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Stephanie Corley
Mobile Phone:
410-231-0251
smcorley@msn.com
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Stephanie Corley
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smcorley@msn.com
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Valley Lee MD Real Estate & Homes for Sale

The median home value in Valley Lee, MD is $597,500. This is higher than the county median home value of $325,000. The national median home value is $308,980. The average price of homes sold in Valley Lee, MD is $597,500. Approximately 62% of Valley Lee homes are owned, compared to 19% rented, while 19% are vacant. Valley Lee real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Valley Lee real estate agent to arrange a tour today!
Learn more about Valley Lee Real Estate.


Showing Homes Nearby Valley Lee, MD
Beds:
3
Baths:
2.00
Sq.Ft.:
1,834
Status:
Active
MLS#:
MDSM2032956
Type:
Single Family
Subdivision:
HERRING CREEK ESTATES
Lot size:
0.84 Acres
Year built:
1970
Courtesy: CENTURY 21 New Millennium
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If you've been dreaming of waterfront living, now is your chance. Whether you enjoy boating, fishing, crabbing, or simply relaxing while taking in breathtaking water views, this beautifully renovated home has it all. Step inside to discover a spacious, open-concept kitchen and family room designed for gathering and everyday living. The stunning backyard provides the perfect setting for entertaining guests or creating lasting memories with family and friends. This move-in-ready home features a new HVAC system, beautifully updated bathrooms, brand-new flooring throughout, an encapsulated crawl space, and countless additional upgrades that offer both comfort and peace of mind. Opportunities like this don't come around often - schedule your showing today before it's gone!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,850
Status:
NEW LISTING
MLS#:
MDSM2034022
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
2.45 Acres
Year built:
2027
Courtesy: RE/MAX Realty Group
View additional info

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
5,939
Status:
Active
MLS#:
MDSM2030814
Type:
Single Family
Subdivision:
CALLAWAY
Lot size:
1.49 Acres
Year built:
1969
Courtesy: Samson Properties
View additional info

Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. AS AN ADDED BONUS: This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title. Professional photos coming soon.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,524
Status:
Active
MLS#:
MDSM2032076
Type:
Single Family
Subdivision:
THE CROSSINGS AT RIVERSIDE FARMS
Lot size:
1.14 Acres
Year built:
2018
Courtesy: CENTURY 21 New Millennium
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**SELLER OFFERING $2,500 CREDIT WITH ACCEPTABLE OFFER** Classic colonial in desirable The Crossing at Riverside Farms neighborhood. Feel like you're in the country on this 1+ acre lot but only minutes to shopping, schools, parks and Pax River Base. Nice open floor plan features a generous open floor plan with spacious kitchen that has ample cabinet and counter space, walk-in pantry, large island and sun room overlooking the fenced backyard. All flow right into a breakfast space and family room. There is a separate living/dining/office space also. The primary suite offers a place of sanctuary with it's luxurious bath and plenty of closet space. Three additional bedrooms, full bath and laundry room round off the 2nd floor. The basement has been recently finished to include a rec room, office, exercise space and full bath. Enjoy the fenced backyard and private above ground pool. 2 Car garage features a Ford EV Charger. Beautiful community with plenty of community space the kids to enjoy kicking a ball around or indulge in the water access which is just a beautiful bonus!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,343
Status:
Active
MLS#:
MDSM2028060
Type:
Single Family
Subdivision:
PORTOBELLO ESTATES
Lot size:
1.24 Acres
Courtesy: RE/MAX One
View additional info

*** 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 ***

Beds:
4
Baths:
3.00
Sq.Ft.:
2,643
Status:
Active
MLS#:
MDSM2026548
Type:
Single Family
Subdivision:
PORTOBELLO ESTATES
Lot size:
1.03 Acres
Year built:
2025
Courtesy: RE/MAX One
View additional info

*** 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 ***

Beds:
4
Baths:
4.00
Sq.Ft.:
2,253
Status:
Active
MLS#:
MDSM2033752
Type:
Single Family
Subdivision:
PORTOBELLO ESTATES
Lot size:
1.26 Acres
Courtesy: RE/MAX One
View additional info

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,948
Status:
Active
MLS#:
MDSM2033742
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
1.48 Acres
Year built:
2012
Courtesy: CENTURY 21 New Millennium
View additional info

