Highland Mills, NY Homes

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  $270,000

  $45K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 760 Sq Ft

  32 Cedar Trail, Monroe, NY 10950

  Step into a home where the hard work is already done. Welcome to this 3-bedroom, 1-bath property freshly painted and move-in ready. Nicely flowing layout with updated hardwood flooring, kitchen cabinets with quartz counter, and tiled bathroom were all updated in 2022. New furnace and water heater. Ample space in the backyard.

  

  Jack Yao

  Realmart Realty LLC

  32 Cedar Trail, Monroe, NY 10950
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  /45

  $3,400 Per Month

  • 3 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • House for Rent

  383 Rt 32, Woodbury, NY 10917

  This is a must-see 3-bedroom, 2-full-bath rental offering the perfect combination of privacy and convenience. Enjoy a peaceful relaxing setting while still being close to major highway, bus and train transportation, shopping, dining, and more. Inside, you’ll find an abundance of natural sunlight beautiful wood floors throughout, and a comfortable layout with plenty of space to make your own. The

  

  Dana Posner

  Howard Hanna Rand Realty

  383 Rt 32, Woodbury, NY 10917
• 

  $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 $227,230

  Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  59 Orchard Trail, Monroe, NY 10950
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  Est $903,422

  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

  • 24 Days On Market

  Last Listing Agent Mary Ann Mitchell eXp Realty
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  $860,000

  $20K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,431 Sq Ft

  43 Greenwich Ave, Central Valley, NY 10917

  INCREDIBLE VALUE IN THE GREENS OF WOODBURY! This is your opportunity to own a spacious Colonial in one of the Hudson Valley's most sought-after neighborhoods at an exceptional new price. Offering over 3,400 square feet of living space, this 5-bedroom, 4-full-bath home is ideal for buyers looking to build equity while creating their dream home. Situated in the highly desirable town of Woodbury,

  

  Alexandra Zinko

  Century 21 Realty Center

  43 Greenwich Ave, Central Valley, NY 10917
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  /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

  

  5 N Main St, Monroe, NY 10950
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  $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 $512,299

  Last Listing Agent Robert Mahling Howard Hanna Rand Realty

  87 Barr Ln, Monroe, NY 10950
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  Est $220,548

  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

  • 17 Days On Market

  Last Listing Agent Kamal Khan Charles Rutenberg Realty, Inc.
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  /50

  $699,900

  $50K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 2,731 Sq Ft

  26 Mandy Ln, Washingtonville, NY 10992

  The ridge enters the room before you do, and the architecture made sure of it. From every room and every deck, the view is what you live with, because the home sits where the horizon opens widest and every window, every railing, and every step off the back door is aimed at it. The valley falls open in front of you, the ridge rolls along the sky, and the treetops drop just below the deck line.

  

  Brian Caplicki

  KW Hudson Valley United

  26 Mandy Ln, Washingtonville, NY 10992
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  /22

  Starting at $1,700 Per Month

  • 1 Bed

  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

  205 Charlotte Ct, Central Valley, NY 10917
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  $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 $441,624

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  93 Weygant Hill, Highland Mills, NY 10930
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  Est $633,599

  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

  • 229 Days On Market

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group
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  /35

  $588,000

  $11K PRICE DROP Pending

  • 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

  

  Luanne McGann

  Century 21 Full Service Realty

  17 Pine Hill Rd, Highland Mills, NY 10930
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  $1,950 Per Month

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • 534 State Route 32, 6

  534 Ny-32 Unit 6, Woodbury, NY 10930

  Rent includes heat, hot water, electricity, and water! Second floor studio apartment with walkup storage loft is conveniently located above neighborhood favorite, Jay’s Deli. Features easy-maintenance flooring throughout and a kitchen with brand new appliances. Off-street parking for up to two vehicles. Convenient location just minutes from Woodbury Common Premium Outlets, NYS

