Woodbury Orange, NY Homes

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  $680,000

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

  28 Sutherland Dr, Highland Mills, NY 10930

  "Hike Up Your Own Mountain" – A Serene and Spacious Woodland RetreatWelcome to your private sanctuary nestled on 2.4 acres of lush woods and cultivated gardens, where nature and modern living harmoniously intertwine. This beautifully updated home invites you in with a charming front porch, perfect for morning coffee or evening relaxation, offering a warm welcome to all who arrive.Inside,

  

  Regina Wittosch

  Howard Hanna Rand Realty

  (845) 868-6382

  28 Sutherland Dr, Highland Mills, NY 10930
• Explore Woodbury Orange

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  /32

  $1,750 - $2,125 per month

  Brookside Garden Apartments

  1 - 2 Beds

  4 Brookside Dr E, Harriman, NY 10926

  Welcome to Brookside Garden apartments! A picturesque complex with beautiful landscape, Brookside Garden is a great place to call home. We have multiple floor plans for one and two bedroom apartments. All units include heat and hot water. Residents enjoy the many amenities including: dishwashers, private pool, maintenance and laundry facilities on property. Brookside Garden Apartments is within

  4 Brookside Dr E, Harriman, NY 10926
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  $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

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  40 Weygant Hill, Highland Mills, NY 10930
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  Est $898,915 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,304 Sq Ft

  12 Montesi Dr, Highland Mills, NY 10930

  12 Montesi Dr, Highland Mills, NY 10930
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  /42

  $806,000 Pending

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

  12 Heather Ridge, Highland Mills, NY 10930

  Great opportunity to live in the desirable Brigadoon Community! This spacious home, situated on one of the largest lots in the community, offers more than 3,700 square feet of living space and boasts stunning views across a full acre of beautiful property. The residence features a dramatic two-story entryway and a second-floor catwalk, along with four generously sized bedrooms upstairs, including

  

  Kim Chiapperino

  RE/MAX Benchmark Realty Group

  (845) 539-0256

  12 Heather Ridge, Highland Mills, NY 10930
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  /17

  $1,925 per month

  • 2 Beds
  • 1 Bath
  • 2,256 Sq Ft
  • Apartment for Rent

  8 County Route 105, Highland Mills, NY 10930

  Well-maintained 2-bedroom, 1-bath apartment located near all amenities. Recent updates include a new kitchen, freshly painted interior, and in-unit laundry. Heat and hot water included. Convenient and comfortable living opportunity.

  Dan Neil Field Pointe Realty LLC

  8 County Route 105, Highland Mills, NY 10930
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  $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

  Last Listing Agent Erin Connolly Artisan Realty

  4 Linden Dr, Highland Mills, NY 10930
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  Est $669,835 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  3 Melissa Ln, Highland Mills, NY 10930

  3 Melissa Ln, Highland Mills, NY 10930
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  $799,000

  • 4 Beds
  • 1 Bath
  • 1,400 Sq Ft

  24 Laura Ln, Woodbury, NY 10917

  The ol' poultry farm.... a cozy Arts and Craft style home with 4 bedrooms 1 bathroom and a walkout basement! Located at the end of a dead end street saturated by commercial neighbors! Value is in the land... Ideal use is for commercial business right in Central Valley! Call for other details and ideas- Taxes are Town and County $2,100; Village $1,400; School $5,200 Survey will be uploaded when

  

  Erin Connolly

  Artisan Realty

  (845) 205-7720

  24 Laura Ln, Woodbury, NY 10917
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  /22

  $1,700 - $2,200 per month

  Woodbury Gardens

  1 - 2 Beds

  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!

  205 Charlotte Ct, Central Valley, NY 10917
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  $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 $528,814

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

  57 Edgewood Dr, Central Valley, NY 10917
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  4 Violet Dr, Highland Mills, NY 10930

  4 Violet Dr, Highland Mills, NY 10930
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  $449,900 Pending

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

  15 Cherry Ct, Highland Mills, NY 10930

  **Welcome to this beautifully maintained end-unit townhome in the highly desirable Timber Ridge community-where comfort, style and convenience converge. Featuring 3 bedrooms and 3 full baths, this home offers a thoughtfully designed layout that blends modern upgrades with natural charm. The gourmet kitchen is a standout, showcasing rich Cherrywood cabinetry, granite countertops, ss appliances,

  

  Joan Wortmann

  Weichert Realtors

  (845) 712-4994

  15 Cherry Ct, Highland Mills, NY 10930
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  $3,600 per month

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • House for Rent

  99 Summit Ave, Central Valley, NY 10917

  Immaculate home featuring a bright foyer, sun-filled eat-in kitchen with stainless steel appliances, office/guest room, full bath, and a spacious living/dining area with sliders to a Trex deck. Enjoy a covered porch with ceiling fans and skylights for year-round use, plus a double-sided fireplace.Upstairs offers a primary suite with jetted tub, double vanity, two walk-in closets, vaulted

