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
275
# of Listings
3
Avg # of Bedrooms
$515
Avg. $ / Sq.Ft.
$1,436,939
Med. List Price

Browse Annapolis Real Estate Listings

126 Properties Found. Page 5 of 9.

Motivated Seller - Bring all offers! Beautiful, well maintained, quality home 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

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

How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre.  Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus-Plantation shutters throughout this charming home! The perfect location to enjoy your new Annapolis Life! This one will not last!
#MDAA2145798

ANNAPOLIS

34 PINKNEY STREET

2 Beds

1 Baths

1,040 Sq.Ft.

$695,000

MLS#: MDAA2145798

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths,  den/home office,  hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking!
Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool.  Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze.  MUST SEE UNIT! All showings scheduled through ShowingTime.
#MDAA2139904

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 403

2 Beds

2 Baths

1,602 Sq.Ft.

$695,000

MLS#: MDAA2139904

Experience luxury living in this spacious, newly built corner residence overlooking a serene forest retention area. This beautifully designed home includes garage parking and is located in an amenity-rich 55+ community.  Enjoy unbeatable convenience just minutes from downtown Annapolis, with easy access to waterfront dining, boutique shopping, Sandy Point State Park, and the iconic Chesapeake Bay Bridge.
Inside, the home offers 1,723 square feet of thoughtfully designed living space, featuring: 2 bedrooms plus a versatile den, 2 full bathrooms, a private sitting room off the owner’s suite and interior garage parking with dedicated storage space.  Open, light-filled layout ideal for both relaxing and entertaining. This is the perfect place to begin your next chapter in comfort, style, and convenience.
#MDAA2147896

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$689,900

MLS#: MDAA2147896

****BEST VALUE IN RIVA TRACE. THIS HOME HAS BEEN TREATED WITH TENDER LOVING CARE AND HAS HAD MANY RECENT UPGRADES****It is impossible to detail every upgrade to this lovely property and here are just a few: Hardie Board siding, new Trex decking, all baths totally renovated, new hybrid water heater, replacement double hung windows, maintenance free PVC trim, hardwood or ceramic tile throughout the house, patio with firepit, large Liebherr side by side fridge, custom container store closets, plus an energy efficient certificate from BGE for all of the improvements. Complete list of all upgrades in the document file. Note: Installing a washer & dryer by the primary suite would allow for complete 1st floor living!! This property is one of a kind and is ready for your choosiest buyers to just move right in !!
Note: property has a TOTAL sq ft of 3,374sf including below finished area rooms :-)
****Motivated clients are offering a $4k Selling Broker Bonus for an acceptable offer by June 30th, 2026!****
#MDAA2143290

ANNAPOLIS

114 SPRING PLACE WAY

4 Beds

3 Baths

2,615 Sq.Ft.

$689,000

MLS#: MDAA2143290

WELCOME HOME! Tucked into the sought-after Deep Creek Village community, this spacious 3-bedroom, 3 full bath, 1 half bath townhome offers almost 3,000 finished square feet of beautifully designed living space and backs to a peaceful forest conservation area, creating a private, tucked-away feel that is hard to find.
On the main floor, hardwood floors and an open-concept layout create the perfect setting for both everyday living and entertaining. At the top of the stairs is a light-filled combination dining room and sitting area. The designer kitchen is truly the heart of the home, featuring a large center island, granite countertops, stainless steel appliances, gas cooktop, wall oven, pantry, and abundant cabinetry. A thoughtfully added morning room expands the living space and offers endless possibilities as a sitting area, breakfast nook, playroom, or home office. Just beyond the kitchen, French doors lead to an expansive rear deck overlooking mature trees and protected green space. The private wooded backdrop creates a sense of tranquility rarely found in townhome living.
The upper level features a spacious owner's retreat complete with two walk-in closets, a spa-inspired bath, and a flexible sitting area that could easily accommodate a Peloton, reading nook, or home office. Two additional bedrooms, a hall bath, and upper floor laundry room offer space, convenience, and flexibility. 
The versatile lower level features access to the 2-car garage, a full bathroom and an expansive recreation room. Whether you envision a media room, home gym, playroom, office, or guest space, this level offers the flexibility today's buyers are looking for.
Deep Creek Village residents enjoy walking trails, community green space, organized social gatherings and a tot lot, all while being conveniently located just minutes from Route 50, downtown Annapolis, shopping, restaurants, marinas, and commuter routes to Washington, D.C. and Baltimore. Located within the highly regarded Broadneck School District.
#MDAA2147892

ANNAPOLIS

525 DEEP CREEK VIEW

3 Beds

3 Baths

2,980 Sq.Ft.

