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
253
# of Listings
3
Avg # of Bedrooms
$405
Avg. $ / Sq.Ft.
$830,016
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

253 Properties Found. Page 7 of 17.

Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.
#MDAA2018250

ANNAPOLIS

1440 WHITEHALL ROAD

None Beds

None Baths

0.92 acres

$739,900

MLS#: MDAA2018250

1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.
#MDAA2018258

ANNAPOLIS

1444 WHITEHALL ROAD

None Beds

None Baths

1.49 acres

$739,900

MLS#: MDAA2018258

Discover an exquisite blend of luxury and comfort in this stunning split foyer home, nestled in the prestigious Annapolis Roads community. This meticulously maintained residence, a major renovation in 2025, boasts an impressive 4 bedrooms and 3 full baths, offering ample space for relaxation and entertainment. Step inside to find an open floor plan that seamlessly connects the gourmet kitchen, back splash and under cabinet lighting and featuring upgraded countertops and a spacious island, to the inviting living and dining areas. Elegant wood floors and recessed lighting enhance the ambiance, while a cozy wood-burning fireplace adds warmth to the heart of the home. The entry-level bedroom provides convenience, and the fully finished basement with garage access offers endless possibilities. Outside, enjoy the serenity of a corner lot surrounded by lush trees and woods, creating a private oasis. The screened patio invites you to unwind while overlooking the beautifully landscaped yard. With access to Lake Ogleton just blocks away, indulge in a lifestyle of water activities, including kayaking and electric boating from your own private dock. This property is not just a home; it's a lifestyle. With energy-efficient windows and a comprehensive water treatment system, every detail has been thoughtfully considered. Experience the perfect blend of luxury living and nature's tranquility in this exceptional residence. Don't miss your chance to call this remarkable property your own! Minutes to Shopping, Restaurants and USNA.
#MDAA2132286

ANNAPOLIS

1031 OLD BAY RIDGE ROAD

4 Beds

3 Baths

2,296 Sq.Ft.

$739,000

MLS#: MDAA2132286

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.

$735,000

MLS#: MDAA2131544

Eastport Hidden Gem! Treat Yourself to a new home this Christmas!! Gorgeous Home Priced to Sell! Walk to downtown Annapolis. Welcome to this spacious 3-level home in the sought-after Ambridge community—one of the largest homes and lots in the neighborhood! This beautifully maintained 4-bedroom, 2.5-bath residence offers exceptional living space inside and out. Step inside to a gorgeous kitchen, a formal dining room, and a cozy fireplace perfect for gatherings. The fully finished basement includes a convenient kitchenette, ideal for guests or entertaining. A 1-car garage provides ample parking and storage. Outside, enjoy the massive hardscaped patio—a true backyard retreat. Perfectly located just minutes from Downtown Annapolis, major commuter routes Rt 50 & Rt 97, and the United States Naval Academy, this home combines comfort, space, and an unbeatable location. Don’t miss it!
#MDAA2129486

ANNAPOLIS

934 LANGDON COURT

4 Beds

2 Baths

3,648 Sq.Ft.

$725,000

MLS#: MDAA2129486

Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer. Step inside to an inviting, open layout designed for both relaxing and entertaining. The renovated kitchen features Calacatta quartz countertops, a navy-and-white cabinetry design, and stainless steel appliances, flowing seamlessly into the dining space and out onto a spacious rear deck overlooking a tree-lined, private yard—ideal for cookouts, gatherings, and evenings by the firepit. A versatile main-level flex room offers space for a home office, gym, or game room. Upstairs, you’ll find four oversized bedrooms including a serene owner’s suite with walk-in closet and updated bath. Laundry is conveniently located on the bedroom level. The finished lower level adds even more usable space with a rec room, full bath, and walkout access—perfect for guests, hobbies, or extended living. Enjoy abundant parking, room for your boat or outdoor gear, and the freedom that comes with no community restrictions. You're moments from the 340-acre Quiet Waters Park, multiple marinas, local beaches, water access points, and the vibrant dining, shopping, and waterfront scene of Eastport and Historic Annapolis. Whether you're looking for a primary residence, a weekend escape, or a flexible, fully furnished option ready for immediate enjoyment, 920 Old Annapolis Neck Road offers a rare opportunity to live the Chesapeake Bay lifestyle without sacrificing privacy, space, or convenience. Schedule your tour today and experience why this peninsula is one of Annapolis’ most desirable places to call home.
#MDAA2126128

ANNAPOLIS

920 OLD ANNAPOLIS NECK ROAD

4 Beds

2 Baths

2,552 Sq.Ft.

