Refine Search
Sort by
$780,000
5 Beds 4 Baths
Updated photos coming soon! Wake to the soft glow of sunrise spilling across the Chesapeake Bay and end your evenings watching the sky melt into watercolor reflections over the water. Nestled in the heart of Scotland, this exceptional Bayfront retreat captures sweeping, unobstructed views and the quiet serenity only true waterfront living can provide — all secured by a brand-new seawall for lasting peace of mind. Walls of windows invite the outside in, filling the home with natural light and endless horizon views from multiple vantage points. The living spaces feel open, airy, and effortlessly connected — designed for both intimate mornings and memorable gatherings by the water. Step onto the expansive Trex and vinyl balcony and breathe in the salt air as boats drift by in the distance. Slip into the hot tub on the enclosed porch and let the day melt away beneath a painted evening sky. With direct beachfront access, spontaneous sunset strolls and days spent out on the Bay become part of everyday life. A spacious two-car garage adds comfort and convenience to this peaceful coastal escape. 15370 Holly Drive is more than a home — it’s a private waterfront sanctuary where time slows, views stretch endlessly, and every day feels like a getaway. Chesapeake Bay living at its most magical.

15370 Holly Dr, Scotland

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$7,900
Private and wooded! Make an offer on this residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .27-acre lot is ready for clearing and a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier, basketball and tennis courts, playground and picnic areas, and discounted clubhouse rental rates. Grab a bite to eat at Longview Beach’s delicious Water View Inn while you enjoy spectacular views of the Wicomico River from the back deck! Listing Agent is also the owner of the property. Ask about other parcels available in the neighborhood. Property to be conveyed as-is. Buyer to perform due diligence and verify all information. Don’t miss this great opportunity to own a fantastic potential building lot, access amenities, diversify your investment portfolio, and become part of a wonderful community!

Upland Dr, Bushwood

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$449,000
Exceptional Commercial Opportunity in Prime Location Position your business where it will be seen--every single day. This highly visible property along Three Notch Rd (MD Route 235) offers unmatched exposure with over 30,000 vehicles passing daily between Gates 1 and 2 of NAS Patuxent River. This property is surrounded by accelerating growth, including a newly remodeled retail center, a new Aldi grocery store, and a forthcoming townhome community. Designed for both functionality and flexibility, this 1750 sq ft building is zoned MX, allowing for a wide range of professional, retail and live/work uses. Whether you're an attorney, contractor, therapist, stylist or boutique operator, this location supports both your brand presence and the potential for fast appreciation in value. Available to buy or lease! Property Highlights: *Brand new roof (2026) with warranty *Strong historical rental performance ($2700/month for 14+ years) *Excellent signage opportunities with road and building visibility and large side advertising exposure *Direct access from Three Notch Road with 5 dedicated parking spaces *No HOA or shared expenses Flexible Interior Layout * 5 private offices and welcoming reception area * Kitchen with residential capability * 1 full bath and 1 half bath * Potential separate residential/commercial areas with dual HVAC systems * Private employee entrance * Natural light throughout Ideal for an owner-user seeking a professional space with built-in residential flexibility, or an investor capitalizing on limited inventory along this prime commercial artery. Opportunities like this--on the main commercial corridor of St. Mary's County, directly adjacent to Pax River--are increasingly rare. Schedule your tour today.

21865 Three Notch Rd, Lexington Park

Listing courtesy of CENTURY 21 Commercial New Millennium. Contact: 7035664222

$175,000
6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to:  Construction Materials and Equipment Storage, Equestrian Facility, Farmer’s Market, Fairgrounds & Flea Markets, Shows and Events, Outdoor, Animal Boarding - Sales & Service, Crop Production and Horticulture, Agricultural Industry - Minor and Roadside Stand. The lot is in the critical area and Flood Zone AE. Potential buyers must conduct their own due diligence and contact St. Mary’s County agencies. Information deemed Reliable but not Guaranteed.

