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20 Greystone Ct Unit #I, Annapolis image
20 Greystone Ct Unit #I, Annapolis $299,900

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offe...

  • 2 Beds
  • 2 Baths
  • MDAA2156796 MLS
property image
1017 Hyde Park Dr, Annapolis $534,000

Welcome to 1017 Hyde Park Dr, a charming two-story Dutch Colonial nestled in Annapolis, where classic character meets a convenient location. This 3-bedroom, 2-bath home o...

  • 3 Beds
  • 2 Baths
  • MDAA2152942 MLS
300 Hilltop Ln Unit #300E, Annapolis image
300 Hilltop Ln Unit #300E, Annapolis — North Green Condos $269,900

This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, ...

  • 2 Beds
  • 2 Baths
  • MDAA2156768 MLS
  • North Green Condos Bldg.
318 Beach   Drive, Annapolis image
318 Beach Drive, Annapolis $505,000

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and pa...

  • 4 Beds
  • 3 Baths
  • MDAA2152396 MLS
66 Franklin St Unit #102, Annapolis image
66 Franklin St Unit #102, Annapolis — Acton's Landing $995,000

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, of...

  • 2 Beds
  • 3 Baths
  • MDAA2154754 MLS
  • Acton's Landing Bldg.
19 Dorset   Court, Annapolis image
19 Dorset Court, Annapolis — Hunt Meadow Homeowners $515,000

Welcome to 19 Dorset Court. This is a rare opportunity to own an updated, end unit with the primary suite on the main level. This home offers the perfect blend of privacy...

  • 2 Beds
  • 3 Baths
  • MDAA2152986 MLS
  • Hunt Meadow Homeowners Bldg.
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.
2827 Seasons   Way, Annapolis image
2827 Seasons Way, Annapolis $625,500

Set within the desirable, water-oriented Riva Trace community, this end-unit townhome offers nearly 3,000 square feet across three finished levels, a main-level primary s...

  • 3 Beds
  • 4 Baths
  • MDAA2152272 MLS
142 Georgetown Rd Unit #9, Annapolis image
142 Georgetown Rd Unit #9, Annapolis $285,000

Move-in ready top-floor 3-bedroom, 2-bath condo in Fairwinds of Annapolis, offering comfortable living and an unbeatable location just minutes from Bay Ridge and Downtown...

  • 3 Beds
  • 2 Baths
  • MDAA2156518 MLS
607 S Cherry Grove   Avenue, Annapolis image
607 S Cherry Grove Avenue, Annapolis $539,000

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, inc...

  • 4 Beds
  • 3 Baths
  • MDAA2152562 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
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
700 Miller Rd, Annapolis image
700 Miller Rd, Annapolis $1,250,000

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5...

  • 4 Beds
  • 4 Baths
  • MDAA2155936 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
3135 Anchorage   Drive, Annapolis image
3135 Anchorage Drive, Annapolis $810,000

Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished squar...

  • 5 Beds
  • 4 Baths
  • MDAA2134882 MLS
607 Admiral   Drive Unit #101, Annapolis image
607 Admiral Drive Unit #101, Annapolis $345,000

Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most c...

  • 2 Beds
  • 2 Baths
  • MDAA2151284 MLS
2161 Scotts Crossing Ct Unit #302, Annapolis image
2161 Scotts Crossing Ct Unit #302, Annapolis — Scott's Crossing Condo $364,900

Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime locati...

  • 3 Beds
  • 2 Baths
  • MDAA2155556 MLS
  • Scott's Crossing Condo Bldg.
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
2906 Boyds Cove   Drive, Annapolis image
2906 Boyds Cove Drive, Annapolis $850,000

Back on the market at an improved price!!! Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of ...

  • 4 Beds
  • 4 Baths
  • MDAA2143826 MLS
820 Bay Ridge Ave, Annapolis image
820 Bay Ridge Ave, Annapolis — Sailor's Quay $1,875,000

There is something unmistakably special about life in Eastport—and 820 Bay Ridge Ave captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence...

  • 4 Beds
  • 5 Baths
  • MDAA2156026 MLS
  • Sailor's Quay Bldg.
903 Scupper   Court, Annapolis image
903 Scupper Court, Annapolis $1,030,000

Luxury living awaits in the highly desirable Broad Creek Landing community! Offering nearly 5,800 finished square feet, this exceptional home combines timeless elegance, ...

  • 4 Beds
  • 5 Baths
  • MDAA2151448 MLS
1309 President St, Annapolis image
1309 President St, Annapolis $575,000

There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the...

