5 Bedroom Homes for Sale in Woodbine, MD

5 Beds ⋅ 4 Baths ⋅ MDHW2075160 MLS

Extraordinary home, exceptional 1.1-acre setting, stunning architectural details, and beautifully updated throughout! Welcome to 16920 Old Sawmill Road, a distinctive and impeccably maintained residence offering 5 generously sized bedrooms, 3 full baths, wonderful wooded views, and exceptional indoor and outdoor living spaces in the highly desirable West Woods of Cherry Grove community. Numerous recent improvements include fresh interior paint, new carpeting, stunning refinished hardwood floors, all-new stainless steel kitchen appliances, and extensive landscaping enhancements. This beautiful home is truly move-in ready! From the welcoming brick front porch, step into a dramatic two-story foyer showcasing a magnificent double staircase with rich wood and decorative iron railings. Beautiful architectural appointments include crown, chair and picture-frame moldings, fluted columns, Palladian windows, French doors, soaring vaulted and tray ceilings, and gleaming hardwood floors. Abundant windows allow natural light to spill throughout the home, creating bright, warm, and inviting living spaces. The heart of this extraordinary home is its beautifully appointed kitchen and spectacular two-story family room. The spacious eat-in kitchen features quartz countertops, an impressive 8' x 4' center island with breakfast bar seating, 42" Shaker cabinetry, all-new stainless steel appliances, double wall ovens, a beautiful backsplash, and a convenient butler's pantry. The adjoining two-story family room showcases a magnificent wood-burning fireplace, dramatic upper-level overlook, and expansive windows framing the picturesque wooded setting. A light-filled main-level office with custom built-in bookcases offers an ideal work-from-home retreat. Additional highlights include 9' ceilings, and a generously sized primary suite featuring a nicely appointed ensuite bath with a spacious frameless glass shower enclosure, luxurious soaking tub and double sink with a quartz top, dual walk-in closets and a grand sitting room with built-in bookcases. The exceptional outdoor living spaces are equally impressive! Relax on the large screened-in porch or adjoining deck while enjoying peaceful wooded views and the beauty of the surrounding landscape. The premium 1.1-acre lot features extensive landscaping, attractive hardscaping, mature trees, and a wonderful sense of privacy. A walk-out lower level with patio provides additional opportunities for outdoor enjoyment. Whether entertaining friends, gathering with family, or enjoying a quiet morning, this property offers a truly special setting. Important improvements include a new roof (2022), HVAC system (2019), and brand-new well pump. Additional conveniences include a two-car side-entry garage and an in-ground 750-gallon propane tank. Beautifully updated, meticulously maintained, and thoughtfully designed for comfortable living and memorable entertaining, this exceptional residence combines timeless architectural elegance, generous living spaces, and a picturesque setting. Come experience the beauty and distinction of 16920 Old Sawmill Road and make this extraordinary home your own!

