406 Holly Dr Annapolis, MD 21403
Estimated payment $2,702/month
Highlights
- Boat Ramp
- Beach
- Rambler Architecture
- Hillsmere Elementary School Rated 9+
- Lake Privileges
- Wood Flooring
About This Home
Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amenities, including a private beach, boat ramp, community pool, playground, and more. This 3-bedroom, 1.5-bath residence features a full, partially finished basement, a spacious screened porch perfect for relaxing or entertaining, ample off-street parking, and a beautifully landscaped, fenced yard with mature trees and plantings. Enjoy the best of coastal living in one of the area's most desirable communities.
Listing Agent
(443) 274-1900 dwinegardner@executiveagent.net RE/MAX Executive Brokerage Phone: 4432741900 License #509819 Listed on: 06/28/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,550
Year Built
- Built in 1962
Lot Details
- 11,550 Sq Ft Lot
- Back Yard Fenced
- Landscaped
- Level Lot
- Property is in average condition
- Property is zoned R2
Home Design
- Rambler Architecture
- Block Foundation
- Asphalt Roof
- Metal Siding
Interior Spaces
- Property has 2 Levels
- Ceiling Fan
- 1 Fireplace
- Wood Flooring
Bedrooms and Bathrooms
- 3 Main Level Bedrooms
Improved Basement
- Basement Fills Entire Space Under The House
- Connecting Stairway
- Exterior Basement Entry
- Sump Pump
- Basement Windows
Parking
- 3 Parking Spaces
- 3 Driveway Spaces
Outdoor Features
- Lake Privileges
- Porch
Schools
- Hillsmere Elementary School
- Annapolis Middle School
- Annapolis High School
Utilities
- Window Unit Cooling System
- Heating System Uses Oil
- Hot Water Baseboard Heater
- Well
- Electric Water Heater
Listing and Financial Details
- Tax Lot 14
- Assessor Parcel Number 020241211265200
Community Details
Overview
- No Home Owners Association
- Hillsmere Shores Subdivision
Amenities
- Picnic Area
Recreation
- Boat Ramp
- Pier or Dock
- Beach
- Baseball Field
- Community Playground
- Community Pool
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,315 | $378,667 | -- | -- |
| 2024 | $3,209 | $361,133 | $0 | $0 |
| 2023 | $3,114 | $343,600 | $242,600 | $101,000 |
| 2022 | $2,935 | $341,833 | $0 | $0 |
| 2020 | $2,817 | $338,300 | $242,600 | $95,700 |
| 2019 | $2,776 | $331,033 | $0 | $0 |
| 2018 | $3,283 | $323,767 | $0 | $0 |
| 2017 | $2,636 | $316,500 | $0 | $0 |
| 2016 | -- | $299,367 | $0 | $0 |
| 2015 | -- | $282,233 | $0 | $0 |
| 2014 | -- | $265,100 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/11/2026 07/11/26 | Price Changed | $430,000 | -7.3% | $314 / Sq Ft |
| 06/28/2026 06/28/26 | For Sale | $464,000 | 0.0% | $339 / Sq Ft |
| 06/27/2026 06/27/26 | Price Changed | $464,000 | -- | $339 / Sq Ft |
Source: Bright MLS
MLS Number: MDAA2147188
APN: 02-412-11265200
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.
- 410 Walnut Dr
- 108 Maple Dr
- 104 Groh Ln
- 117 Pinecrest Dr
- 420 Edgemere Dr
- 110 Kuethe Dr
- 529 Lee Cir
- 100 Carroll Dr
- 996 Headwater Rd
- 962 Old Annapolis Neck Rd
- 278 Hillsmere Dr
- 927 Old Annapolis Neck Rd
- 110 Lake View Dr
- 621 Harbor Dr
- 129 E Bay View Dr
- 117 Stilly Way
- 116 Stilly Way
- 112 Stilly Way
- 113 Stilly Way
- 128 Stilly Way
- 93 Great Lake Dr
- 965 Old Annapolis Neck Rd
- 931 Edgewood Rd
- 149 Quiet Waters Place
- 142 Georgetown Rd
- 208 Victor Pkwy Unit A
- 930 Bay Forest Ct
- 203 Victor Pkwy Unit 203F
- 21 Silverwood Cir Unit 4
- 217 Victor Pkwy
- 4 Doncaster Ct
- 1293 Thom Ct
- 50 Sandstone Ct
- 50A Amberstone Ct Unit 50A
- 921 Breakwater Dr
- 20 Windwhisper Ln
- 923 Breakwater Dr
- 40 Ironstone Ct Unit A
- 10 Ironstone Ct Unit D
- 1210 Louis Ave
Ask me questions while you tour the home.