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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
29
# of Listings
5
Avg # of Bedrooms
$295
Avg. $ / Sq.Ft.
$1,259,434
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

29 Properties Found. Page 2 of 2.

Welcome to 1687 Village Green Drive in Woodbine, MD! This stunning five-bedroom,three-and-a-half bath home combines traditional elegance with modern comfort. Step inside to find beautiful crown molding throughout the 1st floor and a spacious combination kitchen and dining area, perfect for entertaining. The cozy family room, complete with a gas fireplace, creates a warm and inviting atmosphere. the primery luxurious suite has a full bath with spa-like elements includes separate vanities and a generous walk-in closet. Of the 3 other bedrooms upstairs, one bedroom has built-in shelving with a window bench seating area with storage below. The second bathroom on the second floor has dual vanities. completely beautiful finished basement, you will be amazed at the elegant entertainment room. outside, you'll enjoy a sparkling heated pool, perfect for relaxation, and the outside is an entertainer's delight, with a beautiful fire pit and seating area perfect for relaxing and watching the sunrise or sunset. Don't miss the chance to make this exceptional property your own!
#MDCR2032162

WOODBINE

1687 VILLAGE GREEN DRIVE

5 Beds

3 Baths

4,882 Sq.Ft.

$1,125,000

MLS#: MDCR2032162

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

New on site today
Space, quality, and thoughtful updates define this 6-bedroom, 5-bathroom home, tucked away on over 3 wooded acres. This property delivers the feel of quality construction with modern efficiency at every turn. The kitchen features stainless-steel appliances and cherry craftsman cabinetry. Hardwood flooring runs throughout the upper level, and the fully finished basement — complete with 2 bedrooms and 2 bathrooms — is ideal for an in-law suite or separate living space. Recent updates add both comfort and long-term value: a new dishwasher (2026), Osborn Matrix 2700 fireplace insert with heavy-duty stainless steel liner and pointed chimney (2026), Max Heat ACiQ heat pump (2025), LG 2-in-1 washer/dryer (2023), and triple-panel low-energy windows with tripton gas (2019). Save on utility bills as this home is also BGE Gold Certified through the Home Performance with ENERGY STAR program. The attached 2-car garage features a polyaspartic floor coating and is fully insulated, ready for vehicles, a workshop, or hobby space. A new 12’x10’ shed was added in 2025, and the deck and covered porch provide outdoor living space perfect for entertaining. Conveniently located near MD-97, MD-144, and I-70, with easy access to state parks, Tridelphia Lake, and Cattail Creek Country Club. Located within the Howard County school district, recognized as one of the best in Maryland.
#MDHW2069804

WOODBINE

3340 DAISY ROAD

6 Beds

4 Baths

3,304 Sq.Ft.

$840,000

MLS#: MDHW2069804

Welcome to this stunning 5-BR, 3-FB home in the heart of Woodbine! This turn-key residence offers bright and open interiors, featuring rich hardwood floors throughout. The EXPANSIVE family room boasts an oversized window, flooding the space with natural light, and a cozy wood stove for added warmth. The modern kitchen is a chef’s dream, complete with stainless steel appliances, sleek granite countertops, a central island, and stylish lighting. A main-level bedroom provides flexibility for guests or a home office. Upstairs, the huge owner’s suite includes an attached spa-like bath with a glass-enclosed shower, separate soaking tub, and dual vanities. Outside, enjoy a large backyard, storage shed, and a double car garage with plenty of parking. Located in a highly sought-after area with top-rated schools, this home offers the perfect blend of comfort, convenience, and quality education. Don't miss this opportunity—schedule your showing today!
#MDHW2063032

WOODBINE

14816 BUSHY PARK ROAD

5 Beds

3 Baths

3,431 Sq.Ft.

$774,999

MLS#: MDHW2063032

Beautiful custom home on a 1.5 acre private woodland lot . Features 4BR/3BA with 2 half BA, including a rare MAIN LEVEL IN-LAW SUITE with a private entrance. Enjoy a designer kitchen, hardwood floors, and a spa-like master bath, along with an upgraded heating furnace (2024). The finished walk-out basement leads to an outdoor oasis with professional hardscaping, a two-tier deck, and multiple patios. Situated in a premier school district minutes from everything. The perfect combination of privacy, style, and convenience!
#MDCR2034212

WOODBINE

5519 WOODBINE ROAD

4 Beds

3 Baths

3,829 Sq.Ft.

