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
310
# of Listings
3
Avg # of Bedrooms
$438
Avg. $ / Sq.Ft.
$994,821
Med. List Price

Browse Annapolis Real Estate Listings

310 Properties Found. Page 8 of 21.

Rare Opportunity to Build Your Dream Home Near Historic Downtown Annapolis
3268 Kitty Duvall Drive | Offered at $875,000 |
Includes Lot, Site Work Budget & Customizable Chestnut Model by Timberlake Homes

Embrace the chance to create your dream home on a peaceful, build-ready .62-acre wooded lot just minutes from the charm and energy of downtown Annapolis. Nestled off a quiet, private gravel lane, this flat homesite offers public sewer access and the benefit of preliminary engineering already completed—making it easier and faster to build.

This exclusive opportunity includes Timberlake Homes’ highly flexible and elegant Chestnut floorplan, thoughtfully designed to combine comfort, functionality, and style. Enjoy the tranquility of a secluded setting with convenient access to vibrant shops, waterfront dining, cultural landmarks, and historic marinas.

Highlights of the “To Be Built” Chestnut Model:
2,251–2,498 sq. ft. | 4 Bedrooms | 2.5+ Bathrooms

Welcoming open foyer with tucked staircase and central powder room
Spacious family room with optional 4' extension and fireplace
Gourmet eat-in kitchen with 42” maple cabinetry, granite countertops, walk-in pantry, breakfast island,   and Samsung appliances (including a double wall oven)
Mudroom entry from a 2-car garage
Elegant oak stairs from main to upper level
Hardwood, LVP, or laminate flooring throughout main level
9’ ceilings on main level with 9’ foundation walls for added volume
Ceramic tile in all bathrooms
Stylish brushed nickel hardware and Moen® fixtures throughout
Optional features: deluxe primary bath, third full bath, sunroom, and lower-level recreation room

Chestnut Floorplan Overview:
The Chestnut offers timeless appeal with a flexible layout. A bright foyer opens to a versatile flex room, while the central staircase leads to four generously sized bedrooms upstairs, a full hall bath, and a convenient second-floor laundry room. Enhance your living space with thoughtful options like a sunroom, extended family room, or finished basement recreation area.

Additional Notes:
Timberlake Homes makes no representations regarding the lot or its sale. Please contact the listing agent to connect directly with the builder. Photos and floor plans may show upgraded features not included in the base price. Final pricing may vary depending on selected options and builder allowances.
#MDAA2117802

ANNAPOLIS

3268 KITTY DUVALL DRIVE

None Beds

None Baths

N/A

$849,000

MLS#: MDAA2117802

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a one-of-a-kind, almost 1-acre homesite, in the sought-after Annapolis area.  *Builder is offering Pre-Construction Pricing and paying $5,000 Towards Closing Costs with use of builders approved lender and title company. Our exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor and upper hallways, granite or quartz countertops in the kitchen, upgraded cabinets with soft close doors, drawers and crown molding, ceramic-clad baths and laundry room floor, stainless appliances including refrigerator, a washer and dryer package, stone accents on the exterior, a portico porch, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails and black iron balusters, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,580 square feet of above grade living space to enjoy and plenty of room for expansion by adding optional finished spaces in the basement including a rec room, bedroom, den / media room and a full bathroom at an additional cost. Come home and enjoy the Chesapeake lifestyle in the heart of Annapolis? This property is located just minutes to Oyster Creek, Fishing Creek and historic Annapolis with plenty of access to shopping and dining choices. You will enjoy a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction on a large lot in this sought after area. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features available. Prices, terms, conditions, and availability are subject to change without prior written notice. Other Models Are Available.
#MDAA2129594

ANNAPOLIS

3123 ARUNDEL ON THE BAY ROAD - TAFT MODEL

4 Beds

2 Baths

3,480 Sq.Ft.

