Welcome 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 7,972 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!
Property Details
Property Features
Property Information:
Architectural Style: Traditional
Year Built: 2006
Living Area: 8,372 SqFt
Listing Office:
Office Name: Newport Bay Realty
Office Phone: (410) 213-7040
Listing Agent: David Dypsky
Interior Features
Interior Information:
Basement: No
Bedroom and Bathroom Information:
Partial Bathrooms: 1
Full Bathrooms: 4
Total Bedroom Count: 4
Exterior Features
Parking Information:
Garage Space: 5 spaces
Parking: Garage - Side Entry, Attached Garage
Lot Features
Lot Information:
Lot Size: 8.70 Acres
Utilities
Utilities Information:
Heating: Heat Pump
Cooling: Central Air
Other
Directions Information:
Directions: Rt 611 South to South Point Rd. Right onto Waterside Dr. Right onto Woodside Dr. Property on Right.
Price Information
Listing Price Info
Price Summary:
List Price: $5,200,000
Price Per SqFt: $621/SqFt
What can I afford?
Understand what home price range makes sense for your budget.
Housing Market Comparison
See how this home compares to others in Berlin, MD.
This property is $4.7M more than the Median Sold Price and $370/SqFt more than other homes in Berlin, MD.
Based on homes sold in the last 12 months
MLS Details
MLS Information:
MLS Name: BRIGHT
MLS Number: #MDWO2026762
Listing Office:
Office Name: Newport Bay Realty
Office Phone: (410) 213-7040
Listing Agent: David Dypsky
Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.
We're sorry, we currently don't have sales or tax history data for this listing.
Payment Calculator
Calculate your estimated monthly expenses for this listing. Play with the values below to better understand your monthly payment and utilities.
$26K
Per Month
Principal & Interest
$25.9K
Home PriceThe dollar amount you pay for the home.
$
Interest RateMortgage interest rates fluctuate, but they're typically in the 5% to 9% range. Your rate will be calculated based on personal details including your credit score.
%
Down PaymentThe initial money paid at closing that is usually a percentage of the purchase price. Most loans require at least 3% down, but a 0% down payment may be possible if you're eligible for a VA or USDA loan.
$%
Loan TermThis is how long you'll pay on the loan. A longer term gives you smaller payments, while a shorter term saves you money on interest.
Property Taxes
$0
Property Taxes -Annual CostEvery homeowner pays taxes to their local government based on their home's value and the property tax rates for the county or city. Most areas charge property taxes semiannually.
$/ Year
Mortgage Insurance
$0
Mortgage Insurance -Monthly PremiumMortgage insurance helps secure a mortgage with a lower down payment. It typically costs 0.1% - 2% of your loan amount per year.
$/ Month
Homeowners Insurance
$67
Homeowners Insurance -Monthly PremiumMost homeowners pay about $1,000 a year for homeowners insurance, but the cost varies based on your location, home and coverage.
$/ Month
Homeowners Association (HOA)
$0
Homeowners Association -Monthly FeesHomeowners Association (HOA) fees can range from $30 per month to $500+ per month. Be sure to ask your agent about HOA fees on a home as it can impact your affordability or check the online home listing.
$/ Month
Utilities
$0
Utilities - Monthly CostYou'll need to budget for utilities as a homeowner, which typically includes water and sewer, gas and electric, internet and cable. Cost will depend on your location and the size of your home. On a monthly basis, Americans pay $239 - $442 per month.
$/ Month
Recommended Financing
30-Year Fixed
Rate/APR
7.5% / 6.68%
Total Monthly Payment
$15.6K
Powered By
Advertisement
NMLS#3030
Schools
Schools Nearby
The school rating is a score out of 10, where 10 is the highest and 1 is the lowest. Assigned schools have a bold outline.
We're sorry, we currently don't have assigned school data for this listing.
