Monroe-Woodbury Homes with Split Level Style

Monroe-Woodbury Homes with Split Level Style

Welcome to the vibrant community of Monroe-Woodbury, nestled in the picturesque Orange County, NY. Known for its exceptional school district, Monroe-Woodbury Central School District offers a top-notch education that prioritizes academic excellence and holistic development. With a commitment to fostering a nurturing environment for students, the district boasts a range of programs designed to cater to diverse learning needs, including advanced placement courses, arts, and athletics. Parents can rest easy knowing their children are receiving a quality education in a supportive community.

As you explore the charming neighborhoods of Monroe-Woodbury, you’ll find a variety of homes that cater to different lifestyles. Among these, split-level homes stand out as a unique and functional choice. These homes, characterized by their staggered floors and multi-level designs, offer an ideal blend of space and style. The split-level layout not only maximizes square footage but also provides distinct zones for living, entertaining, and relaxation, making them perfect for families of all sizes.

Imagine hosting gatherings in your spacious living room, while the kids enjoy their own play area just a few steps away. With ample natural light and thoughtful designs, split-level homes in Monroe-Woodbury create an inviting atmosphere that feels like home.

Whether you’re drawn to the excellent schools, the welcoming community, or the unique architectural charm of split-level homes, Monroe-Woodbury is a place where families thrive and lasting memories are made. Discover your dream home in this delightful area today!

Newest Monroe-Woodbury Homes with Split Level Style

$575,000
3 Beds ⋅ 3 Baths ⋅ 1031470 MLS
Welcome to the next chapter of your story. Lovingly maintained and meticulously cared for over the years, this exceptional **3-bedroom, 2.5-bath home** reflects true pride of ownership from the moment you arrive. Ideally located in the heart of Central Valley, it offers the perfect blend of timeless charm, everyday comfort, and one of Orange County's most desirable commuter locations. Beautifully landscaped grounds create outstanding curb appeal and a warm welcome home. Inside, you'll find inviting living spaces designed for both everyday living and entertaining, including a spacious eat-in kitchen with stainless steel appliances. A standout feature is the private home office with its own separate entrance—perfect for today's remote professional or anyone seeking a dedicated workspace away from the main living area. Best of all, this added flexibility comes **without sacrificing the attached two-car garage**. The lower level is made for entertaining, featuring a custom home bar that's perfect for holidays, game days, or gathering with family and friends. Step outside to a charming brick courtyard reminiscent of an English garden, creating an inviting outdoor living space for morning coffee, dining al fresco, or relaxing with friends. Beyond the courtyard, the expansive backyard offers plenty of room for ball games, gardening, outdoor entertaining, or simply enjoying the open green space. As a resident of the *Town of Woodbury*, you'll enjoy exclusive access to the outstanding Woodbury Recreation facilities, including a town pool with water slides, diving boards, lap swimming, a town beach and lake, basketball courts, playgrounds, and scenic walking trails. *The town pool, Monroe-Woodbury schools, pharmacy, and Woodbury Common Premium Outlets are all within walking distance*, while the Harriman Train Station and major highways are just minutes away, making commuting a breeze. This is more than a house—it's a home where traditions are created, milestones are celebrated, and memories are made. If you've been searching for a home that's been lovingly cared for, offers exceptional outdoor living, and combines an unbeatable location with a wonderful sense of community, **your next chapter begins here.**

2 Buena Vista Terrace, Central Valley
$524,999
4 Beds ⋅ 2 Baths ⋅ 1030332 MLS
Welcome to this beautifully renovated raised ranch nestled on a picturesque 1/2 acre lot in the highly desirable community of Highland Mills! Offering 1,528 square feet of thoughtfully updated living space, this move-in ready home combines modern comfort with timeless appeal. Step inside and discover a bright, inviting interior featuring 4 spacious bedrooms and 1.5 bathrooms, providing plenty of room for loved ones, or a dedicated home office. Recent renovations give this home a fresh, contemporary feel, allowing you to move in and start enjoying it from day one. Outside, the generous half-acre lot offers endless possibilities—from summer barbecues and outdoor entertaining to gardening, play areas, or simply relaxing while surrounded by mature trees that provide beauty and privacy. Conveniently located near shopping, restaurants, parks, major commuter routes, and everything the Hudson Valley has to offer, this home delivers the perfect balance of peaceful suburban living and everyday convenience. Whether you're searching for your first home, need more space for a growing family, or simply want a beautifully updated property in a sought-after location, this Highland Mills gem checks all the boxes. Don't miss your opportunity to make this exceptional home your own—schedule your private showing today before it's gone!

