# 2108 CHESAPEAKE HARBOUR Drive #201, Annapolis, MD 21403 > **TL;DR:** 3bd/3ba condo, $599,999 ($353/sqft), built 1989, 1,700 sqft. > Fireplace. Est. $4,357/mo. Listed 208 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $599,999 | | Price/sqft | $353 | | Bedrooms | 3 | | Bathrooms | 3 full | | Square Feet | 1,700 | | Year Built | 1989 | | Stories | 2 | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 208 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,034 | | Estimated Insurance | $175 | | HOA | $1,148 | | **Total** | **$4,357** | ## Key Amenities - Fireplace ## Property Highlights - Built in 1989 - 2 stories - 2 parking spaces - Fireplace ## Description ### Agent Description Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom again in April, though you are surrounded by expansive lawns and lush landscaping year-round. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life! ## Location - **Address:** 2108 CHESAPEAKE HARBOUR Drive #201, Annapolis, MD 21403 - **County:** ANNE ARUNDEL - **Neighborhood:** CHESAPEAKE HARBOUR - **Coordinates:** 38.95675, -76.47387 - **Google Maps:** https://www.google.com/maps?q=38.95675,-76.47387 ## Virtual Tour & Media - **Video Tour:** https://mls.truplace.com/Property/1701/138043 ## Listing Agent - **Name:** Lorna Kaim · **License:** 665299 - **Brokerage:** Compass - **Broker Phone:** (202) 491-1275 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/2108-Chesapeake-Harbour-Dr-Apt-201_Annapolis_MD_21403_M50403-89988?f=listhub&s=TRENDPA&m=MDAA2140810&c=propsimple) ## Photos ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 1](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f2383759919r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 2](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3370304589r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 3](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f1196062151r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 4](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f819362314r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 5](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3514396646r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 6](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f484814764r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 7](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3085455889r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 8](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3971593309r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 9](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f1408300529r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 10](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f206578717r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 11](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3161414807r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - 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Photo 93](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3694816576r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 94](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f279437062r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 95](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f3659027244r.jpg) ![2108 CHESAPEAKE HARBOUR Drive #201 - Photo 96](http://lh.rdcpix.com/4d8d70926c0bb5ef6aea27f78cf641c5l-f4185332965r.jpg) --- **MLS#:** MDAA2140810 | **Updated:** 2026-10-22 **Source:** listhub *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.* [View on PropertySimple](https://staging.propertysimple.ai/listing/2108-chesapeake-harbour-drive-annapolis-md-21403-656ba26fa05b4846b5920a0eebaa8558) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/2108-chesapeake-harbour-drive-annapolis-md-21403-656ba26fa05b4846b5920a0eebaa8558#listing", "url": "https://staging.propertysimple.ai/listing/2108-chesapeake-harbour-drive-annapolis-md-21403-656ba26fa05b4846b5920a0eebaa8558", "name": "2108 CHESAPEAKE HARBOUR Drive #201, Annapolis, MD 21403", "description": "Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom again in April, though you are surrounded by expansive lawns and lush landscaping year-round. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. 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