  Shimon Weber Flag Realty Group

  99 Summit Ave, Central Valley, NY 10917
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  $538,000 Sold Jan 16, 2025

  12 Lexington Ave, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 1993

  Last Sold Summary

  • $295/SF
  • 34 Days On Market

  Current Estimated Value $561,750

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  12 Lexington Ave, Highland Mills, NY 10930
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  Est $351,029 Not Listed For Sale

  8 Apisson Trail, Woodbury, NY 10930

  8 Apisson Trail, Woodbury, NY 10930
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  /15

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  26 Linden Dr, Highland Mills, NY 10930

  PRIME end unit Townhouse style home with detached garage and upgrades galore...Prime and pristine are just the start to describe this very rare Townhouse style home! Offering 2 bedrooms 1 1/2 baths and modern Kitchen area with a sun drenched living room and dining room open floor plan! It gets better! BONUS END UNIT & A BETTER BONUS... GARAGE !! Central Air Municipal Water / Sewer with a Pool and

  

  Erin Connolly

  Artisan Realty

  (845) 310-0399

  26 Linden Dr, Highland Mills, NY 10930
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  /25

  $3,350 per month

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • House for Rent

  36 Sycamore Ct, Highland Mills, NY 10930

  Welcome home to TIMBER RIDGE! This bright and beautifully updated 3-bedroom, 2-bath rental located in the desirable Town of Woodbury—offering exclusive access to Woodbury Recreation, including parks, pools, lakes, and community amenities. This home features an open and inviting layout, a large eat-in kitchen, and comfortable living spaces perfect for relaxing or entertaining. Enjoy the

  Jackie Siracuse Absolute Real Estate of NY Inc

  36 Sycamore Ct, Highland Mills, NY 10930
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  $770,000 Sold Feb 19, 2025

  3 Oldwyck Crescent, Highland Mills, NY 10930

  • 4 Beds
  • 2.5 Baths
  • 2,914 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 151 Days On Market

  Current Estimated Value $815,377

  Last Listing Agent Joel Winkler Preferred Properties Real Esta

  3 Oldwyck Crescent, Highland Mills, NY 10930
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  Est $464,566 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  5 Ledge View Ct, Woodbury Town, NY 10930

  5 Ledge View Ct, Woodbury Town, NY 10930
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  /41

  $459,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  93 Weygant Hill, Highland Mills, NY 10930

  Move-in ready with recent updates! Start your day with expansive, picturesque views of the valley, stretching as far as the eye can see. This delightful 3-bedroom, 2-bath home features a first-floor primary suite, an additional bedroom and full bath on the main level, and a spacious upper-level bedroom that offers privacy and versatility.Step outside to your backyard retreat, which backs up

  Kristen Velez RE/MAX Benchmark Realty Group

  93 Weygant Hill, Highland Mills, NY 10930
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  /13

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 874 Sq Ft
  • House for Rent

  40 Woodbury Rd, Highland Mills, NY 10930

  Lovely ranch house with mountain views in the town of Woodbury! This one bedroom home has everything you need. Open plan living/dining room. Hardwood floors, updated kitchen with stainless appliances. Large, carpeted bedroom with two closets. Full bath with shower/claw foot tub. Stacked washer/dryer in utility room. Driveway parking and plenty of yard space to enjoy. Close to Route 32 and easy

  Andrea Mahoney Smitchger Realty

  40 Woodbury Rd, Highland Mills, NY 10930
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  $326,000 Sold Feb 17, 2025

  11 Ryan Place, Highland Mills, NY 10930

  • 5 Beds
  • 1.5 Baths
  • 1,204 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $271/SF
  • 3 Days On Market

  Current Estimated Value $352,416

  Last Listing Agent Avi Samet Avion

  11 Ryan Place, Highland Mills, NY 10930
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  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  9 Spring Lake, Woodbury, NY 10930

  9 Spring Lake, Woodbury, NY 10930
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  /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
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  /13

  $2,600 per month

  • 4 Beds
  • 1 Bath
  • 1,126 Sq Ft
  • House for Rent

  27 Sunny Ln, Highland Mills, NY 10930

  A Beautiful home, with 4 bedrooms and 1 full bath on a very quiet road, very safe for children to play outside, close to shops and transportation. Great Monroe Woodbury School.