246 Skyline Drive, Highland Mills
$999,998
5 Beds ⋅ 4 Baths ⋅ 1029095 MLS
Welcome to 190 Ridge Road in the heart of Highland Mills! Nestled on a beautiful 1-acre lot in the highly sought-after Monroe-Woodbury School District, this spacious 4-bedroom, 3.5-bath split-level home offers over 2,500 square feet of comfortable living space designed for both everyday living and entertaining. Step inside to discover an inviting open floor plan featuring cathedral and high ceilings, a stunning kitchen with a center island, granite countertops, stainless steel appliances, pantry, and eat-in dining area. The formal dining room and bright living spaces provide the perfect setting for gatherings with family and friends. The primary suite offers a private retreat with a walk-in closet and en-suite bath featuring a double vanity and soaking tub. A versatile office can easily serve as a fifth bedroom, guest room, or sitting room. The entry level features a formal living room with a masonry fireplace and pellet stove, ideal for relaxing on cool evenings. There is a huge family room on the lower level - great for entertaining or hanging with the family and friends! Additional features include central air, recessed lighting, ceiling fans, skylights, abundant storage, and a spacious laundry room. Enjoy the community town pool located in Central Valley or the "Rez" located within walking distance. Outside, your backyard oasis awaits! Spend summers enjoying the in-ground pool, while the expansive yard provides plenty of room for entertaining, gardening, or simply enjoying the peaceful surroundings. Watch the fireworks from your deck when the "Rez" Celebrates 4th of July! An oversized garage and private driveway offer ample parking and storage. Conveniently located just minutes from major highways, shopping, parks, and schools, this home combines privacy with everyday convenience. Don’t miss the opportunity to make this exceptional Highland Mills property your forever home!

190 Ridge Road, Highland Mills
$434,000
3 Beds ⋅ 1 Baths ⋅ 965884 MLS
FIND YOUR NEW HOME in this charming split-level ranch, a true neighborhood treasure available for the first time in decades. Cherished and lovingly maintained by the same family for almost 60 years, this property offers a rare combination of enduring structural integrity and timeless warmth. . The exterior showcases a welcoming wooden deck perfect for morning coffee, a convenient attached single-car garage, and a spacious paved driveway. Inside, the classic layout features three comfortable bedrooms and one full bathroom, providing an ideal canvas for your personal modern updates or preservation of its vintage appeal. And the bonus room on basement level provides for a variety of uses, including either additional living space, work space, or extra storage. .. Nestled on a beautifully landscaped lot, the yard boasts mature trees, vibrant flowering shrubs, and established privacy hedges that create an enchanting outdoor retreat. Its split-level design offers the distinct separation of spaces characteristic of many homes built during this time period, ensuring both privacy and comfortable communal living areas. .. Whether you are looking to step back in time or bring your own contemporary design vision to life, this charming residence is ready to begin its next chapter...with YOU. Great for first-time buyers or savvy investors.

