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Greater Annapolis
Greater Annapolis
Explore waterfront communities in the Maryland Greater Annapolis area.
Eastern Shore
Explore the Eastern Shore waterfront communities in Maryland.
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@BuckleyWaterfrontHomes

🍂🎃 Some of the best fall experiences are just a sh

🍂🎃 Some of the best fall experiences are just a short drive from Annapolis, and this is the perfect time to enjoy them. Here's what we're adding to our fall bucket list:

• Knightongale Farm, Harwood
📍 3924 Solomons Island Road, Harwood, MD 20776
Pumpkin picking, hayrides, and corn mazes through October 25.

• Homestead Gardens, @homesteadgardens
📍 743 W Central Avenue, Davidsonville, MD 21035
Fall Family Weekends with apple cider donuts, pumpkin activities, and live music.

• Maryland Corn Maze, @mdcornmaze
📍 389 Gambrills Road, Gambrills, MD 21054
An eight-acre corn maze, hayrides, and family-friendly farm adventures.

• The Great Annapolis Pumpkins, @visitannapolis
📍 Downtown Annapolis, MD
Spot enormous pumpkins throughout the historic district.

• Art @ the Park, Quiet Waters Park
📍 600 Quiet Waters Park Road, Annapolis, MD 21403
October 17–18, featuring local artists, live music, and outdoor activities.

👻 Annapolis Scarecrow Stroll
📍 West Street, Main Street, Maryland Avenue, and State Circle, Downtown Annapolis, MD
October 24–November 2, bringing creative fall displays to downtown streets.

One of our favorite things about living in the Annapolis area is how much there is to enjoy beyond the waterfront, especially this time of year.

Which fall tradition is on your calendar this year?

Save this list for your next autumn adventure!

#MrWaterfront #AnnapolisMD #AnnapolisLife #MarylandFall #VisitAnnapolis

We're proud to share that our recent sale at 1715

We're proud to share that our recent sale at 1715 Porters Hill Road in Annapolis was featured by RealtyWire (realtywirenews ) as the No. 2 highest-priced home sale in the Baltimore metro area last week.

Situated on 1.7 private acres along Luce Creek, this remarkable waterfront estate features 265 feet of shoreline, a deep-water pier, a spacious boathouse, and stunning views toward the Severn River.

With historic log walls dating back to the 1880s and exceptional waterfront amenities, this property is truly one of a kind.

We're especially pleased to have represented both sides of this successful transaction, with Reid Buckley representing the seller and Meagan Buckley representing the buyer.

Congratulations to our clients, and thank you for trusting Buckley Waterfront Homes with this exceptional property.

Thinking about buying or selling on the Annapolis waterfront? Let's talk.

📧 team@waterfronthomes.org
📲 410-266-6880

#JustSold #AnnapolisRealEstate #WaterfrontHomes #ChesapeakeBay #MrWaterfront

The Annapolis Boat Show brings everyone to the wat

The Annapolis Boat Show brings everyone to the water. But what if you never had to leave the boating lifestyle behind? ⚓️

Every October, downtown Annapolis transforms into a boater’s paradise. From exploring the latest yachts and powerboats to walking the floating docks at City Dock, the Annapolis Boat Shows are a reminder of why so many people fall in love with life on the Chesapeake Bay.

With the Powerboat Show happening October 8–11 and the Sailboat Show following October 15–18, there’s no better time to imagine what it would be like to have the water right outside your door.

📍 3285 Harness Creek Road, Annapolis, MD
6 Beds | 10 Baths | 10,745 SF
Offered at $9,500,000

Set on 2.5 private acres in Wimbledon Farms, this extraordinary waterfront estate offers something every serious boater can appreciate: a 100-foot private pier with deep-water slips, 7 feet of water depth at the dock, and a location on protected Harness Creek, a recognized hurricane hole.

With access to the Chesapeake Bay, spontaneous afternoons on the water, weekend cruises, and sunset boat rides can become part of everyday life.

The Boat Show comes to Annapolis every October. The boating lifestyle can be yours all year long.

Contact Buckley Waterfront Homes to arrange a private tour.

📧 team@waterfronthomes.org
📲 410-266-6880

#AnnapolisBoatShow #AnnapolisWaterfront #ChesapeakeBayLiving #AnnapolisRealEstate #MrWaterfront

Tucked along the waterfront in Annapolis, this com

Tucked along the waterfront in Annapolis, this community offers a lifestyle that blends Chesapeake Bay access, outdoor recreation, and a welcoming neighborhood atmosphere.

