Welcome to your dream waterfront retreat! 8227 Bayside Dr is located in Pinehurst, nestled on the shores of the Chesapeake Bay and Bodkin Creek. This well-maintained home offers the opportunity to have cosmetic improvements made to a very large, modernized structure. The home has approximately 3400 sf of living space with room for everyone. Spectacular views and sunrises over the famed Chesapeake Bay are astounding! Multiple decks and a level lawn elevated beautifully above the water provide a variety of options to enjoy the views and embrace the beauty of the natural surroundings. Thoughtfully expanded and renovated (2006), the home has an open floorplan with beautiful bamboo flooring throughout. The waterfront family room with a fireplace is the perfect space to relax and enjoy the never-ending views of the horizon. The adjacent dining area has those glorious water views for every meal. Step out to the waterside deck for an alfresco meal or BBQ and enjoy the Bay breezes. The kitchen features a built-in bench perfect for eating in and a large pantry. The main level primary suite is very spacious with a private full bath and easy access to the main level laundry closet. The second level is defined by convenience and comfort with a huge waterfront room with a private full bath that offers great flexibility to serve as a second primary suite, home office, or second living space. The 3rd and 4th bedrooms on the second level are generously sized as well and share a jack and jill full bathroom. On the top level of the home, you'll discover a fantastic bonus space. This space is perfect for hosting overflow guests, creating a playroom, or keeping a private office space with a poised, birds eye view of the beautiful Chesapeake Bay. Gorgeous Downs Park is within walking distance and offers picnic pavilions, paved, wooded walking trails, and summer concerts. Live the Maryland waterfront lifestyle and take advantage of one of the best boating destinations the East Coast has to offer! In just 30-50 minutes, boat to Annapolis, Rock Hall, the Magothy River, Kent Island and Baltimore. Or stay close to home with multiple protected anchorages to enjoy the sunset. Located just 5 miles from Gibson Island Country Club, with an easy commute to Baltimore, Annapolis, or DC, the prime location is perfect for full-time living or a second home. An ideal waterfront sanctuary that marries the tranquility of coastal living with the easy access to multiple metropolitan areas awaits you! Call today!
For sale
Price cut: $75K (7/15)
$1,225,000
8227 Bayside Dr, Pasadena, MD 21122
4beds
3,430sqft
Est.:
Single Family Residence
Built in 1928
0.3 Acres Lot
$1,196,000 Zestimate®
$357/sqft
$-- HOA
What's special
Home officeWaterfront retreatWaterfront roomLevel lawnWaterfront family roomBonus spaceMain level laundry closet
- 46 days
- on Zillow |
- 2,117 |
- 72 |
Zillow last checked: 7 hours ago
Listing updated: July 17, 2025 at 12:38am
Listed by:
Michelle Blanchard 443-604-6047,
Keller Williams Flagship 410-729-7700,
Listing Team: The Dobson Blanchard Team
Source: Bright MLS,MLS#: MDAA2118840

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Breakfast Room, Utility Room, Bathroom 2, Bathroom 3, Bonus Room, Primary Bathroom
Primary bedroom
- Features: Flooring - Bamboo, Window Treatments
- Level: Main
- Area: 280 Square Feet
- Dimensions: 20 x 14
Bedroom 2
- Features: Flooring - Ceramic Tile, Attached Bathroom, Window Treatments
- Level: Upper
- Area: 528 Square Feet
- Dimensions: 24 x 22
Bedroom 3
- Features: Flooring - Bamboo, Jack and Jill Bathroom, Window Treatments, Walk-In Closet(s)
- Level: Upper
- Area: 238 Square Feet
- Dimensions: 17 x 14
Bedroom 4
- Features: Flooring - Bamboo, Window Treatments, Jack and Jill Bathroom
- Level: Upper
- Area: 300 Square Feet
- Dimensions: 20 x 15
Primary bathroom
- Features: Bathroom - Walk-In Shower, Walk-In Closet(s), Window Treatments
- Level: Main
- Area: 135 Square Feet
- Dimensions: 9 x 15
Bathroom 2
- Features: Flooring - Ceramic Tile, Balcony Access
- Level: Upper
- Area: 54 Square Feet
- Dimensions: 9 x 6
Bathroom 3
- Features: Bathroom - Stall Shower
- Level: Upper
- Area: 56 Square Feet
- Dimensions: 7 x 8
Bonus room
- Features: Flooring - Bamboo, Ceiling Fan(s)
- Level: Upper
- Area: 896 Square Feet
- Dimensions: 56 x 16
Breakfast room
- Features: Flooring - Bamboo
- Level: Main
- Area: 81 Square Feet
- Dimensions: 9 x 9
Dining room
- Features: Flooring - Bamboo, Window Treatments
- Level: Main
- Area: 312 Square Feet
- Dimensions: 11 X 16
Family room
- Features: Flooring - Bamboo, Fireplace - Wood Burning, Balcony Access
- Level: Main
- Area: 264 Square Feet
- Dimensions: 12 x 22
Kitchen
- Features: Flooring - Bamboo, Pantry
- Level: Main
- Area: 240 Square Feet
- Dimensions: 7 X 13
Utility room
- Level: Upper
- Area: 28 Square Feet
- Dimensions: 4 x 7
Heating
- Forced Air, Electric
Cooling
- Ceiling Fan(s), Central Air, Electric
Appliances
- Included: Oven/Range - Electric, Water Treat System, Electric Water Heater
- Laundry: Main Level
Features
- Bathroom - Walk-In Shower, Breakfast Area, Combination Dining/Living, Dining Area, Open Floorplan, Eat-in Kitchen, Primary Bath(s), Walk-In Closet(s), Dry Wall
- Flooring: Bamboo
- Windows: Window Treatments
- Basement: Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 3,430
- Total interior livable area: 3,430 sqft
- Finished area above ground: 3,430
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Circular Driveway, Crushed Stone, Driveway, Off Street
- Uncovered spaces: 3
Accessibility
- Accessibility features: Other Bath Mod, Roll-in Shower
Features
- Levels: Four
- Stories: 4
- Patio & porch: Deck
- Exterior features: Sidewalks
- Pool features: None
- Has view: Yes
- View description: Bay
- Has water view: Yes
- Water view: Bay
- Waterfront features: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard, Bay
- Body of water: Chesapeake Bay
- Frontage length: Water Frontage Ft: 50
Lot
- Size: 0.3 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 020365328779800
- Zoning: R5
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Coastal
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
- Roof: Architectural Shingle
Condition
- Good
- New construction: No
- Year built: 1928
- Major remodel year: 2006
Utilities & green energy
- Sewer: On Site Septic
- Water: Well
- Utilities for property: Propane
Community & HOA
Community
- Subdivision: Pinehurst
HOA
- Has HOA: No
Location
- Region: Pasadena
Financial & listing details
- Price per square foot: $357/sqft
- Tax assessed value: $613,767
- Annual tax amount: $6,964
- Date on market: 6/22/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
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