14940 CHESAPEAKE BAY Dr, Scotland, MD 20687
- Beds
- 4
- Baths
- 3
- Sqft
- 1,644
View property features, location on map, relevant school information and overview from seller's agent.
- 0
- 0
Overview
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.
Location
Full feature list
Basic info
- Property type
- Other residential
- Number of stories
- 2
- Number of bedrooms
- 4
- Number of bathrooms
- 3
- Square feet
- 1,644
- Lot size (acres)
- 1.08
- Year built
- 1996
Interior features
- Fireplaces
- 1
Exterior features
- Water view
- Yes
Utilities
- Heating
- Electric, Oil
- Cooling
- Ceiling Fans, Central Air
- Sewer
- Septic System
Taxes
- Tax Annual Amount (2025)
- $4,293
Public schools
Disclaimer: Certain information displayed on this listing has been derived from parties other than Final Offer, LLC. Information provided and their sources have been deemed reliable, but accuracy of information is not guaranteed and therefore should be independently verified.
Sourced from: Bright MLS MLS®#: MDSM2032020 Last checked: …

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