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Browse All Annapolis MD Waterfront Properties for Sale

6 Spa Creek Lndg Unit #B2, Annapolis image
6 Spa Creek Lndg Unit #B2, Annapolis $715,000

Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This cont...

  • 2 Beds
  • 2 Baths
  • MDAA2151620 MLS
615 Canal   Lane, Annapolis image
615 Canal Lane, Annapolis $1,195,000

Quintessential coastal living on one level along the shores of Whitehall Creek. Set on a large waterfront lot, this inviting home captures everything buyers love about th...

  • 3 Beds
  • 2 Baths
  • MDAA2147450 MLS
1674 Homewood Landing Rd, Annapolis image
1674 Homewood Landing Rd, Annapolis $1,600,000

**Professional photography will be added prior to going active** Welcome to 1674 Homewood Landing Road, a rare opportunity to own a spectacular waterfront property nestle...

  • 3 Beds
  • 3 Baths
  • MDAA2150194 MLS
2758 Bon Haven Ln, Annapolis image
2758 Bon Haven Ln, Annapolis $1,150,000

Set above the South River on 1.28 acres, 2758 Bon Haven Lane offers the feeling of a private waterfront retreat without sacrificing everyday convenience. Mature trees and...

  • 3 Beds
  • 3 Baths
  • MDAA2152078 MLS
1486 Downham Market, Annapolis image
1486 Downham Market, Annapolis $2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prest...

  • 5 Beds
  • 5 Baths
  • MDAA2152082 MLS
500 Sara Dr, Annapolis image
500 Sara Dr, Annapolis $2,250,000

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless po...

  • 4 Beds
  • 3 Baths
  • MDAA2142906 MLS
1741 Holly Beach Farm   Road, Annapolis image
1741 Holly Beach Farm Road, Annapolis $3,700,000

A Rare Waterfront Legacy Property on the Chesapeake Bay: Along a quiet stretch of Annapolis shore, where the Chesapeake meets 232 acres of protected parkland, a singular ...

  • 5 Beds
  • 3 Baths
  • MDAA2143312 MLS
906 Creek   Drive, Annapolis image
906 Creek Drive, Annapolis $6,200,000

An Eastport waterfront home located on Spa Creek set on a prominent .165-acre site once part of a historic city park, this property offers approximately 3000 above grade...

  • 4 Beds
  • 4 Baths
  • MDAA2133542 MLS
778 Bon Haven   Drive, Annapolis image
778 Bon Haven Drive, Annapolis $2,650,525

Exquisite South River Waterfront Estate Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevat...

  • 6 Beds
  • 4 Baths
  • MDAA2123548 MLS
4 President Point   Drive Unit #C, Annapolis image
4 President Point Drive Unit #C, Annapolis — The Point Condo $1,100,000

Welcome to 4 President Point, Unit C, a rare three-bedroom garden-level residence in one of Eastport's most sought after waterfront communities. Perfectly positioned to c...

  • 3 Beds
  • 2 Baths
  • MDAA2148898 MLS
  • The Point Condo Bldg.
2997 Dogwood   Trail, Annapolis image
2997 Dogwood Trail, Annapolis $1,200,000

Welcome to 2997 Dogwood Trail, a charming waterfront cottage tucked into the sought-after Cape Saint John community of Annapolis. Perfectly positioned along the South Riv...

  • 2 Beds
  • 2 Baths
  • MDAA2146112 MLS
48A E Lake Dr, Annapolis image
48A E Lake Dr, Annapolis $3,595,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home b...

  • 4 Beds
  • 4 Baths
  • MDAA2151212 MLS
529 Lee Cir, Annapolis image
529 Lee Cir, Annapolis $2,650,000

Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributari...

  • 6 Beds
  • 6 Baths
  • MDAA2150742 MLS
1118 Little Magothy   View, Annapolis image
1118 Little Magothy View, Annapolis $1,300,000

Welcome to 1118 Little Magothy View, a rare waterfront opportunity in the sought after Cape St. Claire community of Annapolis. Nestled on a private lot just under an acre...

  • 4 Beds
  • 2 Baths
  • MDAA2146922 MLS
3718 Ramsgate   Drive, Annapolis image
3718 Ramsgate Drive, Annapolis $1,900,000

On the market for the first time in over 33 years, this exceptional waterfront home on protected Watergate Harbor is a rare opportunity to own a piece of Annapolis's most...

