Highland Mills, NY Homes

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  /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
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  /25

  $3,350 per month

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • House for Rent

  36 Sycamore Ct, Highland Mills, NY 10930

  Welcome home to TIMBER RIDGE! This bright and beautifully updated 3-bedroom, 2-bath rental located in the desirable Town of Woodbury—offering exclusive access to Woodbury Recreation, including parks, pools, lakes, and community amenities. This home features an open and inviting layout, a large eat-in kitchen, and comfortable living spaces perfect for relaxing or entertaining. Enjoy the

  Jackie Siracuse Absolute Real Estate of NY Inc

  36 Sycamore Ct, Highland Mills, NY 10930
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  $335,000 Sold May 22, 2025

  49 Smith Clove Rd, Central Valley, NY 10917

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1926

  Last Sold Summary

  • 14% Below List Price
  • $215/SF
  • 30 Days On Market

  Current Estimated Value $359,477

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty

  49 Smith Clove Rd, Central Valley, NY 10917
• 

  Est $868,904 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,854 Sq Ft

  303 Harriman Heights Rd, Monroe, NY 10950

  303 Harriman Heights Rd, Monroe, NY 10950
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  /38

  $678,999

  • 3 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  35 Depalma Dr, Highland Mills, NY 10930

  Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and

  Eliezer Safdie Sage Realty Center LLC

  35 Depalma Dr, Highland Mills, NY 10930
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  /32

  $2,850 per month

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft
  • House for Rent

  12 Revere Rd, Monroe, NY 10950

  Experience comfort and elegance in this beautifully maintained home, offering an impressive blend of space, natural light, and refined condition throughout. Every room benefits from abundant sunlight, enhancing the warm and welcoming atmosphere. The home features a well-designed layout with 3 BATHS , providing exceptional convenience and flexibility for daily living.With its pristine

  Joseph Rosenfeld Flag Realty Group

  12 Revere Rd, Monroe, NY 10950
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  $625,000 Sold Feb 11, 2025

  37 Melody Ln, Harriman, NY 10926

  • 4 Beds
  • 3.5 Baths
  • 2,681 Sq Ft
  • Built 1998

  Last Sold Summary

  • $233/SF
  • 52 Days On Market

  Current Estimated Value $650,388

  Last Listing Agent Pia Hutton Annettes Realty Corp

  37 Melody Ln, Harriman, NY 10926
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  Est $886,597 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,388 Sq Ft

  282 Spring St, Monroe, NY 10950

  282 Spring St, Monroe, NY 10950
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  /40

  $799,900

  • 5 Beds
  • 5 Baths
  • 4,089 Sq Ft

  20 Bernadette Way, Washingtonville, NY 10992

  Welcome to a one of a kind opportunity in the heart of Washingtonville. This expansive raised ranch with a stunning two story contemporary addition offers the perfect blend of space, style, and flexibility. With five bedrooms and four full baths this property is ideal for multi generational living or as an income producing multi unit setup. The home showcases gourmet kitchens with granite

  Anesha Nesbitt eXp Realty

  20 Bernadette Way, Washingtonville, NY 10992
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  /13

  $2,600 per month

  • 4 Beds
  • 1 Bath
  • 1,126 Sq Ft
  • House for Rent

  27 Sunny Ln, Highland Mills, NY 10930

  A Beautiful home, with 4 bedrooms and 1 full bath on a very quiet road, very safe for children to play outside, close to shops and transportation. Great Monroe Woodbury School.

  Hershel Mittelman The Middleman Team

  27 Sunny Ln, Highland Mills, NY 10930
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  $499,000 Sold Apr 23, 2025

  69 Gilbert St, Monroe, NY 10950

  • 4 Beds
  • 1.5 Baths
  • 1,608 Sq Ft
  • Built 1913

  Last Sold Summary

  • $310/SF
  • 284 Days On Market

  Current Estimated Value $519,492

  Last Listing Agent Avi Samet Avion

  69 Gilbert St, Monroe, NY 10950
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  Est $941,247 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  10 Roanoke Dr, Monroe, NY 10950

  10 Roanoke Dr, Monroe, NY 10950
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  /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
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  /15

  $3,050 per month

  • 3 Beds
  • 2 Baths
  • 1,689 Sq Ft
  • House for Rent

  36 Swezey Place, Monroe, NY 10950

  Homes in this prime location are rarely available—this is a true grab!! Discover your dream rental in the heart of town!!! This charming residence boasts an abundance of extra space, according to your needs. Enjoy the convenience of being just moments away from all your shopping needs and local stores, making errands a breeze. Don't miss out on this incredible opportunity to live in a prime

