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803 Coxswain Way Unit 301, Annapolis image
803 Coxswain Way Unit 301, Annapolis — Broad Creek Condo $465,000

A must-see condo in the Broad Creek Condos in the desired Heritage Harbour neighborhood. Beautiful larger 2-bedroom, 2-bathroom condo on the 3rd floor. Entire condo fresh...

  • 2 Beds
  • 2 Baths
  • MDAA2159854 MLS
  • Broad Creek Condo Bldg.
5 Park Pl Unit 127, Annapolis image
5 Park Pl Unit 127, Annapolis $639,900

Welcome to a warm, inviting 2-bedroom, 2-bath condo in Downtown Annapolis, offering nearly 1300 square feet of thoughtfully designed living space. Beautiful hardwood floo...

  • 2 Beds
  • 2 Baths
  • MDAA2158752 MLS
1739 Vineyard Trl, Annapolis image
1739 Vineyard Trl, Annapolis $1,650,000

Waterfront living with a private pier in Annapolis at an exceptional price in gated Epping Forest! Mid-century modern waterfront sanctuary rises above Saltworks Creek on ...

  • 4 Beds
  • 3 Baths
  • MDAA2157874 MLS
3285 Harness Creek Rd, Annapolis image
3285 Harness Creek Rd, Annapolis $9,500,000

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a mast...

  • 6 Beds
  • 10 Baths
  • MDAA2154762 MLS
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
640 Sean Dr, Annapolis image
640 Sean Dr, Annapolis $945,000 ▼

$100,000 Under 2026 Appraised Value!! Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive ar...

  • 4 Beds
  • 4 Baths
  • MDAA2155314 MLS
113 Sellew Rd, Annapolis image
113 Sellew Rd, Annapolis $1,390,000 ▲

Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbr...

  • 3 Beds
  • 5 Baths
  • MDAA2155694 MLS
66 Franklin St S Unit 413, Annapolis image
66 Franklin St S Unit 413, Annapolis $874,900 ▼

HOT NEW PRICE!! No AGE Restrictions Here! Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with...

  • 2 Beds
  • 3 Baths
  • MDAA2154134 MLS
131 Kuethe Dr, Annapolis image
131 Kuethe Dr, Annapolis $890,000

Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained...

  • 3 Beds
  • 3 Baths
  • MDAA2154406 MLS
211 King George St, Annapolis image
211 King George St, Annapolis $1,195,000 ▼

OPEN HOUSE - Saturday, 10/24 11-1 Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless...

  • 3 Beds
  • 4 Baths
  • MDAA2146118 MLS
1915 Towne Centre Blvd Unit 303, Annapolis image
1915 Towne Centre Blvd Unit 303, Annapolis $599,000 ▼

Discover a luxurious lifestyle in this exquisite 2-bedroom, 2-bathroom residence nestled in the prestigious Grandview at Annapolis Towne Centre. This contemporary corner ...

  • 2 Beds
  • 2 Baths
  • MDAA2152150 MLS
1915 Towne Centre Blvd Unit 1115, Annapolis image
1915 Towne Centre Blvd Unit 1115, Annapolis $1,330,000

Perched atop the prestigious GrandView at Annapolis Town Center, this exceptional penthouse offers an unparalleled blend of luxury, sophistication, and convenience. Bathe...

  • 2 Beds
  • 3 Baths
  • MDAA2150250 MLS
2900 Shipmaster Way Unit 119, Annapolis image
2900 Shipmaster Way Unit 119, Annapolis — Clipper Cay $301,000

Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional stagi...

  • 2 Beds
  • 2 Baths
  • MDAA2149674 MLS
  • Clipper Cay Bldg.
5 Park Pl Unit 431, Annapolis image
5 Park Pl Unit 431, Annapolis $475,000

Motivated Seller!! Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, ideally situated in the vibrant Park Place communit...

  • 1 Beds
  • 1 Baths
  • MDAA2150278 MLS
109 Sellew Rd, Annapolis image
109 Sellew Rd, Annapolis $1,275,000 ▲

Private Tours are now available by appointment! Delivery expected to begin December 2026. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a g...

  • 3 Beds
  • 5 Baths
  • MDAA2149300 MLS
940 Astern Way Unit 602, Annapolis image
940 Astern Way Unit 602, Annapolis — The Reserve @ Heritage Harbour $665,000

Luxury Penthouse Living in Heritage Harbour! Welcome to one of the most exceptional condominiums in Heritage Harbour's premier 55+ community. Originally designed by the b...

  • 2 Beds
  • 2 Baths
  • MDAA2148160 MLS
  • The Reserve @ Heritage Harbour Bldg.
1915 Towne Centre Blvd Unit 1014, Annapolis image
1915 Towne Centre Blvd Unit 1014, Annapolis $733,000

Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, whe...

