Highland Mills, NY Homes

• 

  

  

  /46

  $839,900

  $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 3,013 Sq Ft

  3 Nova Dr, Cornwall, NY 12518

  Welcome to 3 Nova Drive... A stunning center hall Colonial nestled on a private 4.4-acre corner lot in the award-winning Cornwall School District. Offering over 3,000 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath home perfectly blends timeless elegance with modern upgrades. A grand two-story entry sets the tone as you step inside, leading to a spacious and inviting

  Jennifer Gold RE/MAX Benchmark Realty Group

  3 Nova Dr, Cornwall, NY 12518
• 

  $410,000

  Sold Nov 17, 2025

  26 Revere Rd, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Above List Price
  • $277/SF
  • 36 Days On Market

  Current Estimated Value $416,589

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  26 Revere Rd, Monroe, NY 10950
• 

  Est $487,858

  Not Listed For Sale

  5 Fox Meadow Dr, Highland Mills, NY 10930

  • 3 Beds
  • 3.5 Baths
  • 1,505 Sq Ft
  • Built 1993

  5 Fox Meadow Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Cecilia Norbert Direct Choice Realty
• 

  

  

  /22

  $799,000

  Pending

  • 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 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

  4 Stillman Wye, Monroe, NY 10950
• 

  $560,000

  Sold Oct 10, 2025

  111 Felter Hill Rd, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Above List Price
  • $286/SF
  • 32 Days On Market

  Current Estimated Value $576,733

  Last Listing Agent Windy Rosengart Stonehaven Properties

  111 Felter Hill Rd, Monroe, NY 10950
• 

  Est $423,851

  Not Listed For Sale

  5 Larch Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1993

  5 Larch Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 111 Days On Market

  Last Listing Agent Jacob Fried Keller Williams Realty
• 

  

  /47

  $575,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  24 Summit Ave, Harriman, NY 10926

  Welcome home to 24 Summit Avenue, a masterfully restored 1931 Colonial that seamlessly blends classic architectural charm with modern, high-end luxury. Situated on a sprawling 0.40-acre lot in a highly desirable Harriman neighborhood, this turnkey residence offers the perfect footprint for modern living within the top-tier Monroe-Woodbury School District.First Floor - Chef's dream and cozy

  ANNA BUCKLEY NexLvl Real Estate Inc.

  24 Summit Ave, Harriman, NY 10926
• 

  $385,000

  Sold Mar 12, 2026

  241 Smith Clove Rd, Highland Mills, NY 10930

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  Last Sold Summary

  • 14% Below List Price
  • $385/SF
  • 470 Days On Market

  Current Estimated Value $390,900

  Last Listing Agent Karin Poggio HomeSmart Homes & Estates

  241 Smith Clove Rd, Highland Mills, NY 10930
• 

  Est $588,838

  Not Listed For Sale

  10 Jackson St, Highland Mills, NY 10930

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

  10 Jackson St, Highland Mills, NY 10930

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Esther Schwimmer Rock Realty Group USA Inc
• 

  

  /50

  $618,450

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  15 Overlook Dr, Highland Mills, NY 10930

  Set on a beautiful, private and quiet street in Woodbury, this unique 3-bedroom, 2-bath home offers 2,144 sq. ft. of living space with plenty of character inside and out and warm cedar cathedral ceilings extending through the main level and bedrooms. The main level features a spacious living room with a built-in bar, brick fireplace and loft above. A few steps up are all three bedrooms and a full

  Abraham Schwartz Priority Management

  15 Overlook Dr, Highland Mills, NY 10930
• 

  $415,000

  Sold Apr 28, 2026

  534 High St, Monroe, NY 10950

  • 4 Beds
  • 1.5 Baths
  • 1,792 Sq Ft
  • Built 1974

  Last Sold Summary

  • 19% Above List Price
  • $232/SF
  • 23 Days On Market

  Current Estimated Value $440,689

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

  534 High St, Monroe, NY 10950
• 

  Est $594,034

  Not Listed For Sale

  5 Jones Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 1974

  5 Jones Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Chaya Weiss Rock Realty Group USA Inc
• 

  

  /25

  $319,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  15 Arcadian Trail, Monroe, NY 10950

  Welcome to this charming home in Monroe, located in the sought-after Washingtonville School District. This 2-bedroom, 2-bathroom home also features an additional room, perfect for a guest room or home office. The open-concept layout offers plenty of natural light, hardwood floors, recessed lighting, and freshly painted interiors throughout. The kitchen features stainless steel appliances, granite

