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Woodbine, MD Homes for Sale

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  • /72

    $729,900 Open Sun 11AM - 2:30PM

    • 5 Beds
    • 4 Baths
    • 3,462 Sq Ft

    1390 Maryland 97, Sykesville, MD 21784

    Welcome to this exceptional multi-generational home in Sykesville, MD, set on a picturesque 1.1-acre lot with its own private fish pond. Fully renovated from top to bottom, this property combines modern smart-home convenience with a warm, timeless design.The main home showcases a chef’s kitchen with quartz countertops, custom cabinetry, and premium stainless-steel appliances. Hardwood floors

    Agent Photo

    Leif Colon

    Smart Realty, LLC

    (410) 705-7317

    1390 Maryland 97, Sykesville, MD 21784
  • /49

    $750,000

    • 5 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    921 Lady Anne Ct, Mount Airy, MD 21771

    Welcome to 921 Lady Anne Court – a beautifully maintained 5-bedroom Colonial on 1.37 acres in sought-after Western Howard County. Featuring over 3,900 sq ft of finished living space, this home blends classic style with thoughtful updates throughout. The inviting two-story foyer with wood floors opens to a light-filled main level with a formal dining room with crown and chair-rail molding and a

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 716-6919

    921 Lady Anne Ct, Mount Airy, MD 21771
  • /52

    $5,300,000

    • 3 Beds
    • 2 Baths
    • 2,233 Sq Ft

    2698 Jennings Chapel Rd, Woodbine, MD 21797

    MAGNIFICENT 63-ACRE EQUESTRIAN ESTATELocated in Western Howard County, MarylandWhether you’re seeking an equestrian paradise or a luxurious private estate, your search ends here. This extraordinary property, nestled in Maryland’s highly sought-after Western Howard County Horse Country, offers breathtaking panoramic views framed by mature forest—delivering elegance, exclusivity, and

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 304-6489

    2698 Jennings Chapel Rd, Woodbine, MD 21797
  • /60

    $1,480,000 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 FacilityExplore 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

    Agent Photo

    Dawn Chaikin

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 927-5942

    2686 -B Jennings Chapel Rd, Woodbine, MD 21797
  • /34

    $459,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    7330 Woodbine Rd, Woodbine, MD 21797

    WE ARE BACK ON THE MARKET AND WITH A BRAND-NEW ROOF!! This home received a complete top-to-bottom renovation in 2023 (before current ownership), offering peace of mind with major systems and finishes all refreshed. Updates include new sewer and water service, a new HVAC system with oil backup and all-new ductwork, and new windows, doors, and flooring throughout both levels. The kitchen and

    Emily Cottone Redfin Corp

    7330 Woodbine Rd, Woodbine, MD 21797
  • /69

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    1277 Hoods Mill Rd, Woodbine, MD 21797

    Step into a piece of living history with this enchanting 1900s colonial farmhouse, where 125 years of character seamlessly blend with contemporary conveniences. Nestled on a sprawling 1.73 acres of serene farmland, this remarkable property offers the perfect sanctuary for those seeking both tranquility and modern living.A long, private driveway provides ample parking and is framed by

    Bob Lucido Keller Williams Lucido Agency

    1277 Hoods Mill Rd, Woodbine, MD 21797
  • /76

    $1,245,000

    • 6 Beds
    • 4 Baths
    • 4,553 Sq Ft

    15606 Bushy Park Rd, Woodbine, MD 21797

    Private driveway. Do NOT drive past listed property to turn. Only use the space in front of the garage to park and turn around. Thank you for your understanding. Back on the market, another buyer's loss, your gain!Stunning contemporary 5,400+ sqft home on 4.4 acres, fully updated with exceptional design. Flooded with light, featuring architectural details, 6 bedrooms (2 per level), and a

    Jack Mager Redfin Corp

    15606 Bushy Park Rd, Woodbine, MD 21797
  • /71

    $1,125,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 5,044 Sq Ft

    2815 Sagewood Dr, Glenwood, MD 21738

    Exquisite transitional residence gracefully set on over three serene, wooded acres in the prestigious Wellington community. The exterior is a masterpiece of luscious landscaping, featuring stone retaining walls, a meandering stone pathway, and a welcoming front porch that creates a striking first impression. The expansive lot is enveloped by natural beauty, providing a peaceful and secluded

