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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
357
# of Listings
3
Avg # of Bedrooms
$480
Avg. $ / Sq.Ft.
$1,092,577
Med. List Price

Browse Annapolis Real Estate Listings

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357 Properties Found. Page 5 of 24.

Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master. Slip fees are additional—about $800 for large and $550 for small slips.
#MDAA2109762

ANNAPOLIS

703 GLENDON AVENUE

4 Beds

2 Baths

2,654 Sq.Ft.

$1,500,000

MLS#: MDAA2109762

OPEN, SATURDAY, MAY 31th...12:00-2:00 A rare gem in a peaceful oasis in the heart of Eastport. This classic 1930's home is set in among an enclave of seven homes that are nestled along the shores of Spa Creek. A charming gravel drive winds through the cluster of homes that access a private path down to the new marina, built in April 2025. The lush front yard and mature trees lead to the classic front porch that offers the ideal place to greet your neighbors or relax in the shade. The traditional wood floors flow throughout first and second floors. Formal dining is perfect for dinners with family or friends. The island kitchen offers casual entertaining space, tons of cabinets and access to the back deck and private yard. A direct path to the two-car garage will make it easy to bring in groceries right into the kitchen! The living room has loads of light and a fireplace for the chilly nights. The landing with bookcase leads to wide steps to the second floor. The primary suite is large with two sinks and a glass walk-in shower. The guest bedroom offers additional closet space and has its own full bath. The laundry is located on the second floor. Stair leads to an attic that could be expanded for more sleeping areas. All the charm of Eastport access with restaurants and shops within walking distance. A private marina with new docks and finger piers for your sail or power boat, kayak or paddle board...summer fun awaits! This peaceful private neighborhood offers a rare opportunity for the ideal Annapolis lifestyle...
#MDAA2114754

ANNAPOLIS

97 QUARTER LANDING RD ROAD

2 Beds

2 Baths

1,920 Sq.Ft.

$1,500,000

MLS#: MDAA2114754

Step into timeless charm and refined living in the heart of Eastport. This beautifully maintained 3-bedroom, 2-bathroom Craftsman-style home offers over 3,400 square feet of versatile living space and an unbeatable location just three blocks from the water. Originally built in 1925 and thoughtfully updated, this residence effortlessly blends classic architectural detail with modern luxury. Inside, you'll find gleaming hardwood floors, 9-foot ceilings, and natural light pouring through large windows. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, a commercial-grade stove, and generous prep space—perfect for entertaining or crafting everyday meals. Both full bathrooms have been stylishly updated, reflecting a blend of historic charm and contemporary design. The converted garage offers a flexible space ideal for a gym, studio, or home office—adaptable to fit your lifestyle needs. Outside, enjoy a landscaped, fenced yard and a welcoming front porch that invites quiet mornings and evening gatherings. Located in one of Annapolis’s most sought-after waterfront communities, this Eastport gem is just moments from marinas, local restaurants, and community beach access. Whether you’re kayaking on Spa Creek or walking to downtown Annapolis, the Eastport lifestyle is unmatched. This home is perfect as a primary residence for those who value walkability, character, and coastal living. Don’t miss the opportunity to own a slice of historic Eastport with all the conveniences of modern luxury.
#MDAA2109252

ANNAPOLIS

313 CHESAPEAKE AVENUE

3 Beds

2 Baths

2,576 Sq.Ft.

$1,500,000

MLS#: MDAA2109252

Discover amazing coastal charm in this stunning craftsman-style residence nestled in the heart of Eastport. Situated just a few houses from the waters of Back Creek, this exceptional property offers over 4,200 finished square feet of meticulously designed living space, blending sophisticated style with the relaxed ease of Annapolis living. You'll be immediately captivated by the luxury designer finishes found around every corner of this remarkable home. The main level offers a traditional yet open floor plan, seamlessly connecting the chef-inspired kitchen to the great room where the fireplace offers a warm ambiance and elegant tray ceilings add architectural interest and height. The formal dining and sitting rooms are perfect for entertaining both great parties or more intimate gatherings. Culinary enthusiasts will delight in the gourmet kitchen, featuring breathtaking quartzite countertops, sleek white cabinetry, and top-of-the-line stainless steel appliances. The home offers four generously sized bedrooms and three and a half bathrooms. The primary suite is a true sanctuary with a spa like bathroom complete with luxurious fixtures and finishes and generously sized walk in closet. A bedroom level walk in laundry room offers function and convenience. Ideal for multi-generational living or accommodating guests, the lower level features a thoughtfully designed in-law or au pair suite with a separate entrance for ultimate privacy, offering a kitchenette, living room, full bathroom and spacious bedroom plus separate laundry. The detached two-car garage provides coveted off-street parking and offers an abundance of storage space above. Embrace the quintessential Eastport lifestyle with effortless access to vibrant restaurants, shops and plentiful festivals all just a leisurely stroll away. Eastport's water privileged Parkwood neighborhood offers residents a marina with slips, ramp, kayak storage racks and a picnic area all overlooking Back Creek, just a few houses away! Schedule your private tour today!
#MDAA2112510

