1003 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
2845 CARROLLTON ROAD
This well maintained home offers a wonderful blend of classic design and modern open living. Both the living room and family room offer excellent natural light. The "heart" of the home is the kitchen with an oversized opening to the family room - you won't miss a conversation or a view of the lovely
Living Area:
1671 Sqft.
|
3
Beds,
2
Baths
|
$564,500 |
1040 TIMBER CREEK DRIVE
Welcome to this beautifully maintained contemporary home in an intimate Eastport community, an oasis of mature trees and quiet streets all within walking distance to downtown historic Annapolis.
Freshly painted inside and out with new carpet throughout, this clean and inviting home is truly move-in
Living Area:
1826 Sqft.
|
3
Beds,
3
Baths
|
$550,000 |
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 |
103 STILLY WAY
This expansive two-story home is designed for both everyday comfort and unforgettable entertaining. It opens with a formal dining room off the foyer, leading into a gourmet kitchen that flows effortlessly into the breakfast nook, morning room, and a cozy sitting area—perfect for lingering conversa
Living Area:
5200 Sqft.
|
5
Beds,
6
Baths
|
$1,161,840 |
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 |
934 LANGDON COURT
Eastport Hidden Gem! Treat Yourself to a new home this Christmas!! Gorgeous Home Priced to Sell! Walk to downtown Annapolis.
Welcome to this spacious 3-level home in the sought-after Ambridge community—one of the largest homes and lots in the neighborhood! This beautifully maintained 4-bedroom, 2
Living Area:
3648 Sqft.
|
4
Beds,
3
Baths
|
$725,000 |
215 CHESTER AVENUE
EXCITING PRICE IMPROVEMENT! SELLER HAS REDUCED THE PRICE-DON'T MISS THIS GREAT OPPORTUNITY. 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 e
Living Area:
3421 Sqft.
|
4
Beds,
4
Baths
|
$1,799,000 |
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 |
1004 MOSS HAVEN COURT
There is nothing else in Eastport like this beautiful, one floor living, attached garage, home with 4 bedrooms, 3 baths, large finished lower level and separate guest house with a 5th bedroom, 4th full bath. Built in 2014 on two lots with 10 foot ceilings, 8 foot doors (18 inches taller than the st
Living Area:
4972 Sqft.
|
4
Beds,
3
Baths
|
$2,450,000 |
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 |
920 OLD ANNAPOLIS NECK ROAD
Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, an
Living Area:
2552 Sqft.
|
4
Beds,
3
Baths
|
$719,995 |
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 |
106 STILLY WAY
This stunning home is move-in ready and boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an
Living Area:
4594 Sqft.
|
4
Beds,
5
Baths
|
$974,990 |
111 JANWALL STREET
SELLER IS OFFERING $10,000 SETTLEMENT HELP! This beautiful home is ideally situated in a quiet cul de sac just minutes from shopping, dining, and vibrant downtown Annapolis. First floors opens to beautiful hardwood floors with wood burning fireplace in LR, kitchen with new appliances, freshly painte
Living Area:
1754 Sqft.
|
3
Beds,
3
Baths
|
$629,900 |
289 HILLSMERE DRIVE
Big Reduction of $24,000! Start your new year off in this 3-bedroom, 1-bath home situated on a spacious lot in the desirable, water-privileged community of Hillsmere Shores. This home features an updated bathroom, beautiful hardwood floors, and a cozy fireplace (as-is). A ductless air conditioning
Living Area:
1176 Sqft.
|
3
Beds,
1
Bath
|
$495,000 |
13 ELLIOTT ROAD
Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage and optional detached guest cottage by Whitehall Building & Company offers the best of both worlds—convenience and tranq
Living Area:
3292 Sqft.
|
4
Beds,
4
Baths
|
$1,175,000 |
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 |
179 GREEN STREET
Experience the Essence of Annapolis Charm at 179 Green Street
Nestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, t
Living Area:
1656 Sqft.
|
2
Beds,
2
Baths
|
$1,175,000 |
9 SHIPWRIGHT STREET
Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet stree
Living Area:
2621 Sqft.
|
3
Beds,
3
Baths
|
$3,495,000 |
122 ROSELAWN ROAD
Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy
Living Area:
700 Sqft.
|
2
Beds,
1
Bath
|
$360,000 |