Drayden MD Homes For Sale

** 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:

$599,900

4 Beds ⋅ 2 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:

$719,900

3 Beds ⋅ 2 Baths

TO BE BUILT – 2.37 ACRES – LITZ CUSTOM HOMES! Here’s your opportunity to build the home you’ve been wanting on a beautiful 2.37-acre lot in St Mary’s County. The Fairview is a thoughtfully designed rambler offering approximately 2,300 square feet of main-level living with 4 bedrooms, 2.5 baths, and an attached two-car garage. Love the Fairview but want to make changes? You can! Litz Custom Homes offers the flexibility to customize the floor plan, change the layout, or bring your own plans for consideration. The Fairview features an inviting covered front porch and a spacious, open floor plan with vaulted ceilings, a fireplace, and plenty of natural light. The kitchen opens to the great room and offers a large center island, walk-in pantry, and room for entertaining. Buyers can personalize the cabinetry, countertops, appliances, and finishes to create a space that fits their style. The primary suite is privately situated on one side of the home and features a spacious bedroom, walk-in closets, and an ensuite bath. Three additional bedrooms are located on the opposite side of the home, providing privacy and flexibility for family, guests, or a home office. A separate laundry room and convenient mudroom add to the home’s functional layout. Every Litz Custom Home includes an unfinished basement with a three-piece rough-in for a future bathroom. Finish the basement during construction or leave it unfinished for additional storage and future living space. What makes building with Litz Custom Homes different is the ability to make the home your own. Want a larger kitchen, a different primary suite, additional bedrooms, or a completely different layout? The builder can work with you to make changes before construction begins. You’re not limited to the Fairview, either. Buyers are welcome to bring their own floor plan for consideration. Already have land? Litz Custom Homes can build on your lot, too! Contact the listing agent to discuss available homesites, floor plans, and custom-building opportunities. Photos are of a previously built Fairview and are for illustrative purposes only. Features, finishes, and upgrades shown may not be included in the advertised price. Final pricing will depend on the selected floor plan, finishes, and modifications.

18711 Hebb Way, Drayden

Listing courtesy of RE/MAX Realty Group. Contact:

$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 serves the residence and a grandfathered previous pier depicted by the remaining pilings 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:

$734,900

4 Beds ⋅ 3 Baths

18645 Hebb Way, Drayden, MD | To Be Built by Litz Custom Homes Picture yourself on 2.45 private acres in Drayden, in a brand-new home built just for you. This 4-bedroom design brings together thoughtful layout, upgraded finishes, and flexible living spaces, with an open flow that works for busy weeknights and weekend gatherings alike. Step inside to high ceilings, upgraded trim, luxury vinyl plank flooring, and a welcoming foyer. Just off the entry, the formal dining room can be modified into an additional office, a homeschool area, or a quiet study, whatever fits your family best. The heart of the home opens up to the kitchen and great room, where a stone fireplace takes center stage and large windows let the natural light pour in. The kitchen is made for gathering, with ceiling-height cabinetry, stainless steel appliances, a large center island, and plenty of room to cook and spread out. It stays connected to the dining and living areas and steps right out to the backyard, so moving between inside and out is easy. A main-level powder room, spacious laundry room, and attached garage add everyday convenience, and if you’d prefer laundry upstairs near the bedrooms, it can be placed on whichever level works best for you. Upstairs, all four bedrooms are positioned for privacy. The primary suite is a true retreat with a walk-in closet and a beautiful ensuite bath featuring dual vanities, a freestanding soaking tub, and an oversized custom-tiled shower. The additional bedrooms offer generous closets and share a well-appointed full bath. An unfinished basement gives you room to grow. Finish as much or as little as you’d like for extra living space, a rec room, home gym, theater, guest room, bath, or storage. Love the home but want something a little different? Litz Custom Homes is a true custom builder. Modify one of their existing plans, bring your own floor plan, ask about other homesites, or build on land you already own in St. Mary’s County or anywhere in Southern Maryland. Reach out to the listing agent to talk through the possibilities. Photos are of a previously built Litz Custom Homes model and are for illustration only. Features, finishes, and upgrades shown may not be included in the base price and are subject to change.

18645 Hebb Way, Drayden

Listing courtesy of RE/MAX Realty Group. Contact:

$475,000

3 Beds ⋅ 2 Baths

Peace, privacy, and room to breathe! Discover Southern Maryland living in this 3-bedroom, 2-bath, one-level home set on 1.48 acres in peaceful Drayden. Built in 2012, this home offers approximately 1,948 square feet of living space, an oversized attached 528-square-foot garage, an open porch, and a versatile front flex room/ office or even 4th bedroom if needed. Custom Kitchen and Enclosed screened in porch are favorite attributes here!!!

18532 Cherryfield Rd, Drayden

Listing courtesy of CENTURY 21 New Millennium. Contact:

$776,220

4 Beds ⋅ 4 Baths

The PARKER Model, Elevation One ** Move in Ready** 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:

$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:

Drayden MD Homes For Sale

Drayden MD Homes For Sale

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