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$1,460,000
9 Beds ⋅ 9 Baths
Welcome home to this stunning one of a kind farmhouse set on a picturesque 10 acre landscape, perfect for anyone looking to embrace the charm of rural living. Whether you are dreaming of a private family compound or building long term wealth with multiple rental opportunities, this rare property is full of potential. Picture yourself enjoying your morning coffee on the spacious wraparound front porch while taking in the peaceful views of open fields that could easily accommodate horses, donkeys, or other pasture animals. The front pasture has automatic wells in the field to provide fresh water to livestock. The setting offers a quiet, relaxing escape you will look forward to every day and a babbling brook too. Inside, the home opens to a dramatic great room with a floor to ceiling limestone fireplace that immediately catches your eye. Exposed beams add warmth and character, giving the space a truly unique feel. The kitchen is designed for anyone who loves to cook or entertain, with plenty of counter space and cabinets, a commercial grade gas range, warming drawer, and an oversized refrigerator. The main level features a spacious primary bedroom with a tray ceiling and soft lighting. There is a large walk in closet and two bathrooms, including a full bath with a soaking tub and a large shower with multiple body sprayers. You will also find a generous dining area and a bright three season room surrounded by windows that bring in tons of natural light. A large pantry, a functional laundry room, and plenty of storage throughout make everyday living easy. The three car garage is another great bonus. Upstairs, there is a comfortable loft area that overlooks the great room and works well as a reading space or hangout area. Two large bedrooms each have walk in closets and share a convenient Jack and Jill bathroom. One of the most impressive features of the home is the indoor pool, measuring 40 by 15 feet. It has been recently updated with new plaster, heater, filter, and UV system in 2025, along with a safety automatic cover so you can enjoy it year round. This space is perfect for gatherings, holidays, or just unwinding at home. The lower level includes a full in law apartment with its own bedroom, living room, kitchen, bathroom, and laundry, along with a private two car garage and additional storage. It is a great setup for extended family, guests, or rental income. In addition to the main home, the property includes two separate rental houses with long term tenants already in place. The first offers two bedrooms, a full bathroom, and a kitchen, along with a new roof in 2026 and a new septic system in 2025. The second is a charming Cape Cod with three bedrooms and two bathrooms and has recently updated heating and air conditioning. Both homes have spacious yards and strong income potential that could offset most, if not all, of your mortgage. This is a rare chance to own a property that offers both lifestyle and income. Whether you want space for animals, room to grow, or a smart investment, this property has it all. With beautiful views, a standout great room, and a unique indoor pool, this is one you will not want to miss. Main house including pool area: 6772 sqft Tenant house 1: 1440 sqft Tenant house 2: 1513 sqft Priced below recent appraisal.

45820 Highway To Heaven Ln, Great Mills

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: RE/MAX One.

20045 Tower Hill Rd, Leonardtown
$1,100,000
5 Beds ⋅ 7 Baths
Set quietly within 12 picturesque acres overlooking a peaceful creek, Tower Hill Retreat offers an extraordinary opportunity to experience refined country living in a natural setting. This impressive estate features 5 bedrooms (with potential for a sixth) and 5 full and 2 half bathrooms in a thoughtfully designed and exceptionally versatile floor plan. Rich hardwood and tile flooring extend throughout the main level of the home while dramatic floor-to-ceiling windows invite abundant natural light and frame captivating views of the surrounding woodland landscape. Multiple living areas throughout the original section of the home provide comfortable gathering spaces, while the substantial Ripple Brothers addition creates expansive living areas ideal for entertaining, recreation, or extended family living. For automotive enthusiasts, hobbyists, or those needing exceptional storage, the property offers eight garage bays, including a detached three-car garage with loft space featuring plumbing and electric—presenting an incredible opportunity for a future guest suite, au pair quarters, or private studio. Thoughtfully cared for grounds surround the home; a private nature retreat where peaceful creek views, mature trees, and beautifully maintained yard space provide an unparalleled sense of serenity.

20045 Tower Hill Rd, Leonardtown

Listing courtesy of KW Metro Center. Contact:

Selling Office: JPAR Real Estate Professionals.

23480 River Hill Ct, Lexington Park
$1,050,000
4 Beds ⋅ 3 Baths
Experience this waterfront vacation lifestyle at HOME in Saint Mary's County, Maryland! Extraordinary Patuxent River waterfront home on 1.27 breathtaking acres with panoramic views stretching directly across to the Solomons Island boardwalk. Rarely does a property offer this level of lifestyle coupled with so many brand-new modern upgrades! Completed with an expansive sandy beach, private pier, and a beautifully new renovated home designed to capture the very best of waterfront living. Conveniently located close to schools, shopping, restaurants, NAS Patuxent River, Solomons Island and more! This stunning 4-bedroom, 3-full-bath home has been completely remodeled with high-end custom finishes throughout. In 2020, the home was transformed to include all new paint, flooring, 3 brand new bathrooms and an exceptional chef’s kitchen featuring a massive center island, custom cabinetry, gorgeous quartz countertops. That same year, an upper floor was added to create a truly spectacular 690-square-foot owner’s suite, offering a luxurious private retreat with an elegant, tiled bathroom boasting a dual quartz topped vanity, a custom walk-in closet and upstairs laundry. The main level is also thoughtfully designed for both comfort and entertainment in mind with the gorgeous kitchen opening to the family room, the exterior deck, huge white sandy beach and wide-open water views. Three additional bedrooms are located on the main level, including one with a private en-suite bathroom, while the third full bathroom serves two secondary bedrooms. The main floor laundry closet adds to everyone's convenience. The HVAC is approximately 3 years old. The large crawl space was recently professionally encapsulated and features a tankless water heater. Step outside and experience the true magic of this property. The inviting huge white sandy beach is an uncommon treasure in Southern Maryland, and the private pier is equally impressive with a 10,000-pound boat lift, two jet ski lifts, and a spacious seating area made for unwinding and enjoying unforgettable views of both the water and the iconic Solomons Island and bridge. Don’t miss this opportunity because waterfront living simply does not get better than this!

