Orange, NY Homes near Monroe-Woodbury Middle School

• 

  $725,000 Sold Jun 30, 2025

  • 3,626 Sq Ft
  • $200/SF
  • 34 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1993

  56 Sunset Ridge Rd, Monroe, NY 10950

  Welcome to 56 Sunset Ridge Road which sits by the private cozy cul-de-sac, a Magnificent backdrop on five luscious acres that envelope this tremendous center hall colonial. A beautiful driveway brings you home to your rocking chair front porch. Two story foyer gives way to the main level formal spaces. Living room, Dining Room, & a separate office leads you to an easy flowing, beautiful, recently

  Moses Schreiber MS Realty Group USA, Inc

  56 Sunset Ridge Rd, Monroe, NY 10950
• 

  Est $720,005 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  10 Waverly Ct, Highland Mills, NY 10930

  10 Waverly Ct, Highland Mills, NY 10930
• 

  

  

  /4

  $175,000

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft

  24 Summit Ave, Harriman, NY 10926

  DRASTIC PRICE IMPROVEMENT!!! PRICED to SELL!CALLING ALL INVESTORS! LOCATION, LOCATION, LOCATION. Investment Property in Desirable Harriman Neighborhood, Monroe-Woodbury School District. This is a STRICTLY AS-IS Estate Sale. Four car garage. House was condemned due to a fire. Full Rehab or tear down required to gain certificate of occupancy. NO INTERIOR ACCESS. I HAVE NO FURTHER DETAILS ON THE

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  24 Summit Ave, Harriman, NY 10926
• 

  $485,000 Sold Jun 30, 2025

  • 2,195 Sq Ft
  • $221/SF
  • 37 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1994

  9 Plum Ct, Highland Mills, NY 10930

  It's Here!! It has it All, and It's for Sale Right Now!! The largest model in the highly desirable Timber Ridge Phase III community! A first floor bedroom and full bath. An End Unit! Four bedrooms PLUS a den! Four Full Baths! Two car garage with a pull down attic for storage! And the bonus.... Woodbury Parks and Recreation and award winning Monroe-Woodbury Schools! Step inside to find a two

  Karen Taphorn Howard Hanna Rand Realty

  9 Plum Ct, Highland Mills, NY 10930
• 

  Est $734,688 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  14 Waverly Ct, Highland Mills, NY 10930

  14 Waverly Ct, Highland Mills, NY 10930
• 

  

  /15

  $589,900 Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  259 Cedar Cliff Rd, Monroe, NY 10950

  Welcome to 259 Cedar Cliff Road – a move-in ready carriage house where timeless charm meets modern comfort. This one-of-a-kind home offers 4 bedrooms and 3 full baths, including a versatile first-floor bedroom that doubles as a guest suite or home office with convenient bath access. Upstairs, the spacious primary suite features its own fireplace, accompanied by two additional bedrooms.The

  Damaris Veras eXp Realty

  259 Cedar Cliff Rd, Monroe, NY 10950
• 

  $500,000 Sold Jun 30, 2025

  • 1,379 Sq Ft
  • $363/SF
  • 108 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1952

  468 Hillside Rd, Monroe, NY 10950

  Nestled on a quiet street, this updated ranch home offers a tranquil retreat with modern convenience. A pristine white fence and central gate lead you through a beautifully landscaped front yard to the inviting single-story living space. Inside, you'll discover a spacious, well-maintained interior perfect for those seeking a home-based business. Four generously sized bedrooms and two bathrooms

  Katarina Ulcinova Coldwell Banker Realty

  468 Hillside Rd, Monroe, NY 10950
• 

  Est $794,941 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,796 Sq Ft

  11 Waverly Ct, Highland Mills, NY 10930

  11 Waverly Ct, Highland Mills, NY 10930
• 

  

  /9

  $234,999

  • Land
  • 6 Acres
  • $41,964 per Acre

  0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950

  Build your dream home on this 5+ acre raw land with water and scenic views of Shadowmere Lake. Just off of Brower Rd on one side and Oak Rd on the other. This lot may be subdividable. Highly sought after location in Monroe with privacy and woods. Located within the Monroe/Woodbury schools and just 50 miles from the city makes this a great commuter location close to the bus park and ride, Tuxedo

  Brenda Otero HomeSmart Homes & Estates

  0 Stag Hill Rd Unit KEY894287, Monroe, NY 10950
• 

  $365,000 Sold Jun 25, 2025

  • 924 Sq Ft
  • $395/SF
  • 47 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  78 Lake Region Blvd, Monroe, NY 10950

  Charming, Updated 2-Bedroom Ranch in Monroe - Your Hudson Valley Oasis!This delightful 2-bedroom, 1-bathroom ranch in Monroe offers the perfect blend of cozy charm and modern updates. Step inside and be greeted by a warm and inviting living room, complete with a wood-burning stove for those chilly evenings. This home has been meticulously maintained and thoughtfully upgraded, offering

