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ANNE ARUNDEL COUNTY

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker

ANNE ARUNDEL COUNTY

About ANNE ARUNDEL COUNTY

Discover Anne Arundel County, MD Real Estate

Welcome to Anne Arundel County, Maryland — The Land of Pleasant Living and the Sailing Capital of the World!

Stretching along the western shores of the Chesapeake Bay, Anne Arundel County is where historic colonial roots meet a modern, waterfront lifestyle. From the brick-lined streets of the state capital, Annapolis, to the suburban comfort of Severna Park and the economic energy of Fort Meade, Anne Arundel County offers an unparalleled quality of life. Whether you’re a maritime enthusiast, a commuter, or a history buff, "AA County" provides a scenic and sophisticated place to call home. 

Why Choose Anne Arundel County, MD for Your Next Home?

Anne Arundel County is defined by its 533 miles of shoreline. It is a community where you can keep your boat in the backyard, commute to D.C. or Baltimore within 30 minutes, and enjoy some of the best seafood in the country. With a diverse economy anchored by the state government and the tech/defense sector, it remains one of the most stable and vibrant real estate markets in the Mid-Atlantic.

Top Features of Anne Arundel County Real Estate

  • Waterfront Living: A vast selection of properties ranging from luxury Bay-front estates to cozy river cottages. 
  • Historic Charm: Meticulously preserved 18th-century homes in the heart of Historic Annapolis. 
  • Modern Suburban Hubs: Planned communities with top-tier amenities in Crofton, Odenton, and Gambrills.
  • Diverse Topography: Choose from the bustling energy of the Arundel Mills district or the quiet, wooded seclusion of the Broadneck Peninsula.

Benefits of Living in Anne Arundel County

1. The Sailing Capital & Maritime Heritage

Home to the United States Naval Academy and the world-famous Annapolis Sailboat Shows, life here revolves around the water. Residents enjoy a year-round calendar of regattas, Wednesday night races, and sunset cruises on the Severn and Magothy Rivers. 

2. A Top-Tier Public School System

The Anne Arundel County Public School (AACPS) system is recognized for its academic excellence. Communities like Severna Park, Arnold, and Crofton are home to some of the highest-rated high schools in Maryland, making the county a premier destination for families prioritizing education. 

3. Outdoor Recreation & The Bay Lifestyle

Nature is your playground in AA County:

  • Sandy Point State Park: Breathtaking views of the Bay Bridge and miles of beaches. 
  • B&A Trail: A 13-mile paved rail-trail perfect for cyclists and joggers connecting Arnold to Glen Burnie.
  • Quiet Waters Park: 340 acres of trails, dog beaches, and an ice rink in the winter. 

4. A Dynamic Economy & Strategic Location

Strategically located between Baltimore and Washington, D.C., the county is an economic powerhouse: 

  • Fort George G. Meade & NSA: The nation's hub for cyber-intelligence and a major employer. 
  • BWI Thurgood Marshall Airport: Providing easy global travel for residents and businesses. 
  • State Capital: The center of Maryland politics and government. 

5. Vibrant Dining & Shopping

From the upscale boutiques of Main Street Annapolis to the massive entertainment complex at Arundel Mills, the options are endless:

  • Live! Casino & Hotel: World-class gaming and entertainment.
  • The Iron Rooster: For famous homemade pop-tarts and local comfort food.
  • Dock Street Dining: Enjoy fresh Chesapeake Bay blue crabs while watching the boats at City Dock.

Explore Available Properties

Anne Arundel County real estate offers a lifestyle for every taste:

  • Luxury Waterfront Estates with private piers and deep-water slips. 
  • Stately Colonial Homes in family-friendly, amenity-rich subdivisions.
  • Modern Condos & Lofts in transit-oriented developments near the MARC train.
  • Quaint Historic Rowhouses in the state's most walkable neighborhoods.

