Homes for Sale near Monroe-Woodbury High School

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  /28

  $305,000

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

  305 Arlin Rd, Monroe, NY 10950

  If you're looking for one level living with handicapped friendly features you have found your perfect new home. The Cromwell Hills community is within walking distance to the village. The community is quiet and well maintained with well manicured lawns and common areas, a pool and clubhouse and playground area. There is reserved parking and guest parking nearby. The layout is perfect for

  Theresa Budich Howard Hanna Rand Realty

  305 Arlin Rd, Monroe, NY 10950
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  /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
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  /40

  $1,200,000

  • 5 Beds
  • 3.5 Baths
  • 4,570 Sq Ft

  10 Greenwich Ave, Central Valley, NY 10917

  "LE CHÂTEAU des VERTS": Unparalleled, Unprecedented and Poised...Inspired by castles on the rolling hills of the French countryside and perfectly perched here in the Hudson Valley, there's no wonder why this custom-built one-of-a-kind French Château is known to its neighborhood residents as 'The Castle on the Hill'. Incredibly designed inside and out with no detail spared, this 4,500+

  Micaela Stanaland Howard Hanna Rand Realty

  10 Greenwich Ave, Central Valley, NY 10917
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  /2

  $199,900

  • Land
  • 1.20 Acres
  • $166,583 per Acre

  17 Lambros Dr, Monroe, NY 10950

  Buildable lot almost approved for a one family home in Golf View Estates with views of Mansion Ridge Golf Course. Just waiting for approval from the Board of Health. Plan available for a 2600 sq. ft. colonial or bring your own plans. The lot has been cleared and located at a dead end street. Engineered for a 4 bedroom colonial. Close to shopping, schools, highways and public transportation. This

  Jo-Ann Merla Howard Hanna Rand Realty

  17 Lambros Dr, Monroe, NY 10950
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  /49

  $979,000

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

  9 Roselawn Rd, Highland Mills, NY 10930

  Luxury Awaits! Slide open all of your back doors to...Your own private "Country Club"!!! Exquisite heated pool with fiberglass coating 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 the property, and the greenery continues to the right side of yard, with a beautiful black gate with

  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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  /2

  $319,000

  • Land
  • 0.23 Acre
  • $1,394,231 per Acre

  29 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY!Welcome to 29 Westend DrThis exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready conditions, you can break ground immediately and start creating

  Yakov Winkler Preferred Properties Real Esta

  29 Westend Dr, Woodbury Town, NY 10930
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  /2

  $225,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  8 Rocky Rd, Monroe, NY 10950

  Great investment opportunity in convenient commuter location! Spacious 2 bedrooms 1 full bath...quaint setting. Minutes from Woodbury Common outlet and train.

  Rosy Wansor Wansor Realty

  8 Rocky Rd, Monroe, NY 10950
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  /32

  $799,900

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

  300 Estrada Rd, Central Valley, NY 10917

  Tucked away on a quiet dead-end 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 stunning

  Rosalie Cook Weichert Realtors

  300 Estrada Rd, Central Valley, NY 10917
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  /10

  $1,095,000

  • 4 Beds
  • 2.5 Baths
  • 2,311 Sq Ft

  11 Cliff Ct, Monroe, NY 10950

  Welcome to your private retreat in the heart of Monroe! Tucked into a serene neighborhood, this charming 4 bedroom, 2.5 bath offers the perfect blend of indoor comfort and outdoor enjoyment. Set on a beautifully landscaped lot, the home greets you with a long driveway leading to the attached 2 car garage. Enter to find a bright and inviting home with hardwood floors, recessed lighting and a cozy

  Derek Eisenberg Continental Real Estate Group

  11 Cliff Ct, Monroe, NY 10950
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  /43

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  13 Butternut Ct, Highland Mills, NY 10930

  Don't wait!JUST REDUCED! FANTASTIC PRICE !!! A great place to call "home"...Spacious 3BD, 2.5 BTH home with so many outstanding features...Beautiful decorator designed living room built-in wall unit with lighting and stunning dark wood floors, garage, lovely patio, skylight, beautiful kitchen with tons of granite (even a custom granite breakfast bar AND EXTRA CABINETS and shelving), stainless

  Joanne Cooper Hudson Heritage Realty

  13 Butternut Ct, 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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  /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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  /50

  $950,000

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft

  556 Lakes Rd, Monroe, NY 10950

  A Once-in-a-Lifetime Waterfront Opportunity!Welcome to an extraordinary lakefront compound on the shores of beautiful Walton Lake—featuring four deeded lake lots and a stunning 3,400 sq ft Colonial set on 1.35 private, park-like acres. This rare gem is ideal for year-round living, weekend escapes, or multi-generational enjoyment.Inside, you’ll find 4 spacious bedrooms, 3 full

