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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.

One of the most popular communities provided by Maryland Sandbox

268

# of Listings

3

Avg # of Bedrooms

$478

Avg. $ / Sq.Ft.

$1,290,311

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

268 Properties Found. Page 1 of 18.

New on site 3 days ago

A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication.

Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset.

Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment.

The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair.

Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas.

Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

ANNAPOLIS

5 FRANKLIN STREET

5 Beds

6 Baths

5,993 Sq.Ft.

$12,500,000

MLS#: MDAA2143556

Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and ice cream destinations—an unmatched Annapolis waterfront lifestyle. A prime vantage point for the Blue Angels, fireworks, and the annual boat parade further confirms the setting.
Set within an exclusive enclave of three prominent homes, the residence features a waterside heated saltwater pool, deep-water pier, and a spacious Ipe deck designed for outdoor living. The grounds are beautifully landscaped with lush boxwoods and specimen plantings, creating a private and serene setting.
Architecturally distinctive and extensively updated, the home showcases high-end renovations by Pyramid Builders. A dramatic marble foyer, floor-to-ceiling windows, and solid wood doors enhance the home’s refined design. The gourmet kitchen is top-of-the-line, featuring Sub-Zero refrigeration, a white 6-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops known for their heat and stain resistance, designer lighting, and a striking floating staircase. A custom bar with a marble countertop is perfectly positioned for entertaining.
Offering 4–5 bedrooms, 5 full and 1 half baths, including a desirable first-floor bedroom, the home also features stained black oak flooring throughout. A two-car garage with ample driveway parking provides convenience for residents and guests alike.

ANNAPOLIS

8 SPA VIEW CIRCLE

4 Beds

5 Baths

6,061 Sq.Ft.

$12,500,000

MLS#: MDAA2143164

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining.

Upon entering, there is a gracious paneled foyer that opens to the living room. With Brazilian cherry floors, a gas fireplace with marble surround, and built-in bookcases, this room has fabulous water views and opens to one of the screened porches on this level that invite outdoor living. To the right is the heart of the home – the great room. It includes a just remodeled chef’s kitchen with multiple work areas, a family room, and the dining area. The kitchen includes Taj Mahal leathered countertops, two wall ovens, two Bosch dishwashers, a warming drawer, instant hot dispenser, Wolf 5-burner gas cooktop, and KitchenAid side-by-side refrigerator. There’s also a wet bar with beverage cooler. The family room has a wood-burning fireplace with raised hearth and stone surround; there’s also a spacious workspace with built-in bookshelves. The dining area overlooks the water, and there’s access to both screened porches. The main level also features a fabulous guest suite: there is a large bedroom with water views, walk-in closet, and a private bath with radiant heated floor. In addition, there are two powder rooms and a mudroom with three closets and an abundance of storage space. The main level has 10 ft ceilings and 8 ft interior doors.
Upstairs, the primary suite is an owner’s dream escape. There’s a spacious bedroom with water views, dark cherry floors and a gas fireplace. The study, with wet bar, built-in shelves and file drawers, leads to a small reading room – with water views. The spa-like bathroom, with radiant heated floor, includes a separate water closet room, jetted tub with marble surround, oversized steam shower, and separate vanities. Step onto the private screened porch to enjoy a cup of coffee in the morning. The primary suite also includes two large walk-in closets and a laundry room. There are three additional water view bedrooms on the second floor, each with private bathroom and walk-in closet. The main laundry is in a dedicated room with ample storage. There’s also a walk-in cedar closet. All of the bedrooms and closets that have carpeting were re-carpeted in 2026.
The walk-out lower level has a huge game room that includes a big screen TV, wet bar, and full bathroom. From here, you can step out to the bluestone patio that leads up to the pool. There is a half-bath off the patio, accessible for pool visitors. The 6th bedroom with ensuite bathroom also has peaceful views, and multiple closets. The main utility room houses the commercial grade water treatment system. It has a garage door for easy access to boat supplies and equipment servicing. A secondary utility room houses the elevator mechanism and reverse osmosis treatment system. A third unfinished area has the camera and internet systems.
This exceptional home offers sophisticated waterfront living just minutes from the heart of Annapolis and the Chesapeake Bay. The year-round beauty of this scenic setting and unrivaled design is truly unsurpassed!

ANNAPOLIS

3285 HARNESS CREEK ROAD

6 Beds

7 Baths

10,745 Sq.Ft.

$11,650,000

MLS#: MDAA2142870

New on site 4 days ago

Set on a remarkable peninsula of land along Lake Ogleton, with water embracing the property on three sides and direct access to the Chesapeake Bay, this newly constructed waterfront residence is a masterclass in modern design and craftsmanship. From the moment you enter, the home reveals itself through soaring ceilings, dramatic walls of glass, exceptional design and uninterrupted water views that create a seamless connection between architecture and setting.

