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5 Bedroom Homes for Sale in Woodbine, MD

Welcome to your dedicated resource for 5 bedroom homes for sale 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 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Woodbine, MD

$1,050,000
5 Beds 4 Baths MDHW2073708 MLS
Welcome to 14788 Carriage Mill Road, a beautifully appointed 5 bedroom, 3.5 bath Colonial situated on 1.38 acres in Carriage Mill Farm community. Offering an exceptional blend of classic charm, modern updates and incredible versatility, this property features a fully accessible,1-level Accessory Dwelling Unit (ADU), an in-ground pool, attached AND detached garages and expansive outdoor spaces! This is truly a property with room for everyone and everything! The main home welcomes you with a 2 story foyer featuring hardwood flooring. The living room and formal dining room are located on either side of the foyer and both feature hardwood floors and abundant natural light. The updated kitchen (2026) features luxury vinyl plank flooring, white quartz countertops, quartz backsplash, stainless steel appliances, a gas range, pantry and center island with seating. A breakfast room conveniently connects the kitchen to the spacious family room, where hardwood floors and generous space create the perfect setting for your gatherings. A powder room and dedicated laundry room complete the main level. Upstairs, you'll find 4 spacious bedrooms and 2 full bathrooms. The primary suite features an ensuite bath with two separate vanities, a shower stall, a soaking tub and two walk-in closets. Bedrooms 2-4 offer generous space and double door closets. Luxury vinyl plank flooring was installed throughout the upper level in 2023. The walkup lower level is partially finished with painted and finished drywall, electrical outlets, temperature controlled, ceiling lights and a gas fireplace. The opportunity to completely finish the lower level is already on its way for a recreation room, fitness room, home office or whatever your needs may be. Rough-in plumbing is in place for added convenience and potential. One of the home's standout features is the separate, one-level ADU, ideal for a family member, au pair, guests, home office or multigenerational living. The ADU offers 2 separate entrances, one being handicap-accessible through the attached garage. The design of the ADU features larger doorways and interior clearances to accommodate a wheelchair. The living room features impressive 14-foot vaulted ceilings and luxury vinyl plank flooring. The ADU kitchen includes quartz countertops, tiled backsplash, stainless steel refrigerator, island with storage and a walk-in pantry. The full bathroom features a tiled shower with bench and a laundry room for convenience. The ADU is independently equipped with its own electric heat pump, water heater and full-length concrete crawl space. Outside, the 1.38-acre setting provides an incredible array of amenities. Enjoy the front porch, back deck, in-ground pool, sauna, hot tub, 2-car detached garage/workshop and organic garden. The in-ground fiberglass pool spans 16'x40' and is equipped with a electric heater and chiller (enjoy the season longer!) and the deep end reaches 8.5 feet. The rear yard is fully fenced with classic white split-rail fencing, creating a wonderful and safe space for your outdoor enjoyment. The main home also offers a 2-car attached garage and a welcoming front porch spanning the front of the home. Howard County Public School System! Recent improvements and updates include: 2026 – Dishwasher, 2026 – Microwave, 2026 – Kitchen Countertops, 2026 – Kitchen Backsplash, 2026 – Roof (All), 2026 – Updated Primary Bathroom, 2025 – HVAC (Main Level), 2025 – Pool (16'x40' Inground Fiberglass W/ Heater & Chiller), 2025 – Electric 6 Person Outdoor Sauna, 2025 – Hot Tub, 2025 – Gas Range, 2023 – Hardwood Floor (Main Level), 2023 – Luxury Vinyl Plank Floors (Upper Level), 2018 – HVAC (Upper Level), 2017 – Septic Tank, 2017 – Water Heater and 2017 – ADU. With its spacious Colonial layout, extensive updates, exceptional ADU and impressive outdoor amenities, 14788 Carriage Mill Road offers a rare opportunity you don't want to miss! Book your showing today!

