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Homes for Sale in 21797

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  • 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
  • 960 Hoods Mill Rd, Cooksville, MD 21723
    960 Hoods Mill Rd, Cooksville, MD 21723
    960 Hoods Mill Rd, Cooksville, MD 21723
    /121

    $1,450,000

    • 5 Beds
    • 4.5 Baths
    • 6,144 Sq Ft

    960 Hoods Mill Rd, Cooksville, MD 21723

    Set on over five acres of beautifully landscaped, tree-lined grounds with tranquil pond views, this exceptional property offers a rare blend of privacy, natural beauty, and refined living in the heart of Western Howard County. Built in 2010, the home presents a thoughtfully designed, expansive layout ideal for both everyday comfort and seamless entertaining. A welcoming front porch and side-entry

    Anthony Friedman Northrop Realty

    960 Hoods Mill Rd, Cooksville, MD 21723
  • 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
  • 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
  • 16920 Old Sawmill Rd, Woodbine, MD 21797
    16920 Old Sawmill Rd, Woodbine, MD 21797
    16920 Old Sawmill Rd, Woodbine, MD 21797
    /66

    $1,225,000 Open Sat 12PM - 2:30PM

    • 5 Beds
    • 3.5 Baths
    • 5,786 Sq Ft

    16920 Old Sawmill Rd, Woodbine, MD 21797

    Set on a picturesque, wooded 1.25 acres in sought-after Howard County, this exceptional brick luxury home offers over 6,000 square feet of refined living space, seamlessly blending elegance with modern comfort. A stately façade and manicured grounds create a grand first impression, leading into a light-filled interior highlighted by high ceilings, rich hardwood flooring, and wonderful

    Brandon Bachman Hyatt & Company Real Estate, LLC

    16920 Old Sawmill Rd, Woodbine, MD 21797
  • 14516 Old Frederick Rd, Cooksville, MD 21723
    14516 Old Frederick Rd, Cooksville, MD 21723
    14516 Old Frederick Rd, Cooksville, MD 21723
    /100

    $1,850,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 5.5 Baths
    • 7,335 Sq Ft

    14516 Old Frederick Rd, Cooksville, MD 21723

    Introducing an exceptional, fully custom estate in the heart of Western Howard County, privately tucked away at the end of a quiet cul-de-sac in sought-after Cooksville, Maryland. Built in 2020 by the Catonsville Homes, this fully custom and truly one-of-a-kind residence offers the perfect blend of timeless craftsmanship, modern design, and multi-generational flexibility. Set on 1.15 picturesque

    Rebecca Mason Cummings & Co. Realtors

    14516 Old Frederick Rd, Cooksville, MD 21723
  • 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 May with completion anticipated in Fall 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

    David Scranton Compass

    863 Morgan Station Rd, Woodbine, MD 21797
  • 16170 Ed Warfield Rd, Woodbine, MD 21797
    16170 Ed Warfield Rd, Woodbine, MD 21797
    16170 Ed Warfield Rd, Woodbine, MD 21797
    /78

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 7,056 Sq Ft

    16170 Ed Warfield Rd, Woodbine, MD 21797

    Nestled in the heart of Howard County, this exceptional estate offers a rare combination of privacy, space, and refined living on 7.5 beautifully landscaped acres. With 5 bedrooms, 4.5 baths, and over 7,056 square feet of living space, this home provides both comfort and a sense of grandeur throughout. Surrounded by nature, it feels like a peaceful retreat while still being located in one of the

    Faith Kim Giant Realty, Inc.

    16170 Ed Warfield Rd, Woodbine, MD 21797
  • 1280 Saint Michaels Rd, Mount Airy, MD 21771
    1280 Saint Michaels Rd, Mount Airy, MD 21771
    1280 Saint Michaels Rd, Mount Airy, MD 21771
    /43

    $1,179,900

    • 5 Beds
    • 6 Baths
    • 5,013 Sq Ft

    1280 Saint Michaels Rd, Mount Airy, MD 21771

    Welcome to 1280 Saint Michaels Road! Experience true multi-generational living in this unique property on 3 acres located in Western Howard County. This home perfectly accommodates families at all stages of life, offering the ideal setup for parents to age-in-place comfortably or for young adults to enjoy their own private space. The home is beautifully designed to function as two houses, each

