Annapolis Real Estate Search

 

Annapolis Homes for Sale

Explore Annapolis with a property-specific approach: compare historic, waterfront, and other neighborhood settings with their different maintenance and ownership costs. Maryland Realtor Scott Smolen and The Smolen Team help buyers evaluate homes and sellers plan their next move.

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Planning to buy or sell in Annapolis? Tell Scott and The Smolen Team about your goals, budget and timeline. We can help buyers compare neighborhoods and current homes, and help sellers plan pricing, preparation and timing. You will receive a personal follow-up, with no obligation.

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The Annapolis housing market includes waterfront estates, historic homes, downtown residences, townhomes, and condominiums across a wide range of price points, giving buyers multiple ways to match lifestyle, location, and budget.

Buyers are drawn to Annapolis for its unique blend of coastal lifestyle and everyday convenience. From marinas and waterfront dining to downtown shopping and neighborhood variety, Annapolis offers a distinct real estate market that stands apart from many other communities in the region.

As Maryland's capital city and home to the United States Naval Academy, Annapolis is known for maritime culture, scenic views, and year-round events. It remains one of the most recognizable and desirable housing markets in Anne Arundel County.

County: Anne Arundel County
Home Types: Waterfront homes, historic homes, townhomes, condos, and luxury properties
Lifestyle: Boating, walkable downtown living, restaurants, marinas, and waterfront events
Commute: Convenient access to Baltimore, Washington, D.C., and the Eastern Shore
Known For: City Dock, the Chesapeake Bay, and the United States Naval Academy
Active Listings (October 26, 2026): 324 active and coming-soon homes, condos, and townhouses; average asking price about $1,091,000
Recently Sold (last 30 days): 87 homes, condos, and townhouses closed. Town-level median sold price not available; Anne Arundel County September 2026 median: $503,000 (581 sales; October 2026 county report not yet published)
Explore: Search homes, map listings, and market trends in Annapolis

Source: ScottSmolen.com live MLS/IDX search (Bright MLS listing feed), city = Annapolis, home/condo/townhouse categories, queried October 26, 2026. County figures: Maryland REALTORS September 2026 Housing Statistics (Bright MLS data, as of October 6, 2026; October 2026 not yet published).

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Why Homebuyers Choose Annapolis

Waterfront Lifestyle

Boating, marinas, and Chesapeake Bay access make Annapolis one of the region’s premier waterfront communities.

Historic Charm

Downtown Annapolis features historic streets, colonial architecture, and unique local shops and restaurants.

Convenient Location

Residents enjoy easy access to Baltimore, Washington, D.C., and the Eastern Shore.

Explore Annapolis Home Listings on a Map

Things to Do in Annapolis

Annapolis offers a strong mix of waterfront recreation, dining, shopping, and historic attractions. Residents enjoy boating, sailing, local events, waterfront restaurants, and easy access to the city’s marinas, parks, and downtown district.

Popular destinations include City Dock, the United States Naval Academy, and nearby waterfront attractions throughout Anne Arundel County. For many buyers, Annapolis stands out because it offers a true lifestyle market rather than just another suburban housing option.

For additional local real estate and community insights, browse the Scott Smolen blog for market updates, buyer advice, and area information.

Buying or Selling a Home in Annapolis

If you are planning to buy a home in Annapolis, review how the home buying process works with Scott and our step-by-step guide to buying in Anne Arundel County to understand the process from your initial search through closing.

If you are thinking about selling, visit our home selling resources and read how long it may take to sell your home in Anne Arundel County so you can better plan your pricing, preparation, and timing.

You can also review home insurance costs and what to plan for and monitor activity using the Annapolis market report to track homes that are active, under contract, and sold.

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Annapolis Homes for Sale FAQs

What types of homes are available in Annapolis, Maryland?

Annapolis offers a wide range of housing options, including waterfront homes, historic properties, single-family homes, townhomes, condominiums, and luxury residences in both downtown and surrounding neighborhoods.

Why do buyers choose Annapolis?

Buyers choose Annapolis for its waterfront lifestyle, boating culture, historic character, walkable downtown, and convenient access to Baltimore, Washington, D.C., and Maryland’s Eastern Shore.

Is Annapolis a good place to live for commuters?

Annapolis can be a strong option for commuters who want a more scenic and lifestyle-driven setting while still maintaining access to major routes connecting to Baltimore, Washington, D.C., and other parts of Anne Arundel County.

What is the lifestyle like in Annapolis?

The Annapolis lifestyle centers around the water, local restaurants, marinas, shopping, historic streets, and year-round community events. Many buyers are drawn to the area because it offers a blend of charm, recreation, and everyday convenience.

Are there waterfront homes in Annapolis?

Yes. Annapolis is one of Maryland’s best-known waterfront markets, with homes offering water views, boating access, proximity to marinas, and access to the Chesapeake Bay and nearby creeks.

Can I save searches and get alerts for Annapolis listings?

Yes. You can save your Annapolis home search and receive alerts when new listings hit the market, prices change, or properties move under contract or sell.

