17,958

Highland Mills, NY Homes

Section Image
    • 17 Redwood Dr, Highland Mills, NY 10930

      Est $329,031 Not Listed For Sale

      17 Redwood Dr, Highland Mills, NY 10930

      • 2 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1980
      17 Redwood Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 8% Above List Price
      • $220/SF
      • 16 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

  • 27 Westend Dr, Woodbury Town, NY 10930
    27 Westend Dr, Woodbury Town, NY 10930
    27 Westend Dr, Woodbury Town, NY 10930
    /9

    $199,000

    • Land
    • 0.2 Acre
    • $1,011,693 per Acre

    27 Westend Dr, Woodbury Town, NY 10930

    Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY! plans can be amended for a smaller house if you want, Welcome to 27 Westend Dr This exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready conditions, you can

    Yakov Winkler Preferred Properties Real Esta

    27 Westend Dr, Woodbury Town, NY 10930
  • 295 Orchard Dr, Monroe, NY 10950

    $460,000 Sold Mar 05, 2026

    295 Orchard Dr, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $217/SF
    • 37 Days On Market

    Current Estimated Value $526,709

    Last Listing Agent Noreen Fennell eXp Realty

    295 Orchard Dr, Monroe, NY 10950
    • 9 Redwood Dr, Highland Mills, NY 10930

      Est $382,001 Not Listed For Sale

      9 Redwood Dr, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 1,575 Sq Ft
      • Built 1980
      9 Redwood Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 2% Above List Price
      • $237/SF
      • 59 Days On Market

      Last Sold Price $374,000

      Last Listing Agent Heather Thoms Q Home Sales

  • 221 Smith Clove Rd, Highland Mills, NY 10930
    221 Smith Clove Rd, Highland Mills, NY 10930
    221 Smith Clove Rd, Highland Mills, NY 10930
    /50

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 5,142 Sq Ft

    221 Smith Clove Rd, Highland Mills, NY 10930

    Introducing one of Highland Mills’ most impressive estates—an architectural statement set on 6.5 private acres in the Monroe–Woodbury School District. Built by a seasoned general contractor for his own family, this 5,140+ sq ft residence pairs exceptional craftsmanship with the scale and sophistication of a true luxury home. A sun-filled two-story foyer welcomes you with a sweeping handcrafted

    Jamie Aisenstat Serhant LLC

    221 Smith Clove Rd, Highland Mills, NY 10930
  • 12 Revere Rd, Monroe, NY 10950

    $330,000 Sold Nov 12, 2025

    12 Revere Rd, Monroe, NY 10950

    • 3 Beds
    • 3 Baths
    • 1,387 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $238/SF
    • 34 Days On Market

    Current Estimated Value $343,041

    Last Listing Agent Jose Cruz Douglas Elliman Real Estate

    12 Revere Rd, Monroe, NY 10950
    • 16 Terra Ct, Highland Mills, NY 10930

      Est $367,503 Not Listed For Sale

      16 Terra Ct, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 1,575 Sq Ft
      • Built 1978
      16 Terra Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 5% Above List Price
      • $221/SF
      • 43 Days On Market

      Last Sold Price $348,500

      Last Listing Agent Hanani Figueroa Mannys RE Concepts Premier

  • 35 Mid Oaks St, Monroe, NY 10950
    35 Mid Oaks St, Monroe, NY 10950
    35 Mid Oaks St, Monroe, NY 10950
    /24

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,913 Sq Ft

    35 Mid Oaks St, Monroe, NY 10950

    Welcome to this charming and move-in ready ranch located on a quiet street in the desirable Village of Monroe, offering the perfect balance of peaceful living while being just minutes from shops, parks, restaurants, and everyday conveniences. Step inside to find an updated kitchen that flows beautifully into the family room and dining area, creating an open and inviting layout ideal for both