14 Marc Terrace, Monroe
$535,000
3 Beds ⋅ 3 Baths ⋅ 1020871 MLS
….. Desperate Seller – Bring All Offers!! The seller is highly motivated and ready to make a deal! Don't miss this opportunity. Submit all offers—every offer will be presented and considered. Welcome to this beautifully updated home offering the perfect blend of modern style, comfort, and functionality. Set on a spacious property in the heart of Highland Mills, this move-in-ready home features an open-concept layout with abundant natural light, creating a warm and inviting atmosphere. The stunning renovated kitchen is the centerpiece of the home, showcasing elegant wood cabinetry, beautiful stone countertops, stainless steel appliances, ample cabinet space, and a large peninsula that's perfect for everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, making gatherings effortless. The home offers generously sized bedrooms, updated bathrooms, hardwood and ceramic flooring, and a flexible lower level that provides additional living space ideal for a family room, home office, gym, playroom, or guest area. A charming stone fireplace adds warmth and character to the lower level. Outside, enjoy a level backyard with a brick patio, perfect for outdoor dining, relaxing, or entertaining. The oversized driveway and attached garage provide plenty of parking and storage. Conveniently located just minutes from Woodbury Common Premium Outlets, major highways, parks, schools, restaurants, and public transportation, this home offers an easy commute while maintaining a peaceful suburban setting. Property Highlights: Beautifully updated throughout Spacious open-concept living Renovated kitchen with stone countertops and stainless steel appliances wood cabinetry with abundant storage Flexible finished lower level with stone fireplace Large driveway and attached garage Brick patio and spacious backyard Convenient Orange County location near shopping, dining, and major commuter routes Move right in and enjoy everything this exceptional Highland Mills home has to offer! Schedule a showing!

249 Ridge Road, Highland Mills
$589,000
4 Beds ⋅ 3 Baths ⋅ 1019668 MLS
Welcome Home to 24 Ironworks Road Where modern elegance meets perfect functionality. Nestled on a generous half-acre lot, this stunning split-level home offers an exceptional blend of spacious living, architectural charm, and high-end finishes. To really appreciate the thoughtful layout, here is a detailed, feature-by-feature breakdown of every space in the house: The Room-by-Room Property Highlights The Entryway & Main Level The Foyer: A bright and welcoming introduction to the home, offering a wonderful first impression and a smooth transition into the main living spaces. The Living Room: Generously sized and incredibly versatile. Featuring large windows and a flexible layout, this spacious room is perfect for formal hosting, a quiet reading lounge, or a secondary media room. The Main Level Bedroom: A bright, quiet, and comfortable bedroom positioned perfectly for privacy. Ideal for overnight guests, a multi-generational living arrangement, or an inspiring home office. The Elevated Living Area (Just Two Steps Up) The Family Room: The absolute crown jewel of the home. This spectacular, sun-drenched space boasts soaring cathedral ceilings and a magnificent wall of windows that floods the room with natural light. The striking fireplace serves as a beautiful focal point, making it the ultimate cozy gathering spot for movie nights or quiet evenings. The Formal Dining Room: An elegant and inviting space designed for memorable meals. Whether hosting festive holiday dinners or intimate weekend dinner parties, this room flows effortlessly into the kitchen for seamless entertaining. The Chef’s Kitchen: A beautiful blend of style and substance. This kitchen features gleaming stainless steel appliances, premium granite countertops, and plenty of high-quality cabinetry for all your culinary needs. Daily Conveniences (First Floor) The Half Bath: A beautifully appointed powder room, centrally located for guests and daily convenience. The Laundry Room: A dedicated, practical first-floor laundry space that takes the chore out of laundry day, offering extra organizational room. The 2-Car Garage: A spacious, attached two-car garage providing secure parking, protection from the elements, and excellent additional storage for tools and outdoor gear. The Private Upper Level The Primary Suite: A grand, king-sized sanctuary designed for ultimate relaxation. It features a massive walk-in closet with abundant storage space. The Primary Bathroom: A crisp, dedicated ensuite retreat highlighting a practical stall shower—offering a private and efficient space to unwind and refresh. Bedrooms 3 & 4: Two additional, beautifully proportioned bedrooms. Both feature ample closet space, large windows, and plenty of room for queen beds, desks, or play areas. The Second Full Bath: A bright and spacious main bathroom featuring an expansive dual-vanity sink, perfectly designed to handle busy morning routines with ease. The Lower Level & Outdoors The Unfinished Basement: A massive, blank-canvas space offering unlimited potential. Clean, dry, and incredibly spacious, it is perfect for abundant storage as-is, or ready to be finished into a home gym, workshop, or game room. The Backyard Deck: An expansive outdoor living space ideal for al fresco dining, summer barbecues, or simply relaxing with a morning coffee while overlooking your private oasis. The Gorgeous Half-Acre Lot: An absolute dream for outdoor living! This sprawling property opens up to a beautifully level, wide-open backyard covered in lush green grass. It is the perfect private playground to enjoy yourself—whether you want to lay out a towel to tan in the afternoon sun, kick a soccer ball around, host lively lawn games, or garden to your heart's content. A perfect balance of privacy, sunshine, and endless recreation!