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!!!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
MDSM2031270
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
2.17 Acres
Year built:
1978
Courtesy: Coldwell Banker Premier
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Nestled on a serene 2.17-acre lot, this charming ranch-style home offers a perfect blend of comfort and nature. Surrounded by lush trees and partly wooded areas, the property provides a tranquil retreat, ideal for those seeking peace and privacy. Imagine sipping your morning coffee while enjoying views of the garden and woods from your rear yard, where you can create your own outdoor oasis. Inside, the home features three cozy bedrooms and a full bathroom, making it a delightful space for relaxation. The detached garage and gravel driveway offer ample parking and storage options. Focus on enjoying the expansive outdoor space, perfect for gardening or simply unwinding in the fresh air. This property is a rare find, making it an inviting place to call home. Embrace the opportunity to create lasting memories in this peaceful setting, where nature and comfort come together.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,798
Status:
Active
MLS#:
MDSM2033316
Type:
Single Family
Subdivision:
GREENS REST FARM
Lot size:
13.62 Acres
Year built:
2009
Courtesy: CENTURY 21 New Millennium
View additional info

Welcome to 46200 Greens Rest Way, a truly special waterfront retreat tucked away on more than 13 acres with approximately 200 feet of frontage along the beautiful St. Mary's River. Surrounded by mature woodland, tidal marsh and meandering creeks, this peaceful setting offers exceptional privacy, abundant wildlife and a rare connection to nature. Inside, extensive windows and skylights fill the home with natural light and frame beautiful views of the surrounding woods. The spacious living room features a soaring cathedral ceiling, while the functional layout offers both an inviting in-kitchen dining area and a separate dining room. Recent updates include new engineered hardwood flooring throughout the main level and stairs, new carpet in all bedrooms, and new vinyl tile flooring in all bathrooms. Step outside to the wraparound deck and enjoy the sights and sounds of this remarkable property, from woodland birds and eagles to ospreys, herons and other wildlife throughout the marsh and riverfront landscape. Morning sunrises, peaceful evenings by the water and acres of land to explore make this a setting that is difficult to replicate. The full basement extends beneath the home and offers a walkout sliding door to the concrete patio, plumbing already roughed in, excellent storage space and exciting potential for additional finished living areas, recreation space, a home gym or workshop. Offering 3 bedrooms, 2 full baths, an attached 2-car garage and 13.62 acres, this property combines space, privacy and waterfront living while remaining convenient to shopping, restaurants, NAS Patuxent River and area amenities. A distinctive Southern Maryland property for those seeking room to breathe, explore and enjoy the natural beauty of the St. Mary's River.

Beds:
2
Baths:
2.00
Sq.Ft.:
924
Status:
Active
MLS#:
MDSM2031986
Type:
Manufactured Home
Subdivision:
NONE AVAILABLE
Lot size:
3.05 Acres
Year built:
1980
Courtesy: EXP Realty, LLC
View additional info

Opportunity awaits on this beautiful 3.05-acre parcel tucked away on a quiet paved road in the heart of Callaway. Whether you're looking for a renovation project, a homesite to build your dream home or an investment property, this property offers incredible potential with existing infrastructure already in place. The current mobile home is in need of significant renovation or removal, making way for a fresh start on a spacious and private lot surrounded by mature trees. Existing improvements include a detached 16' x 18' garage with 100-amp electric service, an existing well and septic system, and a circular driveway for easy access and ample parking. Enjoy the convenience of a prime location just minutes from shopping, restaurants, schools, and Patuxent River Naval Air Station, while still enjoying the peace and privacy of country living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,568
Status:
NEW LISTING
MLS#:
MDSM2034038
Type:
Single Family
Subdivision:
LANEDON
Lot size:
0.47 Acres
Year built:
1968
Courtesy: RE/MAX United Real Estate
View additional info

