, 2025

  25 Rosmini Ln, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,665 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $306/SF
  • 62 Days On Market

  Current Estimated Value $803,803

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  25 Rosmini Ln, Monroe, NY 10950
• 

  Est $764,729 Not Listed For Sale

  6 Shetland Cir, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2002

  6 Shetland Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 5% Above List Price
  • $290/SF
  • 18 Days On Market

  Last Sold Price $726,000

  Last Listing Agent Debra gay Coldwell Banker Realty
• 

  

  /36

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  24 Emily Ln, Monroe, NY 10950

  This unique split-level property is situated on a stunning 2.1-acre lot on a quiet dead-end road in the charming village of South Blooming Grove. Step inside to discover an open floor plan that seamlessly blends the living room, dining room, and upgraded kitchen with custom finishes and stainless steel appliances. The residence was completely renovated just three years ago, updating everything

  Lazar Schvimmer Blooming Realty

  24 Emily Ln, Monroe, NY 10950
• 

  $515,000 Sold Mar 18, 2026

  2 Charlotte Place, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1952

  Last Sold Summary

  • 13% Below List Price
  • $341/SF
  • 128 Days On Market

  Current Estimated Value $522,910

  Last Listing Agent Hershel Mittelman The Middleman Team

  2 Charlotte Place, Monroe, NY 10950
• 

  Est $698,697 Not Listed For Sale

  1 Shetland Cir, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,095 Sq Ft
  • Built 2002

  1 Shetland Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 15% Above List Price
  • $289/SF
  • 64 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  /27

  $999,999

  • 5 Beds
  • 2.5 Baths
  • 4,772 Sq Ft

  2 Garnett Hill Rd, Chester, NY 10918

  A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

  Rachel Baruchov Platinum Realty Associates

  2 Garnett Hill Rd, Chester, NY 10918
• 

  $350,000 Sold Jul 30, 2025

  58 Higgins Trail, Monroe, NY 10950

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $243/SF
  • 41 Days On Market

  Current Estimated Value $348,614

  Last Listing Agent Nicholas Scaramella Compass Greater NY, LLC

  58 Higgins Trail, Monroe, NY 10950
• 

  Est $693,764 Not Listed For Sale

  6 Waverly Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft
  • Built 2002

  6 Waverly Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 4% Above List Price
  • $306/SF
  • 45 Days On Market

  Last Sold Price $670,000

  Last Listing Agent Jacob Fried Keller Williams Realty
• 

  

  /35

  $369,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  72 Smith Clove Rd, Central Valley, NY 10917

  Discover the charm of this country-style house in Central Valley, situated in the historic village area. You'll be close to shopping, restaurants, Woodbury Commons, and the Monroe-Woodbury School District. This two-story colonial features a freshly painted interior with cozy accents, a beautiful staircase, an enclosed front porch, and an updated kitchen. Enjoy the spacious rear yard deck

  Chaim Gluck eRealty Advisors, Inc

  72 Smith Clove Rd, Central Valley, NY 10917
• 

  $20,000 Sold Mar 31, 2025

  35 Oakwood Trail N, Monroe, NY 10950

  • 1 Bed
  • 1 Bath
  • 252 Sq Ft
  • Built 1920

  Last Sold Summary

  • 31% Below List Price
  • $79/SF
  • 106 Days On Market

  Current Estimated Value $125,595

  Last Listing Agent Michael LaVan Hudson Valley Home Connection

  35 Oakwood Trail N, Monroe, NY 10950

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