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$329,000
3 Beds ⋅ 2 Baths
This charming rambler in Ridge is ready for a new owner. This home features beautiful hardwood floors throughout with a spacious living area and three bedrooms. The living room and dining room are separated by an arched opening that adds character and charm. The kitchen cabinets are freshly painted a soft grey. This home will take you back in time with comfortable and spacious bedrooms and a full renovated bathroom and a half bath. There is a shared well and a shared driveway with the small home in front. The backyard is private and spacious and has an area fenced in for a pet.

13315 Point Lookout Rd, Ridge

Listing courtesy of RE/MAX One. Contact: 4437718009
$529,900
4 Beds ⋅ 3 Baths
Welcome Home to 26251 True Grit Ct, Mechanicsville, MD. This beautifully updated home is move-in ready and shows like new! Step inside to discover a freshly renovated kitchen featuring stunning quartz countertops and durable, stylish luxury vinyl flooring — a perfect blend of elegance and everyday practicality. The main living areas showcase gorgeous refinished hardwood floors, complemented by a fresh coat of paint throughout that gives every room a crisp, clean, and welcoming feel. Practical upgrades add extra peace of mind, including a brand-new hot water heater, so you can settle in without worrying about major repairs. Outside, you'll find a true standout feature: a massive shed workshop, offering incredible space for hobbies, storage, a home business, or a dedicated workshop setup — the possibilities are endless. With its combination of thoughtful updates and functional outdoor space, this Mechanicsville gem is ready to welcome its next owner. Schedule your showing today!

26251 True Grit Ct, Mechanicsville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$275,000
3 Beds ⋅ 2 Baths

45840 N Springsteen Ct, California

Listing courtesy of RE/MAX Realty Group. Contact:

$25,000
Bring your vision to life with this great opportunity to build and create a space that fits your needs. Approved perc adds value and convenience for future development. This property offers flexibility and potential for a variety of possibilities. Don’t miss the opportunity to make your plans a reality!

29928 Scott Cir, Mechanicsville

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$100,000
Rare opportunity in the highly desirable 7th District of St. Mary’s County! This unique offering includes three separate waterfront lots totaling approximately 1.5 acres. Each lot currently contains existing structures that are in dilapidated condition and are likely tear-downs, offering a blank slate for buyers with vision. With its scenic waterfront setting and location in one of the county’s most sought-after areas, this property provides a rare chance to create something special. Buyer to perform all due diligence regarding zoning, permitting, building feasibility, septic/well requirements, and intended use of the property. Property is being sold strictly as-is. Opportunities like this in the 7th District do not come along often, bring your ideas and explore the possibilities this waterfront property has to offer!

20910 Olen Mattingly Rd, Avenue

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$629,900
4 Beds ⋅ 4 Baths
This QBH Preston Model is Pristine! Stunning Colonial is Complete with close to 4,100 Finished Square Feet! 4 Spacious Bedrooms on the Upper Level; 3.5 Baths; Hardwood Flooring Throughout; Formal Sitting Room with Beautiful Picture Frame Molding; Formal Dining Room with Crown and Chair Rail Molding; Upgraded Gourmet Kitchen with Oversized Center Island, Stainless Steel Appliances, and Gas Cooktop leads to an Inviting Family Room with Gas Fireplace; Large Primary Suite and Bath include Dual Sinks, Soaking Tub, Massive Tile Shower; Retreat to the Lower Level Theatre Room or Relax in the Basement Rec Room! Backyard includes Deck, Wrought Iron Fence and Shed; Irrigation System; 2 Car Side Load Garage. Minutes to PAX NAS! Close to Schools, Shopping, and Restaurants!

