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Woodbine, MD Homes for Sale

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  • 2686 Jennings Chapel Rd, Woodbine, MD 21797
    2686 Jennings Chapel Rd, Woodbine, MD 21797
    2686 Jennings Chapel Rd, Woodbine, MD 21797
    /30

    $450,000

    • Land
    • 3.36 Acres
    • $133,929 per Acre

    2686 Jennings Chapel Rd, Woodbine, MD 21797

    2686 Jennings Chapel Rd, Woodbine, MD 21797 3.36 Acres | Buildable Lot | * Updated Perc Test Successfully completed 7-31-25!, Well, Electric, & CableNo 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.

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (443) 363-1452

    2686 Jennings Chapel Rd, Woodbine, MD 21797
  • 2686 -B Jennings Chapel Rd, Woodbine, MD 21797
    2686 -B Jennings Chapel Rd, Woodbine, MD 21797
    2686 -B Jennings Chapel Rd, Woodbine, MD 21797
    /63

    $1,497,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,813 Sq Ft

    2686 -B Jennings Chapel Rd, Woodbine, MD 21797

    2686 Jennings Chapel Rd, Woodbine, MD 217973.36 Acres | Private Well | No HOA | Adjacent to Premier Equestrian Facility Explore custom home options for this lot with Timberlake Design Build one of Maryland's premier custom home builders. Build Your Dream Home with Timberlake Design Build – Luxury Living in Western Howard CountyWelcome to a truly rare opportunity in one of Maryland’s most

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 983-3522

    2686 -B Jennings Chapel Rd, Woodbine, MD 21797
  • 3340 Florence Rd, Woodbine, MD 21797
    3340 Florence Rd, Woodbine, MD 21797
    3340 Florence Rd, Woodbine, MD 21797
    /37

    $1,049,000

    • Land
    • 6 Acres
    • $174,833 per Acre

    3340 Florence Rd, Woodbine, MD 21797

    The perfect farmette that is ready for the discerning horse owner. A custom home awaits on 6 level acres thoughtfully improved for the horse person or lover of the outdoors in mind. The timeless and stylish home has many updates and upgrades. Roof is less than 5 years old, Refinished hardwoods, remodeled main level laundry room, New HVAC and more. The SUPER flexible floorpan will please the

    Tracy Diamond eXp Realty Land & Ranch

    3340 Florence Rd, Woodbine, MD 21797
  • 869 Morgan Station Rd, Woodbine, MD 21797
    869 Morgan Station Rd, Woodbine, MD 21797
    869 Morgan Station Rd, Woodbine, MD 21797
    /38

    $1,799,900 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,960 Sq Ft

    869 Morgan Station Rd, Woodbine, MD 21797

    Nestled on a picturesque 1.15-acre lot, this to-be-built custom home by Catonsville Homes features the exquisite Chapel Hill II model, offering a perfect blend of luxury and comfort. Boasting an impressive 4,960 square feet above grade, this home is adorned with high-end upgrades and thoughtful design elements throughout. The exterior welcomes you with a charming wrap-around front porch accented

    David Scranton Compass

    869 Morgan Station Rd, Woodbine, MD 21797
  • 16817 Colton Ct, Woodbine, MD 21797
    16817 Colton Ct, Woodbine, MD 21797
    16817 Colton Ct, Woodbine, MD 21797
    /29

    $1,290,000

    • 5 Beds
    • 5.5 Baths
    • 7,416 Sq Ft

    16817 Colton Ct, Woodbine, MD 21797

    This stunning luxury estate offers over 8,000 square feet of sophisticated design, architectural grandeur, and elevated living. Set against a picturesque, wooded backdrop and enhanced by a brand-new roof, this award-winning Christopher Wren residence seamlessly blends timeless elegance with modern comfort. From the moment you arrive, the stately brick façade, manicured landscaping, and side-entry

    Lisa Kittleman The KW Collective

    16817 Colton Ct, Woodbine, MD 21797
  • 3759 Jennings Chapel Rd Unit 38521239, Woodbine, MD 21797
    3759 Jennings Chapel Rd Unit 38521239, Woodbine, MD 21797
    3759 Jennings Chapel Rd Unit 38521239, Woodbine, MD 21797
    /4