St. Andrews Church Road, Leonardtown

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

$3,500,000
Harvest oysters year round! Awesome opportunity to purchase an existing oyster aquaculture facility known as Circle C Oyster Ranch. Beautiful setting on 1.25 overlooking St. Jerome Creek with a large building (half unfinished and in need of a roof), production lease, and nursery lease. The production lease area in St. Jerome Creek is approximately 2.27 acres or 988,812 sq ft. The nursery lease is approximately 5000 sq ft. Both areas touch the pier. This is important because it greatly reduces the harvesting regulations. The 8 foot wide pier extends approx 100 feet into St. Jerome Creek with 2 fingers. The grow out oyster leases are Maryland Dept of Environment (MDE) tested and approved. A Shellfish Processing Plant License is in place. There are 4 walk-in coolers, 3 interior and 1 stand alone exterior. The solar panels have not been hooked up, but could be. Electric is 220V 3 phase service. High speed internet is available at the site.

49676 Freemans Rd, Dameron

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$714,900
4 Beds 3 Baths
YOUR DREAM HOME, YOUR WAY – TO BE BUILT on 1 acre, please note the tax record is wrong. Why spend your weekends touring older homes that need "just a little work" when you can build exactly what you want? Avoid the bidding wars and move into a masterpiece designed specifically for you. This 4-bedroom, 2.5-bathroom "Ariana" floor plan by Litz Custom Homes is the perfect blend of luxury and functionality on a beautiful Mechanicsville lot. The Custom Experience: Unlike most builders, we don't limit you to a few "packages." Bring your Pinterest boards! From the tile and flooring to the hardware and light fixtures, you are the designer. Want to move a wall, vault the ceilings, or add a sunroom? This is a full-service custom build where your ideas actually matter. Home Highlights: Stunning Curb Appeal: A stone facade and a charming wrap-around front porch made for rocking chairs and relaxation. Gourmet Heart of the Home: An open-concept kitchen featuring 42-inch cabinets, a center island with bar-top seating, and a walk-in pantry, all overlooking a living room anchored by a cozy stone fireplace. Primary Retreat: A massive second-floor owner's wing featuring a private sitting room, a huge walk-in closet, and a spa-style ensuite with a freestanding tub and custom-tiled shower. Space for Everything: Three additional spacious bedrooms share a large hall bath, plus a versatile loft space for a home office or playroom and a convenient second-story laundry room. Room to Grow: Includes a 2-car garage and a full unfinished basement with a bathroom rough-in already in place. Build Where You Want: We can build the Ariana on this lot, or if you already have land (or need help finding some), we can build there too! This is your chance to get a tailored lifestyle that simply isn't available in the current resale inventory. Call now to start designing and building your dream home! Please note: Images are for illustrative purposes and represent similar quality; final finishes and specifications are subject to change based on your custom selections.

28590 Old Village Rd, Mechanicsville

Listing courtesy of RE/MAX Realty Group. Contact:

$149,900
Prime 1.44-Acre Buildable Lot in Leonardtown, MD Welcome to 20265 Hawks Way, a fantastic opportunity to build your dream home on a spacious 1.44-acre parcel on a quiet street. This generous lot offers a blank canvas — cleared and ready for construction — surrounded by other new construction homes that bring a sense of neighborhood and modern living while maintaining a peaceful, rural feel. Situated just minutes from local conveniences, shops, dining, parks, and top-rated schools, this property blends tranquility with accessibility. Enjoy country-living charm in a growing residential area while still having easy access to major commuter routes and all that Southern Maryland has to offer. Perfect for custom builders or homebuyers looking to craft their ideal home on a sizable lot — embrace the opportunity to imagine, design, and build your future here in Leonardtown!

20265 Hawks Way, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

$85,000
Discover the perfect canvas for your dream home on this 1.5-acre parcel of land, nestled in a vibrant community that offers both tranquility and convenience. Imagine waking up each day surrounded by nature, with ample space to create your own private oasis while still being just moments away from local amenities. This prime piece of land is situated in an area known for its friendly atmosphere and strong sense of community. Enjoy leisurely strolls, where neighbors greet each other with a smile. Whether you're looking to walk, bike, or simply enjoy a picnic, the options are endless. Convenience is at your fingertips with nearby shopping centers, restaurants, and cafes that cater to every taste. Local farmers' markets offer fresh produce and artisanal goods, making it easy to embrace a healthy lifestyle. This land presents an incredible opportunity to build a residence tailored to your lifestyle, with enough space for gardens, outdoor entertaining, or even a workshop. The possibilities are limited only by your imagination. Don't miss your chance to secure this exceptional property in a neighborhood that truly feels like home. Embrace the lifestyle you've always dreamed of!