  Courtney Tablante Keller Williams Realty

  15 Arcadian Trail, Monroe, NY 10950
• 

  $580,000

  Sold Jul 17, 2026

  31 Sunset Terrace, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $309/SF
  • 25 Days On Market

  Current Estimated Value $570,541

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty

  31 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $557,033

  Not Listed For Sale

  7 Van Buren Ct, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,943 Sq Ft
  • Built 1976

  7 Van Buren Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty
• 

  /2

  $726,000

  $23K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,877 Sq Ft

  36 Dallas Dr, Monroe, NY 10950

  A standout property with the kind of presence and potential that’s getting harder to find. The setting, the layout, and the overall feel come together in a way that creates real upside.Strong positioning, great energy, and endless possibilities for the right buyer. Whether you're looking to secure something now or thinking long term, this is the kind of deal worth looking at.Opportunities

  Moche Halpern Blooming Realty

  36 Dallas Dr, Monroe, NY 10950
• 

  $265,000

  Sold Oct 31, 2025

  15 Claremont Trail, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $270/SF
  • 66 Days On Market

  Current Estimated Value $258,026

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  15 Claremont Trail, Monroe, NY 10950
• 

  Est $655,046

  Not Listed For Sale

  9 Jackson St, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,130 Sq Ft
  • Built 1981

  9 Jackson St, Highland Mills, NY 10930

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent David Katina ESTMAX REALTY
• 

  

  /44

  $539,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,899 Sq Ft

  25 Birchwood Dr, Highland Mills, NY 10930

  Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in Highland Mills, filled with natural light and lovingly cared for by its owners. Offering spacious living areas, generously sized bedrooms, a finished basement, and plenty of room inside and out, this home is designed for comfortable everyday living.The kitchen features butcher block countertops, a quartz island, and an

  Claudia Correa Century 21 Full Service Realty

  25 Birchwood Dr, Highland Mills, NY 10930
• 

  $450,000

  Sold Dec 11, 2025

  25 Summit Ave, Central Valley, NY 10917

  • 4 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1910

  Last Sold Summary

  • $211/SF
  • 30 Days On Market

  Current Estimated Value $478,529

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  25 Summit Ave, Central Valley, NY 10917
• 

  Est $471,789

  Not Listed For Sale

  8 Linden Dr, Highland Mills, NY 10930

  • 3 Beds
  • 3.5 Baths
  • 2,426 Sq Ft
  • Built 1984

  8 Linden Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Anna Farish Howard Hanna Rand Realty
• 

  

  /20

  $339,999

  $35K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,302 Sq Ft

  12 Cascade Trail, Monroe, NY 10950

  Escape to your own private woodland retreat with this beautifully renovated year-round home in Mountain Lodge Park. Surrounded by mature trees and offering a true cabin-like feel, this charming property combines rustic character with modern conveniences.Inside, you'll find two generously sized bedrooms and a stunning newly renovated full bathroom featuring double rainfall shower heads for

  Jennifer Rivera Keller Williams Realty

  12 Cascade Trail, Monroe, NY 10950
• 

  $250,000

  Sold Jan 02, 2026

  5 Lexington Hill Unit 3, Harriman, NY 10926

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

  Last Sold Summary

  • $263/SF
  • 50 Days On Market

  Current Estimated Value $254,547

  Last Listing Agent Kirk German HomeSmart Homes & Estates

  5 Lexington Hill Unit 3, Harriman, NY 10926
• 

  Est $346,025

  Not Listed For Sale

  28 Linden Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft
  • Built 1984

  28 Linden Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Candace Evans Redfin Real Estate
• 

  

  /36

  $695,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  43 Duelk Ave, Monroe, NY 10950

  Welcome to 43 Duelk Ave in Monroe, NY—a spacious split-level home offering comfort, functionality, and convenience. This well-maintained property features 4 bedrooms and 1.5 bathrooms, making it ideal for a variety of living arrangements. The first level includes a cozy family room, a versatile bedroom or home office, and a convenient half bath. Upstairs, you'll find a bright and inviting living