ANNAPOLIS

718 SPRINGDALE AVENUE

4 Beds

3 Baths

3,954 Sq.Ft.

$1,495,000

MLS#: MDAA2112510

New on site 2 days ago
OPEN SAT 1-3PM Stunning 4 BR | 3 full BA Colonial on a Rare Double Lot in the Water Privileged Parkwood Community of Eastport! This home was completely rebuilt in 2013 blending timeless charm with modern luxury and thoughtfully renovated from top to bottom—including new roof, mechanical systems and multiple Trex decks, it features a striking granite Kitchen and Great Room area, perfect for entertaining. Enjoy top-tier finishes throughout, including solid hardwood doors, cabinetry, plantation shutters, surround sound and custom millwork in every room. The expansive Primary Suite offers a sitting area, spa-like bath and generous walk-in closets and there are 3 other large BR on upper level . The finished lower level Rec Room offers a workroom, plenty of storage and includes a ping pong table that conveys. Situated on a double lot of over 15,000 sq ft, there’s ample space for a pool, gardens, a play yard, or possible new build. Currently the open lot features lush landscaping with herb, strawberry and vegetable gardens. This separate deeded lot was appraised in 2023 for $500K. The oversized detached two-car garage offers potential for expansion or an ADU (Accessory Dwelling Unit). Located just steps from a private HOA-maintained waterfront park on Back Creek—and an easy stroll, bike or boat ride to all the shops, dining, and charm of downtown Annapolis. Perfect home in a perfect location!
#MDAA2115472

ANNAPOLIS

816 PARKWOOD AVENUE

4 Beds

3 Baths

3,920 Sq.Ft.

$1,495,000

MLS#: MDAA2115472

AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. The main level showcases 9-foot ceilings and LVP hardwood floors throughout, complemented by a gourmet kitchen with stainless steel appliances, 42-inch maple cabinets, and granite countertops. A spacious great room centers around an inviting gas fireplace, while the main level also includes a formal dining room, living room, 6th bedroom/den/office option, full bathroom, and conveniently located laundry room near the garage entrance. The upper level is thoughtfully designed with 5 bedrooms and 3 full bathrooms. The expansive primary suite features a bonus room perfect for an office, gym, or reading room, along with a luxurious bathroom showcasing a quartz double bowl vanity, ceramic tile throughout, soaking tub and a large glass shower. A secondary suite bedroom and bath are located down the hall, with three additional bedrooms and a full bathroom completing this level. Two of these bedrooms offer spectacular water views of Lake Heron and the Chesapeake Bay. For future expansion, the home includes a 1,717 sq ft unfinished basement with 8-foot walls ready for customization. The builder is offering $5,000 in settlement assistance when using preferred title company (Newlyn Title Assurance Co., Inc.) and Lender (Redwood Mortgage Services). This exceptional home is constructed by an established Maryland builder Lacrosse Homes with over 30 years of experience in delivering quality homes. There is potential for a rear deck but the buyer will need to discuss this option with the builder for size, design , timeline and cost. Annapolis Roads is located on the Annapolis Peninsula bordering the Chesapeake Bay in Maryland. In 1926, the original community was planned in the tradition of Frederick Law Olmsted – the Father of Landscape Architecture – who pioneered the use of green and open space in community design and whose numerous high-profile projects include the US Capitol and New York’s Central Park. Nestled between Lake Ogelton and the Chesapeake Bay, the community of Annapolis Roads features winding roads with wooded lots and an abundance of protected green space and water. Amenities include a community children’s playground next to a grassy overlook with a spectacular view of the Chesapeake Bay and the Bay Bridge; a community beach; and a easily accessible boat ramp The Annapolis Roads Property Owners Association “ARPOA” is dedicated to preserving this original community vision. ARPOA’s mission is to promote a sense of community and to enhance the community’s livability, safety, and welfare, and to preserve the interests of its owners. Annapolis Roads is a Special Community Benefit District (SCBD), not a homeowners’ association. This means that homeowners in the community pay an additional tax, administered by the County, that provides the funds needed to maintain community-owned properties, clear snow on non-county roads, control pests and provide security. This is different than a homeowner’s association (HOA) in that SCBD funds are collected through property owners’ annual taxes. The current SCBD charge on 2644 Claibourne Rd is $490.90 per the 2025 Real Estate Tax Bill.
#MDAA2051918

ANNAPOLIS

2644 CLAIBOURNE ROAD

6 Beds

4 Baths

3,702 Sq.Ft.