    Shloime Brown Metrex Realty INC

    35 Mid Oaks St, Monroe, NY 10950
  • 170 Prospect Rd, Monroe, NY 10950

    $665,000 Sold Aug 13, 2025

    170 Prospect Rd, Monroe, NY 10950

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1930

    Last Sold Summary

    • 33% Below List Price
    • $369/SF
    • 258 Days On Market

    Current Estimated Value $675,242

    Last Listing Agent Mendel Klein MS Realty Group USA, Inc

    170 Prospect Rd, Monroe, NY 10950
    • 17 Terra Ct, Highland Mills, NY 10930

      Est $441,447 Not Listed For Sale

      17 Terra Ct, Highland Mills, NY 10930

      • 3 Beds
      • 3.5 Baths
      • 2,800 Sq Ft
      • Built 1978
      17 Terra Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 11% Above List Price
      • $142/SF
      • 157 Days On Market

      Last Sold Price $399,000

      Last Listing Agent Inna Sobel Atelier Properties LLC

  • 20 Tanyas Ct, Monroe, NY 10950
    20 Tanyas Ct, Monroe, NY 10950
    20 Tanyas Ct, Monroe, NY 10950
    /49

    $815,000

    • 4 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    20 Tanyas Ct, Monroe, NY 10950

    Set on a beautifully landscaped lot with mountain views, this refined Colonial delivers space, light, and a smart, functional layout. This 4-bedroom, 2.5-bath Colonial (built in 2012) offers 2,740 square feet of beautifully proportioned space, plus a basement with high ceilings currently enjoyed as a home gym. Inside, the home balances elegance and comfort: a classic foyer entry, a

    Lismarie Santiago Azure Realty Group NY LLC

    20 Tanyas Ct, Monroe, NY 10950
  • 27 Edward Place, Monroe, NY 10950

    $770,000 Sold May 14, 2025

    27 Edward Place, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,808 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $274/SF
    • 117 Days On Market

    Current Estimated Value $781,525

    Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

    27 Edward Place, Monroe, NY 10950
    • 6 Acorn Ct, Highland Mills, NY 10930

      Est $333,524 Not Listed For Sale

      6 Acorn Ct, Highland Mills, NY 10930

      • 2 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1978
      6 Acorn Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 8% Above List Price
      • $222/SF
      • 129 Days On Market

      Last Sold Price $308,000

      Last Listing Agent The Raymond Team Keller Williams Realty Partner

  • 5 Sears Rd Unit 101, Monroe, NY 10950
    5 Sears Rd Unit 101, Monroe, NY 10950
    5 Sears Rd Unit 101, Monroe, NY 10950
    /3

    $879,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    5 Sears Rd Unit 101, Monroe, NY 10950

    Welcome to 5 Sears Road, Blooming Grove, NY!**Brand new Construction**Ready to move in!! Discover this spacious and brand new 9-room apartment featuring an incredible amount of living space—perfect for anyone who values comfort and flexibility. This impressive residence offers 5 generous bedrooms and 4 modern bathrooms, ensuring everyone has their own space and privacy. Opportunities like

    Chaim Gluck eRealty Advisors, Inc

    5 Sears Rd Unit 101, Monroe, NY 10950
  • 229 Orchard Dr, Monroe, NY 10950

    $635,000 Sold Dec 16, 2025

    229 Orchard Dr, Monroe, NY 10950

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft
    • Built 1951

    Last Sold Summary

    • 12% Below List Price
    • $270/SF
    • 65 Days On Market

    Current Estimated Value $636,637

    Last Listing Agent Moche Halpern Blooming Realty

    229 Orchard Dr, Monroe, NY 10950
    • 3 Acorn Ct, Highland Mills, NY 10930

      Est $356,918 Not Listed For Sale

      3 Acorn Ct, Highland Mills, NY 10930

      • 3 Beds
      • 1.5 Baths
      • 1,426 Sq Ft
      • Built 1979
      3 Acorn Ct, Highland Mills, NY 10930

      Last Sold Summary

      • 6% Above List Price
      • $236/SF
      • 19 Days On Market

      Last Sold Price $337,000

      Last Listing Agent Aoife Freeman Howard Hanna Rand Realty

  • 13 Whippoorwill Trail, Monroe, NY 10950
    13 Whippoorwill Trail, Monroe, NY 10950
    13 Whippoorwill Trail, Monroe, NY 10950
    /31

    $395,000

    • 4 Beds
    • 1 Bath
    • 1,132 Sq Ft

    13 Whippoorwill Trail, Monroe, NY 10950

    Your dream home in the cozy Mountain Lodge is here! Come see this beautiful, well kept home in the well sought after Monroe, with Washingtonville schools! Brand new roof! outdoor decking is new, bathroom is new! Call today for a viewing.