Every space has been thoughtfully curated to balance bold contemporary style with effortless livability. The expansive open floor plan is anchored by a striking gourmet kitchen with 2 oversized stone islands, custom cabinetry, and top-tier appliances, flowing seamlessly into the family room and waterside entertaining areas, perfectly designed for both intimate moments and large-scale gatherings. A showstopping, glass-enclosed, temperature-controlled wine wall is thoughtfully positioned between the living and dining rooms, creating a dramatic focal point. Framed by views of the stunning saltwater pool and sparkling waterfront beyond, it serves as both a refined display and an elegant backdrop for entertaining.

The main-level primary suite is a true retreat, positioned to capture the surrounding water from multiple exposures and offering the rare luxury of dual spa-inspired baths and two custom walk-in closets. Upstairs, three beautifully designed ensuite bedrooms provide exceptional accommodations, complemented by an additional flexible living space with private balcony overlooking the water. All accentuating the home’s emphasis on light, volume, and views.

Outdoor living unfolds as a private resort. A waterside pool with heating and chilling capabilities, outdoor kitchen, and expansive stone pool deck create the ideal setting for sun-filled days and evenings by the water, while the thoughtfully designed cabana/lounge, with a guest suite above, offers a sophisticated extension of the home for visitors. The property’s unique point of land setting enhances both privacy and perspective, with panoramic vistas in every direction leading down to the private deep-water pier and effortless access to the open Bay.

Just minutes from downtown Annapolis and convenient to major commuting routes, this is a rare opportunity to experience a level of waterfront living where architectural precision, elevated finishes, and an extraordinary setting converge into something truly exceptional. Welcome Home!

ANNAPOLIS

1201 EDEN LANE

5 Beds

7 Baths

6,519 Sq.Ft.

$9,980,000

MLS#: MDAA2139880

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

ANNAPOLIS

125 S WINCHESTER ROAD

5 Beds

5 Baths

11,269 Sq.Ft.

$7,500,000

MLS#: MDAA2132598

A stunning waterfront residence on Spa Creek, The Spa Creek House is a custom home designed by Alt Breeding Schwarz Architects with a landscape plan by Forested Creative Ecology. Set on a prominent .165-acre site once part of a historic city park, this property offers approximately 4,250 square feet of finished living space thoughtfully designed to capture sweeping creek views.
The exterior showcases cedar shake siding, Azek trim, Marvin aluminum-clad windows, a 30-year architectural shingle roof, and a 2-car garage with designer doors. Modern amenities include public water and sewer, natural gas, electric car charger, whole-house surge protection, owned solar panels, generator, and a robust 400-amp electrical service.
Enjoy approximately 76 feet of bulkheaded waterfront with a resurfaced pier offering 6+ feet of water depth, a 10,000-pound boat lift, electric and plumbing at the dock, kayak storage, and lounge netting. A stone wall built from original Main Street cobblestones adds historic character at the water’s edge.
Inside, the home features a dramatic two-story entry, white oak hardwood floors, custom millwork, three gas fireplaces, built-ins, and an open layout ideal for both daily living and entertaining. The gourmet kitchen is equipped with Wolf, Sub-Zero, and KitchenAid appliances, granite countertops, and custom Mouser cabinetry. Four/five bedrooms and four baths include a main-level bedroom, an expansive primary suite with spa-like bath, upper-level laundry, and a finished lower level with bedroom/office, full bath, library shelving, and custom bar.
Outdoor living is enhanced by Massaranduba decking, a bluestone patio overlooking Spa Creek, and a low-maintenance permaculture landscape installed in 2023 featuring fruit trees, berries, herbs, and native plantings. Additional highlights include a fenced yard, irrigation system, exterior lighting, security system, and private driveway with pavers.
A rare opportunity to own a distinctive, energy-efficient waterfront home just minutes from downtown Annapolis, offering deep water access, refined craftsmanship, and unparalleled Eastport waterfront living.

ANNAPOLIS

906 CREEK DRIVE

4 Beds

4 Baths

5,387 Sq.Ft.

$6,950,000

MLS#: MDAA2133542

Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career.

Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one.

The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence.

Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations.

Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport.

Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

ANNAPOLIS

1 SHIPWRIGHT HARBOR

3 Beds

3 Baths

3,108 Sq.Ft.

$5,898,000

MLS#: MDAA2132250

Prime location at the intersection of Route2/Solomons Island Rd and MD-450/West St. 100% Leased! Building was recently fully remodeled to include New Glass, New Facade, New Elevator, New HVAC and New Lobbies. 120 free surface parking spaces (4/1,000 ratio). Easy access to Routes 50 and 97.

ANNAPOLIS

2024 WEST STREET

None Beds

None Baths

34,573 Sq.Ft.