    Ronald Wolfe Charis Realty Group

    1280 Saint Michaels Rd, Mount Airy, MD 21771
  • 1403 Streaker Rd, Sykesville, MD 21784
    1403 Streaker Rd, Sykesville, MD 21784
    1403 Streaker Rd, Sykesville, MD 21784
    /57

    $475,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    1403 Streaker Rd, Sykesville, MD 21784

    Welcome home to this charming rancher set on a spacious half-acre lot! This 3-bedroom, 2-bath home features beautiful hardwood floors, a nicely sized kitchen, and updated baths. The sun-filled living room boasts large windows, creating a bright and inviting space. The unfinished basement offers endless potential to finish as you desire, along with ample storage space. The spacious family room,

    Christy Staruk RE/MAX Advantage Realty

    1403 Streaker Rd, Sykesville, MD 21784
  • 17486 Timberleigh Way, Woodbine, MD 21797
    17486 Timberleigh Way, Woodbine, MD 21797
    17486 Timberleigh Way, Woodbine, MD 21797
    /18

    $700,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,527 Sq Ft

    17486 Timberleigh Way, Woodbine, MD 21797

    Coming Soon!

    Bob Lucido Keller Williams Lucido Agency

    17486 Timberleigh Way, Woodbine, MD 21797
  • 7233 Patton Dr, Woodbine, MD 21797
    7233 Patton Dr, Woodbine, MD 21797
    7233 Patton Dr, Woodbine, MD 21797
    /51

    $600,000

    • 4 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    7233 Patton Dr, Woodbine, MD 21797

    Nestled on 3.3 picturesque acres at the end of the cul-de-sac in sought-after South Carroll, this awesome home offers the ease of one-level living paired with stunning countryside views. The spacious primary suite features a walk-in closet and private bath, while the expansive main-level family room provides the perfect space for relaxing or entertaining. A beautifully appointed dining room

    Kathleen Austin TTR Sotheby's International Realty

    7233 Patton Dr, Woodbine, MD 21797
  • 5519 Woodbine Rd, Woodbine, MD 21797
    5519 Woodbine Rd, Woodbine, MD 21797
    5519 Woodbine Rd, Woodbine, MD 21797
    /69

    $779,000

    • 4 Beds
    • 5 Baths
    • 3,829 Sq Ft

    5519 Woodbine Rd, Woodbine, MD 21797

    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

    Jinny Choi Realty 1 Maryland, LLC

    5519 Woodbine Rd, Woodbine, MD 21797
  • 0 Farmington Ln Unit MDCR2034076, Woodbine, MD 21797
    0 Farmington Ln Unit MDCR2034076, Woodbine, MD 21797
    0 Farmington Ln Unit MDCR2034076, Woodbine, MD 21797
    /33

    $600,000

    • Land
    • 11.2 Acres
    • $53,571 per Acre

    0 Farmington Ln Unit MDCR2034076, Woodbine, MD 21797

    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

    SEAN PERKINS Knot6 Real Estate Services

    0 Farmington Ln Unit MDCR2034076, Woodbine, MD 21797
  • 2750 Florence Rd, Woodbine, MD 21797
    2750 Florence Rd, Woodbine, MD 21797
    2750 Florence Rd, Woodbine, MD 21797
    /46

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,578 Sq Ft

    2750 Florence Rd, Woodbine, MD 21797

    Calling all car enthusiasts, horse lovers, and small business owners—this unique property in Woodbine offers endless possibilities on 5.24 private acres and a HUGE detached garage with four bays! This charming stone home features plenty of living space, hardwood floors, open floor plan and a partially finished basement. Enjoy cozy evenings by one of the two stone fireplaces, peaceful views from

    Tammy Durbin Long & Foster Real Estate, Inc.