16920 Old Sawmill Rd, Woodbine

$1,150,000

5 Beds ⋅ 4 Baths ⋅ MDHW2070056 MLS

Welcome to 16904 Old Sawmill Road, an exceptional custom rancher nestled on a premium lot in the prestigious Westwoods of Cherry Grove. Thoughtfully designed for elegant entertaining and comfortable main-level living, this distinctive residence combines high ceilings, classic moldings, tray ceilings, and carefully selected finishes with an impressive collection of recent updates. Mature landscaping and wooded views provide a beautiful backdrop for the home’s inviting interiors and extensive outdoor living spaces. A dramatic chandelier welcomes you into the foyer, setting the tone for the refined spaces beyond. The living room features a tray ceiling and opens to a sunroom with direct access to the deck and backyard. Hardwood floors and a Pottery Barn chandelier enhance the formal dining room, while the eat-in kitchen offers sleek stainless steel appliances, Corian countertops, a center island, breakfast bar, walk-in pantry, and a bright breakfast area. Updated appliances include a cooktop and dishwasher replaced in 2022 and a double oven replaced in 2023. Just off the kitchen, the family room is anchored by a propane fireplace with distinctive three-sided brick masonry and offers additional deck access. The primary suite offers a tray ceiling, sitting room, and an updated en-suite bath appointed with a glass-enclosed shower, separate vanities, a private water closet, and Hansgrohe showerhead. A walk-in closet remodeled in 2025 features custom organizers, while new bedroom carpet adds a fresh finishing touch. Two additional bedrooms share a beautifully renovated full bath, remodeled in 2023 with Hansgrohe faucets and a James Martin vanity. An adaptable space that could be a 5th bedroom or private office with French doors, new carpet, and built ins, renovated powder room, mudroom - laundry room with an extra closet and freezer complete the main-level gathering spaces. The laundry room received new flooring and lighting in 2025. The finished lower level extends the home’s versatility with space suited to an optional in-law arrangement. Living and dining areas adjoin a wet bar featuring display cabinetry, undermount lighting, sink, breakfast bar, wine refrigerator, and mini refrigerator. A fourth bedroom, full bath, office area, extensive storage, and a workshop provide room for guests, work, and hobbies, while walkout stairs offer exterior access. A second propane fireplace adds warmth and character to the home. Thoughtful conveniences include a Bose sound system, voice-enabled lighting control in the family room, and a whole house generator serviced in June 2026. Significant updates include new carpet in the living room, family room, den, and primary bedroom in 2026; a lower-level furnace replaced in 2025; water heaters replaced in 2022; and a roof replaced in 2018. Both furnaces were serviced in September 2026. A well water treatment system, sump pump with backup replaced in 2024, and an owned 1,000-gallon buried propane tank further complement the property. Outside, extensive landscaping, mature trees, a generous deck, and multiple patio areas create inviting settings for entertaining and enjoying the garden and wooded views. Front walkway and hardscape improvements completed in 2025 enhance the approach, along with an updated driveway. A three-car side-entry garage with epoxy flooring completes this remarkable custom residence. Some photos have been virtually staged.

16904 Old Sawmill Rd, Woodbine

$1,200,000

5 Beds ⋅ 5 Baths ⋅ MDHW2073954 MLS

FANTASTIC OPPORTUNITY!! Welcome to the Fantastic NV Homes Merrymount Model in Fairlane Farms ** Beautiful 5BD / 4.5BA NV Home with over 5300+ Finished Square Feet on Three Finished Levels ** Sited on a Corner Lot on a Quiet Cul-De-Sac - This Home has an Open/Modern Floorplan with All The Amenities you would Expect in a Newer Western Howard County Community ** The Open Kitchen Concept Overlooks Both Dining & Family Room Areas with is Centered on a Gas Fireplace with Slate Surround ** The Expansive Owner's Suite Includes a Sitting Room Area; Two Walk-In Closets; tray ceiling & a Spa-Inspired Bathroom Layout **. The Finished Walkout Lower Level Includes a Huge Rec Room Area; 5th Bedroom; 4th Full Bath & 9-foot Ceilings ** Additional Amenities Include a Maintenance Free Trex Deck Overlooking Community Open Space along with Smart-Home Features Including Dual-Zone HVAC, Automatic Humidifier; Fire Suppression System; Whole House Well Neutralizer/Condition System; Passive Radon System; Whole-House Ventilation, and a Pre-Wired Security System ** Fantastic Overall Rural Location but with Easy Access to Major Commuter Routes & Shopping Essentials!! A++

