Highland Mills, NY Homes

• 

  Est $716,511 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,533 Sq Ft

  6 Alloway Crescent, Highland Mills, NY 10930

  6 Alloway Crescent, Highland Mills, NY 10930
• 

  

  

  /41

  $810,000

  • 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
• 

  $475,000 Sold Oct 02, 2025

  • 1,024 Sq Ft
  • $464/SF
  • 14 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  114 Pine Tree Rd, Monroe, NY 10950

  Updated Ranch with Scenic Acre+ in Monroe-Woodbury SchoolsThis beautifully updated ranch offers comfort, efficiency, and style on over an acre of picturesque property within the sought-after Monroe-Woodbury School District. Inside, you'll find pine cabinetry, stainless steel appliances—including a Bosch dishwasher, five-burner gas stove, stainless steel hood, and refrigerator—along with a

  Rosalie Cook Weichert Realtors

  114 Pine Tree Rd, Monroe, NY 10950
• 

  Est $807,171 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,126 Sq Ft

  13 Heather Ridge, Highland Mills, NY 10930

  13 Heather Ridge, Highland Mills, NY 10930
• 

  

  

  /47

  $989,000

  • 5 Beds
  • 4.5 Baths
  • 3,608 Sq Ft

  20 Winding Ln, Central Valley, NY 10917

  Welcome to a residence that doesn’t just say luxury it lives it. Tucked at the end of a peaceful cul-de-sac and set on over an acre of manicured grounds (with sprinkler system) this breathtaking 5 bed 4.5 bath colonial delivers upscale living in its most refined form. The moment you step inside you’re greeted with warm hardwood floors sophisticated millwork & an effortless open flow designed for

  Tristen Sierra Coldwell Banker Realty

  20 Winding Ln, Central Valley, NY 10917
• 

  $185,000 Sold Sep 30, 2025

  • 1,212 Sq Ft
  • $153/SF
  • 48 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1933

  14 Silver Trail, Monroe, NY 10950

  Quiet block, private setting! The inviting living room/dining room boasts large windows that flood the space with natural light, and a charming wood burning Eat-in kitchen. The cozy family room offers an abundance of windows, a fireplace, and elegant wood paneling, creating an ideal setting for family gatherings. The home features 2 bedrooms, Step outside to the The property also includes a

  Yidel Rosenberg MS Realty Group USA, Inc

  14 Silver Trail, Monroe, NY 10950
• 

  Est $825,915 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  23 Castleton Dr, Highland Mills, NY 10930

  23 Castleton Dr, Highland Mills, NY 10930
• 

  

  /44

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft

  1306 Rosewood Ct, Highland Mills, NY 10930

  Experience easy, first-floor living in this beautifully maintained 2-bedroom, 2-full-bath condo in the highly sought-after Woodbury Heights of Highland Mills. Designed for comfort, convenience, and low-maintenance living, this home is perfect for downsizers, empty nesters, or anyone seeking a peaceful lifestyle with all the benefits of the living within Monroe-Woodbury School District but with

  Martin Remo RE/MAX Prime Properties

  1306 Rosewood Ct, Highland Mills, NY 10930
• 

  $515,000 Sold Sep 30, 2025

  • 1,428 Sq Ft
  • $361/SF
  • 44 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1968

  21 Pleasant Dr, Highland Mills, NY 10930

  Welcome to your dream home! This beautifully maintained 4-bedroom, 2-bath residence is nestled in a highly sought-after neighborhood known for its friendly atmosphere and fantastic community amenities. As you step inside, you'll be welcomed by a spacious, light-filled layout perfect for both relaxing and entertaining. The updated kitchen opens seamlessly to a large deck, complete with a charming

  Gabriella Coppolino Hudson Valley Home Connection

  21 Pleasant Dr, Highland Mills, NY 10930
• 

  Est $828,390 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,930 Sq Ft

  19 Heather Ridge, Highland Mills, NY 10930

  19 Heather Ridge, Highland Mills, NY 10930
• 

  