    2750 Florence 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
  • 3751 Jennings Chapel Rd, Woodbine, MD 21797
    3751 Jennings Chapel Rd, Woodbine, MD 21797
    /2

    $1,529,000 New Construction

    • 4 Beds
    • 3.5 Baths

    3751 Jennings Chapel Rd, Woodbine, MD 21797

    Discover the potential of this stunning new construction home, thoughtfully designed to meet the needs of modern living. Set on a generous 2.85-acre lot, This property offers a cleared and level landscape, perfect for outdoor activities, gardening, or simply enjoying the serene surroundings. With four spacious bedrooms and three and a half bathrooms, this home is designed for comfort and

    Cindy DelZoppo Northrop Realty

    3751 Jennings Chapel Rd, Woodbine, MD 21797
  • 0 Farmington Ln Unit MDCR2034098, Woodbine, MD 21797
    0 Farmington Ln Unit MDCR2034098, Woodbine, MD 21797
    0 Farmington Ln Unit MDCR2034098, Woodbine, MD 21797
    /33

    $2,250,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    0 Farmington Ln Unit MDCR2034098, Woodbine, MD 21797

    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

    SEAN PERKINS Knot6 Real Estate Services

    0 Farmington Ln Unit MDCR2034098, Woodbine, MD 21797
  • 2760 Route 97, Glenwood, MD 21738
    2760 Route 97, Glenwood, MD 21738
    2760 Route 97, Glenwood, MD 21738
    /67

    $997,000

    • 5 Beds
    • 4 Baths
    • 2,902 Sq Ft

    2760 Route 97, Glenwood, MD 21738

    Matthew Lancelotta Cummings & Co. Realtors

    2760 Route 97, Glenwood, MD 21738
  • 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,

    Ricky Cantore RE/MAX Advantage Realty

    863 Morgan Station Rd, Woodbine, MD 21797
  • 14459 Frederick Rd, Lisbon, MD 21765
    14459 Frederick Rd, Lisbon, MD 21765
    14459 Frederick Rd, Lisbon, MD 21765
    /29

    $550,000

    • Land
    • 8.84 Acres
    • $62,217 per Acre

    14459 Frederick Rd, Lisbon, MD 21765

    8.8 acre lot in Howard County. Unique opportunity to build your dream home. Sale includes 14459 & 14439 Frederick Rd. Approved Perc, Owner is willing to work through the permit process for this property for an extra fee.

    Holly Greenstreet Hyatt & Company Real Estate, LLC

    14459 Frederick Rd, Lisbon, MD 21765
  • 15921 Frederick Rd, Woodbine, MD 21797
    15921 Frederick Rd, Woodbine, MD 21797
    15921 Frederick Rd, Woodbine, MD 21797
    /41

    $499,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,110 Sq Ft

    15921 Frederick Rd, Woodbine, MD 21797

    This Property is being sold "AS-IS/WHERE IS" Welcome to 15921 Frederick Rd, a historic single-family home nestled in the Lisbon area of Woodbine, Maryland. Built in 1900, this residence offers a blend of classic charm and modern convenience. **Property Details:** - **Bedrooms:** 4- **Bathrooms:** 2.5- **Living Space:** Approximately 2,310 sq ft- **Lot Size:** 0.71 acres The home is

    Aaron LaMere Century 21 Redwood Realty

    15921 Frederick Rd, 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
    5422 Woodbine Rd, Woodbine, MD 21797
    /36

    $625,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 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
  • 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

    Ricky Cantore RE/MAX Advantage Realty

    869 Morgan Station Rd, Woodbine, MD 21797
  • 2900 Gillis Falls Rd, Mount Airy, MD 21771
    2900 Gillis Falls Rd, Mount Airy, MD 21771
    2900 Gillis Falls Rd, Mount Airy, MD 21771
    /49

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    2900 Gillis Falls Rd, Mount Airy, MD 21771

    Welcome to 2900 Gillis Falls Road, a picture-perfect c.1900 farmhouse brimming with character and timeless charm. Perched on a scenic corner lot and set on three expansive acres, this delightful home features a metal roof, rich hardwood floors, and an incredible two-story, three-bay detached garage. Step inside to find a cozy living room adorned with exposed beams and built-in corner cabinet,

    Aurora Smith Northrop Realty

    2900 Gillis Falls Rd, Mount Airy, MD 21771
  • 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
Maryland Howard County Woodbine 21797

Real Estate & Homes for Sale in 21797

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