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Homes for Sale with a Basement in Woodbine, MD

Welcome to your dedicated resource for homes for sale with a basement in Woodbine, MD. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Woodbine, MD agent, Ryan Breeden specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a basement properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Basement in Woodbine, MD

$1,185,000
5 Beds 4 Baths MDHW2067484 MLS
Set on a picturesque, wooded 1.25-acre lot in sought-after Howard County, this exceptional brick luxury home has been proudly owned and thoughtfully maintained by its ORIGINAL OWNER. Offering more than 6,200 square feet of refined living space, the home seamlessly blends timeless elegance with modern comfort. A stately façade and manicured grounds create an impressive first impression, leading into a light-filled interior highlighted by soaring ceilings, rich hardwood flooring, and beautiful architectural details throughout. The dramatic two-story family room is anchored by a stunning floor-to-ceiling brick fireplace and framed by expansive windows that capture serene wooded views in every season. At the heart of the home, the gourmet kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, expansive granite countertops, a large center island with seating, and an open flow into the main living areas. The home offers generously sized bedrooms and 4.5 bathrooms, including a luxurious primary suite with a separate sitting area and a spa-inspired bathroom featuring a glass-enclosed shower, soaking tub, dual vanities, and elegant finishes. Upstairs, an open overlook enhances the home’s spacious and airy design. The finished lower level provides additional versatile living space, ideal for recreation, a home gym, guest accommodations, or a private home office. Outside, the private, tree-lined setting creates a peaceful retreat, perfect for relaxing or entertaining on the deck while enjoying nature views year-round. Complete with a two-car garage and conveniently located near major commuter routes, shopping, and dining, this home offers an unparalleled combination of space, privacy, craftsmanship, and elegance in beautiful Howard County.

16920 Old Sawmill Rd, Woodbine

$1,200,000
5 Beds 5 Baths MDHW2066630 MLS
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 most desirable areas known for its highly rated 9-9-10 schools. No HOA! From the moment you arrive, you will be struck by the stunning handcrafted woodwork in the grand foyer, which continues up the staircase and into the living areas. Adding to its uniqueness, the foyer features one of a kind stained glass window artwork that creates a warm and elegant first impression. The level of detail and craftsmanship throughout the home truly stands out. The land itself offers incredible flexibility. Whether you have been dreaming of keeping horses, raising livestock, adding a pool, or simply enjoying your own private outdoor space, this property gives you the opportunity to do it all. Inside, the home offers bright and spacious living areas that are perfect for both everyday living and entertaining. The kitchen has been updated with quartz countertops, most of the bathrooms have been improved, and the home has been freshly painted. The floors have also been sanded and refinished, giving the home a clean and move in ready feel. One of the highlights is the large deck, approximately 20 by 50 feet, set within the private backyard. It is an ideal space for gatherings, cookouts, and simply enjoying meals outdoors while taking in the peaceful surroundings. The fully finished lower level adds even more versatility, including two additional rooms that can be used as a home office, gym, or whatever best fits your lifestyle. A three car garage provides plenty of space for parking and storage. You will truly appreciate the sense of privacy this property offers, all while being in a prime location within Howard County known for its convenience and excellent schools. This is a rare opportunity to own a home that combines space, character, and lifestyle in a truly special setting.

16170 Ed Warfield Road Rd, Woodbine

$599,900
3 Beds 3 Baths MDCR2032212 MLS
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!

5422 Woodbine Rd, Woodbine

$1,799,900
5 Beds 6 Baths MDHW2061690 MLS
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 by stone to grade and board and batten siding, with vinyl shake accents gracing the gables at the front. A three-car garage and rear covered porch provide both convenience and ample outdoor enjoyment spaces. Inside, you'll find an open and bright, open layout. Both first and second floors feature a family room, ideal for both relaxation and entertaining. A striking double glass front entry door adds to the home's elegance and curb appeal. The heart of the home is the large chef's kitchen, equipped with upgraded cabinets, countertops, under-cabinet lighting, and a stunning 4' x 10' island. The beautifully designed mudroom offers a bench with shiplap and hooks for added functionality. The family room is enhanced with stained beams and an inviting raised stone hearth fireplace with stone facing. Luxurious hardwood floors flow throughout the first floor and upstairs hall, creating a warm and timeless aesthetic. Retreat to the upgraded primary suite, featuring a freestanding tub and a spa-like shower with a tile floor, walls, seat, and frameless shower door. All bedrooms are thoughtfully designed with en suite bathrooms for ultimate privacy and convenience. This is not a base price listing; it includes numerous upgrades and customizations to ensure a truly unique and personalized home. Don’t miss the opportunity to build your dream home with Catonsville Homes in western Howard County.