Invest in Anne Arundel County, MD Real Estate Today

With a $64 billion economy and a reputation as a premier destination for both work and play, Anne Arundel County is more than just a home—it's a lifestyle investment that consistently yields high value and even higher happiness.

Ready to find your home by the Bay? Contact a local expert on the Charis Realty Group team for personalized guidance and the latest market insights! 

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker
1,575
# of Listings
3
Avg # of Bedrooms
$351
Avg. $ / Sq.Ft.
$728,584
Med. List Price

Browse ANNE ARUNDEL COUNTY Real Estate Listings

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1575 Properties Found. Page 7 of 105.

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer.
#MDAA2157430

ANNAPOLIS

1323 MAGNOLIA AVENUE

4 Beds

3 Baths

3,142 Sq.Ft.

$1,700,000

MLS#: MDAA2157430

Priced for a quick sale due to seller relocation. Motivated seller welcomes strong offers.!!! Welcome to this exceptional estate in the highly sought-after Millersville community. Set on 1.23 private acres and served by award-winning Blue Ribbon schools, this impressive 5-bedroom, 7-bathroom residence offers more than 6,000 square feet of beautifully finished living space, combining timeless elegance with modern comfort. Just minutes away from the prestigious Chartwell Country Club and St Andrews Swim and Tennis Club. Freshly painted throughout with brand-new carpeting, the home is move-in ready. A standout feature is the spacious main-level in-law suite, complete with a private sitting area, full bath, and generous walk-in closet—ideal for multigenerational living, extended guests, or a private home office. At the heart of the home is a stunning custom gourmet kitchen designed to impress, featuring a premium Wolf gas range, two dishwashers, a custom built-in refrigerator, abundant cabinetry, and generous workspace for both everyday living and effortless entertaining. Designed for both comfortable living and memorable gatherings, the expansive main level offers gracious living spaces filled with natural light. The fully finished lower level provides exceptional flexibility, with ample space for a recreation room, home theater, fitness area, guest accommodations, or whatever best suits your lifestyle. Outside, the beautifully landscaped 1.23-acre lot offers privacy and endless possibilities for outdoor enjoyment, including gardens, entertaining spaces, or future enhancements or a pool. A 15kW generator powers most of the main level, providing added peace of mind and convenience. Offering an exceptional combination of size, luxury, location, and versatility, this remarkable property is a rare opportunity in one of Millersville's most desirable neighborhoods.
#MDAA2147278

MILLERSVILLE

403 WOODLAND ESTATES WAY

5 Beds

6 Baths

6,267 Sq.Ft.

$1,699,000

MLS#: MDAA2147278

An exceptional opportunity to build your dream luxury waterfront retreat in the desirable town of Galesville. This thoughtfully designed custom residence offers refined coastal living with a new private pier (permits for dredging and pier are in process). The home features a desirable main-level primary suite, a luxury bathroom and large walk-in closet. There are a total of 4 bedrooms and 4.5 bathrooms - all bedrooms have walk-in closets and en-suite bathrooms. The upper level also has a flexible loft space on the water side for use as a 2nd family room or home office, among possible options. Overall, the 1st and 2nd floor measure approximately 3600 +/- square feet of beautifully finished living space. There is an attached 2-car garage. An optional basement is possible for those seeking additional living, entertaining, or recreational space. Luxury finishes come standard throughout including soaring 10-foot ceilings, wide-plank White European Oak flooring, furniture-grade custom cabinetry, designer quartz countertops, and a premium Sub-Zero/Wolf appliance package. Main level laundry room with optional 2nd floor additional laundry room plus a loft overlooking the water side of the property. The .46 acre large lot has space for an optional in-ground pool. Enjoy seamless indoor-outdoor living with a screened porch complete with an inviting fireplace — the perfect setting to relax and take in the tranquil waterfront surroundings. There is so much to do in Galesville with pickle ball courts, baseball fields, walking trails, etc. Join the pool at one of the marinas, dine at waterfront restaurants, listen to live music, enjoy holiday celebrations with neighbors on the days when you are not relaxing comfortably in your new home. Builder incentives include $10,000 in complimentary options when using the builder’s preferred lender and title company. Please contact the listing agent to schedule a private tour of the property. The builder also maintains a beautifully appointed model home available by appointment only and you can make your own personal selections at available showrooms. The process is from start to finish with this builder guiding you every step of the way. Additional information is available through Whitehall Building & Company for additional information.
#MDAA2111682

