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$549,900
3 Beds ⋅ 2 Baths ⋅ MDCR2037636 MLS
Welcome to this timeless all brick Rancher nestled on a picturesque 1.01 acre lot in the highly desirable Winfield area of Woodbine! Lovingly maintained by its owners, this exceptional 3 bedroom, 2 bath home offers classic craftsmanship, spacious living areas, and breathtaking views from both the front and rear of the property. A welcoming covered front porch leads you inside to a spacious living room where a beautiful brick wood burning fireplace and expansive picture window frame the picturesque front yard, filling the home with natural light while showcasing the peaceful setting. Rich wood trimmed windows throughout the home add warmth and timeless character. The heart of the home is the impressive oversized family room, featuring beautiful knotty pine accents and centered around a fireplace with a Fisher wood burning stove insert, creating a warm and inviting gathering space perfect for relaxing or entertaining. Just beyond, step down into the generously sized formal dining room, highlighted by a striking exposed brick chimney and expansive windows overlooking the beautiful backyard and scenic countryside beyond, creating the perfect backdrop for everyday meals or holiday gatherings. The spacious kitchen offers abundant space and flows seamlessly into the main living areas. Three amply sized bedrooms provide comfortable living, including one bedroom showcasing charming knotty pine walls and a cedar lined closet. Two full bathrooms, a convenient mudroom with main level laundry, an attic with pull down stairs, and an abundance of closets and storage throughout the home add to the home's thoughtful functionality. The unfinished walkout basement presents endless possibilities for future living space while already offering exceptional utility with a workshop area and shelving. Outside, enjoy over an acre of beautifully maintained grounds with sweeping views from every direction, mature landscaping, and plenty of space to garden, entertain, or simply enjoy the peaceful surroundings. Completing the property is an oversized attached two car garage and an expansive driveway providing ample parking for family and guests. This well cared for home offers the perfect combination of timeless charm, generous living spaces, exceptional storage, and incredible potential. Whether you're enjoying your morning coffee from the front porch or taking in the peaceful countryside from the rear of the home, the beautiful views in every direction make this property truly special.

5049 Braddock Rd, Woodbine
$599,000
MDHW2073550 MLS
Build your dream home and own a rare TRADESMEN--FRIENDLY PROPERTY just over the Howard County line in Woodbine, Maryland. This approximately 3.5-acre parcel offers a unique opportunity to complete a planned one-level, 2,800-square-foot single-family residence while enjoying substantial existing improvements. A CONCRETE FOUNDATION has already been poured for the approximately 2,800-square-foot home, and building plans are available to help the next owner continue the project. The level of preparation already in place can offer a valuable head start for a buyer ready to bring the home to completion. At the rear of the property is a spacious 60' x 40' shop with approximately 20-foot ceilings and 16-foot garage doors—ideal for a contractor, tradesperson, hobbyist, equipment storage, vehicle work, or a buyer needing serious workspace. The shop adds exceptional flexibility that is increasingly difficult to find alongside a residential building opportunity. Enjoy the privacy and space of a rural Woodbine setting with convenient proximity to Howard County. Bring your vision, review the available plans, and create a custom home-and workspace property tailored to your needs. Key Features *Approximately 3.5 acres in Woodbine, Maryland *Located just over the Howard County line *Existing concrete foundation for an approximately 2,800-square-foot, one-level single family home *Plans available for the home project *Detached 60' x 40' shop at the rear of the property *Approximately 20-foot shop ceilings *16-foot garage doors *Excellent opportunity for contractors, tradespeople, collectors, hobbyists, or buyers needing workshop/storage space *Buyer should verify zoning, permitted uses, utilities, building status, plans, and all development requirements with the appropriate county authorities

