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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.
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
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
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
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.
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.
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
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
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
406 Holly   Drive, Annapolis image
406 Holly Drive, Annapolis $420,000

Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amen...

  • 3 Beds
  • 2 Baths
  • MDAA2147188 MLS
76 Summerfield   Drive, Annapolis image
76 Summerfield Drive, Annapolis $485,000

Welcome to this charming Cape Cod just minutes from downtown Annapolis and Eastport, where classic 1950s character meets thoughtful modern updates. Hardwood floors and or...

  • 3 Beds
  • 2 Baths
  • MDAA2142186 MLS
109 Sunset Dr, Annapolis image
109 Sunset Dr, Annapolis $849,900 ▼

Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly ...

  • 4 Beds
  • 3 Baths
  • MDAA2153934 MLS
962 Old Annapolis Neck   Road, Annapolis image
962 Old Annapolis Neck Road, Annapolis $1,495,000

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting pr...

  • 5 Beds
  • 5 Baths
  • MDAA2132244 MLS
7024 Channel Village   Court Unit #T2, Annapolis image
7024 Channel Village Court Unit #T2, Annapolis $515,000

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of...

  • 2 Beds
  • 2 Baths
  • MDAA2140668 MLS
200 Woods Dr, Annapolis image
200 Woods Dr, Annapolis $394,999 ▼

Welcome home to this charming 3-bedroom, 1.5 bath home conveniently located near Downtown Annapolis! Featuring beautiful hardwood floors and a finished basement, this hom...

  • 3 Beds
  • 2 Baths
  • MDAA2153836 MLS
312 Adams   Street, Annapolis image
312 Adams Street, Annapolis $562,500

Great Opportunity! Prime Location!! Bring your ideas and imagination and transform this Eastport home into a gem! The current floorplan is 2 bedrooms and 1 bath with la...

  • 2 Beds
  • 1 Baths
  • MDAA2145026 MLS
907 Monroe St, Annapolis image
907 Monroe St, Annapolis $750,000 ▼

Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home off...

  • 3 Beds
  • 3 Baths
  • MDAA2151298 MLS
1007 Harbor Dr, Annapolis image
1007 Harbor Dr, Annapolis $850,000 ▼

NEW PRICE OR- ASK ABOUT OUR LOWER-RATE PURCHASE OPTION. Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 fi...

  • 4 Beds
  • 5 Baths
  • MDAA2152848 MLS
3448 Cohasset   Avenue, Annapolis image
3448 Cohasset Avenue, Annapolis $560,000

Located in the sought-after waterfront community of Arundel on the Bay, this 3-bedroom, 2.5-bath rancher offers relaxed coastal living with stunning bay views just minute...

  • 3 Beds
  • 3 Baths
  • MDAA2142830 MLS
7 Silverwood   Circle Unit #3, Annapolis image
7 Silverwood Circle Unit #3, Annapolis — Fairwinds Condo $246,500

Renovated Annapolis Condo | Private Patio | Community Amenities | Move-In Ready Renovated in 2022 and move-in ready, this 1,300+ sq ft ground-floor condo in the Fairwind...

  • 2 Beds
  • 2 Baths
  • MDAA2142108 MLS
  • Fairwinds Condo Bldg.
128 Stilly   Way, Annapolis image
128 Stilly Way, Annapolis $1,200,000

Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2...

  • 5 Beds
  • 5 Baths
  • MDAA2147138 MLS
4 Boxwood   Road, Annapolis image
4 Boxwood Road, Annapolis $300,000

Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major ...

  • 3 Beds
  • 2 Baths
  • MDAA2136208 MLS
1302 Homewood Ln, Annapolis image
1302 Homewood Ln, Annapolis $655,000

Welcome to 1302 Homewood Lane, a beautifully refreshed single-family home tucked away on one of the nicest lots in the established Heritage community of Annapolis. Locate...

  • 3 Beds
  • 3 Baths
  • MDAA2152820 MLS
129 E Bay View   Drive, Annapolis image
129 E Bay View Drive, Annapolis $1,306,000

** 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
2701 Ogleton   Road, Annapolis image
2701 Ogleton Road, Annapolis $855,000

Tucked among mature trees in the sought-after community of Annapolis Roads, this beautifully updated home offers the perfect blend of privacy, modern upgrades, and timele...

  • 4 Beds
  • 3 Baths
  • MDAA2140686 MLS
35 Decatur   Avenue, Annapolis image
35 Decatur Avenue, Annapolis $1,625,000

OFFER DEADLINE: 9PM, SUNDAY, JULY 12. A rare coastal retreat in Bay Ridge offering the perfect blend of timeless charm, thoughtful modern updates, and an incredibly ve...

