17,981

Highland Mills, NY Homes

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  • /48

    $950,000

    • 5 Beds
    • 4 Baths
    • 3,154 Sq Ft

    43 Greenwich Ave, Central Valley, NY 10917

    Welcome to 43 Greenwich Avenue, a beautifully appointed 5-bedroom, 4-bath Colonial nestled in the highly sought-after Greens community of Central Valley. Offering over 3,100 square feet of living space, this home features a spacious and sun-filled layout, perfect for both everyday living and entertaining. The inviting family room showcases soaring ceilings, skylights, and a cozy fireplace, while

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (845) 205-7672

    43 Greenwich Ave, Central Valley, NY 10917
  • /40

    $5,500 Per Month

    • 5 Beds
    • 4 Baths
    • 4,615 Sq Ft
    • House for Rent

    108 Circle Dr, Monroe, NY 10950

    *****Rental price includes all furniture****** This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of living space on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, this home features three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The bedrooms are oversized including a

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 207-0678

    108 Circle Dr, Monroe, NY 10950
  • 59 Orchard Trail, Monroe, NY 10950

    $217,500 Sold Oct 28, 2025

    59 Orchard Trail, Monroe, NY 10950

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Built 1940

    Last Sold Summary

    • 9% Below List Price
    • $256/SF
    • 180 Days On Market

    Current Estimated Value $225,714

    Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

    59 Orchard Trail, Monroe, NY 10950
    • 12 Montesi Dr, Highland Mills, NY 10930

      Est $847,550 Not Listed For Sale

      12 Montesi Dr, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 3,304 Sq Ft
      • Built 2012
      12 Montesi Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 7% Above List Price
      • $241/SF
      • 24 Days On Market
      • Last Sold Price $795,000
      • Sep 21, 2023

      Last Listing Agent Mary Ann Mitchell eXp Realty

  • /40

    $569,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    42 Rutledge Ave, Highland Mills, NY 10930

    Welcome to your next chapter in Highland Mills NY — a stunning 4-bedroom, 3-bathroom beautifully maintained Bi-level home nestled on a peaceful cul-de-sac. With over 2,000 square feet of beautifully designed living space, this home features hardwood floors throughout. You will love the open floor plan that connects the Kitchen, Dining area and Living Room. The kitchen has lots of cabinetry and

    Agent Photo

    Beth Siciliano

    Weichert Realtors

    (845) 957-7607

    42 Rutledge Ave, Highland Mills, NY 10930
  • /15

    Starting at $783 Per Month

    • 1 Bed

    5 N Main St, Monroe, NY 10950

    Our Monroe apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient room plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Known for its heritage as the birthplace of Velveeta and Liederkranz cheeses, Monroe is the host each year of a popular Cheese Festival

    Monroe Commons

    (845) 604-9364

    5 N Main St, Monroe, NY 10950
  • 87 Barr Ln, Monroe, NY 10950

    $472,000 Sold Dec 30, 2025

    87 Barr Ln, Monroe, NY 10950

    • 3 Beds
    • 2.5 Baths
    • 1,671 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $282/SF
    • 26 Days On Market

    Current Estimated Value $485,045

    Last Listing Agent Robert Mahling Howard Hanna Rand Realty

    87 Barr Ln, Monroe, NY 10950
    • 1 Lexington Hill Unit 8, Harriman, NY 10926

      Est $241,191 Not Listed For Sale

      1 Lexington Hill Unit 8, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1985
      1 Lexington Hill Unit 8, Harriman, NY 10926

      Last Sold Summary

      • 3% Above List Price
      • $245/SF
      • 17 Days On Market
      • Last Sold Price $235,000
      • Aug 20, 2024

      Last Listing Agent Kamal Khan Charles Rutenberg Realty, Inc.

  • /34

    $469,000

    • 3 Beds
    • 3 Baths
    • 1,689 Sq Ft

    8 Laurel Ct, Highland Mills, NY 10930

    Welcome to this beautifully maintained end-unit townhouse in Highland Mills, offering the perfect blend of space, privacy, and modern updates. As an end unit, the home enjoys added natural light and enhanced privacy. Thoughtfully updated and well cared for, this property is ideal for buyers seeking low-maintenance living with high-end improvements. This 3-bedroom home features two spacious

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (845) 378-9879

    8 Laurel Ct, Highland Mills, NY 10930
  • /31

    $5,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,319 Sq Ft
    • House for Rent

    4 Millard Cir, Monroe, NY 10950

    Welcome to 4 Millard Circle, Monroe, NY, a beautifully renovated raised ranch located in the highly sought-after Monroe-Woodbury School District. This move-in ready home features an open-concept main level with a modern kitchen offering quartz countertops, a center island, and ample cabinet space. Hardwood floors run throughout the upper level, which includes three bedrooms, including a primary