$679,000

MLS#: MDAA2147892

Luxury Penthouse Living in Heritage Harbour! Welcome to one of the most exceptional condominiums in Heritage Harbour's premier 55+ community. Originally designed by the builder and custom renovated into a spacious two-bedroom residence, this rare corner penthouse offers over 2,100 square feet of beautifully finished living space with upgrades and custom features rarely found in the building.
Bathed in natural light and overlooking mature trees and landscaped grounds, this stunning home combines elegance, comfort, and convenience. The gourmet kitchen is a chef's dream, featuring granite countertops, high-end GE Monogram appliances, custom cabinetry, built-ins, and abundant storage. Hardwood flooring flows throughout the home, while the expansive living and dining areas open to a bright enclosed sunroom, creating the perfect space to relax or entertain year-round.
The luxurious owner's suite offers a spa-like updated bath with double vanities, two generous walk-in closets, and convenient laundry access. A spacious den with extensive custom built-ins provides flexibility for a home office, library, or additional gathering space. Every detail has been thoughtfully designed to maximize comfort, functionality, and style.
Located just steps from the elevator in a secure-access building, this penthouse includes one of the most desirable garage parking locations in the community—deeded garage space #23—with a private 9' x 10' storage room directly in front of the space, plus an additional storage cage for even more convenience.
Residents enjoy Heritage Harbour's outstanding resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, golf course and putting green, walking and jogging paths, clubhouse, billiards room, game room, hot tub, pier and dock, picnic areas, and a full calendar of social activities.
Professionally stage and not currently occupied, this listing is easy to show.  Truly a one-of-a-kind penthouse offers a rare opportunity to enjoy luxury, space, and an unparalleled lifestyle in one of Annapolis' most sought-after active adult communities. This is penthouse living at its finest.
#MDAA2148160

ANNAPOLIS

940 ASTERN WAY 602

2 Beds

2 Baths

2,113 Sq.Ft.

$675,000

MLS#: MDAA2148160

Hidden Cove has no Age Restrictions.  Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to the main living and dining areas. All three full bathrooms have been tastefully updated within the past four years, including a spa-inspired primary suite showcasing a soaking tub, rainfall shower, heated towel rack, dual LED vanities, and a cozy electric fireplace heater. Major system upgrades provide peace of mind, including a new electrical panel (2022), Bosch dual-fuel HVAC system (2023), new luxury vinyl plank flooring (2023), all windows replaced, and water heater (2020). Smart home enhancements include a security system, sensors, and hardwired detectors. The finished lower level is designed for both function and entertaining, featuring a dry bar with full refrigerator and cleverly concealed storage. A dedicated home office with Restoration Hardware furnishings adds both style and productivity, while Elfa closet systems throughout maximize organization. Outdoor living is equally impressive with over $30,000 in hardscaping, including an engineered retaining wall, paver patio with gazebo, main-level deck, and a private wooded backdrop. Additional highlights include an upgraded garage with built-in cabinetry, utility sink, and EV wiring. Condo classification offers the benefit of reduced exterior maintenance and sometimes lower insurance costs. Located in the non-age restricted section of Heritage Harbour, residents still have the option to enjoy access to the community’s extensive amenities.  Amenities include golf course membership, indoor and outdoor pools, tennis courts, fitness center, clubhouse, boat ramp, water access, and a wide range of social and recreational offerings with a voluntary membership to Heritage Harbour.  This home delivers the perfect combination of space, upgrades, and lifestyle.
#MDAA2141470

ANNAPOLIS

2576 HIDDEN COVE ROAD 154

5 Beds

3 Baths

3,326 Sq.Ft.

