Monroe-Woodbury Homes with Craftsman Style

Welcome to the vibrant community of Monroe-Woodbury, nestled in the picturesque Orange County, New York. This region is not just known for its stunning landscapes and charming neighborhoods but also boasts an exceptional school district that prioritizes academic excellence and holistic development. The Monroe-Woodbury School District is renowned for its commitment to fostering a nurturing environment where students thrive. With a robust curriculum, dedicated educators, and a variety of extracurricular activities, families can feel confident that their children will receive a top-notch education here.

As you explore the enchanting homes in this area, you’ll find a delightful selection of Craftsman-style residences. These homes are characterized by their warm, earthy tones, detailed woodwork, and inviting front porches that beckon you to enjoy the outdoors. Craftsman homes in Monroe-Woodbury often feature open floor plans, built-in cabinetry, and unique architectural details that create an inviting atmosphere perfect for family gatherings and entertaining friends.

Living in Monroe-Woodbury means you’re not just investing in a home; you’re embracing a lifestyle enriched by community spirit, excellent schools, and the beauty of nature. Whether you’re drawn to the arts and culture of nearby towns or the outdoor adventures that the Hudson Valley offers, this area provides the perfect backdrop for a fulfilling life. Discover your dream Craftsman-style home in Monroe-Woodbury, where comfort, education, and community come together seamlessly. Your new beginning awaits!

Newest Monroe-Woodbury Homes with Craftsman Style

$419,000

3 Beds ⋅ 1 Baths ⋅ 1049008 MLS

Sun-filled from the moment you enter, this 3-bedroom home offers a warm, welcoming interior surrounded by spacious property, with Sapphire Lake access only a 3-minute walk away. The bright entryway opens into the living room, where a beautiful stone fireplace with an energy-efficient wood stove insert brings character to the heart of the home. An eat-in kitchen plus formal dining room provide space for everyday meals and gatherings. Recent improvements include a newer roof, new hot water heater, updated appliances, water softener, washer/dryer, and new leach fields. A one-car garage, multiple parking spaces, and large shed add valuable storage. Lake rights offer access to swimming, kayaking, fishing, and non-motorized boating. Conveniently located near the Village of Harriman, Woodbury shopping, dining, Metro-North, and major commuter routes, with NYC approximately one hour away. Easy commute to NYC by bus or train. Located in the Monroe-Woodbury School District.

101 Highland Road, Monroe

$289,000

2 Beds ⋅ 1 Baths ⋅ 1030923 MLS

Looking for the perfect weekend stay, peaceful getaway, or a one-of-a-kind place to call home? Step into the timeless charm of this historic 1800s farmhouse, where character, history, and a warm, inviting setting come together. Whether you envision weekends away from the hustle and bustle, a charming country retreat, or year-round living, this unique property offers an opportunity to own a true piece of history. Original details, classic craftsmanship, and the distinctive character of a bygone era create a home unlike today’s new construction. Adding to its rich history, the original deed to the property is included and will be conveyed to the new owner—a rare keepsake that reflects the home’s remarkable past. As is typical of homes built during this period, some ceilings, doorways, and stairwells are lower than modern standards, adding to the home’s authentic historic character and charm. If you’ve been searching for a weekend escape, a peaceful retreat, or a home filled with personality and a story to tell, this special farmhouse is ready for its next chapter.

166 Bull Mill Road, Chester

$599,000

4 Beds ⋅ 3 Baths ⋅ 989752 MLS

Where Timeless Character Meets Modern Comfort. There are homes that simply provide space, and there are homes that tell a story. Set on just over one beautifully landscaped acre in the heart of Central Valley, this remarkable turn-of-the-century residence offers a rare opportunity to own a home rich in character while enjoying the comforts of modern living. From the moment you arrive, you'll appreciate the architectural details and craftsmanship that have stood the test of time. Inside, generous living spaces are filled with natural light, creating an inviting atmosphere that is equally suited for everyday living and memorable gatherings. With four spacious bedrooms, three full bathrooms, and nearly 2,500 square feet of living space, the home offers flexibility for today's lifestyle while preserving the warmth and charm that only a historic home can provide. The expansive one-acre property offers exceptional privacy and room to enjoy the outdoors, whether you're entertaining guests, gardening, or simply relaxing in a peaceful setting. Mature landscaping and the home's timeless presence create a setting that feels worlds away while remaining just minutes from shopping, dining, parks, major commuter routes, and the highly regarded Monroe-Woodbury School District. Unlike today's newer construction, this home offers the craftsmanship, personality, and enduring appeal that cannot be replicated. Every room reflects the quality and character of an earlier era while providing the space and functionality today's buyers expect. Whether you're drawn to historic architecture, searching for a home with soul, or simply looking for something truly distinctive, 66 Summit Avenue is more than a residence—it's an opportunity to own a piece of Hudson Valley history. Schedule your private tour today and experience the character, craftsmanship, and timeless beauty that make this exceptional property unlike any other.

66 Summit Avenue, Central Valley

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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.