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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
316
# of Listings
3
Avg # of Bedrooms
$463
Avg. $ / Sq.Ft.
$1,071,137
Med. List Price

Browse Annapolis Real Estate Listings

16 Properties Found. Page 1 of 2.

Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3  acre homesite with amazing waterviews and privacy.  Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis.  Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees.  The main level boasts soaring 10-foot ceilings, exposed beams, and wide plank floors, creating a spacious and inviting atmosphere. The gourmet kitchen is a chef’s dream, featuring built-in cabinetry, sleek quartz countertops and backsplash, a generous island, double ovens, a gas cooktop, and a walk-in pantry. The kitchen seamlessly flows into the dining area, with large windows and glass doors that frame stunning views of the creek. Step outside to a covered patio, perfect for outdoor entertaining, located just off the dining and family room. Upstairs, the expansive primary suite offers panoramic water views through large windows. The spa-like primary bathroom includes a freestanding tub, oversized shower, water closet, and a walk-in closet. This level also features three additional spacious bedrooms, two full bathrooms, and a convenient laundry room. The finished lower level includes a fifth bedroom, a full bathroom, and a large recreation room, providing plenty of space for guests or family activities. Situated on a private 3.3 acre lot with pristine waterfrontage, this property has the ideal depth for a private pier to accommodate your boat. Experience ultimate privacy, luxury, and waterfront living all in one. Appointments are required for a private showing—please contact the listing agent for details and don’t miss out on this once-in-a-lifetime opportunity!
#MDAA2110220

ANNAPOLIS

1632A WINCHESTER ROAD

5 Beds

4 Baths

5,000 Sq.Ft.

$4,950,000

MLS#: MDAA2110220

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.
#MDAA2120604

ANNAPOLIS

1715 PORTERS HILL ROAD

4 Beds

4 Baths

7,887 Sq.Ft.

$3,995,000

MLS#: MDAA2120604

New on site 2 days ago
A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek where Eastport’s maritime heritage meets modern design. Set within this celebrated marina village, Residence #4 is a rare two-level duplex that captures the beauty of the water and the energy of downtown Annapolis from every vantage point.
The residence blends architectural precision with coastal ease. The main level welcomes guests through an elegant entry hall leading to a great room featuring gorgeous wood floors, ample seating around a gas fireplace, a huge island with Quartzite counter, and incredible views down and across Spa Creek. The door to the waterfront deck folds back to create a seamless transition between inside and out; even in colder weather, the number of windows and the size of the doors bring the views of the city’s spires in full focus. The chef’s kitchen includes a double Wolf range and Sub-Zero refrigerator with custom freezer drawers, and there’s plenty of room for multiple chefs to work together! The floor plan also includes an office area with powder room, and the owners installed a beautiful bar with beverage refrigerator and ice machine. The spacious bedroom suite offers a luxurious ensuite bath, and the large walk-in closet has a full-size washer and dryer.
Descend via the private elevator to the lower level, where a second bedroom suite opens to an enchanting waterside deck. There’s a spa-inspired bathroom, walk-in closet, and wet bar with mini-fridge, creating a self-contained sanctuary ideal for visiting friends or family.
Every element of the home reflects the craftsmanship and intent that define the South Annapolis Yacht Centre—an award-winning waterfront community designed by ABS Architects and constructed by Pyramid Builders. The property integrates modern architecture with the rhythms of marina life, offering 74 deep-water slips, a private boardwalk, and access to the full-service marina’s amenities.
Anchored in Eastport’s vibrant waterfront district, the South Annapolis Yacht Centre celebrates the best of Chesapeake Bay living — where sailing heritage, walkable streets, and panoramic water views converge into an atmosphere of understated elegance. 289 State Street, Residence #4 offers more than a home; it offers a lifestyle defined by craftsmanship, connection, and the timeless allure of Annapolis.
#MDAA2129042

ANNAPOLIS

289 STATE STREET 4

2 Beds

2 Baths

1,938 Sq.Ft.

$3,975,000

MLS#: MDAA2129042

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!
#MDAA2115056

ANNAPOLIS

411 RIDGELY AVENUE

4 Beds

4 Baths

5,950 Sq.Ft.

