Port Tobacco Real Estate

Port Tobacco Real Estate

Welcome to Port Tobacco, Maryland—a hidden gem nestled in the heart of Charles County. This quaint town is steeped in rich history and offers a unique blend of serene rural charm and vibrant community spirit. Established in the 17th century, Port Tobacco was once a bustling port and the county seat, and remnants of its storied past can still be felt in the charming architecture and picturesque landscapes that adorn the area.

One of the standout features of Port Tobacco is its close-knit community, where neighbors become friends and local events create lasting memories. The town hosts various seasonal festivities, from farmers' markets to holiday celebrations, ensuring there’s always something happening to bring residents together. Nature enthusiasts will appreciate the lush greenery and scenic views that make up the surrounding countryside, perfect for hiking, biking, or simply enjoying a peaceful afternoon outdoors.

Port Tobacco is also conveniently located, providing easy access to nearby metropolitan areas while maintaining its tranquil atmosphere. This makes it an ideal spot for those seeking a quiet retreat without sacrificing the conveniences of modern living. Explore local shops, dine at cozy eateries, and immerse yourself in the vibrant culture that makes Port Tobacco a delightful place to call home.

Whether you're considering a move or simply looking for a weekend escape, Port Tobacco promises an enchanting experience filled with history, community, and natural beauty. Discover the charm of this remarkable town and see why so many are drawn to its welcoming embrace.

Newest Listings in Port Tobacco

$999,999
8 Beds ⋅ 8 Baths ⋅ MDCH2057558 MLS
Set on approximately five private acres overlooking the Port Tobacco and Potomac Rivers, 7635 Carley Dr presents a rare estate-style retreat where panoramic water views, resort-inspired amenities, and exceptional flexibility come together in one unforgettable setting. Designed for those seeking a peaceful escape without sacrificing access to the Washington metro region, this extraordinary property offers 8 bedrooms, 5 full baths, and 3 half baths across a thoughtfully arranged compound ideal for multigenerational living, extended guest stays, executive retreat potential, or creating a legacy property designed for gathering. The main residence welcomes with expansive entertaining spaces and updated conveniences, including a new double oven and refrigerator, creating a functional backdrop for both daily life and large-scale hosting. The upper level extends the experience with generously sized bedroom retreats, including a private balcony positioned to capture tranquil river views and unforgettable sunrise moments. Additional living spaces throughout the estate create endless possibilities for guests, work-from-home flexibility, wellness spaces, or future lifestyle customization. A detached apartment has been refreshed with new flooring, carpet, lighting, kitchen sink, and island updates, adding stylish and versatile accommodations. The setting feels worlds away with an indoor pool enhanced by a new variable-speed pump and heater, a pool house featuring entertaining areas and sauna amenities, a historic tobacco barn with event or creative retreat potential, and extensive garage capacity that opens the door for car enthusiasts, boat storage, hobby collections, or workshop use. Located in historic Port Tobacco, residents enjoy proximity to local destinations including scenic trails and waterfront recreation at Chapel Point State Park and nearby outdoor escapes at Gilbert Run Park. History enthusiasts can explore Port Tobacco Courthouse and area museums, while shopping, dining, and entertainment options are easily accessible in nearby La Plata and Waldorf. Commuters benefit from convenient access to Route 6, Route 301, and Indian Head Highway for connections toward major employment hubs including Washington, DC, Joint Base Andrews, and Southern Maryland's growing defense and technology corridors. Whether envisioned as a full-time residence, private weekend escape, or extraordinary lifestyle destination, this is a property designed to make every arrival feel like the beginning of a getaway. Tobacco barn is strictly AS-IS, and there is a small crack in the a glass ceiling pane of the pool house that does not leak, but it will not be replaced. ***Please note that annual real estate taxes are estimated based on Port Tobacco tax rates, current owner has a 100% exemption and only pays real estate taxes on the guest house*** Mortgage savings may be available for buyers of this listing.