$5,850,000

MLS#: MDAA2131116

Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is equally compelling, with a fire pit, boathouse for convenient dockside storage, and a private pier equipped with a 20,000 lb boat lift—ideal for embracing true waterfront living. Access the dock via a scenic path and stairs or by private tram. Inside, light-filled interiors capture sweeping water views and flow effortlessly through a thoughtfully designed floor plan suited for both everyday living and elegant entertaining. A dramatic curved staircase anchors the foyer, leading to a main level that includes a gourmet kitchen, living room with a gas fireplace, bar, office, mudroom, two powder rooms, and a formal dining room. The chef’s kitchen is outfitted with a 6+ burner Wolf range, hammered copper sinks, dual dishwashers, expansive prep space, and a generous pantry. The living area opens to a spacious deck, perfect for waterfront gatherings. Upstairs, the primary suite offers a private retreat with its own balcony, wet bar, two walk-in closets, dual vanities, and a walk-in shower. This level also includes flexible bonus space, two additional bedrooms, a full bath, and a laundry room. The lower level expands the living space with two additional bedrooms, two full baths, a family room with fireplace and bar, and a game room—all with easy outdoor access and continued river views. All levels of this home can be accessed by an elevator. Some of the well executed details in this home include wooden beams, arched doorways, curved walls, extensive stone work, intricate iron work, dramatic light fixtures, walnut flooring, dramatic built-ins and the highest level of craftsmanship and execution. A rare opportunity to own a meticulously crafted waterfront retreat that seamlessly combines old-world charm with modern luxury.

ANNAPOLIS

1716 SEVERN FOREST DRIVE

5 Beds

4 Baths

6,573 Sq.Ft.

$5,775,000

MLS#: MDAA2139364

Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715-1717 Porters Hill Road is a unique heritage property with over a century of history. Set on a 2.96 acre lot with 429 ft of waterfrontage, the property is comprised of two separate parcels and includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 8+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the main home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, and generous walk-in shower with a built-in bench make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The second home, on the 1717 lot, offers a contemporary setting with clean lines and spacious deck. The dramatic two-story family room facing the kitchen means tons of natural light for the entire house. The main level has a bedroom and full bathroom, and there are two more bedrooms upstairs that share a hall bath. The walk-out lower level features a rec room and a large utility/storage area.

The Historical Context: Originally built in the 1880s, the log house on 1715 was one of three identical structures used as hunting lodges. It is the only one that remains. The construction of the log house is one of great craftmanship, including sizing each log to be approximately the same diameter as others. It's amazing that 1715-1717 has such easy access to downtown Annapolis by car or boat, and for those who commute to DC or Baltimore, Route 50 is less than 10 minutes. This incredible heritage property, encompassing almost three acres, two dwellings and a deep-water pier with boathouse, is the ultimate Annapolis retreat.

ANNAPOLIS

17151717 PORTERS HILL RD

7 Beds

5 Baths

7,500 Sq.Ft.

$4,950,000

MLS#: MDAA2139184

Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and built additions include the glass enclosed lanai with elevator and guest room above in 2006, Living room, 2 car garage and bird's nest with balcony completed in 2009, gourmet Kitchen was expanded and beautifully updated in 2015. Upon entry, the soaring foyer is awe-inspiring and the elegant living room, with built-in bar, sets the tone. With 3 custom bars and multiple gathering areas, this home is perfect for entertaining. The gourmet kitchen is a chef's dream, featuring a large island and top-of-the-line finishes and breakfast nook, which flows seamlessly into the spacious family room with walls of windows overlooking Weems Creek. The adjacent library/den boasts mahogany built-ins and flooring, gas fireplace and views; a perfect place to curl up with a book. This home offers three ensuite bedrooms for ultimate comfort and privacy. The master bedroom is a sanctuary with a vaulted ceiling, custom built-ins, enormous walk in closet for 2 and the best views in the house. Wake up every morning and enjoy the activity on the sparkling waters of the creek and the Severn River. The spacious guest room suite with glass breezeway from the main house boasts an elevator directly into the room, creating a truly private oasis for guests and family. This floor also includes an additional bedroom or theater room with adjacent hall bath; providing flexible living options. The fourth floor features a unique bird's nest with elevator access and a wrap-around deck offering panoramic views of Weems Creek and the Severn River. With three elevators throughout the house, accessibility to all four levels is effortless. The exquisite sunroom with folding glass doors epitomizes indoor/outdoor living. Simply open 2 sides of the room to the outdoors and let the party flow onto the sprawling rear deck. The wrap-around IPE deck and multiple level seating areas are ideal for taking in the incredible views from every vista. The lush landscaping and stone stairs lead to the water's edge and the private pier with deep-water floating dock with multiple slips can accommodate a 50ft yacht. Be sure to not miss the stone patio on the way down; ideal for relaxing as the sun sets. This property truly captures the essence of waterfront living by blending luxury and comfort in an unparalleled setting. Welcome Home!