24318 Miley Dr, Hollywood

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$375,000
3 Beds ⋅ 2 Baths
Privacy is getting harder to find, and 23123 Longview Blvd has it in abundance. Set on a wooded lot in Bushwood, this bi-level home gives you space to spread out, both inside and out, with three bedrooms, a dedicated office, and two full bathrooms arranged across a layout built for daily life. The kitchen sets the tone the moment you walk in. Cherry cabinetry and granite countertops pair with a full stainless appliance package, giving you a space that already looks finished and works exactly as hard as it looks. This isn't a kitchen waiting to be renovated. It's one that's ready to be used. The real surprise is downstairs. A spacious lower-level rec room opens up possibilities most homes at this price simply don't offer, whether that's a home theater, a playroom, or a workshop for weekend projects. It's the kind of bonus space that changes how a family actually lives in a house, not just how they look at it. Step outside and the lot does the rest of the talking. Mature trees wrap the property in privacy, a deck gives you a place to unwind at the end of the day, and a storage shed is already in place for tools, equipment, or overflow. This is a yard built for actually being outside, not just looking at from a window. Behind the scenes, the essentials have been well maintained. Add in private well water and a septic system already in place, and you're inheriting a home that's been genuinely cared for. Three bedrooms, a home office, two full bathrooms, and a wooded lot with this kind of privacy: that combination doesn't come around often at this price point. Schedule your private tour today.

23123 Longview Blvd, Bushwood

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$449,900
3 Beds ⋅ 2 Baths
Nestled at the beginning of a quiet cul-de-sac, 29845 Daniel Court delivers the kind of turnkey comfort that's hard to find. This fully renovated three-bedroom, two-bath home has been reimagined from the ground up, blending fresh design with genuine everyday livability—and it's ready for you to simply move in and settle down. Inside, new luxury vinyl plank flooring runs seamlessly throughout, tying each room together with a clean, contemporary feel. The completely remodeled kitchen is the true showpiece, featuring upgraded cabinetry, gleaming quartz countertops, and high-end black stainless steel appliances that make cooking feel effortless. Every detail here reflects quality craftsmanship and thoughtful updates. The real magic, though, happens outdoors. A huge backyard stretches out behind the home, offering endless space for gardening, play, or weekend relaxation. An outdoor bar and kitchenette transform the setting into a natural gathering spot, ready for summer cookouts and evenings under the stars. Add a convenient one-car garage, and practicality meets pleasure with ease. Location rounds out the appeal beautifully. Just over a mile away, the Patuxent River Natural Resource Management Area beckons with trails and unspoiled scenery, while Charlotte Hall's shopping and dining sit only minutes down the road. Waldorf and California are both within easy reach, keeping you connected to everything Southern Maryland offers. With 100% financing available and updates throughout, this is a rare opportunity to own something special without the wait. Come see it for yourself.

29845 Daniel Ct, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000
$575,300
4 Beds ⋅ 4 Baths
Welcome to this beautifully appointed 4-bedroom, 3.5-bath Colonial nestled on a quiet cul-de-sac in the sought-after Pembrooke community. Built in 2016, this exceptional home offers the perfect combination of modern design, quality craftsmanship, and everyday comfort. Step inside to an open and inviting floor plan featuring elegant crown molding, a graceful curved staircase, and abundant natural light throughout. The spacious family room centers around a cozy gas fireplace, creating the perfect gathering space for family and friends. Thoughtful smart home features with Google-operated electronics provide added ease and convenience for everyday living. The gourmet kitchen is designed to impress with stainless steel appliances, upgraded countertops, a large center island, and ample cabinetry, flowing seamlessly into the dining and living areas for effortless entertaining. Just off the main living space, a brand-new custom coffee bar and liquor bar with elegant quartz countertops creates the perfect space for entertaining or enjoying your morning coffee. Upstairs, the luxurious primary suite serves as a private retreat with a spacious walk-in closet and a beautifully updated spa-inspired en suite bath featuring a brand-new three-glass-pane walk-in shower with a luxurious rainfall shower head, dual vanities, and premium finishes designed for comfort and relaxation. Three additional generously sized bedrooms and well-appointed bathrooms provide plenty of space for family and guests. The finished lower level offers exceptional flexibility, providing the perfect space for a recreation room, media room, home office, den, or potential fifth bedroom to accommodate your lifestyle. An additional unfinished storage room in the basement provides abundant space for seasonal items and organization. Situated on a beautifully landscaped 0.29-acre lot, the backyard offers peaceful garden views and is enhanced by an underground irrigation system to keep the lawn lush and vibrant. Additional exterior features include professional landscaping, exterior lighting, sidewalks, secure storage, and an attached two-car garage with built-in extra storage. A spacious driveway and nearby street parking provide added convenience for family and guests. Ideally located near shopping, dining, schools, and NAS Patuxent River, this home is also just a 10-minute drive from enjoying the sandy beaches, boating, fishing, and breathtaking sunsets along the beautiful Chesapeake Bay. Combining timeless style, modern upgrades, smart home convenience, and an exceptional location, 46805 Wentworth Court offers an outstanding opportunity to enjoy the very best of Southern Maryland living.

