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Browse All Cape Cod Style Properties for Sale

830 Chester Ave, Annapolis image
830 Chester Ave, Annapolis $1,895,000

This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centr...

  • 4 Beds
  • 4 Baths
  • MDAA2159664 MLS
7 Landings Ct, Annapolis image
7 Landings Ct, Annapolis $625,000

Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities co...

  • 5 Beds
  • 4 Baths
  • MDAA2159514 MLS
822 Boatswain Way, Annapolis image
822 Boatswain Way, Annapolis $795,000

HERITAGE HARBOUR CAPE COD | WOODED PRIVACY & MAIN-LEVEL LIVING Enjoy comfortable main-level living and a peaceful, wooded setting in this Cape Cod-style home in Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2159394 MLS
1858 Burley Rd, Annapolis image
1858 Burley Rd, Annapolis $1,895,000

Experience the timeless charm of waterfront living along the protected waters of Burley Creek, where beautifully landscaped grounds, a distinctive boathouse and exception...

  • 3 Beds
  • 3 Baths
  • MDAA2158646 MLS
1033 Forest Hills Ave, Annapolis image
1033 Forest Hills Ave, Annapolis $525,000

Truly charming 4 bed- & 2 bathroom Cape Cod on almost half acre lot with 2 sheds/ work shops; in Eastport general area. Really nice big porch to enjoy your morning coffee...

  • 4 Beds
  • 2 Baths
  • MDAA2159050 MLS
1245 Creek Dr, Annapolis image
1245 Creek Dr, Annapolis $680,000

Nestled in the charming Oyster Harbor community, this delightful Cape Cod-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and...

  • 3 Beds
  • 2 Baths
  • MDAA2158606 MLS
1182 Bay Highlands Dr, Annapolis image
1182 Bay Highlands Dr, Annapolis $540,000 ▼

Welcome to 1182 Bay Highlands Drive in Annapolis! This solid home offers a great opportunity for buyers looking to make a property their own in an established Annapolis c...

  • 3 Beds
  • 3 Baths
  • MDAA2157490 MLS
1030 Boucher Ave, Annapolis image
1030 Boucher Ave, Annapolis $1,395,000

Highly desirable Eastport location just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare o...

  • 4 Beds
  • 5 Baths
  • MDAA2157002 MLS
3260 Harness Creek Rd, Annapolis image
3260 Harness Creek Rd, Annapolis $2,300,000

Simultaneously Listed and SOLD

  • 3 Beds
  • 2 Baths
  • MDAA2156842 MLS
919 Yachtsman Way, Annapolis image
919 Yachtsman Way, Annapolis $455,500

Welcome to 919 Yachtsman Way, a charming two-bedroom, two full bath duplex-style home tucked away on a cul-de-sac in the desirable Mariner's Point Community. The inviting...

  • 2 Beds
  • 2 Baths
  • MDAA2156142 MLS
1309 President St, Annapolis image
1309 President St, Annapolis $550,000 ▼

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
307 Melvin Ave, Annapolis image
307 Melvin Ave, Annapolis $785,000 ▼

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
19 W Severn Ridge Rd, Annapolis image
19 W Severn Ridge Rd, Annapolis $979,900 ▼

Price Improvement on this amazing 1.4 Acre property in Annapolis! VA ASSUMABLE LOAN to qualified VA Buyer!!! Welcome to your private Annapolis retreat near the Severn Riv...

  • 3 Beds
  • 4 Baths
  • MDAA2154782 MLS
1014 Van Buren St, Annapolis image
1014 Van Buren St, Annapolis $625,000

Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought...

  • 4 Beds
  • 2 Baths
  • MDAA2153570 MLS
721 Black Forest Rd, Annapolis image
721 Black Forest Rd, Annapolis $680,000

Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow ...

  • 3 Beds
  • 2 Baths
  • MDAA2154346 MLS
907 Monroe St, Annapolis image
907 Monroe St, Annapolis $750,000 ▼

FRESHLY PAINTED INTERIOR & FRONT PORCH! Welcome to UP-TOWN EASTPORT! This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite...

  • 3 Beds
  • 3 Baths
  • MDAA2151298 MLS
1221 Plateau Pl, Annapolis image
1221 Plateau Pl, Annapolis $650,000

Beautifully updated and meticulously maintained, this exceptional 5-bedroom, 3-bath Cape Cod offers the perfect blend of timeless charm, thoughtful renovations, and flexi...

  • 5 Beds
  • 3 Baths
  • MDAA2152692 MLS
1105 Van Buren St, Annapolis image
1105 Van Buren St, Annapolis $660,000

Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm,...

