Highland Mills, NY Homes

• 

  

  

  /43

  $779,000

  • 4 Beds
  • 3 Baths
  • 3,744 Sq Ft

  3 Maidstone Ln, Monroe, NY 10950

  3 Maidstone offers a spacious, well-kept layout in excellent condition, filled with natural light, large sunny windows, and beautiful flooring. The first floor features a bright dining room, a large living room, a huge kitchen with granite countertops and a center island, an office room, a bonus room, and 1 bath. Upstairs, 4 comfortable bedrooms and 2 upgraded bathrooms. The home also includes

  Joel Lowy MS Realty Group USA, Inc

  3 Maidstone Ln, Monroe, NY 10950
• 

  $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 $459,715

  Not Listed For Sale

  10 Plum Ct, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,505 Sq Ft
  • Built 1994

  10 Plum Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent JOHN SCARANO Keller Williams Realty
• 

  

  

  /29

  $529,000

  $10K PRICE DROP Pending

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

  11 Hunter St, Highland Mills, NY 10930

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home nestled in the heart of the picturesque Hudson Valley! Offering the perfect blend of comfort, functionality, and convenience, this inviting residence is ready for its next chapter.Step inside to find bright, spacious living areas, gleaming hardwood floors, a formal dining room perfect for gatherings, and a versatile

  Robert Mahling Howard Hanna Rand Realty

  11 Hunter St, Highland Mills, NY 10930
• 

  $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 $454,318

  Not Listed For Sale

  7 Helene Cir, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1993

  7 Helene Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 50 Days On Market

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

  /2

  $739,000

  $10K 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
• 

  $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 $890,335

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553
• 

  Est $430,444

  Not Listed For Sale

  27 Helene Cir, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1994

  27 Helene Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Christina Biagini Weichert Realtors
• 

  

  /44

  $539,000

  Open Sat 12PM - 3PM

  • 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 open

  Claudia Correa Century 21 Full Service Realty

  25 Birchwood Dr, Highland Mills, NY 10930
• 

  $1,700,000

  Sold Sep 08, 2025

  287 Woodcock Mountain Rd, Salisbury Mills, NY 12577

  • 5 Beds
  • 6.5 Baths
  • 7,024 Sq Ft
  • Built 2022

  Last Sold Summary

  • 19% Below List Price
  • $242/SF
  • 62 Days On Market

  Current Estimated Value $1,747,110

  Last Listing Agent Tyler Prokosch John J Lease REALTORS Inc

  287 Woodcock Mountain Rd, Salisbury Mills, NY 12577
• 

  Est $471,981

  Not Listed For Sale

  18 Helene Cir, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,505 Sq Ft
  • Built 1994

  18 Helene Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Joanne Cooper Howard Hanna Rand Realty
• 

  

  /20

  $349,999

  $25K 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 a

  Jennifer Rivera Keller Williams Realty

  12 Cascade Trail, 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 $914,613

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
• 

  Est $508,501

  Not Listed For Sale

  2 Helene Cir, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1993

  2 Helene Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Steven Brown Hudson Valley Realty & Busines
• 

  

  /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
• 

  $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 $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
• 

  

  /49

  $349,000

  • 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 home.

  Avi Samet Avion

  2 Echo Trail, Monroe, NY 10950
• 

  $500,000

  Sold Sep 19, 2025

  147 Barnes Rd, Washingtonville, NY 10992

  • 3 Beds
  • 1.5 Baths
  • 1,545 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $324/SF
  • 21 Days On Market

  Current Estimated Value $518,732

  Last Listing Agent Janet Rendle Weichert Realtors

  147 Barnes Rd, Washingtonville, NY 10992
• 

  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
• 

  

  /5

  $250,000

  • 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
• 

  $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 $443,797

  Not Listed For Sale

  1 Larch Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1993

  1 Larch Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent James Fox Howard Hanna Rand Realty
• 

  

