Denise Diana

100 Oak Drive

Annapolis, MD
$ 799,000 Beds 4 Baths 3 Sq 2,229
Monthly Estimate* How much can I afford?

Price Improvement! 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 Hillsmeres 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.

ACTIVE

  • Price
  • $ 799,000
  • City
  • Annapolis
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • ANNE ARUNDEL
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 0.29 Acres
  • Zip
  • 21403
  • Sqr Footage
  • 2,229
  • Year Built
  • 1975
  • Taxes
  • $ 5654
  • Style
  • Split Level
  • MLS#
  • MDAA2149498
Listed By: Lauren R Dorsey with Innovative Properties, Inc. - 4102688400;
Data Source: Bright MLS

Features

General

Living Area 2229
Sewer Public Sewer
Heating Heat Pump - Electric BackUp
Cooling Central A/C
Possession Immediate
Zoning R2
HOA Fee 25.00
Garage Spaces 1.00
Architectural Style Split Level
Construction Materials Brick,Vinyl Siding
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1975
Levels 2
Tax Year 2027
Ownership Fee Simple
Cool Fuel Electric
Section 2
Accessibility None
Assoc Fee Paid Per Annually
County ANNE ARUNDEL
New Construction No
Property Type Residential
HOA Yes
Subdivision Name HILLSMERE ESTATES
Garage Y/N Yes
Water Access Y/N Yes
Other Structures Above Grade,Below Grade
Full Baths 3
Status ACTIVE
Directions 100 Oak Drive
City ANNAPOLIS
Body of Water South River
Association Name HILLSMERE SHORES IMPROVEMENT ASSOCIATION
Senior Community Y/N No
Lot Size Units Square Feet
Lot Size Square Feet 12600.00
Tax Assessed Value 444600.0
Tax Annual Amount 5654.08
Home Warranty Y/N No
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N No
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 608.07
Vacation Rental Y/N No
Total SQFT 2408
Standard Status Active
Year Built Source Assessor
Legal Subdivision HILLSMERE ESTATES
Tax Lot 12

Interior Features

Heating Fuel Electric
Basement Fully Finished
Flooring Ceramic Tile,Hardwood,Luxury Vinyl Plank
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) Yes
Heating Y/N Yes
Fireplace Y/N Yes
Above Grade Finished Area 1314
Central Air Y/N Yes
Total Bedrooms 4
Below Grade Finished Area 915
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Estimated
Below Grade Unfin Area Units Square Feet
Below Grade Unfin SQFT 179
Below Grade Unfin SQFT Source Estimated
Below Grade Finished Area Source Estimated
Bedrooms Count All Lower Levels 1
Bedrooms Count Lower Level 1 1
Bathrooms Full Lower Level 1 1
Bathrooms Full All Lower Levels 1
Bathrooms Count Lower Level 1 1.00
Bathrooms Count All Lower Levels 1
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3

Exterior Features

Exterior Amenities Private Beach
Pool Yes - Community
Water Source Well
Total Parking Spaces 1
Garage Features Garage - Front Entry
Type of Parking Attached Garage,Driveway
Land Use Code R
Foundation Details Slab
Water View Y/N No
Lot Size Acres 0.29
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N No
Water Access Features Private Beach
Land Assessed Value 245800.00
Navigable Water Y/N Yes
Water Oriented Y/N Yes
# of Attached Garage Spaces 1

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Bel Air, MD office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

6/22/2026 Listed $845,000
8/19/2026 4% - $815,000
8/31/2026 2% - $799,000

Property vs Zip Code Average in 21403

Price
AVG $1.7M
$800K
Taxes
AVG $11,187
$5,654
Year Built
AVG 1981
1975
Visits
AVG 533
281
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

100 Oak Drive Annapolis, MD is a Single Family Home for sale at $799000 with 2229 sqft and a lot size of 0.29 Acres Acre(s). 100 Oak Drive Annapolis has 4 bedrooms, 3 baths and was built in 1975. The property's zip code is 21403 which is in Annapolis, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Denise Diana

Denise Diana

REALTOR®

410-218-0034

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