  • 3 Beds
  • 4 Baths
  • MDAA2144030 MLS
783 Sonne Dr, Annapolis image
783 Sonne Dr, Annapolis $1,300,000

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon ...

  • 3 Beds
  • 2 Baths
  • MDAA2150690 MLS
1100 River Bay   Road, Annapolis image
1100 River Bay Road, Annapolis $1,790,000

Spectacular waterfront retreat offering breathtaking panoramic views of the Magothy River, Gibson Island, Dobbin Island, and the Chesapeake Bay, with views stretching acr...

  • 5 Beds
  • 3 Baths
  • MDAA2147820 MLS
377 Broadview   Lane, Annapolis image
377 Broadview Lane, Annapolis $1,050,000

Multiple offer situation. The seller has established a deadline for all final offers or revisions for tomorrow, Saturday, 6/13/26, at 6:00 PM. Waterfront Home for Sale i...

  • 4 Beds
  • 3 Baths
  • MDAA2143526 MLS
48 E Lake Dr, Annapolis image
48 E Lake Dr, Annapolis $1,895,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or br...

  • MDAA2150364 MLS
140 Spa Dr, Annapolis image
140 Spa Dr, Annapolis $4,600,000

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of own...

  • 5 Beds
  • 4 Baths
  • MDAA2150104 MLS
411 Ferry Point   Road, Annapolis image
411 Ferry Point Road, Annapolis $6,000,000

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence cap...

  • 3 Beds
  • 4 Baths
  • MDAA2143624 MLS
3300 Shore   Drive, Annapolis image
3300 Shore Drive, Annapolis $1,575,000

Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering un...

  • 4 Beds
  • 4 Baths
  • MDAA2116986 MLS
129 E Bay View Dr, Annapolis image
129 E Bay View Dr, Annapolis $1,300,000

** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare com...

  • 3 Beds
  • 3 Baths
  • MDAA2149802 MLS
2203 Mulberry Hill Rd, Annapolis image
2203 Mulberry Hill Rd, Annapolis $1,350,000

Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mil...

  • 3 Beds
  • 3 Baths
  • MDAA2149596 MLS
3706 Thomas Point   Road, Annapolis image
3706 Thomas Point Road, Annapolis $2,025,000

Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront re...

  • 6 Beds
  • 4 Baths
  • MDAA2145168 MLS
844 Harbor View Ter, Annapolis image
844 Harbor View Ter, Annapolis $1,175,000 ▼

Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up...

  • 5 Beds
  • 3 Baths
  • MDAA2149710 MLS
1668 Homewood Landing Rd, Annapolis image
1668 Homewood Landing Rd, Annapolis $1,295,000

Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the sl...

  • 4 Beds
  • 4 Baths
  • MDAA2149476 MLS
6 President Point Dr Unit #B3, Annapolis image
6 President Point Dr Unit #B3, Annapolis — The Point Condo $1,025,000

Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking His...

  • 3 Beds
  • 2 Baths
  • MDAA2148832 MLS
  • The Point Condo Bldg.
1098 Magothy Cir, Annapolis image
1098 Magothy Cir, Annapolis $1,300,000

Welcome to this impressive 4,300-square-foot waterfront residence located on the scenic Little Magothy River, renowned among the 105 homes here as Annapolis's best-kept s...

  • 5 Beds
  • 3 Baths
  • MDAA2149014 MLS
1326 Washington   Drive, Annapolis image
1326 Washington Drive, Annapolis $1,495,000

Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just ...

  • 4 Beds
  • 4 Baths
  • MDAA2144542 MLS
700 N Holly Dr, Annapolis image
700 N Holly Dr, Annapolis $1,075,000 ▼

Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light c...

  • 4 Beds
  • 3 Baths
  • MDAA2141328 MLS
289 State   Street Unit #4, Annapolis image
289 State Street Unit #4, Annapolis $3,000,000

A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek wh...

  • 2 Beds
  • 3 Baths
  • MDAA2135660 MLS
3728 Ramsgate Dr, Annapolis image
3728 Ramsgate Dr, Annapolis $6,995,000

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in An...

  • 4 Beds
  • 6 Baths
  • MDAA2148092 MLS
1836 Burley   Lane, Annapolis image
1836 Burley Lane, Annapolis $1,375,000

With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essent...

  • 3 Beds
  • 3 Baths
  • MDAA2132644 MLS
1739 Vineyard Trl, Annapolis image
1739 Vineyard Trl, Annapolis $1,950,000

Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where t...

