Highland Mills, NY Homes for Sale

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  /40

  $610,000

  • 3 Beds
  • 2.5 Baths
  • 3,148 Sq Ft

  5 Mohican Ct, Salisbury Mills, NY 12577

  Discover a home that truly has it all — space, style, and location. Nestled on a quiet cul-de-sac, this custom-built raised ranch boasts over 3,000 sq ft of living space and was designed with both comfort and entertaining in mind. Inside, you’ll find gleaming hardwood floors, a flowing layout, and an updated kitchen with granite countertops and a large island at the center of it all. The

  

  Ammar Iqbal

  eXp Realty

  (329) 219-1659

  5 Mohican Ct, Salisbury Mills, NY 12577
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  /22

  $529,999

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  11 Gillian Ct, Monroe, NY 10950

  Welcome home! This move-right-in 3-bedroom, 2.5-bath home offers hardwood floors, newer appliances, and a bright, open layout. Enjoy cooking and entertaining with a breakfast bar and additional bonus room perfect for a home office, playroom, or home gym. The attached garage includes an electric vehicle charger for modern convenience. Meadow Glen offers fantastic amenities, including a beautiful

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-3865

  11 Gillian Ct, Monroe, NY 10950
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  /38

  $724,999

  • 5 Beds
  • 4 Baths
  • 4,615 Sq Ft

  108 Circle Dr, Monroe, NY 10950

  ** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The

  

  Alexandra Zinko

  Century 21 Realty Center

  (329) 210-1430

  108 Circle Dr, Monroe, NY 10950
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  /44

  $795,000

  • 3 Beds
  • 2 Baths
  • 2,175 Sq Ft

  17 Merriewold Ln N, Monroe, NY 10950

  Nestled in nature, welcome to your private sanctuary in the heart of the highly desirable Merriewold Lake community in South Blooming Grove—where serenity meets thoughtful design and comfort. From the moment you arrive, the attention to detail is unmistakable. The home’s inviting front elevation features a covered porch with solid mahogany decking and recessed lighting—creating a warm and

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 379-3531

  17 Merriewold Ln N, Monroe, NY 10950
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  /20

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  96 Duelk Ave, Monroe, NY 10950

  Welcome Home to Worley Heights - 3 Bedrooms | 2 Bathrooms | Quarter-Acre+ Setting A Home Where Community Meets Comfort Nestled in the welcoming hills of South Blooming Grove, this beautifully maintained residence offers the lifestyle you've been searching for. Set on over a quarter acre in the sought-after Worley Heights neighborhood, this home provides the perfect foundation for those seeking

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 210-3278

  96 Duelk Ave, Monroe, NY 10950
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  /49

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,722 Sq Ft

  5 Gabriels Dr, Chester, NY 10918

  Exquisite 4 bedroom 3 bath colonial , timeless grandeur meets modern luxury nestled gracefully on a private cul de sac. Amidst meticulously manicured grounds, this colonial style home offers an unparalleled blend of classic elegance and contemporary comfort, from the moment you approach the stately wrought iron fenced property and are greeted by a wrap around porch, you are welcomed by a grand

  Claudia Lepore Keller Williams Realty

  5 Gabriels Dr, Chester, NY 10918
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  /50

  $799,000

  • 3 Beds
  • 6 Baths
  • 1,968 Sq Ft

  6 Emily Ln, Monroe, NY 10950

  Welcome to 6 Emily Lane, a beautifully maintained home located in a desirable and rapidly appreciating area of Monroe. This inviting residence offers a comfortable layout with bright living spaces, generous bedrooms, and plenty of room for everyday living and entertaining. The spacious kitchen, welcoming dining area, and sun-filled living room create a warm and functional home environment. Set on