  • 3 Beds
  • 2 Baths
  • MDAA2149792 MLS
529 Lee Cir, Annapolis image
529 Lee Cir, Annapolis $2,615,000

Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributari...

  • 6 Beds
  • 6 Baths
  • MDAA2150742 MLS
45 Fleet St, Annapolis image
45 Fleet St, Annapolis $810,000

A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorpor...

  • 2 Beds
  • 1 Baths
  • MDAA2150298 MLS
1110 Tyler Ave, Annapolis image
1110 Tyler Ave, Annapolis $617,000

ESTATE SALE - Property being sold AS IS. Welcome to 1110 Tyler Avenue. Situated on approximately .51 acres, this loving-maintained Cape Cod shows off its old school charm...

  • 3 Beds
  • 3 Baths
  • MDAA2150162 MLS
509 Schley Rd, Annapolis image
509 Schley Rd, Annapolis $800,000

Located in the sought-after, water-privileged community of Admiral Heights, this beautifully maintained 4-bedroom, 3-bath home offers a rare main-level primary suite, spa...

  • 4 Beds
  • 3 Baths
  • MDAA2149860 MLS
1210 President St, Annapolis image
1210 President St, Annapolis $524,999 ▲

Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath res...

  • 3 Beds
  • 3 Baths
  • MDAA2148332 MLS
140 Jefferson St, Annapolis image
140 Jefferson St, Annapolis $1,000,000

Open House Saturday 2-4PM & Sunday 12-2PM. Welcome to your own Eastport retreat, where the inviting outdoor living spaces set the stage for everything this exceptional ho...

  • 4 Beds
  • 3 Baths
  • MDAA2147588 MLS
2997 Dogwood Trl, Annapolis image
2997 Dogwood Trl, 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
443 Schley Rd, Annapolis image
443 Schley Rd, Annapolis $758,000

Beautifully renovated and brimming with charm, this exceptional Cape Cod is perfectly positioned on an oversized lot in the highly sought-after water-privileged community...

  • 3 Beds
  • 2 Baths
  • MDAA2145954 MLS
1470 Log Inn Rd, Annapolis image
1470 Log Inn Rd, Annapolis $535,000 ▼

Beautifully updated and filled with thoughtful improvements, this Cape Cod in Annapolis combines model-like interiors, a recently finished lower level, and inviting outdo...

  • 3 Beds
  • 2 Baths
  • MDAA2145366 MLS
411 Ferry Point Rd, Annapolis image
411 Ferry Point Rd, Annapolis $6,000,000

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence cap...

  • 3 Beds
  • 4 Baths
  • MDAA2143624 MLS
4 Chase Rd, Annapolis image
4 Chase Rd, Annapolis $1,600,000

Classic Cape Cod charm. Coastal soul. Completely reimagined. Fieldstone facade. Half-acre flat yard. One block to the Severn River marina. 1948 Cape Cod in sought-after...

  • 4 Beds
  • 3 Baths
  • MDAA2143470 MLS
411 Ludlow Rd, Annapolis image
411 Ludlow Rd, Annapolis $650,000

ONE block from the iconic Navy-Marine Corps Memorial Stadium in the highly desirable Admiral Heights community, this charming Cape Cod is right at the center of game days...

  • 3 Beds
  • 2 Baths
  • MDAA2142246 MLS
303 Taylor Ave, Annapolis image
303 Taylor Ave, Annapolis $665,000

PENDING! Open House for 5/23 CANCELLED! Tucked into the heartbeat of Annapolis, 303 Taylor Ave is the kind of home that quietly invites you to live a little differently—i...

  • 3 Beds
  • 2 Baths
  • MDAA2143324 MLS
1918 Mackiebeth Ct, Annapolis image
1918 Mackiebeth Ct, Annapolis $855,000

Nestled on 2 private acres in Annapolis, this expansive custom-built Cape Cod offers incredible potential for those looking to create their dream home. Featuring a spacio...

  • 4 Beds
  • 4 Baths
  • MDAA2142688 MLS
76 Summerfield Dr, Annapolis image
76 Summerfield Dr, 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
property image
908 Poplar Ave, Annapolis $650,000

Listed for comp purposes

  • 2 Beds
  • 1 Baths
  • MDAA2142850 MLS
152 Jefferson St, Annapolis image
152 Jefferson St, Annapolis $750,000

BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury livi...

  • 4 Beds
  • 4 Baths
  • MDAA2142230 MLS
316 Halsey Rd, Annapolis image
316 Halsey Rd, Annapolis $936,000

Welcome to 316 Halsey Rd, a traditional Cape Cod perched on a scenic hill in the highly desirable Admiral Heights neighborhood of Annapolis. This beautifully maintained h...