Piney Point Rd, Callaway

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$399,000
Restaurant for Sale – Highly Rated Korean & Japanese Restaurant in Lexington Village Shopping Center. A well-established and highly successful Korean & Japanese restaurant is now available for sale due to the owner’s personal circumstances. Located in the popular Lexington Village Shopping Center at Lexington Way, this restaurant is less than 1.9 miles from NAS Patuxent River. It enjoys excellent customer reviews and high ratings, reflecting its top-quality food and service. Key Highlights: Highly rated with strong online and local reviews. Consistent annual sales growth. Loyal repeat customer base. Fully equipped, turn-key kitchen and dining space. Prime location in Lexington Village Shopping Center with high visibility and ample parking. Just 1.9miles from NAS Patuxent River. Consistent sales and strong local reputation. Showings by appointment only.

46300 Lexington Village Way, Lexington Park

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400

$320,000
4 Beds 2 Baths
Recent Price Adjustment…Submit an offer today! Nestled in the charming Patuxent Park neighborhood, this beautifully renovated, move-in ready Colonial home is set to impress with its thoughtful updates and inviting atmosphere. With a major renovation completed in 2025, this residence seamlessly blends classic charm with modern conveniences, making it the perfect sanctuary for those seeking comfort. Major updates include a new roof, new siding, new windows and doors, all-new electric, recessed lighting throughout, new drywall, and fresh paint inside and out. Plus, there is brand-new flooring, stainless steel appliances, granite countertops, and a washer and dryer included. As you step inside, you'll be greeted by a spacious and airy layout that invites natural light to flow throughout. The fully finished basement offers additional living space, ideal for a cozy family room, home office, or play area, complete with windows that brighten the space and a full bathroom. Upper level features well appointed bedrooms and a full bathroom, this home provides ample room for relaxation and privacy. The heart of the home is undoubtedly the kitchen, where you can envision preparing meals and dining in the adjacent dining room. The design allows for easy interaction with guests, ensuring connectivity. The warm tones and modern finishes create an inviting ambiance that makes every meal feel special. Outside, the property boasts a manageable lot size that backs to woods, providing the right amount of outdoor space for gardening, barbecues, or simply enjoying the fresh air. The driveway offers convenient parking, making it easy for you and your guests to come and go. Located in a neighborhood that is in close proximity to shopping and dining venues.The Colonial architectural style adds a timeless elegance to the property, while the aluminum siding ensures durability and low maintenance. This property is not just a house, it's a place where memories are sure to be made. Whether you're hosting a summer barbecue in the backyard or enjoying a quiet evening in the cozy living room, this home is designed to cater to your lifestyle. With its blend of modern updates and classic charm, it's ready to welcome you home. Don't miss this rare turnkey opportunity to make this inviting space your own! If you are ready to move, this is the one—don’t miss out!!

46600 Midway Dr, Lexington Park

Listing courtesy of AIP Realty, LLC. Contact: 3012647215

$200,000
Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand, residential dwelling, garage, pole barn, day care facility, medical office, or church—this versatile property invites creativity and investment. Its convenient location provides quick access to the airport and commuter services, making it perfect for both personal and commercial needs. Don’t miss this unique chance to secure well-situated land in a rapidly growing area of St. Mary’s County!

Saint Johns Rd, Hollywood

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$1,099,000
Large parcel zoned Industrial directly across from NAS Pax River. Located in the Lexington Park Development District. The parcel requires Air Installations Compatible Use Zone (AICUZ) and Airport Environs (AE) Overlays to ensure land use compatibility with the air operations at NAS Pax River. Potential ​buyers MUST contact St. Mary's County LUGM for approved uses! "Potential" uses include but are not limited to: Agricultural, Government Facility, Public Maintenance Facility, Animal Hospital, Commercial Parking Facility, Financial Institution, Laboratory, Maintenance and Repair Service, Motor Vehicle Maintenance Service, Office, Research and Development Service, Personal Storage, Warehousing and Storage, Wholesaling and Distribution Center, and Production Industry.