    Agent Photo

    Ammar Iqbal

    eXp Realty

    (329) 208-2181

    4 Millard Cir, Monroe, NY 10950
  • 24 Summit Ave, Harriman, NY 10926

    $160,000 Sold Nov 12, 2025

    24 Summit Ave, Harriman, NY 10926

    • 4 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 1931

    Last Sold Summary

    • 36% Below List Price
    • $91/SF
    • 44 Days On Market

    Current Estimated Value $363,688

    Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

    24 Summit Ave, Harriman, NY 10926
    • 426 Maple Hill Dr, Cornwall, NY 12518

      Est $572,275 Not Listed For Sale

      426 Maple Hill Dr, Cornwall, NY 12518

      • 4 Beds
      • 3.5 Baths
      • 2,671 Sq Ft
      • Built 1965
      426 Maple Hill Dr, Cornwall, NY 12518

      Last Sold Summary

      • 4% Above List Price
      • $206/SF
      • 229 Days On Market
      • Last Sold Price $550,000
      • Feb 20, 2025

      Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  • /22

    $524,999

    • 3 Beds
    • 2.5 Baths
    • 1,671 Sq Ft

    11 Gillian Ct, Monroe, NY 10950

    Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 210-3865

    11 Gillian Ct, Monroe, NY 10950
  • /22

    Starting at $1,700 Per Month

    • 1 - 2 Beds

    205 Charlotte Ct, Central Valley, NY 10917

    1 and 2 bedroom apartment homes in Central Valley, NY. This community has great amenities including a pool and playground. Also included in the rent is heat and hot water. Woodbury Gardens is close to shopping and has great schools in the area. Our on site maintenance can help with any of your needs. Make Woodbury Gardens your next home!

    Woodbury Gardens

    (845) 237-3480

    205 Charlotte Ct, Central Valley, NY 10917
  • 93 Weygant Hill, Highland Mills, NY 10930

    $445,000 Sold Mar 18, 2026

    93 Weygant Hill, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1955

    Last Sold Summary

    • 11% Below List Price
    • $294/SF
    • 262 Days On Market

    Current Estimated Value $459,476

    Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

    93 Weygant Hill, Highland Mills, NY 10930
    • 19 Ethel Dr, Cornwall, NY 12518

      Not Listed For Sale

      19 Ethel Dr, Cornwall, NY 12518

      • 5 Beds
      • 3.5 Baths
      • 5,082 Sq Ft
      • Built 1992
      19 Ethel Dr, Cornwall, NY 12518

      Last Sold Summary

      • $323/SF
      • 198 Days On Market
      • Last Sold Price $1,640,000
      • May 10, 2023

      Last Listing Agent Alicia Goldman Christie's Int. Real Estate

  • /35

    $588,000

    • 2 Beds
    • 1 Bath
    • 1,224 Sq Ft

    17 Pine Hill Rd, Highland Mills, NY 10930

    Discover a unique opportunity to own a versatile, multi-use property offering space, privacy, and future potential. This move-in ready two-bedroom, one-bath ranch sits on 1.3 acres and features an open-concept layout where the kitchen flows seamlessly into the dining and living areas—ideal for everyday living and easy entertaining. What truly sets this property apart is the FULLY EQUIPPED

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    Luanne McGann

    Century 21 Full Service Realty

    (845) 868-4795

    17 Pine Hill Rd, Highland Mills, NY 10930
  • /32

    Starting at $1,750 Per Month

    • 1 - 2 Beds

    4 Brookside Dr E, Harriman, NY 10926

    Welcome to Brookside Garden apartments! A picturesque complex with beautiful landscape, Brookside Garden is a great place to call home. We have multiple floor plans for one and two bedroom apartments. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, private pool, maintenance and laundry facilities on property. Brookside Garden Apartments is within

    Brookside Garden Apartments

    (845) 614-9783

    4 Brookside Dr E, Harriman, NY 10926
  • 8 Lucky Ln, Washingtonville, NY 10992

    $565,000 Sold Sep 19, 2025

    8 Lucky Ln, Washingtonville, NY 10992

    • 4 Beds
    • 3.5 Baths
    • 2,284 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $247/SF
    • 57 Days On Market

    Current Estimated Value $579,696

    Last Listing Agent Agnes Milani Howard Hanna Rand Realty

    8 Lucky Ln, Washingtonville, NY 10992
    • Unlisted Address

      Est $631,887 Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 4 Baths
      • 2,770 Sq Ft
      • Built 1975
      Unlisted Address

      Last Sold Summary

      • 4% Above List Price
      • $220/SF
      • 57 Days On Market
      • Last Sold Price $610,000
      • Dec 05, 2024

      Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  • /47

    $3,999,999

    • 15 Beds
    • 28 Baths
    • 12,000 Sq Ft

    43 Freeland St, Monroe, NY 10950

    Multi-Use Investment Opportunity – Village of Monroe, NYApprox. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as

    Agent Photo

    Nazma Sooknanan

    Nazma Real Estate LLC

    (329) 236-2541

    43 Freeland St, Monroe, NY 10950
  • /20

    Starting at $1,850 Per Month

    • 1 - 3 Beds

    2 Lamplight Village Rd, Monroe, NY 10950

    Welcome to Lamplight Village apartments! Surrounded by woods, Lamplight Village offers a family friendly environment that is still close to great local shopping and NYC. We have multiple floor plans from studios to three bedroom townhomes. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, convenient parking, private pool, playground and laundry

    Lamplight Village Apartments

    (845) 614-9882

    2 Lamplight Village Rd, Monroe, NY 10950
  • 10 Damian Ct, Chester, NY 10918

    $1,225,000 Sold Apr 17, 2026

    10 Damian Ct, Chester, NY 10918

    • 11 Beds
    • 6.5 Baths
    • 4,327 Sq Ft
    • Built 2004

    Last Sold Summary

    • 11% Below List Price
    • $283/SF
    • 47 Days On Market

    Current Estimated Value $1,359,100

    Last Listing Agent Elimelech Kremer MS Realty Group USA, Inc

    10 Damian Ct, Chester, NY 10918
    • 4 Violet Dr, Highland Mills, NY 10930

      Not Listed For Sale

      4 Violet Dr, Highland Mills, NY 10930

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft
      • Built 1986
      4 Violet Dr, Highland Mills, NY 10930

      Last Sold Summary

      • $128/SF
      • 114 Days On Market
      • Last Sold Price $125,000
      • Oct 28, 2024

      Last Listing Agent Ivan Carvalho Exit Realty Connections

  • /36

    $650,000

    • 4 Beds
    • 3 Baths
    • 3,003 Sq Ft

    16 Mockingbird Ln, Washingtonville, NY 10992

    Welcome to this beautifully maintained Colonial, tucked away on a quiet, tree-lined street in Washingtonville. Surrounded by mature landscaping and perennial gardens, the backyard is a private retreat featuring an in-ground pool, hot tub, and patio—perfect for summer gatherings or peaceful evenings at home. Inside, timeless hardwood floors lead you through multiple inviting living spaces,

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    Cecilia Feng

    BHHS River Towns Real Estate

    (329) 213-1780

    16 Mockingbird Ln, Washingtonville, NY 10992
  • /20

    Starting at $1,800 Per Month

    • 1 - 2 Beds

    41 Harriman Woods Dr, Harriman, NY 10926

    Harriman Woods, a hamlet oasis, hidden in it’s own park, yet around the corner from the conveniences of retail and commuter access. One hour away from New York City via the New York State Thruway or Palisades-State Parkway, with a commuter bus stop at your door or jump on the train at the nearby station. Minutes away from local Hudson Valley recreation such as fishing, skiing, biking, farm

    Harriman Woods Apartments

    (845) 614-9401

    41 Harriman Woods Dr, Harriman, NY 10926
  • 106 Maple Ave, Monroe, NY 10950

    $550,000 Sold May 05, 2026

    106 Maple Ave, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 2,471 Sq Ft
    • Built 1900

    Last Sold Summary

    • 15% Below List Price
    • $223/SF
    • 181 Days On Market

    Current Estimated Value $547,711

    Last Listing Agent Vincent McAteer Terrie OConnor

    106 Maple Ave, Monroe, NY 10950
    • 7 Lexington Hill Unit 10, Harriman, NY 10926

      Est $250,096 Not Listed For Sale

      7 Lexington Hill Unit 10, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 1985
      7 Lexington Hill Unit 10, Harriman, NY 10926

      Last Sold Summary

      • 1% Above List Price
      • $257/SF
      • 20 Days On Market
      • Last Sold Price $247,500
      • May 31, 2024

      Last Listing Agent Janine Blandino Keller Williams Realty

  • /37

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,815 Sq Ft

    4 Woodland Cir N, Monroe, NY 10950

    Welcome to this charming 1940 brick home nestled among mature trees in the Mountain Lodge Park subdivision, located within the Washingtonville School District. This solid 3-bedroom, 1-bathroom residence blends classic construction with a peaceful, natural setting while remaining highly convenient to commuter routes like Interstate 87, Route 208, and Route 94. Situated just a short drive from

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (329) 210-5595

    4 Woodland Cir N, Monroe, NY 10950
  • /20

    $16,129

    Total Monthly Price

    • 5 Beds
    • 4 Baths
    • Condo for Rent

    321 Museum Village Rd Unit SI ID1466758P, Monroe, NY 10950

    The advertised rate of $16,130/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 24, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    (329) 208-3098