INVESTOR ALERT! FIRST-TIME HOME BUYER OPPORTUNITY! Looking for a property where you can build equity and make it your own? This estate sale is a fantastic opportunity for an investor, first-time homebuyer, or anyone looking for some sweat equity in a beautiful waterfront community! Recently occupied and livable as-is, this 3-bedroom, 2-bath home is ready for some updating and personal touches. The home sits on an absolutely gorgeous lot and features a large back deck, perfect for relaxing, entertaining, and enjoying the peaceful surroundings. And it gets even better! The detached 2-car garage offers additional space for a workshop, hobbies, or storage, plus a convenient half bath. With the right vision and some updating, this property has the potential to truly shine. Whether you're looking for your first home, an investment property, or an opportunity to create instant sweat equity, this one is worth taking a look at. Great home, beautiful lot, waterfront community, and tons of potential! Bring your vision and make this one your own!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,280
Status:
Active
MLS#:
MDSM2033274
Type:
Single Family
Subdivision:
SHEEHANS
Lot size:
0.69 Acres
Year built:
1995
Courtesy: Real Broker, LLC
View additional info

Open House Sunday, 10/11, 12-1PM *OFFERING BUYER INCENTIVE! Want to see a house that actually looks like the photos? Well you've found the one! Room for everyone, all on one level! Completely renovated in 2026, this spacious 4-bedroom, 3-full-bath home offers 2,280 square feet of thoughtfully updated living space on a generous 30,000-square-foot lot in the water-oriented community of Tall Timbers. Step inside to soaring vaulted ceilings and a bright, open main living space where refinished hardwood floors add warmth and character. The beautifully renovated kitchen features sparkling quartz countertops, stainless steel appliances, updated cabinetry and lighting, plus a built-in coffee or wine bar perfect for morning routines or evening entertaining. Just off the kitchen, a second living space offers valuable flexibility as a home office, playroom, den, or additional gathering space. The floor plan is especially well suited for a growing or multigenerational household, with FOUR bedrooms and THREE full baths - including two bedrooms with their own private en-suite bathrooms. Whether creating a second primary suite for parents or extended family, a private guest retreat, or simply giving everyone a little more space, this home offers options that are hard to find in a one-level layout. The extensive 2026 renovation includes a new roof, six new windows, completely renovated kitchen and bathrooms, new flooring and lighting, refinished hardwood floors, and refreshed front and rear decks. Outside, the large lot provides plenty of room to enjoy the outdoors, while the existing shed offers additional storage and conveys as-is. And then there's the location. Water is quite literally just across the street, giving this tucked-away Tall Timbers setting the unmistakable feel of Southern Maryland coastal living. Take a stroll through the neighborhood for views of the surrounding waterways or head minutes down the road to local water access and nearby Piney Point, where you'll find Potomac River views, a waterfront park, pier, boardwalk, kayak launch, and historic lighthouse. With public utilities, no HOA and generous living space this beautifully renovated home offers room to grow, room to gather, and a location that lets you enjoy life near the water without the waterfront price tag. *BUYER INCENTIVE! Seller is offering a credit toward an interest rate buydown to help lower your monthly mortgage payment.* Available with an acceptable offer, subject to lender approval and loan program guidelines. Contact the listing agent for details.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,691
Status:
Active
MLS#:
MDSM2032426
Type:
Single Family
Subdivision:
LANEDON
Lot size:
0.46 Acres
Year built:
2005
Courtesy: Keller Williams Flagship
View additional info

Set on a level, open corner lot with a small view of the Potomac River - and best of all, **NO HOA** - this well-maintained split-foyer offers comfortable living, thoughtful updates, and a backyard designed for entertaining. A blacktop driveway provides a clean, finished approach to the oversized two-car garage, which accommodates two vehicles with plenty of additional room. The main level features hardwood flooring throughout most of the space, installed in 2019. The kitchen is appointed with cherry cathedral-style cabinetry, Corian countertops, an L-shaped center island, an Americast sink, and indirect lighting above and below the cabinets. The full suite of stainless-steel appliances includes a refrigerator with ice and water in the door, range, dishwasher, and built-in microwave. Hardwood stairs with white risers and balusters connect the home's two levels. The foyer welcomes guests with 12-by-12-inch ceramic-marble tile and a fiberglass front door featuring sidelights and decorative leaded glass. The spacious primary bedroom includes a walk-in closet with a distinctive cedar ceiling. Its private bathroom offers a jetted soaking tub and separate shower. The second bedroom features luxury vinyl plank flooring, the third bedroom is carpeted, and the hall bathroom includes a tub-and-shower combination. Downstairs, the finished living area offers luxury vinyl plank flooring and a wood-burning fireplace surrounded by brick painted a stylish red. This level also includes a full bathroom with a tub-and-shower combination, a newer washer and dryer, and flexible space for relaxing, entertaining, working, or accommodating guests. The home is also wired for an alarm system. Outdoor living is a standout feature. A composite deck with vinyl pickets and handrails overlooks the fully fenced backyard, while the patio beneath the deck provides additional covered entertaining space. The backyard also includes a tiki-style entertainment area, a three-year-old 12-by-24-foot Intex above-ground pool, and a very large storage shed offering plenty of room for lawn equipment, tools, recreational gear, and seasonal items. Major improvements include the roof and hardwood flooring in 2019, HVAC in 2017, and water heater in 2015. Only two people have occupied the home since 2015, reflecting the light use and care it has received. With **NO HOA**, a level corner lot, an oversized garage, a blacktop driveway, abundant storage, extensive outdoor amenities, and a glimpse of the Potomac River, this home delivers the space and freedom to enjoy your property your way.

