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One of the most popular communities provided by {{page_data.agentName}}

WOODBINE

One of the most popular communities provided by Charis Realty Group

WOODBINE

About WOODBINE

Discover Woodbine, MD Real Estate

Welcome to Woodbine, Maryland — The Pinnacle of Country Luxury and Quietude!

Straddling the border of Howard and Carroll Counties, Woodbine is a hidden gem that offers the quintessential Maryland countryside experience. Known for its slow-winding roads, sprawling equestrian estates, and golden-hour views of rolling pastures, Woodbine is the ultimate destination for those who want to live "away from it all" without actually being far from anything. 

Why Choose Woodbine, MD for Your Next Home?

Woodbine is where luxury meets the legacy of the land. It offers a rare sense of solitude and privacy that is hard to find in the Baltimore-Washington corridor. Here, your "neighbor" might be a prize-winning horse farm or a historic log manor, providing an atmosphere of peace that feels worlds away from the urban hustle. 

Top Features of Woodbine Real Estate

  • Expansive Acreage: Homes often sit on generous lots ranging from 1 to 10+ acres, offering unparalleled privacy. 
  • Luxury Custom Estates: Discover magnificent colonial and craftsman-style homes with gourmet kitchens, wrap-around porches, and three-car garages. 
  • Equestrian Potential: Many properties are zoned for horses, featuring existing barns, paddocks, and split-rail fencing.
  • Wooded Sanctuary: A diverse landscape of mature forests and open meadows creates a natural buffer for every residence.

Benefits of Living in Woodbine

1. A Heritage of the Land

Woodbine's history is rooted in the B&O Railroad and the fertile banks of the Patapsco River. Landmarks like the Oakdale Mansion and the Heritage Log Building stand as pillars of the community’s storied past, blending 19th-century charm with the modern prestige of the area. 

2. Elite Education

Homebuyers are consistently drawn to Woodbine for its access to some of the highest-rated schools in the state. Serving both the Howard County and Carroll County public school systems, students have access to top-tier institutions like Glenelg High School and Century High School. 

3. Outdoor Adventure & Wildlife

Nature lovers are spoiled for choice. Hike the scenic creekside trails at Hugg-Thomas Wildlife Management Area, explore the rugged terrain of Patapsco Valley State Park (known as "Moab East" to local mountain bikers), or enjoy family outings at Gillis Falls Park.

4. The Best of Both Worlds

While Woodbine feels like a remote retreat, its location near I-70 and MD-97 ensures you are never isolated. 

  • Baltimore: 35 minutes 
  • Frederick: 25 minutes 
  • Columbia: 20 minutes

5. A Tight-Knit, Rural Spirit

Life in Woodbine moves at a different pace. It’s a community where farm stands still operate on the honor system, and local events like the Howard County Fair are the highlights of the season. It’s a place where you don't just own a house; you own a piece of the landscape.

Explore Available Properties

Woodbine real estate is defined by its scale and craftsmanship:

  • Grand Colonial Estates with floor-to-ceiling stone fireplaces. 
  • New Construction on private, multi-acre cul-de-sacs.
  • Historic Farmhouses restored with modern high-end amenities.
  • Custom Builds where you can design your own rural sanctuary.

Invest in Woodbine, MD Real Estate Today

Woodbine offers a high quality of life, exceptional property value retention, and a level of tranquility that is truly priceless.

Ready to find your private retreat in Woodbine? Contact a local expert on the Charis Realty Group team for personalized guidance and the latest market insights!

Experience the privacy, the prestige, and the pastoral beauty of Woodbine, MD—your hilltop escape is waiting. 

One of the most popular communities provided by Charis Realty Group
28
# of Listings
5
Avg # of Bedrooms
$296
Avg. $ / Sq.Ft.
$1,263,846
Med. List Price

Browse WOODBINE Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

28 Properties Found. Page 2 of 2.

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.
#MDCR2035916

WOODBINE

5891 WOODBINE ROAD

6 Beds

3 Baths

3,298 Sq.Ft.

$925,000

MLS#: MDCR2035916

Opportunity in Howard County! This unique offering includes four contiguous parcels—55, 56, 117 (Commercial B2 Zoned) and 337 (Residential Zoned)—being sold together as one package. The commercial parcels fall under B2 Business General zoning, providing excellent flexibility for a wide range of potential commercial or mixed-use projects. Parcel 337, zoned residential, offers additional options and expansion potential depending on county approval and proposed use. The property was previously utilized for vehicle storage and is now completely vacant, presenting a blank canvas for developers, investors, business owners, or visionaries looking for a strategic location in Howard County. Buyers are strongly encouraged to verify all intended uses, zoning possibilities, and development options directly with Howard County Planning & Zoning to ensure compliance with local regulations and to explore the full potential of the site.
#MDHW2061984