    $1,789,900 New Construction

    • 4 - 5 Beds
    • 3.5 - 5.5 Baths
    • 5,305 Sq Ft

    Rutledge Plan at Cattail Chase Overlook, Woodbine, MD 21797

    Williamsburg Homes Builder
    3759 Jennings Chapel Rd Unit 38521239, Woodbine, MD 21797
  • 863 Morgan Station Rd, Woodbine, MD 21797
    863 Morgan Station Rd, Woodbine, MD 21797
    863 Morgan Station Rd, Woodbine, MD 21797
    /13

    $1,599,900 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,535 Sq Ft

    863 Morgan Station Rd, Woodbine, MD 21797

    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

    David Scranton Compass

    863 Morgan Station Rd, Woodbine, MD 21797
  • 15101 Union Chapel Rd, Glenwood, MD 21738
    15101 Union Chapel Rd, Glenwood, MD 21738
    15101 Union Chapel Rd, Glenwood, MD 21738
    /105

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 5,950 Sq Ft

    15101 Union Chapel Rd, Glenwood, MD 21738

    Nestled deep within a tranquil, wooded setting, this exceptional residence offers privacy, elegance, and a circular driveway leading to a stunningly renovated home by a renowned renovation contractor known for exceptional craftsmanship. Thoughtful updates include a stunning gourmet kitchen, a luxurious primary bathroom with marble finishes and steam shower, a gas fireplace, and gleaming hardwood

    Anthony Friedman Northrop Realty

    15101 Union Chapel Rd, Glenwood, MD 21738
  • 1687 Village Green Dr, Woodbine, MD 21797
    1687 Village Green Dr, Woodbine, MD 21797
    1687 Village Green Dr, Woodbine, MD 21797
    /20

    $1,190,000

    • 5 Beds
    • 3.5 Baths
    • 4,882 Sq Ft

    1687 Village Green Dr, Woodbine, MD 21797

    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.

    Cinthia Avila Smart Realty, LLC

    1687 Village Green Dr, Woodbine, MD 21797
  • 1501 Hoods Mill Rd, Woodbine, MD 21797
    1501 Hoods Mill Rd, Woodbine, MD 21797
    1501 Hoods Mill Rd, Woodbine, MD 21797
    /31

    $385,000

    • 4 Beds
    • 3 Baths
    • 1,596 Sq Ft

    1501 Hoods Mill Rd, Woodbine, MD 21797

    INVESTORS SPECIAL-PRICED TO SELL! Original farmhouse built in 1900 with some amazing updating that was done in 2017. The primary bedroom has a walkout deck over-looking acres of farmland. Pine flooring on the main level and is believed to be under the carpets in upstairs bedrooms as well. There's a large front porch as well as an enclosed porch off the kitchen for great entertaining in the warmer

    Deborah Willis Weichert Realtors - McKenna & Vane

    1501 Hoods Mill Rd, Woodbine, MD 21797
  • 14816 Bushy Park Rd, Woodbine, MD 21797
    14816 Bushy Park Rd, Woodbine, MD 21797
    14816 Bushy Park Rd, Woodbine, MD 21797
    /40

    $774,999

    • 5 Beds
    • 3 Baths
    • 3,431 Sq Ft

    14816 Bushy Park Rd, Woodbine, MD 21797

    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

    Sean Der Next Step Realty

    14816 Bushy Park Rd, Woodbine, MD 21797
  • 15948 Union Chapel Rd, Woodbine, MD 21797
    15948 Union Chapel Rd, Woodbine, MD 21797
    15948 Union Chapel Rd, Woodbine, MD 21797
    /19

    $295,000

    • Land
    • 1.25 Acres
    • $236,000 per Acre

    15948 Union Chapel Rd, Woodbine, MD 21797

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

    Jennifer Drennan Taylor Properties

    15948 Union Chapel Rd, Woodbine, MD 21797
  • 863 Morgan Station Rd, Woodbine, MD 21797
    863 Morgan Station Rd, Woodbine, MD 21797
    863 Morgan Station Rd, Woodbine, MD 21797
    /11

    $450,000

    • Land
    • 1.15 Acres
    • $391,304 per Acre

    863 Morgan Station Rd, Woodbine, MD 21797

    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,

    Rick Cantore RE/MAX Advantage Realty

    863 Morgan Station Rd, Woodbine, MD 21797
  • 3415 Jennings Chapel Rd, Woodbine, MD 21797
    3415 Jennings Chapel Rd, Woodbine, MD 21797
    3415 Jennings Chapel Rd, Woodbine, MD 21797
    /54