$799,990

MLS#: MDAA2129594

Ameri-Star Homes, one of the area’s premier homebuilders, is excited to be offering our spectacular craftsman style "Georgetown" Rancher Model on this beautiful almost half-acre lot in the well-established neighborhood of Rolling Knolls, IN Annapolis, MD. *CURRENT INCENTIVES: PRE-CONSTRUCTION PRICING AND $5,000 PAID TOWARDS CLOSING COSTS. This exciting rancher plan offers 1,757 square feet of above grade finished living space, 3 bedrooms, 2 bathrooms with a 2-car garage. This to-be-built rancher style home features a maintenance-free exterior with architectural-grade roof shingles, a sodded yard with a generous landscaping package. A home that you certainly will be proud to drive up to. The interior of the Georgetown model boasts one level living at its best with an open and inviting floor plan featuring 9-foot ceilings with a large family room, separate dining room and a spectacular kitchen with a corner built-in pantry, stainless-steel appliances, upgraded cabinets with soft close doors and drawers, granite or quartz countertops and a washer and dryer package. This home includes 3 bedrooms and 2 full baths on the main level. There is plenty of room for expansion available in the basement area where you could option for a huge, finished rec room, 2 more bedrooms and another fully finished bathroom.  The Primary Bedroom includes a vast walk-in closet, a luxury bath with ceramic tiled floor and shower walls, along with double vanity. This home is just waiting for you to make it yours! An easy commute to Baltimore, Washington DC, and historic Annapolis. This is a rare opportunity for new construction in the Rollings Knolls area. Make all your options and color selections at our design center. Let our skilled production team build your dream home. The pictures included with this listing show optional features and may be representative of likeness. Ask for details. Prices, terms, conditions, and availability is subject to change without prior written notice. Other Home Plans Are Available.
#MDAA2124628

ANNAPOLIS

2175 GLENCREST CIRCLE - GEORGETOWN MODEL

3 Beds

2 Baths

1,757 Sq.Ft.

$799,990

MLS#: MDAA2124628

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza!  1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths.  Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!
#MDAA2112456

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$799,000

MLS#: MDAA2112456

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.
#MDAA2128698

ANNAPOLIS

320 CHESTER AVENUE

2 Beds

2 Baths

1,176 Sq.Ft.

$779,000

MLS#: MDAA2128698

New on site 2 days ago
Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community!
This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that overlooks the fully fenced backyard, perfect for entertaining, relaxing, or enjoying peaceful evenings outdoors. 
The home also features an unfinished basement, providing plenty of room for storage or future customization to suit your needs. Nestled in the sought-after Timber Creek neighborhood, this property offers the perfect blend of community charm and convenience, with easy access to downtown Annapolis, local parks, shopping, and commuter routes.
#MDAA2130058

ANNAPOLIS

110 MARQUISE LANE

3 Beds

2 Baths

2,942 Sq.Ft.

$769,000

MLS#: MDAA2130058

Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary suites, a guest powder room, and a versatile office/den ideal for remote work or quiet relaxation. The open-concept living and dining area features soaring 10-foot ceilings, gleaming hardwood floors throughout (no carpet!) and custom lighting that create a sophisticated, yet warm atmosphere. The gourmet kitchen is a chef’s dream, equipped with granite countertops, high-end KitchenAid black stainless steel appliances, and rich cabinetry. Additional highlights include a large laundry room, large closets for optimal organization, a newer HVAC system, and a private balcony overlooking the vibrant boulevard — the perfect spot to enjoy a glass of wine and live music during the center’s summer concerts. Located on the highly sought-after retail side of the building, you’ll enjoy a true urban vibe with direct access to the best of Annapolis Town Center — Whole Foods, Target, top-rated restaurants, cafes, and boutique shops, all just steps from your door. GrandView amenities include: two assigned garage parking spaces, concierge service, state-of-the-art fitness center, rooftop pool with panoramic views and secure entry and elegant common spaces. Just minutes to Historic Downtown Annapolis, the Annapolis Mall, Anne Arundel Medical Center, and with easy access to Route 50 and I-97 for commuting to D.C. or Baltimore. Experience elevated living at GrandView — this is a MUST-SEE unit!
#MDAA2127738

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$755,000

MLS#: MDAA2127738

Discover the perfect blend of style and convenience in this stunning 2-bedroom, 2-bath condo in the coveted Acton’s Landing community of Murray Hill. Soaring 9-foot ceilings and floor-to-ceiling windows fill the space with natural light, showcasing beautifully updated finishes throughout. Enjoy secure garage parking, an additional storage unit, and amenities that set Acton’s Landing apart. Just moments from downtown Annapolis, this is luxury condo living at its finest. Pictures coming soon!
#MDAA2128914

ANNAPOLIS

66 FRANKLIN STREET 101

2 Beds

2 Baths

1,296 Sq.Ft.

