One of the most popular communities provided by {{page_data.agentName}}

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
266
# of Listings
3
Avg # of Bedrooms
$529
Avg. $ / Sq.Ft.
$1,357,478
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

266 Properties Found. Page 10 of 18.

Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a patio. Walking distance to tons of restaurants, bars, banks, stores etc. Home is one block off Main Street. Easy access to Route 50, I-97 and Route 2. A must see to believe. Set up a showing and bring us an offer.
#MDAA2146252

ANNAPOLIS

32 CORNHILL STREET

2 Beds

1 Baths

1,064 Sq.Ft.

$774,900

MLS#: MDAA2146252

PROFESSIONAL PHOTOS COMING FRIDAY! OPEN SATURDAY 6/27 AND SUNDAY 6/28 11-1! Nestled in the sought-after water-privileged community of Lindamoor, this beautifully updated home blends timeless character with modern comfort. Original hardwood floors complement a renovated kitchen featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a raised breakfast bar with decorative glass accents. The private, tree-lined setting creates a serene backdrop for the screened porch and composite deck, perfect for relaxing or entertaining. The spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and a luxurious bath with a Kohler air-jet tub, double vanity, separate shower, and cathedral ceiling. The lower level features durable flooring throughout the family room and fourth bedroom or office, complete with a wall of custom built-ins and convenient access to a full bath with jetted tub. A raised-hearth gas fireplace anchors the family room, which opens to a covered paver patio overlooking the backyard and wooded buffer. Additional highlights include a 3-4 car paver parking pad, abundant indoor storage, and a dedicated outdoor storage room with workbench. Voluntary Lindamoor Improvement Association membership ($150/year) provides access to community paths leading to Cove of Cork and the Severn River, a community pier, sandy beach and a mooring area.
#MDAA2148920

ANNAPOLIS

59 SLEEPY HOLLOW ROAD

4 Beds

3 Baths

2,152 Sq.Ft.

$750,000

MLS#: MDAA2148920

New on site 3 days ago
You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re ready to embrace that coveted, walkable, waterfront lifestyle. This enchanting, fully reimagined cottage offers it in abundance. Storybook curb appeal? Effortlessly. A seamless blend of timeless character and refined modern luxury? Absolutely. A short stroll to coffee, cocktails, and the beloved Eastport-A-Rockin’ Festival? Naturally. There is a reason the white picket fence endures as a symbol of the American dream. There is an undeniable allure to a home that feels as though it has been lifted from the pages of a classic novel. Set within Eastport’s sought-after Maritime District and enhanced by an owner’s discerning eye for elevated, thoughtfully curated finishes, this residence is as captivating as it is distinctive. Inside, graceful curved archways, authentic hardwood floors, and sophisticated lighting create an atmosphere of understated elegance. Custom tilework, a beautifully appointed kitchen with travertine flooring, and bathrooms adorned with refined marble surfaces reflect a commitment to quality and design. Coastal charm and contemporary sensibility are artfully balanced, resulting in a home that feels both timeless and impeccably current. Mornings unfold with quiet indulgence: a leisurely walk to Bakers & Co. for a chocolate almond croissant, followed by a scenic stroll to Oscar’s Coffee at Horn Point Marina. There, you linger over an iced coconut milk latte, exchanging greetings with neighbors before continuing on to Horn Point Park, where the shoreline invites both relaxation and play. Eastport’s celebrated dining scene may beckon, but today is reserved for hosting. Friends arrive via water taxi from the Historic District, and your home becomes the gathering place. With three bedrooms, two full baths, and a heated and air-conditioned sunroom that effortlessly transforms into a charming sleeping porch, every guest is welcomed in comfort. As evening settles in, conversation flows easily—perhaps around the fire pit beneath the stars, or within the enclosed rear sunroom, where sliding doors open wide to invite in music, laughter, and the gentle Chesapeake breeze. The following morning begins with a simple pleasure: a walk across the street to Diehl’s Produce for fresh, seasonal ingredients. Brunch is served in the formal dining room, where everyone gathers once more before heading to the marina for an afternoon sail. This is the essence of Eastport living—refined, relaxed, and richly rewarding. All that remains is your story.
#MDAA2150422

ANNAPOLIS

1100 BAY RIDGE AVENUE

3 Beds

2 Baths

1,720 Sq.Ft.

