Highland Mills, NY Houses for Sale

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  /17

  $310,000

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  10 Pioneer Trail, Monroe, NY 10950

  Welcome to 10 Pioneer Trail — a fully gut-renovated mountain retreat in the peaceful Mountain Lodge Park community. This charming 2-bed, 1-bath home offers approx. 800 sq ft of move-in-ready living with brand new plumbing, electric, mechanicals, and windows. Enjoy plenty of private outdoor space, including a sunny deck and spacious backyard — perfect for relaxing or entertaining. Just over an

  Arya Rabinovits eRealty Advisors, Inc

  10 Pioneer Trail, Monroe, NY 10950
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  /11

  $275,000

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  20 Oakwood Trail N, Monroe, NY 10950

  2 Bedroom, 1 Bath Cottage, 550 Sq. Ft. Good Condition, Recently Painted, Great Views, Two Living Room Skylights. Washer-Dryer in Unit. Now ONLY $275000. Near the top of Schunnemunk Mt., Nice Views. Very Private Area. Great Hiking Area, thousands of acres of preserved land at this location. Baseboard, Gas Heat system and wood stove. Large Deck. 2nd, adjoining lot included in sale, SBL 37-2-2.21

  Charles J. Izzo Coldwell Banker Realty

  20 Oakwood Trail N, Monroe, NY 10950
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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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  /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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  /25

  $279,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  31 Paradise Hill, Cornwall, NY 12518

  Welcome to this recently renovated 2-bedroom, 1-bathroom cottage—a perfect escape for those seeking comfort, charm, and convenience in the heart of the Hudson Valley. Whether you're looking for a weekend retreat or a full-time residence, this cozy home offers a bright and inviting interior with abundant natural light, a fully equipped kitchen, and two generously sized bedrooms that promise rest

  Colin Seitz RE/MAX Benchmark Realty Group

  31 Paradise Hill, Cornwall, NY 12518
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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

  $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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  /26

  $199,999

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  14 Silver Trail, Monroe, NY 10950

  Quiet block, private setting! The inviting living room/dining room boasts large windows that flood the space with natural light, and a charming wood burning Eat-in kitchen. The cozy family room offers an abundance of windows, a fireplace, and elegant wood paneling, creating an ideal setting for family gatherings. The home features 2 bedrooms, Step outside to the The property also includes a

  Yidel Rosenberg MS Realty Group USA, Inc

  14 Silver Trail, Monroe, NY 10950
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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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  /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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  /4

  $887,000

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Tappan Dr, Monroe, NY 10950

  Don't miss out on this opportunity to own your lakefront dream home situated on a quiet, half acre, cul-de-sac in the village of South Blooming Grove.You will be minutes away from major highways, close to supermarkets and everything this neighborhood has to offer. Whether you're lookingto move in, build you own dream home or invest, this is the home for you!

  Shalom Landau eRealty Advisors, Inc

  5 Tappan Dr, Monroe, NY 10950
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  /28

  $290,000

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  1 Whippoorwill Trail, Monroe, NY 10950

  Quiet spot at the end of a short "trail"! You'll enjoy the spacious deck at the rear of the house for any get togethers or just a peaceful family BBQ & play area for the kids! There are 2 bedrooms & a small extra room, living room, & fireplace to enjoy in the winter! Both the kitchen and bathroom are updated. Don't miss out on this move in ready home! Parking is along the front of the lot.

  Kathy Dawson Howard Hanna Rand Realty

  1 Whippoorwill Trail, Monroe, NY 10950
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  /48

  $975,000

  • 5 Beds
  • 4.5 Baths
  • 4,614 Sq Ft

  10 Mountain Brook Rd, Cornwall, NY 12518

  Welcome to 10 Mountain Brook Road, a magnificent contemporary home set on a lush 1.4-acre lot in the desirable neighborhood of Cornwall. This impressive residence boasts over 4,600 square feet of thoughtfully designed living space, featuring five bedrooms—including a luxurious primary suite conveniently located downstairs and four additional bedrooms upstairs, three of which are en suite—offering

  Alicia Goldman Christie's Int. Real Estate

  10 Mountain Brook Rd, Cornwall, NY 12518
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  /42

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 2,391 Sq Ft

  29 Virginia Ave, Monroe, NY 10950

  This thoughtfully cared-for Colonial sits in the heart of South Blooming Grove, surrounded by mature trees and lush landscaping that offer both privacy and curb appeal.A welcoming front deck leads into a spacious foyer, opening to a large living room, formal dining area, bright kitchen, and a cozy family room complete with a fireplace—perfect for gathering in every season.Upstairs features four

  Lazar Schvimmer Blooming Realty

  29 Virginia Ave, Monroe, NY 10950
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  /50

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  1 Billy Ave, Washingtonville, NY 10992

  Welcome home to 1 Billy Avenue! The best property for your money right now in Charming Washingtonville! Lots of improvements! You'll be amazed at this wonderful home. This property spans nearly one acre and features a flat corner lot with a long, paved driveway capable of accommodating numerous vehicles. Upon entering through the front door, you will be greeted by exquisite, lightly stained,