GALESVILLE

946 W BENNING ROAD

4 Beds

3 Baths

3,581 Sq.Ft.

$1,695,000

MLS#: MDAA2111682

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!
#MDAA2147292

ANNAPOLIS

3403 HIDDEN RIVER VIEW ROAD

4 Beds

3 Baths

3,836 Sq.Ft.

$1,695,000

MLS#: MDAA2147292

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.
#MDAA2157076

ANNAPOLIS

250 PRINCE GEORGE STREET

5 Beds

2 Baths

2,888 Sq.Ft.

$1,675,000

MLS#: MDAA2157076

Waterfront on two sides—that's the rare gift waiting at 1069 Shore Acres Rd, where a flat, sun-drenched parcel meets the water along its front and southern edge, just steps from a secluded community beach. This 4-bedroom, 2.5-bath home offers 2,386 square feet of coastal living in one of Arnold's most coveted enclaves. Recent investments make this residence as sound as it is scenic. A cascade of 2022 upgrades—new roof, siding, windows, front door, deck, and a redesigned porch overhang—refreshed the exterior top to bottom. Crawl space waterproofing (2021), a reconditioned iron balcony with spiral stairs (2023), plus a 2025 bulkhead along the riverfront and side and a newly parged foundation give buyers genuine peace of mind. Tucked at the rear sits a detached one-car garage with workshop, ideal for hobbyists and boaters alike. Climb the separate staircase to discover a fully finished second-level retreat, complete with living quarters and a luxurious bath—perfect for guests, extended family, or a private studio escape. From the garage living area, you can look across Lake Placid (the one in Arnold) and out to the Magothy throughout every season. Life in Shore Acres means embracing the rhythm of the water, with quiet mornings on the deck and easy access to the neighborhood beach. When you crave something livelier, downtown Annapolis beckons with fine dining, boutique shopping, and historic charm just minutes away. Route 50 keeps Baltimore and Washington, D.C. comfortably within reach. Homes offering this blend of dual waterfront exposure, modern updates, and flexible living space rarely surface. Come experience it firsthand.
#MDAA2152034

ARNOLD

1069 SHORE ACRES ROAD

5 Beds

3 Baths

2,386 Sq.Ft.

$1,650,000

MLS#: MDAA2152034

Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!
#MDAA2150338

ANNAPOLIS

219 LOCKWOOD COURT

4 Beds

4 Baths

1,848 Sq.Ft.

$1,650,000

MLS#: MDAA2150338

Nestled in the picturesque rolling hills of Davidsonville, this all brick construction custom home offers both convenience to major commuter routes and stunning outdoor entertaining spaces, it features a saltwater pool, outdoor kitchen, all surrounded by beautiful views of lush green pastures and ample privacy. The interior boast a gourmet kitchen that flows seamlessly into the family room, along with four bedrooms and 4.5 baths. The finished walk out lower level includes a Tuscan-style wet bar and wine cellar. additional office flex space, full bath Fireplace and so much space for gatherings. The property also includes a two garage, plenty of parking space, and an extra rear garage space that ideal for storing all the recreation equipment and other toys. The construction of this home is unmatched compared to other homes, New roof installed December 2025
#MDAA2145042

DAVIDSONVILLE

1312 DOUBLE GATE COURT

4 Beds

4 Baths

3,947 Sq.Ft.