$3,950,000

MLS#: MDAA2115056

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).  Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn River to the Northwest; one will never be bored with the marvelously incessant theatre of watercraft and nature.   Enjoy morning coffee out on the open air patio, down at the pier, or in the large, screened porch.  If weather is uncooperative, stretch out in the massive open living area, or retreat to one of two second floor water-facing rooms (one perfect for sitting room/office) to take in a new perspective.  This home was fully renovated in 2017, sporting gorgeous custom light cherry 5" wood floors on the first and second level and showcasing unique custom, open staircases with black cable handrail system.  There are two primary bedroom ensuites; one on the first floor featuring concrete shower floor, bathroom floor and cast concrete countertop.  With generous, custom closets and oversized windows featured in each room, both residents and guests are guaranteed to render a five star rating for their stay and experience.   This property is one block from 70 acres of walking trails and two blocks from the community beach, playground, picnic pavilion and firepit.
#MDAA2115858

ANNAPOLIS

2514 LYON DRIVE

6 Beds

6 Baths

6,776 Sq.Ft.

$3,850,000

MLS#: MDAA2115858

Chesapeake Bay Cottage with Unmatched Views in Prestigious Bay Ridge. Welcome to Bay Ridge—Annapolis’ most coveted waterfront community—where charm, history, and lifestyle come together. This storybook cottage offers one of the best Chesapeake Bay views and frontages in the neighborhood, with a sandy beach just steps from your front door. Featuring 4 bedrooms and 2 bathrooms, this home exudes coastal charm and comfort. The main level includes two bedrooms, a dining room, a welcoming family room with beamed ceilings and a cozy fireplace, and a separate living room with its own fireplace—perfect for gatherings with family and friends while enjoying the warmth and character of this timeless home. Upstairs, you’ll find a spacious primary bedroom, an additional bedroom, a full bathroom, and a conveniently located laundry area. The home also includes a cellar with a third fireplace, providing excellent storage and additional potential. An expansive yard completes the setting, ideal for entertaining, gardening, or simply relaxing while soaking in the breathtaking water views. Life in Bay Ridge is truly one-of-a-kind. The community boasts world-class amenities including a bayfront pool, deep-water marina, clubhouse, sandy beaches, playgrounds, basketball and pickleball courts, and an active social calendar with year-round neighborhood events. All of this is located just minutes from downtown Annapolis, Eastport, the Naval Academy, and the area’s best dining, shopping, and entertainment. Whether you’re looking for a weekend retreat or a full-time waterfront lifestyle, this cottage offers an incredible opportunity to own a piece of paradise in one of the Chesapeake Bay’s most prestigious enclaves.
#MDAA2124844

ANNAPOLIS

88 RIVER DRIVE

4 Beds

2 Baths

2,799 Sq.Ft.

$3,750,000

MLS#: MDAA2124844

A rare opportunity at the Annapolis Town Center — two units combined into one stunning residence. This 4-bedroom, 3-bath luxury condo features expansive living spaces, two private balconies, and high-end custom finishes throughout. Enjoy the convenience of four garage parking spaces and two storage units, along with all the premier amenities of GrandView Condominiums.  

This one-of-a-kind residence showcases true custom design and craftsmanship throughout. All main living spaces and bedrooms feature Provenza hardwood flooring, while custom cabinetry and built-ins are designed by Woodworking by Design. The chef’s kitchen impresses with a dramatic Calacatta Lumanyx waterfall island, full-height backsplash, sparkling black perimeter counters, and seamless integration to a glass-front wine room.

Smart-home living is elevated with a full Lutron system (including motorized shades), Sonos sound, and security by Petitbon. Designer stone selections carry into every space, from brushed titanium hearths and fireplace walls to quartz vanities, thresholds, and mosaic details in bathrooms and wine room.

Sophisticated finishes, modern automation, and bespoke craftsmanship make this luxury condominium truly one of a kind.
#MDAA2124774

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 405 & 406

4 Beds

3 Baths

3,422 Sq.Ft.

