Woodbury Orange, NY Homes for Sale

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  $399,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Crestwood Trail, Monroe, NY 10950

  Perfect starter home, Investment opportunity or your weekend getaway! Welcome to this 3-bedroom home in Blooming Grove in Washingtonville School District with Low Taxes, step into a welcoming living room with a cozy wood-burning fireplace that flows into a modern eat-in kitchen boasting beautiful granite countertops and plenty of cabinetry, with gleaming wood floors throughout. The full walk

  

  Alexandra Zinko

  Century 21 Realty Center

  (845) 606-3789

  7 Crestwood Trail, Monroe, NY 10950
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  /2

  $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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  /35

  $975,000 Open Sun 12AM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 3,400 Sq Ft

  18 Winding Ln, Central Valley, NY 10917

  COMING SOON ......Welcome to The Oakdale, an 8 year young, custom-built Center Hall Colonial nestled on a quiet cul-de-sac in the desirable Monroe-Woodbury School District. This beautifully crafted home offers 5 bedrooms and 4 full baths, including a first-floor bedroom with full bath—perfect for guests or multi-generational living. The formal Living and Dining Rooms flow seamlessly into a

  

  Erin Connolly

  Artisan Realty

  (845) 743-8029

  18 Winding Ln, Central Valley, NY 10917
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  /49

  $475,000

  • 2 Beds
  • 4 Baths
  • 1,777 Sq Ft

  14 Hidden Creek Blvd, Monroe, NY 10950

  Look No Further... Your Ideal End Unit Townhome Awaits!Welcome to this beautifully maintained 2-bedroom END unit townhome in the Hidden Creek community. Move-in ready and filled with natural light, this tri-level residence offers comfort, convenience, and a versatile layout that adapts to your lifestyle.Step inside to find a spacious eat-in kitchen with sliders that open to a

  

  Jennifer DiCostanzo

  RE/MAX Town & Country

  (845) 328-4387

  14 Hidden Creek Blvd, Monroe, NY 10950
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  /27

  $499,000

  • 4 Beds
  • 4 Baths
  • 2,800 Sq Ft

  4 Linden Dr, Highland Mills, NY 10930

  Welcome to this rare 4-bedroom, 4-bathroom townhome in the sought-after Timber Ridge community of Woodbury, NY—offering many updates, and a versatile location! This spacious multi-level home features a brand new roof (installed June 2025) and an open-concept main level with vaulted ceilings, skylights, and sun-drenched interiors. The oversized kitchen flows into the dining area, which opens to a

  

  Erin Connolly

  Artisan Realty

  (845) 393-6635

  4 Linden Dr, Highland Mills, NY 10930
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  /32

  $489,999

  • 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 to

  

  Kristen Velez

  RE/MAX Benchmark Realty Group

  (845) 412-8180

  93 Weygant Hill, Highland Mills, NY 10930
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  /48

  $579,000

  • 4 Beds
  • 3 Baths
  • 2,774 Sq Ft

  10 Sunset Heights, Monroe, NY 10950

  Welcome to this beautifully maintained Custom Cape Cod located in the heart of the Village! Thoughtfully designed for modern living, this move-in-ready home features a spacious bedroom and full bath on the main floor—perfect for guests, extended family, or convenient one-level living.The kitchen and bathrooms were masterfully designed by Masterworks, featuring high-end finishes

  Peter Sisca Real Broker NY LLC

  10 Sunset Heights, Monroe, NY 10950
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  /48

  $710,000

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft

  4 Seals Dr, Monroe, NY 10950

  PRISTINE HARRIMAN VILLAGE COLONIAL! This 4 Bedroom 4 Bathroom (3 full 1 half bath) with over 3000 sqft when including the finished lower level with walk out to almost a half an acre of level yard. The rocking chair front porch and two car attached garages on side, make this home picture perfect curb appeal. NEW ROOF in 2021, Central A/C 2023. Hardwood floors with custom inlays, custom lighting

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  4 Seals Dr, Monroe, NY 10950
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  /25

  $565,000

  • 4 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  7 Tufts Ln, Highland Mills, NY 10930

  Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters, plenty of cabinets,

  Moses Schreiber MS Realty Group USA, Inc

  7 Tufts Ln, Highland Mills, NY 10930
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  /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
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  /45

  $999,000

  • 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
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  $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
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  /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
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  $945,000

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  9 Roselawn Rd, Highland Mills, NY 10930

  Luxury Awaits AT AN UNBELIEVABLE PRICE! Almost totally redone in the past seven years. Open all of your back sliding doors to...Your own private "Country Club"!!! Exquisite heated 20 x 40’ pool with fiberglass coating ( no vinyl liner), and "Sunshelf", surrounded by an oversized deck of beautiful pavers, AND a POOL HOUSE with kitchenette, 1/2 bath, and sitting room! Tall trees line the back of