$1,650,000

MLS#: MDAA2145042

Waterfront living with a private pier in Annapolis at an exceptional price in gated Epping Forest! Mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed water views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Current Owners invested 925K on restoration since purchase including elevator, brand new private pier, brand new Kitchen and all 3 Full Baths, selecting high end finishes throughout to create a setting for exceptional everyday living. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations. Please see virtual house showcase listing from Zillow and read house bio in documents.
#MDAA2157874

ANNAPOLIS

1739 VINEYARD TRAIL

4 Beds

3 Baths

2,890 Sq.Ft.

$1,650,000

MLS#: MDAA2157874

Beautifully maintained home in the highly sought-after South River school district, including Davidsonville Elementary. Built in 2020, this energy-efficient home features an open-concept layout with soaring ceilings, abundant natural light, and a spacious Great Room that flows into the gourmet kitchen with Maytag stainless steel appliances. The fully finished basement is ideal for entertaining, offering a media room with surround sound and hard-wired internet, a wet bar, a bedroom and full bath, plus a separate exercise or hobby room. The luxurious primary suite includes vaulted ceilings, a sitting area, and a spa-like bath with dual vanities and an oversized walk-in tile shower with dual shower heads. Enjoy outdoor living on a spacious back deck overlooking the beautiful backyard, which offers plenty of room for a future pool and endless recreation. Perched atop a hill, the home also enjoys incredible sunsets, big-sky views for stargazing, and sweeping views of the 5th and 12th holes of Renditions Golf Course. Located in the desirable Southern Hills community with convenient access to Routes 50 and 97, this move-in-ready home offers an easy commute to Annapolis, Washington, D.C., and Baltimore. A rare opportunity you won't want to miss!
#MDAA2152878

DAVIDSONVILLE

3707 BIRKDALE COURT

5 Beds

4 Baths

6,002 Sq.Ft.

$1,650,000

MLS#: MDAA2152878

BY APPOINTMENT ONLY Saturday September 12th 12-3. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land just under one acre, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.
#MDAA2152798

SHADY SIDE

4701 GIRTON AVENUE

8 Beds

6 Baths

6,873 Sq.Ft.

$1,600,000

MLS#: MDAA2152798

Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Features 2 ensuite Bedrooms and a spacious open loft easilty adapted into a private 3rd BR, home office or gym while still preserving the home's architectural flow. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.
#MDAA2154154

ANNAPOLIS

100 MARKET STREET

2 Beds

2 Baths

2,245 Sq.Ft.

$1,595,000

MLS#: MDAA2154154

New on site 1 day ago
Just Listed! Exceptional Lower Eastport property: tastefully updated, semi-detached home with a detached one-bedroom cottage with proven rental income. Enjoy the charm and walkability of Lower Eastport from this 2007-built home on a peaceful, tree-lined street just two blocks from the harbor and close to parks, restaurants, shops and the waterfront. The property offers over 3000 square feet of living space between the main house and the cottage. Two dwellings make up a unique configuration that allows an exceptional degree of flexibility and privacy. Enter the main residence through a classic Eastport front porch, perfect for rocking chairs and enjoying views of the neighborhood. The home features three bedrooms and three-and-a-half baths, a separate dining room, and an open kitchen adjoining a spacious living room. Sliding doors extend the living space to a covered porch overlooking the fenced backyard. Upstairs, the spacious primary suite features a large walk-in closet and adjoining newly renovated bath. A second bedroom with its own hall bath provides privacy for family or guests. Custom plantation shutters throughout the main and top floors add a polished finish and privacy. About 800 square feet of living space on the lower level is currently configured as a family/TV room and third bedroom. Also downstairs are a full bath, laundry, and several storage spaces. This area can be accessed from the interior as well as from its own entrance to the back yard, which allows for added privacy. At the rear of the property is the true standout: a stand-alone 670 square feet, one bedroom, one bath cottage licensed for full-time rental use. Extensively renovated in 2025, the cottage features LVP flooring, kitchen cabinetry, full-size appliances and an updated bathroom. Recently rented for $2,935 per month and garnering more than $35,000 annually, the cottage will be vacant at closing, giving the next owner the flexibility to rent it, use it for family or guests, create a private home office, or accommodate multigenerational living. The current owners have invested more than $100,000 in property upgrades over the past 18 months including new and updated baths; the cottage remodel; extensive electrical, lighting, and hardware upgrades; replacement A/C; interior and exterior painting; and landscaping. Ample street parking, with no parking fees for visitors, is available at this quiet residential end of Eastport. The property’s location between First and Second Streets is approximately two blocks from both Horn Point and Spa Creek. This offers the best of the neighborhood’s relaxed waterfront lifestyle while also remaining close to some of the best restaurants in Annapolis and just over the bridge from downtown Annapolis. This attractively updated Eastport home, complemented by a rentable cottage, presents a unique and appealing opportunity in one of Annapolis’s most popular neighborhoods.
#MDAA2157850