  Shia Lieberman Blooming Realty

  556 Lakes Rd, Monroe, NY 10950
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  /46

  $324,900

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  1 Heritage Dr Unit C, Harriman, NY 10926

  Beautiful and Unique END UNIT townhome with professionally designed gardens, Model to the complex, features 2 spacious bedrooms, office, 1 remodeled full bathroom, (Newly re glazed 10 yr warranty tub!) 1/2 bath and charming touches throughout. Including: Gleaming hardwood floors up/down! Freshly painted! Large Fireplace! New Stainless Steel Appliances! New A/C units! New Water Softener! Ceramic

  Claire Ryan ARC Realty 1 in Sales

  1 Heritage Dr Unit C, Harriman, NY 10926
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  /34

  $350,000

  • 3 Beds
  • 1 Bath
  • 896 Sq Ft

  12 Lake Region Blvd, Monroe, NY 10950

  Welcome to 12 Lake Region Blvd. A perfect Renovated home with Lake Rights! As you enter the home you are welcome to a large foyer! The Living Room is bright with an Open Floor Plan & features recessed lighting! The Kitchen features Stainless Steel Appliances which are 2 years old with White Cabinetry! 3 Bedrooms, one without a closet makes for a perfect home office! The bathroom features Tiled

  Nathalie Sessoms Howard Hanna Rand Realty

  12 Lake Region Blvd, Monroe, NY 10950
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  /50

  $475,000

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

  4 Cliffside Ct, Highland Mills, NY 10930

  Nestled in a tranquil cul-de-sac, this beautifully appointed three-bedroom townhouse seamlessly blends modern comfort with timeless elegance. Designed to embrace natural light, the open-concept floor plan is illuminated by large windows that enhance the warm, inviting ambiance and highlight the refined interior finishes.At the heart of the home lies a stunning kitchen featuring rich wood

  Chand Kakar Howard Hanna Rand Realty

  4 Cliffside Ct, Highland Mills, NY 10930
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  /4

  $340,000

  • Land
  • 0.20 Acre
  • $1,728,521 per Acre

  27 Westend Dr, Woodbury Town, NY 10930

  Build Your Dream Home! FULLY APPROVED PLAND-SHOVAL READY!Welcome to 27 Westend DrThis exceptional opportunity offers a rare chance to build your own stunning colonial-style home on a serene cul-de-sac, providing a tranquil retreat from the hustle and bustle of everyday life. With fully approved plans and shovel-ready conditions, you can break ground immediately and start creating

  Yakov Winkler Preferred Properties Real Esta

  27 Westend Dr, Woodbury Town, NY 10930
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  /12

  $530,000

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  11 Orchard Terrace, Monroe, NY 10950

  Fabulous two story old style home. In heart of the village of Monroe NY, Offering 3 Bedrooms, 2 Full Baths, and 2 levels of living space. Family room, kitchen with solid wood cabinetry and granite counter tops, gleaming hardwood floors, and solid wood raised panel doors. Private rear yard with ground level deck, and carport that makes life easier for getting in and out of the home. Great home in

  Eliezer Safdie Sage Realty Center LLC

  11 Orchard Terrace, Monroe, NY 10950
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  /35

  $919,000

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  48 Eastview Rd, Highland Mills, NY 10930

  This charming Cape Cod-style single-family home blends traditional character with suburban comforts. Built in 1983, it features 4 bedrooms and 2 full bathrooms with fully renovated basement, 2 car garage across a generous 2,477 sq ft of living space. nestled on a tranquil 0.88-acre lot. All showings schedule must have a pre-approval sent to the email provided.

  David Matos Premium Choice INC

  48 Eastview Rd, Highland Mills, NY 10930
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  /50

  $975,000

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft

  2 Primrose Ln, Chester, NY 10918

  Introducing an exceptional opportunity to own your dream property with over 18 acres wooded land! This stunning colonial is a perfect blend of luxury and functionality. Spanning 2370 square footage plus finished basement with 4 spacious bedrooms and 3 elegantly designed bathrooms, this home boasts an inviting atmosphere that caters to both relaxation and entertaining.As you step inside,

  Joel Friedman MS Realty Group USA, Inc

  2 Primrose Ln, Chester, NY 10918
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  /24

  $255,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  21 Lexington Hill Unit 8, Harriman, NY 10926

  Absolutely stunning 2 bedroom 2 full bathroom, completely renovated top to bottom! No expense spared, Living room with fireplace, kitchen with stainless steel appliances, walk out patio! Don't miss it!

