Sold Homes for Sale in Woodbine, MD

4 Beds ⋅ 5 Baths ⋅ MDHW2072184 MLS

Listed and Sold Simultaneously. Tucked within the established and sought-after community of Wellington West, this exceptional almost 30-acre property is a rare find in western Howard County — thoughtfully designed for the equestrian lifestyle. Private while having a community feel. Whether you envision a private riding retreat, a working horse farm, or simply wide-open space with room to breathe, this property delivers the infrastructure and acreage to make it possible — all while not sacrificing for a stylish home. The premier equestrian facilities include a customized bright and well-ventilated 110’ X 60’ barn with additional 24’ and 30’ bump outs for added storage and versatility. There are currently six 10’ X 12’ and two 12’ X 16’ matted stalls. This set up allows for an area to exercise under cover or space for additional stalls. The perimeter is fenced with diamond mesh wire with interior fencing that is 3 board. There are four large fields each with a run-in shed and auto waterers. The five smaller paddocks surround the barn area. The arena is grass with a 4’ stone dust track. Approx. 6 acres are wooded and in Forest Conservation. The timeless style of the gracious 5,700+ finished square foot home features a versatile floor plan that transitions effortlessly from everyday comfortable living to gracious entertaining. Four/Five bedrooms ( 1 large bedroom could have a door added to make 2 complete bedrooms) and 4.5 baths give plenty of space in addition to the finished lower level with kitchenette.

15325 Doe Hill Ct, Woodbine

$495,000

3 Beds ⋅ 2 Baths ⋅ MDCR2036684 MLS

Welcome to 5829 Woodbine Rd! Situated on nearly a full acre with no HOA, this meticulously updated 3-bedroom, 2-bathroom home offers exceptional capital improvements and outstanding outdoor living. Inside, the main living room features rich hardwood flooring that flows into the custom kitchen equipped with ceramic tile floors and 5-year-young KitchenAid appliances. Both full bathrooms, one on the upper level and one on the lower level, were completely renovated 5 years ago. Extensive mechanical and structural upgrades completed 5 years ago include a 30-year architectural shingle roof, new windows, replaced HVAC systems throughout, an upgraded 200-amp electrical panel, plus a new washing machine. The exterior boasts professional landscaping on fully fenced grounds, a storage shed, a fire pit, and a upper deck with a patio below. Parking is effortless with two extra-wide driveways, a circular driveway, and a dedicated 50-amp outdoor receptacle for RV power. This turnkey property combines complete functional peace of mind with expansive outdoor freedom in Woodbine.

5829 Woodbine Rd, Woodbine

$630,000

4 Beds ⋅ 3 Baths ⋅ MDCR2036160 MLS

Perfectly positioned 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. 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. 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. 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. 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!

1368 Hoods Mill Rd, Woodbine

$795,000

3 Beds ⋅ 2 Baths ⋅ MDHW2071606 MLS

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, a cozy stone fireplace with dramatic stone feature-wall, a handsome slate foyer and front porch, a big sunny great room addition, plus a new roof this year. 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 complete with a brick fireplace, built-in grill, and slate patio. 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 • Landscape will be updated prior to going active on market • 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 • All new kitchen appliances • 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

