Charlie Buckley, Associate Broker

#1 Team in Annapolis Waterfront sales since 1994

The Annapolis Waterfront Home Experts

#1 Team In $1,000,000+ Annapolis Home Sales

#1 Waterfront Buyer Representative in Anne Arundel County

Search All Waterfront Homes in the MLS

Annapolis Waterfront Homes

Just Listed

105 Scott Drive, Annapolis, MD 21401

$5,300,000

Pristinely updated waterfront estate home in sought-after Wardour neighborhood! Magnificent water views, high-end fixtures and finishes, waterside pool, and a deep water private pier on Weems Creek at the Severn River. Enjoy every luxurious aspect of the Annapolitan lifestyle!

Under Contract

9 Eastern Avenue, Annapolis, MD 21403

$4,200,000

Incredible Horn Point location! Custom-designed home with unbeatable views to the Chesapeake Bay. Walk to Eastport restaurants and historic downtown Annapolis! Call (410) 266-6880 for more information or to set up a private tour!

Just Listed

3057 Rundelac Road, Annapolis, MD 21403

$2,795,000

Truly GRAND and comfortable water-front home in Rundelac Farm on the South River.  The gorgeous four-acre lot, in-ground pool and private pier is the perfect setting for comfortable living and memorable entertaining!  Come take a look!

Just Reduced

421 Ferry Point Road, Annapolis MD 21403

$2,295,000

Resort oasis in Wild Rose Shores! Luxe home has dramatic architecture, heated in-ground pool with spa, and private pier on a protected cove. Don’t forget the South River views and huge waterside porches. It’s all here! Click to take the LIVE VIDEO TOUR.

134 Dalkeith Glen, Arnold, MD 21012

$1,745,000

Gorgeous contemporary home with a multi-slip, deep-water pier complex in the sought-after community of Glen Oban. Fantastic outdoor spaces contribute to the stunning and private 1.5 acre setting. Tour it today!

Just Listed

798 Creek View Road, Severna Park, MD 21146

$1,695,000

Exquisite 6,000 sq ft Severna Park waterfront home on a point of land. This house has it all, including a huge ipe deck with outdoor fireplace, an incredible pier complex and an absolutely glorious setting! Click to see more.

Just Listed

770 South River Landing Road, Edgewater, MD 21037

$1,675,000

Modern-style all brick home with gorgeous updates and upgrades throughout.  Enjoy views down the South River and Almhouse Creek. Community offers wonderful amenities including a marina, pool, and tennis courts. Tour it today!

Under Contract

147 E. Bay View Drive, Annapolis, MD 21403

$1,599,000

A beautifully updated waterfront home, a hard-to-find waterside pool and hot tub, a private pier with 2 boat lifts & 2 jet ski lifts, and a fenced yard. This home is perfect for large or intimate entertaining! Be sure to watch the LIVE VIDEO.

84 East Lake Drive, Annapolis, MD 21403

$1,595,000

Bay Ridge Waterfront!! 3-bedroom home has protected pier on Lake Ogleton and indoor lap pool. So much to enjoy in your waterfront oasis — quick access to the Bay and two levels of decking. Community pool and beach! Click to take the LIVE VIDEO Tour.

Under Contract

710 South River Landing Road, Edgewater MD 21037

$1,595,000

Stunning brick colonial home has HUGE waterviews and water access. Community amenities include marina, pier, pool, tennis courts, and 24-hour guardhouse. Watch the LIVE video tour today!

489 Edgewater Road, Pasadena, MD, 21122

$1,495,000

NEW CONSTRUCTION waterfront home with pier permit in hand! Fantastic setting on the Magothy River offers quick access to DC, Baltimore or Annapolis by car and to the Chesapeake Bay by boat.

507 Palisades Boulevard, Crownsville, MD 21032

$1,350,000

Updated waterfront home has a deep-water private pier, luxe master suite, super chef’s kitchen and upgrades throughout! The open floor plan and attention to detail are sure to please. Call (410) 266-6880 to schedule a private showing!

Just Listed

3156 Rolling Road, Edgewater, MD 21037

$1,290,000

Beautifully maintained waterfront home situated on a 1.74 acre lot overlooking Beards Creek. This contemporary style home has the privacy and views you want and is in move-in condition! Enjoy quick access to the South River and out to the Chesapeake Bay from the private pier.