46805 Wentworth Ct, Lexington Park

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400
$450,000
3 Beds ⋅ 2 Baths
YARD SALE AUG 15 & 16 FROM 8:00AM -1:00PM. This well-maintained rambler offers comfortable one-level living on .47 acres in a peaceful country setting. The home features 3/ bedrooms, 2/ full baths, a 2-car front-load garage, brick-to-grade construction, a covered front porch, and a metal roof approximately 3–5 years old. The spacious floor plan includes a separate living room, separate dining room, and a large kitchen with center island and breakfast area, providing excellent space for everyday living and entertaining. The heated and air-conditioned sunroom/Florida room offers additional year-round living space and is the perfect place to relax and enjoy the surrounding countryside. The primary bedroom measures approximately 16' x 11' and features a private bath with a double vanity, separate shower, and jetted soaking tub. Two additional spacious bedrooms and a separate laundry room complete the interior living space. Additional features include pull-down attic access in the garage, a service door leading to the backyard, an updated HVAC system (approximately 2021), and a crawl space with an updated vapor barrier and lighting installed approximately one year ago.The home also features a rear deck overlooking the backyard, providing the perfect place to relax, entertain guests, or enjoy the scenic country views. The property also includes a detached 12' x 20' barn, offering excellent storage, workshop, hobby, or equipment space. Combining comfort, functionality, and rural charm, this property is an excellent opportunity for those seeking peaceful country living.

22715 Saint Winifreds Ln, Avenue

Listing courtesy of RE/MAX Realty Group. Contact:

$589,900
4 Beds ⋅ 3 Baths
Set on a sprawling corner lot in the heart of Mechanicsville, 39266 Persimmon Creek Road makes an unforgettable first impression. This former model home wears a handsome brick front, mature landscaping, and thoughtful exterior lighting that lends warmth long after sunset. With four bedrooms, two-and-a-half baths, and 2,561 square feet of refined living space, it delivers room to spread out without sacrificing that polished, model-home shine. Craftsmanship shows in every corner here. Renovated from head to toe, the interior balances timeless architecture with modern upgrades. Open floorplan so the rooms flow naturally, offering flexibility for busy mornings, quiet evenings, and everything in between. Step outside and the appeal only grows. An expansive deck anchors an outdoor space built for entertaining, framed by beautiful landscaping and complete with a shed for tools, toys, or seasonal storage. Parking is never an afterthought, thanks to an oversized side-load garage and the generous footprint of the lot itself. Location seals the deal. You're a short drive from Charlotte Hall, with the shopping, dining, and everyday conveniences of California just down the road. It's the best of Southern Maryland—peaceful surroundings paired with genuine accessibility. Priced to reflect its quality, size, and standout position, this is a home that rewards a closer look. Schedule your private tour and experience the craftsmanship and comfort firsthand. Welcome home.

