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507 1st St, Annapolis image
507 1st St, Annapolis $2,695,000

Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and l...

  • 4 Beds
  • 4 Baths
  • MDAA2156250 MLS
113 Bay Dr, Annapolis image
113 Bay Dr, Annapolis $2,795,000

The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water...

  • 3 Beds
  • 3 Baths
  • MDAA2156508 MLS
1740 Woodtree Cir, Annapolis image
1740 Woodtree Cir, Annapolis $419,900

​3 BEDS | 2.5 BATHS | WHISPERING WOODS | COLONIAL TOWNHOUSE ​Welcome to This Charming 3-bedroom, 2.5-bathroom Colonial Townhouse in Whispering Woods. Great Lot that Back...

  • 3 Beds
  • 3 Baths
  • MDAA2156524 MLS
608 Greenbriar Ln, Annapolis image
608 Greenbriar Ln, Annapolis — Greenbriar $225,000

Wonderful Opportunity in Annapolis! Unlock the potential of this 3-bedroom townhome and bring your vision to life. Whether you're looking for your next renovation project...

  • 3 Beds
  • 2 Baths
  • MDAA2156636 MLS
  • Greenbriar Bldg.
2104 Chesapeake Harbour Dr E Unit #202, Annapolis image
2104 Chesapeake Harbour Dr E Unit #202, Annapolis — Village Of Chesapeake Harbour $669,000

Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and...

  • 3 Beds
  • 2 Baths
  • MDAA2156582 MLS
  • Village Of Chesapeake Harbour Bldg.
2195 Chesapeake Harbour Dr, Annapolis image
2195 Chesapeake Harbour Dr, Annapolis $1,600,000

Experience the carefree waterfront lifestyle of Chesapeake Harbour in this exceptional direct Chesapeake Bay-front home, offering spectacular views of the Bay Bridge, Ken...

  • 3 Beds
  • 4 Baths
  • MDAA2152620 MLS
2606 Foremast   Alley, Annapolis image
2606 Foremast Alley, Annapolis $574,000

Situated on a premium lot against a peaceful wooded backdrop in Admirals View, this immaculate brick-front townhome offers refined luxury and effortless Annapolis living....

  • 3 Beds
  • 4 Baths
  • MDAA2152542 MLS
304 Saddle Ridge Rd, Annapolis image
304 Saddle Ridge Rd, Annapolis $750,000

Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, ...

  • 3 Beds
  • 3 Baths
  • MDAA2156486 MLS
911 Blue Ridge Dr, Annapolis image
911 Blue Ridge Dr, Annapolis $525,000

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighbor...

  • 4 Beds
  • 2 Baths
  • MDAA2155878 MLS
704 Caleb   Lane, Annapolis image
704 Caleb Lane, Annapolis $950,000

Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recen...

  • 6 Beds
  • 6 Baths
  • MDAA2145044 MLS
400 Jefferson St, Annapolis image
400 Jefferson St, Annapolis $1,950,000

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...

  • 4 Beds
  • 4 Baths
  • MDAA2156430 MLS
940 Astern Way Unit #112, Annapolis image
940 Astern Way Unit #112, Annapolis $475,000

ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and tw...

  • 2 Beds
  • 2 Baths
  • MDAA2156438 MLS
215 Windell Ave, Annapolis image
215 Windell Ave, Annapolis $900,000

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memoria...

  • 5 Beds
  • 4 Baths
  • MDAA2154982 MLS
729 Crisfield Way, Annapolis image
729 Crisfield Way, Annapolis $865,000

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space...

  • 4 Beds
  • 5 Baths
  • MDAA2155644 MLS
228 Dewey Dr, Annapolis image
228 Dewey Dr, Annapolis $745,000

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home com...

  • 3 Beds
  • 2 Baths
  • MDAA2156310 MLS
2604 Foremast Aly, Annapolis image
2604 Foremast Aly, Annapolis $580,000

The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance liv...

  • 3 Beds
  • 4 Baths
  • MDAA2156244 MLS
221 Spring Race Ct, Annapolis image
221 Spring Race Ct, Annapolis $874,900

Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows d...

  • 4 Beds
  • 4 Baths
  • MDAA2154048 MLS
1430 Catlyn Pl, Annapolis image
1430 Catlyn Pl, Annapolis $644,900

You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, Just re-san...

  • 4 Beds
  • 3 Baths
  • MDAA2156232 MLS
2900 Shipmaster Way Unit #215, Annapolis image
2900 Shipmaster Way Unit #215, Annapolis $287,500 ▲

Welcome to Unit 215 at 2900 Shipmaster Way! This inviting 2-bedroom, 2-full-bath condo offers comfortable living in the Heritage Harbour community. The updated kitchen fe...