  Sheri Chablis Sohn Real Estate Corp

  21 Lexington Hill Unit 8, Harriman, NY 10926
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  /50

  $620,000

  • 4 Beds
  • 2 Baths
  • 3,330 Sq Ft

  114 Old Mansion Rd, Chester, NY 10918

  Charming Colonial with 4 Bedrooms on Nearly an Acre – Prime Location!Welcome to this beautifully maintained Colonial-style home nestled on a generous 0.92-acre lot, offering space, comfort, and convenience. This freshly painted home features 4 spacious bedrooms, 2 full bathrooms, and a versatile layout perfect for modern living.The first floor boasts gleaming hardwood floors, a

  Hershel Lowy Master Realty Group Inc.

  114 Old Mansion Rd, Chester, NY 10918
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  /50

  $899,000

  • 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 CommunityImagine 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

  Yakov Winkler Preferred Properties Real Esta

  3 Caledonia Cir, Highland Mills, NY 10930
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  /42

  $615,000

  • 5 Beds
  • 3 Baths
  • 2,948 Sq Ft

  152 Fawn Hill Rd, Tuxedo Park, NY 10987

  TUXEDO! – Mid-Century Scenic Country Retreat--Nestled among the trees in the sought-after Laurel Ridge community, this custom home blends rustic charm with contemporary design. Featuring 5 bedrooms and 3 full baths, it offers a spacious, open floor plan perfect for both entertaining and embracing the tranquility of nature. At the heart of the home lies a stunning living room, where SOARING

  Mary Ann Mitchell eXp Realty

  152 Fawn Hill Rd, Tuxedo Park, NY 10987
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  /48

  $840,000

  • 4 Beds
  • 3.5 Baths
  • 2,963 Sq Ft

  56 Heather Ridge, Highland Mills, NY 10930

  Welcome to Your Dream Home! 2,963 Sq Ft + Finished Basement = approx. 4,200 Sq Ft of Living Space! Situated on a beautifully manicured 0.71-acre lot, this stunning 4-bedroom, 3.5-bath home offers the perfect combination of space, style, and functionality. From the moment you arrive, you'll appreciate the curb appeal, thoughtful landscaping, and the inviting charm of this meticulously maintained

  Ryan Jordan Orange NY Homes

  56 Heather Ridge, Highland Mills, NY 10930
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  /30

  $515,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  21 Pleasant Dr, Highland Mills, NY 10930

  Welcome to your dream home! This beautifully maintained 4-bedroom, 2-bath residence is nestled in a highly sought-after neighborhood known for its friendly atmosphere and fantastic community amenities. As you step inside, you'll be welcomed by a spacious, light-filled layout perfect for both relaxing and entertaining. The updated kitchen opens seamlessly to a large deck, complete with a charming

  Gabriella Coppolino Hudson Valley Home Connection

  21 Pleasant Dr, Highland Mills, NY 10930
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  /42

  $849,000

  • 7 Beds
  • 3.5 Baths
  • 3,821 Sq Ft

  312 Rye Hill Rd, Monroe, NY 10950

  Come and experience the extraordinary, unparalleled opportunity that awaits you at 312 Rye Hill! This is a chance you certainly don't want to overlook. Nestled within stunning grounds and encircled by lush, green trees, this property offers a serene retreat where you can fully immerse yourself in the beauty of nature.As you step inside, you're greeted by a charming foyer adorned with a modern

  David Kraus MK Realty Inc

  312 Rye Hill Rd, Monroe, NY 10950
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  /36

  $839,000

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

  1 Cindy Ln, Highland Mills, NY 10930

  NEW!! Discover the epitome of luxury living in this magnificent, one-of-a-kind home!! Nestled in a highly sought-after neighborhood. This stunning property boasts an expansive layout, offering ample space for both relaxation and entertainment. The heart of the home is the magnificent kitchen, featuring elegant granite countertops that blend style and functionality, perfect for culinary

  Joseph Rosenfeld Flag Realty Group

  1 Cindy Ln, Highland Mills, NY 10930
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  /5

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft

  172 County Route 105, Highland Mills, NY 10930

  Discover an exceptional investment opportunity! Or make your dream of homeownership a reality with this charming property! Nestled in a prime location, this delightful house boasts an abundance of natural sunlight, creating a warm and inviting atmosphere throughout. Don't miss your chance to secure a bright future in a home that perfectly balances comfort and potential.

