Admiral Heights

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

228 Dewey Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$949,999

5 Beds ⋅ 4 Baths

Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a refreshing touch for those warm summer days. Parking is a breeze with an attached carport and additional driveway space, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where cherished memories are made. Experience the perfect blend of classic design and modern living in this delightful Admiral Heights gem. Don't miss the opportunity to make this house your home!

13 Rickover Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$825,000

4 Beds ⋅ 3 Baths

COMING SOON!! Annapolis living at it's best with this turn key home located on a quiet Cul-De-Sac in water privileged Admiral Heights. Thoughtfully updated with $175k in recent upgrades, this exceptional one level home offers effortless living and is sure to impress. The new kitchen features custom cabinetry, Quartz countertops, new tile floors and top of the line KitchenAid appliances. Off the kitchen is an oversized family room with wood burning fireplace. 4 main level bedrooms include a generous sized Primary bedroom with ensuite full bathroom. The lower level was recently finished off and features a new full bathroom, laundry room and built ins. The huge screened in porch overlooks the fully fenced backyard. Roof was replaced in 2022, HVAC was replaced in 2023, all new PEX water lines throughout the house. All interior doors were replaced with solid core doors. Arguably the best location in the neighborhood, 1 block to the water access on Weems Creek (multiple Kayak racks and pier), walkable to the community pool and Navy Stadium. Easy access to Rt 50 and 97. Come live the Annapolis lifestyle.

5 Bristol Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$795,000

4 Beds ⋅ 3 Baths

Perfectly positioned in the heart of sought-after Admiral Heights, 290 Halsey Road offers a wonderful combination of timeless character, comfortable one-level living, and beautifully flexible space. Hardwood floors bring warmth and elegance throughout the main level, while the inviting living room is centered around a gas fireplace, creating a sophisticated yet comfortable place to gather. The kitchen is appointed with stainless steel appliances, and the light-filled sunroom provides a beautiful extension of the living space—ideal for morning coffee, casual entertaining, or simply enjoying the changing seasons. Designed with versatility in mind, the home offers the ease of one-level living, complemented by a spacious walk-out lower level that can effortlessly accommodate a family room, private guest suite, home office, fitness space, or recreation area. Three full bathrooms further enhance the home’s functionality and flexibility. All of this is set within one of Annapolis’ most desirable established neighborhoods, just moments from Downtown Annapolis, West Annapolis, the Navy-Marine Corps Memorial Stadium, Route 50, shopping, dining, and everyday conveniences. An exceptional opportunity to enjoy the charm and lifestyle of Admiral Heights with inviting interiors, flexible living spaces, and an outstanding Annapolis location.

290 Halsey Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$895,000

6 Beds ⋅ 3 Baths

Open House Cancelled - Sellers will review highest and best offers 9am Sunday 08.23. From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering pink magnolias fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests. Updates worth noting for any savvy home buyer: HVAC replaced (2026), Basement Renovation (2026), Roof (2022) and Kitchen + Primary Suite full renovation (2022).

296 Halsey Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

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Admiral Heights Homes For Sale

This well-established neighborhood was started in the 1950's by local developer, Charles Steffey and his son, Jack Steffey. The land dates back to 1640 as part of the original Dorsey farm. Steffey acquired the 400-acre tobacco farm from St. John's College in 1937. He sold 80 acres in 1942 to the Naval Academy where the current Navy Stadium sits.

The community has two miles of waterfront among its 320 acres with streets named after Naval Admirals and within an easy walking distance to the historic district of Annapolis City.

Steffey packaged the land and build-outs to be affordable with five single-story designs that allowed for some modifications. The basic home plan began at 1,200 square feet having three bedrooms, one-and-a-half baths, a living room with fireplace, dining room, kitchen, basement and carport. Costs began at $600 each and the houses build-out was $13,000, plus any modifications.

Today, Admiral Heights has about 600 homes and has seen the community undergoing a transformation as buyers expand and renovate the original models to modern family demands

The community attracts a wide age group from young, single professionals, newly married couples, families and even many of the original owners remain as residents.
It boasts lots of amenities that make living in the community quite enjoyable:

Dewey Dock community pier,
kayak/canoe storage area,
community picnic and BBQ area,
a private swim club,
boat club,
garden club and more.

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