  Joseph Rosenfeld Flag Realty Group

  36 Swezey Place, Monroe, NY 10950
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  $500,000 Sold Jun 30, 2025

  468 Hillside Rd, Monroe, NY 10950

  • 4 Beds
  • 2 Baths
  • 1,379 Sq Ft
  • Built 1952

  Last Sold Summary

  • 9% Below List Price
  • $363/SF
  • 108 Days On Market

  Current Estimated Value $492,025

  Last Listing Agent Katarina Ulcinova Coldwell Banker Realty

  468 Hillside Rd, Monroe, NY 10950
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  Est $444,952 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  17 Colony Dr, Monroe, NY 10950

  17 Colony Dr, Monroe, NY 10950
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  /35

  $999,999

  • 5 Beds
  • 3.5 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
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  /38

  $4,850 per month

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • House for Rent

  11 Heather Ridge, Highland Mills, NY 10930

  Welcome to your new home in the prestigious "Brigadoon" community! This meticulously maintained colonial offers impeccable touches throughout, with recent remodeling done in 2019. From crown molding to wainscoting, this home exudes elegance and charm. The gourmet kitchen is a chef's dream, featuring quartz counters, a walk-in pantry, and a double-sided fireplace that adds warmth and ambiance. The

  Jacob Fried Keller Williams Realty

  11 Heather Ridge, Highland Mills, NY 10930
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  $440,000 Sold Sep 24, 2025

  83 Woodcock Mtn Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $287/SF
  • 77 Days On Market

  Current Estimated Value $441,028

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  83 Woodcock Mtn Rd, Washingtonville, NY 10992
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  Est $896,409 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,779 Sq Ft

  55 Heather Ridge, Highland Mills, NY 10930

  55 Heather Ridge, Highland Mills, NY 10930
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  /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
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  /24

  $3,150 per month

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft
  • House for Rent

  4 Edgewood Dr, Central Valley, NY 10917

  Lovely colonial with wrap around porch waiting for new tenant. This home has 3 bedrooms, 1 1/2 Baths, newer kitchen, hardwood floors, and a one car garage. It is surrounded by a white picket fence adding to its charm. Close to world famous Woodbury Commons and transportation. Access to two recreational areas, swimming, picnicking etc.

  Carol Scully Keller Williams Realty

  4 Edgewood Dr, Central Valley, NY 10917
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  $447,000 Sold Jan 20, 2026

  2 Riverstone Ct, Highland Mills, NY 10930

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

  Last Sold Summary

  • 2% Above List Price
  • $285/SF
  • 122 Days On Market

  Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

  2 Riverstone Ct, Highland Mills, NY 10930
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  Est $853,210 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft

  121 Brigadoon Blvd, Highland Mills, NY 10930

  121 Brigadoon Blvd, Highland Mills, NY 10930
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  /11

  $579,000 Pending

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

  3 Carroll Dr, Highland Mills, NY 10930

  You won't believe your eyes! Come and see this stunning, newly renovated cozy house located in a quiet neighborhood, yet close to all community amenities and shopping areas. This property sits on nearly half an acre of land and features brand new stone countertops in the kitchen, which is designed with elegant spotlights throughout the house. The home boasts five oversized bedrooms, each with a

  Joel Basch eRealty Advisors, Inc

  3 Carroll Dr, Highland Mills, NY 10930
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  /17

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  250 Route 32 Unit 203, Central Valley, NY 10917

  Woodbury's Premier location, offering a brand new experience and construction detail in the heart of the Village. Enjoy walking to your favorite restaurants, NYC transportation, and most services for your every day needs. This beautifully designed 1 bedroom metro-styled apartment is located on the second floor of this multi-faceted building. Everything is fresh, light and ready to move in with

  Chris Scibelli Keller Williams Realty

  250 Route 32 Unit 203, Central Valley, NY 10917
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  $950,000 Sold Aug 08, 2025

  13 Montesi Dr, Woodbury, NY 10930

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 46 Days On Market

  Current Estimated Value $981,261

  Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

  13 Montesi Dr, Woodbury, NY 10930
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  Est $952,455 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft

  2 Alloway Crescent, Highland Mills, NY 10930

  2 Alloway Crescent, Highland Mills, NY 10930
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  /2

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  15 Prag Blvd Unit 411, Monroe, NY 10950