$1,484,000

MLS#: MDAA2051918

Just Reduced! First time on the market in 40 years! This is a rare and special opportunity to own a detached home with both a garage and driveway in The Historic District of Downtown Annapolis. This elegant home seamlessly blends gorgeous original details with modern updates on three finished levels. Wrought iron fence frames the home which is ideally set back on the lot and leads to the inviting and spacious front porch. Entrance hall with its original staircase opens to the living room with built in shelves surrounding the gas fireplace. The large living and dining rooms have oversized windows flooding the home with natural light and pocket doors which can separate the large open spaces. The sunny kitchen and attached family rooms have been updated with a bar area, cherry cabinets, powder room and exotic granite making it the ideal place to gather around the gas fireplace. Step into the sunroom from the kitchen for dining or lounging and admire the landscaped backyard that big enough to host a nice-sized party. 2nd and 3rd floors have spacious bedrooms and include an en-suite primary. All of this just a few short blocks to Main Street and a picturesque waterfront park where you can sit and read a book, hop on the water taxi or drop your kayak in Spa Creek. The perfect home for your perfect Annapolis life!
#MDAA2111466

ANNAPOLIS

138 CHARLES STREET

4 Beds

2 Baths

3,100 Sq.Ft.

$1,475,000

MLS#: MDAA2111466

Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will immediately notice that all 3 units are a perfect blend of nicely updated without losing an ounce of the original charm we all love about Annapolis. You will also see the amazing space in all the units and rooms - the floor plans are perfectly executed, and the space and function are on point! Unit 1 has direct access to the outdoor rear patio. Unit 2 is a 2 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. The 2 bedrooms are wonderfully separated from the family room and kitchen, and both are primary-sized bedrooms, but the true primary is an extra special retreat with its own sitting area. Unit 2 also has direct access to the rear outdoor patio. Unit 3 is a 1 bedroom, 1 bathroom unit with a family room, dining area, and a full kitchen (no dishwasher). The unique feature that you will notice about Unit 3 is that it, too, has tall ceilings, unlike the upper levels of many downtown Annapolis homes. So many different investment options, live in one, rent the others, rent them all, wonderful short-term rental opportunity. Full 2 year rental history available in the document sections. Showings are by appointment only and limited due to high occupancy rate of the units, reach out early to arrange a time to see this rarely available Annapolis gem!! Don't hesitate, it won't last long at this new, aggressive price!!
#MDAA2112630

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

3 Baths

2,649 Sq.Ft.

$1,475,000

MLS#: MDAA2112630

Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will immediately notice that all 3 units are a perfect blend of nicely updated without losing an ounce of the original charm we all love about Annapolis. You will also see the amazing space in all the units and rooms - the floor plans are perfectly executed, and the space and function are on point! Unit 1 has direct access to the outdoor rear patio. Unit 2 is a 2 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. The 2 bedrooms are wonderfully separated from the family room and kitchen, and both are primary-sized bedrooms, but the true primary is an extra special retreat with its own sitting area. Unit 2 also has direct access to the rear outdoor patio. Unit 3 is a 1 bedroom, 1 bathroom unit with a family room, dining area, and a full kitchen (no dishwasher). The unique feature that you will notice about Unit 3 is that it, too, has tall ceilings, unlike the upper levels of many downtown Annapolis homes. So many different investment options, live in one, rent the others, rent them all, wonderful short-term rental opportunity. Full 2 year rental history available in the document sections. Showings are by appointment only and limited due to high occupancy rate of the units, reach out early to arrange a time to see this rarely available Annapolis gem!! Don't hesitate, it won't last long at this new, aggressive price!!
#MDAA2112408

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

None Baths

2,649 Sq.Ft.