39266 Persimmon Creek Rd, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000
$464,900
This exceptional 2,784 SF ground-level commercial condominium sits in one of St. Mary's County's most prestigious business parks. Currently operating as a well-established salon, the space offers exceptional flexibility for continued salon use or conversion to spa, medical, dental, wellness, or professional office use. The unit centers on a large open main salon area (approximately 27' × 25'), well suited to styling stations, a collaborative workspace, or an open office layout. Multiple private rooms, ranging from approximately 8' × 8' to 17' × 15', are ideal for treatment rooms, private offices, consultation spaces, medical exam rooms, or dental operatories. Dedicated hallways support efficient flow, and the layout includes two private bathrooms and ample storage throughout. Expansive perimeter windows fill the space with natural light, creating an inviting environment for clients and staff alike. Occupants also enjoy access to a spacious common area (approximately 20' × 40'), adding further flexibility for shared use. Ground-floor accessibility ensures effortless entry, and approximately 20 parking spaces offer a meaningful advantage in this high-demand commercial corridor. Ideally located in prime Lexington Park with strong proximity to NAS Patuxent River and surrounding commercial anchors, the property delivers visibility, accessibility, and adaptability in one of Southern Maryland's most active markets. An ownership opportunity that makes sense! Based on current numbers, this space would cost approximately $600 less per month than leasing comparable square footage. Turnkey for salon or spa operations and equally well suited to medical, dental, wellness, or professional services, the space also lends itself to a full buildout tailored to a wide range of uses. Over 3,000 SF of contiguous space is available upon inquiry—an opportunity to assemble a footprint exceeding 6,000 SF.

22335 Exploration Dr Unit #1000, Lexington Park

Listing courtesy of CENTURY 21 Commercial New Millennium. Contact: 7035664222
$450,000
3 Beds ⋅ 2 Baths
Completely renovated and move-in ready! This beautifully updated rambler offers stylish one-level living with brand-new luxury vinyl plank flooring throughout, creating a seamless and modern feel. The stunning new kitchen features upgraded countertops, stainless steel appliances, and fresh finishes that make it as functional as it is beautiful. Both bathrooms have been completely renovated with today's buyer in mind, while new lighting throughout the home adds a bright, inviting atmosphere. A brand-new HVAC system provides added comfort and energy efficiency for years to come. Situated on over three-quarters of an acre and surrounded by picturesque farm fields, you'll enjoy peaceful country views and exceptional privacy without sacrificing convenience. Two brand-new decks provide the perfect spaces for entertaining, relaxing, or simply taking in the tranquil setting. If you're looking for a home where all the work has already been done, this beautifully renovated rambler is ready to welcome you home.

38860 Chaptico Rd, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$709,900
4 Beds ⋅ 3 Baths
Welcome to this stunning QBHI Annapolis model, perfectly situated on a private 1+ acre homesite offering the ideal combination of space, comfort, and privacy. With 4 bedrooms, 2.5 baths, and an exceptional open floor plan, this home is designed for both everyday living and effortless entertaining. Step inside to find a dramatic two-story family room filled with natural light and anchored by a cozy gas fireplace. The heart of the home is the beautifully appointed kitchen featuring stainless steel appliances, granite countertops, a large center island, abundant cherry cabinetry, a walk-in pantry, and plenty of workspace. The kitchen opens seamlessly to the family room, creating the perfect gathering space for family and friends. Upgraded hardwood flooring flows throughout much of the main level, adding warmth and elegance. The main level also includes a convenient half bath and a versatile guest bedroom, offering flexibility for overnight guests, a private home office, or additional living space. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a luxurious ensuite bath featuring QBHI's signature deluxe walk-in shower, upgraded tile, dual vanities, and a frameless glass shower door. The conveniently located upper-level laundry room makes everyday living a breeze. The partially finished walk-out basement provides an expansive recreation room along with unfinished space to add a media room, game room, fitness area, or additional living space and a full bath. Outdoor living is just as impressive with a large Trex deck overlooking the peaceful, tree-lined backyard, offering exceptional privacy and plenty of room to relax or entertain. Thoughtfully designed stone walkways and hardscape enhance the outdoor living space, while the beautifully maintained grounds are supported by an in-ground irrigation system. An 8kw generator provides added convenience and peace of mind year-round. Additional features include a tankless gas water heater, gas fireplace, under-cabinet lighting, and numerous builder upgrades throughout. A complete list of builder selections and upgrades is available in the attached QBHI spec sheet.

25958 Haven View Ct, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$250,000
3 Beds ⋅ 2 Baths
Opportunity awaits! Situated on a 1-acre lot in a convenient location close to everything this property is ready for its next chapter. An ideal project for investors, or buyers looking to build equity. The spacious lot offers endless possiblities for outdoor living gardening, or future improvements. Bring your vision and transform property into something special. Being sold strictly AS-IS.