3301 Jennings Chapel Rd, Woodbine

$1,099,999

4 Beds ⋅ 4 Baths ⋅ MDHW2071134 MLS

Nestled on a beautifully cared for one-acre lot surrounded by mature trees, this meticulously maintained home offers the perfect balance of privacy, space, and timeless design. With four bedrooms, three full baths, and one half bath, the thoughtfully designed floor plan is equally suited for everyday living and entertaining. The main level is anchored by a spacious primary suite, offering the ease of main-level living. Also on this level are a private home office with custom built-in bookshelves and desk, a formal dining room, and an expansive living room with soaring ceilings, abundant natural light, and seamless access to the rear deck. The open-concept eat-in kitchen is designed for gathering, featuring granite countertops, stainless steel appliances, a large center island, abundant cabinetry, and generous prep space. Granite countertops continue throughout the home's bathrooms, creating a cohesive, high-end finish. A custom cast iron and hickory wood banister staircase connects all three levels, adding a distinctive architectural detail to the home's inviting design. Upstairs, you'll find three generously sized bedrooms and a full bath. The finished walkout lower level offers exceptional flexibility with a comfortable recreation area, a striking glass-enclosed gym, and a large office or guest room with French doors opening to the lower patio. A full bath on this level adds convenience for guests or extended living. Two additional unfinished rooms provide abundant storage and future possibilities. Outside, multiple outdoor living spaces, including an elevated deck and two patios, provide inviting spaces to relax or entertain while enjoying the home's peaceful, one-acre setting. An oversized attached two-car garage provides convenient access to the main level. Ideally located in sought-after Woodbine, this exceptional home offers the tranquility of country living while remaining just minutes from commuter routes, shopping, dining, and everyday conveniences.

14501 Old Frederick Rd, Woodbine

$1,500,000

5 Beds ⋅ 5 Baths ⋅ MDHW2070694 MLS

Nestled on over a picturesque acre in the desirable Belle Haven Estates community, this stunning Colonial showcases a timeless stone façade accented by rich burgundy shutters, lush professional landscaping, and a long private driveway. Offering 6,459 finished square feet, the home features a thoughtfully designed traditional floor plan, hardwood floors, recent interior updates including newly installed carpet, and an entertainer's dream backyard. // A grand two-story foyer creates a memorable first impression and is flanked by an elegant formal living room and a formal dining room enhanced with classic wainscoting, chair rail molding, and a timeless chandelier. At the heart of the home, the spacious eat-in kitchen is beautifully appointed with stainless steel appliances, including a refrigerator replaced in 2024, granite countertops, a center island with seating, pendant lighting, a subway tile backsplash, a built-in writing station, and a breakfast bar overlooking the sun-filled breakfast room with access to the rear deck. Just beyond, the bright breakfast room offers another inviting space to relax with direct deck access, while a conveniently located laundry room completes this wing of the main level. // Open to the kitchen, the breathtaking two-story family room impresses with soaring coffered ceilings, expansive lower windows topped by dramatic arched upper windows, and a striking floor-to-ceiling stone gas fireplace that serves as the focal point of the space. Just off the family room, a private study offers the perfect work-from-home space and is complemented by a dual-entry full bathroom, accessible from both the study and hallway, featuring recently updated lighting and mirror. // Ascend to the upper level, where a lofted hallway overlooking the family room leads to the luxurious Owner's Suite. This private retreat features hardwood flooring, an elegant tray ceiling, a spacious dressing area, a large walk-in closet, and a separate sitting room framed by decorative columns and complete with a granite-topped wet bar. The spa-inspired ensuite bathroom offers dual vanities, a corner soaking tub, and a frameless glass-enclosed shower. Three additional bedrooms complete the upper level. Two share a convenient dual-entry full bathroom, while the fourth bedroom features its own private ensuite bathroom and a walk-in closet. // The fully finished lower level expands the home's exceptional living space with luxury vinyl tile flooring throughout an expansive recreation room, providing endless possibilities for a media room, game room, or additional lounge area. A versatile bonus room is ideal for a home gym, hobby room, or flex space, while a spacious fifth bedroom with exterior access to the pool patio and a full bathroom make this level ideal for guests or multigenerational living. Two generous storage and utility rooms, along with a water heater replaced in 2023, complete the lower level. // Designed for both entertaining and everyday enjoyment, the backyard is a true private retreat. The expansive deck overlooks a heated, fenced, and filtered saltwater in-ground pool surrounded by a spacious patio, with a shaded lounge area beneath the deck for relaxing on warm afternoons. Beyond the pool, the large fenced backyard backs to a picturesque farm, providing peaceful pastoral views and an exceptional sense of privacy.