  Robert Pape Keller Williams NY Realty

  1 Billy Ave, Washingtonville, NY 10992
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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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  /21

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  3 Moorefield Cir, Highland Mills, NY 10930

  Welcome to the highly desirable Brigadoon community, ideally situated on a quiet cul-de-sac! This elegant colonial home offers 4 spacious bedrooms and 2.5 bathrooms, along with a 2-car garage. The sunlit eat-in kitchen is a chef’s dream, featuring granite countertops, a center island, ceramic tile flooring, and a convenient butler’s pantry—perfect for entertaining. The expansive primary suite

  Jacob Fried Keller Williams Realty

  3 Moorefield Cir, Highland Mills, NY 10930
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  /24

  $185,000

  • 2 Beds
  • 1 Bath
  • 588 Sq Ft

  9 Higgins Trail, Monroe, NY 10950

  Welcome to 9 Higgins Trail, a newly renovated, turn-key retreat nestled in the heart of Mountain Lodge Park! Step inside to a spacious recreation room that sets the tone for easy flow throughout the home. The living area connects to the kitchen via a charming breakfast bar, creating a perfect space for entertaining, relaxing, or both! The home also features two cozy bedrooms and a beautifully

  Nicholas Cuomo Keller Williams Realty

  9 Higgins Trail, Monroe, NY 10950
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  /27

  $439,000

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

  44 Hilltop Dr, Monroe, NY 10950

  Welcome to this amazing house — it has everything you've been looking for! Enjoy the outdoors with an above-ground pool connected to a 15-ft deck, perfect for summer fun and relaxation. Grow your vegetables and pick fresh fruit from your very own trees and plants! Inside, you'll find a brand-new kitchen with granite countertops tops updated hardwood flooring, ample living space, 2 well-sized

  Jacob Katz Exit Realty Venture

  44 Hilltop Dr, Monroe, NY 10950
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  /43

  $474,900

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  16 Robyn Dr, Monroe, NY 10950

  Welcome to this beautifully maintained Cape Cod-style home offering 4 spacious bedrooms and 2 full bathrooms, perfect for growing families or those seeking flexible living space. Step inside to find a warm and inviting layout with sun-filled rooms and hardwood floors. The main level features a bright living room, a kitchen with ample cabinetry and modern appliances. Two bedrooms and a full

  Bradford Lewis Keller Williams Realty

  16 Robyn Dr, Monroe, NY 10950
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  /49

  $500,000

  • 4 Beds
  • 3 Baths
  • 2,368 Sq Ft

  149 E Main St, Washingtonville, NY 10992

  Welcome to this expansive and beautifully maintained 2,368 square foot ranch, perfectly set on a flat, private, and fully fenced lot in the heart of the Village of Washingtonville. Offering a rare combination of space, versatility, and convenience, this property is ideal for multi-generational living, entertaining, and enjoying everything the Hudson Valley lifestyle has to offer.The

  Colin Seitz RE/MAX Benchmark Realty Group

  149 E Main St, Washingtonville, NY 10992
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  /27

  $219,000

  • 2 Beds
  • 1 Bath
  • 807 Sq Ft

  16 Arbor Trail, Monroe, NY 10950

  Do you dream of mountain living? Tucked among lush greenery, this 2-bed, 1-bath home offers one of the most private properties in Mountain Lodge Park with .73 of an acre of idyllic land and a second usable structure! The interior features a high ceiling in the living room, which can be overlooked by a loft off one of the bedrooms; a recently refreshed bathroom; and an enclosed porch to enjoy

  Alyssa Woods Howard Hanna Rand Realty

  16 Arbor Trail, Monroe, NY 10950
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  /12

  $294,000

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  110 Mineral Springs Rd, Highland Mills, NY 10930

  Welcome to this charming ranch with spectacular mountain views. Beautiful hardwood floors and natural lighting throughout. The first floor has a lovely sunroom, living room, kitchen, two bedrooms and one full bath. The lower level has a large bedroom, plenty of storage space, laundry area and separate entrance. Recent updates include new roof, new heating system, new well pump, new pressure tank,

  Kelly Beary Keller Williams Realty

  110 Mineral Springs Rd, Highland Mills, NY 10930
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  /48

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 3,929 Sq Ft

  7 Gabriels Dr, Chester, NY 10918

  Don’t miss this opportunity to own a beautifully designed Colonial on 3.9 acres in a child-safe cul-de-sac, built with craftsmanship, comfort, and connection to nature in mind. Offering 3,929 sq ft of living space across 10 well-appointed rooms, this 4-bedroom, 3.5-bath home is very well maintained and features a spacious kitchen with granite countertops and stainless steel appliances—perfect for

  Chaim Weiss Exit Realty Venture

  7 Gabriels Dr, Chester, NY 10918
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  /48

  $1,099,000

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

  5 Gabriels Dr, Chester, NY 10918

  Exquisite Colonial Estate: Timeless Grandeur Meets Modern LuxuryNestled gracefully on a private cul-de-sac amidst meticulously manicured grounds, this sprawling Colonial estate offers an unparalleled blend of classic elegance and contemporary comfort. From the moment you approach the stately wrought-iron fenced property and enter through the grand foyer, you are greeted by a magnificent staircase

