Highland Mills, NY Homes

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  /49

  $900,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  190 Ridge Rd, Highland Mills, NY 10930

  Welcome to 190 Ridge Road in the heart of Highland Mills!Nestled on a beautiful 1-acre lot in the highly sought-after Monroe-Woodbury School District, this spacious 4-bedroom, 3.5-bath split-level home offers over 2,500 square feet of comfortable living space designed for both everyday living and entertaining.Step inside to discover an inviting open floor plan featuring cathedral

  Rosemarie Morello KW Hudson Valley United

  190 Ridge Rd, Highland Mills, NY 10930
• 

  $235,000

  Sold Aug 05, 2026

  7 Lexington Hill Unit 8, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $247/SF
  • 102 Days On Market

  Current Estimated Value $257,420

  Last Listing Agent Joel Ayala HomeSmart Homes & Estates

  7 Lexington Hill Unit 8, Harriman, NY 10926
• 

  Est $715,251

  Not Listed For Sale

  40 Liberty Dr, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 2,682 Sq Ft
  • Built 1995

  40 Liberty Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Tamara LaBarbera Howard Hanna Rand Realty
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  $729,000

  • 4 Beds
  • 2.5 Baths
  • 3,424 Sq Ft

  23 Cunningham Dr, Monroe, NY 10950

  Discover this stunning 5-bedroom colonial home nestled in the highly desirable Highland Mills area, offering the perfect blend of classic charm and comfort. Spanning over 3,400 square feet of sun-filled living space, this meticulously maintained residence features elegant architectural details, spacious formal and informal entertaining areas, and a versatile finished basement with a private

  David Kraus MK Realty Inc

  23 Cunningham Dr, Monroe, NY 10950
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  $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 $267,794

  Last Listing Agent Ewa Kusmierek eXp Realty

  5 Orchard Trail, Monroe, NY 10950
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  Est $594,801

  Not Listed For Sale

  42 Liberty Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1995

  42 Liberty Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group
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  /50

  $1,249,000

  • 4 Beds
  • 3.5 Baths
  • 4,014 Sq Ft

  31 Greenwich Ave, Central Valley, NY 10917

  THE GREENS OF WOODBURY | DISTINCTIVE HUDSON VALLEY RESIDENCE WITH PRIVACY, SPACE & SCENIC GOLF-COURSE SETTINGSet in one of Central Valley’s most desirable residential settings, this exceptional residence offers a rare combination of privacy, generous proportions and sophisticated indoor-outdoor living. Beautifully designed for both refined everyday living and effortless entertaining, the home

  Mary Ann Mitchell eXp Realty

  31 Greenwich Ave, Central Valley, NY 10917
• 

  $260,000

  Sold Sep 03, 2026

  10 Lexington Hill Unit 8, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1985

  Last Sold Summary

  • $274/SF
  • 26 Days On Market

  Current Estimated Value $233,023

  Last Listing Agent Lynelle Alessi KW Hudson Valley United

  10 Lexington Hill Unit 8, Harriman, NY 10926
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  Est $569,806

  Not Listed For Sale

  12 Lexington Ave, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1993

  12 Lexington Ave, Highland Mills, NY 10930

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
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  /3

  $485,000

  $36K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  10 Meron Dr Unit 113, Monroe, NY 10950

  Get your dream new homes in the HEART OF KIRYAS JOEL. Welcome to this desirable basement, offering privacy and light. The beautiful dining room provides an elegant space for gatherings, while the spacious kitchen offers plenty of room to cook, host, and enjoy everyday living comfortably.