  Hershel Mittelman The Middleman Team

  27 Sunny Ln, Highland Mills, NY 10930
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  $575,000 Sold Jul 08, 2025

  42 Liberty Dr, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft
  • Built 1995

  Last Sold Summary

  • 1% Above List Price
  • $295/SF
  • 20 Days On Market

  Current Estimated Value $583,908

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group

  42 Liberty Dr, Highland Mills, NY 10930
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  Est $746,398 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  17 Milval Ln, Highland Mills, NY 10930

  17 Milval Ln, Highland Mills, NY 10930
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  /33

  $589,000 Pending

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

  38 Buena Vista Terrace, Central Valley, NY 10917

  Short walk to the Woodbury community pool !!!This charming residence offers 4 bedrooms and 3 bathrooms, encompassing 2,960 square feet of living space on a one-acre lot. Spacious kitchen featuring granite countertops and oak cabinetry. Living Areas: Hardwood floors throughout; family room with a fireplace and French doors leading to a 1000 SQ FT deck. Parking: Attached two-car garage with

  Hermann Kabore Exit Realty Group

  38 Buena Vista Terrace, Central Valley, NY 10917
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  $4,900 per month

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • House for Rent

  11 Heather Ridge, Highland Mills, NY 10930

  Welcome to your new home in the prestigious "Brigadoon" community! This meticulously maintained colonial offers impeccable touches throughout, with recent remodeling done in 2019. From crown molding to wainscoting, this home exudes elegance and charm. The gourmet kitchen is a chef's dream, featuring quartz counters, a walk-in pantry, and a double-sided fireplace that adds warmth and ambiance. The

  Jacob Fried Keller Williams Realty

  11 Heather Ridge, Highland Mills, NY 10930
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  $490,000 Sold Feb 18, 2025

  10 Hollis St, Highland Mills, NY 10930

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 1905

  Last Sold Summary

  • 6% Below List Price
  • $266/SF
  • 121 Days On Market

  Current Estimated Value $516,745

  Last Listing Agent Mike Santoianni Tuxedo Park Aff Realty Ltd

  10 Hollis St, Highland Mills, NY 10930
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  Est $576,513 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,088 Sq Ft

  31 Pleasant Dr, Highland Mills, NY 10930

  31 Pleasant Dr, Highland Mills, NY 10930
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  /2

  $325,000

  • Land
  • 0.23 Acre
  • $1,413,043 per Acre

  8 First Ave, Monroe, NY 10950

  This spacious lot offers an excellent opportunity to build a custom home in a sought-after neighborhood. Ample space allows for both a personalized residence and outdoor living areas. The adjacent lot at 10 First Ave is also available, providing options to expand your property or accommodate others nearby. The site is fully serviced with sewer, water, natural gas, and electricity, streamlining

  Moshe Kaufman MK Realty Inc

  8 First Ave, Monroe, NY 10950
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  $3,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • House for Rent

  55 Oakland Ave, Central Valley, NY 10917

  THE RENTAL YOU HAVE BEEN LOOKING FOR! Beautiful, well-kept fabulous home in heart of the Central Valley NY beautiful neighborhood Monroe Woodbury School district. Gorges updated kitchen with granite countertops, newer stainless steel appliances, formal living room, family room, spacious bed rooms, and 2.5 bathroom. Screened-in deck overlooking your spacious backyard to enjoy all year round. Great

  Eliezer Safdie Sage Realty Center LLC

  55 Oakland Ave, Central Valley, NY 10917
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  $335,000 Sold May 22, 2025

  49 Smith Clove Rd, Central Valley, NY 10917

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1926

  Last Sold Summary

  • 14% Below List Price
  • $215/SF
  • 30 Days On Market

  Current Estimated Value $358,588

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty

  49 Smith Clove Rd, Central Valley, NY 10917
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  Est $880,350 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,779 Sq Ft

  55 Heather Ridge, Highland Mills, NY 10930

  55 Heather Ridge, Highland Mills, NY 10930
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  /32

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  300 Estrada Rd, Central Valley, NY 10917

  Tucked away at the end of a quiet street in Central Valley, this rare 22.6-acre property offers an incredible opportunity just one hour from NYC. These owners have built the home in 1975; the land and home have been lovingly owned by the same family—and now it's ready for its next chapter. Whether you're dreaming of your own private retreat or seeking a unique investment opportunity, this

  Rosalie Cook Weichert Realtors

  300 Estrada Rd, Central Valley, NY 10917
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  /24

  $3,150 per month

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft
  • House for Rent

  4 Edgewood Dr, Central Valley, NY 10917

  Lovely colonial with wrap around porch waiting for new tenant. This home has 3 bedrooms, 1 1/2 Baths, newer kitchen, hardwood floors, and a one car garage. It is surrounded by a white picket fence adding to its charm. Close to world famous Woodbury Commons and transportation. Access to two recreational areas, swimming, picnicking etc.

  Carol Scully Keller Williams Realty

  4 Edgewood Dr, Central Valley, NY 10917
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  $950,000 Sold Aug 08, 2025

  13 Montesi Dr, Woodbury, NY 10930

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • Built 2008

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 46 Days On Market

  Current Estimated Value $981,261

  Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

  13 Montesi Dr, Woodbury, NY 10930
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  Est $853,950 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft

  121 Brigadoon Blvd, Highland Mills, NY 10930

  121 Brigadoon Blvd, Highland Mills, NY 10930

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