  • 4 Beds
  • 3 Baths
  • MDAA2148306 MLS
3733 Thomas Point Rd, Annapolis image
3733 Thomas Point Rd, Annapolis $2,685,000 ▼

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake ...

  • 5 Beds
  • 5 Baths
  • MDAA2148158 MLS
2045 Maidstone Farm Rd, Annapolis image
2045 Maidstone Farm Rd, Annapolis $12,950,000

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outsi...

  • 6 Beds
  • 9 Baths
  • MDAA2147500 MLS
357 Overlook   Trail, Annapolis image
357 Overlook Trail, Annapolis $1,059,436

Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water acc...

  • 4 Beds
  • 4 Baths
  • MDAA2136590 MLS
7101 Bay Front Dr Unit #202, Annapolis image
7101 Bay Front Dr Unit #202, Annapolis $315,000

Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along...

  • 1 Beds
  • 2 Baths
  • MDAA2147982 MLS
217 Lockwood Ct, Annapolis image
217 Lockwood Ct, Annapolis $4,995,000

There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek i...

  • 5 Beds
  • 4 Baths
  • MDAA2146036 MLS
2900 Shipmaster   Way Unit #120, Annapolis image
2900 Shipmaster Way Unit #120, Annapolis — Clipper Cay $350,000

Undoubtedly the best unit in the Heritage Harbour Community of Clipper Cay! Main level condo with BIG year-round views to the South River. Southern exposure guarantees e...

  • 2 Beds
  • 2 Baths
  • MDAA2143410 MLS
  • Clipper Cay Bldg.
1840 Burley   Lane, Annapolis image
1840 Burley Lane, Annapolis $1,900,000

Burley Creek, with its direct passage to Whitehall Bay and the Chesapeake Bay, sets a serene and picturesque stage for this thoughtfully designed waterfront residence, wh...

  • 5 Beds
  • 5 Baths
  • MDAA2141846 MLS
7042 Harbour Village   Court Unit #102, Annapolis image
7042 Harbour Village Court Unit #102, Annapolis $640,000

Beautifully Renovated 2 Bedroom, 2 Full Bath Waterfront Condo in sought after Gated Chesapeake Harbour! Enjoy the Incredible View from your Balcony with this 2nd Floor Un...

  • 2 Beds
  • 2 Baths
  • MDAA2140792 MLS
2127 Beach Village Ct Unit #202, Annapolis image
2127 Beach Village Ct Unit #202, Annapolis $1,150,000

Open Friday, July 10th from 4-6:30 PM! Vacation every day in your stunning two-level condo with exceptional views and amazing privacy! Wonderful open floor plan and wall...

  • 3 Beds
  • 3 Baths
  • MDAA2146926 MLS
3344 Harness Creek Rd, Annapolis image
3344 Harness Creek Rd, Annapolis $10,850,000

An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyl...

  • 4 Beds
  • 7 Baths
  • MDAA2145202 MLS
3275 Harness Creek   Road, Annapolis image
3275 Harness Creek Road, Annapolis $3,850,000

Set gracefully along Harness Creek with unobstructed water views and a rare boathouse, this refined modern farmhouse presents an incredible opportunity to experience a re...

  • 2 Beds
  • 3 Baths
  • MDAA2142868 MLS
3 President Point   Drive Unit #B3, Annapolis image
3 President Point Drive Unit #B3, Annapolis — The Point Condo $1,060,000

Enjoy a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning residence offers exceptionally easy living with picturesque sunset views overlooki...

  • 3 Beds
  • 2 Baths
  • MDAA2135232 MLS
  • The Point Condo Bldg.
198 Acton   Road, Annapolis image
198 Acton Road, Annapolis $2,350,000

Experience the best of waterfront living with easy water access to historic Annapolis, Eastport, and the Chesapeake Bay. Perfectly sited in a protected area on Spa Creek,...

  • 3 Beds
  • 4 Baths
  • MDAA2136766 MLS
2002 Dakota Pl Unit #2A, Annapolis image
2002 Dakota Pl Unit #2A, Annapolis $619,000 ▼

Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offer...

  • 2 Beds
  • 3 Baths
  • MDAA2145178 MLS
854 Saint Edmonds   Place, Annapolis image
854 Saint Edmonds Place, Annapolis $3,200,000

Brewer’s Creek offers a calm, protected setting with effortless access to the Severn River and the Chesapeake Bay, creating an ideal environment for those who love to boa...

  • 6 Beds
  • 6 Baths
  • MDAA2142410 MLS

Annapolis Waterfront Real Estate

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