Woodbine, Maryland listings for sale

​
$4,750,000 - Woodbine, MD
16449 Ed Warfield Rd Woodbine, MD - Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acre tract only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Adjoining the main house via a 120' covered colonnade, Oakdale Hall (2005), is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space. It provides a superb setting for grand entertaining or concerts and is equally well-suited for use as additional residential space, guest rooms, or as a recreation facility along with the adjoining 60x30 pool. The property was previously approved by Howard County for Class 2 Winery. Outbuildings on the estate include the Carriage House and Gardener's Cottage residences, as well as a brick smokehouse, pond-side gazebo, and tool shed. Equestrian endeavors are served by a massive 3-level stable, and farming operations are supported by an additional barn along with a silo and an equipment shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer.
1838 | 16 | 11 | 0 sqft.
​
$1,200,000 - Woodbine, MD
3109 Spring House Ct Woodbine, MD - Magnificent Estate in Warfields Grant on Over an Acre. Nestled in Woodbine's prestigious Warfields Grant community, this exquisite 5,000+ sq. ft. estate offers unparalleled luxury and an exceptional private retreat backyard, complete with a heated in-ground swimming pool and a walkout lower level with a second kitchen, 2 bedrooms, and a full bathroom. Lovingly maintained, this 6 bedroom, 3.5 bath home has been thoughtfully updated with fresh paint, new carpet, a finished lower level, HVAC, water heater, updated pool equipment, and more! A grand two-story foyer welcomes you with gleaming hardwood floors and elegant accent molding, setting the tone for sophistication. The formal living and dining rooms boast timeless elegance with custom accent molding, a built-in China cabinet, and a cozy gas fireplace. The gourmet kitchen is a chef's dream, featuring an island, granite countertops, rich wood cabinetry, and 2021 stainless steel appliances, and flows seamlessly into the sun-drenched morning room, where panoramic views and access to the wraparound deck create the perfect ambiance for morning coffee or evening relaxation. The family room stuns with its soaring two-story ceiling, dramatic overlook, and a striking floor-to-ceiling brick fireplace with a stove insert, adding warmth and grandeur. A private home office or bedroom is tucked behind elegant glass French doors, and a powder room and laundry room complete the main level. Escape to the sprawling primary suite, a sanctuary of luxury featuring a spacious sitting room, two walk-in closets, and an opulent en suite bath with a corner jetted tub, separate shower, and dual vanity. Three additional generously sized bedrooms and a well-appointed full bath complete the upper level. The finished walkout lower level is an entertainer's paradise, offering a recreation room with a full second kitchen, two bedrooms, a full bath, and abundant storage-with direct access to the covered patio and pool area. Step outside into your private backyard retreat, where an expansive deck and heated in-ground swimming pool create an oasis for relaxation and entertaining, all set against breathtaking views. Situated in a serene cul-de-sac location, this remarkable estate offers the best of both worlds-tranquil seclusion with easy access to major commuter routes I-70 and 97, placing Baltimore, Washington, D.C., premier shopping, fine dining, and entertainment just minutes away. A rare opportunity to own a true masterpiece of luxury living-schedule your private showing today!
1999 | 6 | 4 | 0 sqft.
​
$1,200,000 - Woodbine, MD
2015 Sleepy Hollow Woodbine, MD - New build by the spectacular local builder Rylea Homes! Work with the builder to customize your dream home on this beautiful lot in Woodbine! Buyer to pay all transfer/recordation taxes.
2024 | 4 | 4 | 0 sqft.
​
$1,175,000 - Woodbine, MD
2905 Duvall Rd Woodbine, MD - Nestled on a serene 3-acre lot in sought-after Woodbine, this elegant Colonial offers a timeless blend of classic charm and modern luxury. A tranquil, private drive lined with mature trees leads to beautifully landscaped grounds, setting the tone for the sophistication within. Step inside to discover rich hardwood floors, stately columns, transom windows, French doors, and intricate moldings that define the home's distinguished character. The two-story foyer opens to formal living and dining rooms adorned with crown molding and chair rail detailing. At the heart of the home, the eat-in kitchen features a soapstone-topped center island with breakfast bar, granite countertops, decorative tile backsplash, display cabinetry, and a spacious breakfast room with seamless access to the expansive deck. Set off the kitchen is the family room anchored by a cozy fireplace and tray ceiling. The sunroom, with its soaring cathedral ceilings and French doors, invites relaxation, while a private office, powder room, and garage access complete the main level. Upstairs, the luxurious primary suite boasts vaulted ceilings, a spa-like en-suite bath with a jetted soaking tub, walk-in shower, dual vanities, skylight, and an oversized walk-in closet. An additional en-suite bedroom, two more generously sized bedrooms, a full hall bath, and a convenient laundry room round out the upper level. The fully finished lower level presents versatile living options, ideal for an in-law suite, complete with a living room with a peninsula fireplace, private bedroom, full bath, walk-out access to the patio, and abundant storage space. This exceptional home combines privacy, elegance, and functionality in a truly picturesque setting.
2000 | 5 | 4 | 0 sqft.