  /3

  $879,000

  • 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
• 

  $680,000 Sold Sep 29, 2025

  • 2,290 Sq Ft
  • $297/SF
  • 133 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  11 Mountain Park Rd, Monroe, NY 10950

  This well maintained colonial has a unique and open floor plan that also maximizes living space. The impressive mahogany front door will give you a good indication of what awaits you when you enter the home. The entire house including all the bedrooms have hardwood oak floors and the entry and baths are tiled. The first floor has crown and box moulding accents. The Kraftmaid cabinetry is

  Theresa Budich Howard Hanna Rand Realty

  11 Mountain Park Rd, Monroe, NY 10950
• 

  Est $783,128 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,056 Sq Ft

  20 Alloway Crescent, Highland Mills, NY 10930

  20 Alloway Crescent, Highland Mills, NY 10930
• 

  

  /3

  $879,000

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

  5 Sears Rd Unit 102, 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 102, Monroe, NY 10950
• 

  $305,000 Sold Sep 27, 2025

  • 1,266 Sq Ft
  • $241/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  305 Arlin Rd, Monroe, NY 10950

  If you're looking for one level living with handicapped friendly features you have found your perfect new home. The Cromwell Hills community is within walking distance to the village. The community is quiet and well maintained with well manicured lawns and common areas, a pool and clubhouse and playground area. There is reserved parking and guest parking nearby. The layout is perfect for

  Theresa Budich Howard Hanna Rand Realty

  305 Arlin Rd, Monroe, NY 10950
• 

  Est $808,727 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,983 Sq Ft

  2 Castleton Dr, Highland Mills, NY 10930

  2 Castleton Dr, Highland Mills, NY 10930
• 

  

  /35

  $245,000

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  46 Tanager Rd Unit 4604, Monroe, NY 10950

  Beautiful, bright and recently renovated, this apartment is turn key and ready for move-in!. Heat, hot water and cooking gas are included in the HOA fees. Very nice, clean and bright large two bedroom, two bathroom home in Rolling Hills Complex. New stainless steel appliances, new floors, refinished cabinets and countertops, newly appointed bathroom, new windows and recently painted throughout.

  Layla Rose Boyles Century 21 Realty Center

  46 Tanager Rd Unit 4604, Monroe, NY 10950
• 

  $210,000 Sold Sep 25, 2025

  • 700 Sq Ft
  • $300/SF
  • 15 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1944

  70 Sylvan Trail, Monroe, NY 10950

  Escape to your own private mountain retreat! This beautifully maintained 2 bedroom ranch is move-in ready and perfectly suited for weekend getaways, a peaceful full-time residence, or a lucrative rental. Tucked among lush greenery and mature trees, it offers the ultimate in privacy and tranquility. Inside, a cozy fireplace welcomes you, while outside, a covered patio invites you to relax and

  James Fox Howard Hanna Rand Realty

  70 Sylvan Trail, Monroe, NY 10950
• 

  Est $743,799 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  1 Paisley Ct, Highland Mills, NY 10930

  1 Paisley Ct, Highland Mills, NY 10930
• 

  

  /50

  $899,000

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  8 Alloway Crescent, Highland Mills, NY 10930

  Welcome to this beautiful center hall colonial in Highland Mills' Brigadoon Community. Proudly offered by the original owners of over two decades years, this wonderful home features a custom layout that makes it truly special. A welcoming front porch invites you into the main foyer, where you’ll find a spacious living room to the left and a formal dining room to the right — perfect for gatherings

  Claudia Lepore Keller Williams Realty

  8 Alloway Crescent, Highland Mills, NY 10930
• 

  $440,000 Sold Sep 24, 2025

  • 1,531 Sq Ft
  • $287/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  83 Woodcock Mtn Rd, Washingtonville, NY 10992

  Where the Sky Meets the Trees, and Time Slows DownThere’s something about the countryside—the way the morning mist rises over the fields, how the sky blazes with color at dawn and settles into stillness at sunset. Tucked in the private Woodcock Mountain area of Washingtonville, this classic Cape Cod home is more than a place to live—it’s where you exhale, reconnect, and return to what