14788 Carriage Mill Rd, Woodbine

$889,000
5 Beds 4 Baths MDCR2037682 MLS
Welcome to 608 Hoods Mill Road in beautiful Woodbine, Maryland—where privacy, space, comfort, and convenience come together on approximately 2 picturesque acres. Set well back from the road at the end of a long private driveway, this impressive brick-front home offers over 3,200 square feet of living space, 4 to 5 bedrooms, and 3.5 bathrooms, all surrounded by expansive open lawn and peaceful natural surroundings. Step through the new front entry door into a dramatic two-story foyer and an inviting open floor plan designed for both comfortable everyday living and entertaining. Beautiful custom hardwood flooring adds warmth, character, and craftsmanship throughout the home. At the heart of the home is a spacious kitchen featuring granite countertops and stainless steel appliances, opening naturally to the surrounding living areas. The home offers multiple gathering spaces, including a welcoming family room highlighted by a stunning two-story custom-framed fireplace that creates a dramatic focal point and adds warmth and character to the space. Just beyond the family room is a wonderful sunroom, providing an additional light-filled space to relax, entertain, enjoy your morning coffee, or simply take in the peaceful views of the surrounding property. A second family room provides even more space for gatherings, recreation, or everyday living. With 4 to 5 bedrooms, the flexible floor plan provides options for a home office, guest room, hobby room or additional bedroom. A semi-finished basement offers even more possibilities for a recreation room, home gym, workshop, entertainment area, or additional finished living space. Outside, the setting is truly special. Approximately 2 private acres and expansive open lawn provide plenty of room for outdoor activities, gardening, pets, entertaining, or simply enjoying the peace and quiet of country living. A backyard patio extends the living space outdoors and creates a wonderful setting for cookouts, gatherings, or relaxing at the end of the day. An attached two-car garage and long private driveway provide plenty of parking and convenience. Adding even more value and peace of mind are several significant recent improvements, including a brand-new roof, new HVAC system, and new front entry door—all less than one year old. Best of all, this peaceful and private setting is conveniently located approximately 3 miles from Interstate 70, providing easy access toward Frederick, Baltimore, and surrounding areas. The property is also located within the highly regarded Carroll County Public Schools system. 608 Hoods Mill Road offers a combination that's increasingly difficult to find—over 3,200 square feet of living space, 4 to 5 bedrooms, 3.5 bathrooms, approximately 2 private acres, expansive open lawn, an open floor plan, custom hardwood flooring, granite countertops, stainless steel appliances, multiple family rooms, a dramatic two-story custom-framed fireplace, sunroom, semi-finished basement, two-car garage, major recent upgrades, and convenient access to I-70.Come experience the privacy, space, and lifestyle this beautiful Woodbine property has to offer. This is more than a house—it's a place you'll be proud to call home.

608 Hoods Mill Rd, Woodbine

$1,450,000
5 Beds 5 Baths MDHW2073646 MLS
Set on a private 1.1 acre lot in the sought-after Belle Haven Estates community, this meticulously maintained Colonial invites you into a lifestyle of space, comfort, and effortless elegance. Offering 4,578 square feet above grade plus an additional 800 finished square feet on the lower level — 5,378 total finished square feet — this is a home built for both grand entertaining and quiet everyday living. A covered front porch overlooks the beautifully landscaped yard, setting a warm and welcoming tone before you even step inside. Enter through a dramatic two-story foyer that immediately signals the caliber of the home to come, with an upper-level hallway overlooking both the foyer and the family room below, filling the heart of the home with light and a sense of openness at every turn. At the center of it all, the kitchen is designed for both everyday ease and effortless hosting — finished with granite countertops, a tiled backsplash, a gas cooktop, and a double wall oven. The island offers additional seating and becomes a natural gathering place, whether it's a quiet morning coffee or a lively evening with friends. The space flows seamlessly into the breakfast nook and family room, where a fireplace brings warmth and ambiance to every gathering, big or small. Also on the main level, a flexible 5th bedroom with a closet upgrade offers the freedom to shape the space around your life — a spacious home office, a welcoming guest room, or an in-law suite, whichever fits how you live. Upstairs, the primary suite is a private sanctuary designed for rest and renewal, complete with its own sitting area — an ideal escape for morning coffee, quiet reading, or working from home in comfort. The spa-inspired ensuite bathroom offers a corner soaking tub, dual vanity, and a glass-enclosed shower, all complemented by a huge walk-in closet built for a well-curated wardrobe. Three additional bedrooms complete the upper level, offering comfortable, private space for family or guests. Two share an amply sized full bathroom, while the fourth enjoys the luxury of its own private ensuite. Downstairs, the finished lower level extends the home's living space with a family room made for movie nights and relaxed weekends, complete with an electric fireplace and pre-wiring for a full surround sound system and large-screen TV. A full bathroom and a potential 6th bedroom, already fitted with an egress window ladder, add valuable flexibility for guests, multigenerational living, or a private retreat of your own design. Step outside, and the entertaining continues. The stone patio, finished to complement the home's exterior, is anchored by a built-in grille and a dedicated bar area with space for a refrigerator and storage for all your outdoor essentials — an entertainer's dream ready to enjoy the moment you move in. Thoughtful details continue throughout: rich hardwood flooring across most of the main level, plush wall-to-wall carpet in the family room and upper level, and durable LVP flooring on the lower level. An oversized three-car garage offers ample room for vehicles and outdoor gear, while an invisible pet fence means the 1.1-acre grounds are ready for four-legged family members from day one. Major systems have been thoughtfully maintained for lasting peace of mind: a new roof installed in 2025 with a transferable warranty, a new well pump in 2024 with a transferable warranty, and a new main-floor heating system in 2023, also under a transferable warranty. Nestled in Belle Haven Estates, this home offers the rare combination of privacy, space, and convenience — all within reach of Howard County's top-rated schools and commuter routes. Come experience the lifestyle this home was built for. Schedule your private tour today.