  • 2 Beds
  • 2 Baths
  • MDAA2155680 MLS
2175 Glencrest Cir, Annapolis image
2175 Glencrest Cir, Annapolis $950,000

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a qu...

  • 5 Beds
  • 4 Baths
  • MDAA2156130 MLS
1146 August   Drive, Annapolis image
1146 August Drive, Annapolis $550,000

Welcome to the quiet and well maintained community of August Woods! This delightful development affords easy access to all Annapolis has to offer from a vibrant downtown ...

  • 3 Beds
  • 4 Baths
  • MDAA2152064 MLS
640 Sean Dr, Annapolis image
640 Sean Dr, Annapolis $1,025,000

Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private woo...

  • 4 Beds
  • 4 Baths
  • MDAA2155314 MLS
2627 Compass   Drive, Annapolis image
2627 Compass Drive, Annapolis $475,000

Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a life...

  • 2 Beds
  • 2 Baths
  • MDAA2143144 MLS
3 Mooring Point Ct, Annapolis image
3 Mooring Point Ct, Annapolis — Mariner's Point Community $445,000

Discover Your Dream Home in Coveted Mariner’s Point! Perfectly positioned in the highly sought-after Mariner’s Point community of Eastport-Annapolis, this charming end-o...

  • 3 Beds
  • 4 Baths
  • MDAA2156052 MLS
  • Mariner's Point Community Bldg.
525 Deep Creek Vw, Annapolis image
525 Deep Creek Vw, Annapolis $669,000

WELCOME HOME to Deep Creek Village, where spacious living, a true sense of community, and the Broadneck lifestyle come together. Set on the Broadneck Peninsula just minut...

  • 3 Beds
  • 4 Baths
  • MDAA2155942 MLS
1610 Ridout Rd, Annapolis image
1610 Ridout Rd, Annapolis $1,285,000

Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come togethe...

  • 4 Beds
  • 3 Baths
  • MDAA2155648 MLS
3545 Newport Ave, Annapolis image
3545 Newport Ave, Annapolis $425,000

Professional photography coming soon… Opportunity abounds in the sought after, water-privileged community of Arundel on the Bay! Located one house from the water, 30 yard...

  • 2 Beds
  • 1 Baths
  • MDAA2154770 MLS
1275 Swan   Drive, Annapolis image
1275 Swan Drive, Annapolis $720,000

Location! Location! Location! This beautiful recently updated colonial will delight the pickest buyer. Walking distance to the community beach, tot-lot playground and com...

  • 4 Beds
  • 4 Baths
  • MDAA2151850 MLS
23 Chesapeake Lndg, Annapolis image
23 Chesapeake Lndg, Annapolis — Chesapeake Landing Condo $1,525,000

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republ...

  • 3 Beds
  • 4 Baths
  • MDAA2155110 MLS
  • Chesapeake Landing Condo Bldg.
2900 Shipmaster   Way Unit #309, Annapolis image
2900 Shipmaster Way Unit #309, Annapolis — Clipper Cay $325,000

Welcome to easy living in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condominium with a spacious den is located in the highly desirable Clipper Cay b...

  • 2 Beds
  • 2 Baths
  • MDAA2151810 MLS
  • Clipper Cay Bldg.
1527 Gordon Cove   Drive, Annapolis image
1527 Gordon Cove Drive, Annapolis $1,111,000

Water views, a private pool and an exceptional connection to the waterfront define this striking modern home in the sought-after Watergate community. The beautifully land...

  • 3 Beds
  • 2 Baths
  • MDAA2150678 MLS
716 Pearson Point   Place, Annapolis image
716 Pearson Point Place, Annapolis $765,000

A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the...

  • 4 Beds
  • 4 Baths
  • MDAA2150682 MLS
730 Crisfield Way, Annapolis image
730 Crisfield Way, Annapolis $865,000

Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 6- bedroom, 4.5-bath resid...

  • 6 Beds
  • 5 Baths
  • MDAA2155550 MLS
824 Boatswain Way, Annapolis image
824 Boatswain Way, Annapolis $599,900

This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, ...

  • 2 Beds
  • 2 Baths
  • MDAA2153702 MLS
1227 Gemini Dr Unit #1227-I, Annapolis image
1227 Gemini Dr Unit #1227-I, Annapolis — North Green Condos $275,000

Located in the desirable North Green Condominiums, this two-level penthouse loft offers a spacious layout and a convenient Annapolis location. The open floor plan feature...

