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Browse All Cape St John Properties for Sale

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
2978 Valley View Rd, Annapolis image
2978 Valley View Rd, Annapolis $950,000 ▼

Welcome to this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017 in the highly sought-after, water-privileged community of Cape St. John. This ou...

  • 4 Beds
  • 4 Baths
  • MDAA2149336 MLS
278 Cape St John   Road, Annapolis image
278 Cape St John Road, Annapolis $903,000

UNDER CONTRACT Tucked away along a quiet private road, 278 Cape Saint John Road greets you with an understated charm that quietly hints at something far more extraordinar...

  • 3 Beds
  • 3 Baths
  • MDAA2143268 MLS
164 Woodside Trl, Annapolis image
164 Woodside Trl, Annapolis $849,000

Located in the sought-after water-oriented community of Cape St. John, this stunning colonial offers exclusive access to a community boat ramp and sandy beach on the Sout...

  • 3 Beds
  • 4 Baths
  • MDAA2144896 MLS
251 Cape Saint John   Road, Annapolis image
251 Cape Saint John Road, Annapolis $425,000

Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, ...

  • 2 Beds
  • 1 Baths
  • MDAA2124512 MLS
144 Island View   Drive, Annapolis image
144 Island View Drive, Annapolis $600,000

MOTIVATED SELLER! This home sits on almost a half-acre wooded lot in a quiet, family-friendly neighborhood with no HOA and access to a private community beach featuring b...

  • 4 Beds
  • 3 Baths
  • MDAA2125214 MLS
253 Cape Saint John   Road, Annapolis image
253 Cape Saint John Road, Annapolis $780,000

Cape St. John in Annapolis, MD is a welcoming, family-oriented waterfront community known for its friendly neighbors and strong sense of togetherness. Nestled along the S...

  • 3 Beds
  • 3 Baths
  • MDAA2123540 MLS
165 Woodside   Trail, Annapolis image
165 Woodside Trail, Annapolis $575,000

Welcome to 165 Woodside Trail, Annapolis, MD – a charming 4-bedroom, 2-bathroom home nestled in the sought-after water-privileged community of Cape St. John. This invitin...

  • 4 Beds
  • 2 Baths
  • MDAA2120210 MLS
247 Cape Saint John   Road, Annapolis image
247 Cape Saint John Road, Annapolis $764,900

Welcome to your dream coastal retreat in the highly sought-after waterfront community of Cape St. John! This stunning home offers a rare, direct short path to the best p...

  • 3 Beds
  • 3 Baths
  • MDAA2104274 MLS
277 Cape Saint John   Road, Annapolis image
277 Cape Saint John Road, Annapolis $1,200,000

Picture perfect brick cottage filled with charm and elegance. Perched above Boyds Cove off of the South River, elevated water views can be appreciated from almost every r...

  • 6 Beds
  • 5 Baths
  • MDAA2105528 MLS
2979 Valley View   Road, Annapolis image
2979 Valley View Road, Annapolis $851,000

Welcome to this stunning 3-bedroom, 2.5-bath Craftsman-style home in the highly sought-after Cape St. John community. Completely renovated from top to bottom in 2014, thi...

  • 3 Beds
  • 3 Baths
  • MDAA2104496 MLS
2980 Friends   Road, Annapolis image
2980 Friends Road, Annapolis $830,000

Welcome to this beautiful Coastal Contemporary home in the water privileged community of Cape St. John. Located on a quiet dead end street, this home sits on a large lo...

  • 3 Beds
  • 4 Baths
  • MDAA2103724 MLS
275 Cape Saint John   Road, Annapolis image
275 Cape Saint John Road, Annapolis $1,325,000

Open Saturday! Remarkable retreat with private pool and water access! Walls of windows bring this tranquil setting in and fill the large open spaces with natural light. ...

  • 5 Beds
  • 5 Baths
  • MDAA2094448 MLS
268 Cape Saint John   Road, Annapolis image
268 Cape Saint John Road, Annapolis $880,000

Ideally located in the water privileged community of Cape St John on just under a ½ acre private lot with well established landscaping, this colonial residence itself is ...

  • 4 Beds
  • 3 Baths
  • MDAA2094550 MLS
284 Cape Saint John   Road, Annapolis image
284 Cape Saint John Road, Annapolis $750,000

HUGE PRICE REDUCTION!! SELLER HAS FOUND HOME OF CHOICE!! Not Your Average Split Foyer! This Lovely Home is Nestled in the Heart of Sought After Cape St John and is Ready...