  Beth Palma Keller Williams Realty

  5 Gabriels Dr, Chester, NY 10918
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  /49

  $759,000

  • 5 Beds
  • 3.5 Baths
  • 2,462 Sq Ft

  8 Clinton Ct, Monroe, NY 10950

  Live the lakefront lifestyle in this beautifully renovated 5-bedroom, 3-bath home on a peaceful cul-de-sac in Monroe’s Pine Tree Beach community. Enjoy direct access to Pine Tree Lake for kayaking, fishing, and ice skating. The spacious interior features a chef’s kitchen with quartz countertops and lake views, formal dining with wet bar, and multiple living areas perfect for entertaining.

  Moses Zwiebel MS Realty Group USA, Inc

  8 Clinton Ct, Monroe, NY 10950
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  /43

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,668 Sq Ft

  15 Prestwick Dr, Monroe, NY 10950

  PRESTWICK ESTATES! Prime location meets elegance and quality. this home has it all, Large rooms, open, spacious and bright. Beutiful kitchen, All granite counters, thick, solid oak floors, enough windows that allows natrual light to enter, full walkout basement,(unfinished) with many potential, amazing landscaping, A lot of PRIVACY ABOUND all around the property.Come see for yourself.

  Chaya Weiss Master Realty Group Inc.

  15 Prestwick Dr, Monroe, NY 10950
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  /35

  $399,000

  • 2 Beds
  • 1 Bath
  • 1,484 Sq Ft

  576 Bull Mill Rd, Chester, NY 10918

  A fantastic opportunity for investors or future homeowners! This well-maintained 3-bedroom, 2-bath home is set on a large, flat lot in a quiet, nature-filled neighborhood and offers strong rental potential with long-term flexibility. Inside, you’ll find a spacious living room, formal dining area, kitchen, and comfortable layout ideal for everyday living. Recent updates include fresh interior

  Lazar Schvimmer Blooming Realty

  576 Bull Mill Rd, Chester, NY 10918
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  /23

  $1,350,000

  • 6 Beds
  • 5.5 Baths
  • 4,171 Sq Ft

  18 Pullman Route, Monroe, NY 10950

  Unparalleled Future Luxury in Woodbury Junction.Welcome to your future dream home in the prestigious Woodbury Junction! This to-be-built, almost 4000 sq ft colonial-style residence offers wall-to-wall quality and top-notch finishes. Upon completion, you will be greeted by a grand foyer leading to an elegant dining room that is open to a spacious living room. Imagine an expansive kitchen

  Joel Jeremias eRealty Advisors, Inc

  18 Pullman Route, Monroe, NY 10950
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  /35

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,367 Sq Ft

  279 Mountain Lodge Rd, Monroe, NY 10950

  Step into style and comfort with this renovated gem—just 3 years young and packed with upgrades! This spacious home features 4 generous bedrooms, a warm and inviting kitchen with rich hickory cabinets, and gleaming oak floors that extend into the dining area. Enjoy seamless indoor-outdoor living with two expansive decks—front and back—and a flat, private backyard perfect for relaxing or

  Lazar Schvimmer Blooming Realty

  279 Mountain Lodge Rd, Monroe, NY 10950
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  /40

  $950,000

  • 6 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  8 Lemberg Ct Unit 302, Monroe, NY 10950

  > > > > $279 PER SF ONLY Welcome to this well-maintained home located on a private and quiet court, offering comfort, space, and flexibility for today's lifestyle. This exceptional property features a huge Passover kitchen, ideal for large gatherings and holiday hosting, as well as a generously sized

  Joel Basch eRealty Advisors, Inc

  8 Lemberg Ct Unit 302, Monroe, NY 10950
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  /48

  $739,900

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  33 Sutherland Dr, Highland Mills, NY 10930

  Welcome to Greenway Estates – Highland Mills, NYNestled on a serene 1.2-acre lot in a quiet cul-de-sac within the highly desirable Greenway Estates, this beautifully maintained Colonial offers the perfect blend of elegance, comfort, and privacy. Boasting 4 bedrooms and 2.5 baths across 2,500 sq. ft. of living space, this home is surrounded by mature trees and lush landscaping for a

  Kim Chiapperino RE/MAX Benchmark Realty Group

  33 Sutherland Dr, Highland Mills, NY 10930
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  /50

  $2,800,000

  • 16 Beds
  • 11 Baths
  • 7,511 Sq Ft

  10 Damien Ct, Chester, NY 10918

  Don't miss this incredible opportunity to own 10 & 12 Damien Court, two stunning custom homes being sold together on nearly 6 acres of beautifully landscaped grounds located on a peaceful cul-de- sac of Chester.Together offering 16 bedrooms and 11 baths, these homes are perfect for multigenerational living, extended families, or investment potential. Enjoy gourmet eat-in kitchens, private suites,

  Elimelech Kremer MS Realty Group USA, Inc

  10 Damien Ct, Chester, NY 10918

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