  /47

  $569,000

  $60K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 1,994 Sq Ft

  36 Sands Point Rd, Washingtonville, NY 10992

  Stop overpaying for utilities. This upgraded ranch is built to save you money. Its standout feature is a premium Tesla solar shingle roof paired with a Dandelion geothermal system, delivering major energy efficiency and lowering bills. Installed in 2021 and fully owned (not leased), it’s a turnkey investment you can monitor from your phone. Located just 15 minutes from the Harriman train station,

  Julie Klein BHG Real Estate Green Team

  36 Sands Point Rd, Washingtonville, NY 10992
• 

  $222,600

  Sold Jul 16, 2026

  15 Redwood Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $160/SF
  • 160 Days On Market

  Current Estimated Value $304,160

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  15 Redwood Dr, Highland Mills, NY 10930
• 

  Est $440,712

  Not Listed For Sale

  24 Woodbine Dr, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,409 Sq Ft
  • Built 1993

  24 Woodbine Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Jason Dillon eXp Realty
• 

  

  /26

  $585,000

  $30K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  9 Reinheimer Rd, Monroe, NY 10950

  Set near the edge of Sterling Forest State Park, this thoughtfully renovated home offers a rare balance of privacy, natural surroundings, and everyday convenience. Currently functioning as a 3-bedroom home, the flexible layout provides options to suit a variety of needs while remaining just minutes from Monroe's shops, commuter routes, and amenities. Inside, large windows draw in natural light

  Monica Schwerberg Compass Greater NY, LLC

  9 Reinheimer Rd, Monroe, NY 10950
• 

  $680,000

  Sold Sep 29, 2025

  11 Mountain Park Rd, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Above List Price
  • $297/SF
  • 133 Days On Market

  Current Estimated Value $702,709

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty

  11 Mountain Park Rd, Monroe, NY 10950
• 

  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
• 

  

  /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
• 

  $329,000

  Sold Nov 12, 2025

  201 Ruby Ct, Highland Mills, NY 10930

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

  Last Sold Summary

  • $304/SF
  • 32 Days On Market

  Current Estimated Value $331,900

  Last Listing Agent Teresa Lauria Halo Realty Properties LLC

  201 Ruby Ct, Highland Mills, NY 10930
• 

  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
• 

  

  /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
• 

  $369,000

  Sold Sep 24, 2025

  71 Frank Ct, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $318/SF
  • 47 Days On Market

  Current Estimated Value $369,160

  Last Listing Agent Dennis Chiulli Dennis L Chiulli Realty Corp

  71 Frank Ct, Monroe, NY 10950
• 

  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

  $50,000

  $20K PRICE DROP

  • Land
  • 1,481 Sq Ft
  • $1,470,588 per Acre

  0 Lakes Rd Unit KEY1010824, Monroe Town, NY 10950

  Rare Walton Lake opportunity in Monroe. Private lakefront bay/access area with beautiful water views, concrete landing/patio area, and direct lake access. Ideal setting for relaxing by the water, launching a kayak, or enjoying the peaceful lakefront surroundings. Convenient Monroe location near local amenities. Buyer to verify lot size, ownership rights, lake rights, permitted uses, zoning,

  Joseph Rosenfeld Flag Realty Group

  0 Lakes Rd Unit KEY1010824, Monroe Town, NY 10950
• 

  $155,000

  Sold Feb 13, 2026

  26 Tanager Rd Unit 2603, Monroe, NY 10950

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $191/SF
  • 31 Days On Market

  Current Estimated Value $166,998

  Last Listing Agent Rosemarie Morello KW Hudson Valley United

  26 Tanager Rd Unit 2603, 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
• 

  

  /11

  $999,900

  Pending

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  12 Summit Trail, Monroe, NY 10950

  Not your typical property. Hidden within a scenic wooded setting, this one delivers space, privacy, and versatility on a completely different level. The expansive layout features oversized garage bays, large open exterior areas, long private driveway access, and a setting surrounded by nature in every direction. The combination of usable land and a substantial structure creates endless potential

  Moche Halpern Blooming Realty

  12 Summit Trail, Monroe, NY 10950

Showing Results 401 - 440, Page 11 of 18