Highland Mills, NY Homes

• 

  $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 $389,782

  Last Listing Agent Soleenne Desravines-Lafontant Exit Realty Connections

  20 Woodbine Dr, Highland Mills, NY 10930
• 

  Est $317,329 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

  • 11% Above List Price
  • $286/SF
  • 18 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Edward Scully ARC Realty 1 in Sales
• 

  

  

  /22

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,702 Sq Ft

  4 Stillman Wye, 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 10-foot ceilings, 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

  Dovid Hoffman MK Realty Inc

  4 Stillman Wye, Monroe, NY 10950
• 

  $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 $327,385 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

  • 6% Above List Price
  • $286/SF
  • 41 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Nathalie Sessoms Howard Hanna Rand Realty
• 

  

  /9

  $225,900 Pending

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

  15 Redwood Dr, Highland Mills, NY 10930

  Step into this inviting home, where the open-concept main level creates the perfect setting for both everyday living and entertaining. The living room with fireplace, dining area, and kitchen flow seamlessly together, with sliding doors opening to your balcony—ideal for morning coffee or evening relaxation. A convenient half bath and storage complete the first floor. Upstairs, you’ll find two

  Desiree Beecham River Realty Services, Inc.

  15 Redwood Dr, Highland Mills, NY 10930
• 

  $565,000 Sold Jul 10, 2025

  14 Jill Rd, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $284/SF
  • 24 Days On Market

  Current Estimated Value $576,454

  Last Listing Agent Helene Spear Keller Williams Realty

  14 Jill Rd, Highland Mills, NY 10930
• 

  Est $318,512 Not Listed For Sale

  1705 Rosewood Ct, Highland Mills, NY 10930

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

  1705 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 20% Above List Price
  • $244/SF
  • 41 Days On Market

  Last Sold Price $264,900

  Last Listing Agent Chris Scibelli Keller Williams Realty
• 

  /2

  $269,888

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  2 Lexington Hill Unit 12, Harriman, NY 10926

  VACANT, LOCKBOX, EASY TO SHOW.....CONDO- 1,000 SQ. FT.- 2 BED-2 BATH WITH LAUNDRY IN UNIT LOTS OF PARKING ON TOP FLOOR WITH GREAT VIEWS.....Low taxes and only $500/Month maintenance fee. Beautiful location with a comfortable and functional layout, perfect for modern living. Featuring two full bathrooms, the home is thoughtfully designed to provide both convenience and privacy. The spacious

  Joseph Lombardo LOMBARDO HOMES & ESTATES

  2 Lexington Hill Unit 12, Harriman, NY 10926
• 

  $630,000 Sold May 30, 2025

  425 Stage Rd, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 68 Days On Market

  Current Estimated Value $639,825

  Last Listing Agent Richard Wawrynek Howard Hanna Rand Realty

  425 Stage Rd, Monroe, NY 10950
• 

  Est $321,211 Not Listed For Sale

  1903 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 1990

  1903 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 7% Above List Price
  • $276/SF
  • 24 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty
• 

  

  /46

  $905,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  EXQUISITE home has a feature list that is three pages long!The decorator touches, the elegance and sophistication, evident in every room. The foyer welcomes guests with its soaring, vaulted ceiling, large Palladium window, dramatic chandelier, inlaid wood floor with medallion, upgraded staircase, and custom picture moldings! You’ll look forward to retreating to your private sanctuary. The

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
• 

  $151,000 Sold Sep 11, 2025

  167/171 Route 17s, Hillburn, NY 10953

  • Land
  • 0.32 Acre
  • $471,875 per Acre

  Last Sold Summary

  • 4% Above List Price
  • 35 Days On Market

  Last Listing Agent Kevin L. Brentnall Howard Hanna Rand Realty

  167/171 Route 17s, Hillburn, NY 10953
• 

  Est $638,671 Not Listed For Sale

  6 Liberty Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1998

  6 Liberty Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 10% Above List Price
  • $298/SF
  • 26 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /28

  $315,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  1 Whippoorwill Trail, Monroe, NY 10950

  Quiet spot at the end of a short "trail"! 1/2 circle driveway is paved giving more parking, & closer to the entrance! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! The deck is partially under a roof to be enjoyed even in the rain! There are 2 bedrooms & a small extra room, sunroom, living room, & fireplace to