Annapolis Maryland Map and Nearby Anne Arundel County Communities

Annapolis is located in Anne Arundel County along the Chesapeake Bay and remains one of Maryland’s most recognizable waterfront housing markets. Buyers exploring Annapolis homes for sale often also consider nearby communities such as Arnold, Severna Park, Crownsville, Davidsonville, Crofton, and Millersville because of their different home styles, commute options, and lifestyle advantages.

Want a better way to explore neighborhoods, street patterns, and available homes? Use the Annapolis map search to view listings in a more useful format than a standard city search.

Open Annapolis Map Search

Use the map below to better understand where Annapolis sits in relation to surrounding Anne Arundel County communities, major commuter routes, and waterfront areas. This section reinforces location context for buyers while also making it easier to continue into nearby community pages.

Arnold Homes for Sale

Close to Annapolis with Broadneck Peninsula access, established neighborhoods, and Bay-oriented appeal.

Severna Park Homes for Sale

Popular for waterfront living, strong community appeal, and convenient access to Annapolis and Baltimore.

Crownsville Homes for Sale

Known for larger lots, more privacy, and a central location near Route 50 and downtown Annapolis.

Davidsonville Homes for Sale

Offers more space, semi-rural charm, and convenient access to Annapolis and major commuter routes.

Crofton Homes for Sale

Offers a central Anne Arundel County location, established neighborhoods, and broad buyer appeal.

Millersville Homes for Sale

Provides a convenient location near Annapolis and Baltimore with strong commuter access.

Search Annapolis on the Map Ask About Annapolis Neighborhoods

Buying or Selling in Annapolis?

For Buyers

Compare historic, waterfront, and other neighborhood settings with their different maintenance and ownership costs. Ask Scott to help narrow the search and evaluate the actual property before making an offer.

Review the home buying process

For Sellers

Work with Scott to select location-specific comparable sales and document improvements, permissions, and any access rights. Build the listing plan around your home and your next move.

Explore home selling services

Connect Your Local Research

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Newest Annapolis Homes for Sale

1915 Towne Centre Blvd Unit 403, Annapolis
$675,000
2 Beds ⋅ 2 Baths ⋅ MDAA2139904 MLS
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.

1915 Towne Centre Blvd Unit 403, Annapolis
5 Park Pl Unit 725, Annapolis
$489,000
1 Beds ⋅ 1 Baths ⋅ MDAA2140048 MLS
Motivated Seller! Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. Residence at Park Place is near all that Annapolis has to offer. An easy walk to restaurants, city dock, Naval Academy, Main Street, year-round waterfront events, and shopping! Your commute just got easier with direct access to Routes 50/97, Baltimore & BWI airport, Fort Meade, and the Eastern Shore! Come see your new home! (furniture negotiable)

5 Park Pl Unit 725, Annapolis
220 West St, Annapolis
$824,899
3 Beds ⋅ 2 Baths ⋅ MDAA2140068 MLS
Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has been replaced, delivering a true turnkey opportunity for buyers seeking lifestyle, investment potential, or business use in one of the most walkable and desirable areas in Annapolis. Unlike the majority of Downtown Annapolis properties, this is a fully detached home, not a rowhome or townhouse, providing enhanced privacy, natural light, and a more versatile footprint. The extensive renovation includes a brand new roof, all new electrical and plumbing systems, a new high-efficiency mini-split HVAC system, redesigned floor plan, new flooring throughout, updated lighting, and fully rebuilt kitchen and bathrooms. The outdoor spaces have been completely upgraded with a new deck, new brick patio pavers, new fencing, and ambient lighting that creates a warm and inviting atmosphere for evening entertaining. Inside, the home features a bright two-story entry foyer and a professionally curated interior design that blends modern comfort with intentional functionality. With three bedrooms and two full bathrooms, the layout is flexible enough to support full-time living, guest accommodations, workspace needs, or commercial adaptation. The main-level primary suite opens directly to a private brick patio, while the second bedroom features access to a rear deck overlooking the fully fenced yard. These indoor-outdoor connections are rarely found in Downtown Annapolis and significantly enhance livability. The kitchen has been completely reimagined with new cabinetry, countertops, and appliances, designed to support both daily living and entertaining. The open dining area comfortably accommodates gatherings, reinforcing the home’s versatility. Adding even more value, this property is being sold fully furnished. Every piece has been professionally selected, allowing the next owner to move in immediately, operate as a short-term rental, or transition into a commercial or mixed-use setup with minimal effort. Historically, this property has served multiple purposes, including a furniture store, office space, and duplex residence, highlighting the true flexibility and long-term value of its mixed-use zoning designation. Step outside into a fully fenced private yard featuring a brick patio, outdoor dining area, lounge seating, and ambient lighting, creating a unique urban retreat just steps from the energy of Downtown Annapolis. Located just moments from restaurants, shops, nightlife, City Dock, the Maryland State House, and the U.S. Naval Academy, this property offers unmatched walkability and access. With convenient proximity to Baltimore, Washington D.C., and BWI Airport, it is equally appealing for commuters, investors, and second-home buyers. This is more than a home. It is a rare, fully renovated, detached mixed-use opportunity in Downtown Annapolis where lifestyle, flexibility, and long-term value align.