  Abraham Levy Blooming Realty

  6 Emily Ln, Monroe, NY 10950
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  /43

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,471 Sq Ft

  106 Maple Ave, Monroe, NY 10950

  WELCOME TO 106 MAPLE AVE AND LOOK NO FURTHER! Finally, your forever home! This very spacious (circa 1900) colonial served as home to a lovely family for over 45 years where their pride in ownership is evident to this day. The well-manicured property and charming wrap-around porch with field stone pillars lend to this home’s incredible curb appeal. Wrap-around porches are highly desirable and

  Vincent McAteer Terrie OConnor

  106 Maple Ave, Monroe, NY 10950
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  /39

  $819,000

  • 4 Beds
  • 3.5 Baths
  • 3,235 Sq Ft

  46 Woodland Rd, Monroe, NY 10950

  Tucked away in a peaceful, tree-lined neighborhood, 46 Woodland Rd offers the perfect balance of tranquil suburban living and modern comfort. This beautifully maintained home sits on a generous lot, surrounded by mature trees — giving you that secluded, “upstate getaway” vibe, while still being just minutes from Monroe’s shops, restaurants, and top-rated schools.Step inside to find a

  Alejandra Fermin Empire Fine Homes

  46 Woodland Rd, Monroe, NY 10950
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  /29

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  2 Ascension Trail, Monroe, NY 10950

  Cute 4-bedroom, 2-bath ranch in Mountain Lodge Park now available! Ideally located just two blocks from Schunemunk State Park, offering nearby hiking trails and scenic vistas. The main level features three bedrooms and a full bath, along with a bright living room, kitchen, and sunroom. A stackable washer/dryer can be conveniently accommodated in the kitchen. The walk-out lower level adds

  Thomas Lawrenson Howard Hanna Rand Realty

  2 Ascension Trail, Monroe, NY 10950
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  /42

  $375,000

  • 2 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  44 Natalie Ct, Monroe, NY 10950

  Timber Hills Tri-level Townhome. This end-unit location allows for abundant natural light & sun-filled rooms. Stepping through the front entrance, you are greeted by the spacious living & dining rooms. The eat-in kitchen features a sliding glass door that opens to the deck—perfect & for morning coffee or casual outdoor dining. Rounding out the first level is a convenient half bath and closet,

  Regina Carmel Howard Hanna Rand Realty

  44 Natalie Ct, Monroe, NY 10950
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  /27

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,552 Sq Ft

  10 Hamilton Ave, Highland Mills, NY 10930

  Stop scrolling on the internet because you just found your home at 10 Hamilton Avenue! This home checks all the boxes on your wish list! Not your typical cookie cutter bi-leveled home, it is unique in every way. Located within the award-winning Cornwall Central School District, this 4 Bedroom 2 Bathroom provides everything you need from cozy winter nights by the pellet stove to unforgettable

  Emelisa Mendoza RE/MAX Town & Country

  10 Hamilton Ave, Highland Mills, NY 10930
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  /50

  $929,000

  • 4 Beds
  • 4.5 Baths
  • 3,410 Sq Ft

  208 Oakland Ave, Monroe, NY 10950

  Welcome to this beautifully maintained 3 bedroom 2.5 bath Center Hall Colonial with a 1 bedroom 2 bath plus kitchen accessory apartment, where pride of ownership shines through every detail. Nestled in the heart of the Village of Monroe, this special home offers timeless charm, modern amenities, and a luxurious accessory apartment—perfect for extended family or guests.Step into the elegant

  Claudia Lepore Keller Williams Realty

  208 Oakland Ave, Monroe, NY 10950
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  /49

  $1,490,000

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft

  421 Spring St, Monroe, NY 10950

  Introducing The Spring Hill House, a rare gem in the heart of Monroe, a short stroll to Kiryas Joel Gate shopping & conveniences. Set on 2.6 serene, park-like acres, this Queen Ann estate, offers both a grand main house & a potential accessory home. The elegant interior boasts a custom kitchen w/ luxurious marble & onyx backsplashes & countertops hardwood floors, formal dining room, living room,

  Harry Donofrio Town and Village Real Estate

  421 Spring St, Monroe, NY 10950
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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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  /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
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  /30

