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
20
# of Listings
6
Avg # of Bedrooms
$313
Avg. $ / Sq.Ft.
$1,317,489
Med. List Price

Browse WOODBINE Real Estate Listings

20 Properties Found. Page 2 of 2.

2686 Jennings Chapel Rd, Woodbine, MD 21797

3.36 Acres |  Buildable Lot | * Updated Perc Test Successfully completed 7-31-25!, Well, Electric, & Cable
No HOA | Equestrian-Adjacent

A Rare Offering in Coveted Western Howard County

Located in one of Maryland’s most sought-after communities, this exceptional 3.36-acre level lot offers the perfect blend of privacy, natural beauty, and accessibility. Nestled in the heart of Western Howard County—consistently ranked among the best places to live in the U.S.—this property provides a unique opportunity to build your dream home or equestrian estate in a setting that balances rural charm with suburban convenience.

Property Highlights:

 * Updated Perc Test Successfully completed 7-31-25!, Well, Electric, & Cable
* Prime Equestrian Location:
Adjacent to First Choice Farms, a world-renowned dressage training facility on over 60 acres, and just minutes to the 6,700-acre Patuxent River State Park, offering miles of horseback riding and hiking trails.
* No HOA Restrictions:
Enjoy the freedom to design and build the residence or equestrian facility of your choice—without the limitations of HOA covenants.
* Convenient Access:
Ideally located near I-70, Routes 94 and 97, providing seamless commuting to Washington, D.C., Baltimore, and Frederick.
* Top-Rated Schools:
Zoned to the highly acclaimed Howard County Public School System, known for academic excellence and strong community support.
* Recreational Amenities Nearby:
Close to Western Regional Park, featuring 190 acres of sports fields, playgrounds, pickleball and tennis courts, and multi-use trails.

Why Choose Howard County?
* A strong, stable economy with high quality of life
* A nationally recognized public school system
* A thriving equestrian community and abundant riding trails
* Award-winning libraries and parks
* Progressive land preservation and smart-growth policies

Whether you're a passionate equestrian seeking access to elite training and riding trails, or someone looking to create a private countryside retreat with modern conveniences, 2686 Jennings Chapel Rd delivers a rare and inspiring opportunity in a truly special setting.
Don’t miss this chance to build the lifestyle you’ve always envisioned in one of Maryland’s most desirable regions. Updated Perc Test Successfully completed 7-31-25!

Appointment required. Ask about Our - Special financing options available!
Ask about - FINANCING:
Property is eligible for Farm Credit land financing. Typical programs may allow approximately 20% down with fixed-rate land loans and no balloon payment or required build timeline. Construction financing options may be available for buyers planning to build. Financing terms, rates, and qualifications are subject to lender approval and change without notice. Buyers to verify all financing details independently.
#MDHW2052328

WOODBINE

2686 JENNINGS CHAPEL RD

None Beds

None Baths

3.36 acres

$450,000

MLS#: MDHW2052328

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

1 2

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