Highland Mills, NY Homes

• 

  $469,000 Sold Jul 09, 2025

  411 Harriman Heights Rd, Harriman, NY 10926

  • 3 Beds
  • 2 Baths
  • 1,856 Sq Ft
  • Built 1962

  Last Sold Summary

  • $253/SF
  • 35 Days On Market

  Current Estimated Value $535,258

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  411 Harriman Heights Rd, Harriman, NY 10926
• 

  Est $566,941 Not Listed For Sale

  11 Columbia Cir, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1995

  11 Columbia Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 3% Above List Price
  • $302/SF
  • 107 Days On Market

  • Last Sold Price $550,000
  • Dec 10, 2024

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
• 

  

  

  /20

  $899,000

  • 4 Beds
  • 1.5 Baths
  • 1,596 Sq Ft

  251 Prospect Rd, Monroe, NY 10950

  Comfortable and properly maintained home offering a practical layout with bright living space and nicely sized bedrooms. The front yard gives a pleasant first impression, while the backyard offers extra space to unwind or enjoy the outdoors. A great match for buyers looking for a solid home with space inside and out.

  Lazar Schvimmer Blooming Realty

  251 Prospect Rd, Monroe, NY 10950
• 

  $375,000 Sold Apr 07, 2026

  19 Grandview Trail, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1945

  Last Sold Summary

  • 1% Below List Price
  • $357/SF
  • 92 Days On Market

  Current Estimated Value $342,331

  Last Listing Agent Courtney Tablante Keller Williams Realty

  19 Grandview Trail, Monroe, NY 10950
• 

  Est $620,631 Not Listed For Sale

  4 Stanford Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1996

  4 Stanford Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 7% Above List Price
  • $300/SF
  • 2 Days On Market

  • Last Sold Price $580,000
  • Oct 25, 2023

  Last Listing Agent David Katina ESTMAX REALTY
• 

  

  /35

  $490,000

  • 3 Beds
  • 1.5 Baths
  • 1,816 Sq Ft

  22 Thompson Dr, Washingtonville, NY 10992

  You come home by way of the long, curving drive, the house appearing through the trees. Three bedrooms, one and a half baths, and 1,816 square feet of colonial on just over half an acre in Washingtonville. The numbers are useful, but this place asks you to walk through it. Inside, life tends to gather where it naturally should. Mornings begin in the kitchen, granite counters, stainless

  Matthew Warbet Keller Williams Hudson Valley

  22 Thompson Dr, Washingtonville, NY 10992
• 

  $580,000 Sold Aug 04, 2025

  10 Jackson St, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 24 Days On Market

  Current Estimated Value $588,762

  Last Listing Agent Esther Schwimmer Rock Realty Group USA Inc

  10 Jackson St, Highland Mills, NY 10930
• 

  Est $730,192 Not Listed For Sale

  8 Cambridge Rd, Highland Mills, NY 10930

  • 5 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 1995

  8 Cambridge Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 7% Above List Price
  • $241/SF
  • 64 Days On Market

  • Last Sold Price $685,000
  • Nov 13, 2024

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty
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  /7

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  24 Union Transfer, 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! The house is 100% complete and ready to move in! Step inside this ranch-style home with hardwood floor, and high-end finishes. It comes with many extras like a study, a second kitchen that is already set up, granite counters and sinks, a large walk-in closet, and a

  Dovid Hoffman MK Realty Inc

  24 Union Transfer, Monroe, NY 10950
• 

  $750,000 Sold Jun 23, 2025

  5 Tundra Terrace, Cornwall, NY 12518

  • 2 Beds
  • 2.5 Baths
  • 3,388 Sq Ft
  • Built 2000

  Last Sold Summary

  • $221/SF
  • 23 Days On Market

  Current Estimated Value $760,782

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  5 Tundra Terrace, Cornwall, NY 12518
• 