$765,000

MLS#: MDCR2034212

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 1900. 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

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

$600,000

MLS#: MDCR2034076

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

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

Welcome to 15921 Frederick Rd, a historic single-family home nestled in the Lisbon area of Woodbine, MD. Built in 1900, this residence offers a blend of classic charm with updated modern conveniences. The home is situated on a large 0.71-acre corner lot, providing ample outdoor space for various activities. It boasts a huge kitchen with granite counters, two wood-burning fireplaces, plenty of storage, and generous room sizes. 4-year old HVAC system, new well pump, and convection oven are some of the upgrades the owners have done. Outside, there is a custom designed brick and slate patio, a screened porch, and the yard is adorned with mature fruit trees and Japanese red maples. There is even an original carriage house bell in the back!  Zoned B-1, this property presents diverse possibilities, accommodating both residential living and potential commercial uses.    **Location Highlights:**  - **Blue Ribbon Schools:** Lisbon Elementary School (K-5), Glenwood Middle School (6-8), Glenelg High School (9-12) - **Accessibility:** Minutes from Route 70, facilitating easy commutes - **Recreation:** Directly across the street from a park, providing convenient access to outdoor activities   This property offers a unique opportunity to own a piece of history with the flexibility for future development or business ventures. Its prime location, coupled with its zoning and ample space, makes it a valuable investment for those seeking both residential comfort and commercial potential.
#MDHW2067904

WOODBINE

15921 FREDERICK ROAD

4 Beds

2 Baths

2,110 Sq.Ft.

$499,900

MLS#: MDHW2067904

Build Your Dream Home at 869 Morgan Station Rd, Woodbine, MD (Lot 4) -- Chapel Hill II by Catonsville Homes -- Nestled in the picturesque countryside of Howard County, this beautiful one-acre homesite at 869 Morgan Station Road offers a rare opportunity to craft a custom residence in a brand new rural community. With a builder tie-in to the award-winning Catonsville Homes, your dream of a thoughtfully designed, masterfully constructed home is within reach. When you build with Catonsville Homes, you're not just another project — you become a valued part of a community. With a legacy of craftsmanship rooted in integrity, pride, and personal connection, Catonsville Homes is known for unmatched attention to detail, from the foundation to the final finishing touches -- Time-honored values of honesty, quality workmanship, and promises kept -- A collaborative design process that starts by listening to your dreams and ends with a home that reflects your vision -- A team of handpicked professionals who are as committed to excellence as they are to customer care -- Award-winning quality backed by heartfelt testimonials from homeowners who remain part of the Catonsville Homes family long after move-in day. Why Choose 869 Morgan Station Rd? Generous 1-acre parcel with ample space for outdoor living, gardens, or even a pool -- Superior design and construction quality -- Located in a close-knit, rural setting while remaining convenient to shopping, dining, and commuting routes -- An opportunity to build a custom home tailored entirely to your lifestyle -- Start your next chapter surrounded by beauty, craftsmanship, and community.
#MDHW2053358

WOODBINE

869 MORGAN STATION ROAD

None Beds

None Baths

1.15 acres

$450,000

MLS#: MDHW2053358

Build Your Dream Home at 863 Morgan Station Rd, Woodbine, MD (Lot 3) Introducing Catonsville Homes in Woodbine! Construction is set to commence in January with completion anticipated in Summer 2026. Catonsville Homes proudly presents the Ryleigh floorplan, which will be meticulously crafted on a spacious 1.118-acre homesite. As you approach, you'll be drawn in by the inviting full porch, featuring a stylish metal seam roof, complemented by a stone-to-grade front and premium vinyl siding. The property also boasts a practical 3-car garage for your convenience. Step inside to discover an inviting open layout with impressive 10' ceilings on the first floor. The home is enhanced with Anderson 400 Series black windows, adding a touch of elegance and sophistication. The gourmet kitchen is a culinary enthusiast’s dream, complete with a large island, upgraded countertops, and a walk-in pantry. Start your day in the bright morning room or unwind in the expansive family room, which includes a gas fireplace adorned with a shiplap surround. The main level features a full bath and a separate powder room, adding convenience and versatility to your living space. The mudroom conveniently features built-in cubbies and a handy drop zone. On the second level, you'll find 4 bedrooms and 4 baths, highlighted by a luxurious primary bedroom suite complete with a spa-like bath. The walk-in laundry room adds everyday convenience. This home seamlessly combines modern comfort with timeless elegance, delivering an exceptional living experience in a picturesque setting. Don't miss the chance to make this remarkable home your own!
#MDHW2062328

WOODBINE

863 MORGAN STATION ROAD

None Beds

None Baths

1.15 acres

$450,000

MLS#: MDHW2062328

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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