2807 Bridalwreath, Woodbine

$1,225,000
5 Beds 5 Baths MDCR2037366 MLS
Welcome to 1650 Village Green Dr., an extraordinary 4.5-acre private estate, with over 5,000 finished sq. ft, in the desirable Woodbine neighborhood of Village Green, offering an exceptional blend of space, luxury, privacy, outdoor living, & modern self-sufficient living. Set at the end of a peaceful dead-end neighborhood, this remarkable property provides a true rural lifestyle while remaining convenient to major commuter routes, shopping, dining and everyday amenities. The private driveway is set back behind a beautiful wooded divide, opening up to the expansive, picturesque view of rolling hills and sweeping green vistas. Stepping inside the front door into the grand two -story foyer, the scale and elegance of this stately brick front Colonial are immediately apparent. Through the entrance foyer you're ushered into a thoughtfully designed main level filled with natural light, all newly refinished hardwood flooring throughout main level, oversized windows, & generous living spaces. The 1st floor features a formal living room, private office/library, elegant dining room with tray ceiling, crown and chair moldings. The expansive gourmet chef’s kitchen features a large center island, granite countertops, five burner gas oven range, an additional oven, making food prep more efficient, glass-front cabinetry, stainless steel appliances, pantry, pendant lighting, glass tile backsplashes & a dedicated coffee bar. The kitchen flows seamlessly into the family room boasting a cozy propane fireplace, at its center, for warming up to cozy nights w/family or guests & brand new carpeting, while the bright sun drenched breakfast room w/a high cathedral ceiling offers direct access to the rear patio and pool access. The attached three-car side loading garage provides convenient access to the kitchen/family room area with an entry landing. Upstairs 4 spacious bedrooms and three full bathrooms are arranged around a dramatic wraparound hallway overlooking the foyer. The luxurious primary suite features a tray ceiling, oversized windows, a versatile sitting room or private office, and a generous walk-in closet. The recently renovated primary bathroom offers custom dual vanities, an oversized tiled walk-in shower with seamless glass doors and windows, a built-in jetted, soaking tub surrounded by floor-to-ceiling tile, LED pendant lights, luxury finishes, and a private water closet. A second large guest bedroom includes a private en-suite bath with a stall shower. The third and fourth bedrooms share a hall full bathroom with a tub/shower and double vanity and dedicated laundry area for everyday convenience. The lower level provides incredible flexibility with three additional finished rooms, including the fifth bedroom with a recently installed, custom full bathroom with tiled walk-in shower and closets, ideal for multigenerational living, au pair or in law suite. Use the other finished rooms for recreation, guests, hobbies, fitness, additional home office, media room, etc., & the abundant unfinished areas await your creative design ideas. A wood burning stove provides heat to the lower level and main level. Outside, the recently installed L-shaped custom saltwater pool creates a private oasis with a sun deck, expansive patio, waterfalls, and fountain features. The 4.5 acres offer extensive yard space, peach, grape, blackberry & Apple trees and beautiful views, remarkable privacy, and room for a more self-sufficient lifestyle. Multiple chicken coops and a livestock pen are already in place with ample room for pigs, or other livestock. Fifty professionally installed, solar photovoltaic panels and a battery storage system provides 100% self-power and meaningful off-grid living capability. Meticulously maintained and thoughtfully designed, this gorgeous property combines peaceful rural living with modern luxury, exceptional indoor and outdoor amenities, privacy, acreage, and energy independence—all in a highly desirable Woodbine location