24 Ironworks Road, Monroe
$649,000
4 Beds ⋅ 3 Baths ⋅ 1013986 MLS
**Welcome to 383 Route 32, Central Valley** — a beautifully maintained **legal mother-daughter split-level home** offering the perfect combination of **space, versatility, and comfort**. Nestled on a **.35-acre lot** within the highly sought-after **Monroe-Woodbury School District**, this impressive home features **4 spacious bedrooms, 3 full bathrooms, and over 2,000+ sq. ft. of living space** designed for flexible living. Boasting **two full kitchens, two refrigerators, two stoves, hardwood and vinyl flooring, and a finished basement**, this unique layout is ideal for **extended family living, private guest quarters, or multi-generational flexibility**. Enjoy modern-day conveniences including **central air, oil heat, electric utilities, municipal water, septic system, and a pull-down attic for added storage**. Perfectly located near **shopping, schools, major highways, and just minutes from the New York State Thruway exit**, this home delivers the ideal balance of **peaceful suburban living with unmatched everyday convenience**. A rare opportunity offering **comfort, function, and endless potential** in a prime Central Valley location.

383 Route 32, Woodbury
$530,000
3 Beds ⋅ 2 Baths ⋅ 1013291 MLS
Welcome to this beautifully maintained home featuring exceptional curb appeal and thoughtful outdoor living spaces. The property boasts attractive landscaping that enhances its charm year-round, while solar panels provide energy-efficient living and long-term savings. A spacious driveway offers ample parking for family and guests. The home’s exterior is complete with well-maintained gutters and quality finishes that reflect pride of ownership. Step into the backyard oasis, where a custom patio creates the perfect setting for entertaining and relaxation. Gather around the built-in fire pit on cool evenings or enjoy outdoor dining beneath the elegant pergola, surrounded by lush landscaping and a peaceful atmosphere. This home seamlessly combines comfort, functionality, and outdoor beauty, making it a wonderful place to call home.

621 Stage Road, Monroe
$629,000
4 Beds ⋅ 3 Baths ⋅ 997183 MLS
Beyond a long 150-foot driveway, tucked quietly behind mature landscaping and surrounded by the natural beauty of Tuxedo Park, 80 Clinton Road offers the kind of privacy and tranquility that has become increasingly rare. From the moment you arrive, the property evokes a sense of calm and understated elegance, where nature, architecture, and comfort exist in perfect harmony. This impeccably maintained split-level residence features 4 bedrooms, 2 full bathrooms, and 1 half bath, with sunlit interiors, expansive windows, and thoughtfully designed living spaces that feel both refined and welcoming. The home offers a gracious living room, inviting family room, 2 wood-burning fireplaces, and a dedicated laundry room with a slop sink, adding everyday comfort and practicality. Throughout the home, soft natural light and peaceful views create an atmosphere that changes beautifully with every season. The solarium serves as the soul of the residence, a serene year-round retreat where mornings begin slowly with coffee and sunlight filtering through the glass, and evenings are spent immersed in the quiet beauty of the surrounding landscape. Every detail of the home has been curated to encourage a lifestyle centered around privacy, comfort, and effortless living, equally suited for intimate gatherings or quiet moments away from the pace of everyday life. Surrounded by winding roads, preserved landscapes, golf courses, and equestrian estates, 80 Clinton Road captures the timeless appeal of Hudson Valley living while remaining within convenient reach of Manhattan. Properties offering this level of seclusion, character, and setting in Tuxedo Park are seldom available. Schedule your private showing and experience the quiet sophistication and enduring charm of this exceptional residence firsthand.