    Joel Ayala HomeSmart Homes & Estates

    13 Whippoorwill Trail, Monroe, NY 10950
  • 23 Lexington Hill Unit 2, Harriman, NY 10926

    $220,000 Sold Jul 09, 2025

    23 Lexington Hill Unit 2, Harriman, NY 10926

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

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 22 Days On Market

    Current Estimated Value $228,915

    Last Listing Agent Richard Castro Howard Hanna Rand Realty

    23 Lexington Hill Unit 2, Harriman, NY 10926
    • 46 Redwood Dr, Highland Mills, NY 10930

      Est $372,582 Not Listed For Sale

      46 Redwood Dr, Highland Mills, NY 10930

      • 3 Beds
      • 1.5 Baths
      • 1,426 Sq Ft
      • Built 1980
      46 Redwood Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 45% Above List Price
      • $180/SF
      • 92 Days On Market

      Last Sold Price $257,250

      Last Listing Agent William Sternheim Coldwell Banker Realty

  • 157 Stage Rd, Monroe, NY 10950
    157 Stage Rd, Monroe, NY 10950
    157 Stage Rd, Monroe, NY 10950
    /23

    $499,900

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    157 Stage Rd, Monroe, NY 10950

    Village living at 157 Stage Road delivers charm, walkability, and carefully preserved character paired with thoughtful, modern upgrades. Located in the heart of the Village of Monroe, this sidewalk neighborhood home features updated vinyl siding and has been meticulously and masterfully renovated while maintaining its warm historic appeal. Inside, beautiful pine floors, exposed brickwork, and

    Rosalie Cook Weichert Realtors

    157 Stage Rd, Monroe, NY 10950
  • 2 Hidden Creek Blvd, Monroe, NY 10950

    $510,000 Sold Sep 19, 2025

    2 Hidden Creek Blvd, Monroe, NY 10950

    • 2 Beds
    • 4 Baths
    • 2,161 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Above List Price
    • $236/SF
    • 19 Days On Market

    Current Estimated Value $507,478

    Last Listing Agent Ann Marie Dilonardo Terrie OConnor

    2 Hidden Creek Blvd, Monroe, NY 10950
    • 183 Ridge Rd, Highland Mills, NY 10930

      Est $570,738 Not Listed For Sale

      183 Ridge Rd, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 1,644 Sq Ft
      • Built 1967
      183 Ridge Rd, Highland Mills, NY 10930

      Last Sold Summary

      • 5% Above List Price
      • $332/SF
      • 38 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  • 4 Carlisle Ct, Highland Mills, NY 10930
    4 Carlisle Ct, Highland Mills, NY 10930
    4 Carlisle Ct, Highland Mills, NY 10930
    /43

    $835,000

    • 5 Beds
    • 3.5 Baths
    • 3,022 Sq Ft

    4 Carlisle Ct, Highland Mills, NY 10930

    Distinguished 5 bedroom, 3.5 bath colonial located in the prestigious and coveted Brigadoon community! This stately colonial offers over 4,000 square feet of refined living space set on a sprawling .60 acre lot. With classic charm and modern comfort, this home is designed to impress! Step inside to a grand foyer that leads to beautifully appointed formal living and dining rooms, perfect for