  Est $843,134 Not Listed For Sale

  2 Dartmouth Rd, Highland Mills, NY 10930

  • 5 Beds
  • 3 Baths
  • 3,362 Sq Ft
  • Built 1996

  2 Dartmouth Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 9% Above List Price
  • $231/SF
  • 61 Days On Market

  • Last Sold Price $775,000
  • Feb 23, 2024

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  /2

  $799,000

  • 4 Beds
  • 1.5 Baths
  • 1,578 Sq Ft

  64 Duelk Ave, Monroe, NY 10950

  A standout opportunity with a corner position that gives it an edge. The layout flows, the setting works, and the potential is there from day one. Properties like this create options live in it, improve it, invest in it, or take it further. Call for details before it’s gone.

  Moche Halpern Blooming Realty

  64 Duelk Ave, Monroe, NY 10950
• 

  $569,500 Sold Nov 13, 2025

  4 Genny Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 87 Days On Market

  Current Estimated Value $566,977

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  4 Genny Dr, Highland Mills, NY 10930
• 

  Est $825,028 Not Listed For Sale

  19 Dartmouth Rd, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,824 Sq Ft
  • Built 1997

  19 Dartmouth Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 28 Days On Market

  • Last Sold Price $815,000
  • Feb 14, 2025

  Last Listing Agent Nathen Singer MK Realty Inc
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  /3

  $59,900

  • Land
  • 38,001 Sq Ft
  • $68,661 per Acre

  73 Sylvan Trail, Monroe, NY 10950

  This property includes 3 separate parcels 28-4-2, 29-3-1 and 29-3-3-Lots combined with possible variance will offer a 1.1 acre building lot. This level lot is located in the Mountain Lodge Community. Both full time and summer residents reside in this community. Building is subject to engineering, building approvals and permits and utilities on the property. Buyer will be responsible. 2 acre

  Jo-Ann Merla Howard Hanna Rand Realty

  73 Sylvan Trail, Monroe, NY 10950
• 

  $437,500 Sold Jun 13, 2025

  10 Rockridge Dr, Highland Mills, NY 10930

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

  Last Sold Summary

  • 3% Above List Price
  • $279/SF
  • 27 Days On Market

  Current Estimated Value $448,098

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  10 Rockridge Dr, Highland Mills, NY 10930
• 

  Est $323,435 Not Listed For Sale

  2102 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  2102 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • $300/SF
  • 73 Days On Market

  • Last Sold Price $325,000
  • Aug 22, 2024

  Last Listing Agent Aneudy Rosa Keller Williams Realty
• 

  

  /17

  $259,000 Pending

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  7 Lexington Hill Unit 8, Harriman, NY 10926

  Beautifully updated and well maintained 2 bedroom condo in the well sought after Lexington Hills community. New kitchen appliances. Wood burning fireplace. Updated flooring. Very close to the beautiful community pool. Call today to schedule a viewing.

  Joel Ayala HomeSmart Homes & Estates

  7 Lexington Hill Unit 8, Harriman, NY 10926
• 

  $335,000 Sold May 04, 2026

  1408 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $309/SF
  • 19 Days On Market

  Current Estimated Value $335,829

  Last Listing Agent Patricia Tompkins Weichert Realtors

  1408 Rosewood Ct, Highland Mills, NY 10930
• 

  Est $335,411 Not Listed For Sale

  2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

  Last Sold Summary

  • 3% Below List Price
  • $318/SF
  • 32 Days On Market

  • Last Sold Price $345,000
  • Feb 03, 2025

  Last Listing Agent Jennifer Molino Keller Williams Realty
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  /45

  $14,000,000

  • 16 Beds
  • 16 Baths
  • 15,252 Sq Ft

  14 Castleton Dr, Highland Mills, NY 10930

  R1A zoned, R3A zoned, agriculture zone approved, infinity pool, tennis and basketball court, gazebo and private lake set across gated 39.1 acresMAIN HOUSE - 10 bedrooms, 6 full baths, 3 half baths, 10 fireplaces, Kitchen has Miele Steam unit, Viking warming drawer, Viking microwave, 3 Viking ovens, including 6-burner and grill, 2 dishwashers, walk-in refrigerator, custom-designed and