    321 Museum Village Rd Unit SI ID1466758P, Monroe, NY 10950
  • 305 Arlin Rd, Monroe, NY 10950

    $305,000 Sold Sep 27, 2025

    305 Arlin Rd, Monroe, NY 10950

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • Built 1986

    Last Sold Summary

    • $241/SF
    • 26 Days On Market

    Current Estimated Value $312,722

    Last Listing Agent Theresa Budich Howard Hanna Rand Realty

    305 Arlin Rd, Monroe, NY 10950
    • 16 Farm Ln, Washingtonville, NY 10992

      Not Listed For Sale

      16 Farm Ln, Washingtonville, NY 10992

      • 2 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 2004
      16 Farm Ln, Washingtonville, NY 10992

      Last Sold Summary

      • $55/SF
      • 68 Days On Market
      • Last Sold Price $60,000
      • Dec 27, 2023

      Last Listing Agent Lucia Montone Howard Hanna Rand Realty

  • /26

    $215,000

    • 3 Beds
    • 1 Bath
    • 856 Sq Ft

    17 Whippoorwill Trail, Monroe, NY 10950

    Opportunity is knocking! Unlock the potential in this 3-bedroom, 1-bath ranch nestled in a well-established rural setting! With the right updates, this home can truly shine. Enjoy a covered deck perfect for outdoor living and a finished basement that adds valuable flexible space. A fantastic opportunity for buyers ready to create something special—bring your vision and make it your own! This home

    Agent Photo

    Carole McCann

    Hudson Heritage Realty

    (329) 210-4613

    17 Whippoorwill Trail, Monroe, NY 10950
  • /20

    $6,248

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • Condo for Rent

    338 Clove Rd Unit SI ID1466547P, Monroe, NY 10950

    The advertised rate of $6,249/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 7, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (329) 213-1637

    338 Clove Rd Unit SI ID1466547P, Monroe, NY 10950
  • 512 High St, Monroe, NY 10950

    $460,000 Sold Jan 14, 2026

    512 High St, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1960

    Last Sold Summary

    • 8% Below List Price
    • $479/SF
    • 45 Days On Market

    Current Estimated Value $462,376

    Last Listing Agent Kewin Garabito eXp Realty

    512 High St, Monroe, NY 10950
    • 164 Democracy Ln, Washingtonville, NY 10992

      Not Listed For Sale

      164 Democracy Ln, Washingtonville, NY 10992

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 2002
      164 Democracy Ln, Washingtonville, NY 10992

      Last Sold Summary

      • $74/SF
      • 35 Days On Market
      • Last Sold Price $107,000
      • Feb 14, 2025

      Last Listing Agent Eileen Hughes Howard Hanna Rand Realty

  • /27

    $289,900

    • 3 Beds
    • 1 Bath
    • 876 Sq Ft

    28 Laurel Trail, Monroe, NY 10950

    Move right into this beautifully updated 3-bedroom ranch, where quality improvements and care are evident throughout. The inviting kitchen is a standout feature, designed with functionality and style in mind, featuring maple cabinets, tiled backsplash and flooring, stunning kitchen island, stainless steel appliances, and pendant lighting. The living room is enhanced by hardwood floors and

    Agent Photo

    Carole McCann

    Hudson Heritage Realty

    (329) 208-2949

    28 Laurel Trail, Monroe, NY 10950
  • /13

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    0 Woodcock Mountain Dr Unit Lower, Washingtonville, NY 10992

    Property Id: 110469Furnished 1 bedroom 1 bathroom all utilities included ( Heat, Electric, sewer, & water) Internet available. Located off a private road in the town of bloomingrove.Sorry no pets allowed and no smoking permitted inside or outside property, will do credit and background check must have good credit, no evictions, and show proofof income. Send contact info to

    (845) 497-6376

    0 Woodcock Mountain Dr Unit Lower, Washingtonville, NY 10992
  • 28 Sutherland Dr, Highland Mills, NY 10930

    $660,000 Sold Apr 08, 2026

    28 Sutherland Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $275/SF
    • 97 Days On Market

    Current Estimated Value $679,841

    Last Listing Agent Regina Wittosch Howard Hanna Rand Realty

    28 Sutherland Dr, Highland Mills, NY 10930
    • 2 Park Cir, Washingtonville, NY 10992

      Not Listed For Sale

      2 Park Cir, Washingtonville, NY 10992

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1987
      2 Park Cir, Washingtonville, NY 10992

      Last Sold Summary

      • $80/SF
      • 110 Days On Market
      • Last Sold Price $117,000
      • May 02, 2025

      Last Listing Agent Brandon Nielsen Century 21 Full Service Realty

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