Woodbury, NY Homes

• 

  

  

  /22

  $799,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,702 Sq Ft

  4 Stillman Wye, Monroe, NY 10950

  Welcome to your golden age in a wonderful, brand-new home set in a gated community, surrounded by breathtaking scenic mountain views! The house is 100% complete and ready to move in! Step inside this ranch-style home with hardwood floor, and high-end finishes. It comes with many extras like a study, a second kitchen that is already set up, granite counters and sinks, a large walk-in closet, and a

  Dovid Hoffman MK Realty Inc

  4 Stillman Wye, Monroe, NY 10950
• 

  $1,350,000

  Sold Apr 30, 2026

  18 Pullman Route, Monroe, NY 10950

  • 6 Beds
  • 5.5 Baths
  • 4,171 Sq Ft
  • Built 2025

  Last Sold Summary

  • $324/SF
  • 138 Days On Market

  Current Estimated Value $1,339,000

  Last Listing Agent Joel Jeremias eRealty Advisors, Inc

  18 Pullman Route, Monroe, NY 10950
• 

  Est $918,628

  Not Listed For Sale

  23 Country Hollow, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 3,964 Sq Ft
  • Built 2000

  23 Country Hollow, Highland Mills, NY 10930

  Last Sold Summary

  • 155 Days On Market

  Last Listing Agent Esther Schwimmer Rock Realty Group USA Inc
• 

  

  

  /29

  $529,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,923 Sq Ft

  11 Hunter St, Highland Mills, NY 10930

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home nestled in the heart of the picturesque Hudson Valley! Offering the perfect blend of comfort, functionality, and convenience, this inviting residence is ready for its next chapter.Step inside to find bright, spacious living areas, gleaming hardwood floors, a formal dining room perfect for gatherings, and a versatile

  Robert Mahling Howard Hanna Rand Realty

  11 Hunter St, Highland Mills, NY 10930
• 

  $400,000

  Sold Aug 03, 2026

  22 Plum Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Below List Price
  • $293/SF
  • 36 Days On Market

  Current Estimated Value $414,794

  Last Listing Agent Maurice Bailey Neighborhood Assistance Corp

  22 Plum Ct, Highland Mills, NY 10930
• 

  Est $501,744

  Not Listed For Sale

  30 Scaglione Ct, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1985

  30 Scaglione Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Hilary Ryan Goldman Howard Hanna Rand Realty
• 

  

  /44

  $539,000

  Open Sat 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 1,899 Sq Ft

  25 Birchwood Dr, Highland Mills, NY 10930

  Welcome to this beautifully maintained 4-bedroom, 2-bathroom home in Highland Mills, filled with natural light and lovingly cared for by its owners. Offering spacious living areas, generously sized bedrooms, a finished basement, and plenty of room inside and out, this home is designed for comfortable everyday living. The kitchen features butcher block countertops, a quartz island, and an open

  Claudia Correa Century 21 Full Service Realty

  25 Birchwood Dr, Highland Mills, NY 10930
• 

  $525,000

  Sold Sep 11, 2025

  22 Elm St, Highland Mills, NY 10930

  • 5 Beds
  • 2 Baths
  • 1,984 Sq Ft
  • Built 1915

  Last Sold Summary

  • 2% Below List Price
  • $265/SF
  • 74 Days On Market

  Current Estimated Value $527,028

  Last Listing Agent Alison Orlando KW Hudson Valley United

  22 Elm St, Highland Mills, NY 10930
• 

  Est $796,902

  Not Listed For Sale

  10 College Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,608 Sq Ft
  • Built 2005

  10 College Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Lazar Schvimmer Blooming Realty
• 

  

  /22

  $2,500,000

  • Land
  • 102.9 Acres
  • $24,295 per Acre

  0 Route 32 S Unit KEY995983, Modena, NY 12525

  Prime Farmland with breathtaking Mountain Views. Discover an unparalleled investment opportunity with this expansive 102.9-acre working farm, ideally situated on scenic Route 32 and spanning the highly desirable towns of Gardiner and Modena. Comprised of two separate, connecting deeds [52.1 acres in Gardiner (94.3-3-11) and 50.8 acres in Modena (94.3-1-4)], this diverse parcel offers a multitude

  JoAnn Ellis Summerset Realty

  0 Route 32 S Unit KEY995983, Modena, NY 12525
• 

  $385,000

  Sold Mar 12, 2026

  241 Smith Clove Rd, Highland Mills, NY 10930

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  Last Sold Summary

  • 14% Below List Price
  • $385/SF
  • 470 Days On Market

  Current Estimated Value $390,900

  Last Listing Agent Karin Poggio HomeSmart Homes & Estates

  241 Smith Clove Rd, Highland Mills, NY 10930
• 

  Est $565,703

  Not Listed For Sale

  11 Columbia Cir, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1995

  11 Columbia Cir, Highland Mills, NY 10930

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
• 

  

  /33

  $529,000

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  17 Hunter St, Highland Mills, NY 10930