869 Morgan Station Rd, Woodbine

$1,497,000
5 Beds 5 Baths MDHW2055334 MLS
2686 Jennings Chapel Rd, Woodbine, MD 21797 3.36 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 County Welcome to a truly rare opportunity in one of Maryland’s most coveted communities. Nestled in the rolling countryside of Western Howard County, this picturesque 3.36-acre homesite offers the perfect canvas for your dream estate—co-marketed with Timberlake Design Build, one of the region’s most respected custom home builders. Whether you're envisioning a modern multi-generational home, a serene country retreat, or an equestrian-inspired lifestyle, Timberlake Design Build’s flexible, award-winning home designs provide endless options to personalize your residence with upscale features, smart layouts, and stylish upgrades. 🏡 Custom Luxury—Designed for the Way You Live Timberlake Design Build’s customizable floor plans are crafted to elevate modern living, with the option to include: Open-concept living spaces with gourmet kitchens, walk-in pantries, and infinity islands perfect for entertaining Main-level suites or multi-gen living spaces ideal for extended family or in-laws Grand great rooms with coffered ceilings and elegant architectural details Every bedroom as a private suite, including an owner’s retreat with spa bath and oversized closets Up to 6 bedrooms with available loft, elevator, and fully finished lower levels for a fitness studio, rec room, or theater Three-car garage with optional conversion to studio, office, or hobby space From timeless elegance to functional flexibility, Timberlake Design Build makes it easy to bring your vision to life. 🌳 The Land: A Tranquil, Buildable Lot with No HOA This level, well-appointed lot offers the ultimate blend of privacy, natural beauty, and proximity to modern conveniences. Imagine your dream home set against open skies, mature trees, and a backdrop of Maryland horse country. Highlights Include: Updated Perc Test Successfully completed 7-31-25! Equestrian-Adjacent: Next to First Choice Farm, a world-renowned 60+ acre dressage training center No HOA: Design the home or equestrian facility you want—with no restrictive covenants Private Well Installed: A key step in the building process is already complete Highly Rated Schools: Zoned to Howard County Public Schools, among the top in the nation Easy Commuting: Quick access to I-70, Rt. 94 & Rt. 97 for convenient drives to D.C., Baltimore & Frederick 🌟 Live the Lifestyle You’ve Always Envisioned Howard County is known for its exceptional quality of life—top schools, vibrant open space preservation, award-winning parks, and a thriving equestrian community. This homesite puts you in the heart of it all, with outdoor recreation, local markets, and scenic trails just minutes away. Patuxent River State Park – Over 6,700 acres of riding and hiking trails Western Regional Park – 190 acres with tennis, pickleball, playgrounds, sports fields, and more Ready to Build? Let Timberlake Design Build Make It Happen. Schedule your private tour today and explore how you can turn this incredible land into the home of your dreams—with the expert craftsmanship and flexibility Timberlake Design Build is known for. Appointment required. Contact us today for available floor plans, pricing, and a personalized design consultation. Updated Perc Test Successfully completed 7-31-25! - 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.

2686 -B Jennings Chapel Rd, Woodbine

$3,900,000
16 Beds 12 Baths MDHW2044530 MLS
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 detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Additional residences include the Carriage House and Gardener's Cottage. Adjoining the main house via a 120' covered colonnade, Oakdale Hall, circa 2005, is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space, providing a superb setting for grand entertaining or concerts and a recreation facility along with the adjoining 60x30 pool. Farming and equestrian endeavors are served by a massive 3-level bank-barn stable, plus a silo and an equipment shed. Other outbuildings include a brick smokehouse, pond-side gazebo, and tool shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.

16449 Ed Warfield Rd, Woodbine

$3,900,000
16 Beds 12 Baths MDHW2044536 MLS
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-acre tract 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 detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Adjoining the main house via a 120' covered colonnade, Oakdale Hall (2005), is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space. It provides a superb setting for grand entertaining or concerts and as a recreation facility along with the adjoining 60x30 pool. Outbuildings on the estate include the Carriage House and Gardener's Cottage residences, as well as a brick smokehouse, pond-side gazebo, and tool shed. Equestrian endeavors are served by a massive 3-level bank-barn stable, and farming operations are supported by an additional barn along with a silo and an equipment shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.

16449 Ed Warfield Rd, Woodbine

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