  • 2 Beds
  • 3 Baths
  • MDAA2147408 MLS
940 Astern Way Unit 202, Annapolis image
940 Astern Way Unit 202, Annapolis $700,000

Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed li...

  • 3 Beds
  • 3 Baths
  • MDAA2143292 MLS
141 West St Unit 401, Annapolis image
141 West St Unit 401, Annapolis $1,100,000

Enjoy luxury one-level living in the heart of downtown Annapolis in this unique, penthouse condo with a one-of-a-kind, beautifully landscaped, expansive terrace. The cond...

  • 2 Beds
  • 3 Baths
  • MDAA2145410 MLS
1915 Towne Centre Blvd Unit 1105, Annapolis image
1915 Towne Centre Blvd Unit 1105, Annapolis — Grandview $1,575,000 ▼

Breathtaking 3 BR, 3.5 BA, 3,400 sq. ft. penthouse offering at GrandView in Annapolis Towne Centre--what a value! Bathed in natural light from expansive windows and enha...

  • 3 Beds
  • 4 Baths
  • MDAA2143720 MLS
  • Grandview Bldg.
5 Market Quay, Annapolis image
5 Market Quay, Annapolis — Market Quay $2,999,000 ▼

Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and l...

  • 4 Beds
  • 5 Baths
  • MDAA2143742 MLS
  • Market Quay Bldg.
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.
1864 Milvale Rd, Annapolis image
1864 Milvale Rd, Annapolis $4,600,000

None

  • 4 Beds
  • 7 Baths
  • MDAA2135422 MLS
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1304 Beachview Rd, Annapolis $2,350,000

Wonderful house and property with spectacular views of the pond and South River!

  • 5 Beds
  • 5 Baths
  • MDAA2080398 MLS
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2900 Shipmaster Way Unit 208, Annapolis — Clipper Cay $315,000

Wonderful Water Views in sought after Heritage Harbour 55+ Community! This Clipper Cay 2 Bedroom, 2 Full Bath unit overlooks the South River with water views and views of...

  • 2 Beds
  • 2 Baths
  • MDAA2079904 MLS
  • Clipper Cay Bldg.
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1109 Jenniper Ln, Annapolis $2,800,000

WATERFRONT in Annapolis Roads! Truly one-of-a-kind. Spire Architects and TailorCraft Custom Home Builders created an award-winning, custom-design and custom-built home. I...

  • 5 Beds
  • 4 Baths
  • MDAA2079342 MLS
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1915 Towne Centre Blvd Unit 811, Annapolis $899,900

Welcome to GrandView — One of the most luxurious and convenient locations Annapolis has to offer! Enjoy the condo lifestyle in this bright and open “Flagship” model. On...

  • 2 Beds
  • 2 Baths
  • MDAA2076722 MLS
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802 Coxswain Way Unit 209, Annapolis — Broad Creek Condo $430,000

Spacious END-UNIT condo in Broadcreek section of Heritage Harbour. 2 bed/2 bath with separate dining room and den, PLUS garage parking and separate storage unit in garage...

  • 2 Beds
  • 2 Baths
  • MDAA2076136 MLS
  • Broad Creek Condo Bldg.
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1505 Broadneck Pl Unit 2-303, Annapolis — Four Seasons At St. Margaret's $395,000

Sought after Four Seasons at St Margarets condo in 55+ community - 2nd floor with Super features - Kitchen with granite counters, upgraded cabinets & breakfast bar, tile ...

  • 2 Beds
  • 2 Baths
  • MDAA2073108 MLS
  • Four Seasons At St. Margaret's Bldg.
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100 Severn Unit 503, Annapolis $525,000

Back on the Market...SOPHISTICATED MARITIME CONDO in HISTORIC EASTPORT/ANNAPOLIS! Drop your anchor in this uniquely popular Condominium offering COVETED INSIDE GARAGE PA...

  • 1 Beds
  • 1 Baths
  • MDAA2072500 MLS
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1915 Towne Centre Blvd Unit 506, Annapolis — Grandview Parole Owners Assoc. $680,000

AMAZING OPPORTUNITY TO OWN IN GRANDVIEW! This unit is the highly sought after "Everest" layout overlooking the park like setting of Parole Town Center. Located on the 5...

  • 2 Beds
  • 3 Baths
  • MDAA2069590 MLS
  • Grandview Parole Owners Assoc. Bldg.
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3200 Arundel On The Bay Rd, Annapolis $7,400,000

This Georgian-style estate marries the very essence of quintessential Chesapeake living with the gracious allure of Southern charm. Ideally sited on 6.12 picturesque wate...

  • 5 Beds
  • 8 Baths
  • MDAA2068730 MLS
114 Sellew Rd, Annapolis image
114 Sellew Rd, Annapolis $1,350,000

Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is movi...

  • 3 Beds
  • 5 Baths
  • MDAA2141242 MLS
202 Sellew Rd, Annapolis image
202 Sellew Rd, Annapolis $1,350,000

Tours are now available by appointment! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in ...