$719,995

MLS#: MDAA2126128

This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors, new carpet, crown molding and recessed lighting. The updated kitchen showcases new cabinets and new stainless-steel appliances. The living room features a cozy wood-burning fireplace, adding warmth and character to the heart of the home. A bright and spacious great room, with sunroom area, provides a versatile space perfect for entertaining or relaxing. The main level offers flexible living options with two bedrooms featuring new carpet and an updated full hall bath. Upstairs, the primary suite is a true retreat, featuring cathedral ceilings and an upgraded en-suite bathroom with soaking tub and separate shower. Two additional bedrooms and another updated full hall bath complete the upper level. The lower level includes convenient garage access, rec room with new carpet, laundry closet with a new washer and dryer and a tiled storage room. Nestled in a charming, well-established community known for its welcoming atmosphere and excellent amenities, this move-in ready colonial offers the perfect setting for enjoying the Annapolis lifestyle.
#MDAA2120586

ANNAPOLIS

1014 ST CHARLES DRIVE

5 Beds

3 Baths

3,312 Sq.Ft.

$699,900

MLS#: MDAA2120586

BACK TO ACTIVE. NEW PRICE! Welcome to 410 Fox Hollow Lane in the highly desirable Hunt Meadow community of Annapolis. This spacious three-story home has over 3500 sq ft of living space with bright and versatile living areas, including a welcoming living room, formal dining space, and gourmet chef's kitchen with potential for customization . Relax in the large Gathering room with warming fireplace. The upper level features a two-room Primary en-suite plus sizable bedrooms providing flexibility for families or professionals. The finished lower level showcases a relaxing entertaining area/game room and 4th bedroom, full bath and ample storage capacity. Home layout can accommodate 5 bedrooms. There is an option to set up your home office in the lower, main or upper level. Perfect opportunity to add your personal touches with endless possibilities to make your own statement. This almost half acre property includes a huge private backyard retreat with large patio, perfect for outdoor enjoyment. Mature trees and landscaping create a serene setting. Residents of Hunt Meadow enjoy community amenities such as swimming pools, tennis/racket ball courts, and walking trails to Quiet Waters waterfront park. Ideally located just minutes from downtown Annapolis, shopping, dining, and major commuter routes (301, 97, 50) to DC, Baltimore, Ft Meade and The National Harbor. Also close to the Bay Bridge for your visits to Kent Island and the Eastern Shore. This home is a must see combining suburban tranquility with urban convenience. Don’t delay in exploring this rarely available Hunt Meadow gem and get ready to make this your new home.
#MDAA2128706

ANNAPOLIS

410 FOX HOLLOW LANE

4 Beds

3 Baths

3,240 Sq.Ft.

$695,000

MLS#: MDAA2128706

OPEN HOUSE Sunday 2-4PM Please join us to see this beautiful and updated townhome located in a fabulous community within 10 minutes of Downtown Annapolis! Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths, and 2 half baths, this home is designed for both comfort and style. Enjoy warm hardwood floors, upgraded tile in every bath, and a large sundeck complete with a sleek 36” indoor-outdoor twilight gas fireplace, ideal for entertaining year-round. Step outside and enjoy nearby parks, or take a quick bike ride into Eastport and downtown Annapolis to explore boutique shops, waterfront views, and award-winning restaurants. The home offers ample parking with a spacious garage that comfortably fits two cars, plus room for two more in the driveway. There are six designated visitor spots nearby, along with overflow parking available on Milkshake Lane.
#MDAA2118218

ANNAPOLIS

103 NORMA ALLEY

4 Beds

3 Baths

2,475 Sq.Ft.

$695,000

MLS#: MDAA2118218

Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick townhome combines timeless elegance with modern comfort in a tranquil setting. Designed with both style and function in mind, the home welcomes you with an open-concept layout and expansive windows that bathe each room in natural light with gleaming floors throughout. Many new upgrades include brand new HVAC and washer dryer. The water heater is less than 3 yrs. old and the original roof has been replaced. Enjoy years not worrying about expensive deferred maintenance! At the heart of the home is a large, open kitchen with plenty of space for cooking, dining, and gathering — ideal for both everyday living and entertaining. The spacious living room, anchored by a cozy gas fireplace, offers the perfect blend of warmth and sophistication. Gorgeous custom architectural details and high-end finishes reflect craftsmanship at every turn. Upstairs, the expansive master bedroom provides a private retreat, complete with generous proportions and a serene atmosphere. Step outside onto the private deck, where the beauty of professionally landscaped grounds creates the perfect backdrop for entertaining or relaxing with a glass of wine. Enjoy the outdoors in your private hot tub. Residents of The Vineyards enjoy the peace of a secure, professionally managed community along with the beauty of meticulously maintained surroundings. Here, you’ll find not only luxury and comfort, but also a true sense of community. And when you’re ready to explore, the vibrant waterfront, boutique shopping, fine dining, and historic charm of downtown Annapolis are just minutes away. Conveniently located near major interstates and the park-and-ride, offering an easy and efficient commute. This home is more than a place to live—it’s a lifestyle of elegance, warmth, and connection.
#MDAA2127778

ANNAPOLIS

204 BURGUNDY LANE

3 Beds

3 Baths

3,000 Sq.Ft.

