17,982

Highland Mills, NY Homes

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  • /49

    $899,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,436 Sq Ft

    4 Mountain Brook Rd, Cornwall, NY 12518

    Tucked into the trees in Cornwall, 4 Mountain Brook Road feels more like a modern retreat than a traditional house. A full Japandi-inspired renovation blends Japanese calm with Scandinavian warmth, with wide-plank wood, sculptural lighting, and large-format tile creating a clean, serene backdrop for everyday living.With 4 bedrooms and 2 baths, the main level flows easily from the living

    Agent Photo

    Alicia Goldman

    Christie's Int. Real Estate

    (845) 720-4182

    4 Mountain Brook Rd, Cornwall, NY 12518
  • /10

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft
    • House for Rent

    8 Delano Grove, Monroe, NY 10950

    Property Id: 2430736Nice comftorable house with modern remodeled bathroom and big yard.Schedule a Viewing Today! Contact us to make this house your home!Owner pays water and sewer.Renter is responsible to pay all monthly utilities including electric, gas, and lawn maintenanceBefore you move in we need 1 month rent, 1 month security, and 1/2 month for brokers

    (329) 209-8840

    8 Delano Grove, Monroe, NY 10950
  • 61 Bramley Ct, Monroe, NY 10950

    $345,000 Sold Dec 03, 2025

    61 Bramley Ct, Monroe, NY 10950

    • 2 Beds
    • 2.5 Baths
    • 1,228 Sq Ft
    • Built 1993

    Last Sold Summary

    • 8% Above List Price
    • $281/SF
    • 26 Days On Market

    Current Estimated Value $341,319

    Last Listing Agent Virginia Corbett eXp Realty

    61 Bramley Ct, Monroe, NY 10950
    • 16 Lexington Hill Unit 1, Harriman, NY 10926

      Est $245,497 Not Listed For Sale

      16 Lexington Hill Unit 1, Harriman, NY 10926

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

      Last Sold Summary

      • 24% Above List Price
      • $208/SF
      • 30 Days On Market
      • Last Sold Price $197,500
      • Nov 16, 2023

      Last Listing Agent Courtney Steiner Voro LLC

  • /2

    $2,937,000

    • Land
    • 11 Acres
    • $267,000 per Acre

    34 Cranberry Dr, Woodbury, NY 10930

    There are opportunities... and then there are opportunities that allow you to shape an entire vision from the ground up.Welcome to Cranberry Drive in Highland Mills, where this shovel ready subdivision presents a remarkable chance to create something truly special in the heart of Woodbury, NY. This offering provides a rare plug and play development opportunity for a builder or investor ready

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 547-7784

    34 Cranberry Dr, Woodbury, NY 10930
  • /10

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    14 Woodland Cir S, Monroe, NY 10950

    Property Id: 2516333Stop looking and start packing! This beautifully refreshed 3-bedroom home offers the perfect blend of modern style and turn-key convenience. **Key Features**Freshly Painted Throughout A clean, neutral palette that makes every room feel bright, airy, and brand new.**Gourmet Kitchen Featuring sleek **stainless steel appliances** and plenty of

    (329) 217-4947

    14 Woodland Cir S, Monroe, NY 10950
  • 5 Heritage Dr Unit D, Harriman, NY 10926

    $250,000 Sold Dec 23, 2025

    5 Heritage Dr Unit D, Harriman, NY 10926

    • 2 Beds
    • 1 Bath
    • 1,022 Sq Ft
    • Built 1975

    Last Sold Summary

    • $245/SF
    • 41 Days On Market

    Current Estimated Value $249,400

    Last Listing Agent rosemary mcginn Century 21 Full Service Realty

    5 Heritage Dr Unit D, Harriman, NY 10926
    • 5 Lexington Hill Unit 8, Harriman, NY 10926

      Est $240,807 Not Listed For Sale

      5 Lexington Hill Unit 8, Harriman, NY 10926

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

      Last Sold Summary

      • 4% Above List Price
      • $244/SF
      • 50 Days On Market
      • Last Sold Price $232,000
      • Sep 26, 2024

