About This Home

This 4-bedroom, 3-bathroom single family at 100 OAK Drive in Annapolis, MD is listed for $845,000 ($379 per sqft). Built in 1975, the home offers 2,229 sqft of living space on a 0.29 acres lot.

Key Features

  • Built in 1975
  • 0.29 acre lot
  • 2 stories
  • 1 parking spaces
  • Fireplace

Property Details

2 stories
3 full
1 space
1975

Amenities

FireplaceA/C
Listing 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.

Monthly Cost Estimate

$4,544/mo

20% down · 6.5% · 30 years

Principal$611
Interest$3,662
Insurance$246
HOA$25

Estimates only. Actual payments may vary.

Location

100 OAK Drive

Annapolis, MD 21403

HILLSMERE ESTATES

Property Details

Construction

Brick Vinyl Siding

Parking

Garage - AttachedDriveway

Heating

Electric (Heating)Heat Pump (Heating)

Cooling

Central Air

Questions & Answers

This 4-bedroom, 3-bathroom single family at 100 OAK Drive is listed at $845,000 ($379/sqft). The estimated monthly payment is $4,544 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $25/month.

Key features include: Built in 1975, 0.29 acre lot, 2 stories, 1 parking spaces, Fireplace.

This property is listed by Lauren R Dorsey and can be reached at 4437757237.

LD

Lauren R Dorsey

Agent at Innovative Properties, Inc.

(443) 775-7237

Listed by Innovative Properties, Inc. · View on Broker Site

MLS# MDAA2149498· Source: listhub· 16 days on market

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

100 OAK Drive, Annapolis, MD 21403

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