Beds:
2
Baths:
1.00
Sq.Ft.:
900
Status:
Active
MLS#:
MDSM2032466
Type:
Mobile Home
Subdivision:
NONE AVAILABLE
Year built:
1999
Courtesy: Taylor Properties
View additional info

Fantastic opportunity to purchase this charming single-wide mobile home in the picturesque Langley Mobile Home Park on the St. Mary's River. Features hardwood floors, a custom kitchen, 2 bedrooms, and a custom-tiled full bath. Lot rent is $700 per month.Owner financing considered.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,350
Status:
Active
MLS#:
MDSM2033918
Type:
Single Family
Subdivision:
TALL PINES
Lot size:
0.47 Acres
Year built:
2003
Courtesy: CENTURY 21 New Millennium
View additional info

Pride of homeownership shines throughout this beautifully maintained 3-bedroom, 2.5-bath home offering approximately 2,350 square feet in desirable Tall Timbers. Located just minutes from public waterfront facilities and within commuting distance of NAS Patuxent River, this home offers space, comfort, and a peaceful Southern Maryland setting. Step from the covered front porch into a bright two-story foyer filled with natural light. The formal living room offers flexible space for entertaining, a home office, or quiet sitting room. Toward the rear of the main level is a well-appointed eat-in kitchen with backyard access and an inviting family room featuring hardwood floors and a cozy propane fireplace. A half bath and access to the two-car garage complete the main level. Upstairs, the spacious owner's suite features an oversized walk-in closet and private bath with double vanity, separate shower, and soaking tub. Two additional generously sized bedrooms, a full hall bath, and conveniently located laundry complete the second floor. Outside, enjoy a large rear deck perfect for relaxing or entertaining, along with a fire pit and storage shed for lawn and outdoor equipment. Additional features include a full sprinkler system and hardwired generator hookup for added peace of mind. If you're looking for a spacious home in a quiet Tall Timbers neighborhood with convenient access to waterfront recreation, area amenities, and NAS Patuxent River, this one is ready to welcome you home!

Beds:
3
Baths:
2.00
Sq.Ft.:
4,541
Status:
Active
MLS#:
MDSM2032920
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
189 Acres
Year built:
1900
Courtesy: Century 21 Redwood Realty
View additional info

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
4,541
Status:
NEW LISTING
MLS#:
MDSM2033824
Type:
Farm
Subdivision:
WESTBURY
Lot size:
189 Acres
Year built:
1790
Courtesy: Century 21 Redwood Realty
View additional info