    Bob Lucido Keller Williams Lucido Agency

    2815 Sagewood Dr, Glenwood, MD 21738
  • /85

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    15521 Foxpaw Trail NW, Woodbine, MD 21797

    Welcome to 15521 Foxpaw NW Trail, a spectacular Colonial nestled in the prestigious Foxport community. This residence blends timeless elegance with modern updates, featuring a brand-new roof, renovated kitchen and bathrooms, updated HVAC, and more. Inside, gleaming hardwood floors, classic moldings, and sun-filled interiors create an inviting ambiance. The grand two-story foyer is flanked by

    Mike Clevenger Northrop Realty

    15521 Foxpaw Trail NW, Woodbine, MD 21797
  • /91

    $1,150,000

    • 4 Beds
    • 4.5 Baths
    • 5,509 Sq Ft

    15300 Doe Hill Ct, Woodbine, MD 21797

    Welcome to 15300 Doe Hill Court, a spectacular Colonial residence tucked away in the prestigious Wellington West community. Brimming with timeless elegance and thoughtful design, this home showcases gleaming hardwood floors on the main and upper levels, along with classic moldings, and sun-drenched interiors that exude warmth and sophistication. Step inside the grand two-story foyer, gracefully

    Anthony Friedman Northrop Realty

    15300 Doe Hill Ct, Woodbine, MD 21797
  • /51

    $1,099,000

    • 4 Beds
    • 2.5 Baths
    • 3,226 Sq Ft

    16005 Fields End Ct, Woodbine, MD 21797

    This gorgeous Southern Living home designed by architect William Poole offers over 3200+ square feet of finished area on the upper 2 floors, you will be amazed at all the space and rooms! The main level features a formal living and dining room perfect for entertaining, a spacious family room with a cozy wood-burning fireplace. The kitchen boasts beautiful cherry cabinetry, upgraded countertops,

    Karen Thompson Berkshire Hathaway HomeServices PenFed Realty

    16005 Fields End Ct, Woodbine, MD 21797
  • /60

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    1840 Daisy Rd, Woodbine, MD 21797

    Farmstead lifestyle awaits you! Four acres with lovely 4 Bedroom 3.5 bath colonial with attached two car side entry garage and a 30x60 Conestega barn in desired Western Howard County! Fully covered front porch to sit and enjoy the tranquil countryside, Home boasts an excellent floor plan that offers the living space to spread out within, Formal living room and dining rooms greet you as you

    Kathleen May Synergy Realty

    1840 Daisy Rd, Woodbine, MD 21797
  • /68

    $949,000

    • 3 Beds
    • 4 Baths
    • 2,542 Sq Ft

    15746 Union Chapel Rd, Woodbine, MD 21797

    Situated in the gently rolling hills of Western Howard County, this special 28 acre property will not disappoint the buyer that seeks a tranquil setting while having easy access to commuter routes to DC, Baltimore, Frederick and Annapolis. With Cattail Creek running through the property, wooded as well as open spaces, you will find peace and quiet at home. Eco-Conscious Buyers!

    Tracy Diamond EXP Realty, LLC

    15746 Union Chapel Rd, Woodbine, MD 21797
  • /73

    $1,400,000

    • 7 Beds
    • 4.5 Baths
    • 7,348 Sq Ft

    15501 Bushy Tail Run, Woodbine, MD 21797

    Welcome to this stunning contemporary home, set on 3.14 private acres, thoughtfully designed to combine luxury with modern comfort. Nestled on a serene private lot, this residence is ideal for both entertaining guests and enjoying tranquil everyday living. Step into the impressive 2-story foyer through striking double front doors, featuring sleek marble tile. Expansive Pella windows and

    Lily Alvarado Long & Foster Real Estate, Inc.