43559 John B Thompson Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$25,000
Looking for your next spot? This vacant lot is located in the beautiful, water-oriented neighborhood of Golden Beach. Enjoy the ultimate coastal lifestyle in this golf-cart-friendly community with easy access to the water. A rare opportunity to build your dream home exactly the way you want it. Don't let this one slip away!

Scott Cir, Mechanicsville

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636
$399,900
4 Beds ⋅ 3 Baths
Spacious four-bedroom home on a quiet cul-de-sac in Wildwood! The kitchen offers Corian countertops, stainless steel appliances, a breakfast room, and a separate dining room. The family room features a wood-burning fireplace and opens to a screened porch overlooking the private backyard. Additional features include an oversized two-car garage with a workshop area, floored attic storage with pull-down stairs, a laundry chute, and a two-year-old HVAC system. Conveniently located near shopping and restaurants. Priced to sell, this home offers a great opportunity for a buyer ready to update and make it their own.

23124 Autumn Leaf Way, California

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$510,000
3 Beds ⋅ 2 Baths
Nestled on over 2 private acres at the end of a quiet cul-de-sac in St. Inigoes, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Conveniently located just 5 minutes from Webster Field and 15 minutes from Patuxent River Naval Air Station, this property provides both privacy and accessibility. Step inside to an inviting open-concept layout featuring a spacious living room, dining area, and kitchen. The living room is accented by a cozy gas fireplace flanked by custom built-in bookshelves. The home offers durable flooring throughout the main living areas, carpet in two bedrooms, and laminate flooring in the third bedroom. The guest bathroom features double vanities, and a separate laundry room space everyday convenience. Enjoy peaceful mornings and relaxing evenings on the expansive 12' x 28' screened porch overlooking the private backyard. Nature lovers will appreciate the wooded portion of the property, complete with a small stream, bridge and tons of space to grow. The attached oversized 24' x 30' garage is equipped with shelving, and utility sink. A detached 24' x 30' garage/workshop offers a 30-amp power outlet, making it ideal for hobbies, storage, or a home-based business. Additional exterior features include a 24' x 30' fenced dog enclosure on a concrete slab, an outdoor shower, a 50-amp outlet at the front of the home, and a charming covered front porch lined with beautiful crape myrtles. Major updates include a metal roof installed in 2018. Surrounded by mature trees on all sides, this property offers exceptional privacy in a desirable neighborhood setting. Imagine living both privately, but also where you can walk your dog, lets the kids ride bikes and wave to the neighbors. Don't miss this unique opportunity to make this home YOURS.

17347 Whitaker Ct, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$175,000
One of only two lots remaining! Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 to 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

24645 Springhill Ln, Leonardtown

Listing courtesy of Greenmark Real Estate. Contact: 3017055000
$175,000
One of only two lots remaining! Breton Knolls is a 24-lot subdivision in Leonardtown with 1-7.5-acre lots. HOA of $300 annually with a $500 initial capital contribution.

22501 Bull Rd, Leonardtown

Listing courtesy of Greenmark Real Estate. Contact: 3017055000
$449,900
4 Beds ⋅ 3 Baths
#### AMAZING HOME, COMPLETELY REMODELED!## FOUR (4 )BEDROOMS AND 2 FULL BATHS ON MAIN LEVEL!!!, FULL FINISHED BASEMENT WITH HALF BATH!! AWESOME AND COMPLETELY LEVEL 2-ACRE LOT WITH 1-CAR GARAGE AND CIRCULAR DRIVEWAY!! NEW HVAC, NEW CERAMIC BATHROOMS, NEW DOORS, NEW LIGHTING, ALL NEW FLOORING (LUXURY VINYL PLANK, CERAMIC, CARPETING), ALL NEW KITCHEN CABINETS AND BRAND NEW STAINLESS APPLIANCES!!!, ALL NEW WINDOWS, ALL NEW BATHROOMS,FRESHLY PAINTED AND READY TO MOVE-IN IMMEDIATELY!!! BETTER HURRY THIS ONE IS A DIAMOND!!

