14940 Chesapeake Bay Dr, Scotland, MD 20687
Local realty services provided by:Pagoda Realty ERA Powered
Listed by: jessica d raley
Office: century 21 new millennium
MLS#:MDSM2032020
Source:BRIGHTMLS
Price summary
- Price:$799,000
About this home
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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Home facts
- Year built:1996
- Listing ID #:MDSM2032020
- Updated:June 28, 2026 at 08:38 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Flooring:Ceramic Tile, Hardwood
- Bathrooms Description:Bathroom 2
- Kitchen Description:2nd Kitchen, Dishwasher, Exhaust Fan, Kitchen - Table Space, Refrigerator, Stove, Water Heater
- Bedroom Description:Entry Level Bedroom, Primary Bedroom
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Electric, Forced Air, Heat Pump(s), Oil
Structure and exterior
- Roof:Shingle
- Year built:1996
- Lot Features:Bayfront, No Thru Street
- Architectural Style:A-Frame
- Construction Materials:Frame
- Exterior Features:Balconies- Multiple, Deck(s), Outbuilding(s), Porch(es)
- Foundation Description:Crawl Space
- Levels:2 Stories
Utilities
- Water:Well-Shared
- Sewer:Septic Exists
Finances and disclosures
- Price:$799,000
- Tax amount:$4,293 (2025)
Features and amenities
- Amenities:Cable TV Available, Phone Available, Window Treatments
Parking
- Parking description:Detached Carport, Gravel Driveway, Off Street
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