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$576,000
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Property Description
Owner Says Sell!!! Make Offer Today!!! Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. It is Opened up to be one home but with little work you can close off to make this two separate living areas. Main Home (3BR/2BA): Beautiful hardwood floors flow through the large living room and bedrooms, while the spacious kitchen with Island connects to a separate dining area - perfect fro daily living and entertaining. Three comfortable bedrooms and two full baths complete this well designed space. You can close off addition very easily and make it a true In-Law suite or a nice rental apartment for extra income. In-Law suite Addition (1BR/2BA - 1200 sq ft): This isn't just and addition - It's a complete second home! Features include a large living room, Full eat-in kitchen, bedroom, two full baths, and generous laundry room. The crown jewel? An incredible 8x28 Sunroom with natural gas fireplace - your year round sanctuary with garden views. Separate entrance ensures complete privacy. Step outside to your personal orchard featuring mature pear, apple, cherry, plum and chestnut trees, plus established grapevines. Imagine morning coffee in the sunroom or out the back patio surrounded by blooming fruit trees and harvesting your own fresh produce each season. Entertaining made effortless with a sprawling 650 sq ft deck - perfect for everything from intimate dinners to large gatherings. The outdoor space flows seamlessly with nature's bounty at your fingertips. Two separate driveways ensure privacy and convenience, with circular drive serving the main house (multiple car capacity) and a dedicated 4 - car driveway for the In-law suite. Storage and workspace solved with a generous 12x24 detached garage and 8x14 shed - plenty of room for vehicles, tools, hobbies and seasonal storage. Prime Annapolis location puts you in the heart of Maryland's historic capital where waterfront charm continues to fuel demand and properties remain strong. Just a mile from downtown Annapolis for all your dining and shopping needs. Walk to Truxtun park and the Pip Moyer center that houses a gym, basketball courts, and an indoor track. You can also walk to the newly renovated tennis court and Pickleball courts with lights. Around the corner is the Truxtun park pool, Public Boat ramp and fishing pier.
Full Property Details
Full Property Details for 399 Hilltop Ln
General
- Sold For: $576,000
- Taxes: $5,836 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDAA2118498
- Added to Site: 238 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
- Upper 2 - Full Baths: 1
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 3
- Main - Full Baths: 3
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms-Up2: 3
- Bedrooms Main & Up: 1
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 8
- Parking Type: Detached Garage, Off Street, Driveway
- Garage Description: Other
Location
- Municipality: Annapolis
- County: ANNE ARUNDEL
- Subdivision: PRIMROSE ACRES
- Cross Streets: Primrose
- Driving Directions: Hilltop Lane to 399 Hilltop corner of Hilltop and Primrose. You can park in the driveway on Hilltop or Driveway in back of house off Primrose.
- City Limits: Yes
School Information
- School District: Anne Arundel County Public Schools
- Elementary School: Tyler Heights
- Middle School: Annapolis
- High School: Annapolis
Community
- Pets Allowed: Yes
- Pets: No Pet Restrictions
Heating & Cooling
- Central air: Yes
- Cooling Type: Ceiling Fan(s), Central A/C, Heat Pump(s)
- Cooling Fuel: Electric, Natural Gas
- Heating Type: 90% Forced Air
- Heating Fuel: Natural Gas
- Water Heater: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Split Level
- Structure Type: Detached
- Construction: Batts Insulation, Vinyl Siding
- Basement: Yes
- Basement Desc.: Partial, Partially Finished
- Foundation: Block
- Roof: Asphalt
- Stories Description: Main, Upper 2
- Square Feet: 3,808
- Sq. Ft. Source: Estimated
- Living Area: 3,668 Sq. Ft.
- Finished Above Grnd: 3,500 Sq. Ft.
- Finished Below Grnd: 168 Sq. Ft.
- Year Built: 1966
- Year Built Source: Assessor
Lot Features
- Lot Size (Acres): 0.26
- Lot Size (Sq. Ft.): 11,440
- Lot Size Source: Assessor
- Zoning: RESIDENTIAL
Financial Considerations
- Price Per Sq. Ft.: $170
- Assessment Year: 2025
- City/TownTax: $2,997
- City/TownTax Freq: Annually
- County Tax: $2,839
- County Tax Freq: Annually
- Tax w/Assessment: $437,000
- Tax Amount: $5,836
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 2461
Disclosures and Reports
- Ownership: Fee Simple
- Section: 5
- Lot Number: 20
Get Pre-Approved Today
Schools
Schools serving 399 Hilltop Ln
School District:Anne Arundel County Public Schools
| Name | Grades | Distance |
|---|---|---|
Eastport Elementary School 420 Fifth Street, Annapolis, MD 21403 | PK-5 | 1 mi |
Annapolis Middle School 1399 Forest Drive, Annapolis, MD 21403 | 6-8 | 0.7 mi |
Annapolis High School 2700 Riva Road, Annapolis, MD 21401 | 9-12 | 3.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 399 Hilltop Ln
Date
Details
Price
Change
Source
12/22/2025
Sold
$576,000
-3.19%
MLS
9/04/2025
Price Reduced
$595,000
-4.03%
MLS
8/13/2025
Price Reduced
$620,000
-4.62%
MLS
6/27/2025
Listed
$650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
399 Hilltop Lane, Annapolis, MD 21403 (MLS# MDAA2118498) is a Single Family property that was sold at $576,000 on December 22, 2025. This property was listed by Jimmy Ellis from our Annapolis Plaza Office.Want to learn more about 399 Hilltop Lane? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.