7635 Carley Dr, Port Tobacco
$535,000
4 Beds ⋅ 3 Baths ⋅ MDCH2057286 MLS
Experience Southern Maryland waterfront living at its finest. This uniquely inviting, superbly maintained home sits on .84 private acreage bordering on 200 feet of navigable Port Tobacco River frontage. Owned throughout its history by one family, this well cared for and stately, all-brick, 2,442 square foot Home features 4 bedrooms, 2.5 fully renovated bathrooms, formal dining room, separate living room and sun-filled family room w/ fireplace located just off the modern kitchen w/ granite counters, high-end cabinetry and breakfast-for-two seating with your own exclusive view of the river. Additional features include hardwood floors throughout the majority of the home with ceramic tile and newly installed LVP making up the rest. The primary bedroom boasts a spacious walk-in closet and direct access to private deck overlooking the backyard and its festive 16’ octagonal gazebo, fire pit, mature trees, Of particular significance is the Home’s ultra efficient, energy-independent profile. Thanks to the 15.91 kW Solar System (OWNED) and integrated energy-saving features, including but not limited to a high efficiency HVAC system and tankless/on-demand water heater (both electric), the cost for electricity is consistently ZERO DOLLARS (potentially income producing). Furthermore, the home has been upgraded to a 350-amp electrical service, perfect for EV charging, a hot tub, fully-equipped work shop and more. Additional items of interest include two 14-ft tandem kayaks with built-in storage racks, front porch chair swings,, active chicken coop , private parking for 10+ vehicles, full-sized freezer, 12' x 28' workshop/storage building, separate 4' x 8' shed, rain water collection barrels, shaded riverside pergola and so much more. Well-priced and move-in ready. Hope to see you soon.

7349 Mary Dr, Port Tobacco
$799,999
5 Beds ⋅ 6 Baths ⋅ MDCH2056602 MLS
7980 Norwich Court, Port Tobacco, MD Nestled on 3.8 private wooded acres in the sought-after Port Tobacco area, this exceptional custom residence offers over 5,200 finished square feet, 5 bedrooms, 5 full bathrooms, and 1 half bath, blending timeless architecture, multigenerational flexibility, and luxury living in a serene natural setting. From the moment you arrive, the expansive homesite, mature trees, and stately brick front elevation create an impressive first impression. Inside, a dramatic dual-access waterfall staircase anchors the grand foyer and connects seamlessly to both the formal living spaces and the heart of the home. Rich hardwood flooring, crown molding, chair rail detailing, soaring ceilings, and oversized windows create a warm yet elegant atmosphere throughout. Designed for both everyday living and entertaining, the main level features a spacious living room, formal dining room, private home office, and a stunning great room with wooded views, highlighted by a floor-to-ceiling stone gas fireplace and abundant natural light. The adjoining morning room offers skylights, panoramic views of the surrounding landscape, and a secondary sink and prep area perfect for hosting gatherings and holiday celebrations. A rare and highly desirable feature, the main-level primary suite provides convenience and privacy with an en suite bath and walk-in closet, making this home ideal for multigenerational living, aging-in-place, or accommodating long-term guests. Upstairs, discover a spectacular owner's retreat designed as a private sanctuary. This luxurious primary suite features a tray ceiling, ceiling fan, hardwood flooring, and a cozy gas fireplace with custom TV inset. Double doors lead to the spa-inspired en suite bathroom complete with an oversized walk-in shower, relaxing soaking tub, separate dual vanities, private water closet, and tranquil wooded views. The suite also boasts an impressive 10+ foot walk-in closet and a private sitting room featuring built-in shelving, sink, beverage cooler, and flexible space ideal for a dressing lounge, reading room, wellness retreat, or executive workspace. The upper level also includes a spacious secondary suite perfect for a prince or princess retreat, complete with its own en suite bathroom, step-in closet, and peaceful wooded views, providing privacy and comfort for family members or guests. Bedrooms three and four are thoughtfully designed with a shared Jack-and-Jill bathroom, creating an ideal layout for siblings or overnight guests. Hardwood flooring extends throughout the upper-level hallway, which also features a double-door linen closet and an additional oversized storage closet that offers excellent space for seasonal décor, luggage, household storage, or the potential conversion to an upper-level laundry area. Combining luxury, functionality, and flexibility, the upper level offers accommodations for a variety of lifestyles, including multigenerational living, extended guest stays, work-from-home needs, and growing households. The finished lower level provides additional living and entertaining space, offering flexibility for recreation, media, fitness, hobbies, or extended-stay guests. Outside, the nearly four-acre homesite offers endless opportunities for outdoor enjoyment, future enhancements, gardening, recreation, or simply enjoying the tranquility and privacy of Southern Maryland living. Located just minutes from shopping, dining, commuter routes, military installations, and the waterfront charm of historic Port Tobacco, this extraordinary property delivers the perfect balance of luxury, privacy, convenience, and space. Property Highlights: * 5 Bedrooms | 5 Full Baths | 1 Half Bath * Over 5,200 Finished Square Feet * 3.8 Private Wooded Acres * Main-Level Primary Suite * Additional Upper-Level Luxury Primary Retreat * Home Office * Formal Living & Dining Rooms * Crown Molding & Chair Rail Details * Dual-Access Waterfall Staircase * Great Room with Stone Gas Fi