80 Clinton Road, Tuxedo Park
$499,999
3 Beds ⋅ 2 Baths ⋅ 993892 MLS
Welcome to 172 Ridge Road, a delightful 3-bed, 2-bath split-level home offering 1,600 sq ft of comfortable living space in the heart of Highland Mills. Park easily in your two-car garage and driveway, then step into a home situated on nearly half an acre of yard that invites backyard barbecues, spontaneous play or quiet evenings outdoors. The living and dining areas flow together with relaxed ease, while the structured split-level layout gives each space its own purpose—ideal for guests and everyday life. Located in a warm and welcoming community with easy access to local schools, parks and commuter routes, this home blends suburban comfort with real-world practicality.

172 Ridge Road, Highland Mills
$599,000
3 Beds ⋅ 3 Baths ⋅ 988574 MLS
This home is ready for summer! Invite your friends for a party in one of the nicest yards in Woodbury! It features an expansive paver patio surrounded by a beautifully manicured hedge. A charming wooden bridge crosses a gentle stream. Unbeatable Location: Less than 200 yards to the John P. Burke Memorial Pool! One of Woodbury’s Finest Homes – Exceptional Location, Stunning Yard, and Move-In Ready! The impeccable curb appeal, thoughtful updates, and an extraordinary outdoor retreat come together to create something truly special. From the moment you arrive, you’ll be captivated by the home’s inviting exterior, featuring a brand-new driveway, professionally designed landscaping with mature plantings for year-round beauty, and a charming, elegant walkway that sets the tone for what’s inside. step into a spacious foyer and head up to the main living level, where a sun-filled, oversized living room awaits, complete with gleaming hardwood floors and a large picture window offering peaceful views—keep an eye out for deer passing by! The beautifully renovated kitchen is a standout, showcasing custom cabinetry, granite countertops, stainless steel appliances, and a unique garden window above the sink. An island with a pass-through connects seamlessly to the dining room, which also features a picture window, making it perfect for everyday living and entertaining alike. Upstairs, you’ll find three generously sized bedrooms, each with extended-height closets offering exceptional storage, along with a tastefully updated full bathroom. The lower level adds incredible versatility, offering two additional rooms—ideal for a home office, guest space, or recreation area. One includes a closet, while the other features sliding doors leading directly to the backyard. This level also includes a modern, tiled full bathroom with dual access. You'll also find a convenient laundry area, a half bath, a two-car garage, and a crawl space for extra storage. And then… the yard. This private outdoor oasis is truly unforgettable. The expansive paver patio is perfect for hosting gatherings or simply relaxing, surrounded by a beautifully manicured hedge for added privacy. A charming wooden bridge spans a gentle stream, creating a peaceful, storybook setting. Lush plantings throughout the property enhance the sense of tranquility and natural beauty. Unbeatable Location: Less than 200 yards to the John P. Burke Memorial Pool. Close to Monroe-Woodbury Schools. Minutes from Woodbury Common Premium Outlets. Easy access to NYC bus and train. Just 2 minutes to NYS Thruway (I-87) and Palisades Parkway. Approximately 1 hour to NYC. Near “The Rez” park featuring fishing, swimming, pickleball, soccer fields, a sensory park, and more. This lovingly maintained home offers the perfect combination of comfort, convenience, and charm—ready for its next owner to create lasting memories. Don’t miss this rare opportunity—your dream home in Woodbury awaits! Make this home yours today!

93 Dunderberg Road, Central Valley
$641,000
3 Beds ⋅ 3 Baths ⋅ 987346 MLS
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 walk-in closet. Lower level includes an additional living room/playroom, and partially finished basement adds 322 sqft of living space. Enjoy the fenced backyard and maintained landscaped property with plenty of space to entertain. Near all Conveniences, Public Transportation, Major Highways, Woodbury Commons and Shopping malls, here is so much more in this wonderful neighborhood, Just Waiting for You.

35 Depalma Drive, Highland Mills
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.