  Kathy Dawson Howard Hanna Rand Realty

  1 Whippoorwill Trail, Monroe, NY 10950
• 

  $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 $902,067

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
• 

  Est $636,641 Not Listed For Sale

  2 Liberty Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1997

  2 Liberty Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 10% Above List Price
  • $298/SF
  • 13 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Catherine Eichner Eichner Realty Group Inc.
• 

  

  /50

  $599,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,804 Sq Ft

  55 High St, Monroe, NY 10950

  A rare opportunity knocks in the village of Monroe! This outstanding two-family home has been thoughtfully upgraded and meticulously maintained by the current owner for nearly 30 years but now it’s ready for someone new to take advantage of its incredible potential. Perfect for multigenerational living or as an investment property, you can live in one unit while enjoying the benefit of the solid

  Laurel Lustgarten Howard Hanna Rand Realty

  55 High St, Monroe, NY 10950
• 

  $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 $668,689

  Last Listing Agent David Kraus MK Realty Inc

  11 Whitman Place, Monroe, NY 10950
• 

  Est $656,290 Not Listed For Sale

  38 Liberty Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft
  • Built 1995

  38 Liberty Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 18% Above List Price
  • $222/SF
  • 29 Days On Market

  Last Sold Price $558,500

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
• 

  

  /29

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,898 Sq Ft

  8 Adelaide Ln, Washingtonville, NY 10992

  Located in Mt. View Estates, this charming split-level home combines functional design with an unbeatable commuter location. Situated on a spacious corner lot, the property offers both curb appeal and privacy, all while framing MOUNTAIN VIEWS that you can enjoy from your own backyard. Whether you are looking for a "move-in ready" feel or a "commuter's dream," this layout delivers on

  Kathy Eubanks Keller Williams Realty

  8 Adelaide Ln, Washingtonville, NY 10992
• 

  $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 $436,860

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc

  27 Forshee St, Monroe, NY 10950
• 

  Est $703,776 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

  • 6% Above List Price
  • $248/SF
  • 94 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Tamara LaBarbera Howard Hanna Rand Realty
• 

  

  /38

  $879,000

  • 2 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  12 Strawberry Ln, Monroe, NY 10950

  LAND VALUE!!! This property is zoned to build two new homes on it!! Or you can enjoy the charm of the existing home. THIS LAND OFFERS BREATHTAKING SUNSET VIEWS!Description of current 'move in ready' updated home: The main level features 2 bedrooms, 1.5 bath, a spacious living room, a formal dining room, and a kitchen. The lower level provides a family room, a laundry room with a washer and

  Sharon Kushner eXp Realty

  12 Strawberry Ln, Monroe, NY 10950
• 

  $146,288 Sold Jul 03, 2025

  10 Edgewood Trail, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  Last Sold Summary

  • 35% Below List Price
  • $160/SF
  • 155 Days On Market

  Current Estimated Value $255,667

  Last Listing Agent TALIAH KARIM TK Real Estate Group, Inc

  

  10 Edgewood Trail, Monroe, NY 10950
• 

  Est $567,503 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

  • 5% Above List Price
  • $295/SF
  • 34 Days On Market

  Last Sold Price $538,000

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
• 

  

  /30

  $265,000

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  14 Lexington Hill Unit 3, Harriman, NY 10926

  Welcome to Lexington Hills in Harriman, NY - where comfort meets convenience. This 2-bedroom, 2 full-bath condo offers effortless one-level living with a bright, open-concept layout perfect for both everyday living and entertaining.The living and dining area flows seamlessly, filled with natural light and complemented by a private balcony ideal for morning coffee or evening relaxation. The

  Lauren Kelly Howard Hanna Rand Realty

  14 Lexington Hill Unit 3, Harriman, NY 10926
• 

  $270,000 Sold Sep 16, 2025

  110 Mineral Springs Rd, Highland Mills, NY 10930

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1932

  Last Sold Summary

  • 10% Below List Price
  • $232/SF
  • 57 Days On Market

  Current Estimated Value $301,857

  Last Listing Agent Kelly Beary Keller Williams Realty

  110 Mineral Springs Rd, Highland Mills, NY 10930
• 

  Est $642,948 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

  • 5% Above List Price
  • $294/SF
  • 3 Days On Market

  Last Sold Price $615,000

  Last Listing Agent Steve Moreau Tactical Realty LLC
• 

  

  /21

  $449,500 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,667 Sq Ft

  35 Midland Ave, Central Valley, NY 10917

  Woodbury location, Central Valley area, near everything! A must see Ranch in charming section of the Town of Woodbury with unlimited potential. This lovely, older ranch is within walking distance to the Community Pool, Tennis and Recreation. Offering 3 bedrooms, 1.5 Baths and hardwod floors throughout, under the carpeting. Lovely Living Room with fireplace and Dining Area all flow together.