$3,600,000

MLS#: MDAA2124774

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 home was completely re-built in 2009 (all that remains is the original garage floor) and has been meticulously maintained.  Upon your first steps inside, you'll be drawn to spectacular views of the Severn River as you walk through an open floor plan adorned with rich Brazilian hardwood flooring and abundant natural light. The main level offers a great room with a perfectly blended family room, dining area with a gas fireplace, a second sitting area, a gourmet kitchen and private deck. A separate hall leads you to 2 spacious bedrooms and full bath. The gourmet kitchen is a chef's dream, featuring upgraded countertops, stainless steel appliances, and a generous island perfect for entertaining. Dining and relaxing on your private deck overlooking the yard and beach is steps away from the kitchen. Privately located behind the kitchen the home gym with vaulted ceilings and water views can be converted to a home office, play area, an additional sitting room, and more.  The main level laundry room and hallway to the garage also lead you to a bonus work-room attached to the garage.  This room could easily become a creative space, painting studio, she-shed, or additional home office.   The beautiful floating staircase complements the great room and leads you to the upper level.  The primary suite is all about the view! Breathtaking Severn River and Chesapeake Bay- front views and a spa-like bathroom with a jetted tub and walk-in, steam shower. The primary suite would not be complete without a large dressing room with access to a separate home office / sitting room with water views, and private deck. The fourth bedroom with en suite is on the upper level, with a walk in closet and access to attic storage. The exterior is equally impressive, showcasing a yard and private beach on the Severn River. Relax on the balcony or deck, surrounded by lush landscaping and exterior lighting that enhances the ambiance. The property also includes an attached garage with attic storage above it and ample driveway space for convenience. A generator is included and a pier is an option for your buyer. With a prime bayside location, this home offers not just a residence but a lifestyle of luxury and tranquility. Experience the perfect blend of modern amenities and natural beauty, making every day feel like a vacation. Don't miss the opportunity to call this remarkable property your own!
#MDAA2126296

ANNAPOLIS

513 HORN POINT DRIVE

4 Beds

3 Baths

3,236 Sq.Ft.

$3,500,000

MLS#: MDAA2126296

Welcome to 812 Coachway, an exceptional all-brick estate at the point of the coveted community of The Downs on the Severn River. Offering 6 bedrooms, 7 bathrooms, and more than 7,500 square feet, this residence has been thoughtfully updated by the current owners to combine timeless architecture with modern luxury. From every level, enjoy stunning Severn River views and multiple outdoor venues including patios, decks, and balconies that capture the essence of waterfront living. 

Upon entering you'll be greeted by a two-story foyer with a classic staircase that opens to the office with custom built ins, a formal dining room, and a living room with fireplace and access to the sunroom. The gourmet kitchen features a modern induction cooktop with precision temperature control, stainless steel appliances, quartz counters, and a bay window breakfast area that flows seamlessly to the family room with fireplace and full bar, creating a perfect space for entertaining. 

The upper level primary suite includes a fireplace, a brand new spa inspired bathroom with a wet room and luxury finishes, and sliding doors to a recently revamped private deck with dramatic water views. 4 additional bedrooms, including 1 with its own private deck, 3 full baths, and a convenient laundry room complete the upper level.

The walkout lower level offers a recreation room with fireplace, wet bar, and sliding doors to the patio and pool area. This level also includes an exercise room or additional bedroom and a full bath, making it ideal for guests or extended family. Expansive new decks, refreshed landscaping, a private pool, and fenced yard enhance the home’s outdoor living experience, all set against the backdrop of panoramic Severn River views.

The Downs is one of Annapolis’ most prestigious waterfront communities, celebrated for its privacy and and proximity to downtown Annapolis. Amenities include, two marinas with deep-water slips providing easy access to the Severn River and Chesapeake Bay, a clubhouse ideal for gatherings, a swimming pool with lounge areas, and tennis and pickleball courts, and so much more!
#MDAA2121546

ANNAPOLIS

812 COACHWAY

6 Beds

5 Baths

8,349 Sq.Ft.

$3,499,999

MLS#: MDAA2121546

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 street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck.  Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport.  An unparalleled vantage point for sunrise coffee or sunset cocktails.  The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area.  The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek.  Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace.  Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!
#MDAA2109630

ANNAPOLIS

9 SHIPWRIGHT STREET

3 Beds

2 Baths

2,621 Sq.Ft.