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.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,953
Status:
Active
MLS#:
MDSM2033456
Type:
Single Family
Subdivision:
WHISPERING PINES
Lot size:
4.24 Acres
Year built:
2015
Courtesy: CENTURY 21 New Millennium
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Welcome to this beautiful custom-built home situated on over 4 acres, offering an incredible combination of space, privacy, and versatility. A welcoming covered front porch and mature landscaping create beautiful curb appeal and the perfect place to sit back and enjoy the peaceful surroundings. Inside, you'll find a thoughtfully designed floor plan featuring a main-level primary suite, spacious formal dining room, and a kitchen with a cozy breakfast nook. The impressive living room features a two-story ceiling, creating a bright, open feel and a beautiful centerpiece for the home. Upstairs, you'll find additional bedrooms, including an oversized bedroom that offers plenty of flexibility and could easily serve as a second living room, hangout space, game room, or media room. With 5 bedrooms in total, there is room for everyone to spread out. Outside, the property continues to impress with a large, attached garage plus a detached garage with workshop - perfect for hobbies, projects, vehicles, or additional storage. The more than 4-acre property offers a wonderful mix of clear and wooded space, including a large open area ideal for gardening, recreation, entertaining, or simply enjoying your own backyard. ATV and outdoor enthusiasts will love the trails winding throughout the property. From the inviting front porch to the flexible interior spaces, multiple garages, workshop, and acreage to explore, this one-of-a-kind property offers room to live, play, work, and make it your own.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,472
Status:
Active
MLS#:
MDSM2033190
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
2 Acres
Year built:
2004
Courtesy: The Southside Group Real Estate
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This well-maintained 2004 ranch-style home offers 2,604 square feet of functional living space on a private, non-HOA 2-acre lot. The interior features four spacious bedrooms, three full bathrooms, and an open-concept layout that seamlessly connects the main living and dining areas. A fully finished basement provides flexible additional square footage ideal for a home office, media room, or gym. Outside, the detached two-car garage offers extra parking and storage, while the expansive, unrestricted lot gives homeowners complete freedom for gardening, outdoor recreation, or adding custom structures - combining peaceful country living with convenient access to nearby local amenities.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,464
Status:
Active
MLS#:
MDSM2033706
Type:
Single Family
Subdivision:
J. T. MURPHY
Lot size:
5.12 Acres
Year built:
2000
Courtesy: O'Brien Realty ERA Powered
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This 3 bed, 3 bath rambler is set on a 5 acre lot in central St. Mary's County. The home has just been updated with LVP flooring in the kitchen and dining area, the interior has been newly painted, and the rear deck has been refreshed with new deck boards from end to end. The rear deck overlooks the forest, and the screened-in front porch is surrounded by a carefully cultivated garden of flowers, butterfly bushes, and mature flowering plants. Entering the home, you step into an extended screened-in porch, including a large sitting area under a full roof. As you enter the main door, there is a large, open living room with a vaulted ceiling. The living room opens into the kitchen and dining area, and there is a glass sliding door opening to the rear deck. The kitchen features a small island, traditional wood cabinets, and stainless steel appliances. From the main living area, there is a short hallway, connecting the main living area with two secondary bedrooms, a full hall bathroom, and a primary bedroom with attached full bathroom. The bedrooms have all been refreshed with new paint and wall to wall carpet, installed in 2026. The lower level features a partially finished basement, with two fully finished rooms and a wide hallway space with an included washer and dryer and a third full bathroom. The unfinished side of the basement has two glass sliding doors, a concrete slab floor, and wall framing in place, ready for next steps to fully finish the space. The house is located less than 10 minutes from NAS PAX River Gate 2, St. Mary's College of Maryland, St. Inie's Coffee, Aldi, Lancaster Park, and the nearly-complete St. Mary's County YMCA. For anyone looking for a clean, welcoming home, nestled within forest and flowers, this property is an ideal choice.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,184
Status:
Active
MLS#:
MDSM2033638
Type:
Single Family
Subdivision:
BLUE WATER
Lot size:
0.35 Acres
Year built:
2016
Courtesy: RE/MAX One
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Welcome to 45210 Blue Water, located in the small community of Piney Point, which sits on a stretch of land between the beautiful St. Mary's River and the broad Potomac River. Built in 2016, this traditional home offers four spacious bedrooms, all with new carpet, located on the upper level. The first floor features 9' ceilings, a naturally bright interior, and sliding doors to a relaxing back deck. The kitchen features granite countertops, stainless steel appliances, an island with pendant lighting, and a pantry. Complete the space with a breakfast table, adjacent to the inviting great room. A separate front room offers flexible space to use as a formal dining room, sitting room, or home office. Enjoy the front porch and plenty of lawn for gardening and outdoor play. Situated in the small neighborhood of Blue Water, the property sits on 1/3 acre with no HOA, just across from the Paul Hall Center for Maritime Training and the nearby School of Seamanship. This area boasts a rich maritime and aviation heritage within a vacation-like setting. New employment opportunities are on the horizon, at the former Piney Point Terminal, now known as the site of Offshore Aviation Group. Great biking, walking, and scootering can be found along Lighthouse Rd. to the Piney Point Lighthouse and Museum, and down to St. Georges Island for a scenic ride or drive, with a stop for a tasty meal at the Ruddy Duck Seafood and Alehouse with spectacular views of the surrounding water. At 15 miles from the mouth of the Potomac, the nearby Piney Point Landing boat ramp offers exceptional access for fishing and boating on the Potomac and Chesapeake Bay. The full-service Tall Timbers Marina is just three miles away. Escape the crowds and relax in Piney Point. Commutable to NAS Patuxent River and Dahlgren. Convenient grocery store and amenities are in Callaway. St. Mary's River State Park offers a 250-acre lake and a 7.5 mile hiking/biking loop trail. Fifteen miles to the nearest hospital, schools, community college, library, restaurants and entertainment in charming Leonardtown.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,465
Status:
Active
MLS#:
MDSM2033746
Type:
Single Family
Subdivision:
LIGHTHOUSE COMMONS
Lot size:
0.2 Acres
Year built:
2026
Courtesy: Century 21 Redwood Realty
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Brand-New Rambler Near Piney Point Lighthouse! Experience the perfect blend of modern comfort and coastal charm in this beautifully crafted new construction rambler. Featuring luxury vinyl plank flooring, quartz counters, two tone cabinets, stainless appliances & custom tiled shower. This thoughtfully designed home offers a spacious family room, separate dining room, and a large eat-in kitchen perfect for gathering with family and friends. Vaulted ceilings create an open, airy feel, while the inviting front and rear porches provide the perfect spaces to relax and enjoy the surroundings. Quality craftsmanship and gorgeous finishes are evident throughout every detail of this home. Ideally located within walking distance of Piney Point Lighthouse, beach & pier. Close proximity to a few restaurants & Piney point boat ramp & fishing pier. This stunning property offers the best of Southern Maryland living. Don't miss your opportunity to own this exceptional new home!