23480 River Hill Ct, Lexington Park

Listing courtesy of JPAR Real Estate Professionals. Contact:

Selling Office: CENTURY 21 New Millennium.

40840 Greenwood Ln, Leonardtown
$1,049,900
9 Beds ⋅ 5 Baths
From the moment you enter over 6000+ sqft of finished home , it's clear this home has been enhanced well beyond the typical. High-quality finishes, updated systems, and carefully selected improvements are evident throughout, creating a move-in-ready experience that today's buyers will immediately appreciate. This meticulously maintained home features luxury living on 2.10 acres, offering the serenity of rural living with the convenience of modern amenities and endless upgrades. Located in the heart of Leonardtown, this HOA-free property offers the perfect blend of comfort, convenience, and exclusivity. The layout is equally impressive, maximizing space in all the right ways. Generous room sizes, well-defined living areas, and an intuitive flow provide both everyday comfort and the flexibility to suit a variety of lifestyles. Whether gathering in the main living areas, working from home, or hosting guests, each space feels purposeful and well-proportioned. The kitchen and adjoining living spaces serve as the heart of the home, offering both functionality and connection- ideal for modern living. Additional finished areas expand the home's livability, while abundant storage ensures everything has its place. Enjoy the peaceful views of the adjacent farmland from your screened porch (12' x 20') or while lounging by the expansive saltwater pool (20' x 40') complete with a slide, fence, and safety gate. THE CEILING FANS HAVE BEEN REPLACED WITH BEAUTIFUL CRYSTAL CHANDELIERS. This home is adorned with high-end finishes and upgrades, including hard flooring throughout (mostly hardwood and ceramic tile), lofty 9' ceilings, elegant crown molding, a double-sided gas fireplace, and the convenience of soft-close cabinets/drawers. Additionally, the home features wood blinds adorning every window in the house and garage, complemented by wood plantation shutters on exterior doors and master bedroom windows. **SLEEK KITCHEN** The expansive kitchen features granite countertops, a generously sized island, abundant storage and cabinet space, double ovens, a 5-burner gas cooktop, a built-in InSinkErator instant hot water dispenser, and a huge walk-in pantry (6' x 6.5').Unwind in the luxurious master suite, complete with a cozy gas fireplace, double-pane windows, a graceful tray ceiling, and a vaulted walk-in closet adorned with custom built-ins. Pamper yourself in the spa-like ensuite bathroom featuring a spacious double shower, a built-in vanity, and abundant cabinet space. Plus, discover endless potential in the attached 17' x 8' bonus room with three windows, secluded by French doors, perfect for transforming into a workout room, office, nursery, and beyond! **BONUS AMENITIES** Additional highlights include an oversized 3-car garage with a CAR LIFT. JAN 2022 - New Heat Pump & Gas Furnace (full HVAC replacement) | JAN 2022 - Air Scrubber by Aerus (integrated with HVAC) | MAY 2022 - Radon Mitigation System Installed | SEP 2022 - New Refrigerator | FEB 2024 - House Interior Professionally Re-Painted | MAR 2024 - Septic Tank Pumped (done every year) | MAR 2024 - New Closet Flooring | MAY 2024 - New Roof | MAY 2024 - Power Wash House, sidewalks, pool | MAY 2024 - New Hayward Pool Pump | MAY 2024 - New Porch Screens | JUN 2024 - Driveway Sealed Finished Basement with additional 4 huge bedrooms and 2 Full baths perfect for rental/in-law suite and beautiful large kitchen with stainless steel appliances and granite countertop and back splash for living/recreational use. One of a kind home!!!!

40840 Greenwood Ln, Leonardtown

Listing courtesy of Samson Properties. Contact:

Selling Office: CENTURY 21 New Millennium.

22856 White Swan Way, Leonardtown
$989,000
5 Beds ⋅ 5 Baths
This stunning 5 bedroom home sits gracefully at the end of a cul-de-sac on a private lane in Avenmar; a water oriented community on Breton Bay. Its elegant facade overlooks the lovely landscaped yard. From the gourmet kitchen, wander on to the custom covered rear screened porch (almost 600 sq. ft.) where the morning sun dances across the private backyard and patio. Each spacious bedroom is filled with natural light and overlooks the lush woodland and peaceful yard. The main level welcomes you with gleaming hardwood floors that stretch throughout. Formal living and dining areas are perfect for entertaining plus a dedicated office for quiet work-time. The family room off of the kitchen features a cozy wood burning fireplace as the centerpiece while the gourmet kitchen impresses with its high-end appliances, quartz counters and spacious pantry. The walk-out basement offers a fantastic space for movie night, family fun and projects while ample storage keeps everything organized and out of sight. This home promises to delight the most discriminating buyer.

22856 White Swan Way, Leonardtown

Listing courtesy of KW Metro Center. Contact:

Selling Office: CENTURY 21 New Millennium.