2998 Dogwood Trail, Annapolis MD 21401

$1,195,000

Beautiful South River waterfront home with in-ground pool, hot tub, and deep-water pier with boat lift and two jet-ski lifts. Open floor plan allows expansive views throughout and tons of natural light! Call for more information or to schedule a private tour: 410-266-6880

Just Reduced

1224 River Bay Road, Annapolis, MD 21409

$1,045,000

Open House – Saturday, November 16th from 12 pm to 2 pm

Unbelievable Chesapeake Bay views from this 4-bedroom, 3-bath home in Cape St. Claire. Two levels of porches and a spacious waterside yard. Broadneck schools. Click to take the LIVE VIDEO TOUR!

555 Broadwater Road, Arnold, MD 21012

$995,000

FANTASTIC opportunity to build your waterfront dream home! Renovate or start new in a blue ribbon school district. Call the Waterfront Experts to schedule a private tour: 410-266-6880

Under Contract

1680 Homewood Landing Road, Annapolis, MD 21409

$935,000

BUILD YOUR DREAM HOME! Absolutely incredible waterfront lot with stunning views, a very private 4-acre setting, for your dream home on protected Whitehall Creek. Deep-water location and just minutes to the Chesapeake Bay.

Just Reduced

970 South River Landing Road, Edgewater, MD 21037

$899,000

All-brick waterfront home in gated South River Landing with panoramic views down Almshouse Creek and to the South River.  Community amenities include marina, pier, pool, tennis courts, and 24-hour guardhouse. Watch the LIVE video!

Just Reduced

4 Chase Road, Annapolis, MD 21409

$845,000

Coastal cottage in sought after water privileged Pendennis Mount in Annapolis! Just minutes to the Naval Academy and downtown Annapolis; this home is in a GREAT location.  Watch the LIVE VIDEO Tour!

146 Bar Harbor Road, Pasadena, MD 21122

$799,000

Beautifully-updated waterfront home on Rock Creek with updates throughout! Private deep-water pier and quick access to major commute routes.

1190 Cavalier Road, Arnold, MD 21012

$795,000

Charming 3 bedroom, 3 bath water privileged home in Rugby Hall with Severn River views from some of the rooms. Deep-water community marina and boat ramp.  TOUR IT TODAY!

Just Reduced

1698 Dunstable Green, Annapolis, MD 21401

$749,000

Wonderful colonial-style home in the water-privileged community of Downs on The Severn. Enjoy fantastic amenities such as a marina, tennis & clubhouse in a super convenient location! Click here to take the LIVE VIDEO tour.

Under Contract

812 Chester River Drive, Grasonville MD 21638

$614,900

Fantastic location with amazing water views out to the Chesapeake Bay! Enjoy the waterfront lifestyle in a convenient location. Tour it today!

3730 Carroll Drive, Edgewater, MD 21037

$599,000

Wonderful home on water-privileged Turkey Point Island.  Enjoy water views in an island paradise setting; an entertainer’s dream! Call today for a private tour.

Just Reduced

100 Maple Drive, Annapolis, MD 21403

$535,000

Fantastic colonial-style home located on a beautiful wooded lot in the popular Hillsmere Shores community! Enjoy great amenities including a community dock, boat ramp and kayak/SUP rack. Call us today to set up your private tour!

Just Reduced

7014 Clinton Court, Annapolis, MD 21403

$469,000

Beautiful condominium in the gated Chesapeake Harbour community on the shores of the Chesapeake Bay! Community offers a marina, pool, tennis courts, gym and more.  Call to schedule a private showing: 410-266-6880

1501 Booker Road, Shady Side MD 20764

$379,000

Lovely single family home in a water-privileged community right on the Chesapeake Bay.  Enjoy wonderful nature views all around, from every room in the house. Schedule your tour today!

Search All Waterfront Homes in the MLS

Testimonial We have had Charlie and his team buy and sell 5 properties for us in Annapolis over the last 12 years, and will surely sign on again. They are wonderful to work with in every way, and we can highly recommend them to anyone looking to buy or sell a home in the Annapolis area. Charlie, Reid, Sarah, and Brad have made all the transactions very easy for us, and each experience was stress free. They listened to our concerns and made us feel comfortable with our decisions. We look forward to working with them in the future.
Mary M, River Bay Road, Annapolis