2826 Bridalwreath Ct, Woodbine

$720,000

3 Beds ⋅ 2 Baths ⋅ MDHW2070296 MLS

Rare Howard County Opportunity! Set on 5.27 private acres, this solid brick rancher offers the perfect blend of country living and endless potential. Bring your horses, hobby farm dreams, or simply enjoy the space to roam. The property is home to mature fig, cherry, and pawpaw trees, along with blueberries, raspberries, and black raspberries—your own backyard harvest awaits! The home is ready for your personal updates, while the expansive lot offers plenty of room to add a pool, gardens, outbuildings, or outdoor entertaining spaces. Enjoy the privacy of rural living with the convenience of nearby commuter routes, shopping, and dining. Properties with this much usable land in Howard County are few and far between—don’t miss your chance to make it your own!

3760 Jennings Chapel Rd, Woodbine

$575,000

3 Beds ⋅ 2 Baths ⋅ MDCR2036036 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

$975,000

4 Beds ⋅ 4 Baths ⋅ MDHW2070624 MLS

Sellers have received an offer and set a deadline to submit all offers by Wed July 15th @ noon. Welcome to 17706 Foxmoor Drive, where timeless elegance meets resort-style living on 3.40 private acres in sought-after Woodbine, Howard County. This spacious brick-front colonial offers over 3,000 finished SF of beautifully maintained living space filled with natural light and picturesque views from every window or balcony. The heart of the home features generous gathering spaces perfect for everyday living and entertaining, while the updated bathrooms provide modern comfort and style. Step outside to your own backyard oasis featuring a built-in swimming pool, expansive patio, and peaceful surroundings that make every day feel like a vacation. The finished lower level offers a brand-new full bath, incredible flexibility for a home gym, recreation room, children's playroom, media space, or entertaining area complete with room for a bar. Enjoy the perfect blend of privacy, space, and convenience with beautifully landscaped grounds, spacious rooms, expansive driveway and endless opportunities for indoor and outdoor entertaining. This exceptional property delivers the lifestyle you've been waiting for. Schedule a personal tour starting July 8th!

17706 Foxmoor Dr, Woodbine

$835,000

3 Beds ⋅ 3 Baths ⋅ MDHW2069682 MLS

DEADLINE for offers to be submitted is 10 AM Wednesday July 22, 2026. Here is the rare combination that you search for and seldom find — a tidy, move-in ready farmette where absolutely nothing has been left to do but move in and enjoy. With nearly 7 level acres, this property is fully fenced and ready for horses or livestock, anchored by a well-maintained rancher and supported by an impressive array of outbuildings and equestrian infrastructure — all with no HOA restrictions standing in your way. At the heart of the property sits a 5-stall center aisle barn, centrally positioned to allow easy access to the multiple fenced paddocks surrounding it. The level terrain is an exceptional asset offering several natural configurations for a future arena. Two run-in sheds provide additional options for easy horsekeeping. The quality constructed ranch style home offers the convenience of true one-level living. An open floorplan gives flexibility to the 3 bedroom and 2.5 bath space. The great room is highlighted by a masonry fireplace and glass doors leading to a sunroom that provides views of the pastures. A full unfinished lower level — complete with a brick fireplace and walk-out access — is an exciting blank canvas to expand the living space. A 2-car attached garage rounds out the home's practical appeal. A substantial 36' x 45' utility building opens up a world of possibilities beyond the barn. Car collectors, hobbyists, mechanics, and anyone with serious equipment or machinery storage needs will appreciate the scale and flexibility this structure provides. Workshop, storage, studio, or all three — the space adapts to your passion. Whether you are downsizing from a larger working farm and need everything dialed in from day one, or finally making the leap to having your horses right outside the back door, this property meets you exactly where you are. Ag recapture tax is due if agricultural use is not continued.