    $900,000

    • 4 Beds
    • 3.5 Baths
    • 2,769 Sq Ft

    3415 Jennings Chapel Rd, Woodbine, MD 21797

    Fully renovated and set on five private acres in Howard County, this spacious home offers a versatile and updated floor plan. The upper-level features three bedrooms and two full bathrooms, including a primary bedroom with a walk-in closet. The main level includes an additional bedroom, kitchen, formal dining room, family room, full bathroom, half bathroom and a living room with fireplace. Enjoy

    SEAN PERKINS Knot6 Real Estate Services

    3415 Jennings Chapel Rd, Woodbine, MD 21797
  • 15274 Ridge Hunt Dr, Woodbine, MD 21797
    15274 Ridge Hunt Dr, Woodbine, MD 21797
    15274 Ridge Hunt Dr, Woodbine, MD 21797
    /50

    $998,000

    • 4 Beds
    • 2.5 Baths
    • 3,153 Sq Ft

    15274 Ridge Hunt Dr, Woodbine, MD 21797

    Nestled in a peaceful , private setting, this lovely home welcomes you with a charming flagstone walkway leading to the front porch. Inside, the main level offers a versatile office or study featuring built-in bookcases, along with a bright, separate dining room highlighted by a bay window. The gourmet kitchen is ideal for everyday living and entertaining, complete with a center island, double

    Rebecca Hahn Long & Foster Real Estate, Inc.

    15274 Ridge Hunt Dr, Woodbine, MD 21797
  • 3759 Jennings Chapel Rd Unit 38521251, Woodbine, MD 21797
    3759 Jennings Chapel Rd Unit 38521251, Woodbine, MD 21797
    3759 Jennings Chapel Rd Unit 38521251, Woodbine, MD 21797
    /3

    $1,849,900 New Construction

    • 4 - 5 Beds
    • 4.5 - 5.5 Baths
    • 5,740 Sq Ft

    Wellington Plan at Cattail Chase Overlook, Woodbine, MD 21797

    Williamsburg Homes Builder
    3759 Jennings Chapel Rd Unit 38521251, Woodbine, MD 21797
  • 16449 Ed Warfield Rd, Woodbine, MD 21797
    16449 Ed Warfield Rd, Woodbine, MD 21797
    16449 Ed Warfield Rd, Woodbine, MD 21797
    /102

    $3,900,000

    • 16 Beds
    • 12 Baths
    • 16,270 Sq Ft

    16449 Ed Warfield Rd, Woodbine, MD 21797

    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-acres 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

    Richard Watson Long & Foster Real Estate, Inc.

    16449 Ed Warfield Rd, Woodbine, MD 21797
  • 5422 Woodbine Rd, Woodbine, MD 21797
    5422 Woodbine Rd, Woodbine, MD 21797
    /2

    $625,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 3,156 Sq Ft

    5422 Woodbine Rd, Woodbine, MD 21797

    COMING SOON TO THE HIGHLY SOUGHT-AFTER COMMUNITY OF PLEASANT RIDGE. THIS WELL MAINTAINED ALL BRICK 4 BEDROOM, 2.5 BATH HOME SITS ON 2.18 ACRES AND IS FULLL OF POTENTIAL FOR THE SAVVY BUYER. BEAUTIFUL WELL MAINTAINED ORIGINAL HARDWOOD FLOORING. THE SUN-FILLED LIVING ROOM FEATURES VAULTED CEILINGS, CEILING FANS, AND A LARGE BAY WINDOW THAT BRINGS IS AN ABUNDANCE OF NATURAL LIGHT. THE SPACIOUS

    Rachelle Gaskins Coldwell Banker Realty

    5422 Woodbine Rd, Woodbine, MD 21797
  • 6955 Annapolis Rock Rd, Woodbine, MD 21797
    6955 Annapolis Rock Rd, Woodbine, MD 21797
    /2

    $1,200,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,276 Sq Ft

    6955 Annapolis Rock Rd, Woodbine, MD 21797

    This is the farmette you have been waiting for!!! You just have to wait a little longer until April 10th when the home goes active! Wonderfully updated ranch home with direct access to Patuxent State Park for hiking, horseback riding or biking! The home is perfectly situated to provide beautiful views of the property and your own creek! Enjoy the open concept kitchen and family room with wood

    Lauren McBain RE/MAX Realty Centre, Inc.