  Beth Palma Keller Williams Realty

  78 Lake Region Blvd, Monroe, NY 10950
• 

  Est $942,441 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,887 Sq Ft

  12 Grandview Rd, Central Valley, NY 10917

  12 Grandview Rd, Central Valley, NY 10917
• 

  

  /49

  $529,000

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  9 Woodland Rd, Monroe, NY 10950

  Discover the perfect place to call home in one of Monroe, NY’s most family-friendly and desirable neighborhoods. This charming ranch-style home offers a warm, welcoming layout that’s ideal for everyday family living.Step inside to a spacious living room—great for family time or hosting friends. The kitchen and cozy dinette make mealtimes easy and enjoyable, while the bright sunroom

  Shlomo Epstein Exit Realty Venture

  9 Woodland Rd, Monroe, NY 10950
• 

  $515,000 Sold Jun 25, 2025

  • 2,176 Sq Ft
  • $237/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  4 Peter Turner Rd, Monroe, NY 10950

  Don't miss this stunning, freshly painted, nearly new 3-bedroom, 2.5-bath tri-level townhouse with an oversized 2-car attached garage, located in the highly sought-after Hidden Creek community and the top-rated Monroe-Woodbury School District. This home offers lots of impressive living space, including a spacious open living room/dining area with crown moldings, wood floors, and recessed

  Amy Brown Vigotsky Howard Hanna Rand Realty

  4 Peter Turner Rd, Monroe, NY 10950
• 

  Est $1,000,796 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 5,604 Sq Ft

  21 Grandview Rd, Central Valley, NY 10917

  21 Grandview Rd, Central Valley, NY 10917
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  /26

  $289,900

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft

  201 Old Mill Rd Unit 201, Southfields, NY 10975

  Welcome to 201 Old Mill Rd, a spacious 2-bedroom, 2.5-bath condo offering 1,485 square feet of living space in the sought-after Tuxedo Heights community. The main level features a bright layout with a large living room, dining area, half bath, and an updated eat-in kitchen with granite countertops and access to a private patio—ideal for relaxing or entertaining. Upstairs, the primary bedroom

  Ammar Iqbal eXp Realty

  201 Old Mill Rd Unit 201, Southfields, NY 10975
• 

  $340,000 Sold Jun 25, 2025

  • 1,320 Sq Ft
  • $258/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  904 Swan Hollow Rd, Monroe, NY 10950

  WOW!! WOW!! This home in a private community has been totally renovated from kitchen, bathrooms, flooring, painting and more. One of the great features is you can sit outside on your patio and have a total lake view. This complex includes pools, clubhouse, playground and more. You are also close to all nature activities, shopping and easy access to major highways. HOA is 656.98 and includes

  Stephen Ramundo Keller Williams Valley Realty

  904 Swan Hollow Rd, Monroe, NY 10950
• 

  Est $1,043,685 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,871 Sq Ft

  7 Grandview Rd, Central Valley, NY 10917

  7 Grandview Rd, Central Valley, NY 10917
• 

  

  /45

  $850,000

  • 2 Beds
  • 2 Baths
  • 2,073 Sq Ft

  25 Union Transfer, 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! Step inside to this single-floor ranch with boasting 10 Ft ceilings, hardwood floor, and high-end finishes. Complete with many upgrades such as rough plumbing for a second kitchen, granite countertops and vanities, huge walk-in closet, and expansive deck. Nestled

  Dovid Hoffman MK Realty Inc

  25 Union Transfer, Monroe, NY 10950
• 

  $435,000 Sold Jun 24, 2025

  • 1,688 Sq Ft
  • $258/SF
  • 17 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1952

  25 Woodward Terrace, Central Valley, NY 10917

  Located in the heart of Woodbury, this lovingly maintained Woodbury home offers generously sized rooms, hardwood floors throughout, updated kitchen with Kraftmaid cabinets w/undermount lighting and Italian tile backsplash. Pella windows w/built in blinds, Architectural roof (2015), water softener (2024) and updated powder room. Enjoy the beautiful mountain views from your large rear deck, .61

  Kim Chiapperino RE/MAX Benchmark Realty Group

  25 Woodward Terrace, Central Valley, NY 10917
• 

  Est $1,320,198 Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 5,561 Sq Ft

  24 Greenwich Ave, Central Valley, NY 10917

  24 Greenwich Ave, Central Valley, NY 10917
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  /32

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,751 Sq Ft

  132 Ridge Rd, Highland Mills, NY 10930

  This beautifully updated 3-bedroom, 1.5-bath home offers the perfect balance of comfort, style, and convenience. Featuring newly refinished floors and a modern kitchen with generous cabinet space, the home welcomes you with warmth and functionality.The spacious backyard is ideal for relaxing, entertaining, or enjoying peaceful moments surrounded by nature. Located just minutes from