      Last Listing Agent Sheri Chablis Sohn Real Estate Corp

  • /2

    $285,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    36 Claremont Trail, Monroe, NY 10950

    This charming 2-bedroom ranch has been fully refreshed and is ready for your next chapter. Ideal as a peaceful starter home or a weekend getaway just 60 miles from NYC. Relax on your property and take in the fantastic mountain views that makes this neighborhood one of Orange County’s best-kept secrets. You’re a short drive from Woodbury Common Premium Outlets, local farm-to-table dining, and the

    Agent Photo

    Mindy Skelly

    1 Oak Real Estate Hub Inc

    (329) 210-1385

    36 Claremont Trail, 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
  • 38 Buena Vista Terrace, Central Valley, NY 10917

    $540,000 Sold Mar 26, 2026

    38 Buena Vista Terrace, Central Valley, NY 10917

    • 4 Beds
    • 2.5 Baths
    • 2,960 Sq Ft
    • Built 1973

    Last Sold Summary

    • 22% Below List Price
    • $182/SF
    • 189 Days On Market

    Current Estimated Value $624,834

    Last Listing Agent Hermann Kabore Exit Realty Group

    38 Buena Vista Terrace, Central Valley, NY 10917
    • 9 Lexington Hill Unit 3, Harriman, NY 10926

      Est $249,649 Not Listed For Sale

      9 Lexington Hill Unit 3, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 1985
      9 Lexington Hill Unit 3, Harriman, NY 10926

      Last Sold Summary

      • 13% Above List Price
      • $228/SF
      • 14 Days On Market
      • Last Sold Price $220,000
      • Jun 24, 2024

      Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  • /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
  • /31

    $4,000 Per Month

    • 3 Beds
    • 4 Baths
    • 2,161 Sq Ft
    • House for Rent

    16 David Lester Dr, Monroe, NY 10950

    Available July 1st. Beautifully renovated three level end unit townhome with 2/3 bedrms, two full baths, 2 half-baths and 2 car garage in desirable Hidden Creek. This spacious and sun-lit home offers living rm with stone gas fireplace and formal dining area for great entertaining. Eat-in-kitchen with ample cabinetry, breakfast bar and sliders to deck area. Convenient powder rm for guests

    Ann Marie Dilonardo Terrie OConnor

    16 David Lester Dr, Monroe, NY 10950
  • 40 Weygant Hill, Highland Mills, NY 10930

    $542,000 Sold Oct 27, 2025

    40 Weygant Hill, Highland Mills, NY 10930

    • 6 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • Built 1900

    Last Sold Summary

    • 36% Above List Price
    • $194/SF
    • 14 Days On Market

    Current Estimated Value $722,329

    Last Listing Agent Ernie Acampora River Realty Services, Inc.

    40 Weygant Hill, Highland Mills, NY 10930
    • 12 Lexington Hill Unit 4, Harriman, NY 10926

      Est $242,008 Not Listed For Sale

      12 Lexington Hill Unit 4, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 1985
      12 Lexington Hill Unit 4, Harriman, NY 10926

      Last Sold Summary

      • 8% Above List Price
      • $233/SF
      • 42 Days On Market
      • Last Sold Price $225,000
      • Oct 05, 2023

      Last Listing Agent Linda Scott-Ramsay Howard Hanna Rand Realty

  • /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,

    Agent Photo

    Cecilia Feng

    BHHS River Towns Real Estate

    (329) 213-1780

    16 Mockingbird Ln, Washingtonville, NY 10992
  • /6

    $4,073 Per Month

    • Studio
    • 1 Bath
    • 1,609 Sq Ft
    • House for Rent

    250 Ny-32, Woodbury, NY 10917

    Excellent retail opportunity in the middle of Central Valley, NY! Just a half mile from Woodbury Common, on Route 32. Brand new mixed use building approved for restaurants, retail stores and professional offices. Spaces available range from 930 sq ft up to 7,427 square feet. Favorable lease terms, including build to suit and long term lease options.Brokers Protected.