  Joanne Cooper Hudson Heritage Realty

  9 Roselawn Rd, Highland Mills, NY 10930
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  /45

  $575,000

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  3 Stanford Dr, Highland Mills, NY 10930

  Welcome to 3 Stanford Drive! This charming ranch-style home is now available for sale, offering both comfort and convenience. Step inside to find a generously sized dining room that seamlessly flows into the eat-in kitchen, complete with ample cabinetry and modern appliances, making it perfect for family dinners and entertaining guests. The home features 4 spacious bedrooms, each filled with

  Nathen Singer MK Realty Inc

  3 Stanford Dr, Highland Mills, NY 10930
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  /8

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  326 N Main St, Monroe, NY 10950

  LOCATION!!! LOCATION!!! LOCATION!!! Discover this single-family home, boasting 3 bedrooms and 1.5 baths. The property features a formal dining room, cozy fireplace, stone porch, and unique original woodwork. Located in a prime area within the Monroe-Woodbury School District and just a short walk from North Main Street Elementary, you'll find yourself conveniently close to stores, services, and

  Mordechai Ungar HFA Realty Group

  326 N Main St, Monroe, NY 10950
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  /43

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  17 Highland Dr, Highland Mills, NY 10930

  Expertly maintained and thoughtfully upgraded by its contractor-owner, this beautifully enhanced bi-level home in Highland Mills offers exceptional quality, comfort, and style — all within the coveted Cornwall School District and the Town of Woodbury Recreation area. Set behind a unique front garden retreat, the property features an expansive paver patio surrounded by professionally landscaped

  Rosalie Cook Weichert Realtors

  17 Highland Dr, Highland Mills, NY 10930
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  /45

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  4 Genny Dr, Highland Mills, NY 10930

  The heart of the home is this stunning, custom-designed kitchen featuring rich cherry cabinetry, granite countertops, and a stylish tile backsplash. A spacious center island offers abundant storage with deep pot drawers, perfect for chefs and entertainers alike. Enjoy the convenience of all stainless steel appliances—including refrigerator, range, and dishwasher. Bright and airy with recessed

  Kim Chiapperino RE/MAX Benchmark Realty Group

  4 Genny Dr, Highland Mills, NY 10930
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  /32

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  1500 New York 32, Highland Mills, NY 10930

  Welcome to this charming ranch-style home featuring a wrap-around rocking chair porch, an in-ground pool, and a 1,500+ sq ft pole barn, all set on a picturesque 3.6-acre lot with a sprawling, field-like yard and plenty of driveway parking. Inside, enjoy the ease of single-level living with three bedrooms, two full bathrooms (one in the primary bedroom), a cozy fireplace in the living area, and a

  Nicholas Cuomo Keller Williams Realty

  1500 New York 32, Highland Mills, NY 10930
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  /47

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,352 Sq Ft

  229 Orchard Dr, Monroe, NY 10950

  Step into luxury with this fully renovated 4-bedroom, 3-bathroom home, transformed in 2023 with the finest finishes and attention to detail. The expansive living room invites you to relax by the natural gas fireplace, creating a cozy yet elegant atmosphere. The chef's kitchen is a dream, featuring sleek stainless steel appliances, stunning granite countertops, and custom cabinetry, seamlessly

  Moche Halpern Blooming Realty

  229 Orchard Dr, Monroe, NY 10950
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  /46

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  2 Fawn Ridge Ct, Harriman, NY 10926

  Welcome to this charming house located at 2 Fawn Ridge Court! This 2,100 sq ft home combines beauty and comfort. As you step inside, you’ll instantly fall in love with the spacious layout, which includes a cozy dining room, a large kitchen, four airy bedrooms, and three bathrooms. The large deck outside offers a stunning view of the landscape, making it perfect for outdoor entertaining. This

  David Kraus MK Realty Inc

  2 Fawn Ridge Ct, Harriman, NY 10926
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  /32

  $578,000

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  7 Tufts Ln, Highland Mills, NY 10930

  MORE PICTURES TO FOLLOW. Welcome to a great opportunity in The Highland Lake Estates. This is a nice Spacious Raised Ranch Home, 2,128 square feet in a beautiful, quiet neighborhood. Built in 1995, it sits on a nice piece of grassy land. Upstairs, you'll be greeted with a beautiful semi-open concept living room & dining room with hardwood floors. They eat in the kitchen with granite counters,

  Moses Schreiber MS Realty Group USA, Inc

  7 Tufts Ln, Highland Mills, NY 10930
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  /44

  $590,000

  • 4 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  27 Dorothy Dr, Monroe, NY 10950

  Discover your dream home with this stunning one-of-a-kind property! Nestled in a prime location, this house boasts a beautiful kitchen perfect for culinary enthusiasts, ample space for family gatherings, and unique features that set it apart. Don’t miss the opportunity to make this exceptional residence your own—schedule a viewing today and experience the charm for yourself!