    15501 Bushy Tail Run, Woodbine, MD 21797
  • /77

    $1,199,900

    • 5 Beds
    • 6 Baths
    • 5,027 Sq Ft

    1280 Saint Michaels Rd, Mount Airy, MD 21771

    Welcome to 1280 Saint Michaels Road! Tucked away in the countryside of Mount Airy on a 3 acre lot, this home offers both privacy and proximity to many major hubs. This home features an amazing in-law addition with completely separate entry ways and privacy. The main home contains 3 bedrooms, 2 full baths, and 1 half bath and an office/extra bedroom. With a spacious living room, dining room, and

    Ronald Wolfe Charis Realty Group

    1280 Saint Michaels Rd, Mount Airy, MD 21771
  • /15

    $300,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    16657 Frederick Rd, Mount Airy, MD 21771

    Bring your vision and creativity to this Mount Airy property offering endless potential! Situated on Frederick Road, this home is ready for renovation and provides a solid opportunity to restore or redesign to your taste. The property features a detached garage for parking, storage, or workshop space, along with a welcoming covered porch perfect for enjoying the outdoors. Inside, the layout

    Sarah Reynolds Keller Williams Realty

    16657 Frederick Rd, Mount Airy, MD 21771
  • /59

    $439,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,410 Sq Ft

    5833 Woodbine Rd, Woodbine, MD 21797

    Discover the charm of country living in this inviting 4-bedroom, 2-bath rancher with an oversized one-car garage. Set on a spacious lot with a beautiful yard, this home offers both comfort and convenience with an easy commute to many surrounding areas. Inside, the home feels larger than its footprint suggests, featuring a large clubroom in the basement with a cozy wood-burning fireplace—perfect

    Bob Chew Samson Properties

    5833 Woodbine Rd, Woodbine, MD 21797
  • /47

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 4,640 Sq Ft

    6119 Davis Rd, Woodbine, MD 21797

    Nestled in a serene rural setting, this charming ranch-style home offers a perfect blend of comfort and craftsmanship. This amazing home has been updated and expanded, featuring a unique architectural design that invites warmth and relaxation. As you step inside, you are greeted by a spacious and inviting interior that boasts 2,540 square feet of finished living space. The traditional floor plan

    Richard Fox RE/MAX Realty Centre, Inc.

    6119 Davis Rd, Woodbine, MD 21797
  • /59

    $614,900

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    5606 Manor Dr, Woodbine, MD 21797

    Welcome to 5606 Manor Drive, tucked away on a peaceful cul-de-sac in desirable Woodbine Acres—no HOA and USDA financing available!From the moment you arrive, you'll appreciate the pristine landscaping, mature trees, and a large, private fenced backyard—all setting the tone for this warm and welcoming home.Inside, freshly painted walls and gleaming LVP flooring invite you in. This spacious

    Anissa Hastings Keller Williams Flagship

    5606 Manor Dr, Woodbine, MD 21797
  • /59

    $799,000

    • 5 Beds
    • 3 Baths
    • 2,842 Sq Ft

    16480 Ed Warfield Rd, Woodbine, MD 21797

    WELCOME HOME to this BEAUTIFULLY RENOVATED rancher that sits on 1+ scenic acres, backing to open farmland with breathtaking views from the new deck and screened-in porch. A welcoming CIRCULAR driveway offers plenty of parking and adds to the home's CHARMING curb appeal. Inside, the heart of the home is a BRIGHT, EAT-IN KITCHEN with QUARTZ countertops that are perfectly paired with an

    Penny Chrissomallis Samson Properties

    16480 Ed Warfield Rd, Woodbine, MD 21797
  • /39

    $359,000

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    5903 Woodbine Rd, Woodbine, MD 21797

    MOTIVATED SELLER! Charming Cape Cod nestled on a spacious fenced-in lot in Woodbine! This 3-bedroom, 1-bath home offers timeless character and everyday comfort. The property features a one-car garage with a recently replaced roof and a generous backyard complete with a cozy firepit—perfect for relaxing or entertaining. The fully fenced backyard offers privacy and plenty of room for pets, play, or