$750,000

MLS#: MDAA2150422

Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, where elegance, tranquility, and breathtaking views converge. Boasting a rare, unobstructed southern exposure, this exceptional residence captures panoramic vistas stretching more than 20 miles into Southern Maryland. Whether enjoyed from the comfort of the living spaces or from the private balcony, the ever-changing landscape provides a spectacular backdrop from sunrise to sunset. Meticulously maintained and thoughtfully enhanced, this two-bedroom, two-bathroom ensuite residence with a den showcases an impressive collection of recent upgrades, including a new hot water heater (2025), custom draperies in the primary suite (2025), and a complete KitchenAid appliance package—refrigerator, oven, dishwasher, and microwave (2026). Rich Swedish walnut hardwood flooring was installed throughout the living room, dining room, and den (2026), complemented by fresh paint in the dining room and den, new wall-to-wall carpeting in the primary bedroom, and coordinating luxury area rugs that beautifully unify the living and dining spaces (all completed in 2026). Beyond these recent improvements, this residence stands apart from every other Everest model in the building. Custom draperies throughout, California Closets in every closet, and bespoke built-in cabinetry in the den reflect a level of craftsmanship and attention to detail rarely found. Every enhancement was selected with intention and care, creating a home that is both sophisticated and deeply inviting. Residence 1014 offers a rare opportunity to experience elevated condominium living at its finest—where privacy, luxury, and spectacular views come together in perfect harmony. Beyond your front door, the very best of Annapolis Town Center is just steps away. Whole Foods for groceries, Target for everyday essentials, CVS for prescriptions, and Bin 201 Wine & Spirits for a carefully selected bottle are all within a leisurely stroll from GrandView’s secure entrance. Whether enjoying a relaxed breakfast, a business lunch, happy hour with friends, or a celebratory dinner, an exceptional variety of restaurants and gathering places await without ever needing to start the car. Life at GrandView is not only beautiful—it is effortlessly convenient. Ideally located just minutes from historic downtown Annapolis and centrally positioned between Washington, D.C., Baltimore, and the beaches of Maryland’s Eastern Shore, this is luxury living with unmatched accessibility.
#MDAA2147408

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1014

2 Beds

2 Baths

1,672 Sq.Ft.

$750,000

MLS#: MDAA2147408

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2137262

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 102

3 Beds

2 Baths

1,853 Sq.Ft.

$742,425

MLS#: MDAA2137262

Open House Sunday, June 7th 2:30PM - 4PM. Modern and “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4 Levels) has been meticulously improved by the current owners, featuring hardwood flooring on every level (excluding bedrooms) for a seamless and elevated look throughout. Freshly repainted from top to bottom, the interior feels bright, clean, and completely move-in ready. Designer wallpaper accents on three of the four levels add a custom, upscale touch that sets this home apart, with each space carefully curated to blend comfort and contemporary style. Ideally situated near Quiet Waters Park, enjoy easy access to scenic walking trails, dog parks, and outdoor recreation, all while being just minutes from the best of Annapolis living. With its like-new condition, stylish upgrades, and unbeatable location, this home is a standout opportunity you won’t want to miss.
#MDAA2141836

ANNAPOLIS

118 TREBLIS WAY

3 Beds

3 Baths

2,348 Sq.Ft.

$739,000

MLS#: MDAA2141836

New on site 4 days ago
* This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true gem. Let's look at its features: Main Level Flooring: Newly installed laminated wood flooring throughout. Kitchen-Elegant gold-and-white granite countertops. A cozy matching table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood, new 4-burner stove. Interior Upgrades The entire home has been freshly painted and re-carpeted, giving it a modern feel. Renovated Florida room has new flooring with sliding glass doors, offering natural light, with a separate heating & air conditioning system...looking out to wooded greenery- perfect for relaxation. The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light with plenty of room. The 3rd quest room is located on the third level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room... This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.
#MDAA2149918

ANNAPOLIS

708 SYDNEY TERRACE

3 Beds

3 Baths

2,836 Sq.Ft.