  • 4 Beds
  • 4 Baths
  • MDAA2091038 MLS
221 Cape Saint John   Road, Annapolis image
221 Cape Saint John Road, Annapolis $1,700,000

Welcome to 221 Cape Saint John Road, Annapolis. This very charming private waterfront home has 120 feet of big water views on the South River and sits on a double lot wi...

  • 4 Beds
  • 3 Baths
  • MDAA2090702 MLS
3007 Friends   Road, Annapolis image
3007 Friends Road, Annapolis $1,015,000

WATERFRONT DECK HOME IMPECCABLY LANDSCAPED IN SOUGHT AFTER CAPE ST JOHN COMMUNITY. FEATURES 4 BEDROOM 2.5 FULL BATHS TOTALING 2,200 SQ FT! UPPER LEVEL LIVING ROOM HAS WA...

  • 4 Beds
  • 3 Baths
  • MDAA2086804 MLS
2976 Valley View   Road, Annapolis image
2976 Valley View Road, Annapolis $737,000

***OFFER DEADLINE: Wednesday, May 22 at 12pm.*** SOUTH RIVER PRIVILEGED, WOODLAND CONTEMPORARY INVITING NATURE INDOORS! Soaring ceiling and walls of windows framing ev...

  • 3 Beds
  • 2 Baths
  • MDAA2085036 MLS
249 Cape Saint John   Road, Annapolis image
249 Cape Saint John Road, Annapolis $800,000

Multiple offers received - 5 PM Deadline Sunday 3/17. Welcome to 249 Cape Saint John! This stunning 4 bedroom, 3.5-bathroom home boasts both style and comfort at every tu...

  • 4 Beds
  • 4 Baths
  • MDAA2079554 MLS
164 Woodside   Trail, Annapolis image
164 Woodside Trail, Annapolis $470,000

Multiple offers received. Highest and best offers are due by 3/1/24 @12 noon. This property may qualify for Seller Financing (Vendee). All offers must be submitted onli...

  • 3 Beds
  • 3 Baths
  • MDAA2078752 MLS
2988 Valley View   Road, Annapolis image
2988 Valley View Road, Annapolis $1,075,000

MULTIPLE OFFERS HAVE BEEN RECEIVED ON THIS PROPERTY. OFFER DEADLINE IS NOW MONDAY FEB 19TH AT 6PM. This is the one you have been waiting for! Showings start Friday for...

  • 5 Beds
  • 3 Baths
  • MDAA2077826 MLS
239 Cape Saint John   Road, Annapolis image
239 Cape Saint John Road, Annapolis $675,000

Great opportunity to own a home in the quiet, peaceful and water-privileged neighborhood of Cape St. John. This 3-bedroom, 2.5 full bathroom, 3 level home features freshl...

  • 3 Beds
  • 3 Baths
  • MDAA2078556 MLS
2980 Friends   Road, Annapolis image
2980 Friends Road, Annapolis $765,000

Just Bring Furniture -This Home is Located in the Cape St. John Community is Surrounded By Million Dollar Homes, Gleaming Hard Wood Floors. Kitchen with Granite & Stainle...

  • 4 Beds
  • 4 Baths
  • MDAA2067298 MLS
3002 Valley View   Road, Annapolis image
3002 Valley View Road, Annapolis $1,300,000

This beautifully remodeled, 4-bedroom, 3-bathroom South River Waterfront residence in the highly sought-after neighborhood of Cape St John is a true gem. Step into luxury...

  • 4 Beds
  • 3 Baths
  • MDAA2075474 MLS
2998 Valley View   Road, Annapolis image
2998 Valley View Road, Annapolis $2,700,000

Welcome to your own slice of heaven! This remarkable TO BE BUILT luxury waterfront oasis is a true gem, nestled amidst the splendor of nature. Spanning over .78 acres, w...

  • 4 Beds
  • 5 Baths
  • MDAA2062228 MLS
3002 Valley View   Road, Annapolis image
3002 Valley View Road, Annapolis $875,000

Waterfront Paradise! Includes 3005 Valley View.

  • 2 Beds
  • 2 Baths
  • MDAA2067250 MLS
221 Cape Saint John   Road, Annapolis image
221 Cape Saint John Road, Annapolis $1,500,000

Welcome Home! This 120 feet waterfront property along the South River presents a remarkable opportunity. Renovate this charming Cape Cod or build your dream home in the d...

  • 4 Beds
  • 3 Baths
  • MDAA2062918 MLS

Cape St John Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Cape St John, Annapolis MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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