    Patricia Tompkins Weichert Realtors

    4 Carlisle Ct, Highland Mills, NY 10930
  • 2 Fawn Ridge Ct, Harriman, NY 10926

    $510,000 Sold Dec 23, 2025

    2 Fawn Ridge Ct, Harriman, NY 10926

    • 5 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 46 Days On Market

    Current Estimated Value $543,488

    Last Listing Agent Yochevad Peker Keller Williams Hudson Valley

    2 Fawn Ridge Ct, Harriman, NY 10926
    • 11 Regina Dr, Highland Mills, NY 10930

      Est $619,017 Not Listed For Sale

      11 Regina Dr, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 1,947 Sq Ft
      • Built 1974
      11 Regina Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 3% Above List Price
      • $308/SF
      • 38 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Esther Schwimmer Rock Realty Group USA Inc

  • 5 Bens Way, Chester, NY 10918
    5 Bens Way, Chester, NY 10918
    5 Bens Way, Chester, NY 10918
    /26

    $744,999

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    5 Bens Way, Chester, NY 10918

    Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational

    Anthony Rivas Keller Williams Hudson Valley

    5 Bens Way, Chester, NY 10918
  • 17 Mangin Rd, Monroe, NY 10950

    $765,000 Sold Jun 05, 2025

    17 Mangin Rd, Monroe, NY 10950

    • 4 Beds
    • 1.5 Baths
    • 1,672 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $458/SF
    • 292 Days On Market

    Current Estimated Value $769,295

    Last Listing Agent Norma DeGregorio Century 21 Full Service Realty

    17 Mangin Rd, Monroe, NY 10950
    • 6 Regina Dr, Highland Mills, NY 10930

      Est $562,613 Not Listed For Sale

      6 Regina Dr, Highland Mills, NY 10930

      • 3 Beds
      • 1.5 Baths
      • 1,664 Sq Ft
      • Built 1974
      6 Regina Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 11% Below List Price
      • $379/SF
      • 49 Days On Market

      Last Sold Price $630,000

      Last Listing Agent ERYS D SOLANO EXP Realty

  • 9 Woodland Rd, Monroe, NY 10950
    9 Woodland Rd, Monroe, NY 10950
    9 Woodland Rd, Monroe, NY 10950
    /49

    $495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft

    9 Woodland Rd, Monroe, NY 10950

    Discover the perfect place to call home in one of Monroe, NY’s most family-friendly and desirable neighborhoods. This charming ranch-style home offers a warm, welcoming layout that’s ideal for everyday family living. Step inside to a spacious living room—great for family time or hosting friends. The kitchen and cozy dinette make mealtimes easy and enjoyable, while the bright sunroom provides a

    Shlomo Epstein eRealty Advisors, Inc

    9 Woodland Rd, Monroe, NY 10950
  • 15 Grandview Trail, Monroe, NY 10950

    $375,000 Sold Apr 07, 2025

    15 Grandview Trail, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 1,388 Sq Ft
    • Built 1935

    Last Sold Summary

    • 6% Below List Price
    • $270/SF
    • 74 Days On Market

    Current Estimated Value $389,114

    Last Listing Agent Sharon Kushner eXp Realty

    15 Grandview Trail, Monroe, NY 10950
    • 52 Jones Dr, Highland Mills, NY 10930

      Est $523,986 Not Listed For Sale

      52 Jones Dr, Highland Mills, NY 10930

      • 4 Beds
      • 3 Baths
      • 2,108 Sq Ft
      • Built 1974
      52 Jones Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 38% Above List Price
      • $180/SF
      • 17 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Robert Caterino Field Pointe Realty LLC

  • 11 Olympus Rd, Woodbury Town, NY 10930
    11 Olympus Rd, Woodbury Town, NY 10930
    11 Olympus Rd, Woodbury Town, NY 10930
    /4

    $59,000

    • Land
    • 0.22 Acre
    • $272,015 per Acre

    11 Olympus Rd, Woodbury Town, NY 10930

    Wonderful vacant lot in a developed community with CORNWALL SCHOOLS. The wooded lot has outstanding mountain views and is similar in size to the other lots in the neighborhood. Builders can take advantage of nearby municipal water and sewer. Make an offer today.