Nearby Schools
9
/10
Buckingham Elementary School
100 Buckingham Rd
Distance between this listing and this school7.11 miles
Public District Grades PK-4
5
/10
Berlin Intermediate School
309 Franklin Ave
Distance between this listing and this school7.73 miles
Public District Grades 4-6
10
/10
Ocean City Elementary School
12828 Center Dr
Distance between this listing and this school10.10 miles
Public District Grades PK-4
Nearby Schools
10
/10
Stephen Decatur Middle School
9815 Seahawk Rd
Distance between this listing and this school8.17 miles
Public District Grades 7-8
7
/10
Snow Hill Middle School
522 Coulbourne Ln
Distance between this listing and this school11.41 miles
Public District Grades 4-8
5
/10
Selbyville Middle School
80 Bethany Rd
Distance between this listing and this school16.78 miles
Public District Grades 6-8
Nearby Schools
7
/10
Stephen Decatur High School
9913 Seahawk Rd
Distance between this listing and this school8.45 miles
Public District Grades 9-12
6
/10
Chincoteague High School
4586 Main St
Distance between this listing and this school21.14 miles
Public District Grades 6-12
1
/10
Wicomico County Evening High School
916 S Schumaker Dr
Distance between this listing and this school22.20 miles
The neighbors living near this home have an average income of $68,924. The majority of Berlin, MD residents have income between $35k-100k annually. Typical family type is married, no kids. Typical level of education for residents in this area is post secondary degree.
All data provided by Home Junction and Claritas
Frequently Asked Questions About 11209 Woodside Dr
What is the listing price of this property?
The listing price of 11209 Woodside Dr property is $5,200,000.
What type of property is this?
The property 11209 Woodside Dr is a house located in Berlin, Maryland, 21811.
Is this property for sale now?
Active Listing: 11209 Woodside Dr is For Sale (Active/New) which means the seller is accepting offers.
How many bedrooms and bathrooms does this property have?
The property at 11209 Woodside Dr has 4 bedrooms and 4 full and 1 half bathrooms.
What is the square footage of this property?
The property 11209 Woodside Dr is 8,372 SqFt (source: MLS/tax record).
Which year was this property built?
The year of construction for 11209 Woodside Dr is 2006.
By checking this box and submitting your personal information, you agree to our Terms of Use and Privacy Policy. You also expressly consent to having Rocket Homes Real Estate LLC, its Family of Companies, Rocket Homes Network Partners, and potentially our mortgage partners contact you about your inquiry by text message or phone (including automatic telephone dialing system, AI voice, or an artificial or prerecorded voice) to the residential or cellular telephone number you have provided, even if that telephone number is on a corporate, state, or national Do Not Call Registry. You do not have to agree to receive such calls or messages as a condition of getting any services from Rocket Homes Real Estate, LLC or its partners. By communicating with us by phone, you consent to calls being recorded and monitored. You also agree that we can share your personal data and contact information with third parties such as mortgage partners, partner companies, and affiliates, and that these parties may use your personal data and contact information for marketing and analytic purposes, and to improve your experience.
This home is located at 11209 Woodside Dr in Berlin, MD and zip code 21811. This 8,372 square foot home, which was built in 2006, sits on a 8.70 acre lot. Features: 4 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since November 04, 2024 and is currently priced at $5,200,000.
Berlin, MD housing market in November 2024 saw over 14 listings sold above listed price, more than 12 sold at listed price and over 28 sold below. Between October 2024 and November 2024, Berlin, MD real estate market has seen decrease in the number of listings by 8.2%. In November 2024 median list price was $433,000 and the average listing age was 32 days.
From Rocket Homes Real Estate and based on county public records data.
Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement. 
Hunting
Hunting
NASCAR
Figure Skating
Dillards
Dick's Sporting Goods
Dollar General
Cracker Barrel
Texas Roadhouse
Hardee's
Cadillac
Subaru
Oldsmobile
News/Talk/Information
New Country
Oldies