44731 Smiths Nursery Rd, Hollywood
$910,000
4 Beds ⋅ 3 Baths
Deep water Colonial on desirable Cuckold Creek! Enjoy water views, and waterfront living, in this charming 4-bedroom, 3-bath home. Have your coffee as you watch the morning sun shimmer on the water, and then end the day on the back deck for a glorious sunset. Situated on the protected waters of Forrest Landing Cove, you can head down to the dock for a relaxing paddle or gentle sail. Minutes from the Patuxent River, hop in the motor boat for fishing and dinner in Solomon's Island. Before heading in, look out over the pretty rural setting from the welcoming front porch. Solid oak hardwoods greet you at the entrance and run through the living room w/ wood stove and sliding doors to maximize views. The eat-in kitchen has room for a large table, and updates include a granite counter, Oak cabinets, track & pendant lighting, stainless appliances w/newer gas stove, and farm sink. Have dinner out back on the screened-in porch, or sit all day and crack crabs, fresh from the dock! A home office w/ new carpet, full bath, and legal bedroom/bonus room give lots of options for the rest of the main floor. Off the kitchen, a convenient mudroom leads out the the big two-car garage with storage. On the second floor, wake up to water views from the Primary ensuite with cathedral ceiling, big walk-in closet, soaking tub, tiled shower, and double sinks. Two bedrooms with new carpet, and a hall bath complete the upstairs. Out back, you'll appreciate the privacy and shade provided by surrounding trees. Gather round the hardscape fire ring for s'mores and tales of the "one that got away." The dock features electric, water, electric lift, and slips. Numerous skylights allow plenty of natural light throughout the home. Gutters guards and epoxy flooring in the garage help keep maintenance to a minimum. This home is close to PAX, shopping, and main commuter routes. Come explore this great opportunity to enjoy life on the water. Request your showing today!

44731 Smiths Nursery Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

38888 Reeves Rd, Mechanicsville
$850,000
4 Beds ⋅ 3 Baths
This is an outstanding opportunity to acquire a charming Cape Cod home that has been thoughtfully upgraded and is ready for a new family, just off Hwy 5. The residence features four bedrooms and two and a half bathrooms. Recent improvements include replacing all windows, the roof, and siding, as well as installing an indoor laundry unit and a new well. Additionally, the property offers 2 to 3 barns, including an older stable, along with fenced fields. The facilities include a cold box, cutting room, office, and restroom. This site presents an ideal opportunity for agritourism, as it adjoins the Three Notch Trail and includes two additional lots—one measuring 1 acre and the other 3.72 acres. The property is available in "as-is" condition. Interested buyers should check with the county for information on zoning and permits.

38888 Reeves Rd, Mechanicsville

Listing courtesy of Fairfax Realty Premier. Contact:

Selling Office: Five Star Real Estate.

38888 Reeves Rd, Mechanicsville
$850,000
4 Beds ⋅ 3 Baths
This is an outstanding opportunity to acquire a charming Cape Cod home that has been thoughtfully upgraded and is ready for a new family, just off Hwy 5. The residence features four bedrooms and two and a half bathrooms. Recent improvements include replacing all windows, the roof, and siding, as well as installing an indoor laundry unit and a new well. Additionally, the property offers 2 to 3 barns, including an older stable, along with fenced fields. The facilities include a cold box, cutting room, office, and restroom. This site presents an ideal opportunity for agritourism, as it adjoins the Three Notch Trail and includes two additional lots—one measuring 1 acre and the other 3.72 acres. The property is available in "as-is" condition. Interested buyers should check with the county for information on zoning and permits.

38888 Reeves Rd, Mechanicsville

Listing courtesy of Fairfax Realty Premier. Contact:

Selling Office: Five Star Real Estate.

28575 Harvest Ln, Mechanicsville
$845,000
4 Beds ⋅ 3 Baths
******PRICE IMPROVEMENT: $849,999****** PLUS SELLER IS OFFERING $10K for a Buyer to use "Your Way" - Rate Buy Down, Closing Help, Buyer's Choice Welcome to your own private retreat in Southern Maryland. Set on 15 scenic acres, this beautifully maintained property offers the rare combination of space, privacy, recreation, and modern convenience. Inside, you'll find spacious rooms, soaring ceilings, updated flooring, refreshed finishes, and comfortable living spaces designed for everyday living and entertaining. Outside is where this property truly shines. Enjoy an in-ground pool, pool house, gazebo, scenic pond, extensive hardscape, stamped concrete patio, and endless room to explore, entertain, relax, or pursue your favorite outdoor activities. Whether you're hosting summer gatherings by the pool, enjoying peaceful evenings overlooking the pond, parking your RV with ease, or simply appreciating the privacy that only acreage can provide, this property delivers a lifestyle that is increasingly difficult to find. Additional features include a newer roof, newer HVAC systems, EV charging station, attached garage, and no HOA restrictions. A rare opportunity to own a turnkey lifestyle property offering comfort, flexibility, and exceptional outdoor living just minutes from the conveniences of Southern Maryland.

28575 Harvest Ln, Mechanicsville

Listing courtesy of RE/MAX One. Contact:

Selling Office: Real Broker, LLC.

40737 Bobwhite Ln, Leonardtown
$800,000
4 Beds ⋅ 4 Baths
Avenmar beauty situated on over 3.5 acres, offering exceptional space and privacy. The custom kitchen features top-of-the-line appliances, custom cabinetry, solid-surface countertops, and stunning light fixtures. The main level includes formal dining and living rooms, a dedicated office space, and a two-story family room with an overlook from above. Floor-to-ceiling windows showcase peaceful wooded views, and a gas fireplace anchors the family room with warmth and style. The second level offers a spacious primary suite with a separate sitting room and an ensuite bath. Three additional bedrooms share a beautifully updated full bath featuring custom tile and cabinetry. A conveniently located laundry room is also on the bedroom level. A back staircase off the kitchen provides easy access to both sides of the second floor. Outdoor living shines with a new composite deck off the back, while the welcoming front porch overlooks the expansive front yard. The walk-out basement includes a finished full bath, with the remaining space ready for the new owner to customize. A Tesla solar roof adds energy efficiency and modern appeal.