  Ammar Iqbal eXp Realty

  132 Ridge Rd, Highland Mills, NY 10930
• 

  $535,000 Sold Jun 24, 2025

  • 2,098 Sq Ft
  • $255/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  375 Rye Hill Rd, Monroe, NY 10950

  The home features two inviting living spaces, one anchored by a cozy wood-burning fireplace and the other by a pellet stove in the kitchen—ideal for those crisp evenings. The newly updated kitchen with skylights adds a touch of elegance and natural light. The spacious family room with high ceilings opens to one of the home’s three scenic patios, perfect for relaxation or

  Gregory Schmalz Weichert Realtors

  375 Rye Hill Rd, Monroe, NY 10950
• 

  Est $951,406 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,342 Sq Ft

  59 Greenwich Ave, Central Valley, NY 10917

  59 Greenwich Ave, Central Valley, NY 10917
• 

  

  /35

  $329,999

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  207 Arlin Rd, Monroe, NY 10950

  Welcome to easy living at Cromwell Hills! This charming first-floor condo offers 2 spacious bedrooms and 2 full bathrooms with a traditional layout that provides separation and privacy between living spaces—perfect for those who prefer clearly defined rooms over open concept.The primary suite is a standout, featuring a full bathroom plus a bonus vanity area with a separate sink and mirror

  Vincent Reda Keller Williams Realty

  207 Arlin Rd, Monroe, NY 10950
• 

  $440,000 Sold Jun 24, 2025

  • 2,640 Sq Ft
  • $167/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  26 Redwood Dr, Highland Mills, NY 10930

  Nestled in the serene Timber Ridge subdivision, this large, end-unit townhouse offers a spacious 2,649 square feet of living space. With 3 bedrooms and 2 bathrooms, this completely renovated home is a perfect blend of modern amenities and comfortable living. The newly renovated kitchen boasts brand new cabinets, granite countertops, ceramic backsplash, and new appliances, making it a culinary

  Edwin Molina RE/MAX Benchmark Realty Group

  26 Redwood Dr, Highland Mills, NY 10930
• 

  Est $909,940 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,366 Sq Ft

  10 Grandview Rd, Central Valley, NY 10917

  10 Grandview Rd, Central Valley, NY 10917
• 

  

  /43

  $500,000

  • 2 Beds
  • 4 Baths
  • 2,176 Sq Ft

  2 Peter Turner Rd, Monroe, NY 10950

  Are you ready to move? Come see this luxury townhouse before it's too late! 2-bedrooms, plus a loft/office area, 2 full bathrooms, 2 half bathrooms, and a two-car garage with a long private driveway. The entryway, dining room, and living room have hardwood floors, 9’ ceilings, and plenty of sunshine with extra windows in this spacious end unit. A nature lovers deck connects from the eat-in

  Lynda Hoss Weichert Realtors

  2 Peter Turner Rd, Monroe, NY 10950
• 

  $292,000 Sold Jun 23, 2025

  • 1,957 Sq Ft
  • $149/SF
  • 17 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  333 Smith Clove Rd, Highland Mills, NY 10930

  INVESTOR OPPORTUNITY - Cash Only - Charming 1920s farmhouse in Monroe-Woodbury School District just 10 minutes to Woodbury Commons. This is a total rehab project for an investor or flipper. Great layout, tons of character and ready to be brought up to 2025 standards. Huge front porch, open floor plan, hand hewn beams and period details that can be improved upon. Newer boiler and plumbing and

  Amy Wilhelm Corcoran Baer & McIntosh

  333 Smith Clove Rd, Highland Mills, NY 10930
• 

  Est $701,004 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,006 Sq Ft

  44 Country Hollow, Highland Mills, NY 10930

  44 Country Hollow, Highland Mills, NY 10930
• 

  

  /24

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,071 Sq Ft

  1179 E Mombasha Rd, Monroe, NY 10950

  Clean, Fresh & Private! Move in Condition! 4 bdrms, 2 bths, Oversized 2 car garage, Over 1 acre w/lake view! Many updates -Kitchen appliances, washer/dryer, light fixtures, refinished hardwood floors, electric fireplace/heater, expansive deck,. Chef's kitchen w/tons of storage, maple cabinetry, granite counter tops w/sliders to the deck and private back yard. Entertainers Delight!!! Updated lower

  Jonathan Minerick HomeCoin.com

  1179 E Mombasha Rd, Monroe, NY 10950
• 

  $700,000 Sold Jun 23, 2025

  • 2,420 Sq Ft
  • $289/SF
  • 25 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1974

