
11209 Woodside Dr Berlin, MD 21811
Highlights
- 1,000 Feet of Waterfront
- In Ground Pool
- Traditional Architecture
- Ocean City Elementary School Rated A
- 8.7 Acre Lot
- 4-minute walk to Assateague State Park
About This Home
As of August 2025Welcome to 11209 Woodside Drive, an unparalleled waterfront masterpiece nestled on 8.7 private acres in South Point Farms, just minutes from Ocean City, MD and downtown Berlin, MD. Offering stunning views of Newport Bay, this custom-built luxury home boasts 8,372 square feet of meticulously crafted living space.
Designed for both comfort and elegance, this 4-bedroom, 4-full and 2-half-bathroom estate features dramatic second-floor living and entertaining spaces, making it perfect for hosting guests—whether an intimate gathering or a grand celebration. The heart of the home is the chef’s kitchen, outfitted with top-of-the-line appliances and abundant storage space, while artistic custom features throughout elevate the home’s unique appeal.
The third-level primary suite provides a private retreat with a cozy fireplace, expansive closets, and sweeping water views. Outdoors, enjoy multiple porches, decks, and seating areas—ideal for watching spectacular sunsets or observing local wildlife. The 20x20 poolside 3-season porch invites year-round relaxation, and the private dock and nearby boat ramp offers direct access to 140 square miles of pristine, unspoiled waterways of Newport, Sinepuxent, and Chincoteague Bays, ideal for endless recreational water activities and enjoyment.
Additional highlights include an elevator servicing all three levels, a home gym, a climate-controlled dog room with exterior access, and a 5-car garage. This home is as functional as it is luxurious, with vast storage spaces, flexible living areas, and an abundance of indoor-outdoor living options.
Located just minutes from the acclaimed town of Berlin, Ocean City MD, and famous Assateague Island, this home offers a rare opportunity to experience the best of Eastern Shore coastal living. With world-class fishing, championship golf courses, and a variety of entertainment and dining options nearby, you’ll enjoy a lifestyle of unmatched convenience and serenity. Welcome to your dream waterfront retreat!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $18,109
Year Built
- Built in 2006
Lot Details
- 8.7 Acre Lot
- 1,000 Feet of Waterfront
- Home fronts navigable water
Parking
- 5 Car Attached Garage
- Side Facing Garage
Home Design
- Traditional Architecture
- Slab Foundation
- Vinyl Siding
Interior Spaces
- 8,372 Sq Ft Home
- Property has 4 Levels
- 2 Fireplaces
Bedrooms and Bathrooms
- 4 Main Level Bedrooms
Outdoor Features
- In Ground Pool
- Water Access
- Property near a bay
Schools
- Ocean City Elementary School
- Stephen Decatur Middle School
- Stephen Decatur High School
Utilities
- Central Air
- Back Up Electric Heat Pump System
- Heating System Powered By Owned Propane
- Well
- Propane Water Heater
- On Site Septic
Additional Features
- Accessible Elevator Installed
- Flood Risk
Community Details
- No Home Owners Association
- South Point Farms Subdivision
Listing and Financial Details
- Tax Lot 7
- Assessor Parcel Number 2410324335
Similar Homes in Berlin, MD
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
08/21/2025 08/21/25 | Sold | $3,200,000 | -24.7% | $382 / Sq Ft |
07/28/2025 07/28/25 | Pending | -- | -- | -- |
05/19/2025 05/19/25 | Price Changed | $4,249,000 | -11.1% | $508 / Sq Ft |
02/15/2025 02/15/25 | Price Changed | $4,779,000 | -8.1% | $571 / Sq Ft |
11/09/2024 11/09/24 | For Sale | $5,200,000 | -- | $621 / Sq Ft |
Tax History Compared to Growth
Agents Affiliated with this Home
-
Seller's Agent in 2025
David Dypsky
Newport Bay Realty
(410) 726-5020
35 in this area
55 Total Sales
-
Buyer's Agent in 2025
Dylan Barlow
Worthington Realty Group, LLC
(443) 669-9467
1 in this area
63 Total Sales
Map
Source: Bright MLS
MLS Number: MDWO2026762

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