40737 Bobwhite Ln, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: CENTURY 21 New Millennium.

26144 Harmony View St, Mechanicsville
$799,900
4 Beds ⋅ 5 Baths
Custom Home with In-Law Suite, Private Backyard, and Dual Garages in Grandview Haven! This beautifully maintained home offers the perfect combination of comfortable everyday living, entertaining space, and flexibility for multi-generational living. With 4 bedrooms, 4.5 bathrooms, and thoughtfully designed living areas, there's room for everyone to spread out and enjoy. At the heart of the home is a two-story family room, flooded with natural light from oversized windows surrounding a gas fireplace. The spacious Eat-In Kitchen features upgraded cabinetry, granite countertops, a center island, range, 2nd wall oven, built-in microwave, and ample workspace for preparing meals. There is a separate room off of the kitchen which can easily serve as a formal dining room, sitting room, home office, or flex space. The Main-Level Primary Suite offers a peaceful retreat with a tray ceiling, dual walk-in closets, and a luxurious en-suite bath featuring dual vanities, a soaking tub, and a separate fully tiled shower. A convenient laundry/mud room and powder room complete the main level. Upstairs, you'll find a spacious secondary bedroom with a private en-suite bath and large walk-in closet, along with two additional bedrooms that share a full bath. The Fully Finished lower level offers incredible versatility with a large family room/recreation area, dedicated theater room, full kitchen, full bath, and separate exterior entrance—making it ideal for an in-law suite, extended guests, or additional entertaining space. Step outside and enjoy your own private backyard oasis. The fully fenced yard features privacy fencing, a separate fenced area for pets, beautiful stone hardscaping with a patio, and a built-in fire pit—perfect for relaxing evenings or hosting gatherings. The one-acre lot has an underground irrigation system that helps keep the lawn lush and pristine. Car enthusiasts, hobbyists, and those needing additional storage will appreciate the attached oversized two-car garage, extended an additional two feet beyond standard depth, as well as the detached two-car garage built in 2021. The detached garage includes electricity, pre-wiring for a 240-volt outlet, and HVAC hookups, offering endless possibilities for a workshop, gym, or future finished space. A 16' x 12' storage shed provides even more room for lawn equipment and outdoor tools. Additional upgrades include a whole-house generator and a tankless water heater for added comfort, efficiency, and peace of mind. This exceptional property combines spacious living, thoughtful upgrades, and outstanding outdoor amenities. Don't miss your opportunity to call this one-of-a-kind property home.

26144 Harmony View St, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Keller Williams Preferred Properties.

28026 Steeple Ct, Mechanicsville
$759,000
4 Beds ⋅ 4 Baths
Welcome to Persimmon Hills where luxury, privacy, and tranquility meet. This stunning 4 bedroom, 3.5 bath residence offers an exceptional blend of elegance, comfort, and functionality, perfectly situated on a private 5 acre homesite. Step inside to discover a thoughtfully designed, open-concept floor plan highlighted by quality craftsmanship and inviting living spaces throughout. The fully upgraded gourmet kitchen is truly a chef’s delight, featuring new cabinetry, quartz countertops, a spacious center island, an induction stovetop, a double convection oven with built-in air fryer, and a top-of-the-line Bosch dishwasher, along with additional stainless steel appliances—perfect for both everyday living and entertaining. The spacious primary suite provides a true retreat, complete with a well-appointed en suite bath designed for relaxation. Additional bedrooms and bathrooms offer flexibility and comfort for family and guests alike. A second stairwell offers, easy access to upstairs and convenience to the mudroom; located just off the garage enhances everyday living with practical storage and organization. Additionally, there is a fully finished walk-out basement equipped with a built-in bar. Outdoors, the property truly shines. Surrounded by mature trees, the expansive backyard offers unmatched privacy and a peaceful, natural setting. Enjoy outdoor living on the large wood deck with a built-in gazebo—perfect for entertaining or relaxing. The highlight of the outdoor space is the impressive in-ground, free-form heated gunite pool (built by Stevenson Pools), offering a private resort-style experience right at home, now complemented by a new pool heat pump installed last year for enhanced efficiency and extended seasonal enjoyment. Beautiful hardscaping, a paved driveway, and a 14' x 16' shed add both function and curb appeal. Additional upgrades include a newer architectural shingle roof (approximately 3 years old), providing added value and peace of mind. This exceptional property offers the best of Persimmon Hills living—space, privacy, and upscale amenities—all within a serene setting. Schedule your private showing today and experience everything this remarkable home has to offer.

28026 Steeple Ct, Mechanicsville

Listing courtesy of RE/MAX One. Contact:

Selling Office: RE/MAX One.

19305 Greens Crossing Ct, Great Mills
$735,000
4 Beds ⋅ 4 Baths
Experience luxury and comfort in this stunning 4-bedroom, 3.5-bath home built in 2015, offering exceptional space, elegant upgrades, and resort-style outdoor living in beautiful Saint Mary's County. From the moment you enter, you’ll love the beautiful hardwood flooring, open-concept layout, and fresh new paint throughout. The heart of the home is the oversized gourmet kitchen featuring a gas cooktop, double wall ovens, abundant cabinetry, and expansive counter space perfect for entertaining. Just off the kitchen, the bright sunroom/breakfast room creates the perfect place to enjoy morning coffee while overlooking the backyard oasis. The inviting family room is centered around a cozy gas fireplace, creating a warm and welcoming atmosphere. Upstairs, the luxurious primary suite feels like a private retreat with its own sitting room, wet bar, laundry organizer, professionally designed closet system, and spa-inspired bath complete with an oversized glass tile shower and relaxing jacuzzi tub. The finished basement offers incredible flexibility with two additional windowed rooms ideal for a home gym, office, hobby space, or guest rooms. A bar hookup and brand-new flooring make the lower level perfect for entertaining or multi-generational living. Home is also wired with the control 4 audio system including speakers in the primary, kitchen, living room and deck. Step outside and enjoy your own private backyard retreat featuring an inground pool, basketball court, Trex decking, new fencing, and a brand-new shed. The professionally maintained yard also includes a built-in sprinkler system in the front yard, making outdoor upkeep effortless while enhancing curb appeal. This exceptional property combines luxury, functionality, and incredible indoor-outdoor living — truly a must-see home!