Beds:
6
Baths:
5.00
Sq.Ft.:
7,300
Status:
Active
MLS#:
MDSM2022614
Type:
Single Family
Subdivision:
LEONARDTOWN
Lot size:
490.17 Acres
Year built:
1755
Courtesy: Long & Foster Real Estate, Inc.
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OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED! Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design so precise it has appeared in gardening textbooks for centuries. At the end of that drive stands the last surviving Georgian manor house in St. Mary's County, a ca. 1755 brick estate where the center hall, great room, and dining room are paneled in raised wood from floor to ceiling, the original moldings, doors, and mantels intact after nearly 270 years. Beyond the manor, two Georgian brick dependencies anchor a formal north courtyard, and the grounds unfold across just under 500 acres of fertile land before meeting 1,700 feet of white sand Potomac riverfront. There is simply no other property like this on the Eastern Seaboard.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,288
Status:
Active
MLS#:
MDSM2033666
Type:
Single Family
Subdivision:
POTOMAC SANDS
Lot size:
0.23 Acres
Year built:
2011
Courtesy: EXP Realty, LLC
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CALLING ALL MILITARY FAMILIES - POSSIBLE VA ASSUMPTION AT 5.75%! Nestled in the charming Potomac Sands community, and within walking distance of the Potomac River, sandy beaches, and scenic walking trails, this exquisite Colonial-style home offers a perfect blend of comfort and modern living. Step inside to discover a warm and inviting interior, highlighted by beautiful wood floors and an abundance of natural light. The heart of the home is the gourmet kitchen, complete with upgraded cabinetry and countertops, an island for casual dining, and stainless steel appliances. A bonus room adjacent to the kitchen currently serves as a family room, but could also be used as a formal dining space or office. The living room features a beautiful fireplace, perfect for those chilly evenings at home. Head upstairs to the primary suite, where you'll find an updated primary bath, featuring a luxurious soaking tub and walk-in shower, and a generous walk-in closet. Three more spacious bedrooms and another full bath complete the upper level of the home. Outside, the property boasts a level lot, beautiful landscaping, and backing to lush trees. Enjoy the fresh air on the patio or deck, perfect for morning coffee or evening relaxation. Additional features include three sheds and a chicken coop (with chickens!), raised garden beds, and a stock tank pool built into the deck where your children can play and swim. This home has been lovingly updated and well-maintained and is ready for it's next family to enjoy! Schedule your tour today!

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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