27668 Mechanicsville Rd, Mechanicsville

Listing courtesy of Purple Post Real Estate. Contact:

$199,999
On nearly 3 acres this is a rare opportunity to own a buildable waterfront parcel in a secluded and peaceful setting. Located along a quiet one-way street with minimal traffic, this property offers privacy while still providing convenient access to surrounding amenities. The lot is currently wooded and level, offering an ideal canvas to bring your builder and custom home plans. The property has already been perc tested and approved by the health department for a mound septic system, helping streamline the building process. Opportunities like this are increasingly hard to find—secure your chance to own a truly special piece of waterfront land! Come see it today!

20767 Abell Rd, Abell

Listing courtesy of RE/MAX One. Contact: 4437718009
$60,000
Now is your opportunity to build equity and the home that's just for you in the quiet, water-access community of Longview Beach. Whether you are looking to build for investment or simply plant roots locally, this property offers exceptional versatility. Key highlights of this listing include: - Expansion Potential: This single lot is accompanied by an adjacent perc-approved lot for sale, ( 36913 VIEWRIVER DR) allowing you to build two homes or combine the lots for a larger primary residence with an accessory dwelling. - Permit Ready: A building permit is already on file for Lot 18. - Negotiable Extras: Potential home plans can be included as part of the sale negotiations. All buyers are encouraged to perform their due diligence with the local planning office and Health Department to confirm specific project requirements.

36919 Viewriver Dr, Bushwood

Listing courtesy of RE/MAX One. Contact: 4437718009
$384,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath home offering 1,316 square feet of comfortable living space on nearly half an acre in Hollywood. Originally built in 1955, the home blends classic character with extensive modern improvements. The renovated kitchen features quartz countertops, stainless steel appliances, and updated finishes. The laundry room and all three bedrooms have also been refreshed, creating a clean, move-in-ready feel. The spacious primary bedroom includes a large custom closet organizer designed to provide convenient storage for clothing, shoes, handbags, and accessories. The beautifully renovated primary bathroom features a tiled shower, modern fixtures, and stylish finishes. A new enclosed propane fireplace and chimney, installed in 2024, create a warm and inviting gathering space. Additional improvements include a remediated and sealed crawlspace with a new weather barrier, French drains, and a sump pump completed in 2024. Enjoy the outdoors from the composite rear deck, updated in 2022, or the newly updated composite front deck completed in 2026. A spacious 12-by-20 utility shed provides excellent storage for lawn equipment, tools, hobbies, and recreational gear. Conveniently located approximately 10 minutes from the local hospital, Naval Air Station Patuxent River, shopping, dining, and everyday conveniences, with easy access to Leonardtown, California, parks, and other popular Southern Maryland destinations. This thoughtfully updated property offers modern amenities, generous storage, useful outdoor space, and a convenient location. Schedule your showing and see everything this Hollywood home has to offer!

24570 Moran Rd, Hollywood

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$695,000
5 Beds ⋅ 4 Baths
Welcome Home! A covered front entry and separate covered sitting porch create a charming first impression. Step inside to a two-story foyer with hardwood flooring and elegant moldings that continue into the dining room. To the left, a versatile room is ideal for a home office, library, study, or playroom. The dining room flows through the butler's pantry and adjoining walk-in pantry before opening to the kitchen. A large center island anchors the kitchen, featuring granite countertops, abundant cabinetry, a gas cooktop, and double wall ovens. The kitchen opens to the family room, where a gas fireplace creates a warm and inviting gathering space. Upstairs, the owner's suite features a spacious bedroom, two walk-in closets with custom closet systems, and a private bath with a double vanity, a soaking tub with a tile surround, and a beautifully tiled walk-in shower with dual shower heads. Three additional bedrooms, a full hall bath, and a conveniently located upper-level laundry room complete the upper level. The finished walk-out lower level is designed for entertaining, featuring a spacious recreation room with easy access to the patio and backyard. A fifth bedroom with a walk-in closet, currently outfitted as a fitness room, is complemented by a full bath, offering excellent flexibility for guests, multigenerational living, or a private retreat. An unfinished storage room provides valuable additional storage. As the day winds down, the composite deck offers a peaceful place to relax and enjoy the changing colors of the evening sky. The fully fenced backyard features raised garden beds and generous open space for outdoor enjoyment. Located in the sought-after community of Clark’s Rest, residents enjoy an exceptional lifestyle with amenities that include a pool, clubhouse, playgrounds, tennis courts, sidewalks, jogging trails, and more. Just minutes from downtown Leonardtown, shopping, dining, and the Leonardtown Wharf, this home offers the perfect blend of comfort, convenience, and community. Schedule your private tour today!