1023 Fairlane Rd, Woodbine

$1,025,000

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

$1,399,000

5 Beds ⋅ 5 Baths ⋅ MDHW2073646 MLS

*********PRICE IMPROVEMENT, NOW 1,399,000. SELLER WILLING TO NEGOTIATE A RATE BUYDOWN WITH ACCEPTABLE OFFER************** Space, privacy, and peace of mind on 1.1 acres in sought-after Belle Haven Estates. This meticulously maintained Colonial offers 5,378 finished square feet, five bedrooms plus a lower-level bonus room, an oversized three-car garage, and a stone patio built for entertaining. The big-ticket items are already done: new roof (2025), new well pump (2024), and new main-floor heating system (2023), all with transferable warranties, plus an active radon mitigation system. A covered front porch welcomes you into a dramatic two-story foyer, where an upper-level overlook fills the home with light. The kitchen sits at the center of it all, with granite countertops, a tiled backsplash, a gas cooktop, a double wall oven, and an island with seating. It flows into the breakfast nook and the family room with fireplace. A main-level 5th bedroom with an upgraded closet works as a home office, guest room, or in-law suite. Rich hardwood flooring runs across most of the main level. Upstairs, the primary suite is a true retreat with a private sitting area, a huge walk-in closet, and a spa-inspired bath featuring a corner soaking tub, dual vanity, and glass-enclosed shower. A second bedroom enjoys its own private ensuite, and two more share a generously sized full bath. The finished lower level adds a family room with an electric fireplace, pre-wiring for surround sound and a large-screen TV, rough-in plumbing for a wet bar or kitchenette, a full bath, and a bonus room with an egress window. It’s ideal for guests, multigenerational living, or a private retreat. Outside, the stone patio is anchored by a built-in grill and a bar area with space for a refrigerator and storage. An invisible pet fence means the grounds are ready for four-legged family members from day one. Convenient to Rt. 70 / Rt. 97 / commuter routes. Come see the lifestyle this home was built for. Schedule your private tour today.

2807 Bridalwreath Ct, Woodbine

$1,125,000

5 Beds ⋅ 4 Baths ⋅ MDHW2073354 MLS

A rare opportunity in one of Western Howard County's most desirable settings! Tucked away at the end of a quiet cul-de-sac, this beautifully updated home is situated on a private 1.06-acre homesite backing to woods and open farmland** Offering over 4,200 finished square feet on three levels - this Home features 5 bedrooms, 3.5 baths and an updated open Kitchen adjoining the comfortable Family Room Setting / Formal Living & Dining Room / Main Level Office & Two-Story Entry Foyer ** Step outside to the newer screened porch and deck overlooking the peaceful backyard—the perfect setting for relaxing, entertaining and enjoying the surrounding treed privacy** Upstairs - The spacious primary suite features a beautifully renovated bathroom & new primary custom closet system along with Three Additional Bedrooms ** The Fully Finished walkout lower level adds tremendous flexibility with a large "L" shaped recreation room/ fifth bedroom/ full bathroom and second kitchen - ideal for guests/ extended family/ entertaining or additional living space** Recent Major improvements include a new roof/ updated screened porch and decking areas/ foundation drainage improvements/ flagstone front walkway/ new garage doors/ updated exterior lighting/ additional parking & fresh interior paint** Enjoy the privacy and space of country living while remaining convenient to Western Howard County amenities and commuter routes ** No HOA Fees ** Glenwood Middle and Glenelg High School ** Quick closing available!

3112 Spring House Ct, 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

$1,599,900

5 Beds ⋅ 6 Baths ⋅ MDHW2061530 MLS

Introducing Catonsville Homes in Woodbine! 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 premium vinyl siding. The property also boasts a practical 3-car garage for your convenience. Step inside to discover an inviting open first floor layout. The gourmet kitchen is a culinary enthusiast’s dream, complete with a large island, upgraded countertops, and a walk-in pantry. Start your day in the bright morning room or unwind in the expansive family room, which includes a gas fireplace adorned with a shiplap surround. The main level features a full bath and a separate powder room, adding convenience and versatility to your living space. The mudroom conveniently features built-in cubbies and a handy drop zone. On the second level, you'll find 4 bedrooms and 4 baths, highlighted by a luxurious primary bedroom suite complete with a spa-like bath. The walk-in laundry room adds everyday convenience. This home seamlessly combines modern comfort with timeless elegance, delivering an exceptional living experience in a picturesque setting. Don't miss the chance to make this remarkable home your own!

863 Morgan Station Rd, Woodbine

5 Bedroom Homes for Sale in Woodbine, MD

All 5 Bedroom Homes for Sale in Woodbine, MD

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