$738,000

MLS#: MDAA2149918

Now priced at $729,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community. Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout. The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities. Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation. Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space. Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package. Schedule your private tour today!
#MDAA2141622

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 915

2 Beds

2 Baths

1,616 Sq.Ft.

$729,900

MLS#: MDAA2141622

Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath residence in the highly desirable Acton’s Landing community. Ideally located on the street level for easy access, this condo blends everyday convenience with upscale living. The open-concept design offers a bright, expansive living area and a well-appointed kitchen featuring a center island, breakfast bar, and ample storage—perfect for both weekend escapes and full-time living. A separate den provides flexible space for a home office or a cozy retreat. The primary suite serves as a private sanctuary, complete with a spa-like bath that includes a soaking tub, walk-in shower, and generous closet space. Enjoy the convenience of the building’s parking garage just steps from your door. Residents also have access to a range of amenities, including a fitness center, gathering rooms, library, and more. Just a short walk to the water taxi, park and the shops, restaurants, Naval Academy and the historic charm of downtown Annapolis. Experience the perfect blend of comfort, convenience, and coastal charm in the heart of Annapolis.
#MDAA2142366

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$725,000

MLS#: MDAA2142366

OPEN Sunday 10 -12 NOOON === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay == two community sports courts - one by Chase Pond. Onsite Gourmet Cafe - the 'Beacon' overlooking a privately owned 200 slip Marina and just an oyster shell path stroll to the private 1600-foot sandy bayfront beach with a small craft storage area... The front entrance is secured 24/7/365 and the security team walks the premises daily... HOA and CONDO fees are very affordable compared to other areas. Direct entrance walkway already in place from car park for handicap adaptable--- can further level entrance steps to kitchen... Life's a Beach !!
#MDAA2146176

ANNAPOLIS

2020 QUAY VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$700,000

MLS#: MDAA2146176

Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.
#MDAA2143488

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

Professional photos coming Friday! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity at $699,900.
#MDAA2149008

ANNAPOLIS

108 MAPLE DRIVE

3 Beds

3 Baths

2,140 Sq.Ft.

$699,900

MLS#: MDAA2149008

Bring all offers! Beautiful, well maintained, quality one level living home with basement with water privileges at the end of Lake Ogleton, delivering the ultimate move-in ready experience. Fantastic location on private lane with lots of “New” in 2026 including new roof, skylight with remote shade, kitchen window, heat pump, hot water heater, carpet, sliding glass door, freshly painted, exterior steps to basement, gutters and more. Updated large modern kitchen with vaulted ceiling and skylight, newer stainless-steel appliances, attractive tile backsplash, quartz countertops, generous breakfast/lunch bar opens to the family room with a charming wood burning fireplace. Step into the expansive screened-in porch perfect for relaxing, entertaining and Maryland crab feasts. Elegant wood style flooring throughout. Separate dining room has vaulted ceiling. Large living room with vaulted ceiling could also easily serve as a bonus room, office or playroom. Bedrooms feature brand new carpet. Updated full hall bathroom includes a granite vanity and a large walk-in shower. Master bathroom has designer tile backsplash in tub/shower area with a large built-in shelf. Double sink marble vanity with designer tile border above it. Attractive ceiling fans with lights. Basement has great potential to finish into a recreation room. Water softener system is owned. Well insulated. Spacious garage. Large driveway with ample parking. Public water and sewer hookup available. Situated just minutes from historic downtown Annapolis, shopping, restaurants, water activities, theater, US Naval Academy, marinas, medical facilities, schools and more. Ideal for commuters to Washington DC, Baltimore, Fort Meade, Bay Bridge and beyond. This home checks every box. This is the Annapolis lifestyle at its best — beautifully updated, move in ready, and perfectly situated
#MDAA2145814

ANNAPOLIS

1132 BAY RIDGE ROAD

3 Beds

2 Baths

1,644 Sq.Ft.

