The water. The people. The possibilities.
Get to know the place your next chapter could begin.
Your Heritage Harbour expert.
With over 90 homes sold in Heritage Harbour, Deb brings firsthand experience with the community’s homes, lifestyle and real estate market. Whether you’re buying, downsizing or preparing to sell, she helps you understand your options and move forward with confidence.
Next Step Realty · Annapolis
Discover an established Annapolis 55+ community with more than 1,600 residences, shared recreation and a South River setting.
We’ve brought the places, practical details and next steps together so you can picture your own routine here.
Community photography: Heritage Harbour Community Association.
Start with the setting, then think about how you would use it. A quiet place to sit and a place to launch a kayak can mean very different things to different buyers.
We’ll help you ask about access, storage and any waitlists before those plans become part of a purchase.
Choose your interests. We’ll include them when you start a conversation with Deb.
Facilities and activity names come from the association’s public overview and directory. Confirm current schedules, membership access and separate fees for the property you are considering.
Find a coffee stop, a waterfront table or a new walking route. Add the places you want to explore to your visit.
Photo: Heritage Harbour Community AssociationThe Lodge is a useful starting point for exploring shared spaces and asking about the activities you would use. Facility visits follow association arrangements; a home showing is a separate appointment.
959 River Strand Loop, Annapolis, MD 21401
An independent local directory. Businesses and county facilities are separate from Heritage Harbour. Check current hours, access and reservations before visiting. Locations reviewed October 9, 2026.
Explore Heritage Harbour listings, with current statuses and the people who know each home.
1 / 54ACTIVEBright MLS · MDAA21580963 beds3 baths2,411 sq ft0.23 acres
2548 Mission Hills CourtAnnapolis, Maryland 21401
LISTED BYDeb Randall
1 / 40ACTIVEBright MLS · MDAA21561503 beds2 baths1,954 sq ft0.24 acres
953 Mastline DriveAnnapolis, Maryland 21401
1 / 51ACTIVEBright MLS · MDAA21547162 beds2 baths1,514 sq ft0.06 acres
801 Midship CourtAnnapolis, Maryland 21401
Next Step Realty listings · Supplied by IDX Broker from Bright MLS. This collection does not include every home on the market.
Feed checked Oct 30, 2026, 11:40 PM ET.
© 2026 Bright MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is 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. Data last updated on Friday, October 30th, 2026 08:25:01 PM. Data services provided by IDX Broker
© 2026 Bright MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is 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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Listing courtesy of Next Step Realty. Data last updated on Friday, October 30th, 2026 08:25:01 PM. Data services provided by IDX Broker
Listing courtesy of Next Step Realty 4439012200 © 2026 Bright MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is 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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Listing courtesy of Next Step Realty. Data last updated on Friday, October 30th, 2026 08:25:01 PM. Data services provided by IDX Broker
Listing courtesy of Next Step Realty
Listing courtesy of Next Step Realty 4439012200
Information is deemed reliable but is not guaranteed. Confirm listing details and availability with your agent. Equal Housing Opportunity.
ActiveBright MLS · MDAA21603782 beds2 baths1,032 sq ft0.05 acres
1965 MARCONI CIRCLEANNAPOLIS, MD 21401
1 / 50ActiveBright MLS · MDAA21602862 beds2 baths1,960 sq ft0.24 acres
2562 GOLFERS RIDGE ROADANNAPOLIS, MD 21401
Coming SoonBright MLS · MDAA21601403 beds2 baths1,900 sq ft0.24 acres
848 DEERWOOD COURTANNAPOLIS, MD 21401
1 / 31ActiveBright MLS · MDAA21598542 beds2 baths1,413 sq ft
803 COXSWAIN WAY # 301ANNAPOLIS, MD 21401
1 / 44ActiveBright MLS · MDAA21589162 beds3 baths1,916 sq ft0.05 acres
1020 SEXTANT COURTANNAPOLIS, MD 21401
1 / 33ActiveBright MLS · MDAA21595342 beds2 baths1,434 sq ft0.06 acres
2500 PAINTER COURTANNAPOLIS, MD 21401
Bright MLS · Listing data supplied through Repliers. Coverage is limited to listings available to this service.
Checked 11:44 PM ET.
© 2026 Bright MLS. All rights reserved. Information is deemed reliable but is not guaranteed. For personal, non-commercial use to identify properties you may be interested in purchasing. Verify details and availability with your agent. Equal Housing Opportunity.
A beautiful setting is only part of the decision. Match the property, responsibilities and costs to the way you want to live.
Compare elevator or stair access, storage, parking and what the condominium fee covers.
Talk through the optionsWalk the main living level, check the route from the car and understand exterior responsibilities.
Talk through the optionsLook closely at outdoor space, upkeep, system ages and the rooms you’ll use every day.
Talk through the options$2,112 annually. This is the association’s published base assessment—not the complete cost of owning a particular home.
Assessment sourceEntrances, stairs, bedroom level, laundry, parking and the rooms you will actually use.
Base and property-specific fees, taxes, insurance, utilities, financing and maintenance.
Occupancy rules, membership, resale disclosures, reserves and responsibilities.
Questions to ask, documents to gather and property details to compare before buying in Heritage Harbour, Annapolis.
Read your Next Step guide
A practical Heritage Harbour seller guide covering property documents, pricing conversations, preparation and the move to closing.
Read your Next Step guideRead the association’s public documents without leaving your Next Step guide.
Source-hosted association documents. Posted copies may be superseded; use current property-specific resale documents for a transaction. Blank forms are displayed for reference.
Useful answers to start with. A real person to help you take them further.
Ask Deb a questionThe posted covenants generally require at least one resident age 55 or older and restrict permanent occupancy by people under 18, with stated exceptions. Review Article V and the applicable documents for the specific household and home.
Start with the association’s published base assessment, then add any property-specific condominium charges, taxes, insurance, utilities, financing and maintenance. Ask for current figures and any disclosed special or transfer-related charges for the exact home.
Yes—the association’s buying and selling page describes staff-accompanied weekday Lodge tours. Next Step can help you plan the questions to ask. Community access and a private home showing are separate arrangements; neither is booked by adding it to your shortlist.
The association publishes rental restrictions, including a cap. Do not assume that a property is eligible or that capacity is available. Have your agent obtain the current policy and written property-specific confirmation before building a purchase around leasing.
Use the activity directory to discover interests, then confirm current meeting dates and participation arrangements with the association. We have not labeled old announcements or directory entries as upcoming events.
This is an independent Next Step Realty community and real estate guide. We connect buyers and sellers with our professionals; Heritage Harbour Community Association manages its own facilities, documents and programs.
A few homes. The places you’ll use. The questions that matter to you. Bring them together with Deb Randall, your Heritage Harbour expert.
Deb RandallHeritage Harbour expert · 90+ homes soldYour request goes to Deb Randall. You’ll review the message before sending. Visits and showings require confirmation.
Add a few stops from the map, or start with an idea below.
Place shortlist saved in this browser. These are ideas for your visit, not reservations or a timed itinerary.
Prepared by Next Step Realty from public community and local business sources. This guide is independent of the association. Community information, fees and access can change. A listing’s applicable documents and current confirmations take precedence.
Each local place has its own official source. Map coordinates use public address references and are approximate. Photos remain hosted by their credited sources. Public documents are embedded without modification.
Broader Annapolis context. These citywide figures and boundaries do not describe Heritage Harbour alone.
KNOW THE PLACE, TOO.
Explore the area behind the address.
Community estimates, not listing prices. LiveBy via Repliers. American Census Survey 2023 Source: US
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