7980 Norwich Ct, Port Tobacco
$298,000
MDCH2056748 MLS
This 15.09+/- residential zoned parcel has 4 approved perc sites and 2 potential lots. The rolling terrain and open space create an ideal setting for custom homes, or long-term land investment. Conveniently located with easy access to major roadways, shopping, dining, and local amenities, this property combines the tranquility of a rural setting with the convenience of nearby services. Whether you're a builder, developer, investor, or future homeowner, this 15.09-acre parcel presents a rare opportunity to secure a versatile piece of land with outstanding potential.

Locust Grove Dr, Port Tobacco
$250,000
MDCH2056560 MLS
Unrivaled privacy meets exceptional strategic value with this premier 10.6-acre wooded tract in historic Port Tobacco. This expansive acreage is zoned Rural Conservation (RC), making it a ideal canvas for buyers envisioning a private custom estate, a secluded compound, or a long-term land investment footprint in Charles County. An additional adjoining 3 acres is available for purchase (MLS: MDCH2056558). A standout feature of this property is its verified building potential. In 2018, three percs were officially recorded, providing essential peace of mind and significantly accelerating the timeline for your custom construction plans. A portion of this land is currently protected under a permanent Forest Conservation Easement. Far from a limitation, this easement provides immediate and lasting advantages to the future property owner. It guarantees that a significant section of your land will remain a beautifully preserved, mature wooded sanctuary, establishing a permanent natural privacy buffer that can never be cleared by future neighbors. This environmental protection also ensures an abundance of local wildlife, preserves pristine air and water quality, and shields the property from local soil erosion. Furthermore, land encumbered by a conservation easement qualifies for favorable local tax assessments, lowering your ongoing holding costs while maintaining a peaceful, deep-green canopy backdrop for your new home. While the property delivers a profound sense of absolute wilderness and quiet isolation, it keeps you closely tied to major regional hubs and commuter infrastructure. The property is situated just about 7 miles from the bustling commercial and shopping corridors of Crain Highway (MD-301) in La Plata, and approximately 10 miles from Indian Head Highway (MD-210), providing a straightforward, reliable commute directly into the Washington D.C. metropolitan area, local military installations, and regional employment centers. Whether you are a custom home builder looking for a high-end lot with established utility potential, or an individual searching for a quiet acreage sanctuary to secure your family legacy, 8710 Poorhouse Road delivers space, natural beauty, and a highly accessible location. Complete perc mapping and detailed easement boundary documentation are available under the listing documents. Bring your builder, bring your blueprints, and explore the immense development flexibility of this premier Charles County land asset today!