  Maryann Tercasio Howard Hanna Rand Realty

  35 Midland Ave, Central Valley, NY 10917
• 

  $425,000 Sold Jul 31, 2025

  21 James Rd, Monroe, NY 10950

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $386/SF
  • 35 Days On Market

  Current Estimated Value $432,252

  Last Listing Agent Vivienne Cerrati Howard Hanna Rand Realty

  21 James Rd, Monroe, NY 10950
• 

  Est $664,513 Not Listed For Sale

  6 Lexington Ave, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 1992

  6 Lexington Ave, Highland Mills, NY 10930

  Last Sold Summary

  • 15% Above List Price
  • $279/SF
  • 12 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
• 

  

  /22

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  11 Cunningham Dr, Monroe, NY 10950

  Welcome to 11 Cunningham!This beautifully updated home offers 1,380 sq. ft. of living space on each floor, with a thoughtful layout that invites you in from the moment you step inside.The main level features a newly renovated kitchen and dining area, a spacious living room with a charming fireplace, three generously sized bedrooms, and a full bathroom. The primary bedroom has its own full

  Moses Schreiber MS Realty Group USA, Inc

  11 Cunningham Dr, Monroe, NY 10950
• 

  

  /34

  $475,000 Sold Nov 25, 2025

  20 Amy Rd, Washingtonville, NY 10992

  • 4 Beds
  • 2 Baths
  • 1,662 Sq Ft
  • Built 1981

  Last Sold Summary

  • 14% Below List Price
  • $286/SF
  • 39 Days On Market

  Current Estimated Value $486,545

  Last Listing Agent Scott Alvarez REMAX Solutions

  20 Amy Rd, Washingtonville, NY 10992
• 

  Est $686,159 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

  • 3% Above List Price
  • $273/SF
  • 30 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty
• 

  

  /6

  $775,000 Pending

  • 8 Beds
  • 3 Baths
  • 2,380 Sq Ft

  30 Trout Brook Rd, Highland Mills, NY 10930

  Spacious 3-unit multifamily ranch located in the desirable Village of Woodbury within the Cornwall School District—an excellent opportunity for investors or end-users seeking rental income and long-term upside. Offering approximately 2,380 SF on a level 1.60-acre lot, this property features a total of 8 bedrooms and 3 baths across three units, including two 3-bedroom apartments and one 2-bedroom

  Sarah Schwartz Rodeo Realty Inc

  30 Trout Brook Rd, Highland Mills, NY 10930
• 

  $497,000 Sold Jul 28, 2025

  25 Marc Terrace, Monroe, NY 10950

  • 5 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1960

  Last Sold Summary

  • 14% Below List Price
  • $295/SF
  • 143 Days On Market

  Current Estimated Value $509,129

  Last Listing Agent Isaac Rottenberg Realty Blue Corp

  25 Marc Terrace, Monroe, NY 10950
• 

  Est $466,638 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

  • 42% Above List Price
  • $246/SF
  • 10 Days On Market

  Last Sold Price $327,500

  Last Listing Agent Shlomo Epstein eRealty Advisors, Inc
• 

  

  /34

  $585,000

  • 4 Beds
  • 1.5 Baths
  • 2,191 Sq Ft

  165 Round Hill Rd, Washingtonville, NY 10992

  Welcome to 165 Round Hill Road, a beautiful traditional home set on a peaceful acre with mountain views that never get old. From the moment you arrive, you'll feel the care and history that's been poured into this home over the years. Inside, you'll find many original details that add character and warmth, including parquet flooring and stained glass windows flanking the front door. The family

  Victoria Wander Divine Realty NY, LLC

  165 Round Hill Rd, Washingtonville, NY 10992
• 

  $380,000 Sold Jul 26, 2025

  45 Mtn Lodge Rd, Washingtonville, NY 10992

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $396/SF
  • 75 Days On Market

  Current Estimated Value $388,156

  Last Listing Agent Elsie Nunez Keller Williams Realty

  45 Mtn Lodge Rd, Washingtonville, NY 10992

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