  Laura Denberg Corcoran Baer & McIntosh

  14 Castleton Dr, Highland Mills, NY 10930
• 

  $264,500 Sold Dec 30, 2025

  5 Orchard Trail, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 963 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Below List Price
  • $275/SF
  • 81 Days On Market

  Current Estimated Value $264,719

  Last Listing Agent Ewa Kusmierek eXp Realty

  5 Orchard Trail, Monroe, NY 10950
• 

  Est $315,182 Not Listed For Sale

  1506 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft
  • Built 1990

  1506 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • $316/SF
  • 19 Days On Market

  • Last Sold Price $315,000
  • Jul 19, 2024

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /44

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,328 Sq Ft

  4 Westend Dr, Highland Mills, NY 10930

  THIS HOME WON’T LAST!!Stop your search here—this is the one! Immaculate and move-in ready home set on a quiet cul-de-sac with breathtaking views. Light-filled living room, formal dining space, and a beautifully upgraded kitchen with island, skylight, and granite countertops. Walk out to your private deck—perfect for peace and relaxation. Featuring 3 generous bedrooms upstairs, plus a fully

  Aron Wertzberger eRealty Advisors, Inc

  4 Westend Dr, Highland Mills, NY 10930
• 

  $440,000 Sold Jun 24, 2025

  26 Redwood Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 2,640 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $167/SF
  • 33 Days On Market

  Current Estimated Value $436,453

  Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group

  26 Redwood Dr, Highland Mills, NY 10930
• 

  Est $315,268 Not Listed For Sale

  1404 Honey Locust Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  1404 Honey Locust Ct, Highland Mills, NY 10930

  Last Sold Summary

  • $291/SF
  • 34 Days On Market

  • Last Sold Price $315,000
  • Apr 11, 2024

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
• 

  /2

  $75,000

  • Land
  • 5,166 Sq Ft
  • $632,378 per Acre

  35 Dunderberg Rd, Woodbury, NY 10917

  Excellent opportunity to build your ideal home on a well-situated 5,166 sq ft lot.Perfectly sized for a thoughtfully designed custom residence.Located in a desirable residential setting with convenient access to local amenities.Bring your architect and create a modern, efficient living space tailored to your needs.A rare chance to build new in an established neighborhood.

  Shlome Knobloch Nationwide Houses LLC

  35 Dunderberg Rd, Woodbury, NY 10917
• 

  $580,000 Sold Mar 03, 2026

  19 Sunset Terrace, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Below List Price
  • $272/SF
  • 80 Days On Market

  Current Estimated Value $586,428

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group

  19 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $326,726 Not Listed For Sale

  1203 Honey Locust Ct, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  1203 Honey Locust Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 9% Above List Price
  • $277/SF
  • 90 Days On Market

  • Last Sold Price $300,000
  • Aug 30, 2023

  Last Listing Agent Sharon Forsythe David L Russell Realty
• 

  

  /14

  $294,925

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  12 Redwood Dr, Highland Mills, NY 10930

  Roomy 3 Bedroom townhome in Timber Ridge, offering an open layout on the first floor. Living Room has sliding glass doors to a private deck facing the woods. Second floor offers 3 good size bedrooms and a full hallway bath. The lower level has mechanicals, laundry room with potential for additional living space, over 600 square feet.This is a short sale, third party approval needed. Realtor

  Patricia Cannizzaro Century 21 Alliance Rlty Group

  12 Redwood Dr, Highland Mills, NY 10930
• 

  $400,000 Sold Feb 27, 2026

  8 Brian Ct, Salisbury Mills, NY 12577

  • 4 Beds
  • 2.5 Baths
  • 3,784 Sq Ft
  • Built 2005

  Last Sold Summary

  • 40% Below List Price
  • $106/SF
  • 84 Days On Market

  Current Estimated Value $686,649

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  8 Brian Ct, Salisbury Mills, NY 12577
• 