    250 Ny-32, Woodbury, NY 10917
  • 299 Mountain Lodge Rd, Monroe, NY 10950

    $2,140,000 Sold Aug 04, 2025

    299 Mountain Lodge Rd, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,998 Sq Ft
    • Built 1800

    Last Sold Summary

    • 3% Below List Price
    • $1,071/SF
    • 200 Days On Market

    Current Estimated Value $1,794,938

    Last Listing Agent Joel Basch eRealty Advisors, Inc

    299 Mountain Lodge Rd, Monroe, NY 10950
    • 2 Lexington Hill Unit 6, Harriman, NY 10926

      Est $240,296 Not Listed For Sale

      2 Lexington Hill Unit 6, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 1985
      2 Lexington Hill Unit 6, Harriman, NY 10926

      Last Sold Summary

      • 7% Above List Price
      • $233/SF
      • 35 Days On Market
      • Last Sold Price $225,000
      • Aug 26, 2024

      Last Listing Agent Sy Mujovic I Realty LLC

  • /40

    $810,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 4,517 Sq Ft

    3 Caledonia Cir, Highland Mills, NY 10930

    Welcome to 3 Caledonia Circle: A Luxurious Haven in the Brigadoon Community Imagine stepping into a stunning home that exudes elegance and sophistication. The beautiful big house boasts a majestic double-ceiling entryway with big chandeliers that sparkle and shine, setting the tone for a luxurious living experience. The expansive living room is a bright and airy space with double ceilings and

    Yakov Winkler Preferred Properties Real Esta

    3 Caledonia Cir, Highland Mills, NY 10930
  • /17

    $1,900 Per Month

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

    39 Tanager Rd Unit 3901, Monroe, NY 10950

    Welcome to the Rolling Hills Condominium beautiful maintained complex. This cozy four-room apartment is completely renovated, features large foyer entry, dining area and galley kitchen with plenty of cabinet space, BRAND NEW oven/range dishwasher, and refrigerator. Large living room, oversized bedrooms, full bath in hallway. Residents can enjoy an abundance of amenities, including a pool,

    Eliezer Safdie Sage Realty Center LLC

    39 Tanager Rd Unit 3901, Monroe, NY 10950
  • 138 Conklin Rd, Monroe, NY 10950

    $315,000 Sold Nov 10, 2025

    138 Conklin Rd, Monroe, NY 10950

    • 1 Bed
    • 2 Baths
    • 914 Sq Ft
    • Built 1920

    Last Sold Summary

    • $345/SF
    • 86 Days On Market

    Current Estimated Value $325,780

    Last Listing Agent Rita Geissler ARC Realty 1 in Sales

    138 Conklin Rd, Monroe, NY 10950
    • 1 Tulip Ct, Woodbury, NY 10930

      Not Listed For Sale

      1 Tulip Ct, Woodbury, NY 10930

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1980
      1 Tulip Ct, Woodbury, NY 10930

      Last Sold Summary

      • $95/SF
      • 153 Days On Market
      • Last Sold Price $104,000
      • Apr 30, 2025

      Last Listing Agent Mary Hovanec ELLIOTT AND POMEROY INC

  • /42

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,251 Sq Ft

    46 Merriewold Ln N, Monroe, NY 10950

    This split-level home offers a comfortable layout with multiple living areas and great outdoor space to enjoy. The main level features bright living and dining areas with hardwood floors and large windows that bring in natural light. The kitchen includes wood cabinetry, granite countertops, a tiled backsplash, and a center island with seating, flowing easily into the dining area and creating a