8710 Poorhouse Rd, Port Tobacco
$175,000
MDCH2056558 MLS
A rare blend of absolute rural seclusion and verified potential, this 3 acre wooded parcel in historic Port Tobacco offers an incredible canvas for your dream or strategic land investment. Zoned AC (Agricultural Conservation), this beautiful acreage is tailored for those seeking a peaceful, private sanctuary sitting on high wrapped in Southern Maryland’s deep natural beauty. A massive advantage for any buyer is the property's extensive, proven utility infrastructure. The land features an impressive six (6) percs, recorded in 2018, completely mapping out your future building footprint and providing total peace of mind before you even break ground. For detailed visual layouts of the property lines and soil sites, please reference the "Perc Map.pdf" file included in the listing documents. Adding immense value and privacy, this 3 acre parcel directly adjoins 8710 Poorhouse Road (MLS: MDCH2056560), a premier 10.6 acre listing with a Forest Conservation Easement. This proximity ensures your estate will be flanked by a mature wooded buffer with a feeling of a quiet tranquility, local wildlife views, and scenic natural screening. While the property feels like a deep wilderness escape, it maintains exceptional commuter and urban access. You are located just about 7 miles from the extensive shopping, dining, and commercial conveniences of Crain Highway (MD-301) in La Plata, and approximately 10 miles from Indian Head Highway (MD-210). This strategic placement delivers a smooth, direct commute into the Washington D.C. metro area and regional employment hubs while letting you return home to total peace. Bring your custom blueprints and your preferred builder to explore this ready-to-build Charles County gem today!

Poorhouse Rd, Port Tobacco
$774,900
6 Beds ⋅ 5 Baths ⋅ MDCH2056184 MLS
**Rare opportunity! Existing loan is assumable at an incredible 2.75% interest rate for qualified buyers. Buyer must meet lender qualifications and assumption requirements.** !!Price Improvement to $774,900!!! Nestled in the desirable Longmeade neighborhood, this stunning 6-bedroom, 4.5-bath home spans 3 finished levels of over 5500 square feet on a private 2.33-acre lot has just improved their price. The main level features an open floor plan with hardwood floors, a gourmet kitchen with granite countertops and stainless-steel appliances, a family room, sunroom, formal dining, library, and office space. Upstairs, you'll find 5 bedrooms, 3 updated bathrooms, and a versatile open space. The fully finished lower level includes a 6th bedroom, kitchenette, full bath, and entertainment area with a walkout to the yard. The beautifully landscaped lot boasts a koi pond, fenced garden, composite deck, and a 3-car garage with ample driveway space. New HV in January of 2023, New AC and Water Heater in July 2024, New Skylights in November of 2023, New Washer and Dryer in 2024, and New Dishwasher, Double Oven, and Cooktop in April of 2025. Conveniently located near shopping, dining, schools, and major highways for easy commuting. Don’t miss out on this beauty!