  Moses Zwiebel MS Realty Group USA, Inc

  10 Meron Dr Unit 113, Monroe, NY 10950
• 

  $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 $588,654

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group

  19 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $639,790

  Not Listed For Sale

  8 Lexington Ave, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,095 Sq Ft
  • Built 1993

  8 Lexington Ave, Highland Mills, NY 10930

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Steve Moreau Tactical Realty LLC
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  /30

  $449,555

  Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  Welcome to this beautiful and inviting Colonial! This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort, style, and modern updates in a highly desirable area.Step inside to find brand-new, high-quality vinyl flooring and recessed lighting throughout the home, creating a fresh, modern, and welcoming atmosphere. The spacious eat-in kitchen features brand-new cabinetry,

  Jessenia Acosta Century 21 Full Service Realty

  132 Ridge Rd, Highland Mills, NY 10930
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  $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 $772,883

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  8 Brian Ct, Salisbury Mills, NY 12577
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  Est $687,042

  Not Listed For Sale

  2 Lexington Ave, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 2,439 Sq Ft
  • Built 1992

  2 Lexington Ave, Highland Mills, NY 10930

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
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  /3

  $59,900

  $13K PRICE DROP

  • 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
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  $255,000

  Sold Aug 28, 2026

  27 Lexington Hill Unit 8, Harriman, NY 10926

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1985

  Last Sold Summary

  • $268/SF
  • 25 Days On Market

  Last Listing Agent Rose Roper Howard Hanna Rand Realty

  27 Lexington Hill Unit 8, Harriman, NY 10926
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  Est $461,316

  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

  • 10 Days On Market

  Last Listing Agent Brian Smith River Realty Services, Inc.
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  /3

  $699,000

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

  64 Duelk Ave, Monroe, NY 10950

  Beautiful, straight 0.34-acre property in the heart of the community, right in the center of South Blooming Grove - zoned for a four-unit property. Live in it or rent it now, build new later. 4 bedrooms, 1 full bath and a half bath, full basement, garage, wall/window AC, public water and sewer. Steps to everything, great location. And here's the real opportunity: more properties nearby are also

  Lazar Schvimmer Mount Realty

  64 Duelk Ave, Monroe, NY 10950
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  $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 $396,562

  Last Listing Agent Soleenne Desravines-Lafontant Exit Realty Connections

  20 Woodbine Dr, Highland Mills, NY 10930
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  Est $781,988

  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

  • 62 Days On Market

  Last Listing Agent David Katina ESTMAX REALTY
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  /47

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  11 Country Hollow, Highland Mills, NY 10930

  Beautifully maintained and thoughtfully updated, this exceptional home is set on professionally landscaped grounds with outstanding curb appeal and a resort-style backyard designed for both relaxation and entertaining. The inviting interior features a grand entry foyer, a stunning chef's kitchen with custom cabinetry, granite countertops, and stainless steel appliances, along with spacious living

  Moche Halpern Blooming Realty

  11 Country Hollow, Highland Mills, NY 10930
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  $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
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  Est $634,932

  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

  • 2 Days On Market

  Last Listing Agent Matt Rose Keller Williams Prestige Prop
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  /3

  $699,000

  • 3 Beds
  • 1 Bath
  • 1,824 Sq Ft

  8 San Marcos Dr, Monroe, NY 10950

  Beautiful, straight 0.31-acre property in the heart of the community, right in the center of South Blooming Grove - zoned for a four-unit property. Live in it or rent it now, build new later. 3 bedrooms, 1 bath, full basement, central air, public water and sewer. Steps to everything, great location. And here's the real opportunity: more properties nearby are also available - buy one, or assemble

  Lazar Schvimmer Mount Realty

  8 San Marcos Dr, Monroe, NY 10950
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  $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 $422,786

  Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

  23 Crotty Ct, Monroe, NY 10950
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  Est $460,355

  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

  • 25 Days On Market

  Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty
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  /45

  $11,000,000

  $3M PRICE DROP

  • 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
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  $889,000

  Sold Feb 10, 2026

  20 Winding Ln, Central Valley, NY 10917

  • 5 Beds
  • 4.5 Baths
  • 3,608 Sq Ft
  • Built 2019

  Last Sold Summary

  • 10% Below List Price
  • $246/SF
  • 55 Days On Market

  Current Estimated Value $913,864

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
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  Est $454,234