    Lazar Schvimmer Blooming Realty

    46 Merriewold Ln N, Monroe, NY 10950
  • /19

    $3,900 Per Month

    • 4 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • House for Rent

    454 Round Lake Park Rd, Monroe, NY 10950

    Welcome to this beautiful private home nestled in a quiet neighborhood right next to a lake. This 4-bedroom, 2-bath property offers a comfortable and spacious layout, perfect for everyday living. Natural light fills the home, creating a warm and inviting atmosphere throughout.Enjoy the convenience of a private driveway and garage, along with the peaceful surroundings that make this home

    454 Round Lake Park Rd, Monroe, NY 10950
  • 44 Natalie Ct, Monroe, NY 10950

    $386,250 Sold Apr 16, 2026

    44 Natalie Ct, Monroe, NY 10950

    • 2 Beds
    • 2.5 Baths
    • 1,228 Sq Ft
    • Built 1993

    Last Sold Summary

    • 3% Above List Price
    • $315/SF
    • 57 Days On Market

    Current Estimated Value $375,811

    Last Listing Agent Regina Carmel Howard Hanna Rand Realty

    44 Natalie Ct, Monroe, NY 10950
    • 5 Ledge View Ct, Woodbury Town, NY 10930

      Est $463,102 Not Listed For Sale

      5 Ledge View Ct, Woodbury Town, NY 10930

      • 3 Beds
      • 2.5 Baths
      • 1,569 Sq Ft
      • Built 2001
      5 Ledge View Ct, Woodbury Town, NY 10930

      Last Sold Summary

      • 10% Above List Price
      • $268/SF
      • 17 Days On Market
      • Last Sold Price $420,000
      • Aug 25, 2023

      Last Listing Agent Steve Vinti Weichert Realtors

  • /2

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    12 San Marcos Dr, Monroe, NY 10950

    There’s real momentum behind this one. The setting and structure open the door to something bigger than just a standard purchase. This isn’t just another listing. This property is included in a multi-property package with 3 Galveston 8, and 10 San Marcos. Inquire for more information.

    Moche Halpern Blooming Realty

    12 San Marcos Dr, Monroe, NY 10950
  • /2

    $2,500 Per Month

    • 3 Beds
    • 17 Baths
    • 1,722 Sq Ft
    • House for Rent

    468 State Route 32, Highland Mills, NY 10930

    If you are not a licensed agent, choose your own licensed representative.

    Vital Desvarieux All Century Realty

    468 State Route 32, Highland Mills, NY 10930
  • 4 Linden Dr, Highland Mills, NY 10930

    $469,999 Sold Nov 17, 2025

    4 Linden Dr, Highland Mills, NY 10930

    • 4 Beds
    • 4 Baths
    • 2,800 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $168/SF
    • 181 Days On Market

    Current Estimated Value $497,091

    Last Listing Agent Erin Connolly-Frontino Artisan Realty

    4 Linden Dr, Highland Mills, NY 10930
    • 9 Spring Lake, Woodbury, NY 10930

      Not Listed For Sale

      9 Spring Lake, Woodbury, NY 10930

      • 4 Beds
      • 2.5 Baths
      • 2,206 Sq Ft
      • Built 1910
      9 Spring Lake, Woodbury, NY 10930

      Last Sold Summary

      • $181/SF
      • 141 Days On Market
      • Last Sold Price $400,000
      • Aug 21, 2023

      Last Listing Agent Anthony Ruscito Keller Williams Hudson Valley

  • /44

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    22 Reinheimer Rd, Monroe, NY 10950

    Welcome to this one-of-a-kind Colonial with a modern twist. This fully renovated and extended three-bedroom, 2.5-bath home has been thoughtfully redesigned from top to bottom, showcasing an incredible transformation with tasteful finishes and top-of-the-line, energy-efficient appliances throughout. Think 1920s gut renovation with a new construction mix maintaining the charm and character of the

