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$799,000
Monthly Est:$3,977
4 Beds
- 3 Baths
3 full baths
1,644sqft
14940 Chesapeake Bay Dr, Scotland, MD 20687
$799,000
$3,977/moEst:
Get Pre-Approved
Single Family Residence
Built in 1996
$-- HOA
1.08 acres lot
$486/sq.ft
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.
- Houzeo last checked: 0 minutes ago
- Listing updated: September 22, 2026 at 7:35 pm
- Listing Provided by: Jessica D Raley (301) 904-1781 | CENTURY 21 New Millennium (301) 862-2169
- Source: Bright MLS-NJ | MLS#: MDSM2032020

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1996
HOA Fees
-
Finished Area
1,644 sqft
Lot Size
1.08 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDSM2032020
MLS Status
ACTIVE-BRIGHT
Days on Market
22

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Flooring
Ceramic Tile, Hardwood
Interior Features
Kitchen Table Space, Entry Level Bedroom, Window Treatments, Wood Floors, Floor Plan Open, 2nd Kitchen, Family Room Off Kitchen
Sewer
Septic Exists
Appliances
Dishwasher, Exhaust Fan, Refrigerator, Stove, Water Heater
Exterior Features
Outbuilding(s)
Heating
Forced Air, Heat Pump(s)
Cooling
Ceiling Fan(s), Central A/c
Construction
Year Built
Year Built: 1996
Home type
Single Family Residence
Property Condition
Excellent
Architectural Style
A Frame
Roof
Shingle
Construction Materials
Frame
Foundation Details
Crawl Space
Utilities & Energy
Fireplace Features
Equipment, Wood
Parking Features
Gravel Driveway
Utilities
Cable Tv Available, Phone Available
Water Source
Well Shared
Other Features
Patio And Porch Features
Deck, Balconies Multiple, Porch
Lot Features
No Thru Street
Subdivision Name
Rodo Beach
Price History
| Date | Event | Price |
|---|---|---|
09/01/2026 Source: | Listed for Sale | $799,000 +82.00% $486/sqft |
07/21/2020 Source: | Price Increased | $439,000 +46.82% $267/sqft |
05/06/2013 Source: | Price Increased | $299,000 +19833.33% $182/sqft |
10/19/2010 Source: | Sold | $1,500 $1/sqft |
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