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

$499,000

3 Beds ⋅ 3 Baths ⋅ 1042633 MLS

Opportunity knocks in Walton Park. 72 Lake Region Blvd is a 3-bedroom, 2 bath home offering 1,854 square feet on a 9,690 square foot lot, and it has the one thing you cannot renovate into a house: excellent bones. Hardwood floors, a solid structure, a 2-car garage, and a layout worth restoring. The home needs renovation including a new roof, and it is priced accordingly at 499,000. Oil heat and a whole house water softener in place. Live minutes from Walton Lake, 117 acres stocked with trout each spring, and the paved Orange County Heritage Trail. Woodbury Common Premium Outlets is about 5 miles away. Harriman Metro-North and Thruway Exit 16 are roughly 10 minutes out, and the Monroe Park and Ride runs direct to Port Authority. Monroe-Woodbury Central School District. Bring your contractor and your vision. This one is priced to sell.

72 Lake Region Boulevard, Monroe

$625,000

4 Beds ⋅ 3 Baths ⋅ 1026670 MLS

Welcome to 7 Briarwood — an exceptional, oversized home offering the perfect blend of space, privacy, and comfort. Beautifully renovated and situated on over half an acre of level, fully gated property, this impressive residence backs up to protected woodlands that will never be developed, providing a peaceful and private setting. The main level features a spacious granite kitchen, an oversized dining room ideal for entertaining, and a bright four-season sunroom perfect for year-round enjoyment. The luxurious primary suite offers a private en-suite bathroom and two oversized walk-in closets, complemented by three additional generously sized bedrooms and another full bathroom. The expansive lower level provides exceptional flexibility with a massive family room, an additional bedroom with its own private bathroom, two separate study/home office rooms, and an abundance of living space to accommodate extended family, guests, recreation, or work-from-home needs. Step outside to your own private retreat featuring two oversized double decks overlooking a large above-ground pool and the tranquil wooded backdrop—creating the perfect setting for relaxing, entertaining, and enjoying the outdoors. Whether you're looking for an oversized home, expansive property, exceptional privacy, versatile living space, a four-season sunroom, multiple outdoor entertaining areas, or a backyard oasis with a pool, this remarkable home truly has it all. Don't miss this rare opportunity to own a beautifully updated home with endless possibilities. Schedule your private showing today!

7 Briarwood Avenue, Monroe

$479,999

3 Beds ⋅ 2 Baths ⋅ 1033827 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. With plenty of space to possibly expand both above and behind the house, the opportunities here are endless. 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

$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

$900,000

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

$599,000

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

$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.