    6955 Annapolis Rock Rd, Woodbine, MD 21797
  • 869 Morgan Station Rd, Woodbine, MD 21797
    869 Morgan Station Rd, Woodbine, MD 21797
    869 Morgan Station Rd, Woodbine, MD 21797
    /31

    $450,000

    • Land
    • 1.15 Acres
    • $391,304 per Acre

    869 Morgan Station Rd, Woodbine, MD 21797

    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

    Rick Cantore RE/MAX Advantage Realty

    869 Morgan Station Rd, Woodbine, MD 21797
  • 3751 ( Lot 1) Jennings Chapel Rd, Woodbine, MD 21797
    3751 ( Lot 1) Jennings Chapel Rd, Woodbine, MD 21797
    3751 ( Lot 1) Jennings Chapel Rd, Woodbine, MD 21797
    /5

    $1,789,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 5,305 Sq Ft

    3751 ( Lot 1) Jennings Chapel Rd, Woodbine, MD 21797

    Discover the promise of your dream home in this stunning new construction ,located on Lot 1- thoughtfully designed to meet the needs of modern living. With 5309 square feet of potential, this traditional-style detached residence offers a spacious layout featuring 4 bedrooms and 3.5 bathrooms, perfect for creating cherished memories. Nestled on a generous 3-acre cleared lot, the property boasts

    Cindy DelZoppo Northrop Realty

    3751 ( Lot 1) Jennings Chapel Rd, Woodbine, MD 21797
  • 0 Route 144 Unit MDHW2060312, Cooksville, MD 21723
    0 Route 144 Unit MDHW2060312, Cooksville, MD 21723
    /2

    $185,000

    • Land
    • 1.06 Acres
    • $174,528 per Acre

    0 Route 144 Unit MDHW2060312, Cooksville, MD 21723

    Available vacant lot in exceptional location. 1.06 wooded acres

    Bob Lucido Keller Williams Lucido Agency

    0 Route 144 Unit MDHW2060312, Cooksville, MD 21723
  • 6571 Jasana Ct, Sykesville, MD 21784
    6571 Jasana Ct, Sykesville, MD 21784
    /2

    $950,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 4,595 Sq Ft

    6571 Jasana Ct, Sykesville, MD 21784

    Situated on 2.57 acres and backing to farmland, this former model home in Sykesville features five bedroom and four full bath and has over 4600 finished square feet. You enter the home to a two story foyer with hardwood floors throughout the main level. Formal living and dining rooms greet you to your right, with crown molding and chair rails. The gourmet eat-in kitchen has quartz counters,

    Leo Keenan Assist 2 Sell Buyers And Sellers

    6571 Jasana Ct, Sykesville, MD 21784
Maryland Howard County Woodbine

Real Estate & Homes for Sale in Woodbine, MD

Why Live in Woodbine

Situated halfway between larger cities like Frederick and Baltimore , Woodbine features expansive single-family homes on acres of rolling farmland. The community is split between Carroll County and Howard County along the South Branch of the Patapsco River, and ...

Learn more about living in Woodbine

Frequently Asked Questions

What is the average home price in Woodbine, MD?
Homes for sale in Woodbine, MD have an average home price of $1,015,282.
How many homes have sold over the last 12 months in Woodbine, MD?
72 homes have sold in Woodbine, MD over the last 12 months.
What are the most popular zip codes in Woodbine, MD?
The most popular zip codes in Woodbine, MD include 21797, 21771, 21723, 21738 and 21784.
How much do you need to make to afford a house in Woodbine?
The median home price in Woodbine is $916,500. If you put a 20% down payment of $183,300 and had a 30-year fixed mortgage with an interest rate of 5.98%, your estimated principal and interest payment would be $4,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $188K a year to afford the median home price in Woodbine. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Woodbine, MD?
Woodbine, MD has highly rated public and private schools. Some of the best schools in Woodbine based on Niche Grades are Glenelg High School, Glenwood Middle School and Lisbon Elementary School. Browse all the schools in Woodbine, MD to learn more.

Home Trends in Woodbine, MD

On average, homes in Woodbine, MD sell after 43 days on the market compared to the national average of 54 days. The median sale price for homes in Woodbine, MD over the last 12 months is $875,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$875,000
Median Single Family Sale Price
$890,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
16
Last 12 months Home Sales
72
Months of Supply
2.70
Median List Price
$916,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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