17,918

Highland Mills, NY Homes

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  • 6 Kingsville Dr, Monroe, NY 10950

    $799,000 Sold Oct 06, 2025

    6 Kingsville Dr, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft
    • Built 1965

    Last Sold Summary

    • $462/SF
    • 24 Days On Market

    Current Estimated Value $785,721

    Last Listing Agent Joan Wortmann Weichert Realtors

    6 Kingsville Dr, Monroe, NY 10950
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    $500,000

    • 3 Beds
    • 1,272 Sq Ft

    20 N Main St, Monroe, NY 10950

    Don’t miss this rare opportunity to own a two-family home in one of the area's most sought-after neighborhoods. Ideal for savvy investors or owner-occupants for home replacement, this property offers exceptional potential for strong future appreciation and long-term value. Whether you're looking to expand your portfolio or secure a smart investment in a thriving community, this versatile property

    Rivky Klagsbrun Catskills Home Services

    20 N Main St, Monroe, NY 10950
  • 33 Hudson Rd, Washingtonville, NY 10992

    $399,000 Sold Aug 07, 2025

    33 Hudson Rd, Washingtonville, NY 10992

    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft
    • Built 1952

    Last Sold Summary

    • $220/SF
    • 20 Days On Market

    Current Estimated Value $424,725

    Last Listing Agent Lazar Schvimmer Blooming Realty

    33 Hudson Rd, Washingtonville, NY 10992
  • /50

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    360 Prospect Rd, Chester, NY 10918

    B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

    Joseph Mendlowitz eRealty Advisors, Inc

    360 Prospect Rd, Chester, NY 10918
  • 1 Oakwood Trail N, Monroe, NY 10950

    $205,000 Sold Sep 11, 2025

    1 Oakwood Trail N, Monroe, NY 10950

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft
    • Built 1933

    Last Sold Summary

    • 18% Below List Price
    • $394/SF
    • 26 Days On Market

    Current Estimated Value $208,201

    Last Listing Agent Kevin Sanabria eRealty Advisors, Inc

    1 Oakwood Trail N, Monroe, NY 10950
  • /39

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 1,575 Sq Ft

    3 Laurel Ct, Highland Mills, NY 10930

    TIMBER RIDGE!! BEAUTIFUL END UNIT! 3 Bedrooms! 2 1/2 Updated Bathrooms! Car Port with Storage Closet! Eat In Kitchen with Stainless Steel Appliances! Master Bedroom Suite! Large Living Room with Sliders to a New Oversized Privacy Deck! New Furnace! New Central Air! Updated Flooring! Recessive Lighting! Ceiling Fans! Full Finished Basement for Endless Possibilities! New Cedar Siding! Enjoy the

    Amanda Dnistrian ARC Realty 1 in Sales

    3 Laurel Ct, Highland Mills, NY 10930
  • 254 Orchard Dr, Monroe, NY 10950

    $275,000 Sold Jan 14, 2026

    254 Orchard Dr, Monroe, NY 10950

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Above List Price
    • $409/SF
    • 26 Days On Market

    Last Listing Agent Tami Pearson HomeSmart Homes & Estates

    254 Orchard Dr, Monroe, NY 10950
  • /23

    $265,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,022 Sq Ft

    5 Heritage Dr Unit C, Harriman, NY 10926

    Spacious condo located in Harriman Hills- great commuter location! Features include fireplace, open kitchen and ample closet space. Primary bathroom with jacuzzi tub shower. Community pool/tennis courts. Short distance from Woodbury common outlet and train. If you are looking for low maintenance living this unit is for you!