$3,495,000

MLS#: MDAA2109630

Boating season is here — and so is your chance to live it in style. Welcome to 1576 Bay Head Road, an extraordinary custom-built estate on the peaceful Little Magothy River, offering over 6,700 sq. ft. of luxury living and direct access to the Chesapeake Bay in under five minutes. Whether it’s sunrise fishing, afternoon tubing, or sunset cruises, this is the ultimate address for anyone who loves life on the water. Built in 2017 and designed for today’s lifestyle, this home is as functional as it is beautiful. A 60-foot private pier with water and electric and two deep-water slips provides easy docking for large powerboats, center consoles, sailboats, or even a weekend cruiser, with plenty of room for jet skis and kayaks too. The property’s rare level lot — not located in a flood zone — offers easy, practical waterfront living, and the pier is just a few short steps from the back door, without the steep slopes or challenging walkways found at many waterfront homes. The protected location offers peace of mind while the quick access to the open Bay — with no bridges to navigate — means you can be out exploring, crabbing, or waterfront dining within minutes of leaving your dock. Expansive decks — one covered and one with a retractable awning — create seamless indoor-outdoor living, perfect for summer crab feasts, waterfront cocktails, or morning coffee with panoramic river views. Inside, soaring ceilings, walls of glass, and open living spaces showcase endless water vistas. The chef’s kitchen features a six-burner gas stove, oversized island, and top-tier appliances, while the dramatic two-story family room is perfect for hosting gatherings large or small. The main-level primary suite is a serene retreat with spa-like bath and breathtaking views, and the upstairs bedrooms offer generous space and comfort for family and guests. The fully finished lower level is built for entertaining with a theater room, wet bar, gym, office, and flexible recreation space. Dual staircases, two fireplaces, hardwood and luxury vinyl plank floors, and energy-efficient windows round out the features of this exceptional property. All of this sits on a private one-acre waterfront lot just minutes from Annapolis and major commuter routes — delivering the rare blend of peace, privacy, and convenience. This is more than a home — it’s a lifestyle. With unbeatable water access, unmatched amenities, and a premier location, 1576 Bay Head Road is the opportunity you’ve been waiting for. Don’t miss your season on the Chesapeake — schedule your private tour today.
#MDAA2109848

ANNAPOLIS

1576 BAY HEAD ROAD

6 Beds

5 Baths

7,236 Sq.Ft.

$3,475,000

MLS#: MDAA2109848

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package.  Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.
#MDAA2124834

ANNAPOLIS

48A E LAKE DRIVE

4 Beds

3 Baths

4,150 Sq.Ft.

$3,395,000

MLS#: MDAA2124834

1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings.  A commanding 180’ pier with three boat slips, 50-amp power, and 11’ MLW welcomes yachts and sport boats alike—Hinckley, Viking, Boston Whaler, Pursuit, or Chris-Craft—this property can handle them all. Reinforced pilings are ready for lifts, making this a boater’s dream with full riparian rights. From here, you’ll be on the Severn and Chesapeake Bay in minutes.  Inside, walls of glass frame sweeping water views from nearly every room. Across three levels, the transitional design blends clean lines with warmth: hardwood floors, designer lighting, and soaring ceilings. The chef’s kitchen is fully outfitted with commercial-grade appliances, granite counters, and gas cooking, flowing into multiple living and dining areas anchored by a dramatic two-sided stone fireplace.  The primary suite is a true retreat—private sitting room and fireplace, a spa bath with skylight, soaking tub, glass shower, and custom walk-in closet. Additional ensuite and Jack-and-Jill bedrooms provide comfort and privacy for family or guests. The walkout lower level is built for entertaining with a rec room, wet bar, wine storage, gym, fifth bedroom, full bath, and a glass-wrapped sunroom ready for a hot tub retreat.  Outdoor living is extraordinary: multi-level decks, panoramic views, and serene waters that stretch toward the Severn and Bay. A brand-new septic system and advanced water treatment with reverse osmosis and UV protection offer peace of mind.  Set in the prestigious Downs on the Severn, residents enjoy two marinas, clubhouse, pool, tennis and pickleball, and a close-in location to Annapolis, D.C., and Baltimore.  Waterfront estates of this caliber almost never hit the market. 1486 Downham Market is ready now—bring your yacht, bring your lifestyle, and claim your place on the Severn.
#MDAA2119714

ANNAPOLIS

1486 DOWNHAM MARKET

5 Beds

4 Baths

5,260 Sq.Ft.

$3,250,000

MLS#: MDAA2119714

Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity.