  Welcome to this beautifully maintained, move-in ready home tucked 200 feet off a quiet road on 3/4 of an acre of park-like property. Privacy and location, all in one. This raised ranch has been lovingly updated over the last 25 years of ownership and looks forward to the next owner to enjoy it as much as this owner has. Offering 1,640 sq.ft. of pristine living space, this home features 3

  David Mires Smitchger Realty

  17 Hunter St, Highland Mills, NY 10930
• 

  $580,000

  Sold Jul 17, 2026

  31 Sunset Terrace, Highland Mills, NY 10930

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Above List Price
  • $309/SF
  • 25 Days On Market

  Current Estimated Value $570,541

  Last Listing Agent Marie Altieri Howard Hanna Rand Realty

  31 Sunset Terrace, Highland Mills, NY 10930
• 

  Est $600,910

  Not Listed For Sale

  4 Stanford Dr, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,932 Sq Ft
  • Built 1996

  4 Stanford Dr, Highland Mills, NY 10930

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent David Katina ESTMAX REALTY
• 

  

  /50

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  10 Sutherland Dr, Highland Mills, NY 10930

  Luxury, comfort, and exceptional craftsmanship define this stunning four-bedroom Center Hall Colonial. Thoughtfully designed with superior craftsmanship and premium finishes throughout, this impressive residence offers the perfect blend of sophistication, comfort, and functionality for the discerning buyer. At the heart of the home is a spectacular custom chef's kitchen featuring Travertine

  Richard Froehlich RE/MAX Benchmark Realty Group

  10 Sutherland Dr, Highland Mills, NY 10930
• 

  $450,000

  Sold Dec 11, 2025

  25 Summit Ave, Central Valley, NY 10917

  • 4 Beds
  • 2 Baths
  • 2,130 Sq Ft
  • Built 1910

  Last Sold Summary

  • $211/SF
  • 30 Days On Market

  Current Estimated Value $478,529

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  25 Summit Ave, Central Valley, NY 10917
• 

  Est $722,143

  Not Listed For Sale

  8 Cambridge Rd, Highland Mills, NY 10930

  • 5 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 1995

  8 Cambridge Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty
• 

  

  /21

  $649,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,076 Sq Ft

  383 Route 32, Central Valley, NY 10917

  **Welcome to 383 Route 32, Central Valley** — a beautifully maintained **legal mother-daughter split-level home** offering the perfect combination of **space, versatility, and comfort**. Nestled on a **.35-acre lot** within the highly sought-after **Monroe-Woodbury School District**, this impressive home features **4 spacious bedrooms, 3 full bathrooms, and over 2,000+ sq. ft. of living space**

  Joel Basch eRealty Advisors, Inc

  383 Route 32, Central Valley, NY 10917
• 

  $222,600

  Sold Jul 16, 2026

  15 Redwood Dr, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $160/SF
  • 160 Days On Market

  Current Estimated Value $304,160

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  15 Redwood Dr, Highland Mills, NY 10930
• 

  Est $806,515

  Not Listed For Sale

  2 Dartmouth Rd, Highland Mills, NY 10930

  • 5 Beds
  • 3 Baths
  • 3,362 Sq Ft
  • Built 1996

  2 Dartmouth Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /38

  $989,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  32 Pearce Dr, Highland Mills, NY 10930

  Stunning Luxury Home with Resort-Style Amenities:Welcome to this exceptional 5,440 sq ft residence offering the perfect blend of elegance, comfort, and modern upgrades. This spacious home features 4 generously sized bedrooms, including a luxurious primary suite with a private balcony, beautiful views, and a spacious walk-in closet.The primary bathroom is a true retreat, showcasing a spa-like

  Jean DiMatteo DiMatteo Realty LLC

  32 Pearce Dr, Highland Mills, NY 10930
• 

  $329,000

  Sold Nov 12, 2025

  201 Ruby Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  Last Sold Summary

  • $304/SF
  • 32 Days On Market

  Current Estimated Value $331,900

  Last Listing Agent Teresa Lauria Halo Realty Properties LLC

  201 Ruby Ct, Highland Mills, NY 10930
• 

  Est $733,153

  Not Listed For Sale

  19 Dartmouth Rd, Highland Mills, NY 10930

  • 4 Beds
  • 3 Baths
  • 2,824 Sq Ft
  • Built 1997

  19 Dartmouth Rd, Highland Mills, NY 10930

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Nathen Singer MK Realty Inc
• 

  

  /50

  $675,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  33 Sutherland Dr, Highland Mills, NY 10930

  Experience the perfect blend of modern elegance and suburban tranquility in this beautiful Colonial, perfectly positioned on 1.2 acres of manicured grounds. Inside, rich hardwood floors and walls of windows create an airy, light-filled atmosphere. The heart of the home is the efficiently designed kitchen, boasting a breakfast bar, pantry and stainless-steel appliances. It flows seamlessly into

  Donna Gennaro Howard Hanna Rand Realty

  33 Sutherland Dr, Highland Mills, NY 10930
• 

  $449,900

  Sold Jan 16, 2026

  15 Cherry Ct, Highland Mills, NY 10930

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $252/SF
  • 39 Days On Market