  $660,000

  • 3 Beds
  • 2 Baths
  • 1,987 Sq Ft

  39 Peddler Hill Rd, Monroe, NY 10950

  Welcome to your dream home in the heart of Monroe, NY—where modern elegance meets everyday convenience. This beautifully appointed 1,987 sq ft raised ranch offers a perfect blend of contemporary design, generous living space, and a prime location just one hour from New York City. With 3 spacious bedrooms, 2 updated bathrooms, and a layout crafted for both comfort and style, this home is ready to

  Jessica Evans Keller Williams Hudson Valley

  39 Peddler Hill Rd, Monroe, NY 10950
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  /48

  $850,000

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

  27 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

  27 Union Transfer, Monroe, NY 10950
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  /29

  $549,000

  • 4 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  14 Oneil Cir, Monroe, NY 10950

  Welcome home to this updated, open and spacious home nestled on a friendly cul-de-sac in lovely Overlook Estates! This floorplan has been opened up with a beautiful, new kitchen, quartz Island, recessed lighting and a wonderful, featured loaded refrigerator! The upstairs bathroom has also been renovated featuring a stand-up shower and glass door. The exterior has beautiful stonework along the

  Layla Rose Boyles Century 21 Realty Center

  14 Oneil Cir, Monroe, NY 10950
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  /23

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft

  89 Smith Clove Rd, Central Valley, NY 10917

  Experience this meticulously cared-for property, featuring two well maintained units that boast airy, sun-drenched living spaces in every apartment. Each unit offers an open floor plan crafted for comfort and daily living, with generous natural light streaming throughout the building. Consider living in one unit while renting out the other, or enjoy the flexibility of multi-generational living

  Donna Gennaro Howard Hanna Rand Realty

  89 Smith Clove Rd, Central Valley, NY 10917
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  /2

  $699,000 Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 2,558 Sq Ft

  15 Surrey Ln, Harriman, NY 10926

  Welcome to 15 Surrey Lane, a spacious Center Hall Colonial located in the desirable Harriman Gardens residential community. This sun-filled home with 5 bedrooms, 3 full baths, and 1 half bath, featuring a well-designed layout with excellent potential. As you enter, the main level features hardwood floors, a formal living room and dining room, and a comfortable family room with a gas fireplace,

  Nicole Isaacs Century 21 Full Service Realty

  15 Surrey Ln, Harriman, NY 10926
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  /32

  $620,000

  • 6 Beds
  • 4 Baths
  • 3,591 Sq Ft

  19 Roselawn Rd, Central Valley, NY 10917

  Rare Four-Family Barn-Style Property in Prime Woodbury Location. Don’t miss this exceptional opportunity to own a truly unique four-family residence set on a private, wooded lot in one of the area’s most desirable rental markets. This charming barn-style home blends historic character with strong income potential, featuring stone walls and two striking brick fireplaces that add warmth and

  Anne DiDomenico Keller Williams Hudson Valley

  19 Roselawn Rd, Central Valley, NY 10917
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  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  20 Oakwood Trail N, Monroe, NY 10950

  Nature Lovers Paradise! 2 Bedroom, 1 Bath Cottage, 550 Sq. Ft. Good Condition, Recently Painted, Two Living Room Skylights. Washer-Dryer in Unit. Now ONLY $200000. Near the top of Schunnemunk Mt., Nice Views. Very Private Area. Great Hiking Area, thousands of acres of NY State, preserved land at this location. Baseboard, Gas Heat system and wood stove to heat home. Large Deck. Previously Used as

  Charles J. Izzo Coldwell Banker Realty

  20 Oakwood Trail N, Monroe, NY 10950
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  /35

  $599,999

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  77 Woodbury Rd, Highland Mills, NY 10930

  Nestled in the coveted Cornwall School District, this home is in Highland Mills and offers a perfect blend of convenience and charm. Ideal for commuters, the property is situated just minutes away from both the NYS Thruway and Route 17, making it an excellent choice for those traveling to NYC as well as for access to public transportation. This traditional home has three spacious bedrooms, and