$658,900

MLS#: MDAA2141470

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!
This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.
Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level.
Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area.
Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$650,000

MLS#: MDAA2131544

Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout.
The main level features a bright living room and an updated kitchen with quartz countertops, shaker cabinetry, stainless steel appliances, and a dining area. A main-level bedroom and full bath provide flexibility for guests or a home office. A dedicated laundry and utility space leads to the rear addition, where the private primary suite includes vaulted ceilings, a walk-in closet, and an en-suite bath with double vanities, custom tile, and a walk-in shower.
The upper level offers a finished attic suite with a third bedroom, full bath, and bonus flex space suitable for an office or additional living area. Interior features include durable flooring, recessed lighting, and a cohesive, modern design.
Exterior highlights include a fully fenced backyard with new sod and a concrete patio, ideal for outdoor enjoyment. The property also features professional landscaping, a new asphalt driveway for off-street parking, and durable exterior materials including Hardie Plank siding, Andersen 200 Series windows, and a new architectural shingle roof.
Major system upgrades include 200-amp electric service, new plumbing, dual-zone HVAC, and a whole-house sprinkler system. Conveniently located near restaurants, marinas, parks, downtown Annapolis, and Truxton Park.
#MDAA2148332

ANNAPOLIS

1210 PRESIDENT STREET

3 Beds

3 Baths

1,586 Sq.Ft.

$650,000

MLS#: MDAA2148332

Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with additional storage, and interior access for everyday convenience.

The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry  room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay.

Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat  for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath.

Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends.

Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!
#MDAA2145178

ANNAPOLIS

2002 DAKOTA PLACE 2A

2 Beds

2 Baths

1,915 Sq.Ft.

$650,000

MLS#: MDAA2145178

Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!
#MDAA2140810

ANNAPOLIS

2108 CHESAPEAKE HARBOUR DRIVE 201

3 Beds

3 Baths

1,700 Sq.Ft.

$650,000

MLS#: MDAA2140810

1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. The 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the property.
Residents of Annapolis Roads enjoy community amenities such as a private beach, pavilion with fire pit, boat launch, pier, and walking trails. The location offers easy access to the Chesapeake Bay and is just minutes from downtown Annapolis, Eastport, and the U.S. Naval Academy. Commuters will appreciate the proximity to Route 50 and I-97, providing direct routes to Baltimore, BWI Airport, Fort Meade/NSA, and Washington, D.C. .
The lot is connected to public sewer, simplifying the building process. Potential buyers can bring their architect to design a peaceful waterfront retreat that takes full advantage of the natural surroundings and community features .
#MDAA2144350

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$650,000

MLS#: MDAA2144350

BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront community on the banks of the Severn River just minutes from downtown Annapolis. Unit #1002 is one of the few homes in the community having 4 finished levels of living space including the finished walkout lower level with 1/2 bath & built in cabinets. Also included in the sale is a highly coveted boat license for a slip in the community marina. The main level living room is bathed in natural light and adorned with wood flooring, creating an inviting ambiance. The open-concept kitchen provides ample space for dining  and seamlessly connects to the deck & fenced courtyard with its handy garden/tool shed. Ascending to the the second floor, you'll find an updated bathroom featuring 2 sinks and a spacious shower plus 2 generously sized bedrooms, each with wood flooring. Stairs from the primary bedroom access the finished, well lit 3rd level with its ample storage areas and open space for a studio, office or den. The main level and lower level have built-in surround sound systems and the entire home includes central vacuum. Additionally, the community offers an array of amenities such as a waterside pool, pool house equipped with shower and party room, marina with kayak and dingy storage, gym, bike storage area, wood working shop plus 4 parking lots providing ample spaces for all residents. Street parking is also available. All this and just minutes from Historic Annapolis and commuter routes leading to the Eastern Shore, Baltimore, Washington DC and BWI Airport & Train Station. Don't let this chance slip away - seize the opportunity to make this exceptional property your own!
#MDAA2141616

ANNAPOLIS

1002 DREAMS LANDING WAY

2 Beds

1 Baths

1,718 Sq.Ft.

$649,900

MLS#: MDAA2141616

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