    Rosy Wansor Wansor Realty

    5 Heritage Dr Unit C, Harriman, NY 10926
  • Lot 1 Lakes Rd, Monroe, NY 10950

    $200,000 Sold Nov 17, 2025

    Lot 1 Lakes Rd, Monroe, NY 10950

    • Land
    • 1.01 Acres
    • $198,020 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Frank Golio Howard Hanna Rand Realty

    Lot 1 Lakes Rd, Monroe, NY 10950
  • /47

    $649,000

    • 5 Beds
    • 2 Baths
    • 2,368 Sq Ft

    52 Woodland Rd, Highland Mills, NY 10930

    Wow! This enlarged Highland Mills raised ranch boasts 5 bedrooms and two full baths situated on a corner lot next to designated Town green space. Its grassy front, back and side yards contain mature trees and perennial plants that create a serene, relaxing environment. Inside the home is a lovely living room with a newer Anderson bow window that lets in tons of afternoon light. There is original

    Derek Greene Greene Realty Group

    52 Woodland Rd, Highland Mills, NY 10930
  • 6 Bliss Terrace, Monroe, NY 10950

    $560,000 Sold Oct 22, 2025

    6 Bliss Terrace, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Above List Price
    • $255/SF
    • 27 Days On Market

    Current Estimated Value $555,493

    Last Listing Agent Joel Ayala HomeSmart Homes & Estates

    6 Bliss Terrace, Monroe, NY 10950
  • /38

    $999,999

    • 4 Beds
    • 3 Baths
    • 2,764 Sq Ft

    Unlisted Address

    Are you looking for a 3+ ACRE getaway from the city that is 5 minutes to the Thruway, and 50 minutes from the GWB? Or, how about a professional home office, organic garden hobbyist, & perhaps extended. The approximate total finished sq ftge is 4800 not including the finished basement in the house. It is worthwhile to see this original 4 bedroom farmhouse that has been UPDATED with genuine

    Naomi Streicher Q Home Sales

    Unlisted Address
  • 4 Tappan Dr, Monroe, NY 10950

    $835,000 Sold Aug 06, 2025

    4 Tappan Dr, Monroe, NY 10950

    • 6 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $298/SF
    • 100 Days On Market

    Current Estimated Value $835,231

    Last Listing Agent Shalom Landau eRealty Advisors, Inc

    4 Tappan Dr, Monroe, NY 10950
  • /35

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    9 Melody Ln, Harriman, NY 10926

    Set in a desirable Harriman neighborhood, this 4-bedroom, 2.5-bath Colonial offers nearly 3,000 sq ft of comfortable living space, including a fully finished basement. Inside, the layout flows effortlessly from the formal living and dining rooms into the eat-in kitchen and den, making it ideal for everything from laid-back family time to hosting holiday gatherings.Upstairs, the primary suite

    Rebecca Kane Keller Williams Hudson Valley

    9 Melody Ln, Harriman, NY 10926
  • 36 Duelk Ave, Monroe, NY 10950

    $740,000 Sold Dec 22, 2025

    36 Duelk Ave, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 1,872 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Below List Price
    • $395/SF
    • 141 Days On Market

    Last Listing Agent Joseph Morello Keller Williams Hudson Valley

    36 Duelk Ave, Monroe, NY 10950
  • /44

    $485,500

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    12 Mid Oaks Dr, Monroe, NY 10950

    Lovely and classic ranch perfectly perched up high with beautiful, peaceful views of the mountains. This home is bright and airy featuring three bedrooms, two full bathrooms, large formal dining room, sun-filled living room and a kitchen that walks out onto a deck overlooking the quiet back yard. You'll love the rich oak floors throughout. Delivered freshly painted and deep cleaned, this house is

    Layla Rose Boyles Century 21 Realty Center

    12 Mid Oaks Dr, Monroe, NY 10950
  • 11 Lookout Trail, Monroe, NY 10950

    $325,000 Sold May 30, 2025

    11 Lookout Trail, Monroe, NY 10950

    • 3 Beds
    • 1 Bath
    • 1,520 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Below List Price
    • $214/SF
    • 59 Days On Market

    Current Estimated Value $322,498

    Last Listing Agent Courtney Tablante Keller Williams Realty

    11 Lookout Trail, Monroe, NY 10950
  • /33

    $350,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    23 Aldo Ct, Monroe, NY 10950

    Discover easy living in this beautifully kept condo located in the desirable Timber Hills community in the heart of Monroe. Inside, you’ll find a bright, two bedroom, two-bath layout with private laundry.The kitchen offers plenty of countertops and backsplash along with newer appliances. Just off the kitchen, a sliding glass door opens to your private deck—an inviting space to relax and enjoy