Thames Ave, Lexington Park

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

$599,900
4 Beds 3 Baths
*** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this ARUNDEL Model or ANY one of our offered floor plans *** Builder will CUSTOMIZE *** This is One of St. Mary’s county’s best locations. The community is over 300 ACRES *** Porto Bello offers a rare opportunity to live in a quiet OASIS of 1+ plus acre WOODED lots. Just minutes away from Rt. 2/4 located just south of Leonardtown, Maryland. Drayden, Maryland is a beautiful town that is bordered by water and CLOSE to the PAX base, shopping and entertainment ** PICTURES are for illustrative purposes and may contain upgrades not included in the base price ***

19163 Porto Bello, Drayden

Listing courtesy of RE/MAX One. Contact: 4437718009

$200,000
**Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and developers alike. Previously home to an older residence, the property may still have an existing well and septic system, though their condition is unknown due to the removal of the house by fire. With plenty of space and excellent exposure, you have the option to **build your dream home or bring your business vision to life**—the choice is yours! Seize this opportunity in a high-traffic area with significant commercial potential!

26350 Three Notch Road Rd, Mechanicsville

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$395,000
3 Beds 3 Baths
This home offers an opportunity, a level of finish, and details that stand out. Featuring 3 bedrooms and 2.5 baths on one level, the layout feels open, spacious, and welcoming. Located in a USDA eligible area with no HOA, 100% financing may be available for qualified buyers. Major systems have been replaced, including electrical, plumbing, HVAC, and roof, providing added confidence. The kitchen features granite counters, soft-close cabinetry, island seating, a walk-in pantry, and upgraded stainless steel appliances, including a craft ice refrigerator. The owner’s suite includes a tiled shower, double vanity, and walk-in closet. Waterproof luxury vinyl plank flooring, fresh paint, wide baseboards, and recessed lighting create a clean, modern feel throughout. Additional features include a dedicated laundry room with cabinetry, ceiling fans in each bedroom, and attic storage with pull-down access.

41010 New Market Turner Rd, Mechanicsville

Listing courtesy of Samson Properties. Contact: 7033788810

$679,900
4 Beds 3 Baths
*** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE CANTERBURY II Model *** GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this CANTERBURY II Model or ANY one of our offered floor plans *** Builder will CUSTOMIZE *** This is One of St. Mary’s county’s best locations. The community is over 300 ACRES *** Porto Bello offers a rare opportunity to live in a quiet OASIS of 1+ plus acre WOODED lots. Just minutes away from Rt. 2/4 located just south of Leonardtown, Maryland. Drayden, Maryland is a beautiful town that is bordered by water and CLOSE to the PAX base, shopping and entertainment ** PICTURES are for illustrative purposes and may contain upgrades not included in the base price ***

46234 Stasha, Drayden

Listing courtesy of RE/MAX One. Contact: 4437718009

$275,000
Bring your vision to life with this unique opportunity in Great Mills! This offering includes four separate parcels, all zoned commercial—ideal for a wide range of business ventures. Access to public water and sewer. With access on both Route 5 and Flat Iron Road, the property offers exceptional visibility and access in a high-traffic area. Don’t miss the chance to invest in a prime location with incredible potential. Addresses Include: 20225 Point Lookout Rd, Great Mills, MD 20634-Tax ID 1902006677- 0.1980 acres, Flat Iron Rd, Great Mills, MD 20634- Tax ID 1902025337- 0.0350 acres, Point Lookout Rd, Great Mills, MD 20634- Tax ID 1902035405- 0.1440 acres, Flat Iron Rd, Great Mills, MD 20634- Tax ID- 1902035391- 0.1900 acres, Total Acreage of all lots combined- 0.567 acres

20225 Point Lookout Rd, Great Mills

Listing courtesy of The Southside Group Real Estate. Contact: 3019703636