ANNAPOLIS

411 RIDGELY AVENUE

4 Beds

4 Baths

5,950 Sq.Ft.

$3,950,000

MLS#: MDAA2115056

Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy.
Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge.
The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library.
Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. It is the only one that remains. The construction of the log house is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.

ANNAPOLIS

1715 PORTERS HILL ROAD

4 Beds

4 Baths

6,594 Sq.Ft.

$3,950,000

MLS#: MDAA2142344

TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The first floor offers an easy, open flow anchored by a spacious kitchen, seamlessly connecting to a dining area and living room. A versatile home office provides flexibility as a potential guest bedroom, while a well-appointed mudroom and dedicated laundry room keep the home organized and functional. Upstairs, the second-floor features three generously sized bedrooms, each complete with its own ensuite bathroom and walk-in closet. The layout also allows for a potential fourth bedroom configuration if desired.

This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This property is priced to sell quickly, at $361,000 below the tax assessed value! The sought-after Bay Ridge Community features a plethora of amenities, including a community pool with a clubhouse that overlooks the beautiful waters of the Bay, community beaches on both the River and the Bay, and a community Marina with a newly renovated clubhouse. Off-the-water activities include enjoying the basketball court, playground, ball fields, pickleball courts, common areas, and year-round community activities. Walk or ride your bike for miles along the water and enjoy all the benefits of the Bay Ridge lifestyle. There is no other place like it! Located just minutes from downtown Annapolis and Eastport, which offer the perfect balance of small-town charm and big world sophistication. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97, which provides direct access to Baltimore, BWI, Ft. Meade/NSA, and Washington, DC, or head over the Bay Bridge to the Eastern Shore for a quick beach vacation.

ANNAPOLIS

48 E LAKE DRIVE

4 Beds

4 Baths

3,000 Sq.Ft.

$3,788,000

MLS#: MDAA2142464

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away.

The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function.

Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge.

The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level.

Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

ANNAPOLIS

219 WARDOUR DRIVE

5 Beds

6 Baths

8,296 Sq.Ft.

$3,595,000

MLS#: MDAA2132192

An exceptional offering on Southgate Avenue in Murray Hill, this stately American Four Square was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front porch greets you, and the original front door welcomes you into a gracious foyer showcasing timeliness wainscoting bathed in natural light. French doors reveal an elegant living room salon, enveloped in floor to ceiling custom bookcases. A bespoke bar anchors the space, evoking an era of sophisticated entertaining beside a fireplace finished in a custom plaster surround. The gracious dining room, perfect for large gatherings, flows effortlessly to a true gourmet kitchen. The kitchen is impeccably appointed with a chef’s gas range, custom hood, built in refrigerator, and custom cabinetry with quartz countertops. An island with breakfast seating provides a generous work space. The homes original back door was thoughtfully repurposed into a charming pantry, combining character with great function. The home retains the refinished original pine floors and wide plank oak flooring, along with craftsman paneled doors and vintage hardware.

A dramatic vaulted ceiling with reclaimed Pennsylvania barn wood beams and a striking limestone fireplace define the grand family room. Oversized windows fill the space in natural light, and french doors open to the rear deck and yard creating seamless indoor-outdoor living. A side entry mudroom with bench seat and storage serves as the the family drop zone, and the original side porch, also featuring vintage doors, was enclosed to provide a private home office and powder room.

The second level features a spacious landing with original paneled cupboards for linens, and four well-appointed bedrooms and two full bathrooms. The hall bath retains it’s vintage appeal with white subway time and original bathtub, while one bedroom includes a uniquely designed en-suite bathroom. Another bedroom opens to a charming private balcony overlooking the rear garden, and all bedrooms offer ample close space.

Privately situated on the third level, the primary suite is a cozy retreat with window seats tucked into the original dormers with winter water views. Here you will find generous his and hers walk-in closets, and a primary bath with a large shower enclosure and pedestal tub.

A finished lower level further enhances the homes versatility and living space, offering great ceiling height and an expansive recreation room. A full bathroom, a charming laundry room, as well as an additional room ideal for a gym or guest accommodations complete the space. Plenty of storage is available in a large unfinished utility space.

This entire home was renovated top to bottom in 2021, providing all new systems in a home that retains the historic charm that makes Murray Hill such a desirable community in downtown Annapolis. A driveway easily accommodates up to 3 cars, and the rear yard is fully fenced with custom gates for added privacy. Surrounded by similar stately homes, with water access to Spa Creek steps from the front door and walkability to downtown Annapolis, this home is truly a rare find.

ANNAPOLIS

4 SOUTHGATE AVENUE

5 Beds

4 Baths

4,015 Sq.Ft.

$3,500,000

MLS#: MDAA2136092

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