23214 Dairy Barn Dr, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$459,900
4 Beds ⋅ 4 Baths
IMMACULATE & Impressively Upgrades 4 Bed 3.5 Bath End-Unit Townhome w/ a 2- Car Garage & a Screened in Porch in Clark's Rest! Located in the highly sought-after Clark's Rest community in the heart of Leonardtown, this beautifully maintained end-unit townhome offers the perfect blend of space, comfort, and convenience. Just minutes from historic downtown Leonardtown, Leonardtown Wharf, restaurants, boutique shopping, parks, award-winning schools, and an easy commute to NAS Patuxent River, this home combines modern living with an unbeatable location. Featuring three spacious bedrooms, two and a half bathrooms on the upper level, and a versatile lower level currently configured as a fourth bedroom with its own full bathroom, this home offers exceptional flexibility for guests, a home office, fitness room, or additional living space. The open-concept main level is filled with natural light thanks to the desirable end-unit location. The gourmet kitchen showcases quartz countertops, abundant cabinetry, a large center island, gas cooking, and seamless flow into the dining and living areas, making it ideal for both everyday living and entertaining. The upgraded gas fireplace serves as a beautiful focal point, creating a warm and inviting atmosphere. Retreat to the spacious primary suite featuring a tray ceiling, generous walk-in closet, and an ensuite bath complete with dual vanities, a soaking tub, separate shower, and ceramic tile flooring. The additional bedrooms are generously sized, while the thoughtfully designed laundry room includes a convenient utility sink. Additional features include efficient natural gas heat, central air conditioning, a tankless gas instant hot water heater, ceramic tile bathrooms, an attached two-car garage with a professionally finished epoxy floor, and a large screened porch perfect for enjoying your morning coffee or relaxing at the end of the day. Residents of Clark's Rest enjoy beautifully maintained sidewalks, walking trails, playgrounds, community amenities, and a welcoming neighborhood atmosphere, all within one of Southern Maryland's most desirable communities. This exceptional home offers the perfect combination of style, functionality, and location—an opportunity you won't want to miss.

41379 Margrove Cir, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595
$3,500,000
3 Beds ⋅ 2 Baths
Welcome to a rare opportunity to acquire one of Southern Maryland's truly exceptional waterfront estates. Steeped in history that dates back to the mid-19th century, this remarkable property, historically known as Timerity Farm (also referred to as Westbury Farm), encompasses approximately 189 acres of farmland, mature woodland, and protected waterfront along School House Branch, with direct access to St. George Creek and the Potomac River. With approximately 5,000 linear feet of protected shoreline (GIS-derived estimate), the property offers an extraordinary combination of privacy, agricultural productivity, abundant wildlife, recreational boating, and timeless Chesapeake Bay character. The historic manor house is a charming one-and-one-half-story frame residence believed to date from the mid-1800s. The home retains much of its historic character, retaining rare historic pent chimneys, an increasingly uncommon architactural feature in Maryland. Designed on a traditional side-passage/double-parlor floor plan, the home features separate living and dining rooms, each with its own fireplace, hardwood flooring, and period painted moldings. The residence offers 3 bedrooms, including one on the main level and 2 upstairs along with two full bathrooms. The country kitchen adjoins a generous gathering area ideal for entertaining family and friends. A covered side porch overlooks the waterfront and provides the perfect setting for crab feasts, relaxing evenings, or simply enjoying the peaceful views across School House Branch. The private pier serving the residence extends into protected waters with an estimated water depth of approximately five feet at Mean Low Water (MLW) based upon available GIS mapping and aerial analysis, providing convenient access for a variety of recreational boats. The productive farmland is currently leased to a local farmer, providing agricultural income while preserving the property's rural heritage. In addition to the main residence, the property includes three cottages and four barns/outbuildings, offering numerous possibilities for agricultural operations, guest accommodations, storage, workshops, or future restoration. According to St. Mary's County Planning and Zoning, all Transferable Development Rights (TDRs) remain available and have not been exercised, presenting an important opportunity for future planning. Whether envisioned as a private family estate, working farm, sporting property, equestrian retreat, or waterfront sanctuary, this extraordinary offering combines historic significance, productive farmland, protected boating waters, and exceptional natural beauty into one remarkable Chesapeake Bay property. The protected waters of School House Branch provide easy access to St. George Creek and the Potomac River while offering a sheltered location for boating, fishing, kayaking, and paddleboarding. Disclaimer: Acreage is approximate. Shoreline footage (approximately 5,000 linear feet) and water depth at the pier (approximately 5 feet MLW) are estimates derived from publicly available GIS mapping, aerial imagery, and related public information and are not based on a boundary or hydrographic survey. Buyers should independently verify all measurements, water depths, development rights, zoning, and other material information to their satisfaction.