  Shimon Weber Flag Realty Group

  27 Dorothy Dr, Monroe, NY 10950
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  $650,000

  • 7 Beds
  • 3 Baths
  • 2,504 Sq Ft

  117 Woodland Rd, Highland Mills, NY 10930

  This colonial style Mother-daughter home has plenty of room for everyone! Large 7-bedroom home with legal accessory apartment in desirable Woodbury has many recent updates. The main level was re-done in 2024. Enter from the covered front entry into the living room which has new LVP flooring that extends into the kitchen and hall. The main level bedroom has an ensuite bath with beautifully tiled

  Karin Poggio HomeSmart Homes & Estates

  117 Woodland Rd, Highland Mills, NY 10930
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  /39

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,959 Sq Ft

  55 Midland Ave, Central Valley, NY 10917

  Welcome Home! This beautifully expanded, and meticulously maintained home is wrapped in elegance and warmth. Nestled on a serene half acre lot, this property combines classic charm with high end modern updates that are perfect for today's lifestyle. After a significant addition in 2014, that added a primary suite with vaulted ceilings, luxurious full bath with soaking tub and double walk in

  Debbie Goldstein Howard Hanna Rand Realty

  55 Midland Ave, Central Valley, NY 10917
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  /39

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  10 Ironwood Dr, Highland Mills, NY 10930

  Welcome to this delightful and spacious townhouse in Timber Ridge. This two-story residence offers 3 bedrooms and 2.5 baths. It features numerous upgrades. The first floor includes a galley kitchen with granite countertops, a stylish backsplash, and organized drawers. You'll find new appliances such as a refrigerator, microwave, and dishwasher. Adjacent to the kitchen, there's a generous

  Jacob Katz Exit Realty Venture

  10 Ironwood Dr, Highland Mills, NY 10930
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  /50

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  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
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  /36

  $520,000

  • 4 Beds
  • 1.5 Baths
  • 2,336 Sq Ft

  17 Church St, Harriman, NY 10926

  Welcome to this charming house. It's conveniently located near shopping and public transportation, with easy access to bus and train lines into New York City. The property features a large lot and inviting front porches, along with a mud room that opens to a deck and screened-in porch equipped with removable windows. Outside, you'll find an above-ground pool with its own deck, a garage, and two

  Josef Spilman MS Realty Group USA, Inc

  17 Church St, Harriman, NY 10926
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  /18

  $620,000

  • 5 Beds
  • 2 Baths
  • 2,298 Sq Ft

  129 Franklin Ave, Monroe, NY 10950

  Opportunity & LOCATION! Renovated colonial style home in the Village of Monroe NY. All rooms are spacious and sunny, with all Municipal services, plenty of space to entertain, near all Conveniences, Public Transportation, Major Highways, and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

  Eliezer Safdie Sage Realty Center LLC

  129 Franklin Ave, Monroe, NY 10950
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  $540,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  76 Pine Hill Rd, Highland Mills, NY 10930

  This move-in ready home is beautifully maintained and nestled in a prime peaceful area of Woodbury. Three bedrooms and two and a half baths, with full bathroom off primary bedroom. Granite counter tops. Hardwood floors. Pellet Stove for winter days. Enclosed deck for seasonal dining overlooks beautiful yard. 2 car attached garage with spacious driveway. Roof 6 years young. Whole house generator

  Edward Scully ARC Realty 1 in Sales

  76 Pine Hill Rd, Highland Mills, NY 10930
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  /2

  $630,000

  • 4 Beds
  • 3 Baths
  • 2,108 Sq Ft

  19 Jones Dr, Highland Mills, NY 10930

  Welcome to 19 Jones Dr., a stunning single-family home situated on a private and peaceful corner lot in the heart of Highland Mills. As you step inside, you’re greeted by a bright and spacious living room filled with natural light from large windows, creating a warm and inviting atmosphere.The home features a state-of-the-art kitchen, perfect for cooking and entertaining, leading into a