$689,900

MLS#: MDAA2127778

NEW CONSTRUCTION- MOVE IN READY! Perks for using Sellers Preferred Lender and Title Company Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel appliances, an attached garage, En Suite bath, custom wood cabinets, and an optional rooftop terrace perfect for entertaining. The unbeatable location is within walking distance of the finest shopping and restaurants Annapolis has to offer. Enjoy easy access to major commuting routes to D.C, Baltimore, the Bay Bridge and more! The Homes at River Birch are one of the recent crown jewels of Annapolis Development providing excellent modern craftsmanship and the finest conveniences at your fingertips.
#MDAA2128192

ANNAPOLIS

2075 OLD ADMIRAL COURT

4 Beds

4 Baths

3,000 Sq.Ft.

$679,900

MLS#: MDAA2128192

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$679,000

MLS#: MDAA2122622

BUYERS LOAN FELL THROUGH. BACK ON MARKET. Discover this enchanting 2 BR, 3 level Gingerbread Cottage in the heart of popular Homewood! A rare Sears 1929 kit home, it has been lovingly restored to showcase its historic charm, featuring original hardwood floors throughout, plaster walls, curved archways and a wonderfully preserved eat-in Kitchen complete with banquet booth. The main level offers an inviting flow: a separate Family Room with built-ins and rear entrance, a Living Room with refurbished gas fireplace and a formal Dining Room that leads into the cozy, character filled Kitchen equipped with 5 burner stove and double oven. All great entertaining spaces! Storage is exceptional, with an oversized attic brimming with potential and a fully waterproofed lower level. The storybook appeal continues outside with a distinctive rounded front door featuring its original hardware. Detached garage has loads of potential for entertaining space. There is also an unfinished attic SF providing for tons of storage or finish it off for additional living space. Located just steps to the Naval Academy Stadium and a short walk to the free Park Place shuttle, this home offers unbeatable convenience. Homewood provides easy access to West St., the public Library, and all the dining, shopping and cultural offerings of Downtown Annapolis. A true gem with historic charm, thoughtful updates and an ideal location.
#MDAA2131228

ANNAPOLIS

219 GLEN AVENUE

2 Beds

1 Baths

1,540 Sq.Ft.

$675,000

MLS#: MDAA2131228

Beautiful 2 bedroom 2 bath condo in Park Place. This unit faces the fountain and courtyard. Stainless appliances, beautiful hardwood floors. Top tier amenities in The Residence at Park Place makes this the ideal location for in town living. A 24-hour staffed from desk in lobby. Secured lobby with controlled access. Outdoor pool with lifeguard during the season. Hot tub, Party Room, club room, library, Gym, Dog Park, garden courtyard with grills. An active social committee organizes events and gatherings. Secure underground parking garage with 2 deeded parking spaces. Enjoy the historic charm of Annapolis combined with modern luxury! Walk to restaurants and shopping. There is a one time Move- in Fee.
#MDAA2125914

ANNAPOLIS

5 PARK PLACE 602

2 Beds

2 Baths

1,213 Sq.Ft.

$675,000

MLS#: MDAA2125914

Welcome to a lovely place to call home that is located one block from the water in the highly desirable community of Cape Saint Claire in the Broad Neck school district. The main level is a bright and open concept with a cozy wood-burning fireplace in the living area for those chilly evenings. Double French Doors lead to a quaint, quiet, very private, and low maintenance stone patio surrounded by the beauty and sounds of nature. The kitchen is beautiful as well as functional. You'll find beautiful granite countertops and a large island with lots of storage space. Hardwood floors are throughout on the main level. All three bedrooms on the upper level have California Closet systems to maximize space, and two full baths complete this level. There is a large lower level multi-use room that could function as a recreation/media room, gym or a home office that has a half bath for convenience. Fresh neutral paint color throughout. There is room to expand in the unfinished basement and there is off street parking in the driveway for multiple vehicles. The community offers private beaches, several picnic and play areas, a fishing pier, three marinas with abundant boat slips, swimming, crabbing, local community shops, a community grocery store and a beautiful waterfront clubhouse for your next event or large gathering. Experience life near the water, fun community activities and events, nearby parks, public beaches, close access to major commuting routes, shopping, the Annapolis Mall and the Naval Academy. Agents, see Agent Remarks for a full list of updates/renovations. Don't miss this opportunity!
#MDAA2125156

ANNAPOLIS

1138 RAMBLEWOOD DRIVE

3 Beds

2 Baths

1,925 Sq.Ft.

$675,000

MLS#: MDAA2125156

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