  • 5 Beds
  • 3 Baths
  • MDAA2141744 MLS
1400 Brenwoode Rd, Annapolis image
1400 Brenwoode Rd, Annapolis $545,000

Original Owner has maintained this Cape Cod extremely well. The flooring for all 3 levels has been replaced and the entire interior has been freshly painted. The hous...

  • 3 Beds
  • 3 Baths
  • MDAA2095132 MLS
property image
952 Shadewater Way, Annapolis $641,250

Introducing your ultimate destination for luxurious living: Heritage Harbour. Nestled within the serene embrace of a private cul-de-sac, this exquisite 4-bedroom, 3-bathr...

  • 4 Beds
  • 3 Baths
  • MDAA2080880 MLS
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3119 Starboard Dr, Annapolis $745,000

OPEN HOUSE SUNDAY, APRIL 14TH FROM 12-2 PM! OFFERS DUE BY MONDAY AT NOON. Note to appraisers: sold "as is." YOU WILL FALL IN LOVE WITH THIS COZY BRICK FRONT CAPE COD IN...

  • 3 Beds
  • 2 Baths
  • MDAA2080384 MLS
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1210 President St, Annapolis $335,000

Adorable home with lots of potential on spacious lot. Convenient location near all that Annapolis has to offer. Property is being sold as-is, no repairs will be made by t...

  • 2 Beds
  • 1 Baths
  • MDAA2078762 MLS
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338 Dewey Dr, Annapolis $1,500,000

Exquisite 2017 Fully reconstructed, renovated and expanded Home - Modern Luxury from the Studs Up! Prepare to be impressed by this stunning 4 bedroom, 4 bathroom home, c...

  • 4 Beds
  • 4 Baths
  • MDAA2078596 MLS
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1651 Pleasant Plains Rd, Annapolis $1,850,000

None

  • 5 Beds
  • 4 Baths
  • MDAA2077810 MLS
property image
38 Murray Ave, Annapolis $925,000

Welcome to your haven in the heart of historic Murray Hill, Annapolis! Step towards the inviting front porch of this vintage Cape Cod. This 1900 sq. ft meticulously renov...

  • 3 Beds
  • 2 Baths
  • MDAA2077698 MLS
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1206 President St, Annapolis $419,000

Step into your new Eastport haven—a captivating Cape Cod home that epitomizes comfort and style. Adorned with brand-new vinyl plank flooring, an updated bathroom, and fix...

  • 3 Beds
  • 1 Baths
  • MDAA2076556 MLS
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1405 Ellis Rd, Annapolis $639,000

Nestled in the serene enclave of Oyster Harbor, this inviting home is your ticket to coastal living. If you've been dreaming of being near the water, your search ends her...

  • 3 Beds
  • 3 Baths
  • MDAA2075832 MLS
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2005 Valley Rd, Annapolis $610,000

OFFER DEADLINE: SUNDAY, 12/31 @ 4PM. Charming Cape Cod nestled in the sought-after Rolling Knolls community. This meticulously maintained and move-in ready home is a mus...

  • 4 Beds
  • 3 Baths
  • MDAA2075182 MLS
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1204 Mckinley St, Annapolis $433,000

Traditional Cape Cod within walking distance to downtown Annapolis! Special features including arched doorways and hardwoods add a quaintness to this home with 2 main lev...

  • 3 Beds
  • 2 Baths
  • MDAA2074140 MLS
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124 Spruce Ln, Annapolis $557,500

Welcome to this charming 4-bedroom, 2-full bath home nestled in the heart of the water-oriented community of Hillsmere! Upon entering, you are greeted by a spacious and ...

  • 4 Beds
  • 2 Baths
  • MDAA2073912 MLS
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309 State St, Annapolis $1,725,000

Welcome to the laid-back, maritime district of Eastport! This perfectly located home is well maintained and move-in ready. The home is sited on a 2+ sized lot and offers ...

  • 3 Beds
  • 2 Baths
  • MDAA2073198 MLS
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45 Pine Manor Dr, Annapolis $855,000

This home is a lovely and spacious Cape Cod that has been meticulously maintained and features a first floor primary bedroom and bathroom originally built by Koch Homes. ...

  • 4 Beds
  • 4 Baths
  • MDAA2071636 MLS

Annapolis Cape Cod Style Real Estate & Homes

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The Roskelly Team - Fort Meade & Odenton Real Estate Specialists
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Severna Park, MD 21146

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