  1319 E Mombasha Rd, Monroe, NY 10950

  Check out this Sprawling ranch home set on 2.8 private acres. Walk in to the large foyer which can lead you in all directions. Large kitchen with lots of cabinets and counter space. Take one step down into the family room with stone walled fireplace and built in bar. The living room overlooks private acreage. Master Bedroom with full bath & walk-in closet, two more large bedrooms and full

  Richard Froehlich RE/MAX Benchmark Realty Group

  1319 E Mombasha Rd, Monroe, NY 10950
• 

  Est $819,791 Not Listed For Sale

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

  23 Country Hollow, Highland Mills, NY 10930

  23 Country Hollow, Highland Mills, NY 10930
• 

  

  /33

  $344,000

  • 3 Beds
  • 1.5 Baths
  • 1,361 Sq Ft

  9 Heritage Dr Unit B, Harriman, NY 10926

  Welcome to the Harriman Hill Community! This move-in ready 3-bedroom, 1 full and half bathroom townhome offers comfortable living in a highly convenient location. The main level features a spacious living and dining area with wood flooring, sliding glass doors open to a cozy porch area, powder room, and an updated kitchen with stainless steel appliances. Freshly painted throughout! The upper

  Nicole Isaacs Century 21 Full Service Realty

  9 Heritage Dr Unit B, Harriman, NY 10926
• 

  $565,000 Sold Jun 20, 2025

  • 3,707 Sq Ft
  • $152/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  5 Pinehurst Cir, Monroe, NY 10950

  A/OThis exquisite four-bedroom 3 1/2 bath townhouse is situated within the exclusive Jack Nicholas design mansion Ridge golf course gated community. The townhome boasts a soaring ceiling and 3707 square feet of living space, the home offers both a gravel patio and a deck for outdoor relaxation. Inside you’ll find a spacious two-car garage, 2 walk-in closets for Amplle storage, and a water heater

  James Cosenza BHG Real Estate Green Team

  5 Pinehurst Cir, Monroe, NY 10950
• 

  Est $820,667 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,873 Sq Ft

  9 Pheasant Run, Highland Mills, NY 10930

  9 Pheasant Run, Highland Mills, NY 10930
• 

  

  /39

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  4 Ainsley Ct, Highland Mills, NY 10930

  BRIGADOON ESTATES!! MINT CONDITION! IT'S A BEAUTY!! Open Floor Plan! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat in Kitchen with Granite Counter Tops, New Stainless Steel Appliances & Breakfast Nook! Dramatic Two Story Living Room with Gas Fireplace! Master Bedroom Suite with Two Walk In Closets & Tray Ceilings! Dining Room! Family Room! Jack & Jill Bathroom! Grand Foyer! Full Walk Out

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Ainsley Ct, Highland Mills, NY 10930
• 

  $233,000 Sold Jun 20, 2025

  • 969 Sq Ft
  • $240/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1969

  4 Barnett Dr Unit 7-A, Monroe, NY 10950

  Affordable & Convenient 1-Bedroom Condo in MonroeOwn your own home for less than rent! This charming 1-bedroom, 1-bath condo in Barnett Hills offers great value at an unbeatable price. Located in the heart of Monroe, this well-maintained unit is perfect for first-time buyers or anyone looking for a low-maintenance lifestyle.The open living area is bright and spacious, with natural light streaming

  Vincent Critelli Keller Williams Realty

  4 Barnett Dr Unit 7-A, Monroe, NY 10950
• 

  Est $558,058 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  72 Highland Woods Blvd, Highland Mills, NY 10930

  72 Highland Woods Blvd, Highland Mills, NY 10930
• 

  

  /33

  $439,000

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

  2 Riverstone Ct, Highland Mills, NY 10930

  Welcome Home! This pristine townhome in the highly desirable Strawtown Farms neighborhood is everything you are searching for. Walk in to a light-filled, inviting home featuring an open floor concept: living room with gas fireplace, large windows that allow plenty of natural light; use the wall sconces in the large dining area for ambiance while entertaining. The eat-in kitchen features large,

  Evelyn Unger Tmimi Weichert Realtors

  2 Riverstone Ct, Highland Mills, NY 10930
• 

  $103,000 Sold Jun 20, 2025

  • 884 Sq Ft
  • $117/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2013

  5 Lily Ct, Woodbury, NY 10930

  Discover comfort and convenience in this well-maintained 3-bedroom, 2-bathroom mobile home, located in the highly sought-after Monroe School District. This home offers a spacious and open layout, perfect for modern living. The primary suite features an en-suite bathroom for added privacy, while the additional bedrooms provide ample space for family, guests, or a home office. Situated in a prime

  Ivan Carvalho Exit Realty Connections

  5 Lily Ct, Woodbury, NY 10930

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