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$3,750 Just Listed
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Property Description
Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere's community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own. Credit score requirement minimum of 675. No groups please. Pets considered case-by-case with $35 monthly pet rent.
Full Property Details
Full Property Details for 100 Oak Dr
General
- Rent: $3,750
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDAA2156982
- Updated: 9/14/2026
- Added to Site: 3 day(s) ago
Rental Information
- Max. Lease (Mths): 12
- Min. Lease (Mths): 12
Interior
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Non-Functioning
- Flooring: Ceramic Tile, Hardwood, Luxury Vinyl Plank
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms Main & Up: 1
Additional Information
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Private Beach
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 1
- Parking Type: Attached Garage, Driveway
- Garage Description: Garage - Front Entry
Location
- County: ANNE ARUNDEL
- Subdivision: HILLSMERE ESTATES
- Driving Directions: 100 Oak Drive
School Information
- School District: Anne Arundel County Public Schools
Community
- Assoc. Name: HILLSMERE SHORES IMPROVEMENT ASSOCIATION
- Pets Allowed: Yes
- Pets: Case by Case Basis
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump - Electric BackUp
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Well
Structural Information
- Architectural Style: Split Level
- Structure Type: Detached
- Construction: Brick, Vinyl Siding
- Basement: Yes
- Basement Desc.: Fully Finished
- Foundation: Slab
- Stories Description: Main, Upper 1
- Square Feet: 2,408
- Sq. Ft. Source: Assessor
- Living Area: 2,229 Sq. Ft.
- Finished Above Grnd: 1,314 Sq. Ft.
- Finished Below Grnd: 915 Sq. Ft.
- Year Built: 1975
- Year Built Source: Estimated
- Property Condition: Excellent
Lot Features
- Lot Size (Acres): 0.29
- Lot Size (Sq. Ft.): 12,600
- Lot Size Source: Estimated
- Zoning: R2
Water Features
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Private Beach
- Water Front Type: River
- Water Front Name: South River
Financial Considerations
- Price Per Sq. Ft.: $2.85
- Application Fee: $65
- Security Deposit: $3,750
- Tax w/Assessment: $444,600
- Tenant Pays: Utilities - All, Light Bulbs/Filters/Fuses/Alarm Care, Gutter Cleaning, Repair Deductible - 200
Disclosures and Reports
- Ownership: Other
- Purchase Optional: Yes
Listed by Innovative Properties, Inc., Lauren R Dorsey
Schools
Schools serving 100 Oak Dr
School District:Anne Arundel County Public Schools
| Name | Grades | Distance |
|---|---|---|
Hillsmere Elementary School 3052 Arundel on the Bay Road, Annapolis, MD 21403 | PK-5 | 0.3 mi |
Annapolis Middle School 1399 Forest Drive, Annapolis, MD 21403 | 6-8 | 1.8 mi |
Annapolis High School 2700 Riva Road, Annapolis, MD 21401 | 9-12 | 4.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 100 Oak Dr
Date
Details
Price
Change
Source
9/14/2026
Listed
$3,750
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
100 Oak Drive, Annapolis, MD 21403 (MLS# MDAA2156982) is a Single Family property with 4 bedrooms and 3 full bathrooms. 100 Oak Drive is currently listed for rent at $3,750 and was received on September 14, 2026. Want to learn more about 100 Oak Drive? Do you have questions about finding other real estate for sale or rent in Annapolis? You can browse all Annapolis rentals or contact a Coldwell Banker agent to request more information.

