14940 Chesapeake Bay Drive Scotland, MD 20687
Listing Courtesy of: BRIGHT IDX / Listed By: Jessica Raley, Century 21 New Millennium

  14940 Chesapeake Bay Drive Scotland, MD 20687

Coming Soon (3 Days)
$799,000 (USD)
4
BED
3
BATH
1,644
SQFT

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.

MLS #:
MDSM2032020
Taxes
$4,293(2025)
Lot Size
1.08 acres
Type
Single-Family Home
Year Built
1996
Style
A-Frame
School District
St. Mary's County Public Schools
County
St. Mary's County

Listed By

Jessica Raley, Century 21 New Millennium
Source
BRIGHT IDX
Last checked Jun 30 2026 at 2:05 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Window Treatments
  • Wood Floors
  • Dishwasher
  • Refrigerator
  • Water Heater
  • Walls/Ceilings: High
  • Exhaust Fan
  • Stove
  • Walls/Ceilings: Cathedral Ceilings
  • Entry Level Bedroom
  • Family Room Off Kitchen
  • Floor Plan - Open
  • Kitchen - Table Space
  • 2nd Kitchen
  • Walls/Ceilings: 9'+ Ceilings
Subdivision
  • Rodo Beach
Lot Information
  • No Thru Street
Property Features
  • Above Grade
  • Below Grade
  • Fireplace: Equipment
  • Fireplace: Wood
  • Foundation: Crawl Space
Heating and Cooling
  • Heat Pump(s)
  • Forced Air
  • Central A/C
  • Ceiling Fan(s)
Flooring
  • Hardwood
  • Ceramic Tile
Exterior Features
  • Frame
  • Roof: Shingle
Utility Information
  • Utilities: Cable Tv Available, Phone Available
  • Sewer: Septic Exists
  • Fuel: Electric, Oil
Parking
  • Gravel Driveway
Stories
  • 2
Living Area
  • 1,644 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
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Interest rate
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Mortgage calculator estimates are provided by C21 New Millennium and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is 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. Data last updated 6/30/26 07:05