​
$1,150,000 - Woodbine, MD
14720 Mccann Farm Rd Woodbine, MD - Located in the desirable McCann Estates community, this stately brick-front colonial offers timeless design, thoughtful upgrades, and over 4,700 square feet of beautifully finished living space. Set on nearly an acre, the property is surrounded by mature trees and framed by manicured landscaping with a charming stone walkway leading to the front entrance. Inside, you'll find five bedrooms, four and a half baths, a walk-out lower level, and custom California Closets throughout, providing smart and stylish organization from the start. Step into the dramatic two-story foyer, where tall windows and a gracefully turned staircase set a welcoming tone. Hardwood flooring flows throughout the main level, creating a seamless connection between each space. To one side, a formal living room with crown molding offers a quiet spot for reading or conversation. To the other, the formal dining room is finished with wainscoting and crown molding, perfect for special occasions and holiday gatherings. The two-story family room features clerestory windows that flood the space with natural light and a gas fireplace that anchors the room with warmth and character. Overlooking this space is a catwalk from the upper level, adding architectural interest. The adjoining kitchen is designed for both function and gathering, with granite countertops, a center island, stainless steel appliances including a double wall oven and gas cooktop, and 42-inch cabinetry with roll-out shelving. A bright breakfast room with sliding glass door opens to the screened porch. Outdoor living is easy and inviting here. The screened porch, complete with skylights, provides a peaceful spot to relax while enjoying views of the expansive, tree-lined backyard. Just beyond, a composite deck with built-in convenience lighting creates the perfect backdrop for evening entertaining or quiet mornings surrounded by nature. Also on the main level is a private home office with a built-in bookcase, a powder room for guests, and a spacious laundry room with garage access and California Closets cabinetry for added organization. A second staircase off the kitchen provides convenient access to the upper level. Upstairs, the primary suite is a true retreat, featuring a tray ceiling with detailed molding, a luxurious en-suite bath with extended double vanity, soaking tub, tiled shower, and a walk-in closet that feels like a boutique showroom, complete with custom closet organizers. Three additional bedrooms offer flexibility and comfort. One has its own private bath and the other two share a dual entry bath with a double sink vanity. Plantation shutters and built-in closet systems continue the home's theme of elevated function and thoughtful detail. The walk-out lower level is an extension of the home's generous layout. It offers a large recreation room with sliding glass doors to the backyard, a fifth bedroom with walk-in closet and attached full bath, and a bonus room ideal for a second office, home gym, or hobby space. The walk-in closet in the fifth bedroom is currently used as a holiday and gift wrap closet, adding a touch of whimsy and practicality. A spacious storage and utility room keeps everything organized and out of sight. Additional features include a two-zone gas and electric HVAC system, natural gas fireplace, two-car garage, and well and septic utilities. Located in a quiet and established neighborhood, this home offers a rare blend of privacy, elegance, and everyday convenience. Whether you're hosting guests, working from home, or simply enjoying the peaceful surroundings, this home delivers comfort and flexibility at every turn.
2003 | 5 | 4 | 0 sqft.
​
$1,100,000 - Woodbine, MD
725 Chessie Crossing Way Woodbine, MD - Fantastic value in this spectacular executive home! Offered for the first time by its original owner, this custom-built brick colonial sits gracefully on three private acres and offers over 5,500 square feet of refined living space. With fresh interior paint, beautifully renovated bathrooms, and exceptional outdoor living spaces, this home blends timeless elegance with thoughtful updates inside and out. A long, private driveway leads to the stately façade, set back from the road and surrounded by mature landscaping. Step inside the foyer where chair rail and box wainscoting set a tone of classic craftsmanship. On one side, a handsome home office enclosed by pocket doors features moldings that continue throughout the main level. On the other side, the formal dining room offers a bright, welcoming space ideal for hosting holiday meals or intimate dinners. The heart of the home is the kitchen, designed to combine everyday function with elevated style. Here, 42-inch cabinetry pairs with quartz counters and stainless steel appliances, including double wall ovens. A spacious island with a breakfast bar, a planning station, and a breakfast area with a charming window seat make this room the hub of daily life. From the kitchen, the family room invites cozy evenings with its stone fireplace, crown molding, and sun-filled bump-out window. Adjacent to the kitchen, a built-in mudroom provides practical storage, and a well-appointed half bath completes the main level. Upstairs, the primary suite offers a peaceful retreat, where hand-honed hardwood flooring creates a warm, natural feel. Two walk-in closets provide ample storage, and the renovated en-suite bath impresses with a double vanity, radiant heated floors, a water closet, and a frameless glass shower with body jets. Two additional bedrooms are connected by a shared bathroom, with each room enjoying its own private sink area and a central shower finished with stylish tile and jets. A fourth bedroom includes its own private en-suite bath, making it ideal for guests or multigenerational living. The upper-level laundry room is both spacious and convenient, with a utility sink and ample room for folding and organization. The finished lower level offers flexibility and comfort with a recreation room, kitchenette, exercise room, half bath, and a large storage area. Luxury vinyl plank flooring throughout this level offers both durability and a modern look. Outdoors, the property is equally exceptional. A backyard retreat awaits with a custom stone patio perfect for entertaining, featuring a built-in grill and a striking outdoor fireplace. Tucked just beyond the main living spaces, an enclosed porch with cathedral ceiling, knotty wood walls, and a bump-out picture window provides a tranquil space to relax year-round. The three-acre lot is enclosed with an invisible fence, ideal for pets to roam freely. A side-loading, painted three-car garage adds both style and function, and recent upgrades including a 2017 water heater and 2025 well pump offer peace of mind. Meticulously maintained and thoughtfully enhanced, this stunning home offers classic beauty, modern comfort, and serene outdoor living in one remarkable package.
1999 | 4 | 4 | 0 sqft.