1645 Old Annapolis Rd, Woodbine

$1,250,000

6 Beds ⋅ 4 Baths ⋅ MDHW2070602 MLS

A private contemporary retreat on over five picturesque acres in the heart of Woodbine! This exceptional property offers the perfect blend of peaceful country living and modern convenience with 6 bedrooms, 4 full bathrooms, an expansive open floor plan, no HOA, and endless opportunities to enjoy both indoor and outdoor living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, exposed wood beams, abundant natural light, and beautiful hardwood floors that create a warm yet dramatic atmosphere. The thoughtfully designed mudroom provides everyday convenience with a main-level laundry area, full bath ideal for pool guests, butler's pantry with granite countertops, and direct access to the attached two-car garage. The beautifully updated kitchen is the heart of the home, featuring black stainless steel appliances, Silestone countertops, Ceramic flooring, with an open concept to the Family Room featuring a cozy wood burning stove, vaulted ceilings with exposed beams, and picturesque views overlooking the resort-style backyard. Whether hosting family gatherings or quiet evenings at home, this space was made to be enjoyed. The spacious living room showcases floor-to-ceiling windows, filling the home with natural light, along with a second wood-burning fireplace and sliding glass doors leading to a large private balcony where you can relax and take in the breathtaking views of the surrounding countryside. The main level also features four generously sized bedrooms, including an impressive primary suite with a large walk-in closet and a luxurious en-suite bath complete with a jetted soaking tub, double vanity, and separate shower. Two beautifully renovated bathrooms (2019) offer today's finishes, including quartz countertops, double vanities, and a custom multi-jet rain shower. The finished walkout lower level expands your living space with two additional bedrooms, a fourth full bath, an oversized family room with recessed lighting, Bose surround sound, access for a 3rd fireplace or wood/Pellet stove, abundant storage, and direct access to the private patio and backyard oasis. Step outside and experience your own private resort. The spectacular lagoon-style heated in-ground pool is surrounded by mature trees and lush landscaping, creating the perfect setting for summer entertaining, weekend relaxation, or simply enjoying the peaceful surroundings. Significant updates include a new roof, and new siding with stone accents (2017), renovated bathrooms (2019), well pump (2024), chimney cap (May 2026), and fresh professional landscaping (June 2026). Offering the privacy of country living while remaining just minutes from major commuter routes, shopping, dining, and top-rated Howard County amenities, this one-of-a-kind property truly offers the best of both worlds. Be sure to explore the virtual tour and experience everything this remarkable home has to offer. An ADDED bonus: The property offers enough space for a future private driveway, should the new owner prefer their own dedicated entrance. Privacy. Space. Stunning views. Resort-style amenities. This is more than a home—it's a lifestyle."

15612 Bushy Park Rd, Woodbine

$925,000

6 Beds ⋅ 4 Baths ⋅ MDCR2035916 MLS

Welcome home to this beautifully updated and meticulously maintained true 5-bedroom residence offering exceptional space, craftsmanship, and versatility. A dramatic two-story foyer welcomes you into the home, showcasing newly refinished hardwood floors throughout the main level, soaring 9-foot ceilings on both the first and second floors, and oversized custom trim details and fresh paint throughout. The spacious living and dining rooms feature angled bay windows that fill the home with natural light, while the family room offers a cozy wood-burning fireplace and seamless access to the heart of the home—the stunning kitchen. Designed for both everyday living and entertaining, the kitchen boasts a large custom island, granite countertops, new stainless steel appliances, and abundant workspace. The main level also features a private office with custom built-ins, ideal for remote work or study. Upstairs, the luxurious owner's suite provides a peaceful retreat with a tray ceiling, walk-in closet, and a beautifully renovated spa-inspired bath complete with a luxury shower and soaking tub. With three full baths and one half bath, this home easily accommodates family and guests. The fully finished lower level expands the living space significantly, featuring a kitchenette, full bath, and a sixth bedroom—perfect for guests, in-laws, or multi-generational living. Outdoor you will find a composite rear deck overlooking the fully fenced in yard backing up to serene farmland. There is also a large concrete RV parking pad offering convenient space for recreational vehicles, boats, trailers, or additional parking. Additional features include a two-zone HVAC system with a new second-floor unit & 2 year old main floor unit, water softener, water neutralizer system, and countless thoughtful upgrades throughout.

5891 Woodbine Rd, Woodbine

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