  Brian Caplicki Keller Williams Hudson Valley

  83 Woodcock Mtn Rd, Washingtonville, NY 10992
• 

  Est $751,666 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,999 Sq Ft

  2 Tweed Ct, Highland Mills, NY 10930

  2 Tweed Ct, Highland Mills, NY 10930
• 

  

  /49

  $1,250,000

  • 4 Beds
  • 3 Baths
  • 3,015 Sq Ft

  46 Roselawn Rd, Highland Mills, NY 10930

  Discover the perfect blend of style, space, and convenience in this stunning, single level 3,000 sq. ft. brick ranch, ideally located just 50 miles north of New York City in the town of Woodbury.A circular driveway welcomes you to this totally renovated 4-bedroom, 3-bath home with a bright, open-concept layout and elegant wood-look tile flooring laid in a sophisticated herringbone pattern.

  Evelyn Unger Tmimi Weichert Realtors

  46 Roselawn Rd, Highland Mills, NY 10930
• 

  $299,000 Sold Sep 24, 2025

  • 1,588 Sq Ft
  • $188/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  8 Brookside Dr W, Harriman, NY 10926

  Renovation Project Opportunity. Discover the potential at 8 Brookside Drive West in Harriman, NY. This 1,588 sq. ft. home is ready for it's makeover.. Situated on a 3,105 sq. ft. lot, this Condo/Townhouse located in commuter-friendly Harriman features 3 bedrooms and 2 full baths and powder room. Large living room with wood-burning fireplace, and slider leading to a private backyard. 1 car garage

  Craig Watters Compass Greater NY, LLC

  8 Brookside Dr W, Harriman, NY 10926
• 

  Est $753,588 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,568 Sq Ft

  6 Tweed Ct, Highland Mills, NY 10930

  6 Tweed Ct, Highland Mills, NY 10930
• 

  

  /50

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 2,541 Sq Ft

  1280 State Route 208, Monroe, NY 10950

  Tucked away on 8.5 acres of gently rolling land, this contemporary home is a sanctuary for those who crave space, quiet and a connection to nature. Clean lines and natural textures define the design blending seamlessly into the surrounding landscape. As you make your way up the front walkway, you are first greeted by the koi pond. Inside, the open floor plan invites light from every direction.

  Regina Carmel Howard Hanna Rand Realty

  1280 State Route 208, Monroe, NY 10950
• 

  $369,000 Sold Sep 24, 2025

  • 1,160 Sq Ft
  • $318/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  71 Frank Ct, Monroe, NY 10950

  You can truly have it all in this exceptional nearly 1160 sq. ft. condo. This upper unit offers 2 Bedroom and 2 full bathrooms, a large living room with light colored carpeting, a formal dining room, with real wood parquet flooring that flows into a spacious kitchen with receded lighting, new stone back-splash, granite counter-top, custom hanging light, 5 burner stove and a side-by-side

  Dennis Chiulli Dennis L Chiulli Realty Corp

  71 Frank Ct, Monroe, NY 10950
• 

  Est $699,015 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,974 Sq Ft

  5 Tweed Ct, Highland Mills, NY 10930

  5 Tweed Ct, Highland Mills, NY 10930
• 

  

  /33

  $350,000

  • 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
• 

  $450,000 Sold Sep 24, 2025

  • 1,344 Sq Ft
  • $335/SF
  • 66 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1959

  16 Robyn Dr, Monroe, NY 10950

  Welcome to this beautifully maintained Cape Cod-style home offering 4 spacious bedrooms and 2 full bathrooms, perfect for growing families or those seeking flexible living space. Step inside to find a warm and inviting layout with sun-filled rooms and hardwood floors. The main level features a bright living room, a kitchen with ample cabinetry and modern appliances. Two bedrooms and a full

  Bradford Lewis Keller Williams Realty

  16 Robyn Dr, Monroe, NY 10950
• 

  Est $748,862 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  22 Gladstone Ct, Highland Mills, NY 10930

  22 Gladstone Ct, Highland Mills, NY 10930
• 

  

  /38

  $785,000

  • 5 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  32 Dallas Dr, Monroe, NY 10950

  Beautifully 5-Bedroom Home In The Village Of South Blooming Grove Welcome to this beautifully 5-bedroom, 2.5-bath home with Many Upgrades, This 3 Story Home is offering 2,204 sq. ft. of comfortable living space on a 0.3-acre lot. Pride of ownership shows throughout, with numerous updates and modern features. The main floor features a bright kitchen, dining, and living area with hardwood floors,

  Hershel Lowy Master Realty Group Inc.