  Marie Altieri Howard Hanna Rand Realty

  43 Duelk Ave, Monroe, NY 10950
• 

  $835,000

  Sold Apr 02, 2026

  100 Pleasant Hill Rd, New Windsor, NY 12553

  • 6 Beds
  • 5 Baths
  • 4,522 Sq Ft
  • Built 1850

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 301 Days On Market

  Current Estimated Value $842,852

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553
• 

  Est $403,323

  Not Listed For Sale

  36 Sycamore Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1986

  36 Sycamore Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Roxanne Hartman Timothy W. Kramer
• 

  

  /15

  $329,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  81 Lois Ln, Monroe, NY 10950

  Welcome to this beautifully maintained 2-bedroom, 1.5 bathroom end-unit townhouse in the desirable Pine Ridge community! This move-in ready home offers the perfect blend of comfort, style, and low-maintenance living. Enjoy an open flow with abundant natural light from the additional end-unit windows. Community amenities feature a refreshing swimming pool, while the HOA handles exterior

  Jayne M. Prechtel Keller Williams Valley Realty

  81 Lois Ln, Monroe, NY 10950
• 

  $905,000

  Sold Jun 18, 2026

  21 Bull Mine Rd, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $246/SF
  • 44 Days On Market

  Current Estimated Value $912,426

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
• 

  Est $358,316

  Not Listed For Sale

  35 Sycamore Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Built 1986

  35 Sycamore Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty
• 

  

  /49

  $329,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,902 Sq Ft

  2 Echo Trail, Monroe, NY 10950

  Welcome to this charming 3-bedroom colonial home, offering comfort and modern updates throughout. The home features three nicely sized bedrooms filled with natural light and ample closet space.The main level includes a spacious kitchen and a large dining/living room, perfect for everyday living and entertaining. A bright home office with a cozy fireplace adds warmth and character to the

  Avi Samet Avion

  2 Echo Trail, Monroe, NY 10950
• 

  $500,000

  Sold Jun 15, 2026

  26 Silas Seaman St Unit 85, Monroe, NY 10950

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft
  • Built 2011

  Last Sold Summary

  • 2% Above List Price
  • $231/SF
  • 194 Days On Market

  Current Estimated Value $498,562

  Last Listing Agent Jonathan Minerick HomeCoin.com

  26 Silas Seaman St Unit 85, Monroe, NY 10950
• 

  Est $499,119

  Not Listed For Sale

  2 Ironwood Dr, Highland Mills, NY 10930

  • 4 Beds
  • 3.5 Baths
  • 1,812 Sq Ft
  • Built 1984

  2 Ironwood Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty
• 

  

  /5

  $225,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 947 Sq Ft

  23 Grandview Trail, Monroe, NY 10950

  Surrounded by nature in Mountain Lodge Park, this charming 1-bedroom home offers a peaceful setting without sacrificing convenience. The private backyard, framed by mature trees, provides the perfect place to relax, entertain, or simply enjoy the tranquility of the outdoors. Inside, you'll find a functional single-level layout featuring a first-floor bedroom and full bath, forced-air heat, a

  Martin Remo RE/MAX Prime Properties

  23 Grandview Trail, Monroe, NY 10950
• 

  $527,000

  Sold Sep 11, 2026

  11 Hunter St, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,923 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Below List Price
  • $274/SF
  • 43 Days On Market

  Current Estimated Value $535,505

  Last Listing Agent Robert Mahling Howard Hanna Rand Realty

  11 Hunter St, Highland Mills, NY 10930
• 

  Est $402,217

  Not Listed For Sale

  24 Sycamore Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1986

  24 Sycamore Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Joanne Finochio Howard Hanna Rand Realty
• 

  

  /28

  $310,000

  $5K PRICE DROP Pending

  • 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
• 

  $565,000

  Sold Jan 05, 2026

  17 Half Hollow, Monroe, NY 10950

  • 4 Beds
  • 1.5 Baths
  • 1,765 Sq Ft
  • Built 1982

  Last Sold Summary

  • 14% Below List Price
  • $320/SF
  • 30 Days On Market

  Current Estimated Value $572,178

  Last Listing Agent Joel Basch eRealty Advisors, Inc

  17 Half Hollow, Monroe, NY 10950
• 

  Est $453,487

  Not Listed For Sale

  64 Timber Trail, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 1985

  64 Timber Trail, Highland Mills, NY 10930

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Lynda Hoss Weichert Realtors
• 

  

  /22

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit KEY995983, Modena, NY 12525

  Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

  JoAnn Ellis Summerset Realty

  0 Route 32 S Unit KEY995983, Modena, NY 12525

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