3301 Jennings Chapel Rd, Woodbine, MD 21797

Rare opportunity for a private country homestead on one of western Howard County’s prettiest and most prestigious rural road: Jennings Chapel! Surrounded by agriculture, just beyond the farms on the south side of the road is the 6,000+ acre Patuxent River State Park with hiking trails, bridle paths, hunting and fishing – giving you that unique sense of being a world away while still remaining convenient to top schools, shopping, restaurants, and major commuter routes. This solid 1968 3-bedroom, 2 bath 2 BA ranch-style home with 2-car garage, offering one-level living, retains much of its original Mid-Century Modern lines, including corner-wrap windows. Judiciously updated over the years, the interior highlights include original hardwood floors, an inviting stone fireplace with dramatic stone feature-wall, a handsome slate foyer and front porch, a big sunny great room addition, plus a new roof installed January 2026. Enjoy the convenience of main-level laundry or easily relocate it to the semi-finished basement which already features roughed-in plumbing for a future bathroom expansion. The back deck overlooks a gracious, beautifully landscaped backyard. A brick path winds down to a spectacular outdoor entertaining pavilion, slate patio floor with a very MCM-style brick fireplace & built-in grill. The beautifully proportioned 3-acre level lot offers ultimate freedom with NO HOA. It provides the perfect layout for a hobby farm, 4H animals, a pony, large organic gardens, a private soccer field, or a future pool. This property is turn-key and move-in ready, allowing you to phase-in your personal style as time and funds allow. With a current one-level footprint of 1,642 square feet on 3 private acres, there is plenty of expansion potential to build up, out, or add-on whenever you are ready. UPDATES 2026: • new roof on house (January) and pavilion (July), both with CertainTeed Landmark 50 yr. shingle * new skylights with remote controlled built-in blinds in great room • New landscaping • Septic Tank Certified, with all items on the report rectified (see disclosures for report) • Water Quality Test (see disclosures for report) • Fresh Paint throughout 2025: Septic pumped 2022: • New 80 Gallon Hot Water Heater • Installed water neutralizer • New refrigerator and range • New washer/dryer • Kitchen and sunroom/greatroom flooring replaced with floating laminate • Hardwood floors refinished • Property is lead-free paint certified • Blew insulation into the floor of the attic space • Replaced all fixtures and vanities in both bathrooms (exception hall bathtub) • Chimney rebuilt from the roof up and relined the flu w a stainless steel insulated flu liner, parged the smoke chamber and installed a new 13”x13” top closing damper. 2019: A/C added 1990: Great Room/Sunroom Addition 1989: Electrical Updated with 150 amp service