8085 Norwich Ct, Port Tobacco
$985,000
5 Beds ⋅ 6 Baths ⋅ MDCH2055860 MLS
Nestled on a quiet cul-de-sac in a private, picturesque setting, this impressive Colonial-inspired estate offers timeless grandeur, exceptional craftsmanship, and over 7,200 square feet of elegant living space designed for both entertaining and everyday comfort. A stately presence and grand entrance welcome you into a home filled with architectural details rarely found today. Ten-foot ceilings, extensive crown molding, chair rail, wainscoting, custom built-ins, and exquisite woodwork create warmth, character, and sophistication throughout. Designed for hosting on any scale, the formal living room and formal dining room each feature a working fireplace with custom mantels. The dining room is complemented by a true butler's pantry with floor-to-ceiling shelving nearly 10 feet high, creating a seamless connection to the beautifully updated kitchen. Home chefs will appreciate the expansive workspace, granite countertops, double ovens, abundant cabinetry, and effortless flow into the spacious family room with a gas fireplace and extensive built-in bookcases. Just off the family room is a private office, while a substantial addition offers incredible flexibility. Previously used as a successful home business, this space includes a full bath and office area and could easily serve as a main-level primary suite, guest quarters, or multi-generational living space. The second level is highlighted by an exceptional primary suite featuring its own wood-burning fireplace and an extraordinary walk-in closet with a footprint comparable to the three-car garage below. The spa-inspired en-suite bath offers a soaking tub, separate shower, dual vanities, and access to an adjoining room currently used as a dressing room, but equally suited as a private study, nursery, or additional bedroom. Two additional spacious bedrooms with custom built-ins share a well-appointed full bath, completing this thoughtfully designed level. The third floor provides even more living space with two additional bedrooms, individual mini-split HVAC systems for comfort and efficiency, and a shared full bath. The fully finished lower level is ideal for entertaining, extended family, an au pair suite, or in-law apartment. Complete with a full kitchen, recreation room, full bath, den or sleeping area, exercise room, and generous storage, the space opens directly to a large screened porch overlooking the gardens and outdoor entertaining areas. With four working fireplaces, a three-car garage, an extended driveway with ample parking, and endless possibilities for home business, multi-generational living, or gracious entertaining, this remarkable estate offers a rare combination of elegance, functionality, and enduring charm. Located in Northern Charles County, just minutes from major commuter routes to Washington DC.

9015 Katie Ct, Port Tobacco
$650,000
4 Beds ⋅ 3 Baths ⋅ MDCH2055836 MLS
MULTIPLE OFFERS...BEST & FINAL DUE MON 7/13 @ 10AM. Nestled on 10 beautiful acres, this spacious home offers the perfect blend of comfort, functionality, and country living. Featuring 4 bedrooms including a primary bedroom on the main level, this home provides a flexible floor plan to fit a variety of lifestyles. The kitchen is the heart of the main level, with updated counters, cabinets, appliances. Upstairs you'll find 3 decent size bedrooms, a full bath, a well thought out laundry room/half bath, and stairs to the attic for easier access. The slider off kitchen takes you to the back deck, overlooking a well-manicured backyard ideal for anything….gardening, animals, gatherings, and so much more! Enjoy evenings relaxing on the front porch, or the back deck, soaking in the outdoors around you. Outdoor enthusiasts, hobby farmers, and those in need of storage will appreciate the barn with overhang & loft/storage, large shed, and attached 2-car garage. With plenty of open space, the future possibilities are endless. This property offers the privacy and freedom you've been searching for while still being convenient to everyday amenities. Roof replaced June 2026.

8200 Clamber Hill Pl, Port Tobacco
$924,900
3 Beds ⋅ 4 Baths ⋅ MDCH2053850 MLS
Set on just over 11 private acres in Port Tobacco, Maryland, this custom-built rambler offers the ease of single-level living paired with thoughtful design and quality craftsmanship and luxuries throughout. Built just six years ago and topped with a 50-year metal roof, the home is designed for both comfort and longevity. Inside, the open-concept layout seamlessly connects the foyer, living, dining, and kitchen areas, creating a bright and welcoming central space. The living room features a gas fireplace with mantle and opens to a rear porch and patio, an easy and welcomed extension for outdoor living. The kitchen is well-appointed with custom cabinetry, granite countertops, stainless steel appliances including a gas range and oven, dual wall ovens with air fry, convection, and microwave capabilities, dishwasher and a French door refrigerator with a built-in Keurig brewing system. A standout feature of the home is its three primary bedroom suites, each offering privacy and flexibility. The first overlooks the front grounds with a full bath. The second and third suites enjoy views of the rear property and direct access to the rear porch and patio. One includes a separate soaking tub and walk-in shower, while the other is more spa-like in design, with dual vanities, a freestanding soaking tub, an oversized custom shower with body jets, and an expansive walk-in closet and dressing area. Additional spaces include a laundry room, half bath, and mudroom just off the garage entry. The home offers 40" wide hallways, 36"+ doorways and door lever handles. The home is equipped with Pella crank-out casement windows, remote shades, and a conditioned three-car side-load garage. Even the crawl space is climate-controlled, reflecting the attention to detail throughout. For added peace of mind, a 22kW Generac standby generator is in place for any power emergencies, along with an invisible pet fence surrounding the home. The property also features a substantial 60’ x 60’ metal outbuilding with power and two 12’ x 14’ front doors, as well as a separate 12’ x 20’ storage shed. Conveniently located near the Port Tobacco Marina and the many amenities of the surrounding area, this property offers a rare combination of prime location, space, privacy, and modern comfort.