19305 Greens Crossing Ct, Great Mills

Listing courtesy of Deep Roots Real Estate. Contact:

Selling Office: The Southside Group Real Estate.

27737 Yanak Ct, Mechanicsville
$720,000
5 Beds ⋅ 4 Baths
**Multiple offers received. Highest and best deadline is Sunday 7/12/26 by 5pm.** Welcome to this exceptional 5-bedroom, 3.5-bath home in the sought-after Ben Oaks subdivision, offering over 5,000 square feet of beautifully finished living space designed for today's lifestyle. This amazing home combines generous living areas, thoughtful updates, and outstanding indoor and outdoor entertaining spaces. Step inside to an inviting open floor plan filled with natural light from expansive windows. The spacious living room flows seamlessly into a well-appointed kitchen featuring abundant cabinetry, a full-height pantry, and plenty of workspace for preparing meals and gathering with family and friends. Energy-efficient windows, LED lighting throughout, ceiling fans, a smart thermostat, and a premium pellet stove provide year-round comfort and efficiency. The fully finished walk-out basement dramatically expands your living options with a dedicated theater seating and media area, a large recreation room, a full bathroom, a home office or business space, a home gym, and even a dedicated hunting and outdoor gear storage area. Extensive additional storage ensures everything has its place. Outside, you'll find a backyard designed for making memories. The large, fenced yard enjoys a stamped concrete patio with pergola and built-in fire pit that create the perfect setting for relaxing evenings and entertaining guests. An expanded driveway, side loading garage and a 12' x 24' storage shed add even more convenience and functionality. Buy with confidence knowing the home's major systems have already been updated, including a new roof in 2018, HVAC systems replaced in 2023 and 2026, and a sump pump with a water backup system for added peace of mind. Offering the perfect blend of space, comfort, modern updates, and an unbeatable location, this impressive home is ready to welcome its next owners. Whether you're hosting holiday gatherings, working from home, enjoying movie nights, or simply relaxing in your private backyard retreat, this home delivers the lifestyle you've been looking for.

27737 Yanak Ct, Mechanicsville

Listing courtesy of Topside Realty. Contact:

Selling Office: CENTURY 21 New Millennium.

21335 Fairwood Ct, Leonardtown
$720,000
5 Beds ⋅ 4 Baths
**Multiple offers received. Highest and best offers due by 12:00 PM tomorrow, 4/8. Seller is limiting additional showings—please contact listing agent for availability. Welcome to Leonardtown Farms—where space, comfort, and thoughtful upgrades come together in one beautiful home. This spacious Pinehurst 3 model offers over 4,300 square feet of living space with 5 bedrooms and 3.5 bathrooms, designed to accommodate both everyday living and entertaining with ease. The main level features a gourmet kitchen, morning room filled with natural light, and an open flow that makes the home feel both functional and inviting. Upstairs, you’ll find generously sized bedrooms, including a primary suite with an extra large walk in closet and a beautifully renovated bathroom. The fully finished basement adds even more versatility with a large recreation room and rough-in for a future wet bar or kitchenette—perfect for entertaining, guests, or multi-generational living. The basement is also set up for surround sound, creating an ideal space for movie nights or game days. Step outside to enjoy a private, fully fenced backyard designed for both relaxation and functionality—featuring a maintenance-free deck (approx. 12’ x 35’), 10x10 pergola, new paver walkway, upgraded river rock landscaping, and new fence gates. The outdoor space is further enhanced by a spacious 12x20 storage shed with an 8 ft roll-up door (2025), offering excellent storage or workspace options. Additional highlights include: * New quartz counter tops, updated cabinets, backsplash (2024) * New HVAC coils (2025) * High-end grinder pump (2024) * Brand new window screens * Primary bathroom renovation (2023) * Front yard landscape lighting enhancing custom lanscape * Epoxy garage floor. Conveniently located in the highly sought-after Leonardtown Farms community, this home offers the perfect blend of space, updates, and location. This home truly has something for everyone—don’t miss your opportunity to make it yours.

21335 Fairwood Ct, Leonardtown

Listing courtesy of RE/MAX One. Contact:

Selling Office: RE/MAX Realty Group.

29350 Atlas Ln, Mechanicsville
$689,900
4 Beds ⋅ 3 Baths
Welcome to this exceptional custom-built luxury home, thoughtfully designed and meticulously crafted in 2017 by a premier local builder. Perfectly situated in one of the most sought-after locations in Northern Saint Mary's County, this stunning residence combines timeless design, outstanding energy efficiency, and superior craftsmanship throughout. From the moment you arrive, you'll appreciate the attention to detail and quality construction, including high-performance insulated windows and doors, greater than code home insulation and additional exterior wall insulation, a conditioned crawl space, a tankless propane water heater, and the peace of mind provided by a whole-house propane generator. A two-car garage with organized shelving. The thoughtfully designed floor plan offers the convenience of main-level living with a luxurious primary suite featuring a spa-inspired ensuite bath, an additional first-floor bedroom, and another beautifully appointed full bath. The gourmet kitchen, complete with a spacious walk-in pantry, opens seamlessly to a generous dining area and an inviting family room, creating the perfect space for everyday living and entertaining. Upstairs, you'll find two oversized bedrooms, each with large walk-in closets, a beautifully finished full bath, and an expansive second family room that offers endless possibilities for a media room, playroom, or guest retreat. Two additional storage closets provide exceptional functionality. Outdoor living is equally impressive, featuring a large screened porch, and patio, and a professionally landscaped, park-like yard designed for relaxation and entertaining. Three raised garden beds complete this picturesque setting, offering the perfect opportunity for gardening enthusiasts. Homes of this caliber are a rare opportunity. Combining luxury finishes, exceptional energy efficiency, thoughtful design, and an unbeatable Northern Saint Mary's County location, this one-of-a-kind custom home is truly a must-see.