Set along a desirable stretch near the Severn River with direct views of the U.S. Naval Academy, this distinctive home offers 5,522 finished square feet across three levels, blending timeless character with thoughtful 2015 updates and expansion.

The main floor of the original home features beautiful hardwood floors, a wood-burning fireplace, a bedroom and full bath, a cozy kitchen, and warm gathering spaces that open to a sunroom and screened porch. The 2015 addition introduced a spacious four-car garage, providing exceptional storage and convenience.

Upstairs, the original portion of the home offers three bedrooms and a full bath, including a primary suite with a private balcony. The 2015 addition extends the second level with a bright loft and additional bedroom, ideal for a guest suite, home office, or creative space. A rough-in for another bathroom lies beneath the subfloor in the area connecting the original and new sections.

Downstairs, the original basement features a laundry area, a rough-in for a utility sink, and a wood-burning fireplace. The newer section is a workshop dream, with soaring ceilings and its own exit to the backyard.

Additional features include two Trane HVAC systems and a built-in speaker system. Outside, a built-in BBQ and private dock set the stage for effortless waterfront living—perfect for boating, fishing, or simply soaking in the serenity of life by the Severn with sweeping views of the Naval Academy.

With abundant space, a flexible layout, and private water access, 1979 Baltimore Annapolis Blvd is ready to become the next owner’s dream waterfront retreat.
#MDAA2128142

ANNAPOLIS

1979 BALTIMORE ANNAPOLIS BOULEVARD

5 Beds

2 Baths

6,794 Sq.Ft.

$3,200,000

MLS#: MDAA2128142

Welcome to 3307 Harness Creek Road-- a Nantucket style, coastal home with spectacular water views, a private backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.
Inside, you’re greeted by the natural warmth pouring in from the numerous floor-to-ceiling windows on the main level. The foyer starts a seamless transition to the living room on one side and the kitchen on the other. A central island draped by granite countertops centers the kitchen. Casual and formal dining options make the home great for entertaining. Adjacent to the kitchen is a walk-in pantry with quartz counters, sink and additional storage. The washer and dryer are also conveniently located here. 
A cozy sitting area surrounded by bay windows shifts into the main living area. This space features many special details: a wood-burning fireplace, a window seat, and immediate access to the waterside ipe decks. Gorgeous hardwood floors are throughout the house. Closets and a powder room complete the main floor layout.
As you approach the staircase to go upstairs, you’ll notice the beautiful ribbon striped Sapele treads and one-of-a-kind detailing in the railing construction that add another creative touch to this special home. The two-story sitting area brings the natural light into the stairwell. The primary suite includes a spacious bedroom with fabulous Harness Creek and Quiet Waters Park views. The ensuite bathroom has a double-bowl vanity, soaking tub, and oversized shower with glass tile accent. There are two additional water view bedrooms upstairs and an updated hall bath. 
On a coveted street close to downtown and providing easy access to Routes 97 and 50, a short walk to the local winery, or a paddle to hiking trails in Quiet Waters Park, this home’s prime location and modern interior make it the perfect combination of boater’s heaven and entertainer’s dream. 
One of the best features of this property is the privacy in the lush, waterside yard. Adjacent to the main level living room, there is a spacious ipe wood deck with standing seam metal roof. Relax here and watch the paddlers on Harness Creek and the parade of boats and wildlife. With beautiful landscaping and hardscape, the sumptuous yard adds to the serenity of the waterfront scenery. The two private piers complete with water and electric offer tons of options for the serious boater. One pier is 46 ft and includes a 20,000 lb boat lift, 30/50 amp. electric, fresh water supply and has 5+ ft water depth. The second pier, with fresh water supply, is 76 ft long and can accommodate a sizable sailboat; here, the water is 8 ft at mean low tide. The outdoor spaces and interior detailing work in tandem to create a polished encapsulation of coastal living in Annapolis.
Major system updates include: new two zone high-efficiency 21 SEER Bosch HVAC systems (2024, 2023), treated water for irrigation, sprayed foam insulation in crawl space, new refrigerator, Dacor dual fuel range with propane cooktop, exterior landscape lighting, alarm system, freshly painted interior, new window treatments, and a new roof in 2022.
#MDAA2120606

ANNAPOLIS

3307 HARNESS CREEK ROAD

3 Beds

2 Baths

2,236 Sq.Ft.

$3,195,000

MLS#: MDAA2120606

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