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MLS: #MDSM2032020, Listed By: Jessica Raley, CENTURY 21 New Millennium, Source:Bright MLS

14940 Chesapeake Bay Drive

SCOTLAND, MD 20687
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Bed 4

Bed

Bath 3

Bath

SqFt1,644

Sqft

Acres1.08

Acres(Lot)

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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Detail Ic Property Details

Property Type : Residential

Price : $799,000

AD Id : 86917422

MLS Id : MDSM2032020

Beds : 4

Lot Size : 1.08 Acres

Living Area Size : 1,644

Year Built : 1996

County : SAINT MARYS

Subdivision: Rodo Beach

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Basement: Crawl Space
  • Flooring Information

    Wood, Ceramic Tile, Hardwood
  • Roofing Information

    Shingle
  • Interior Features

    Cathedral Ceiling(s), High Ceilings, Open Floorplan Roof: Shingle Appliances: Cooktop, Electric Water Heater, Dishwasher, Exhaust Fan, Refrigerator, Water Heater Laundry Features: Main Level Window Features: Window Coverings, Window Treatments
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Electric, Oil, Forced Air, Heat Pump Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Electric Water front: 1

  • Building Information

    Year Built: 1996 Building Area Total: 1644 Construction Materials: Frame Frontage Length: 76 Patio And Porch Features: Deck, Porch Pool Features: None Private Pool: No View: Water, Bay
  • Exterior Features

    Exterior Features: Balcony

  • Lot Information

    Lot Size Acres: 1.08 Lot Size Source: Estimated Lot Size Square Feet: 47044.8 Lot Description: Waterfront

    Property Information

    Subdivision: RODO BEACH Source Property Type: Residential Postal Code Plus 4: 3201 Property SubType: Single Family Residence Levels: Two Property Age: 30

  • Listing Price Information

    Listing Price: $799000

  • Tax Information

    Parcel Number: 1901016288 Tax Year: 2025 Annual Tax: $4293

  • Parking Information

    Parking Total: 6 Gravel, Off Street, Driveway, Detached Carport, Detached
    Homeowners Association Information
    Association Amenities: Powered Boats Allowed

  • Utility Information

    Cable Available, Phone Available
  • Location Information

    Direction: Rt 5 South to Scotland, Continue straight past monument, Left on Rodo Beach Rd to T Right at T onto Chesapeake Bay Dr, home near end on left, cottage on the right. WaterSource: Shared Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
15188 Lake Drive, Scotland, MD, 20687 $1,800,000 5 6 3,419 3,419 SqFt
15370 Holly Drive, Scotland, MD, 20687 $780,000 5 4 2,240 2,240 SqFt
14623 C Way Drive, Scotland, MD, 20687 $925,000 3 3 2,304 2,304 SqFt
50345 Scotland Beach Road, Scotland, MD, 20687 $370,000 4 3 2,160 2,160 SqFt
50333 Scotland Beach Road, Scotland, MD, 20687 $999,900 5 4 4,384 4,384 SqFt
49566 Cornfield Harbor .., Scotland, MD, 20687 $625,000 3 2 2,601 2,601 SqFt
49725 Fresh Pond Neck R.., Scotland, MD, 20687 $314,990 3 1 1,414 1,414 SqFt

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ByOwner last updated this listing 07/05/2026 @ 08:20

MLS: MDSM2032020 LISTED BY: Jessica Raley, CENTURY 21 New Millennium 301-862-2169 SOURCE: Bright MLS

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