29350 Atlas Ln, Mechanicsville

Listing courtesy of JPAR Real Estate Professionals. Contact:

Selling Office: EXP Realty, LLC.

26669 Queentree Rd, Mechanicsville
$675,000
3 Beds ⋅ 2 Baths
Reduced price and Endless Opportunities on a Historic Gem! This beautifully maintained 100+ year old home sitting on 11.82 acres, combines classic charm with modern amenities. Featuring a wrap-around porch, original craftsman staircase, 3 bedrooms, 2 baths, with fully finished attic perfect for an office. The main level bath includes jacuzzi tub and walk-in shower. Enjoy outdoor living with a new deck, in-ground pool and plenty of open space. A separate 1 bedroom 1 bath in-law suite offers rental income potential or guest accommodations-ideal for a B&B or wedding venue. Car enthusiasts will love the 5 garages/outbuildings with room for up to 12 vehicles, 1 with lift. Theres also outdoor storage and a chicken coop, plenty of room for horses. With ample acreage, there's room to build an additional home and keep everything in the family. Centrally located between Pax River and Waldorf, just an hour from DC, you get the peace of the country with city access. Recent upgrades, with a newer roof. This one of a kind property is move-in ready and full of potential. A rare opportunity to own a one of a kind property with historic charm and modern versatility. Termite inspection done yearly. Owner is always improving the property, come and listen to the birds sing

26669 Queentree Rd, Mechanicsville

Listing courtesy of Coldwell Banker Premier. Contact:

Selling Office: Taylor Properties.

41249 Brenda Ct, Leonardtown
$669,900
3 Beds ⋅ 3 Baths
Meticulously cared for rambler, fully updated and move in ready, on nearly one private , partially wooded acre in the waterfront community of The Mulberries at Breton Bay. Brand new engineered hardwood floors plus fresh paint and brand new carpet in all three bedrooms. The kitchen has been updated with a sleek European elegance, white cabinets, granite countertops and stainless steel appliances. Expansive great room with beautiful soaring wood ceiling, propane fireplace, convenient wet bar and mini fridge, offer the timeless backdrop for family gatherings and entertaining. Just down the hall, you will find the family room/sunroom with equal amounts natural light and storage. All the bathrooms are freshly updated to include custom cabinets. The primary bedroom enjoys the corner view of the private backyard to be enjoyed from a private deck. Straight out of a magazine, the primary bath has heated floors, large walk-in shower, free standing tub and double vanity, an owners paradise. Stunning outdoor living space with large screened porch, paver patio with sitting wall and multiple decks providing perfect space for entertaining or sitting quietly while the kids play nearby. Major system upgrades provide peace of mind and long term savings, including newer roof (12/2024), Geothermal HVAC and a whole house generator. Additional highlights include a spacious two-car garage, generous living areas and a setting that offers both privacy and convenience just minutes from downtown Leonardtown all within this quiet water access community. The home comes with entitlement to its own private boat-slip, assigned on individual basis. The community offers a private dock as well as pickleball/tennis/basketball courts. This home will simply not disappoint, as owners attention to detail makes this one shine bright. The thoughtful updates, energy efficiency and lovely outdoor living come together making this an exceptional opportunity. Homes like this don't come along often.

41249 Brenda Ct, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Leonard Realty, Inc..

23012 S Pembrook Dr, Hollywood
$665,000
4 Beds ⋅ 4 Baths
SPECTACULAR COLONIAL IN SOUGHT AFTER FORREST FARMS. HOME HAS BEEN METICULOUSLY MAINTAINED AND HAS HAD MANY RECENT UPDATES INLUDING...A NEW PRIMARY BATH WITH GORGEOUS WALK IN SHOWER AND SEPARATE SOAKING TUB, NEW STAINLESS STEEL APPLIANCES, LAUNDRY MOVED TO BEDROOM LEVEL FROM BASEMENT, MODERN LIGHT FIXTURES AND FRESHENED UP PAINT. GREAT FLOOR PLAN FEATURES LARGE OFFICE WITH CUSTOM TRIM, OPEN KITCHEN TO FAMILY ROOM FEATURING A COZY FIREPLACE, HUGE DINING ROOM WITH CUSTOM TRIM AND INCREDIBLE PRIMARY SUITE WITH GORGEOUS BATH AND WALK-IN CLOSET. 3 OTHER BEDROOMS, A FULL BATH AND LAUNDRY COMPLETE THE UPPER LEVEL. BASEMENT HAS GREAT REC ROOM WITH BUILT-IN CABINETS FOR REFRESHMENTS, WORKSHOP, FULL BATH AND TONS OF STORAGE.

23012 S Pembrook Dr, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Residential Plus Real Estate.

42032 Starlight Dr, Leonardtown
$653,000
5 Beds ⋅ 4 Baths
Welcome to 42032 Starlight Drive in Leonardtown, MD, a spacious and beautifully updated home offering comfort, flexibility, and thoughtful upgrades throughout. This beautiful property backs to woods, providing a peaceful and private setting to enjoy year-round. Inside, fresh new paint throughout, new carpet upstairs, and new vinyl plank flooring in the basement give the home a clean, move-in-ready feel. The main level features generous living spaces, including a large office with glass French doors, perfect for working from home, studying, or creating a quiet flex space. The living room is warm and inviting with a new propane fireplace, accented by a striking floor-to-ceiling brick backdrop and mantle. The gourmet kitchen offers stainless steel appliances, abundant cabinet space, and a large pantry, making it ideal for everyday cooking and entertaining. Upstairs, you’ll find comfortable bedrooms and refreshed finishes, while the lower level adds incredible versatility. The basement includes another potential bedroom, a full kitchen, a full bath, and a stackable washer and dryer that convey, making it an excellent option for an in-law suite, guest space, or potential income-producing area. There is also plenty of storage throughout the home, giving you room for everything. Outdoor living is a major highlight, with a maintenance-free deck featuring storage underneath, plus a professionally installed paver patio with firepit—perfect for relaxing evenings or entertaining guests while enjoying the wooded backdrop. The driveway provides extra parking alongside the garage, adding everyday convenience. Additional valuable features include a newer roof, dual-zone HVAC with units replaced in 2010 and 2021, an emergency backup generator, and a fully paid-for solar system with warranty, offering peace of mind and energy efficiency. This home combines space, updates, privacy, flexibility, and long-term value in a desirable Leonardtown location.