  Current Estimated Value $459,426

  Last Listing Agent Joan Wortmann Weichert Realtors

  15 Cherry Ct, Highland Mills, NY 10930
• 

  Est $338,239

  Not Listed For Sale

  2102 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  2102 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Aneudy Rosa Keller Williams Realty
• 

  

  /17

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  45 Redwood Dr, Highland Mills, NY 10930

  Check out this updated 2 bedroom 2 bathroom townhouse located in the Town of Woodbury. Hardwood floors throughout the first floor with a large open kitchen with stainless steel appliance and a eat-in dining room. Off the dining room is a sliding glass door leading to your back deck. The first floor also includes a half bathroom to make it convenient for company and entertaining. On the second

  Tyler Prokosch John J Lease REALTORS Inc

  45 Redwood Dr, Highland Mills, NY 10930
• 

  $810,000

  Sold Feb 23, 2026

  12 Heather Ridge, Highland Mills, NY 10930

  • 4 Beds
  • 4 Baths
  • 3,774 Sq Ft
  • Built 2004

  Last Sold Summary

  • $215/SF
  • 43 Days On Market

  Current Estimated Value $823,328

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  12 Heather Ridge, Highland Mills, NY 10930
• 

  Est $348,593

  Not Listed For Sale

  2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  2101 Rosewood Ct Unit 93, Highland Mills, NY 10930

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Jennifer Molino Keller Williams Realty
• 

  

  /48

  $785,000

  • 5 Beds
  • 4.5 Baths
  • 3,182 Sq Ft

  1 Cindy Ln, Highland Mills, NY 10930

  Discover this exceptional luxury residence located in a highly sought-after neighborhood. This one-of-a-kind property offers an expansive layout designed for comfortable living and entertainment.The home features a magnificent kitchen with elegant granite countertops and a family room characterized by cathedral ceilings and a fireplace. The residence includes five generously sized bedrooms

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  1 Cindy Ln, Highland Mills, NY 10930
• 

  $450,000

  Sold May 27, 2026

  35 Midland Ave, Central Valley, NY 10917

  • 3 Beds
  • 1.5 Baths
  • 1,667 Sq Ft
  • Built 1956

  Last Sold Summary

  • $270/SF
  • 28 Days On Market

  Current Estimated Value $451,604

  Last Listing Agent Maryann Tercasio Howard Hanna Rand Realty

  35 Midland Ave, Central Valley, NY 10917
• 

  Est $329,928

  Not Listed For Sale

  1506 Rosewood Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft
  • Built 1990

  1506 Rosewood Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /24

  $479,999

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  172 Ridge Rd, Highland Mills, NY 10930

  Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. With plenty of space to possibly expand both above and behind the house, the opportunities here are endless. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard

  JOHN SCARANO Keller Williams Realty

  172 Ridge Rd, Highland Mills, NY 10930
• 

  $762,000

  Sold Apr 29, 2026

  30 Trout Brook Rd, Highland Mills, NY 10930

  • 8 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1954

  Last Sold Summary

  • 2% Below List Price
  • $320/SF
  • 48 Days On Market

  Current Estimated Value $756,570

  Last Listing Agent Sarah Schwartz Rodeo Realty Inc

  30 Trout Brook Rd, Highland Mills, NY 10930
• 

  Est $336,484

  Not Listed For Sale

  1404 Honey Locust Ct, Highland Mills, NY 10930

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1990

  1404 Honey Locust Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
• 

  

  /25

  $430,000

  Open Sun 1AM - 2PM $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  21 Shuit Place, Central Valley, NY 10917

  Make This cozy comfortable House Yours Today!! Introducing a stunningly renovated 3-bedroom, 1-bathroom detached home that embodies both comfort and style. this beautifully updated property features a spacious garden, perfect for gardening enthusiasts or those who cherish outdoor relaxation. Completely transformed in 2023, everything inside has been updated to reflect modern living standards

  Aron Ungar eRealty Advisors, Inc

  21 Shuit Place, Central Valley, NY 10917
• 

  $800,000

  Sold Jun 11, 2026

  22 Lionel Passage, Monroe, NY 10950

  • 2 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Above List Price
  • $365/SF
  • 84 Days On Market

  Current Estimated Value $744,586

  Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

  22 Lionel Passage, Monroe, NY 10950
• 

  Est $336,539

  Not Listed For Sale

  1203 Honey Locust Ct, Highland Mills, NY 10930

  • 2 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1990

  1203 Honey Locust Ct, Highland Mills, NY 10930

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Sharon Forsythe David L Russell Realty
• 

  

  /6

  $380,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  20 Redwood Dr, Highland Mills, NY 10930

  Looking for the perfect starter or downsizer? This 2 Bedroom, 1.5 Bathroom Townhouse end unit in Village of Woodbury might be for you! Close to I-87 shopping, schools and amenities.

  Ernie Acampora River Realty Services, Inc.

  20 Redwood Dr, Highland Mills, NY 10930

Showing Results 121 - 160, Page 4 of 18