  • 2 Beds
  • 2 Baths
  • MDAA2154458 MLS
  • North Green Condos Bldg.
1428 Millwood   Court, Annapolis image
1428 Millwood Court, Annapolis $405,000

Beautifully renovated three-level townhome featuring modern updates and a functional floor plan throughout. The main level offers an open-concept design centered around a...

  • 3 Beds
  • 4 Baths
  • MDAA2148374 MLS
953 Windwhisper   Lane, Annapolis image
953 Windwhisper Lane, Annapolis $430,000

Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2...

  • 2 Beds
  • 2 Baths
  • MDAA2143744 MLS
2123 Beach Village Ct Unit #T2, Annapolis image
2123 Beach Village Ct Unit #T2, Annapolis $595,000

Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dinin...

  • 2 Beds
  • 2 Baths
  • MDAA2154658 MLS
3115 Starboard   Drive, Annapolis image
3115 Starboard Drive, Annapolis $950,000

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers ...

  • 5 Beds
  • 3 Baths
  • MDAA2150370 MLS
912 Plattner Ct, Annapolis image
912 Plattner Ct, Annapolis $1,250,000

Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400...

  • 5 Beds
  • 5 Baths
  • MDAA2155286 MLS
1711 Ritchie Hwy, Annapolis image
1711 Ritchie Hwy, Annapolis $1,149,500 ▼

Beautiful colonial home in the perfect Annapolis location. Nestled on over an acre of private, tree-lined grounds, this charming property offers a peaceful retreat while ...

  • 5 Beds
  • 5 Baths
  • MDAA2154932 MLS
909 White Marlin   Way, Annapolis image
909 White Marlin Way, Annapolis $905,000

Welcome to the sought-after Chesapeake Preserve community on the Broadneck Peninsula! This stunning Colonial is ideally situated on a beautifully landscaped half-acre lo...

  • 5 Beds
  • 4 Baths
  • MDAA2150344 MLS
209 S Cherry Grove   Avenue, Annapolis image
209 S Cherry Grove Avenue, Annapolis $900,000

OPEN HOUSE SATURDAY 7/25 and SUNDAY 7/26 FROM 11-1pm Situated on one of Annapolis' widest and most desirable, dead end streets, this beautifully updated 3-bedroom, 1.5-ba...

  • 3 Beds
  • 2 Baths
  • MDAA2150910 MLS
302 Hilltop   Lane Unit #H, Annapolis image
302 Hilltop Lane Unit #H, Annapolis — North Green Condos $280,000

FHA - APPROVED !! Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to...

  • 2 Beds
  • 2 Baths
  • MDAA2148338 MLS
  • North Green Condos Bldg.
704 Brannock   Terrace, Annapolis image
704 Brannock Terrace, Annapolis $871,000

TIMELESS ARCHITECTURE & RESORT-STYLE LIVING IN KINGSPORT of ANNAPOLIS Nestled within the highly sought-after community of Kingsport of Annapolis, this exceptional Neo-Tra...

  • 5 Beds
  • 5 Baths
  • MDAA2149024 MLS
66 Franklin St S Unit #413, Annapolis image
66 Franklin St S Unit #413, Annapolis $899,000

**OPEN HOUSE! Saturday 9/12 10am to 12pm** Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture wit...

  • 2 Beds
  • 3 Baths
  • MDAA2154134 MLS
609 S Cherry Grove Ave, Annapolis image
609 S Cherry Grove Ave, Annapolis $549,000

This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE! Don't MISS this OPPORTUNITY! All home information is estimated and to the sellers' best knowledge -...

  • 3 Beds
  • 4 Baths
  • MDAA2153688 MLS
553 Choptank Cove   Court, Annapolis image
553 Choptank Cove Court, Annapolis $955,000

Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small cove...

  • 4 Beds
  • 4 Baths
  • MDAA2148078 MLS
657 Burtons Cove Way Unit #4, Annapolis image
657 Burtons Cove Way Unit #4, Annapolis — Windgate Condo $339,900

Welcome home to this spacious, move-in-ready ground-level condo offering comfort, convenience, and easy living! The inviting living room features a cozy gas fireplace and...

  • 3 Beds
  • 2 Baths
  • MDAA2154626 MLS
  • Windgate Condo Bldg.
411 Ridgely   Avenue, Annapolis image
411 Ridgely Avenue, Annapolis $3,200,000

Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience el...

  • 4 Beds
  • 5 Baths
  • MDAA2115056 MLS

Annapolis Real Estate & Homes With Kitchen - Table Space

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