One of the highlights is the community marina, offering boat slips and direct access to the water, making it easy to enjoy the boating lifestyle that Annapolis is known for.

But there’s more to Annapolis Cove than the waterfront. The community features walking paths, playgrounds, picnic areas, and spaces for recreation and community events. Residents also have the option to join the pool at neighboring Bay Ridge through a separate membership.

The neighborhood is close to Annapolis’ Historic District and Quiet Waters Park, while Lake Ogleton provides an especially scenic waterfront setting.

And one detail you might not expect? The community’s pond is home to large snapping turtles, one of the little details that makes Annapolis Cove unique. 🐢

Here, the waterfront, nature, and community come together to create a truly special Annapolis lifestyle.

Want to explore more of Annapolis?

Comment “ANNAPOLIS” and we’ll send you our Annapolis Relocation Guide with neighborhood insights, waterfront communities, local favorites, and everything you need to know before making a move.

#AnnapolisLiving #AnnapolisHomes #MrWaterfront #AnnapolisRealEstate #AnnapolisMD

We are so proud to be featured in the latest issue

We are so proud to be featured in the latest issue of Annapolis Home Magazine as one of the area’s Powerhouse Realtors ✨

This issue is filled with design inspiration, home features packed with history and a courtside story 🎾 Run don't walk to get your copy!

For more than 30 years, our business has been rooted in deep local knowledge, long-standing relationships, and treating our clients like family.

Thank you to Annapolis Home for including us and congratulations to all of the agents featured in this year’s Powerhouse Realtors issue.

#BuckleyWaterfrontHomes #AnnapolisHome #AnnapolisRealEstate #PowerhouseRealtors #WaterfrontRealEstate #ChesapeakeBay #AnnapolisMaryland

A private 2.5-acre estate in Wimbledon Farms, desi

A private 2.5-acre estate in Wimbledon Farms, designed by Cathy Purple Cherry and built by West River Builders. A home where architecture, craftsmanship, and nature come together.

📍3285 Harness Creek Road, Annapolis, MD
6 Beds | 10 Baths | 10,745 SF | $9,500,000

A few details that make this property unforgettable:

• 400 feet of shoreline overlooking Quiet Waters Park
• 100-foot private pier with deep-water slips and 7 feet of water depth
• A saltwater pool with ipe decking and waterfront views
• Six bedrooms, each with a private ensuite bath
• A chef’s kitchen with Wolf, Bosch, and custom finishes
• Wrap-around screened porches designed for year-round outdoor living
• A primary suite with spa bath, fireplace, and private water views
• Elevator access across all three levels

Every room was designed to capture the changing beauty of the waterfront, from fall foliage and osprey overhead to peaceful mornings by the water.

This is more than a home. It’s a private waterfront retreat minutes from downtown Annapolis and the Chesapeake Bay.

#AnnapolisRealEstate #AnneArundelCounty #AnnapolisMD #ChesapeakeBayLiving #BuckleyWaterfrontHomes

We’re honored to be recognized by Washingtonian as

We’re honored to be recognized by Washingtonian as a 2026 Elite Producers Platinum team.

For more than 30 years, Buckley Waterfront Homes has built its business around a simple philosophy: exceptional real estate service should always feel personal.

This recognition reflects the trust our clients place in us, the relationships we’ve built across generations, and our continued commitment to representing some of the most distinctive homes in Annapolis and throughout the Chesapeake Bay region.

To our clients, friends, and community: thank you for continuing to be part of our story.

Treating our clients like family for over 30 years.

#BuckleyWaterfrontHomes #Washingtonian #AnnapolisRealEstate #LuxuryRealEstate #WaterfrontRealEstate #ChesapeakeBay

You can search by bedrooms, square footage, price,

You can search by bedrooms, square footage, price, acreage, and water frontage.
What you can’t filter for is how a place feels to live in.

Waking up to sunrise over the Bay before you check your phone. Walking into town for dinner. Keeping the boat a few steps from the house — or having easy access to the water without living directly on it. Knowing which neighborhoods feel tucked away, which keep you close to Annapolis, and where you can find a little more land, privacy, or room to breathe.

These are the moments that matter beyond the home, and why it's important to work with local experts. We’ve spent decades living and working here, and we know that two homes with similar numbers on paper can offer completely different lifestyles.

Comment “ANNAPOLIS” and we’ll send you our guide to living in and around Annapolis.

#AnnapolisRealEstate #AnneArundelCounty #AnnapolisMD #ChesapeakeBayLiving #BuckleyWaterfrontHomes

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