14940 Chesapeake Bay Dr

Scotland, MD 20687
  • $799,000

    Price
  • 4

    Bed
  • 3

    Bath
  • 1,644

    SqFt

About the Listing CENT2010 - 63906

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.

Listing Highlights

Status Active
Days on Site 84
Property Type Residential
MLS ® MDSM2032020
Year Built 1996
Total Square Footage 1,644
Lot/Acreage 1.08
County Saint Marys
Neighborhood Rodo Beach

Interior Details

  • Bedrooms: 4
  • Bathrooms: 3 Full
  • Appliances: Dishwasher, Exhaust Fan, Refrigerator, Stove, Water Heater
  • Air Cond: Ceiling Fan(s),Central A/C
  • Heating: Forced Air,Heat Pump(s)
  • Fireplaces: 1, Equipment,Wood,1 Fireplace
  • Floor: Ceramic Tile,Hardwood
  • Above Ground Sq Ft: 1644
  • Below Ground Sq Ft: 0
  • Basement:
  • Other: Kitchen - Table Space,Entry Level Bedroom,Window Treatments,Wood Floors,Floor Plan - Open,2nd Kitchen,Family Room Off Kitchen,Main Floor Bedrooms: 2
  • Water: Well-Shared

Exterior Details

  • Lot Description: No Thru Street,Not New Construction,Horse Property: No,Waterfront
  • Garage Capacity: N/A
  • Parking Spaces: 6
  • Zoning: RPD
  • Roof: Shingle
  • Others: Outbuilding(s),Excellent
  • Sewer: Septic Exists
  • Parking Features: Gravel Driveway,Off Street,Driveway,Detached Carport,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $4,293
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

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Questions About..

14940 Chesapeake Bay Dr Scotland, MD 20687

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Originating MLS: BRIGHT_MAIN

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Sarah Forti

Realtor and Team Owner of Forti Homes | Forti Homes | KW Devon Wayne

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