  Welcome to convenient living in the heart of Kiryas Joel. This home is perfect for growing families and anyone seeking seamless accessibility. The secure, elevator-accessed building ensures ease of movement, while the interior boasts a spacious, light-filled open floor plan. The unit features a generous 9 rooms, 5 bedrooms, and 3 full bathrooms, with a flexible layout offering 6 rooms on the

  Shalom Landau eRealty Advisors, Inc

  15 Prag Blvd Unit 411, Monroe, NY 10950
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  /34

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Property for Rent

  416 Silver Maples Dr, Harriman, NY 10926

  Commuter’s Dream! Spacious 3 Bedroom Home on a Quiet Corner Lot This beautifully updated 1,344 sq ft home offers central air, a brand new kitchen, new floors, and all-new major appliances, including a refrigerator, stove, dishwasher, and washer & dryer. The extra-large eat-in kitchen opens into a spacious living room, ideal for relaxing or entertaining. The primary suite features a walk-in closet

  James Fox Howard Hanna Rand Realty

  416 Silver Maples Dr, Harriman, NY 10926
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  $435,000 Sold Jul 15, 2025

  98 Orrs Mills Rd, Salisbury Mills, NY 12577

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 1946

  Last Sold Summary

  • 1% Below List Price
  • $327/SF
  • 34 Days On Market

  Current Estimated Value $453,378

  Last Listing Agent Jamie Aisenstat Serhant LLC

  98 Orrs Mills Rd, Salisbury Mills, NY 12577
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  Est $731,252 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,533 Sq Ft

  6 Alloway Crescent, Highland Mills, NY 10930

  6 Alloway Crescent, Highland Mills, NY 10930
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  /12

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  30 Sycamore Ct, Highland Mills, NY 10930

  Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the

  Danielle Riggs Keller Williams Hudson Valley

  30 Sycamore Ct, Highland Mills, NY 10930
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  /17

  $3,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • House for Rent

  3 Highview Ct, Highland Mills, NY 10930

  Well-maintained home in Highland Mills featuring a spacious layout with bright living areas, a large eat in kitchen, and comfortable bedrooms. Brand new carpeting throughout. Large windows bring in plenty of natural light, creating a warm and inviting feel throughout. Enjoy a private deck and peaceful setting just minutes from Woodbury Commons, Route 32, and the NYS Thruway.The kitchen

  Kristen Velez RE/MAX Benchmark Realty Group

  3 Highview Ct, Highland Mills, NY 10930
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  /46

  $104,000 Sold Apr 30, 2025

  1 Tulip Ct, Woodbury, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $95/SF
  • 153 Days On Market

  Last Listing Agent Mary Hovanec ELLIOTT AND POMEROY INC

  1 Tulip Ct, Woodbury, NY 10930
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  Est $779,106 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,930 Sq Ft

  19 Heather Ridge, Highland Mills, NY 10930

  19 Heather Ridge, Highland Mills, NY 10930
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  /48

  $780,000

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  115 Brigadoon Blvd, Highland Mills, NY 10930

  wow! welcome to this stunning beautiful colonial on brigadoon blvd! this charming home is a dream come true for those seeking comfort, style, and functionality for living or entertaining! by entering the house, you'll step into a stunning big foyer that WOWS you with its elegance and grandeur! the foyer sets the tone for the beautiful home with its tasteful design and flow into the rest of the

  Yakov Winkler Preferred Properties Real Esta

  115 Brigadoon Blvd, Highland Mills, NY 10930
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  /3

  $2,600 per month

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  16 Jmd Dr, Monroe, NY 10950

  If you have been searching for a one level, large private rental in lower orange county which is private but not isolated you have found your new home. This spacious 2 bedroom, 2 full bath unit with expansive eat in kitchen and dining area. This rental also features a huge living room, laundry many closets, and a front porch overlooking a private pond. This rental is part of an estate on 34

  Richard Wawrynek Howard Hanna Rand Realty

  16 Jmd Dr, Monroe, NY 10950
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  $520,000 Sold Jul 14, 2025

  24 Pleasant Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • $340/SF
  • 19 Days On Market

  Current Estimated Value $528,125

  Last Listing Agent Claudia Lepore Keller Williams Realty

  24 Pleasant Dr, Highland Mills, NY 10930
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  Est $855,228 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,056 Sq Ft

  20 Alloway Crescent, Highland Mills, NY 10930

  20 Alloway Crescent, Highland Mills, NY 10930

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