  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

  • 38 Days On Market

  Last Listing Agent Susan Hamilton Keller Williams Realty
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  /42

  $559,900

  • 4 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  189 Woodcock Mtn Rd, Washingtonville, NY 10992

  Welcome home to this spacious 2,300-square-foot bilevel, offering the perfect blend of comfort, style, and functionality in the heart of the Hudson Valley! Featuring 4 generously sized bedrooms and 2.5 beautifully renovated bathrooms, this home offers plenty of room to spread out, relax, and entertain. The versatile bilevel layout provides flexible living spaces to suit your lifestyle, whether

  Paul Biagini Biagini Realty

  189 Woodcock Mtn Rd, Washingtonville, NY 10992
• 

  $655,000

  Sold Jan 13, 2026

  11 Whitman Place, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Below List Price
  • $288/SF
  • 83 Days On Market

  Current Estimated Value $685,247

  Last Listing Agent David Kraus MK Realty Inc

  11 Whitman Place, Monroe, NY 10950
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  Est $477,682

  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

  • 30 Days On Market

  Last Listing Agent Emily Zambetti Weichert Realtors
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  /3

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  10 San Marcos Dr, Monroe, NY 10950

  Beautiful, straight 0.31-acre property in the heart of the community, right in the center of South Blooming Grove - zoned for a four-unit property. Live in it or rent it now, build new later. 3 bedrooms, 2 full baths and a half bath, full basement, wall/window AC, public water and sewer. Steps to everything, great location. And here's the real opportunity: more properties nearby are also

  Lazar Schvimmer Mount Realty

  10 San Marcos Dr, Monroe, NY 10950
• 

  $446,000

  Sold Mar 05, 2026

  27 Forshee St, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Above List Price
  • $322/SF
  • 84 Days On Market

  Current Estimated Value $451,004

  Last Listing Agent Susan Giordano Hudson Premium Realty

  27 Forshee St, Monroe, NY 10950
• 

  Est $486,363

  Not Listed For Sale

  6 Horizon Ct, Highland Mills, NY 10930

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

  6 Horizon Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty
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  /46

  $565,000

  $15K PRICE INCREASE

  • 4 Beds
  • 1.5 Baths
  • 2,082 Sq Ft

  167 Woodcock Mtn Rd, Washingtonville, NY 10992

  Spacious 4-Bedroom Home on 1.5 Private Acres in Blooming GroveWelcome to this 2,082 sq. ft., 4-bedroom, 1.5-bath home set on approximately 1.5 private acres in the Town of Blooming Grove. The main level features an inviting open floor plan with a living room, dining area, and kitchen featuring wood countertops, ceramic tile, and stainless steel appliances, plus three bedrooms and a full

  Hershel Lowy Master Realty Group Inc.

  167 Woodcock Mtn Rd, Washingtonville, NY 10992
• 

  $350,000

  Sold Jul 28, 2026

  11 Boulder Dr, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,487 Sq Ft
  • Built 1955

  Last Sold Summary

  • $235/SF
  • 62 Days On Market

  Last Listing Agent Hershel Mittelman The Middleman Team

  11 Boulder Dr, New Windsor, NY 12553
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  Est $479,684

  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

  • 33 Days On Market

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty
• 

  

  /23

  $599,000

  $51K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  4 Mack Place, Monroe, NY 10950

  Beautifully maintained and thoughtfully updated Colonial set in a prime location close to shopping, restaurants, parks, and major commuter routes. This spacious home offers bright sun-filled living areas, gleaming hardwood floors, and an inviting open layout perfect for everyday living and entertaining.The expansive kitchen features abundant cabinetry, generous counter space, and a seamless

  Joseph Rosenfeld Flag Realty Group

  4 Mack Place, Monroe, NY 10950

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