    Claudia Lepore Keller Williams Realty

    22 Reinheimer Rd, Monroe, NY 10950
  • /15

    $2,350 Per Month

    • 2 Beds
    • 2 Baths
    • 850 Sq Ft
    • Apartment for Rent

    287 Route 32 Unit 2, Central Valley, NY 10917

    Gorgeous fully renovated two-bedroom, two full bath unit offering a seamless blend of modern style and everyday comfort. This home features beautiful hardwood flooring, generously sized bedrooms, and tastefully updated bathrooms, along with a spacious living area ideal for both relaxing and entertaining. The kitchen is equipped with a sleek breakfast bar and in-unit washer and dryer hookup for

    Nicholas Cuomo Keller Williams Realty

    287 Route 32 Unit 2, Central Valley, NY 10917
  • 57 Edgewood Dr, Central Valley, NY 10917

    $525,000 Sold Aug 12, 2025

    57 Edgewood Dr, Central Valley, NY 10917

    • 3 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1959

    Last Sold Summary

    • 5% Above List Price
    • $389/SF
    • 40 Days On Market

    Current Estimated Value $528,603

    Last Listing Agent Kichka Pascaru Christie's Int. Real Estate

    57 Edgewood Dr, Central Valley, NY 10917
    • 41 Berwynn Rd Unit 3C, Harriman, NY 10926

      Not Listed For Sale

      41 Berwynn Rd Unit 3C, Harriman, NY 10926

      • 1 Bed
      • 1 Bath
      • 767 Sq Ft
      • Built 1987
      41 Berwynn Rd Unit 3C, Harriman, NY 10926

      Last Sold Summary

      • $276/SF
      • 93 Days On Market
      • Last Sold Price $212,000
      • Apr 17, 2025

      Last Listing Agent Nathalie Sessoms Howard Hanna Rand Realty

  • /39

    $819,000

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    46 Woodland Rd, Monroe, NY 10950

    Tucked away in a peaceful, tree-lined neighborhood, 46 Woodland Rd offers the perfect balance of tranquil suburban living and modern comfort. This beautifully maintained home sits on a generous lot, surrounded by mature trees — giving you that secluded, “upstate getaway” vibe, while still being just minutes from Monroe’s shops, restaurants, and top-rated schools.Step inside to find a

    Alejandra Fermin Empire Fine Homes

    46 Woodland Rd, Monroe, NY 10950
  • /15

    $3,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • 2,673 Sq Ft
    • House for Rent

    40 Felter Hill Rd, Monroe, NY 10950

    Gorgeous property, plenty of space. House features 3 bedroom and 2 baths. Additional space in basement for home office or den. Plenty of storage. 1 car garage. Call for appointment today!

    Ann Marie Hahr Keller Williams Realty

    40 Felter Hill Rd, Monroe, NY 10950
  • 27 Tanager Rd Unit 2701, Monroe, NY 10950

    $215,000 Sold Mar 25, 2026

    27 Tanager Rd Unit 2701, Monroe, NY 10950

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

    Last Sold Summary

    • 1% Below List Price
    • $264/SF
    • 83 Days On Market

    Current Estimated Value $211,196

    Last Listing Agent Ourania Pizzolato Weichert Realtors

    27 Tanager Rd Unit 2701, Monroe, NY 10950
    • 16 Lexington Hill Unit 6, Harriman, NY 10926

      Est $247,613 Not Listed For Sale

      16 Lexington Hill Unit 6, Harriman, NY 10926

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 1985
      16 Lexington Hill Unit 6, Harriman, NY 10926

      Last Sold Summary

      • 8% Above List Price
      • $239/SF
      • 28 Days On Market
      • Last Sold Price $230,000
      • Jun 27, 2024

      Last Listing Agent Mark Dari Howard Hanna Rand Realty

Showing Results 41 - 80, Page 2 of 18

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