$699,000

MLS#: MDAA2145814

Welcome to Primrose Hill, one of Annapolis' most desirable hidden gems, where modern luxury meets the unmatched lifestyle of Maryland's capital city. Perfectly positioned just minutes from Downtown Annapolis, Eastport, City Dock, the United States Naval Academy, waterfront restaurants, marinas, parks, and endless Chesapeake Bay adventures, this stunning four-level residence offers the rare opportunity to enjoy low-maintenance living without sacrificing space, style, or convenience. Flooded with natural light and thoughtfully designed for today's lifestyle, this beautifully updated home features four spacious bedrooms, three full baths, two half baths, and a spectacular top-floor loft retreat complete with skylights and a private bath—ideal as a guest suite, executive office, fitness studio, media room, or private escape. Rich hardwood flooring, designer finishes, and beautifully appointed baths create a sophisticated yet comfortable atmosphere throughout. At the heart of the home, expansive living and entertaining spaces flow effortlessly to an incredible outdoor living area highlighted by a dramatic indoor-outdoor gas fireplace, creating a year-round destination for gathering with friends, hosting game days, enjoying evening cocktails, or simply unwinding after a day on the water. The open design, abundant natural light, and flexible floor plan make this home equally suited for everyday living and entertaining on any scale. Unlike many Annapolis townhomes, this property offers exceptional parking and modern conveniences, including a spacious two-car garage equipped with an electric vehicle charging station, driveway parking for two additional vehicles, nearby guest parking, and convenient overflow parking for visitors. The result is a lock-and-leave lifestyle without compromise. Imagine starting your mornings with a walk through nearby parks, biking into Eastport for brunch on the waterfront, spending afternoons sailing on the Chesapeake Bay, browsing the boutiques and galleries of historic downtown Annapolis, and ending your evenings gathered around the fireplace before retreating to your private sanctuary. Offering four finished levels of beautifully designed living space in one of Annapolis' most convenient and sought-after locations, this is more than a home—it is a lifestyle. Why vacation in Annapolis when you can live here every day?
#MDAA2149462

ANNAPOLIS

103 NORMA ALLEY

4 Beds

3 Baths

2,500 Sq.Ft.

$699,000

MLS#: MDAA2149462

PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout. The well-designed floor plan features two spacious bedrooms, two full bathrooms, and a private study—offering the perfect balance of comfort, style, and functionality. The gourmet kitchen is a true centerpiece, featuring high-end appliances, premium cabinetry, and sophisticated finishes, ideal for both everyday living and entertaining. The residence has been professionally decorated and freshly painted, with brand-new designer lighting installed throughout, creating a cohesive and elevated aesthetic. Custom closet organizers add both style and practicality. What truly sets this home apart—and makes it one of the most valuable opportunities in the community—is the rare combination of THREE premium features that are nearly impossible to find together: a private storage unit, a reserved garage parking space, and an additional dedicated parking space with a pre-installed EV charger. These highly sought-after upgrades are extremely limited and represent an estimated value of $47,000+, offering both convenience and long-term investment appeal. Residents enjoy access to an impressive collection of resort-style amenities within this highly sought-after community, including pickleball courts, scenic walking trails, a golf simulator, a dedicated dog park, and expansive indoor and outdoor gathering spaces with grilling areas—perfect for entertaining, relaxing, and connecting with neighbors. Move-in ready and impeccably maintained, this luxury residence presents a rare opportunity to own a former model home with unmatched parking and storage advantages, while enjoying modern design, exceptional amenities, and a vibrant lifestyle in one of the area’s most desirable communities.
#MDAA2138456

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 211

2 Beds

2 Baths

1,723 Sq.Ft.

$698,999

MLS#: MDAA2138456

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Sellers resources
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Checklist for Better Showing
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