  • 4 Beds
  • 5 Baths
  • MDAA2147482 MLS
318 Beach Dr, Annapolis image
318 Beach Dr, Annapolis $500,000

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
6 Spa Creek Lndg Unit #B2, Annapolis image
6 Spa Creek Lndg Unit #B2, Annapolis $699,000 ▼

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
7001 Clinton   Court Unit #7B, Annapolis image
7001 Clinton Court Unit #7B, Annapolis $830,000

Please reach out to the listing agent with any questions.Lovely, well maintained marina front townhouse with great views of the Bay. Chesapeake Harbour offers a unique li...

  • 3 Beds
  • 3 Baths
  • MDAA2139894 MLS
79 Windwhisper Ln, Annapolis image
79 Windwhisper Ln, Annapolis $559,000

Welcome to 79 Windwhisper Lane, a refreshed contemporary home featuring vaulted ceilings, fresh neutral paint, new carpeting, hardwood floors, and a bright kitchen with m...

  • 4 Beds
  • 4 Baths
  • MDAA2151690 MLS
7015 Chesapeake Harbour   Drive Unit #23B, Annapolis image
7015 Chesapeake Harbour Drive Unit #23B, Annapolis $920,000

LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. ...

  • 3 Beds
  • 3 Baths
  • MDAA2145640 MLS
1041 Cedar Ridge Ct, Annapolis image
1041 Cedar Ridge Ct, Annapolis $338,200 ▼

Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenience, and an exceptional community setting. This home is in good condition and fe...

  • 3 Beds
  • 3 Baths
  • MDAA2151100 MLS
1422 Howard   Road, Annapolis image
1422 Howard Road, Annapolis $1,160,000

Welcome to a stunning coastal retreat in the coveted Arundel on the Bay community of Annapolis overlooking Oyster Creek and the magical Chesapeake Bay. Perfectly position...

  • 5 Beds
  • 5 Baths
  • MDAA2138824 MLS
124 E Bay View   Drive, Annapolis image
124 E Bay View Drive, Annapolis $1,025,000

Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along pictu...

  • 4 Beds
  • 3 Baths
  • MDAA2146462 MLS
2648 Ogleton   Road, Annapolis image
2648 Ogleton Road, Annapolis $760,000

Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads ...

  • 3 Beds
  • 3 Baths
  • MDAA2146748 MLS
20 Silverwood Cir Unit #5, Annapolis image
20 Silverwood Cir Unit #5, Annapolis — Fairwinds Condo $289,000

Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an...

  • 2 Beds
  • 2 Baths
  • MDAA2150864 MLS
  • Fairwinds Condo Bldg.
1307 Blackwalnut   Court, Annapolis image
1307 Blackwalnut Court, Annapolis $750,000

Tucked away on a quiet cul-de-sac, this beautifully maintained single-family home offers the perfect blend of privacy, space, and lifestyle. Situated on nearly half an ac...

  • 4 Beds
  • 4 Baths
  • MDAA2146562 MLS
621 Harbor Dr, Annapolis image
621 Harbor Dr, Annapolis $1,500,000

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathta...

  • 5 Beds
  • 4 Baths
  • MDAA2149706 MLS
1006 Primrose Rd Unit #303, Annapolis image
1006 Primrose Rd Unit #303, Annapolis — The Landing At Spa Creek Condo $379,000

Welcome to this beautifully renovated three-bedroom, two-bath condo in The Landing at Spa Creek. Located on the top floor with minimal stairs, this light-filled home has ...

  • 3 Beds
  • 2 Baths
  • MDAA2144358 MLS
  • The Landing At Spa Creek Condo Bldg.
131 Eastern   Avenue, Annapolis image
131 Eastern Avenue, Annapolis $900,000

Experience the pinnacle of Annapolis living in this expertly restored 1920s masterpiece. Situated in the sought-after Eastport peninsula, this residence offers a rare ble...

  • 2 Beds
  • 2 Baths
  • MDAA2143070 MLS
104 Groh Ln, Annapolis image
104 Groh Ln, Annapolis $699,990 ▼

Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approxim...

  • 4 Beds
  • 3 Baths
  • MDAA2150374 MLS
129 Meade   Drive, Annapolis image
129 Meade Drive, Annapolis $585,000

OPEN SATURDAY, 6/6, 10AM-12PM and SUNDAY, 6/7, 12-2PM Nestled in one of Annapolis's most beloved water-oriented communities, this 4-bedroom, 2 full bath home offers the ...

  • 4 Beds
  • 2 Baths
  • MDAA2147594 MLS
1035 Boucher   Avenue, Annapolis image
1035 Boucher Avenue, Annapolis $1,399,000

Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional li...

  • 4 Beds
  • 4 Baths
  • MDAA2145820 MLS

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