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2970 Jennings Chapel Rd, Woodbine
$575,000
4 Beds ⋅ 2 Baths ⋅ MDHW2073368 MLS
Welcome to 2970 Jennings Chapel Road, a charming home set on almost an acre in Woodbine. Surrounded by mature trees and an expansive lawn, this property offers a peaceful setting with plenty of space to enjoy both indoors and out. A covered front porch welcomes you into a bright and inviting interior filled with natural light. The main level features comfortable living and dining spaces along with a spacious kitchen offering abundant cabinetry, generous counter space and a large peninsula with seating—creating an easy gathering place for meals, conversation and entertaining. The primary bedroom and two secondary bedrooms are on this floor. The home’s flexible layout provides a variety of ways to use the space, while the upper level adds even more versatility with charming architectural details and room for an office, playroom, hobby space, guest area or cozy retreat. Step outside and enjoy almost an acre of usable yard framed by mature trees. There’s room for gardens, outdoor games, gatherings around a fire pit or simply relaxing and enjoying the surroundings. The patio is ready for grilling and outdoor dining, while the covered front porch is an ideal spot for morning coffee or winding down at the end of the day. From quiet mornings on the porch to summer evenings in the backyard, 2970 Jennings Chapel Road offers the space and setting to enjoy a slower pace of life while remaining convenient to the surrounding Woodbine area. Full of character and possibilities, this is a home ready for its next chapter.

2970 Jennings Chapel Rd, Woodbine
16205 Frederick Rd, Woodbine
$524,999
3 Beds ⋅ 2 Baths ⋅ MDHW2073258 MLS
Welcome to this beautifully renovated 3-bedroom, 2-bath rancher set on nearly 1.5 private acres in Howard County, with picturesque views overlooking a neighboring horse farm. Extensively renovated in 2026, this move-in-ready home features a bright, open floor plan, refinished hardwood floors in the main living areas, and a renovated kitchen with a large center island and updated finishes. All three bedrooms are conveniently located on the main level, including a spacious primary suite with a private renovated bath, along with a second full bath and dedicated laundry room. Recent improvements include a new architectural shingle roof, new windows and gutters, fresh interior and exterior paint, updated flooring, refreshed landscaping, and a spray-foam insulated attic for improved comfort and energy efficiency. The home also features a heat pump with central air and propane backup. Enjoy peaceful, country-like surroundings, generous outdoor space, and beautiful pastoral views, all while remaining conveniently located in Howard County with access to the Howard County Public School System.

16205 Frederick Rd, Woodbine
1420 Daisy Rd, Woodbine
$595,000
3 Beds ⋅ 2 Baths ⋅ MDHW2068672 MLS
Welcome to 1420 Daisy Road, known locally as Walnut Hill, a living piece of American history nestled in the horse country of western Howard County, circa 1776. Walnut Hill is more than a home with history; its story is rooted in the red Maryland clay, its original log cabin bones, and locally quarried stone. Every brushstroke, molding, and wood panel was thoughtfully selected to honor the home’s Revolutionary-era origins. Perched gently above the surrounding countryside, Walnut Hill overlooks a patchwork of farm fields and the heirloom walnut trees that inspired the estate’s name. Upon entering the home, you are greeted by an enchanting living room showcasing original log cabin construction, remarkable beamed ceilings, and stacked and notched log walls. The grand dining room features custom crown molding, rich wood wainscoting, a brass chandelier with a ceiling medallion, and an impressive fireplace accented by brass sconces. The main level is complete with a kitchen, a full bathroom, and a cedar closet. Upstairs, three bright bedrooms are served by a remodeled full bathroom finished with porcelain tile and contemporary fixtures. A large upper-level den centered around a beautifully framed period fireplace offers flexible living space ideal for a library, study, or sitting room. Situated on a 43,342 square foot lot with heirloom walnut trees and sweeping countryside vistas, this one-of-a-kind property is a peaceful retreat steeped in history. Located in the scenic countryside of western Howard County, Woodbine is known for its rolling farmland, equestrian estates, and serene rural setting with convenient access to Baltimore, Washington, D.C., Frederick, and Columbia. Nearby are local restaurants, farm markets, parks, and outdoor recreation, including Western Regional Park and Piney Run Park. The property is served by highly regarded Howard County schools, including Lisbon Elementary, Glenwood Middle, and Glenelg High School.

1420 Daisy Rd, Woodbine

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