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Woodbury Houses for Sale

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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

    Agent Photo

    Kristen Velez

    RE/MAX Benchmark Realty Group

    (845) 412-8180

    93 Weygant Hill, Highland Mills, NY 10930
  • /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

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 205-7720

    24 Laura Ln, Woodbury, NY 10917
  • /35

    $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
  • /37

    $829,000

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

    10 Heather Ridge, Highland Mills, NY 10930

    This meticulously maintained and beloved Colonial home in a beautiful community sits on an oversized 1.2 acre landscaped lot, offering privacy and views from its expansive oversized windows, the trex deck and stone inlaid patio! Enjoy almost 3,000 sqft. of finished space with a full basement that can also be completed having the plumbing for an additional bathroom in place and sliding glass doors

    Kimberly Colomban Corcoran Country Living

    10 Heather Ridge, Highland Mills, NY 10930
  • /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
  • /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
  • /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
  • /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
  • /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
  • /33

    $735,000

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

    4 Sequoia Trail, Highland Mills, NY 10930

    Located in the charming neighborhood of Highland Mills, the newly renovated 2004 sq ft house at 4 Sequoia Trail offers a perfect blend of comfort and modern living. With beautifully landscaped grounds and ample outdoor space, this home provides a peaceful retreat from everyday life. As you ascend to the top level, you are welcomed by a spacious living room. Bright and airy, this space features

    Moshe Kaufman MK Realty Inc

    4 Sequoia Trail, Highland Mills, NY 10930
  • /50

    $709,950

    • 5 Beds
    • 3.5 Baths
    • 2,876 Sq Ft

    10 Leone Ct, Highland Mills, NY 10930

    Nestled on a peaceful cul-de-sac in Highland Mills, this spacious colonial offers both comfort and convenience. The main floor features two kitchens, perfect for multi-generational living or hosting guests, along with a first-floor bedroom and bath, creating a mini-suite for added privacy.Upstairs, you'll find a large primary bedroom with an en-suite bathroom, along with three additional

    Donna Ramundo Keller Williams Valley Realty

    10 Leone Ct, Highland Mills, NY 10930
  • /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
  • /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
  • /43

    $459,900

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

    13 Butternut Ct, Highland Mills, NY 10930

    A great place to call "home"...Spacious 3BD, 2.5 BTH home with so many outstanding features...garage, patio, skylight, beautiful kitchen with tons of granite (even a granite breakfast bar), stainless steel appliances, gorgeous subway- tile backsplash, pantry, and decorator touches throughout the living room. The Primary Bedroom is complete with a with a vaulted ceiling, which gives a feeling of

    Joanne Cooper Hudson Heritage Realty

    13 Butternut Ct, Highland Mills, NY 10930
  • /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
  • /45

    $575,000 Open Sun 2PM - 5PM

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /33

    $670,000

    • 4 Beds
    • 2.5 Baths
    • 2,960 Sq Ft

    38 Buena Vista Terrace, Central Valley, NY 10917

    Short walk to the Woodbury community pool !!!This charming residence offers 4 bedrooms and 3 bathrooms, encompassing 2,960 square feet of living space on a one-acre lot. Spacious kitchen featuring granite countertops and oak cabinetry. Living Areas: Hardwood floors throughout; family room with a fireplace and French doors leading to a 1000 SQ FT deck. Parking:

    Hermann Kabore Exit Realty Group

    38 Buena Vista Terrace, Central Valley, NY 10917
  • /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
  • /46

    $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
  • /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
  • /50

    $1,599,900

    • 4 Beds
    • 4.5 Baths
    • 5,142 Sq Ft

    221 Smith Clove Rd, Highland Mills, NY 10930

    Welcome to a truly rare offering in Highland Mills, just moments from the prestigious Falkirk Estate and Country Club. This exceptional property brings the presence and sophistication of a Westchester and Bergen County home to the heart of Orange County—a distinction not often found in this region. Set on 6.5 lush, private acres, this 5,140+ square foot estate was thoughtfully built by the

    Rosalie Cook Weichert Realtors

    221 Smith Clove Rd, Highland Mills, NY 10930
  • /34

    $1,050,000

    • 4 Beds
    • 5 Baths
    • 3,575 Sq Ft

    27 Catskill High Rail, Monroe, NY 10950

    STUNNING HOME- HOT LOCATION- BREATHTAKING VIEWS - HUGE RENOVATED HOUSE - MOTIVATED SELLER -READY TO MOVE IN - EXCEPTIONAL PRIVACY -***BACK TO BACK WITH THE HUGE NEW #MAGA MALL WITHOUT AFFECTING PRIVACY*** Welcome to your dream home, where luxury meets tranquility! This remarkable property boasts stunning views and an unparalleled level of privacy, making it the perfect retreat. Nestled in a