WOODBINE

15910 UNION CHAPEL ROAD

None Beds

None Baths

N/A

$915,000

MLS#: MDHW2061984

Experience timeless elegance in this stunning three-level home, where refined design, generous living spaces, and tranquil surroundings create the perfect retreat. Relax and unwind on the inviting front porch while enjoying the peaceful backdrop of lush, mature trees that provide both serenity and privacy. Inside, you'll find an abundance of natural light, soaring ceilings, and a thoughtfully designed layout that's perfect for everyday living and entertaining. The stunning kitchen features stainless steel appliances, a large farmhouse-style sink, and a spacious island that's ideal for casual meals, homework, or gathering with friends. The kitchen flows seamlessly into a bright breakfast nook with an eye-catching exposed beam and easy access to the backyard, then continues into the welcoming family room complete with a cozy wood stove. A convenient half bath completes the main level. The upper level features five spacious bedrooms and two full bathrooms, including a generously sized primary suite with a private ensuite bath. A conveniently located laundry room on this level adds everyday ease and functionality. The finished lower level offers a large recreation room that's ready for movie nights, game days, or entertaining guests, along with an additional versatile room that's perfect for a home office or hobby room. A full bath on this level provides even more flexibility. With generous living spaces, beautiful natural surroundings, and room for everyone to spread out, this home truly has it all. Schedule your private tour today and experience it for yourself!
#MDHW2070404

WOODBINE

17713 FOXMOOR DRIVE

5 Beds

3 Baths

4,719 Sq.Ft.

$900,000

MLS#: MDHW2070404

Come see your new home today! Nestled in the heart of Woodbine, this beautifully maintained 5-bedroom, 3.5-bath home sits on a peaceful 1-acre lot offering the perfect blend of comfort, flexibility, and country charm. Featuring a renovated kitchen, brand-new roof, and new LVP flooring and fresh paint in the basement, this move-in ready home also includes a private in-law suite with a convenient kitchenette — ideal for multigenerational living, guests, or added rental potential. Enjoy tranquil country living with plenty of space to relax, entertain, and unwind.
#MDCR2032950

WOODBINE

6441 WOODBINE ROAD

5 Beds

3 Baths

3,564 Sq.Ft.

$700,000

MLS#: MDCR2032950

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.
#MDHW2068672

WOODBINE

1420 DAISY ROAD

3 Beds

2 Baths

1,764 Sq.Ft.

$649,000

MLS#: MDHW2068672

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!
#MDCR2032212

WOODBINE

5422 WOODBINE ROAD

3 Beds

2 Baths

3,156 Sq.Ft.

$599,900

MLS#: MDCR2032212

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.
#MDCR2034076

WOODBINE

FARMINGTON

None Beds

None Baths

11.2 acres

$575,000

MLS#: MDCR2034076

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.
#MDCR2036036

WOODBINE

5049 BRADDOCK ROAD

3 Beds

2 Baths

1,963 Sq.Ft.

$575,000

MLS#: MDCR2036036

Prime WESTERN HOWARD COUNTY location to build your dream home! 7.71 pristine acres where you can make your home plans come alive. No HOA, No covenants or restrictions. Apply for your building permite with the county today!! APPROXIMATELY 1/3 OF LOWER PROPERTY IS DESIGNATED FLOOD PLAIN, SPECIAL PERMITS REQUIRED TO CROSS, GENTLE SLOPE TO ELEVATED PLATEAU IN REAR SUGGEST BUILDING SITE. NO TESTING OR PERCS HAVE BEEN DONE. BUYER TO VERIFY ALL ASPECTS OF SUITABILITY FOR BUYER'S PURPOSE. MORE PHOTOS COMING SOON!!
#MDHW2069194

WOODBINE

CARRS MILL ROAD

None Beds

None Baths

7.71 acres

$499,990

MLS#: MDHW2069194

Build Your Dream Home at 863 Morgan Station Rd (Lot 4) - $450,000 lot price.
#MDHW2071634

WOODBINE

869 MORGAN STATION ROAD

None Beds

None Baths

1.15 acres

$450,000

MLS#: MDHW2071634

Build Your Dream Home at 863 Morgan Station Rd (Lot 3) - $450,000 lot price.
#MDHW2071632

WOODBINE

863 MORGAN STATION ROAD

None Beds

None Baths

1.18 acres

$450,000

MLS#: MDHW2071632

COMMERCIAL CORNER LOT ON 1.25 ACRES. EXISTING WELL & SEPTIC! GREAT PROPERTY OPEN TO ANY TYPE OF BUSINESS! USED TO BE DAISY TRADING POST!
#MDHW2018094

WOODBINE

15948 UNION CHAPEL ROAD

None Beds

None Baths

3,250 Sq.Ft.

$295,000

MLS#: MDHW2018094

CORNER LOT ON 1.25 ACRES. EXISTING WELL & SEPTIC! GREAT PROPERTY OPEN TO ANY TYPE OF BUSINESS! USED TO BE DAISY TRADING POST!
#MDHW2021868

WOODBINE

15948 UNION CHAPEL ROAD

None Beds

None Baths

1.25 acres

$295,000

MLS#: MDHW2021868

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