$1,475,000

MLS#: MDAA2112408

NEW CONSTRUCTION - MOVE IN READY!!!!!! Luxury Living in the Heart of Annapolis Welcome to 9 Rusty Red Drive—a brand-new, meticulously crafted residence nestled in the sought-after Homewood neighborhood. This 5,000+ square foot masterpiece seamlessly blends upscale finishes with thoughtful design, offering an unparalleled living experience just moments from downtown Annapolis. Key Features: • Gourmet Kitchen: Featuring quartz countertops, a massive island, 42-inch white cabinetry, and chef-grade KitchenAid stainless steel appliances, this kitchen is a culinary enthusiast’s dream. • Elegant Living Spaces: The expansive family room, anchored by a cozy gas fireplace, is perfect for creating cherished memories. A formal dining room provides ample space for entertaining, while a private first-floor office/den offers a quiet retreat for work or relaxation. • Luxurious Primary Suite: Upstairs, the primary suite boasts a spa-like bath with dual vanities and a spacious walk-in shower with multiple showerheads. An exquisite walk-in closet adds to the suite’s allure. • Finished Basement: The lower level includes a large wet bar with a wine fridge, a generous family room, and a fifth bedroom with its own full bath—ideal for guests, in-laws, or an au pair suite. • Modern Amenities: Equipped with cutting-edge smart home features, LP Smart siding with a 50-year warranty, and energy-efficient appliances, this home ensures comfort and peace of mind. Prime Location: Situated in a friendly, quiet neighborhood, this home offers unparalleled convenience: • Walk to Navy-Marine Corps Memorial Stadium for lacrosse and football games. • Stroll to local favorites like Paul’s Homewood Café and the new Sea Salt restaurant. • Explore downtown Annapolis, with its array of shops, restaurants, and waterfront attractions, just minutes away. Don’t Miss This Opportunity A detailed floor plan and a comprehensive list of unique standard features are available in the documents. Don’t miss the opportunity to own this magnificent home in one of Annapolis' most desirable neighborhoods. Prepare to be amazed by the exceptional workmanship and thoughtful design of this property. Put 210 S. Southwood in Maps for directions
#MDAA2106136

ANNAPOLIS

9 RUSTY RED DRIVE

5 Beds

4 Baths

5,062 Sq.Ft.

$1,389,000

MLS#: MDAA2106136

Ready to build your dream home? Buyer Fell through. Priced to sell fast! This project is mostly demo'ed and ready for you to take over and make it your own. You can run with our plans as rended in the pictures or make your own. ****NO Walking on the property without an appointment. Showings by appointment with hold harmless signed as the property is gutted*** Current structure is a pretty much a shell. What makes this an amazing opportunity is what is existing. For an example the concrete structure on the main part of the house that could easily be reused to build an awesome modern home. The left side of the home has a large pool inside that if you were to build large glass doors could overlook / open up to the rear water views. There is an existing boat house which you would not be able to make today. There is a ton of impervious surface area and parking for all your needs. The double lot that we had to have joined. The plans we drafted up are over 10,000 sq feet including a 2 wide 2 deep garage, large kitchen with walk in cold room, lots of glass and openness, elevator, and more. This home would be the perfect weekend get away to entertain. Note: the sale is for the project AS-IS and not a new finished home. We will include our plans if you like for free and happy to show you what we envisioned. ** bedroom / bath count etc are based off plans and not existing. **Listing Agent is co-owner.
#MDAA2042774

ANNAPOLIS

1254 WASHINGTON DRIVE

6 Beds

8 Baths

11,350 Sq.Ft.

$1,350,000

MLS#: MDAA2042774

Discover the perfect blend of comfort and convenience in this rare 3-bedroom, 2.5-bath condo located in the desirable Park Place community. With three deeded parking spaces, you’ll never have to worry about parking in this vibrant area. Step inside to find a spacious and inviting layout, featuring upgraded appliances that make both everyday living and entertaining a breeze. The open-concept living area flows seamlessly into a modern kitchen, perfect for culinary enthusiasts. Enjoy the ease of maintenance and stylish design throughout, with ample storage and natural light enhancing every room. The primary suite offers a private retreat, complete with an en-suite bathroom for added luxury. Two additional bedrooms provide flexibility for guests, a home office, or family. Take advantage of the community amenities, including beautifully landscaped grounds and convenient access to local shops, dining, and parks. pool, party room, dog park, outdoor patio in the back of the building with grills. Front desk is staffed 24/7 for your convenience. A vibrant community that is perfectly located in town. Experience the charm of Park Place living!
#MDAA2097498

ANNAPOLIS

5 PARK PLACE 428

3 Beds

2 Baths

1,822 Sq.Ft.

