The Tower Team of TTR Sotheby's International Realty

The Tower Team of TTR Sotheby's International Realty Experts in Annapolis Real Estate Sales and Listing Services and a reputation for excellence and integrity that is widely recognized.

02/25/2026

Under contract in a week!

79 Charles Street
Annapolis, MD 21401
3 bedrooms • 1.5 baths

Just a few steps away from the water, a short stroll to Main Street, and full of historic charm, it’s easy to see why this incredible property went so fast. And, we couldn’t be happier for our sellers.

Representing both buyers and sellers in many of the most notable sales in Historic Downtown Annapolis, our sales reflect more than volume. They reflect trust, strategy, and a deep understanding of what makes each property truly valuable. With generations of experience, local insight, and dedication to client service, our approach is deliberate and highly personalized.

If you’re considering your next move in the Historic District - whether buying, selling, or simply planning ahead - work with a team who understands not just the market, but the meaning of a place.

Contact Alex Tower Sears today.
📞443.254.5661
📩[email protected]
Visit thetowerteam.com to learn more.

OPEN THIS WEEKEND!Sunday, July 6th12 pm - 2 pmDon’t miss this waterfront dream in Bay Ridge ↓2 River DriveAnnapolis, MD6...
07/01/2025

OPEN THIS WEEKEND!
Sunday, July 6th
12 pm - 2 pm

Don’t miss this waterfront dream in Bay Ridge ↓

2 River Drive
Annapolis, MD
6 beds • 4.5 baths
Offered at $5,650,000

Built in 1922 with restored original details and a major renovation in 2025, here are some of the many things you’ll love about living here:

• Breathtaking water views that span from the mouth of the Severn River to the Chesapeake Bay Bridge
• Historic charm with modern comforts
• Waterside sunporch and patio overlooking the Bay
• Stunning gourmet chef’s kitchen
• Mudroom with custom dog wash
• Detached garage with upstairs guest suite
• Expertly landscaped and beautiful plantings with ambient lighting - twice featured in Annapolis’ “Secret Garden Tour”

And, in this beloved neighborhood, you’ll enjoy:

• Neighbors that feel like family
• Fun year round events — July 4th is unlike any other!
• Bayfront clubhouse — newly renovated
• Community waterside pool
• Private bayside & lakeside beaches
• Marina with multiple slips
• Basketball courts & ball fields
• Quick access to shopping, dining, Downtown Annapolis, & commuter routes

For more photos and information, head over to “Featured Properties” on thetowerteam.com!

Listed by Alex Tower Sears
443.254.5661
[email protected]

Photography by Michele Sheiko of

OPEN HOUSE ↓Thursday, June 19th11 am - 1 pmCoastal Charm with Iconic Views in Coveted Bay Ridge90 River Dr | Annapolis, ...
06/17/2025

OPEN HOUSE ↓
Thursday, June 19th
11 am - 1 pm

Coastal Charm with Iconic Views in Coveted Bay Ridge
90 River Dr | Annapolis, MD 21403
Offered at $2,750,000

A few of the many highlights:
+ Unmatched Chesapeake Bay views
+ Direct access to the spectacular private beach
+ Timeless coastal design & finishes
+ 3 - 4 bedrooms with flexible layout options & 3 full baths
+ Detached carriage house — perfect for guests, office, or studio

What you’ll love about living in this location:
+ Scenic community pool & clubhouse overlooking the Bay
+ Neighborhood marina & kayak racks
+ Year-round calendar events & activities
+ Miles of waterfront walking and bike paths
+ Open green spaces for outdoor recreation & courts for pickleball, basketball, etc.

And you’re just minutes from Historic Downtown Annapolis & Eastport!

For more information, contact the listing agents:

🏡Alex Tower Sears | REALTOR®
📞443.254.5661
📩[email protected]

🏡Salley Widmayer | REALTOR®
📞202.215.6174
📩[email protected]

And make sure to visit thetowerteam.com to see more photos of this exceptional waterfront property!

Photography by Michele Sheiko

ON THE MARKET FOR THE FIRST TIME IN 40 YEARS!…and it’s OPEN this weekend 🙌🏼 Saturday, May 17th 11am-1pm138 Charles StAnn...
05/13/2025

ON THE MARKET FOR THE FIRST TIME IN 40 YEARS!

…and it’s OPEN this weekend 🙌🏼
Saturday, May 17th
11am-1pm

138 Charles St
Annapolis, MD 21401
4 bedrooms • 2 full, 2 half baths
$1,495,000

Discover a rare chance to own a detached home in the heart of the Historic District—complete with off-street parking and garage (yes, really!). This beautifully updated 3-level stunner blends timeless charm with modern luxury: original staircase, pocket doors, sun-drenched rooms, and a lush backyard perfect for entertaining.

📍Just steps away from Main Street, the best dining, and local shops
🌊 Launch your kayak in Spa Creek or relax in the waterfront park just blocks away
😍 Three sunny levels, room for everyone to spread out
🌳 Private backyard and patio perfect for entertaining and gardening
✨ Historic charm with all the modern updates you need

Live the Annapolis life you’ve been dreaming of—before someone else does.

Contact the listing agent:
Alex Tower Sears
443.254.5661
[email protected]

Visit thetowerteam.com to learn more about this exceptional property!

Address

209 Main Street
Annapolis, MD
21401

Telephone

+14106938890

Website

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