Refine Search
Sort by
$680,000
5 Beds 3 Baths
Welcome to Porto Bello Court, tucked away on a quiet cul-de-sac in the sought after Porto Bello Estates community of Drayden. This beautifully designed two-story home offers an abundance of natural light, creating a warm and inviting atmosphere throughout its spacious floor plan. Thoughtfully designed with versatility in mind, the expansive layout provides endless possibilities for today’s lifestyle, whether you need multiple living areas, a home office, playroom, guest accommodations, yard space, or flexible entertaining spaces; it's here. The feeling of comfort and luxury extends well beyond the interior finishes. Enjoy peaceful mornings and relaxing evenings from the screened rear porch, ideal for three season enjoyment, or step onto the expansive deck overlooking the beautifully fenced backyard, offering plenty of room for outdoor gatherings, pets, and recreation. The generous front and side yard provide additional space for gardening, outdoor entertaining, or simply enjoying the privacy of this tree-outlined lot. Ideally situated in St. Mary's out of the major buzz comes convenience with an easy commute to NAS Patuxent River, local marinas, waterfront dining, parks, and all that Southern Maryland has to offer. If you’ve been searching for a home that blends spacious living, flexible, pristine design, and an outstanding location, Porto Bello Court is ready to welcome you home.

46461 Porto Bello Ct, Drayden

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$3,500,000
3 Beds 2 Baths
Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George’s Hundred landscape of St. Mary’s County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland’s tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier and a grandfathered previous pier depicted by the remaining pilings serves the residence with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights “TDR” have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland’s Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.

45776 Boothe Rd, Drayden

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

$776,220
3 Beds 4 Baths
The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main Floor Bedrooms with private Bath *** OPEN Floor Plan ***Full BASEMENT w/ FINISHED REC ROOM, DEN with closet & Full BATH with TUB *** Two Car Garage ** LUXURY VINLY FLOORING throughout Main Level ** Internet Available *** Street Lights ** Builders Warranty *** 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.

19166 N Porto Bello Dr, Drayden

Listing courtesy of RE/MAX One. Contact: 4437718009

$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

$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

$635,900
3 Beds 3 Baths
** ONE ACRE Plus Wooded Level LOT *** The Stella Model or Select from one of our other Plans ** To Be Built ** Still time to Customize Selections and upgrades *** FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge Pantry *** STAINLESS Appliances *** First Floor Primary Bedroom complete with walk in Closet *** Master Bath with Soak Tub and Walk in Shower *** Tow Additional Main Floor Bedrooms with a Jack & Jill Bath *** OPEN Floor Plan ***Full BASEMENT w/ Rough in Plumbing for a full bath *** Two Car Garage ** Internet Available *** Street Lights ** Warranty *** PICTURES are for illustrative purposes and may contain upgrades not included in this purchase **CUSTOMIZED" *** 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.

19103 Windsor, Drayden

Listing courtesy of RE/MAX One. Contact: 4437718009