  Annie Hansen Howard Hanna Rand Realty

  77 Woodbury Rd, Highland Mills, NY 10930
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  /38

  $678,999

  • 3 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  35 Depalma Dr, Highland Mills, NY 10930

  Opportunity & LOCATION! Renovated and well maintained split-level style home in Highland Mills/Woodbury NY. This impressive home offers over 2300 sqft. Bright dining/living/family rooms with lots of spotlights and loaded with windows throughout. Large eat in kitchen features granite countertops, and costume wood cabinetry. 3 spacious and sunny bedrooms 2.5 baths, master with jetted tub and

  Eliezer Safdie Sage Realty Center LLC

  35 Depalma Dr, Highland Mills, NY 10930
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  /40

  $799,900

  • 5 Beds
  • 5 Baths
  • 4,089 Sq Ft

  20 Bernadette Way, Washingtonville, NY 10992

  Welcome to a one of a kind opportunity in the heart of Washingtonville. This expansive raised ranch with a stunning two story contemporary addition offers the perfect blend of space, style, and flexibility. With five bedrooms and four full baths this property is ideal for multi generational living or as an income producing multi unit setup. The home showcases gourmet kitchens with granite

  Anesha Nesbitt eXp Realty

  20 Bernadette Way, Washingtonville, NY 10992
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  /27

  $349,900

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

  1004 Cypress Ct, Highland Mills, NY 10930

  Welcome to 1004 Cypress Ct in Highland Mills — a fully renovated, move-in ready townhouse offering modern comfort and convenience. This home features an open-concept layout ideal for today’s lifestyle, with a bright and spacious living area that flows seamlessly into the kitchen and dining space. The home features new flooring throughout, granite countertops, stainless steel appliances, new

  Devon King HomeSmart Homes & Estates

  1004 Cypress Ct, Highland Mills, NY 10930
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  /36

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  24 Emily Ln, Monroe, NY 10950

  This unique split-level property is situated on a stunning 2.1-acre lot on a quiet dead-end road in the charming village of South Blooming Grove. Step inside to discover an open floor plan that seamlessly blends the living room, dining room, and upgraded kitchen with custom finishes and stainless steel appliances. The residence was completely renovated just three years ago, updating everything

  Lazar Schvimmer Blooming Realty

  24 Emily Ln, Monroe, NY 10950
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  /35

  $999,999

  • 5 Beds
  • 3.5 Baths
  • 4,772 Sq Ft

  2 Garnett Hill Rd, Chester, NY 10918

  A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

  Rachel Baruchov Platinum Realty Associates

  2 Garnett Hill Rd, Chester, NY 10918
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  /35

  $369,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  72 Smith Clove Rd, Central Valley, NY 10917

  Discover the charm of this country-style house in Central Valley, situated in the historic village area. You'll be close to shopping, restaurants, Woodbury Commons, and the Monroe-Woodbury School District. This two-story colonial features a freshly painted interior with cozy accents, a beautiful staircase, an enclosed front porch, and an updated kitchen. Enjoy the spacious rear yard deck

  Chaim Gluck eRealty Advisors, Inc

  72 Smith Clove Rd, Central Valley, NY 10917
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  /19

  $410,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  74 Lois Ln, Monroe, NY 10950

  Charming 2-Bedroom Home with Bonus 3rd Bedroom in Basement Welcome to your new home at 74 Lois Ln, Monroe, NY! This charming 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and convenience in a peaceful suburban setting, with the added bonus of a third bedroom in the basement. Key Features: Spacious Interior: Step inside to discover a well-designed layout with an open living and

  Michael Pollak MK Realty Inc

  74 Lois Ln, Monroe, NY 10950
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  /2

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  15 Prag Blvd Unit 411, Monroe, NY 10950