    Richard Froehlich RE/MAX Benchmark Realty Group

    23 Aldo Ct, Monroe, NY 10950
  • 44 Clark St, Monroe, NY 10950

    $170,000 Sold Jul 17, 2025

    44 Clark St, Monroe, NY 10950

    • 690 Sq Ft
    • Built 1900

    Last Sold Summary

    • 15% Below List Price
    • $246/SF
    • 22 Days On Market

    Current Estimated Value $168,093

    Last Listing Agent Joel Winkler Preferred Properties Real Esta

    44 Clark St, Monroe, NY 10950
  • /24

    $560,000

    • 4 Beds
    • 2 Baths
    • 1,721 Sq Ft

    58 James Rd, Monroe, NY 10950

    Escape the city without giving up convenience! Just 45 minutes from NYC, this Village of Monroe home offers the perfect blend of space, flexibility, and opportunity. Sitting on a .41-acre lot, the property is ideal for entertaining, relaxing, or enjoying outdoor activities. Inside, you’ll find a bright kitchen leading to a patio and a large backyard that’s perfect for summer gatherings. The main

    Justina Estrada Keller Williams Hudson Valley

    58 James Rd, Monroe, NY 10950
  • 26 Lexington Hill Unit 1, Harriman, NY 10926

    $257,500 Sold Jan 09, 2026

    26 Lexington Hill Unit 1, Harriman, NY 10926

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $271/SF
    • 56 Days On Market

    Last Listing Agent Rose Daversa Hudson Valley Home Connection

    26 Lexington Hill Unit 1, Harriman, NY 10926
  • /30

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,779 Sq Ft

    36 Weygant Hill, Highland Mills, NY 10930

    Welcome to 36 Weygant Hill Road – a Charming Cape Cod Gem in Highland Mills!Discover this wonderful Cape Cod–style home nestled in the heart of Highland Mills. Situated on a spacious 0.40-acre lot (17,424 sq. ft.), this property offers plenty of room to enjoy the outdoors, complete with a detached garage for added convenience.Step inside to find a warm and inviting kitchen, a cozy living

    David Kraus MK Realty Inc

    36 Weygant Hill, Highland Mills, NY 10930
  • 5 Balmoral Ct, Harriman, NY 10926

    $819,000 Sold Jun 04, 2025

    5 Balmoral Ct, Harriman, NY 10926

    • 4 Beds
    • 3 Baths
    • 3,042 Sq Ft
    • Built 2002

    Last Sold Summary

    • $269/SF
    • 25 Days On Market

    Current Estimated Value $847,238

    Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

    5 Balmoral Ct, Harriman, NY 10926
  • /48

    $649,900

    • 5 Beds
    • 2 Baths
    • 2,220 Sq Ft

    33 Winchester Dr, Monroe, NY 10950

    Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The

    Dennis Clark Howard Hanna Rand Realty

    33 Winchester Dr, Monroe, NY 10950
  • 14 Dorothy Dr, Monroe, NY 10950

    $435,000 Sold Feb 25, 2025

    14 Dorothy Dr, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1964

    Last Sold Summary

    • 8% Below List Price
    • $302/SF
    • 22 Days On Market

    Current Estimated Value $446,034

    Last Listing Agent Moche Halpern Blooming Realty

    14 Dorothy Dr, Monroe, NY 10950
  • /41

    $529,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    76 Pine Hill Rd, Highland Mills, NY 10930

    PRIME LOCATION IN WOODBURY! Welcome to this beautifully maintained raised-ranch home set back on a perfect, manicured lot. This warm and inviting 3-bedroom, 2.5-bath residence features an updated kitchen with granite countertops, along with a cozy dining area and family room. The primary suite offers a comfortable retreat with a full bath, while the additional bedrooms provide ample space for

    Carla Terranova Keller Williams Realty

    76 Pine Hill Rd, Highland Mills, NY 10930
  • 19 Brookside Dr W, Harriman, NY 10926

    $390,000 Sold Mar 11, 2025

    19 Brookside Dr W, Harriman, NY 10926

    • 3 Beds
    • 2.5 Baths
    • 1,590 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $245/SF
    • 24 Days On Market

    Current Estimated Value $413,679

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    19 Brookside Dr W, Harriman, NY 10926

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