  Est $328,255 Not Listed For Sale

  1006 Cypress Ct, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  1006 Cypress Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 3% Below List Price
  • $314/SF
  • 40 Days On Market

  • Last Sold Price $340,000
  • Feb 03, 2025

  Last Listing Agent Aneudy Rosa Keller Williams Realty
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  /37

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  12 Sunset Heights, Monroe, NY 10950

  CEDAR & STONE CRAFTSMAN COLONIAL — TIMELESS CHARACTER WITH MODERN UPDATESThis beautifully maintained 4-bedroom, 2-bath Craftsman-style Colonial blends historic charm with thoughtful modern enhancements. Rich in character, the home showcases ORIGINAL MOLDINGS, architectural details, and HARDWOOD FLOORS THROUGHOUT, complemented by 9-FOOT CEILINGS on both the first and second levels. The main

  Mary Ann Mitchell eXp Realty

  12 Sunset Heights, Monroe, NY 10950
• 

  $396,550 Sold Mar 20, 2026

  20 Woodbine Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,474 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $269/SF
  • 141 Days On Market

  Current Estimated Value $387,384

  Last Listing Agent Soleenne Desravines-Lafontant Exit Realty Connections

  20 Woodbine Dr, Highland Mills, NY 10930
• 

  Est $319,546 Not Listed For Sale

  806 Cypress Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft
  • Built 1990

  806 Cypress Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 12% Above List Price
  • $286/SF
  • 18 Days On Market

  • Last Sold Price $285,000
  • Sep 07, 2023

  Last Listing Agent Edward Scully ARC Realty 1 in Sales
• 

  

  /40

  $849,000

  • 6 Beds
  • 4.5 Baths
  • 3,857 Sq Ft

  155 Roselawn Rd, Highland Mills, NY 10930

  This high-impact, move-in-ready luxury home delivers instant appeal on 1.5 private, park-like acres. Designed to impress, it features vaulted ceilings, rich Brazilian wood floors, a granite kitchen, and a fireplace that anchors the space with warmth and style.The flexible layout offers 2 bedrooms plus an office on the main level—perfect for guests or extended living—while upstairs includes a

  Jacob Katz MS Realty Group USA, Inc

  155 Roselawn Rd, Highland Mills, NY 10930
• 

  $445,000 Sold Oct 07, 2025

  271 and 231 Smith Clove Rd, Woodbury, NY 10930

  • Land
  • 25.6 Acres
  • $17,383 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 331 Days On Market

  Last Listing Agent Karin Poggio HomeSmart Homes & Estates

  271 and 231 Smith Clove Rd, Woodbury, NY 10930
• 

  Est $315,723 Not Listed For Sale

  405 Ruby Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  405 Ruby Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 2% Above List Price
  • $286/SF
  • 41 Days On Market

  • Last Sold Price $310,000
  • Dec 23, 2024

  Last Listing Agent Nathalie Sessoms Howard Hanna Rand Realty
• 

  

  /25

  $415,000 Open Sun 12PM - 3PM

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

  22 Plum Ct, Highland Mills, NY 10930

  Beautifully maintained 3 bedroom 2.5 bathroom home with one car garage and walkout basement. Well-designed layout in a highly sought after Highland Mills Cul-de-sac community. The owner has updated all of the major items and mechanicals within the past few years. There is a new water softener system, hot water heater & furnace. Close to Woodbury Pools & Recreation Center, Woodbury Commons, &

  Maurice Bailey Neighborhood Assistance Corp

  22 Plum Ct, Highland Mills, NY 10930
• 

  $413,000 Sold Apr 23, 2026

  23 Crotty Ct, Monroe, NY 10950

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1955

  Last Sold Summary

  • 13% Below List Price
  • $430/SF
  • 72 Days On Market

  Current Estimated Value $414,763

  Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

  23 Crotty Ct, Monroe, NY 10950

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