$750,000

MLS#: MDAA2128914

Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a weekend getaway or everyday living. The separate den offers a perfect work-from-home setup or cozy retreat.
The primary suite is a true haven, complete with a spa-inspired bath featuring a soaking tub, walk-in shower, and ample closet space. Enjoy easy access to the building’s parking garage just steps from your door. Community amenities include a fitness center, gym, party room, library, and more. Located just a short stroll from the water taxi and the vibrant shops, dining, and charm of historic downtown Annapolis—this is city living at its best. Don’t miss your chance to own in one of Annapolis’ most desirable communities!
#MDAA2120238

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$750,000

MLS#: MDAA2120238

Sale includes brick rancher and 2 separate parcels - 341 and 343 Dubois Rd - totaling 1.3 acres. Located in picturesque and highly desirable Annapolis, MD, this property presents a range of possibilities depending on your vision. Potential uses include: 1) renovate the current structure -  all brick rancher +/- 2,000 sqft included in the sale - HOME NEEDS TOTAL RENOVATION and will not pass conventional financing appraisal/condition requirements 2) demo the current structure and build one large home spanning both lots or 3) complete subdivision process with AA County and potentially build one home on each lot. Buyer to complete their own due diligence and confirm all potential uses. Multiple current, successful perc tests have been completed. Extensive engineering has been completed by current owner to build one large estate home on both parcels. Property sold strictly AS-IS. Lot lines in photos are approximate and not meant to represent a survey or exact boundaries. Potential to-be-built home listed under MDAA2129980. Call listing agent with questions.
#MDAA2130062

ANNAPOLIS

341 DUBOIS ROAD

3 Beds

2 Baths

2,648 Sq.Ft.

$750,000

MLS#: MDAA2130062

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 chef's kitchen with potential for customization and a large Gathering room and 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. You will have options 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. 

Sellers are offering $10,000 in closing help to the new buyers. 

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.
#MDAA2128706

ANNAPOLIS

410 FOX HOLLOW LANE

4 Beds

3 Baths

3,507 Sq.Ft.

$750,000

MLS#: MDAA2128706

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

Welcome Home to Annapolis
Experience the coastal charm and vibrant lifestyle of Maryland’s Chesapeake Bay—where boating, sailing, and sunsets on the water are part of everyday life. Nestled within a highly sought-after school district, this light-filled beach-style chalet perfectly blends modern updates with the warmth of a true retreat.
Step through the inviting entryway into a bright, open floor plan. The main-level flex room offers endless possibilities—ideal for a home office, fitness studio, or game lounge. The beautifully remodeled kitchen showcases stunning Calacatta quartz countertops, a navy-and-white cabinetry duo, and stainless-steel appliances. Designed for both family gatherings and weekend entertaining, the kitchen flows seamlessly into the dining area and out onto a spacious deck overlooking more than half an acre of private, tree-lined yard—perfect for cookouts, bonfires, and starlit evenings by the outdoor fireplace.
When it’s time to unwind, retreat to four oversized bedrooms offering plenty of room to relax and recharge. From its thoughtful design to its serene setting, this Annapolis home captures everything you’ve been searching for in your next chapter. Schedule your private tour today and come see why life is better by the Bay.
#MDAA2126128

ANNAPOLIS

920 OLD ANNAPOLIS NECK ROAD

4 Beds

2 Baths

2,552 Sq.Ft.

$739,900

MLS#: MDAA2126128

Please join us this Saturday 11AM to 1PM for an OPEN HOUSE!  A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, shopping, and waterfront attractions, this home provides convenience and style, along with designated PARKING. This stylish residence blends sleek modern updates and design along with nautical-inspired details throughout! Inside the home features high ceilings, beautiful custom built-ins with integrated spotlighting, warm hardwood floors, an abundance of bright natural light, and exposed brick accent walls that set an authentic city vibe!  The home includes Two bedrooms,  two full and one half bathrooms. Fabulous balcony located off the primary bedroom suite to enjoy morning coffee or a relaxing evening/ ! With designated parking, thoughtful updates, and in-town walkability, this home embodies Annapolis charm with a modern costal twist. You will love living here!
#MDAA2128240

ANNAPOLIS

222 WEST STREET A

2 Beds

2 Baths

1,434 Sq.Ft.

$739,000

MLS#: MDAA2128240

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