  • 3 Beds
  • 2 Baths
  • MDAA2154778 MLS
32 Cornhill   Street, Annapolis image
32 Cornhill Street, Annapolis $750,000

Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new...

  • 2 Beds
  • 2 Baths
  • MDAA2146252 MLS
3 Rusty Red Dr, Annapolis image
3 Rusty Red Dr, Annapolis $1,350,000

New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewoo...

  • 6 Beds
  • 6 Baths
  • MDAA2155698 MLS
282 Cedar   Lane, Annapolis image
282 Cedar Lane, Annapolis $531,000

**OFFER DEADLINE MONDAY 8/10 @ 12 NOON** Welcome to 282 Cedar Lane, a beautifully updated rancher nestled in one of Annapolis' most sought-after waterfront communities. T...

  • 3 Beds
  • 2 Baths
  • MDAA2152448 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.
932 Yachtsman   Way, Annapolis image
932 Yachtsman Way, Annapolis $457,590

Experience Annapolis living at its finest in this stylish townhome nestled in a quiet cul-de-sac of Mariners Point. Recently refreshed with neutral paint and an elegant ...

  • 3 Beds
  • 3 Baths
  • MDAA2149290 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
2052 Quaker Way Unit #5, Annapolis image
2052 Quaker Way Unit #5, Annapolis — Windgate Condo $349,900

DO NOT MISS THIS UNIQUE OPPORTUNITY IN ANNAPOLIS FOR A LOVELY FIRST FLOOR CONDO IN WINDGATE WITH NO STAIRS TO YOUR CAR! UPDATED OPEN HOUSE SATURDAY 2:00 PM - 4:00 PM AND...

  • 2 Beds
  • 2 Baths
  • MDAA2155394 MLS
  • Windgate Condo Bldg.
10 Hearthstone Ct Unit #B, Annapolis image
10 Hearthstone Ct Unit #B, Annapolis $300,000

Welcome home to this fantastic two bedroom, two bath condo. Located on the ground level with a view of grassy area, trees, and the community pool. Open concept for the li...

  • 2 Beds
  • 2 Baths
  • MDAA2155524 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
31 College Ave, Annapolis image
31 College Ave, Annapolis $549,000 ▼

NEW PRICE — REDUCED $549,000! An incredible opportunity to own one of the best values in Historic Downtown Annapolis. Property can convey FULLY FURNISHED, offering a trul...

  • 1 Beds
  • 1 Baths
  • MDAA2155294 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
2915 South Ct, Annapolis image
2915 South Ct, Annapolis $1,295,000

Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal li...

  • 2 Beds
  • 2 Baths
  • MDAA2155152 MLS
1602 Locksley   Drive, Annapolis image
1602 Locksley Drive, Annapolis $1,175,000

This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled ...

  • 4 Beds
  • 4 Baths
  • MDAA2148532 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
7048 Harbour Village Ct Unit #T2, Annapolis image
7048 Harbour Village Ct Unit #T2, Annapolis $575,000

This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely r...

  • 2 Beds
  • 2 Baths
  • MDAA2154424 MLS
2144 Chesapeake Harbour   Drive, Annapolis image
2144 Chesapeake Harbour Drive, Annapolis $1,475,000

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeak...

  • 3 Beds
  • 4 Baths
  • MDAA2151304 MLS
307 Melvin Ave, Annapolis image
307 Melvin Ave, Annapolis $845,000 ▼

Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, ...

  • 4 Beds
  • 3 Baths
  • MDAA2151612 MLS
607 Wye Island Ct, Annapolis image
607 Wye Island Ct, Annapolis $399,850 ▼

Fully renovated 4-bedroom, 3.5-bath END-UNIT townhouse offering three levels of flexible living space in Annapolis! The bright main level features an inviting living and ...

  • 4 Beds
  • 4 Baths
  • MDAA2155078 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.
14 A Dorsey Ave, Annapolis image
14 A Dorsey Ave, Annapolis $600,000

Welcome to 14 A Dorsey Avenue, a brand new construction home offering modern design, quality finishes, and the opportunity to own a newly built home in Annapolis. Though...

  • 4 Beds
  • 4 Baths
  • MDAA2155054 MLS
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
2052 Quaker Way Unit #10, Annapolis image
2052 Quaker Way Unit #10, Annapolis — Windgate Condo $345,000

Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements includ...

  • 2 Beds
  • 2 Baths
  • MDAA2154962 MLS
  • Windgate Condo Bldg.

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