8540 Port Tobacco Rd, Port Tobacco
$817,000
5 Beds ⋅ 4 Baths ⋅ MDCH2053560 MLS
Come view it person this weekend. Doors open on Saturday 08/01 from 1:30 pm to 3:30pm and Sunday 08/02 from 2:30 pm to 4:30 pm Nestled in the sought-after Waveland community, this exquisite Colonial offers an exceptional blend of luxury, comfort, and serene natural surroundings. With approximately 3,469 square feet of living space, the home features five spacious bedrooms and four beautifully appointed bathrooms, providing ample room for everyday living and entertaining. Inside, an inviting open floor plan is enhanced by elegant crown molding, chair rail detailing, and custom built-ins. The gourmet kitchen is designed for both style and functionality, featuring upgraded countertops, a wall oven, cooktop, refrigerator, and abundant workspace. The welcoming living area is centered around a glass-doored fireplace, creating the perfect setting for relaxing evenings at home. The expansive primary suite serves as a private retreat, complete with a luxurious bathroom featuring a whirlpool tub. Step outside to the spacious patio, ideal for entertaining, outdoor dining, or enjoying peaceful evenings beneath the stars. Situated on a beautifully landscaped 2.58-acre lot, the property offers picturesque views of the Port Tobacco River, located just a short stroll away. Sidewalks and streetlights enhance the community setting, while both attached and detached garages provide generous parking, storage, and workspace. The property also features a unique gravity-fed drainage system. Backup pumps have been installed as an additional precaution; according to the seller, they have never needed to operate because the water level has not risen high enough to activate them. This remarkable home offers more than just a place to live—it provides an elegant and comfortable lifestyle near navigable waters, where every day can feel like a private getaway.

8530 Colleen Dr, Port Tobacco
$619,900
4 Beds ⋅ 3 Baths ⋅ MDCH2053352 MLS
Don't miss your chance to own this wonderful home, priced extremely well and ready for you! Discover the perfect blend of space and privacy in this stately, 4,000+ sqft. Colonial, situated on a sprawling 1.97-acre lot. A classic brick walkway leads you past the manicured lawn to a welcoming covered front porch. Inside, the main level impresses with gleaming hardwoods throughout the formal living and dining rooms. The heart of the home is the bright, airy kitchen, finished with tile flooring, ample cabinetry, and a built-in peninsula offering bar stool seating. Just off the kitchen, a versatile bonus room serves as a dedicated home office or an expansive walk-in pantry. Relax in the spacious, carpeted gathering room with fireplace or step outside to the private rear patio, perfect for quiet mornings or summer entertaining overlooking your vast backyard. Upstairs, the primary suite is a true sanctuary, boasting vaulted ceilings, a spa-like bath, and three large walk-in closets. To complete the upper level, a hall bathroom with tub/shower combo plus a dual sink vanity and three additional decent sized bedrooms with nice closet space. The unfinished basement offers endless potential for future equity, already roughed in for a full bath. With a two-car garage and an unbeatable location easily within commuting distance to DC/Northern Virginia. This home feels tucked away yet remains a short drive from major shopping and dining.

6545 Chelsea Way, Port Tobacco
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