ANNAPOLIS

123 CHESAPEAKE AVENUE

4 Beds

4 Baths

3,020 Sq.Ft.

$1,595,000

MLS#: MDAA2157850

Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.
#MDAA2151574

ANNAPOLIS

268 KING GEORGE STREET

4 Beds

3 Baths

2,372 Sq.Ft.

$1,575,000

MLS#: MDAA2151574

Welcome to an extraordinary opportunity to create your dream home on a private 2.86-acre estate-style homesite in Crownsville, perfectly positioned for those seeking privacy and tranquility without sacrificing convenience to Annapolis, Baltimore, Washington, D.C., and Northern Virginia. To be built by Whitehall Building & Co., this exceptional custom residence is designed for luxury, flexibility, and today’s multigenerational lifestyle. Offering five bedrooms and expansive living space, this home is ideal for a large family, extended family, frequent guests, or anyone who simply wants room to spread out. The main level features a stunning open-concept kitchen, dining, and family room, creating an effortless flow for everyday living and entertaining. The gourmet chef’s kitchen showcases quartz countertops, custom cabinetry, stainless steel appliances, and a large center island designed to be the heart of the home. A private main-level ensuite bedroom provides exceptional flexibility for guests, in-laws, an au pair, or multigenerational living, while the dedicated main-level office is perfectly suited for today’s work-from-home lifestyle. Upstairs, the luxurious primary suite offers generous walk-in closets and a spa-inspired bath designed as a private retreat. Three additional bedrooms include a Jack-and-Jill bath between two bedrooms and a private ensuite for the third, along with the convenience of an upper-level laundry room. The lower level expands the possibilities with a large recreation room included and optional flex space, sixth bedroom, full bath, home theater, gym, playroom, wine room, second family room, or whatever best suits your lifestyle. An oversized two-car garage with the option to expand to accommodate up to four vehicles, providing exceptional flexibility for cars, recreational equipment, and storage. Outside, the nearly three-acre homesite offers the privacy and space rarely found this close to Annapolis, with ample room for a resort-style pool, expansive patios, outdoor kitchen, firepit, gardens, or other outdoor living spaces. Surrounded by natural beauty and close to preserved parks and trails, Crownsville offers a peaceful estate setting while remaining exceptionally convenient to the region’s major employment centers, shopping, dining, recreation, and transportation corridors. Enjoy the best of both worlds, the privacy of your own luxury estate and easy access to the Chesapeake Bay, downtown Annapolis, Baltimore, Washington, D.C., and Northern Virginia. This is more than a new construction home, it is an opportunity to build the lifestyle you've been searching for. Private. Sophisticated. Flexible. Timeless.
#MDAA2153766

CROWNSVILLE

916 A WOODWARD LANE

5 Beds

4 Baths

4,240 Sq.Ft.

$1,550,000

MLS#: MDAA2153766

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