    Joel Basch eRealty Advisors, Inc

    27 Catskill High Rail, Monroe, NY 10950
  • /39

    $535,000

    • 5 Beds
    • 2 Baths
    • 1,984 Sq Ft

    22 Elm St, Highland Mills, NY 10930

    Welcome to 22 Elm Street, a beautiful colonial blending classic charm with modern updates in the heart of Highland Mills. Meticulously maintained and move-in ready. This spacious 5-bedroom, 2-bath home offers flexibility with two bedrooms and a full bath conveniently located on the first floor. Featuring nearly 2,000 sq ft of living space, the home includes an open porch, a welcoming entry,

    Alison Orlando Keller Williams Hudson Valley

    22 Elm St, Highland Mills, NY 10930
  • /49

    $989,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    2 Hallock Ct, Woodbury Town, NY 10930

    Discover a luxurious brand new home, nestled on a private and quiet cul-de-sac. This home is the first in a series of eight exclusive residences, offering over 3,000 square feet of elegant living space on a sprawling one-acre lot. As you are embraced in the elegance and warmth of the entrance foyer, notice the open floor plan that creates a spacious and airy atmosphere and offers an abundance of

    Avi Samet Avion

    2 Hallock Ct, Woodbury Town, NY 10930
  • /23

    $1,400,000

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

    26 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

    26 Pullman Route, Monroe, NY 10950
  • /36

    $545,000

    • 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
  • /37

    $1,500,000

    • 9 Beds
    • 4.5 Baths
    • 5,478 Sq Ft

    111 Summit Ave, Central Valley, NY 10917

    This house is truly a wow! A beautiful mansion set on a sprawling 1.2-acre property, it has been beautifully renovated in the past year, as showcased in the pictures. It's a must-see!The home features 9 bedrooms and 4.5 bathrooms, along with a formal dining room, a separate living room, a kids' playroom, a meditation room, and a seasonal room. You'll love the stylish foyer with elegant

    Chaim Gluck eRealty Advisors, Inc

    111 Summit Ave, Central Valley, NY 10917
  • /27

    $679,000

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

    35 Depalma Dr, Highland Mills, NY 10930

    Amazing opportunity! If you are looking for privacy & tranquility this beautifully maintained split level located at 35 Depalma is the ultimate choice! Situated in the most sought-after neighborhood, this impressive home offers 2300+ sqft sprawled over 2 levels and will perfectly suit your needs. Starting at the outside with its huge flat grounds, you'll surely fall in love! The entire property

    Moshe Kaufman MK Realty Inc

    35 Depalma Dr, Highland Mills, NY 10930
  • /26

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    241 Smith Clove Rd, Highland Mills, NY 10930

    What a view! Charming cottage style home located on 1.5 private acres is adjacent to open land and has splendid views of the surrounding mountains! Just an hour or so from New York City, this is a perfect spot for your weekend getaway. Or make it your new home! The house is in the Monroe Woodbury school district and includes the coveted Woodbury Recreation – the John Burke Memorial Pool, also the

    Karin Poggio HomeSmart Homes & Estates

    241 Smith Clove Rd, Highland Mills, NY 10930
  • /27

    $16,000,000

    • 14 Beds
    • 6.5 Baths
    • 10,041 Sq Ft

    Unlisted Address

    142 acres with municipal services available. One of the last large lots available in the area. Lots of rental income potential. Caretakers house is occupied. Bring your imagination and restore this house and property to it's former glory. This has been in the same family for almost 100 years. Property is on both sides of Route 32. The eastern side goes all the way down to the train tracks.

    Susan Walski Keller Williams Hudson Valley

    Unlisted Address
  • /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
  • /5

    $505,000

    • 4 Beds
    • 1.5 Baths
    • 1,528 Sq Ft

    246 Skyline Dr, Highland Mills, NY 10930

    4 Bedroom, 1.5 Bathroom Raised Ranch in Woodbury! Close to I-87 & Woodbury Commons, Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers only with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

    Ernie Acampora River Realty Services, Inc.

    246 Skyline Dr, Highland Mills, NY 10930
  • /21

    $368,500

    • 3 Beds
    • 3 Baths
    • 1,779 Sq Ft

    36 Weygant Hill, Highland Mills, NY 10930

    3 Bedroom 3 full bath old style home in The Town Of Woodbury! This is not your typical cookie cutter home. Feel the warmth this charming home radiates. Large kitchen with plenty of counter & cabinet space. Large formal living room,family room & dining room. 3 bedrooms on the upper floor with hard wood flooring & full bath. Close to Route 17, I-87, Woodbury commons, & Bear Mt.

    Ernie Acampora River Realty Services, Inc.

    36 Weygant Hill, Highland Mills, NY 10930
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