    Bob Chew Samson Properties

    5903 Woodbine Rd, Woodbine, MD 21797
  • /5

    $350,000

    • Land
    • 1.34 Acres
    • $261,194 per Acre

    15740 Union Chapel Rd, Woodbine, MD 21797

    Rare 1 + Acre Buildable Lot in Howard County – Prime Location an area of strong supporting value homes. Tucked away in one of Howard County’s most desirable areas, this mostly level and tree studded property offers the perfect blend of privacy, natural beauty and convenience, Mature trees give you a jump start on landscaping and provide a serene backdrop for your dream home while still

    Tracy Diamond EXP Realty, LLC

    15740 Union Chapel Rd, Woodbine, MD 21797
  • /67

    $675,000

    • 4 Beds
    • 3 Baths
    • 3,128 Sq Ft

    1656 Daisy Rd, Woodbine, MD 21797

    MOTIVATED SELLER! 1% LENDER CLOSING CREDIT AVAILABLE! Stunning renovated rancher sited on a private 1 acre lot! 1656 Daisy Rd was renovated in 2021 and was expanded on in 2024 to include an additional 500+ square feet, complete with primary suite and additional dining area. This home is in excellent condition throughout and offers a move-in ready opportunity surrounded by visually captivating

    Rick Cantore RE/MAX Advantage Realty

    1656 Daisy Rd, Woodbine, MD 21797
  • /10

    $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
  • /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 Compass

    14816 Bushy Park Rd, Woodbine, MD 21797
  • /102

    $4,650,000

    • 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
  • /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
  • /12

    $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
  • /21

    $849,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    16020 Fields End Ct, Woodbine, MD 21797

    Coming Soon!

    Bob Lucido Keller Williams Lucido Agency

    16020 Fields End Ct, Woodbine, MD 21797
  • /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
  • /7

    $460,000

    • Land
    • 1.41 Acres
    • $326,241 per Acre

    2930 Maryland 97, Cooksville, MD 21723

    Welcome to Baldwin Estates. Lot #2 is a 1.41 acres, mostly cleared lot. Ideal location to build your dream home. Property has a recorded perc and sewerage reserve area, and newly drilled well. Located off the main road with privacy and great views. This is a rare find! Bring your builder and customize your house or use our preferred builder Caruso Homes with a to be built new construction. Call

    Patrick Peters Capital Reality Group LLC

    2930 Maryland 97, Cooksville, MD 21723
  • /30

    $1,346,194 New Construction

    • 4 Beds
    • 3 Baths
    • 6,000 Sq Ft

    2926 Maryland 97, Cooksville, MD 21723

    TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with Caruso Homes. This Model is the ----- -MONTICELLO --- The Monticello plan is a gorgeous estate home starting at 4,554 square feet, with options to expand up to 8,162 square feet of elegant living space. The home can be built with a two or three car garage and is available in many elevations, including brick and stone combination fronts

    Patrick Peters Capital Reality Group LLC

    2926 Maryland 97, Cooksville, MD 21723
  • /44

    $1,251,494 New Construction

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

    2930 Maryland 97, Cooksville, MD 21723

    TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with Caruso Homes. This Model is the ----- KINGSPORT II --- The Kingsport II is an updated version of our most popular and versatile estate home starting at 3,436 square feet, with options to expand up to 7,288 square feet of luxurious living space. The home can be built with a two or three car garage and is available in many elevations

    Patrick Peters Capital Reality Group LLC

    2930 Maryland 97, Cooksville, MD 21723
  • /40

    $1,239,771 New Construction

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

    2938 Maryland 97, Cooksville, MD 21723

    New Construction opportunity in Glenwood starting at $1,239,771. Final price is dependent on build time frame, materials and final selections. This is a custom build TO BE BUILT, not a spec home.Featured Floorplan To-Be-Built - Annapolis Craftsman. Ideal location to build your dream home with privacy and great views. The Annapolis is a single family estate home starting at 3,660 square

    Patrick Peters Capital Reality Group LLC

    2938 Maryland 97, Cooksville, MD 21723
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