42032 Starlight Dr, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: CENTURY 21 New Millennium.

25010 Meadowlark Ct, Leonardtown
$650,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained rambler that is truly move-in ready! From the moment you step inside, you’ll appreciate the bright, airy feel, neutral colors, and pride of ownership throughout. The open floor plan features a gorgeous gourmet kitchen with plenty of space to gather, plus a massive pantry that provides incredible storage. The thoughtfully designed split-bedroom layout offers privacy, with the spacious primary suite tucked away on one side of the home. The primary retreat features a large bedroom, beautiful bathroom, and an oversized walk-in closet. Conveniently located just off the primary suite is a laundry room that also functions as the perfect mudroom. The additional bedrooms are located on the opposite side of the home, creating a comfortable and functional layout. The finished lower level offers even more living space with a full bathroom and a large recreation/movie area—perfect for entertaining, relaxing, or hosting guests. There is also a big unfinished section with endless possibilities, ideal for a workshop, home gym, storage, or future expansion. Enjoy peaceful mornings and evenings on the screened-in porch overlooking your outdoor space. This home has been lovingly cared for and combines comfort, functionality, and plenty of room to grow!

25010 Meadowlark Ct, Leonardtown

Listing courtesy of RE/MAX One. Contact:

Selling Office: RE/MAX One.

28653 Burroughs Ct, Mechanicsville
$650,000
3 Beds ⋅ 3 Baths
3,900 sq ft of finished space on 4+ acres! This exceptional 3-bedroom, 3-bath home sits on "Top of the Hill," surrounded by natural beauty and wooded privacy. Nicely landscaped outside, this custom-built home will impress on the inside, too! Step across the luxury vinyl tile foyer, and onto gorgeous hardwood floors that tie together an open dining and living room. Ten foot ceilings, crown molding, chair rails, and wood fireplace with Marble surround, are architectural details that help this gem rise above. An attractive kitchen features custom-painted cabinets, granite counters, ceramic tile floors, breakfast bar, pantry, and table area with window bump out. Nice out? Dine on the screened porch that overlooks the backyard and surrounding trees. Hardwood continues in the Primary suite. Big walk-in closet w/organizer, Granite counters, soaking tub & glass shower stall in the primary bath. Two more spacious bedrooms, a hall bath with tub/shower, and mudroom to the attached garage complete the main floor. Impressive enough, but wait until you see the lower level! The fully-finished recreation room is an entertainer's dream! Centered around a stacked-stone bar w/ mini-fridge, the room has space for the big game, a round of billiards or ping-pong, and a play/fitness area, all at the same time! Practice your dance moves on the engineered hardwood floor. A Murphy bed and full bath allow guests to stay over. Walk out the sliders and continue the fun on the big stamped-concrete patio. Play in the yard, or head out and explore the flora and fauna of the surrounding woods. The large two-car garage has storage in the attic above. Nice shed helps keep the garage clear, and gutter guards keep exterior maintenance to a minimum. This private retreat is only minutes from Rt 5/Three Notch Rd, the main commuter route to points north and south. Don't miss your opportunity to see this impressive home, request your showing today!

28653 Burroughs Ct, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Seven Real Estate Associates, LLC.

23642 Hansel Ct, Leonardtown
$649,900
4 Beds ⋅ 4 Baths
Welcome Home! This beautifully maintained home in Leonard's Grant backs up to trees, a rainwater pond and lots of wildlife! Enjoy watching the deer, bunnies and squirrels in the privacy of your fenced in back yard and large deck. The home features 4 spacious bedrooms, 3.5 baths, a finished basement, new (2022) luxury vinyl plank flooring throughout all levels, new energy efficient sliders (2022), build in custom Amish built bookshelves (2022). The primary bedroom features a walk-in custom-built closet, and a primary bath with large shower. A new roof was put on in 2024. The kitchen has an abundance of large, warm brown cabinets, a pantry cabinet, granite countertops, and stainless appliances. The details in this house are amazing, columns separating the dining room from the kitchen and the built-in bookcase in the living room make this home special. The open floor plan of the bumped-out kitchen, large breakfast area and spacious family room is amazing, roomy, and yet cozy. This house is never ending in its charm, character and spaciousness. Make it yours!

23642 Hansel Ct, Leonardtown

Listing courtesy of RE/MAX One. Contact:

Selling Office: RE/MAX Realty Group.