  534 State Route 32, 6

  534 Ny-32 Unit 6, Woodbury, NY 10930
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  $790,000

  Sold Sep 18, 2026

  3 Caledonia Cir, Highland Mills, NY 10930

  • 6 Beds
  • 3.5 Baths
  • 4,517 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $175/SF
  • 65 Days On Market

  Current Estimated Value $857,623

  Last Listing Agent Yakov Winkler Preferred Properties Real Esta

  3 Caledonia Cir, Highland Mills, NY 10930
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  Not Listed For Sale

  10 Berry Hill, Mountainville, NY 10953

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 1999

  10 Berry Hill, Mountainville, NY 10953

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Fatima Candiotti Houlihan Lawrence Inc.
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  /36

  $637,000

  $13K PRICE DROP

  • 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,

  

  Cecilia Feng

  BHHS River Towns Real Estate

  16 Mockingbird Ln, Washingtonville, NY 10992
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  /22

  $3,975

  Total Monthly Price

  • 4 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Townhouse for Rent

  24 Barr Ln, Monroe, NY 10950

  Gorgeous all nenovated townhome conveniently located in Monroe NY . This home is in a gated communities with amenities to include pool, clubhouse , gym , tennis and walking trails . Home has 24 ft vaulted ceilings , fireplace , central air and a beautiful back area with a large Patto. Walk to all stores , buses to NYC and restaurants Agent discloses interest !

  24 Barr Ln, Monroe, NY 10950
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  $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 $1,216,706

  Last Listing Agent Elimelech Kremer MS Realty Group USA, Inc

  10 Damian Ct, Chester, NY 10918
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  Est $660,362

  Not Listed For Sale

  Unlisted Address

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

  Unlisted Address

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
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  /19

  $179,000

  $96K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  10 Lookout Trail, Monroe, NY 10950

  Home Needs Some Work, but Offers Great Potential to Make It Your Own! 2-bedroom, 1-bath cottage situated on a private 0.25-acre lot in scenic Blooming Grove. This handyman special offers a peaceful, retreat-like setting with plenty of potential to make it your own. Features include a kitchen, living area with a wood-burning stove, natural light, and a covered deck overlooking the wooded

  

  Ewa Kusmierek

  eXp Realty

  10 Lookout Trail, Monroe, NY 10950
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  /9

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • 534 State Route 32, 7

  534 Ny-32 Unit 7, Woodbury, NY 10930

  Rent includes heat, hot water, electricity, and water! Bright one bedroom, one bath second-floor apartment conveniently located above neighborhood favorite, Jay’s Deli. Features easy-maintenance flooring throughout and a kitchen with brand new appliances. Off-street parking for up to two vehicles. Convenient location just minutes from Woodbury Common Premium Outlets, NYS Thruway,

  534 State Route 32, 7

  534 Ny-32 Unit 7, Woodbury, NY 10930
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  $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 $552,373

  Last Listing Agent Vincent McAteer Terrie OConnor

  106 Maple Ave, Monroe, NY 10950
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  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

  • 114 Days On Market

  Last Listing Agent Ivan Carvalho Exit Realty Connections
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  /42

  $669,999

  $55K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,832 Sq Ft

  1649 State Route 32, Highland Mills, NY 10930

  Set against a picturesque one acre property with peaceful views of Woodbury Creek, this stunning modern stucco raised ranch offers the perfect blend of space, style, and comfort in the desirable Cornwall School District. With over 2,800 square feet of thoughtfully designed living space, this exceptional home features 3 bedrooms, 3 full bathrooms, vaulted ceilings, and an abundance of natural

  

  Chativa Bowen

  Keller Williams Realty

  1649 State Route 32, Highland Mills, NY 10930
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  /2

  $950 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  22 Smith Clove Rd Unit 1R, Woodbury, NY 10917

  Property Id: 2076223 Bright RM for a single person available in quiet Central Valley. Shared bathroom. New paint and refrigerator Cooking is allowed in your room. 1 cat allowed, utilities included. Application/one time fee, 1-month rent, 1-month security. Show paystubs, banking info, and ID. Leave a phone number please. 5 mins from Woodbury Commons, I-87 and I 84 and good restaurants.