  Aron Wertzberger eRealty Advisors, Inc

  19 Jones Dr, Highland Mills, NY 10930
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  $2,450,000

  • 6 Beds
  • 3.5 Baths
  • 6,576 Sq Ft

  24 Jill Rd, Highland Mills, NY 10930

  Evoking the charms of a more serene life, this Victorian center hall mansion, set on 5.7 glorious acres, is a study in paradise. The curved balustrade entry leads to a commanding multi column 100 foot veranda highlighted by a tongue & groove wood ceiling. Sit outside & enjoy the mountain view & parklike property. A highlight too is the copper cupola & new Davinci slate roof! Upon entering,

  Susan Kopec Howard Hanna Rand Realty

  24 Jill Rd, Highland Mills, NY 10930
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  /40

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  54 Bonney Ct, Monroe, NY 10950

  Enjoy comfort and convenience in this beautifully maintained first-floor condo in the highly sought-after Timber Hills community, right in the heart of Monroe. A ramp to the front door provides easy accessibility, making this home ideal for anyone seeking step-free entry. This 2-bedroom, 2-bath home features a spacious and thoughtful layout, freshly painted interiors, and durable "LifeProof"

  Rosalie Cook Weichert Realtors

  54 Bonney Ct, Monroe, NY 10950
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  /14

  $328,999

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

  201 Ruby Ct, Highland Mills, NY 10930

  Rare find in the highly desirable Woodbury Heights! This end-unit 2-bedroom, 2-full-bath home is beautifully maintained and ready for you to move in. Enjoy the convenience of a private entrance foyer on the first floor. The spacious open floor plan includes a large living room, an open kitchen with a dining area, and your own private balcony. The primary bedroom is generously sized, while the

  Teresa Lauria Halo Realty Properties LLC

  201 Ruby Ct, Highland Mills, NY 10930
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  /45

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft

  27 Forshee St, Monroe, NY 10950

  Charming 2-Bedroom, 2-Bath Ranch in Monroe-Woodbury – Prime Location!Welcome to this meticulously maintained ranch-style home, ideally located just two minutes from all major shopping, dining, highways, and public transportation. Nestled on a quiet dead-end street, this beautifully kept property offers the perfect blend of convenience, comfort, and privacy. Inside, you’ll find a spacious

  Susan Giordano John J Lease REALTORS Inc

  27 Forshee St, Monroe, NY 10950
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  /17

  $300,000

  • 3 Beds
  • 1 Bath
  • 968 Sq Ft

  11 Linden Trail, Monroe, NY 10950

  Welcome to this charming country home situated in a tranquil neighborhood, offering a serene environment for year-round relaxation. The residence features a bright sunroom with a vaulted ceiling, providing an inviting space for leisure. Additionally, the property is equipped with a spacious deck, accessible via new sliding doors, perfect for entertaining guests. Recent upgrades include new

  Esparo Voltaire Americana Realty Prime LLC

  11 Linden Trail, Monroe, NY 10950
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  $268,900

  • 2 Beds
  • 1 Bath
  • 963 Sq Ft

  5 Orchard Trail, Monroe, NY 10950

  Charming cottage-style ranch nestled on a beautifully landscaped lot with mature trees, vibrant gardens, and a tranquil bubbling creek just beyond the yard. This lovingly maintained home offers comfortable one-floor living with a spacious kitchen, a cozy living room, and a sun-filled front porch.The inviting primary bedroom features vaulted ceilings with wood beam accents, adding warmth

  Eva Kusmierek eXp Realty

  5 Orchard Trail, Monroe, NY 10950
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  /4

  $250,000

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

  24 Summit Ave, Harriman, NY 10926

  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 CONDITION. Perched in a prestigious established

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  24 Summit Ave, Harriman, NY 10926
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  /14

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  50 James Rd, Monroe, NY 10950

  Discover the convenience of single-level living in this inviting ranch home nestled in a peaceful Monroe neighborhood. The main living space welcomes you with warm hardwood flooring and a seamless layout. A well-appointed kitchen features, appliances, and clean recessed lighting—perfect for both everyday meals and weekend hosting. The adjoining dining area makes gathering a breeze.

  Joe Goldberg Golden Star Realty Group Inc

  50 James Rd, Monroe, NY 10950
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  /31

  $1,200,000 Open Sun 3:30PM - 5:30PM

  • 6 Beds
  • 5 Baths
  • 2,900 Sq Ft

  14 Hamburg Way Unit 303, Monroe, NY 10950

  Stunning, ultra-private top-floor home just a 4-minute walk to both shul and grocery! Surrounded by nature with no nearby houses, this serene retreat offers spectacular Switzerland-like scenic views and full sun exposure from sunrise to sunset. Boasting 6 large bedrooms, 2 oversized dining rooms, an upgraded granite kitchen, and an above-average Pesach kitchen with powerful commercial fans, it's

  Chaim Weiss Exit Realty Venture

  14 Hamburg Way Unit 303, Monroe, NY 10950

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