27279 Cat Creek Rd, Mechanicsville
$641,000
3 Beds ⋅ 2 Baths
Meticulously maintained and thoughtfully updated, this stunning waterfront home located on a dead end street in Mechanicsville, Maryland offers a rare opportunity to own 2.01 acres with approximately 381 feet of shoreline including house lot and lot next door. Featuring sweeping, panoramic water views create a beautiful backdrop from nearly every angle to be enjoyed from inside the home, the spacious screened porch, or the pier. The tax record square footage is incorrect; the home offers approximately 1,788 finished square feet, featuring 3 bedrooms and 2 full bathrooms. Rebuilt in 2004 that included new addition featuring new electrical wiring, windows, drywall, oak flooring, lighting, kitchen cabinetry, sound system, and vinyl siding, a new well and a tranquil 14’ x 18’ screen porch. Thoughtfully designed to embrace the waterfront lifestyle, this property provides direct access for boating, kayaking, crabbing and fishing, while also offering the perfect setting to relax and take in the peaceful surroundings. The private pier extends your living space to the water’s edge, ideal for enjoying sunrises, sunsets, and everything in between. Inside, a bright open floor plan with a backdrop of windows and welcomes you with a lovely family room anchored by a gas fireplace, seamlessly connected to the kitchen featuring granite countertops and extensive cabinetry, a high-end water filtration system and newer appliances. A main-level bedroom, full bathroom, and laundry room add flexibility and convenience. Upstairs, two additional bedrooms and an updated full bathroom provide gorgeous, comfortable accommodations. Additional extensive updates and improvements over the years include: the entire first floor painted May & June (2026), a new 8' x 10' storage shed (2025), new kitchen stove (12/2025), detached single-car garage with a new oversized garage door (2025), new HVAC system featuring a heat pump and propane furnace (2023), new interior paint (2022), crawl space dehumidifier installation (2021), new private pier (2020), new kitchen refrigerator (2020), new 6" gutters and 4" downspouts (2020), new front deck measuring approximately 10' x 8'6", new foyer and kitchen flooring, whole-house generator installation (2018), upper-level bathroom renovations (2017 & 2018), new roof (2017), new dishwasher (2017), new water heater (2015), new dryer (2013), gas fireplace installed by Taylor Gas (2011), crawl space encapsulation completed by JES (8/2011), and a main-level bathroom renovation (2009). This one-of-a-kind property is a rare offering combining extensive updates, acreage, and direct waterfront access, this property delivers a refined, yet relaxed lifestyle defined by space, comfort, and the natural beauty of Southern Maryland. Hurry this amazing property will not last long!

27279 Cat Creek Rd, Mechanicsville

Listing courtesy of JPAR Real Estate Professionals. Contact:

Selling Office: EXP Realty, LLC.

20665 Golden Thompson Rd, Avenue
$640,000
3 Beds ⋅ 3 Baths
ESCAPE TO SOUTHERN MARYLAND—where a peaceful country setting, water views, open space, and your own private pier offer room to breathe and a slower pace of life. Boaters, anglers, crabbers, kayakers, and water-sports enthusiasts can enjoy access from St. Patrick’s Creek to St. Clement’s Bay, the Potomac River, and the Chesapeake Bay beyond. NO HOA, not located in a mapped flood zone, a newer roof, extensive 2022 renovations, 3.34 mostly level acres, a finished two-car garage, and a substantial 12-by-30-foot shed with electricity make this property a rare combination of recreation, privacy, space, and value. A deeded 25-foot-wide access easement leads to the existing privately owned pier on St. Patrick’s Creek, which conveys with the property. The reported water depth is approximately four feet at mean low tide. The unfinished upstairs bonus room offers valuable additional space that could be finished as a home office, art or music studio, fitness room, hobby room, guest space, additional bedroom, or storage area. Recent appraisal valued this at $705,000—this bright and spacious Colonial offers approximately 2,770 total square feet as measured by the appraiser. Public tax records do not reflect the appraiser-confirmed measurements. The home features three bedrooms, two full bathrooms, one half bathroom, generous living and gathering spaces, hardwood and luxury vinyl plank flooring, quartz kitchen countertops, high-end Wi-Fi-enabled appliances, and abundant windows that fill the interior with natural light. Numerous renovations and improvements completed in 2022 added style, comfort, and functionality throughout the home. The primary bathroom has been gutted and is ready for the next owner to complete according to their own taste and vision, creating an opportunity to customize the space and add value. The roof was replaced in 2021, and the septic system was pumped in 2022. The finished two-car garage provides room for vehicles, tools, and recreational equipment, while the oversized shed with electricity is ideal for a workshop, lawn equipment, boating supplies, fishing gear, water toys, or additional storage. A detailed list of renovations and improvements is included with the listing documents. Whether you are seeking a spacious full-time residence, a peaceful weekend retreat approximately 90 minutes from the Washington, DC metropolitan area, or a private home base for boating, fishing, crabbing, kayaking, and enjoying life near the water, this property delivers acreage, flexibility, water access, and a lifestyle that is increasingly difficult to find. Schedule your private tour and discover what life on St. Patrick’s Creek could look like.

20665 Golden Thompson Rd, Avenue

Listing courtesy of RE/MAX One. Contact:

Selling Office: CENTURY 21 New Millennium.

38411 Barbara Ct, Mechanicsville
$629,900
4 Beds ⋅ 3 Baths
Welcome home to this beautifully updated 4-bedroom, 3 full bath two-story residence offering more than 2,700 square feet of inviting living space on 1.34 acres of usable land in highly desirable North St. Mary’s. Freshly painted and featuring new flooring throughout, this spacious home is designed for comfort and flexibility with a main-level owner’s suite, a second private owner’s suite upstairs, and laundry rooms on both levels. The well-appointed kitchen overlooks the expansive rear yard, creating the perfect setting for everyday living and entertaining. Enjoy peaceful mornings on the full wraparound front porch and quiet evenings on the rear deck. Tucked into a serene, attractive neighborhood, this property offers the ideal blend of privacy and convenience, just minutes from shopping, dining, and easy access to all the key destinations in Southern Maryland. The solar panels add to the energy savings on this property. An oversized 2-car garage and abundant parking make this exceptional property even more appealing.

38411 Barbara Ct, Mechanicsville

Listing courtesy of JPAR Real Estate Professionals. Contact:

Selling Office: Samson Properties.