$1,350,000

MLS#: MDAA2097498

Elegant. Stunning. Every detail catches your eye in this designer three-bedroom, unique two-story penthouse unit. This unit was one of two penthouses built by the original developer. The warm, wide plank hickory floors flow throughout as you are drawn to the water views in a haute couture living room. Sitting areas accommodate quiet evenings with wine or an afternoon with a book as you look westward across Spa Creek. The formal dining is perfect for entertaining, while the gourmet kitchen is a cook's dream. Cabinets and quartzite countertops were carefully selected by an interior designer. The layout works for a Parade of Lights party or a quiet breakfast. The outdoor deck offers plenty of space for catching up with a few friends or a quiet evening enjoying the sound of water lapping on the bulkhead. Imagine this! Beautiful wide steps to a second floor with three bedrooms, two full baths and a "laundry closet" along with a second deck overlooking the active creek. This is perfection. The friendly Shearwater community offers an outdoor pool, docks, kayak racks and two tennis/ pickleball courts. There is a sizeable marina with boatslips for residents to rent with running water and electricity. The seasonal water taxi stops here and can putter down the creek to town or drop you at a favorite restaurant. Annapolis waterfront living is at your beck and call! Walking distance from Shearwater to downtown Annapolis (a little over a mile to Spa Creek Bridge, Naval Academy, restaurants and all over Eastport. Southwest exposure to capture the incredible sunsets.
#MDAA2112944

ANNAPOLIS

3 SPA CREEK LANDING A2

3 Beds

2 Baths

2,004 Sq.Ft.

$1,350,000

MLS#: MDAA2112944

Embrace the opportunity to create your dream waterfront retreat on this expansive 10,072 sq ft (0.24-acre) property, strategically located on the tranquil shores of Chesapeake Ave in the coveted Venice Beach area. This combined offering includes Lots 3 & 4 Block C (Tax #020288602739800), providing a unique canvas for your architectural vision. Whether you choose to renovate the existing structure or start fresh with a custom build, you'll enjoy breathtaking and expansive water views, perfect for soaking up the serene coastal ambiance. This property is a paradise for water enthusiasts, featuring direct access to boating, fishing, and crabbing from your own private pier. Sold strictly "AS-IS," this property offers an unparalleled chance to invest in prime real estate in a prestigious area, with endless potential to craft a personalized sanctuary tailored to your lifestyle. Bullets- *Single-family waterfront home with outstanding views *Prime waterfront location on Chesapeake Ave in Venice Beach *Combined lots offer 10,072 sq ft (0.24-acre) of potential *Ideal for new construction or renovation with expansive water views *Private pier for boating, fishing, and crabbing *Sold "AS-IS" for maximum flexibility in development plans Explore the boundless possibilities of this prime waterfront property and create a legacy home that will be cherished for generations. SEE SELLER'S Renderings / Drawing for a potential buildout
#MDAA2114466

ANNAPOLIS

1407 CHESAPEAKE AVENUE

3 Beds

1 Baths

964 Sq.Ft.

$1,350,000

MLS#: MDAA2114466

Weekend Escape, Airbnb Gem, or Investment Opportunity in Bay Ridge! Discover the perfect blend of coastal elegance and craftsman charm in this one-of-a-kind 3-bedroom, 3.5-bath retreat—offered for the very first time. With over 3,500 sq ft of light-filled living space, this home is tucked away in one of Annapolis’s most coveted waterfront communities: Bay Ridge. Whether you’re searching for a relaxing weekend escape, a high-potential Airbnb, or a long-term investment, this property offers unmatched flexibility and appeal. Step inside to find gleaming hardwood floors, a chef’s kitchen, and sun-drenched spaces that flow effortlessly onto a balcony ideal for alfresco dining and sunset crab feasts. Each of the three oversized bedrooms boasts private outdoor seating or decks—making every stay feel like a serene getaway. The spacious lower level includes a private suite with bedroom, full bath, sitting area, and kitchenette—ideal for multigenerational living, a dedicated guest space, or a turnkey short-term rental setup. Nestled in the heart of Bay Ridge—where the Chesapeake Bay hugs miles of shoreline—you’ll find a vibrant community rich in history, charm, and year-round appeal. From quaint 19th-century cottages to elegant new builds, Bay Ridge is known for its architectural variety, lush landscapes, and true sense of community. This is more than a home—it’s your chance to own a piece of Annapolis living, whether for weekends, income, or generations to come.
#MDAA2110482

ANNAPOLIS

61 E LAKE DRIVE

3 Beds

3 Baths

3,583 Sq.Ft.

$1,350,000

MLS#: MDAA2110482

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