45776 Boothe Rd, Drayden

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$379,000
4 Beds ⋅ 3 Baths
Welcome home to this updated 4-bedroom, 3-bath residence situated on a spacious, fully fenced lot in a desirable location! The heart of the home is the updated kitchen featuring gorgeous granite countertops, ample cabinetry, and plenty of workspace for everyday living and entertaining. Bathrooms have been tastefully renovated with granite vanities and ceramic tile flooring, while the primary suite offers a true spa-like retreat with a luxurious soaking tub surrounded by custom tile. The finished lower level is designed for entertaining, offering a spacious family room with a cozy wood-burning fireplace, a bar, and direct access to the large, fenced backyard—perfect for hosting family gatherings, cookouts, or relaxing evenings outdoors. An additional bedroom and full bath on the lower level provide flexible space for guests, a home office, or multi-generational living. This home has been thoughtfully maintained and updated for peace of mind, including a new roof (2018), HVAC system and smart thermostat (2020), water heater (2020), privacy fence (2023), anti-mold UV black light for the HVAC system (2026), refrigerator (2026), and dishwasher (2026). Even better, the washer and dryer, bar, and metal storage shed all convey with the property, making this home even more move-in ready. Conveniently located just minutes from NAS Patuxent River, shopping, dining, schools, parks, and major commuter routes, this home offers the perfect combination of comfort, functionality, and location. With modern updates, generous living spaces, and fantastic indoor and outdoor entertaining areas, this is one you won't want to miss!

21964 Barkentine Ct, Great Mills

Listing courtesy of Leonard Realty, Inc.. Contact:

$475,000
### SPECTACULAR ROAD FRONTING OFFICE(S) COMPLETELY REMODELED AND READY FOR YOUR BUSINESS(ES)!! 2 SEPARATELY METERED OFFICES WITH SEPARATE ENTRANCES , OR COMBINE FOR ONE LARGE SPOT! NEW HVAC SYSTEMS, ROOF, BATHROOMS, LIGHTING, FLOORING!! MOVE-IN READY. USE 1 OFFICE FOR YOUR BIZ AND RENT THE OTHER! TONS OF PARKING, AND ****EXPOSURE--EXPOSURE--EXPOSURE!!**** OWN CHEAPER THAN RENTING!!

21394 Great Mills Rd, Lexington Park

Listing courtesy of Purple Post Real Estate. Contact:

$82,500
Discover the perfect blend of privacy, space, and opportunity with this beautiful 2.01-acre homesite in desirable Dameron. Tucked away on a quiet cul-de-sac, this property provides the ideal setting to build your custom dream home surrounded by scenic natural beauty and peaceful surroundings. Enjoy the tranquility of country living while remaining conveniently close to local amenities, marinas, and waterfront attractions. Lot lines shown in photos are approximate and for illustrative purposes only. Buyers should verify property boundaries independently.

18035 Ellyn Ct, Dameron

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990