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14940 Chesapeake Bay Drive

SCOTLAND, MD 20687
  • $799,000
  • STATUS: Coming Soon
  • ON SITE: 14 Days
  • ID#: MDSM2032020
Coming Soon
UPDATED: 25 min ago
$799,000
  • 4
    BEDS
  • 1.08
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 1,644
    SQFT
  • $486
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1996
County:

School Ratings & Info

Description

Two Homes, One price! Imagine waking up each morning to breathtaking, unobstructed views of the Chesapeake Bay. Here, the water isn’t just something you see—it’s part of your everyday life. Relax on your private pier, launch your kayak, cast a fishing line, or simply watch the sun dance across the Bay.A sandy beach has been thoughtfully created, allowing you to enjoy carefree days by the water regardless of the tide. Nature lovers will appreciate watching the resident ospreys return each year to build their nests, hatch their young, and soar above the shoreline—a front-row seat to one of the Chesapeake’s greatest treasures.The charming waterfront A-frame has been enhanced with a beautifully enclosed porch, creating the perfect space to gather with family and friends for steamed crabs, oysters, and unforgettable waterfront dinners in every season. Expansive decking on the front, rear, and second level provides multiple outdoor living spaces where panoramic bay views become the backdrop to everyday life.Inside, you’ll find a warm and inviting atmosphere highlighted by a cozy fireplace for crisp winter evenings. Recent improvements include updated bathrooms, a renovated kitchen, new kitchen appliances, fresh interior and exterior paint, new pier boards, and updated fencing, making this home move-in ready.A detached carport with an attached storage shed offers covered parking and plenty of room for all your beach gear, boating equipment, and tools.Just across the driveway sits an equally charming one-bedroom, one-bath guest cottage. Whether you use it for visiting family and friends, a private home office, or continue its success as a short-term vacation rental, it offers exceptional flexibility and income potential.Rarely does an opportunity like this come along. Own not one, but two highly sought-after vacation rental homes in the picturesque waterfront community of Scotland, Maryland. Whether you’re looking for a personal waterfront retreat, a family compound, or an income-producing investment, this exceptional Chesapeake Bay property delivers the best of coastal living.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-07-12T07:52:37.417.
www.wedomoore.com/homes/178212827
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14940 Chesapeake Bay Drive SCOTLAND, MD 20687

  • Price: $799,000
  • Status: Coming Soon
  • On Site: 14 Days
  • Updated: 25 min ago
  • ID#: MDSM2032020
4
Beds
3
Baths
0
½ Baths
1.08
Acres
1,644
SQFT
$486
$/SQFT
1996
Built
Neighborhood:
Rodo Beach
County:
Saint Marys
School District:
St. Mary's County Public Schools
Property Description
Two Homes, One price! Imagine waking up each morning to breathtaking, unobstructed views of the Chesapeake Bay. Here, the water isn’t just something you see—it’s part of your everyday life. Relax on your private pier, launch your kayak, cast a fishing line, or simply watch the sun dance across the Bay.A sandy beach has been thoughtfully created, allowing you to enjoy carefree days by the water regardless of the tide. Nature lovers will appreciate watching the resident ospreys return each year to build their nests, hatch their young, and soar above the shoreline—a front-row seat to one of the Chesapeake’s greatest treasures.The charming waterfront A-frame has been enhanced with a beautifully enclosed porch, creating the perfect space to gather with family and friends for steamed crabs, oysters, and unforgettable waterfront dinners in every season. Expansive decking on the front, rear, and second level provides multiple outdoor living spaces where panoramic bay views become the backdrop to everyday life.Inside, you’ll find a warm and inviting atmosphere highlighted by a cozy fireplace for crisp winter evenings. Recent improvements include updated bathrooms, a renovated kitchen, new kitchen appliances, fresh interior and exterior paint, new pier boards, and updated fencing, making this home move-in ready.A detached carport with an attached storage shed offers covered parking and plenty of room for all your beach gear, boating equipment, and tools.Just across the driveway sits an equally charming one-bedroom, one-bath guest cottage. Whether you use it for visiting family and friends, a private home office, or continue its success as a short-term vacation rental, it offers exceptional flexibility and income potential.Rarely does an opportunity like this come along. Own not one, but two highly sought-after vacation rental homes in the picturesque waterfront community of Scotland, Maryland. Whether you’re looking for a personal waterfront retreat, a family compound, or an income-producing investment, this exceptional Chesapeake Bay property delivers the best of coastal living.
Exterior Features

Architectural Style A-Frame Construction Materials Frame Distance To Body Of Water 0 Docks 1 Door Features Six PanelSliding Glass Exterior Features Outbuilding(s) Garage YN No Location Type Bayfront Lot Features No Thru Street Other Structures Shed2nd House Parking Features Gravel Driveway Parking Types Off StreetDrivewayDetached Carport Patio And Porch Features Deck(s)Balconies- MultiplePorch(es) Pool No Pool Property Condition Excellent Road Responsibility Private Roof Shingle Slips 0 View WaterBay Water Access Features Boat - PoweredCanoe/KayakFishing AllowedPrivate AccessSwimming AllowedWaterski/Wakeboard Water Access YN Yes Water Body Name Chesapeake Bay Water Body Type Bay Water View YN Yes Waterfront Features Sandy Beach Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 1644 Appliances DishwasherExhaust FanRefrigeratorStoveWater Heater Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Ceiling Fan(s)Central A/C Fireplace Features EquipmentWood Fireplace YN Yes Fireplaces Total 1 Flooring Ceramic TileHardwood Heating Forced AirHeat Pump(s) Heating YN Yes Inclusions 14945 Chesapeake Bay Drive Interior Features Kitchen - Table SpaceEntry Level BedroomWindow TreatmentsWood FloorsFloor Plan - Open2nd KitchenFamily Room Off Kitchen Laundry Type Main Floor Levels 2 Main Level Bedrooms 2 Room List Living RoomPrimary BedroomBedroom 3KitchenBedroom 1OtherBathroom 2Screened Porch Upper Level1 Bedrooms 2 Walls Ceilings 9'+ CeilingsHighCathedral Ceilings

Property Features

Acceptable Financing CashConventionalVA Accessibility Features Other Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Foundation Details Crawl Space Ground Rent Payment Frequency Annually Heating Fuel ElectricOil Hot Water Electric Lease Considered YN No Navigable Water YN Y New Construction YN No Original MLSNumber 805078987396 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Septic Exists Structure Design Type Detached Tax Annual Amount 4293.00 Utilities Cable TV AvailablePhone Available Vacation Rental YN Yes Water Source Well-Shared Zoning RPD

Listing courtesy of CENTURY 21 New Millennium: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or The Moore Team | House Broker Realty LLC. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-07-12T07:52:37.417.
 
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