  Joseph Rosenfeld Flag Realty Group

  172 County Route 105, Highland Mills, NY 10930
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  /43

  $539,999

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft

  10 Tulip Ln, Monroe, NY 10950

  Welcome to this meticulously maintained 4-bedroom, 2-bath raised ranch in a quiet and friendly neighborhood, ideally situated in the highly rated Monroe-Woodbury School District. With thoughtful updates, quality finishes, and a flexible floor plan, this home is ready for its next chapter.The main level features gleaming hardwood floors throughout the living room, dining room, and three

  Philip Szumlaski Keller Williams Realty

  10 Tulip Ln, Monroe, NY 10950
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  /38

  $295,000

  • 1 Bed
  • 1 Bath
  • 1,004 Sq Ft

  1106 Parkview Dr, Tuxedo, NY 10975

  Nestled in the picturesque region of Southfields, this stunning 1-bedroom, 1-bath condominium offers the perfect blend of comfort, convenience, and scenic beauty. Situated in the heart of Tuxedo, this gem places you just minutes away from the renowned Woodbury Commons Premium Outlet, making shopping and dining experiences effortlessly accessible. Additionally, you'll enjoy close proximity to the

  Lorna Aldridge Coldwell Banker Realty

  1106 Parkview Dr, Tuxedo, NY 10975
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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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  /44

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  22 Ford Ct, Monroe, NY 10950

  Welcome to 22 Ford Court, Monroe – A Turn-Key Gem in Meadow Glen!Move right into this beautifully maintained 3-bedroom, 2.5-bathroom home, nestled on a quiet cul-de-sac within the desirable gated community of Meadow Glen. This property offers the perfect blend of style, modern upgrades, and peace of mind living.Step inside to find gleaming hardwood floors and a bright, open layout. The updated

  Amanda Rivera Sepulveda Keller Williams Realty

  22 Ford Ct, Monroe, NY 10950
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  /40

  $1,199,000

  • 6 Beds
  • 4.5 Baths
  • 4,240 Sq Ft

  219 Maple Ave, Monroe, NY 10950

  Nestled atop nearly 2 acres of park like property, this 6 Bedroom 4.5 Bath Masterpiece is the essence of luxury. Once inside the Entry Foyer, you’ll be greeted to an open floor plan of nearly 6,000 square feet. The Living Room & banquet sized Dining Room will impress the most discerning buyers with custom millwork. Gleaming hardwood floors throughout flow into an welcoming Great Room providing an

  Ryan Sunden Your Home Sold Guaranteed Rlty

  219 Maple Ave, Monroe, NY 10950
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  /19

  $485,000

  • 3 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  5 James St, Harriman, NY 10926

  **Modern Updates, Open Layout & Prime Commuter Location – 5 James Street, Harriman, NY**Welcome to 5 James Street — a beautifully updated 3-bedroom, 1.5-bath home in the heart of Harriman, located within the highly rated Monroe-Woodbury School District.Enjoy a spacious **open-concept layout** that connects the kitchen, dining, and living areas — ideal for modern living and entertaining. The fully

  Kurt Lewis Weichert Realtors

  5 James St, Harriman, NY 10926
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  /19

  $859,000

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  20 Tanyas Ct, Monroe, NY 10950

  "Ridge Top Knoll" is sited on a beautifully landscaped and improved lot with mature landscaping and mountain views. This four bedroom, two and a half bath home is 2740 square feet (not including basement square footage, currently used as a home gym) and has an open first floor plan. Entrance foyer with coat closet and built in is featured, as well as gorgeous living room with coffered ceiling and

  Susan Rost Tux Park Towne & Country

  20 Tanyas Ct, Monroe, NY 10950
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  /35

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,151 Sq Ft

  72 Fredrick Dr, Monroe, NY 10950

  Welcome to your new home in the sought-after Estates of Briarcliff in Monroe, NY! This spacious 4-bedroom, 3-bathroom bi-level offers the perfect blend of comfort, style, and thoughtful updates throughout. Step inside to discover a bright and open layout with 9-foot ceilings, creating a sense of space and airiness. The upper level features a generous living room, dining area, and kitchen—ideal

  Lauren Kelly Howard Hanna Rand Realty

  72 Fredrick Dr, Monroe, NY 10950
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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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  /18

  $2,429,000

  • Land
  • 7 Acres
  • $350,505 per Acre

  56-58 Still Rd, Monroe, NY 10950

  Prime 6.93-Acre Development Opportunity in Monroe, NY – Orange County’s Largest Available SitePresenting a rare and exceptional opportunity to acquire a 6.93-acre development parcel in the heart of Monroe, NY — the largest available site in the area. Zoned SR-20, this expansive property offers a wide range of permitted residential and community uses, making it ideal for developers seeking

  Jon Cohen Skyline Real Estate Partners

  56-58 Still Rd, Monroe, NY 10950

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