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Marjorie Dick Stuart

  • Cell 240-731-8079
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399 Hilltop Ln, ANNAPOLIS, MD – $595,000

  • 4 Beds
  • 4 Baths
  • 3,668 Sqft
  • .26 Acres
  • 4 Beds
  • 4 Baths
  • 3,668 Sqft
  • .26 Acres

399 Hilltop Ln

Huge Price adjustment!!!!! 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.

Essential Information

  • MLS® #MDAA2118498
  • Price$595,000
  • Bedrooms4
  • Bathrooms4.00
  • Full Baths4
  • Square Footage3,668
  • Acres0.26
  • Year Built1966
  • TypeResidential
  • Sub-TypeDetached
  • StyleSplit Level
  • StatusActive

Community Information

  • Address399 Hilltop Ln
  • SubdivisionPRIMROSE ACRES
  • CityANNAPOLIS
  • CountyANNE ARUNDEL-MD
  • StateMD
  • MunicipalityAnnapolis
  • Zip Code21403

Amenities

  • # of Garages1
  • GaragesOther

Interior

  • Heating90% Forced Air
  • Has BasementYes
  • BasementPartial, Partially Finished
  • # of Stories4
  • Stories4

Cooling

Ceiling Fan(s), Central A/C, Heat Pump(s)

Exterior

  • ExteriorVinyl Siding
  • RoofAsphalt
  • FoundationBlock

School Information

  • ElementaryTYLER HEIGHTS
  • MiddleANNAPOLIS
  • HighANNAPOLIS

District

ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Additional Information

  • Date ListedJune 27th, 2025
  • Days on Market128
  • ZoningRESIDENTIAL

Listing Details

  • OfficeColdwell Banker Realty
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Price Change History for 399 Hilltop Ln, ANNAPOLIS, MD (MLS® #MDAA2118498)

Date Details Price Change
Price Reduced $595,000 $25,000 (4.03%)
Price Reduced (from $650,000) $620,000 $30,000 (4.62%)
Active
Active Under Contract
Active (from Coming Soon)

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Listing information last updated on November 13th, 2025 at 9:31am CST.