14858 Bushy Park 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
$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
$600,000
4 Beds ⋅ 3 Baths ⋅ MDCR2036160 MLS
Improved Price! Situated on just over an acre and surrounded by scenic farmland, this spacious 4 bedroom, 3 full bath rancher offers peaceful country living with picturesque views from both the front and back of the property. Here, you can wake up to rolling countryside, unwind with breathtaking sunsets, and enjoy the privacy and tranquility that make coming home something to look forward to every day. <br><br> Step inside to an inviting living room where a beautiful picture window fills the space with natural light, highlighting the gorgeous hardwood floors that continue through the dining room, hallway, and bedrooms. The adjacent dining room is accented with crown molding and another picture window overlooking the backyard, creating a welcoming setting for everyday meals or hosting gatherings. The oversized eat-in kitchen is designed for both function and connection, featuring abundant cabinetry, granite countertops, tile flooring, and direct access to the expansive deck. Whether you're enjoying your morning coffee, grilling and dining outdoors, or simply taking in the peaceful views, this outdoor space is sure to become a favorite. <br><br> The primary suite provides a comfortable retreat with generous closet space and an ensuite bath featuring a tiled walk-in shower. Two additional generously sized bedrooms, a full hall bath with an oversized vanity, and the convenience of a main-level washer/dryer combo unit completes the main floor. <br><br> The finished lower level offers exceptional flexibility to fit your lifestyle. You'll find a spacious recreation room for movie nights or game days, a fourth bedroom and full bath that's ideal for guests or multigenerational living, a dedicated office or flex space for working from home, a bonus room, a workout room, a second laundry area, and abundant storage. Sliding doors lead directly to the patio and backyard, seamlessly extending your living space outdoors.<br><br> Outside, the expansive yard offers endless opportunities to garden, play, entertain, gather around a fire pit, or simply relax on the deck while enjoying the peaceful surroundings and beautiful countryside views. Offering the ease of one-level living with the added versatility of a fully finished walk-out lower level, this home perfectly balances comfort, space, and functionality. Conveniently located near major commuting routes, shopping, dining, and entertainment, you'll also appreciate being just minutes from Piney Run Park, where hiking, fishing, kayaking, and boating provide endless opportunities to enjoy the outdoors. Welcome home! This is not short sale.

1368 Hoods Mill Rd, Woodbine
$575,000
MDCR2034076 MLS
Build your dream home on this stunning 11-acre property with a rare combination of privacy and community access. Tucked away with a private driveway that connects to the desirable Harrison Hills subdivision in Woodbine, this lot offers the best of both worlds. Existing well, septic, and electric are already installed, saving time and cost. Bring your own builder or work with one of ours to create a fully customized home. Endless possibilities in a peaceful, scenic setting while still close to everyday conveniences.

Farmington, Woodbine
$599,900
3 Beds ⋅ 3 Baths ⋅ MDCR2032212 MLS
PRICE ADJUSTMENT!!! WELCOME HOME TO THE HIGHLY SOUGHT-AFTER COMMUNITY OF PLEASANT RIDGE. THIS WELL-MAINTAINED, ALL-BRICK, 3-BEDROOM, 2.5-BATH HOME SITS ON 2.18 ACRES AND OFFERS AN OPPORTUNITY TO CREATE YOUR DREAM HOME WHILE ENJOYING THE PRIVACY AND CHARM OF COUNTRY LIVING.FEATURING OVER 3,100 SQUARE FEET, THIS HOME SHOWCASES BEAUTIFULLY MAINTAINED ORIGINAL HARDWOOD FLOORING THROUGHOUT THE MAIN LEVEL. THE SUN-FILLED LIVING ROOM FEATURES VAULTED CEILINGS, CEILING FANS, AND A LARGE BAY WINDOW THAT BRINGS IN AN ABUNDANCE OF NATURAL LIGHT. THE SPACIOUS PRIMARY SUITE OFFERS A PRIVATE BATHROOM. THE LOWER LEVEL INCLUDES A COZY WOOD-BURNING FIREPLACE FOR THOSE WINTER MONTHS, AS WELL AS A HALF BATH FOR GUESTS. WITH ITS BLANK CANVAS, THE LOWER LEVEL ALSO OFFERS THE POTENTIAL FOR AN ADDITIONAL BEDROOM. SLIDING GLASS DOORS OPEN TO A BACKYARD RETREAT, COMPLETE WITH AN IN-GROUND SWIMMING POOL AND POOL HOUSE. THE LEVEL YARD IS IDEAL FOR GARDENING, ENTERTAINING, OR SIMPLY RELAXING OUTDOORS. MAJOR SYSTEMS, INCLUDING THE ROOF, WELL, AND SEPTIC SYSTEM, HAVE BEEN MAINTAINED. ADDITIONALLY, THE HOME FEATURES A 2-CAR GARAGE WITH AMPLE SPACE FOR PARKING AND STORAGE. THIS PROPERTY OFFERS A PEACEFUL SETTING WITH ROLLING LANDSCAPES AND A TRUE SENSE OF TRANQUILITY. WHETHER YOU ARE LOOKING TO RENOVATE, CUSTOMIZE, OR INVEST, THIS IS A UNIQUE OPPORTUNITY TO OWN A HOME ON ACREAGE IN ONE OF CARROLL COUNTY'S MOST SOUGHT-AFTER LOCATIONS AT AN EXCEPTIONAL VALUE. COME TOUR THIS BEAUTIFUL HOME TODAY!

5422 Woodbine Rd, Woodbine