  22 Smith Clove Rd Unit 1R, Woodbury, NY 10917
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  $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 $315,901

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty

  305 Arlin Rd, Monroe, NY 10950
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  Est $261,899

  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

  • 20 Days On Market

  Last Listing Agent Janine Blandino Keller Williams Realty
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  /43

  $775,000

  $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  8 Mountain Brook Rd, Cornwall, NY 12518

  Tucked away in a serene, tree-surrounded setting in the Town of Cornwall, this spacious ranch offers the perfect blend of comfort, privacy, and everyday convenience. Set on 1.4 beautifully landscaped acres, the property feels like a private retreat, complete with mature gardens, natural surroundings, a large Trex deck, and a stunning in-ground saltwater pool framed by beautiful natural rock.

  

  Jade Oliverio

  Howard Hanna Rand Realty

  8 Mountain Brook Rd, Cornwall, NY 12518
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  /13

  $2,800 Per Month

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

  320 High St, Monroe, NY 10950

  Property Id: 2839553 Welcome to this inviting 3-bedroom, 1-bathroom rental in the heart of Monroe! This comfortable home offers a practical layout with plenty of space for everyday living. Conveniently located near local shopping, dining, schools, parks, and major roads, making commuting and errands a breeze. A great opportunity for anyone looking for a comfortable 3-bedroom home in a

  320 High St, Monroe, NY 10950
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  $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 $463,103

  Last Listing Agent Kewin Garabito eXp Realty

  512 High St, Monroe, NY 10950
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  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

  • 68 Days On Market

  Last Listing Agent Lucia Montone Howard Hanna Rand Realty
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  /7

  $270,000

  $15K PRICE DROP

  • 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

  

  Mindy Skelly

  1 Oak Real Estate Hub Inc

  36 Claremont Trail, Monroe, NY 10950
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  /7

  $2,200 Per Month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • 534 State Route 32, 1

  534 Ny-32 Unit 1, Woodbury, NY 10930

  Rent includes heat, hot water, electricity, and water! Bright one bedroom, one bath second-floor apartment conveniently located above neighborhood favorite, Jay’s Deli. Features easy-maintenance flooring throughout and a kitchen with brand new appliances. Off-street parking for up to two vehicles. Convenient location just minutes from Woodbury Common Premium Outlets, NYS Thruway, Route 17, Route

  534 State Route 32, 1

  534 Ny-32 Unit 1, Woodbury, 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 $680,384

  Last Listing Agent Regina Wittosch Howard Hanna Rand Realty

  28 Sutherland Dr, Highland Mills, NY 10930
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  Est $263,077

  Not Listed For Sale

  21 Lexington Hill Unit 8, Harriman, NY 10926

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

  21 Lexington Hill Unit 8, Harriman, NY 10926

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Sheri Chablis Sohn Real Estate Corp
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  $3,999,999

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

  43 Freeland St, Monroe, NY 10950

  Multi-Use Investment Opportunity - Village of Monroe, NY Approx. 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 residence.

  

  Nazma Sooknanan

  Nazma Real Estate LLC

  43 Freeland St, Monroe, NY 10950
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  /49

  $15,906

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • Condo for Rent

  347 Museum Village Rd Unit SI ID1466554P, Monroe, NY 10950

  The advertised rate of $15,907/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 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

  347 Museum Village Rd Unit SI ID1466554P, Monroe, NY 10950
• 

  $429,000

  Sold Sep 18, 2026

  14 Marc Terrace, Monroe, NY 10950

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $314/SF
  • 15 Days On Market

  Current Estimated Value $434,807

  Last Listing Agent Todd Jennings Keller Williams Realty

  14 Marc Terrace, Monroe, NY 10950
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  Est $235,858

  Not Listed For Sale

  2 Lexington Hill Unit 10, Harriman, NY 10926

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

  2 Lexington Hill Unit 10, Harriman, NY 10926

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Donna Reese KW Hudson Valley United

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