  32 Dallas Dr, Monroe, NY 10950
• 

  $565,000 Sold Sep 19, 2025

  • 2,284 Sq Ft
  • $247/SF
  • 57 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  8 Lucky Ln, Washingtonville, NY 10992

  Lovely 4 bedroom 3.5 bath Colonial ideal for commuters or the perfect setting for those who work from home. This house has a great layout and plenty of room for everyone! With a rocking chair porch, this home blends comfort and charm with stunning landscape and rock walls. Property is nestled in a delightful neighborhood yet offers plenty of privacy. Elegantly renovated eat in kitchen with custom

  Agnes Milani Howard Hanna Rand Realty

  8 Lucky Ln, Washingtonville, NY 10992
• 

  Est $717,152 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,709 Sq Ft

  10 Berwick Cir, Highland Mills, NY 10930

  10 Berwick Cir, Highland Mills, NY 10930
• 

  

  /21

  $849,000

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

  5 Lizensk Blvd, Monroe, NY 10950

  Step into a beautiful, upgraded 8.5-room apartment in the heart of Kiryas Joel! The spacious 2400 sq. ft. features a bright, modern kitchen with contemporary finishes and plenty of counter space, perfect for comfortable daily cooking! In addition, it includes a separate Passover kitchen, offering extra flexibility and convenience for special occasions.Adjoining the kitchen is a spacious dining

  Moshe Kaufman MK Realty Inc

  5 Lizensk Blvd, Monroe, NY 10950
• 

  $500,000 Sold Sep 19, 2025

  • 1,545 Sq Ft
  • $324/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  147 Barnes Rd, Washingtonville, NY 10992

  Welcome to this lovingly maintained 3-bedroom, 1.5-bath split-level home nestled in one of Washingtonville's most desirable neighborhoods! This home boasts numerous upgrades made over the past 4–10 years, offering modern comfort while maintaining its classic charm.Step inside to find a bright and inviting layout, featuring numerous updates including kitchen and bathrooms, newer flooring, and

  Janet Rendle Weichert Realtors

  147 Barnes Rd, Washingtonville, NY 10992
• 

  Est $662,627 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  7 Berwick Cir, Highland Mills, NY 10930

  7 Berwick Cir, Highland Mills, NY 10930
• 

  

  /44

  $520,000

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  469 Hillside Rd, Monroe, NY 10950

  We are thrilled to introduce 469 Hillside Road, a spacious four-bedroom single-family home that awaits you. Upon entering, an inviting foyer leads into either the roomy kitchen or the dining area. The kitchen features an open sit-in area ,creating a perfect, homey experience, complemented by an airy dining room and living area that enhances comfort. The master bedroom is generously sized and

  David Kraus MK Realty Inc

  469 Hillside Rd, Monroe, NY 10950
• 

  $510,000 Sold Sep 19, 2025

  • 2,161 Sq Ft
  • $236/SF
  • 19 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 2014

  2 Hidden Creek Blvd, Monroe, NY 10950

  Welcome to this beautifully upgraded 2-bedroom, 2 full bath, 2 half bath end-unit townhome with a two-car garage, This sun-filled home features hardwood floors throughout the first level, elegant plantation shutters, and 9’ ceilings that enhance the open and airy feel. The inviting living room centers around a cozy gas fireplace with a stacked stone surround—perfect for relaxing evenings.

  Ann Marie Dilonardo Terrie OConnor

  2 Hidden Creek Blvd, Monroe, NY 10950
• 

  Est $734,531 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,568 Sq Ft

  5 Blackmoor Cir, Highland Mills, NY 10930

  5 Blackmoor Cir, Highland Mills, NY 10930

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