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| Address | Bed / Bath | Listing Price |
|---|---|---|
48A E LAKE DRIVE
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the
Living Area:
3750 Sqft.
|
4
Beds,
4
Baths
|
$3,395,000 |
45A E LAKE DRIVE
Don’t miss the rare chance to create your waterfront dream lifestyle in the highly sought-after Bay Ridge community. This premium lot offers sweeping views of the Chesapeake Bay from the rear and serene lake views from the front—an unparalleled setting for your custom-designed home. This stunnin
Living Area:
3524 Sqft.
|
4
Beds,
4
Baths
|
$2,375,000 |
1031 OLD BAY RIDGE ROAD
Discover an exquisite blend of luxury and comfort in this stunning split foyer home, nestled in the prestigious Annapolis Roads community. This meticulously maintained residence, a major renovation in 2025, boasts an impressive 4 bedrooms and 3 full baths, offering ample space for relaxation and ent
Living Area:
2296 Sqft.
|
4
Beds,
3
Baths
|
$739,000 |
703 GLENDON AVENUE
A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-
Living Area:
4116 Sqft.
|
5
Beds,
5
Baths
|
$2,950,000 |
200 CHESAPEAKE AVENUE
This is a must see! It is really two dwelling attached in one in Eastport Peninsula, Original Dwelling was a Church and was converted to 2 bedroom and 1.5 bathroom with open floor plan on the main level! 2nd dwelling in the rear is a cozy cottage with a bedroom and loft & kitchenet! Great for renti
Living Area:
2942 Sqft.
|
2
Beds,
2
Baths
|
$1,099,000 |
3 CHESTER AVENUE
Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis, this home embodies the Eastport lifestyle — vibrant, nautical, and effortlessly welcoming.
From the moment you enter, natur
Living Area:
2815 Sqft.
|
3
Beds,
3
Baths
|
$1,730,000 |
6 VICTOR PARKWAY
Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality.
Living Area:
912 Sqft.
|
3
Beds,
1
Bath
|
$374,900 |
120 CHESAPEAKE AVENUE
Incredible Opportunity in the Heart of Eastport!
Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof i
Living Area:
2130 Sqft.
|
2
Beds,
3
Baths
|
$1,449,000 |
3130 STARBOARD DRIVE
Welcome to your dream home nestled in the sought after water privileged community of Anchorage, where life meets comfort and recreation. This stunning 5 bedroom, 2.5 bath beauty is designed for both relaxation and entertainment, offering a perfect blend of modern updates and classic charm.
Step insi
Living Area:
2727 Sqft.
|
5
Beds,
3
Baths
|
$1,350,000 |
1005 HYDE PARK DRIVE
Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, g
Living Area:
1190 Sqft.
|
2
Beds,
1
Bath
|
$515,000 |
39 WINDWHISPER LANE
RARE OPPORTUNITY TO BUY A WATERFRONT PROPERTY IN ANNAPOLIS AT THIS PRICE POINT! LOCATED ON A CUL-DE-SAC, THIS PROPERTY BACKS TO AND HAS SEASONAL VIEWS OF THE HEADWATERS OF BACK CREEK, CONNECTING TO THE CHESAPEAKE BAY. THE REAR OF THE PROPERTY IS WOODED AND IS HOME TO A PROTECTED BIRD SANCTUARY. THE
Living Area:
3193 Sqft.
|
3
Beds,
4
Baths
|
$675,000 |
1002 TYLER AVENUE
Location Location location!!
Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5
Living Area:
1920 Sqft.
|
5
Beds,
2
Baths
|
$580,000 |
10 SAILORS WAY
This home is nestled in a lush garden setting, so close to dining, shopping and all that downtown Eastport and Annapolis have to offer yet this home feels tucked in to its own private space. This home has been lovingly cared for by the original owner. The private back stone patio with circular st
Living Area:
2325 Sqft.
|
3
Beds,
4
Baths
|
$995,000 |
3137 CATRINA LANE
This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The .69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is b
Living Area:
2970 Sqft.
|
3
Beds,
2
Baths
|
$1,750,000 |
215 CHESTER AVENUE
Embrace the Eastport lifestyle in this charming craftsman just steps from the water and downtown Annapolis. This beautifully maintained home offers 4 bedrooms, 3.5 baths, an elevator, and sitting areas on each level. The reverse floor plan features a gourmet kitchen, dining area, and living room wit
Living Area:
3421 Sqft.
|
4
Beds,
4
Baths
|
$1,895,000 |
1141 MAINSAIL DRIVE
PRICE ADJUSTED on this wonderful 4-bedroom home! Welcome to one of Annapolis’ most sought-after waterfront communities, where residents enjoy a waterfront pool, and a private marina and boat ramp that’s just minutes to the Chesapeake Bay by boat. This beautifully updated four-bedroom home at 114
Living Area:
2776 Sqft.
|
4
Beds,
3
Baths
|
$890,000 |
320 CHESTER AVENUE
Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units inc
Living Area:
1176 Sqft.
|
2
Beds,
2
Baths
|
$779,000 |
1009 PINECREST DRIVE
Charming Surprise in Annapolis Roads!
Tucked in the sought-after Annapolis Roads community, this delightful single-family home will surprise and impress at every turn. From the moment you step onto the darling front porch, you’ll feel the warmth and charm that make this property truly special.
Ins
Living Area:
2426 Sqft.
|
4
Beds,
3
Baths
|
$725,000 |
412 JEFFERSON STREET
Beautifully Appointed Eastport Home. Conveniently located in the heart of Eastport, Annapolis, this newer home offers the perfect blend of style, comfort, and walkability. Set on a premium corner lot, the property features a desirable detached garage and wonderful curb appeal. The main level showca
Living Area:
2631 Sqft.
|
3
Beds,
3
Baths
|
$1,175,000 |
513 HORN POINT DRIVE
Exceptional Waterfront and Beachfront living on Horn Point in coveted Eastport. Launch your kayak or SUP after morning coffee, and watch the sailboat races from your deck, yard, and beach later that day. This elegant charmer is the Perfect place to watch the Blue Angels without leaving home! The hom
Living Area:
3186 Sqft.
|
4
Beds,
3
Baths
|
$3,500,000 |
703 A GLENDON AVENUE
Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home
Living Area:
4300 Sqft.
|
4
Beds,
5
Baths
|
$2,375,000 |
2514 LYON DRIVE
Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). W
Living Area:
5678 Sqft.
|
6
Beds,
7
Baths
|
$3,850,000 |