  • 3 Beds
  • 5 Baths
  • MDAA2140888 MLS
1915 Towne Centre Blvd Unit 403, Annapolis image
1915 Towne Centre Blvd Unit 403, Annapolis $675,000 ▼

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Ann...

  • 2 Beds
  • 2 Baths
  • MDAA2139904 MLS
66 Franklin St Unit 509, Annapolis image
66 Franklin St Unit 509, Annapolis $1,685,000

Rare penthouse opportunity in downtown Annapolis. This 3-bedroom, 3.5-bath condo in the exclusive Acton’s Landing community offers over 2,500 square feet of mint-conditio...

  • 3 Beds
  • 4 Baths
  • MDAA2136156 MLS
1900 Carrollton Rd, Annapolis image
1900 Carrollton Rd, Annapolis $7,300,000

Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the ev...

  • 7 Beds
  • 9 Baths
  • MDAA2132676 MLS
1915 Towne Centre Blvd Unit 502, Annapolis image
1915 Towne Centre Blvd Unit 502, Annapolis $499,999 ▼

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exp...

  • 2 Beds
  • 2 Baths
  • MDAA2137376 MLS
1915 Towne Centre Blvd Unit 1210, Annapolis image
1915 Towne Centre Blvd Unit 1210, Annapolis $1,595,000

FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapol...

  • 3 Beds
  • 4 Baths
  • MDAA2137028 MLS
1915 Towne Centre Blvd Unit 1004, Annapolis image
1915 Towne Centre Blvd Unit 1004, Annapolis $925,000

Time to Make a Lifestyle Change – Stunning & Fabulous at The GrandView! Welcome to The Flagship, a unique and highly sought-after corner unit in the premier GrandView com...

  • 2 Beds
  • 2 Baths
  • MDAA2137020 MLS
289 State St Unit 4, Annapolis image
289 State St 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
103 Sellew Rd, Annapolis image
103 Sellew Rd, Annapolis $1,250,000

Hard Hat Tours are now available by appointment! This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive packa...

  • 3 Beds
  • 5 Baths
  • MDAA2135970 MLS
108 Sellew Rd, Annapolis image
108 Sellew Rd, Annapolis $1,315,925 ▲

Private tours are available! Delivery expected to begin December of 2026. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-compl...

  • 3 Beds
  • 5 Baths
  • MDAA2135966 MLS
1915 Towne Centre Blvd Unit 309, Annapolis image
1915 Towne Centre Blvd Unit 309, Annapolis $730,000

Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residen...

  • 2 Beds
  • 3 Baths
  • MDAA2135756 MLS
100 Severn Ave Unit 206, Annapolis image
100 Severn Ave Unit 206, Annapolis — Severn 100 Condo $650,000

Great Eastport location! This desirable two-bedroom, two-bath 1104 sq. ft. end unit condo is perfectly situated in the heart of Eastport, offering exceptional walkability...

  • 2 Beds
  • 2 Baths
  • MDAA2133954 MLS
  • Severn 100 Condo Bldg.
78 Old Mill Bottom Rd N Unit 101, Annapolis image
78 Old Mill Bottom Rd N Unit 101, Annapolis — None Available $589,888

Discover luxury living in this stunning corner condo (new in May 2024) at Element at Mill Creek, an exclusive 55+ active adult community in Annapolis! This spacious 1,723...

  • 2 Beds
  • 2 Baths
  • MDAA2133390 MLS
  • None Available Bldg.
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940 Astern Way Unit 605, Annapolis $570,000

Elegant penthouse unit -- Glenwood model with 1,945 sq. ft. of luxurious living ! The floor plan is open, warm and inviting with marvelous spaces for entertaining. The ...

  • 2 Beds
  • 2 Baths
  • MDAA2079998 MLS
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279 State St, Annapolis $6,200,000

Are you looking for one of the most coveted waterfront properties in Annapolis, Maryland? 279 State Street, a world class location, perfectly overlooking Spa Creek; this ...

  • 3 Beds
  • 4 Baths
  • MDAA2081314 MLS
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903 Noah Winfield Ter Unit 301, Annapolis $490,000

Rarely available 3 BR/2 BA loft unit in a secure elevator building with dedicated garage & storage. It's one of the largest units in this amenity rich 55+ community. It h...

  • 3 Beds
  • 2 Baths
  • MDAA2074610 MLS
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10 Chesapeake Lndg, Annapolis — Chesapeake Landing Condo $1,999,900

Meticulously maintained four-level luxury townhouse in the gated waterfront community of Chesapeake Landing. The stunning classic kitchen has new hardwood floors (2021) a...

  • 3 Beds
  • 4 Baths
  • MDAA2070522 MLS
  • Chesapeake Landing Condo Bldg.

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