    Dennis Clark Howard Hanna Rand Realty

    11 Olympus Rd, Woodbury Town, NY 10930
  • 12 Moulton Cir, Monroe, NY 10950

    $563,000 Sold Jul 10, 2025

    12 Moulton Cir, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 2,100 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $268/SF
    • 24 Days On Market

    Current Estimated Value $573,565

    Last Listing Agent Robert Caterino Field Pointe Realty LLC

    12 Moulton Cir, Monroe, NY 10950
    • 56 Jones Dr, Highland Mills, NY 10930

      Est $559,167 Not Listed For Sale

      56 Jones Dr, Highland Mills, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 1,746 Sq Ft
      • Built 1978
      56 Jones Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 2% Below List Price
      • $326/SF
      • 35 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Jennifer Gillett Howard Hanna Rand Realty

  • 0 Emerald Trail, Blooming Grove, NY 10950
    0 Emerald Trail, Blooming Grove, NY 10950
    0 Emerald Trail, Blooming Grove, NY 10950
    /3

    $25,000

    • Land
    • 0.24 Acre
    • $104,559 per Acre

    0 Emerald Trail, Blooming Grove, NY 10950

    Land for Sale in The Mountain Lodge Park Lots 20-308 through 20-320, Silver Falls Section. No Access. Do not walk on property.

    Maritza Sanchez HomeSmart Homes & Estates

    0 Emerald Trail, Blooming Grove, NY 10950
  • 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 $789,360

    Last Listing Agent Joan Wortmann Weichert Realtors

    6 Kingsville Dr, Monroe, NY 10950
    • 5 Dennis Dr, Highland Mills, NY 10930

      Est $783,025 Not Listed For Sale

      5 Dennis Dr, Highland Mills, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 4,339 Sq Ft
      • Built 1988
      5 Dennis Dr, Highland Mills, NY 10930

      Last Sold Summary

      • 9% Above List Price
      • $165/SF
      • 29 Days On Market

      Last Sold Price $716,000

      Last Listing Agent Rosalie Cook Weichert Realtors

  • 331 Mountain Lodge Rd, Blooming Grove, NY 10914
    331 Mountain Lodge Rd, Blooming Grove, NY 10914
    331 Mountain Lodge Rd, Blooming Grove, NY 10914
    /50

    $275,000

    • Land
    • 3 Acres
    • $91,667 per Acre

    331 Mountain Lodge Rd, Blooming Grove, NY 10914

    Only 90 minutes from NYC. Reminiscent of the iconic swimming holes of the Catskills, let the sounds of nature soothe you from your private stream and 20-foot waterfall. Fully engineered for a 3 bedroom, 3 bath home, the leg work has already been done. Complete survey with topography, perk test, soil samples and well and septic engineering were done. The 3-acre lot spans across a cleared homesite,

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    331 Mountain Lodge Rd, Blooming Grove, NY 10914
  • 2167 State Route 94, Salisbury Mills, NY 12577

    $630,000 Sold Mar 06, 2026

    2167 State Route 94, Salisbury Mills, NY 12577

    • 4 Beds
    • 2.5 Baths
    • 2,519 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Above List Price
    • $250/SF
    • 22 Days On Market

    Current Estimated Value $596,520

    Last Listing Agent Melissa Fogarty R2M Realty Inc

    2167 State Route 94, Salisbury Mills, NY 12577
    • 36 Tiros Ave, Highland Mills, NY 10930

      Est $606,949 Not Listed For Sale

      36 Tiros Ave, Highland Mills, NY 10930

      • 3 Beds
      • 3 Baths
      • 2,252 Sq Ft
      • Built 1974
      36 Tiros Ave, Highland Mills, NY 10930

      Last Sold Summary

      • 7% Above List Price
      • $253/SF
      • 27 Days On Market

      Last Sold Price $569,000

      Last Listing Agent Elizabeth A. Ridgeway Howard Hanna Rand Realty

Showing Results 481 - 520, Page 13 of 18

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