1650 Village Green Dr, Woodbine

$1,049,000
5 Beds 7 Baths MDHW2069790 MLS
Open House cancelled for 5th -come see us next weekend!Nestled within the prestigious Daisy Hill Estates, this exquisite custom built colonial embodies the pinnacle of fine living. Surrounded by extrodinary equestrian country, this Howard county estate spans an impressive 4,880 square feet utilizing every square inch to perfection. With access to the country's top rated schools, academics and distanced perfectly to all amenities, 2516 Daisy Rd is meticulously crafted, offering a harmonious blend of elegance and modern convenience, set against a backdrop of lush landscaping and serene wooded views on a sprawling 2.99-acre lot. Step inside to this well thought out floor plan to discover a grand foyer adorned with crown moldings and rich hardwood flooring that flows seamlessly throughout the main level. You will also find a main level bedroom suite with its own ensuite (as every bedroom in the home has) The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, featuring soaring cathedral ceilings, stone countertops, a spacious breakfast area, and a suite of high-end appliances, including a double wall oven and a down-draft cooktop. Right off the kitchen is the large walk in pantry room. The formal dining area, accentuated by chair railings, sets the stage for elegant dinner parties, while the expansive living spaces are bathed in natural light from double-pane insulated windows. The thoughtful floor plan includes five generously sized bedrooms, each designed with comfort in mind, and five luxurious full bathrooms, ensuring ample space for relaxation and privacy. Retreat to the primary suite, a sanctuary of tranquility featuring a spa-like en-suite bath, complete with dual vanities and exquisite finishes. Additional highlights include a fully finished basement with a walkout entrance bedroom suite and ensuite, providing versatile space for recreation or relaxation or perfect in-law or nanny suite. A dedicated laundry area conveniently located on the upper floor- although there are laundry hookups on every level to include the large mudroom and the lover level. The exterior of the property is equally impressive, showcasing extensive hardscaping that enhances the outdoor living experience. Enjoy al fresco dining on the expansive deck or unwind on the charming porch, all while surrounded by Howard county's serene countryside that offers both beauty and privacy, yet moments from major travel arteries. The property also features a three-car attached garage with a front entry, TESLA car hook up and ample storage. This home is equipped with modern security features, including a comprehensive security system and smoke detectors, providing peace of mind. With no pool to maintain, you can focus on enjoying the serene surroundings and the exclusive lifestyle that Daisy Hill Estates offers. Experience the perfect blend of luxury, comfort, sophistication and a robust community in this remarkable residence, where every detail has been thoughtfully curated to elevate your lifestyle. * Look for the specification list in which the construction materials and features are listed *

2516 Daisy Rd, Woodbine

$1,290,000
5 Beds 5 Baths MDHW2070068 MLS
Welcome to this exceptional brick-front estate nestled on a private one-acre homesite in one of Howard County's most sought-after communities. Backing to mature trees, this beautifully maintained residence offers a thoughtfully designed floor plan that effortlessly balances elegance, comfort, and functionality. A dramatic two-story foyer with an impressive oak and wrought iron staircase sets the tone, welcoming you into a home filled with rich hardwood flooring, soaring ceilings, abundant natural light, and timeless architectural details. At the heart of the home, the gourmet kitchen is designed for both everyday living and entertaining, featuring cherry cabinetry, granite countertops, updated stainless steel appliances, gas cooking, a large center island, and a spacious breakfast area that flows seamlessly into the sunroom overlooking the picturesque backyard. The adjacent two-story family room is equally impressive, highlighted by a gas fireplace and dramatic walls of windows that frame the surrounding landscape and flood the space with natural light. Perfectly positioned between the kitchen and formal dining room, a well-appointed butler's pantry with a beverage refrigerator enhances both convenience and entertaining. Formal living and dining rooms provide elegant spaces for hosting family and friends, while a main-level bedroom and full bath offer exceptional flexibility for guests, multi-generational living, an au pair suite, or a private home office. Just off the side-entry three-car garage, a custom mudroom with built-in storage creates the perfect everyday drop zone, while the adjacent main-level laundry room adds an extra level of convenience. Upstairs, the owner's retreat lives like a private wing of the home, featuring a spacious primary suite with two oversized walk-in closets, a luxurious spa-inspired bath, and two separate sitting areas that offer endless possibilities for a home office, reading lounge, fitness space, nursery, dressing room, or additional living area. The secondary bedroom layout is equally impressive, with two generously sized bedrooms connected by a beautifully designed Jack-and-Jill bath, while a third bedroom enjoys the privacy of its own ensuite bath, creating the perfect princess suite or guest retreat. The fully finished walkout lower level continues to impress with a spacious recreation area, wet bar, additional bedroom and full bath, and a large flex room perfectly suited for a theater room, fitness studio, home office, hobby space, or playroom. Exterior walkout stairs provide convenient access to the backyard and seamlessly connect the lower level to the home's outdoor living spaces. Step outside and discover your own private retreat, where extensive landscaping, elegant hardscaping, bluestone patios, composite decking, and a stunning screened gazebo create an outdoor setting that is every bit as impressive as the interior. Whether enjoying a quiet morning coffee, hosting gatherings with family and friends, or simply unwinding after a long day, the outdoor spaces offer exceptional privacy and tranquility. Lovingly maintained and thoughtfully updated throughout the years, the home reflects true pride of ownership. Recent investments include major system updates and improvements, including new HVAC (2018), new carpet (2019), new roof (2022), new water softener/neutralizer/sediment filter (2022), new water pressure tank (2024), new hot water heater (2025), and updated stainless steel appliances. These enhancements, combined with numerous other upgrades throughout the home, provide peace of mind and allow the next owners to move in with confidence. Ideally located near Clarksville, Columbia, Ellicott City, Frederick, shopping, dining, parks, recreation, and major commuter routes, this remarkable property offers the rare combination of luxury, privacy, convenience, and flexibility that today's discerning buyers seek.

16917 Old Sawmill 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

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