  Welcome to convenient living in the heart of Kiryas Joel. This home is perfect for growing families and anyone seeking seamless accessibility. The secure, elevator-accessed building ensures ease of movement, while the interior boasts a spacious, light-filled open floor plan. The unit features a generous 9 rooms, 5 bedrooms, and 3 full bathrooms, with a flexible layout offering 6 rooms on the

  Shalom Landau eRealty Advisors, Inc

  15 Prag Blvd Unit 411, Monroe, NY 10950
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  /12

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  30 Sycamore Ct, Highland Mills, NY 10930

  Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the

  Danielle Riggs Keller Williams Hudson Valley

  30 Sycamore Ct, Highland Mills, NY 10930
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  /48

  $780,000

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  115 Brigadoon Blvd, Highland Mills, NY 10930

  wow! welcome to this stunning beautiful colonial on brigadoon blvd! this charming home is a dream come true for those seeking comfort, style, and functionality for living or entertaining! by entering the house, you'll step into a stunning big foyer that WOWS you with its elegance and grandeur! the foyer sets the tone for the beautiful home with its tasteful design and flow into the rest of the

  Yakov Winkler Preferred Properties Real Esta

  115 Brigadoon Blvd, Highland Mills, NY 10930
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  /31

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  4 Sequoia Trail, Highland Mills, NY 10930

  Nestled in the desirable Highland Mills community, 4 Sequoia Trail presents a beautifully updated 2,004 sq ft residence offering comfort, style, and modern convenience. Set on nicely landscaped grounds with generous outdoor space, this home provides a serene escape while remaining close to everything the area has to offer. The upper level features a bright, inviting living room with oversized

  Hershy Niederman Loop Realty Inc

  4 Sequoia Trail, Highland Mills, NY 10930
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  /35

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  5 Prestwick Dr, Monroe, NY 10950

  Welcome to wonderful Prestwick Gardens, a thoughtfully designed community, surrounded by impeccably maintained homes with all side-entry garages, sidewalks and central village location. Located down the street from Mansion Ridge Golf Course, Prestwick Gardens is one of the most prestigious and beautiful communities in Orange County. Enjoy this spacious and bright colonial with high ceilings and a

  Layla Rose Boyles Century 21 Realty Center

  5 Prestwick Dr, Monroe, NY 10950
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  /7

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft

  24 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! The house is 100% complete and ready to move in! Step inside this single-floor ranch with 10-foot ceilings, 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

  Dovid Hoffman MK Realty Inc

  24 Union Transfer, Monroe, NY 10950
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  /36

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft

  19 Grandview Trail, Monroe, NY 10950

  Welcome to this stunning newly renovated home located in the heart of Monroe, offering the perfect blend of modern comfort and convenience. Situated within the highly sought-after Washingtonville School District, this 3-bedroom, 2-bathroom property is designed to impress. Step inside to an inviting open-concept layout filled with natural sunlight, gleaming hardwood floors, and vaulted ceilings

  Courtney Tablante Keller Williams Realty

  19 Grandview Trail, Monroe, NY 10950
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  /3

  $72,500

  • Land
  • 0.87 Acre
  • $83,104 per Acre

  73 Sylvan Trail, Monroe, NY 10950

  This property includes 3 separate parcels 28-4-2, 29-3-1 and 29-3-3-Lots combined with possible variance will offer a 1.1 acre building lot. This level lot is located in the Mountain Lodge Community. Both full time and summer residents reside in this community. Building is subject to engineering, building approvals and permits and utilities on the property. Buyer will be responsible. Lots

  Jo-Ann Merla Howard Hanna Rand Realty

  73 Sylvan Trail, Monroe, NY 10950
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  /17

  $260,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  7 Lexington Hill Unit 8, Harriman, NY 10926

  Beautifully updated and well maintained 2 bedroom condo in the well sought after Lexington Hills community. Call today to schedule a viewing, this will not last!

  Joel Ayala HomeSmart Homes & Estates

  7 Lexington Hill Unit 8, Harriman, NY 10926

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