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$885,000
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Full Property Details for 8183 Windward Key Dr
General
- Price: $885,000
- HOA FEE: $410/month
- Taxes: $6,810 (2025)
- Status: Under Contract
- Type: Townhouse
- Source: BrightMLSMidAtlantic
- MLS ID: MDCA2027960
- Updated: 6/26/2026
- Added to Site: 15 day(s) ago
Interior
- Interior Features: Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Combination Dining/Living, Dining Area, Floor Plan - Open, Kitchen - Table Space, Pantry, Primary Bath(s), Primary Bedroom - Bay Front, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Wood Floors
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood
- Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Icemaker, Range Hood, Refrigerator, Six Burner Stove, Stainless Steel Appliances, Washer
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Upper 2 - Full Baths: 1
- Upper Floor Baths: 3
- Upper - Full Baths: 3
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 4
- Bedrooms-Up2: 1
Additional Information
- Shared Amenities: Beach, Pickleball Courts, Pool - Outdoor
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: BBQ Grill, Private Beach, Awning(s), Sidewalks
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 4
- Parking Features: Paved Driveway, Paved Parking, Private
- Parking Type: Attached Garage, Parking Lot, Driveway
- Garage Description: Garage - Front Entry, Inside Access
Location
- Municipality: Chesapeake Beach
- County: CALVERT
- Subdivision: WINDWARD KEY
- Driving Directions: Bayside Rd. turn into Windward Key. Immediate left, 8183 on your right
- Direction Faces: East
- Location Details: Bayfront
- City Limits: Yes
School Information
- School District: Calvert County Public Schools
- Elementary School: Beach
- Middle School: Windy Hill
- High School: Northern
Community
- Association: Yes
- Assoc. Name: SENTRY MANAGEMENT
- Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance, Pool(s), Trash
Heating & Cooling
- Central air: Yes
- Cooling Type: Heat Pump(s), Central A/C, Ceiling Fan(s)
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Transitional, Other
- Structure Type: Interior Row/Townhouse
- Construction: Frame
- Foundation: Slab
- Stories Description: Lower 1, Main, Upper 1, Upper 2
- Square Feet: 3,053
- Sq. Ft. Source: Assessor
- Living Area: 2,513 Sq. Ft.
- Finished Above Grnd: 2,190 Sq. Ft.
- Finished Below Grnd: 323 Sq. Ft.
- Year Built: 1988
- Year Built Source: Assessor
Unit Information
Unit 1
- Bathrooms-Lower: 1
Lot Features
- Property View: Bay, Panoramic, Scenic Vista, Water
- Lot Size (Acres): 0.04
- Lot Size (Sq. Ft.): 1,743
- Lot Size Source: Assessor
- Zoning: C
- Lot Description: Adjoins - Open Space, Premium, Other
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Private Beach, Private Access
- Water Front Type: Bay
- Water Front Name: Chesapeake Bay
Financial Considerations
- Price Per Sq. Ft.: $404.11
- Association Fee: $410
- Assoc Fee Freq.: Monthly
- Assessment Year: 2026
- City/TownTax: $1,830
- City/TownTax Freq: Annually
- County Tax: $4,569
- County Tax Freq: Annually
- Tax w/Assessment: $642,467
- Tax Amount: $6,810
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Exclusions: Dining Room light fixture
- Lot Number: 66
Listed by Deep Roots Real Estate, Sally L. D. Showalter
Schools serving 8183 Windward Key Dr
| Name | Grades | Distance |
|---|---|---|
Beach Elementary School 7900 Old Bayside Road, Chesapeake Beach, MD 20732 | PK-5 | 0.7 mi |
Windy Hill Middle School 9560 Boyd's Turn Rd, Owings, MD 20736 | 6-8 | 2.5 mi |
Northern High School 2950 Chaneyville Road, Owings, MD 20736 | 9-12 | 6.5 mi |
Price & Sales History for 8183 Windward Key Dr
Tax History for 8183 Windward Key Dr
Estimate the Cost for 8183 Windward Key Dr
8183 Windward Key Drive, Chesapeake Beach, MD 20732 (MLS# MDCA2027960) is a Townhouse property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 8183 Windward Key Drive is currently listed for $885,000 and was received on June 25, 2026. Want to learn more about 8183 Windward Key Drive? Do you have questions about finding other Townhouse real estate for sale in Chesapeake Beach? You can browse all Chesapeake Beach real estate or contact a Coldwell Banker agent to request more information.