220 West St, Annapolis
927 Old Annapolis Neck Rd, Annapolis
$1,100,000
MDAA2139760 MLS
Back on Market! 🌟 Buyer’s financing failed, creating a rare second chance to grab this amazing property. An extraordinary, turnkey opportunity has just reopened for a savvy builder or investor. This fully completed mini-subdivision is 100% ready for your next custom luxury home development. Act fast—this won't last twice! Positioned in a highly desirable, established enclave, this property offers incredible built-in equity. Comparable luxury homes on this exact street and in the immediate neighborhood have recently commanded sales over $1,300,000. Lots 2, 3 & 4 For Sale - Rare Builder/Developer Opportunity in Annapolis, MD (Anne Arundel County) Bonus Asset: Lot 1 (existing home) may also be available! Currently on a month-to-month lease—perfect for immediate rental income while you build Exceptional opportunity to acquire three fully buildable lots in a newly approved minor subdivision in one of Annapolis’ most desirable locations. These three premium lots comprise approximately 1.5 acres and are ideally suited for luxury custom homes. Large buildable parcels in Annapolis are increasingly difficult to find, making this a rare opportunity for builders, developers, and investors. One of the property’s greatest advantages is that the over two years of engineering, subdivision, and permitting work has been completed, significantly reducing the time, cost, and uncertainty typically associated with land development. All engineering and permit work has been professionally prepared by Messick Engineering, allowing a buyer to move efficiently toward construction. Located just minutes from Historic Annapolis, future homeowners will enjoy convenient access to waterfront attractions, restaurants, shopping, coffee houses, marinas, parks, major commuter routes, and everyday conveniences—while still enjoying the privacy of spacious residential lots. Property Highlights Three buildable lots (Lots 2, 3 & 4) Additional lot may be available for sale separately Approximately 1.5 acres total Newly created minor subdivision Premium Annapolis location Ideal for luxury custom homes Extensive engineering and permitting complLots 2, 3 & 4 For Sale – Rare Builder/Developer Opportunity in Annapolis, MD (Anne Arundel County) Exceptional opportunity to acquire three fully buildable lots in a newly approved minor subdivision in one of Annapolis’ most desirable locations. These three premium lots comprise approximately 1.5 acres and are ideally suited for luxury custom homes. Large buildable parcels in Annapolis are increasingly difficult to find, making this a rare opportunity. One of the property’s greatest advantages is that the over two years of engineering, subdivision, and permitting work has been completed, significantly reducing the time, cost, and uncertainty typically associated with land development. All engineering and permit work has been professionally prepared by Messick Engineering, allowing a buyer to move efficiently toward construction. Located just minutes from Historic Annapolis, future homeowners will enjoy convenient access to waterfront attractions, restaurants, shopping, coffee houses, marinas, parks, major commuter routes, and everyday conveniences—while still enjoying the privacy of spacious residential lots. Property Highlights Three buildable lots (Lots 2, 3 & 4) Approximately 1.5 acres total Newly created minor subdivision Premium Annapolis location Ideal for luxury custom homes Extensive engineering and permitting completed Significant time and development cost savings Ready for a seamless transition to the next phase of development Please Note: Lot 1, including the existing residence, is NOT included in this offering. The existing home is tenant occupied on a month-to-month lease and is not for sale. Please do not enter the property without authorization. Appointment required; property is tenant occupied. Proof of funds must accompany all offers

927 Old Annapolis Neck Rd, Annapolis
3338 Arundel On The Bay Rd, Annapolis
$96,000
MDAA2139482 MLS
POST AUCTION! Make an offer, buy it now! Deposit: $10,000. This +/- 10,000 ft² parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to major traffic artery Forest Dr. This property is vacant.

3338 Arundel On The Bay Rd, Annapolis
4 Shiley St, Annapolis
$1,395,000
4 Beds ⋅ 2 Baths ⋅ MDAA2137186 MLS
An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited convey with the property (city approvals secured; permits not yet pulled), offering a valuable head start toward bringing your vision to life. The generously sized lot and current AS-IS cottage provides an abundance of outdoor space, inviting a plethora of outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. A truly special setting offered AS-IS, ready for its next chapter. Welcome Home!

4 Shiley St, Annapolis
1524 Cedar Lane Farm Rd, Annapolis
$6,995,000
7 Beds ⋅ 6 Baths ⋅ MDAA2131054 MLS
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights. Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from 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!

1524 Cedar Lane Farm Rd, Annapolis
116 Stilly Way, Annapolis
$1,099,990
4 Beds ⋅ 3 Baths ⋅ MDAA2138688 MLS
Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom. These are to-be-built homes, allowing buyers to make all selections and personalize their finishes.

116 Stilly Way, Annapolis
349 Sherwood Trl, Annapolis
$2,395,000
3 Beds ⋅ 5 Baths ⋅ MDAA2137986 MLS
Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!

349 Sherwood Trl, Annapolis
1915 Towne Centre Blvd Unit 502, Annapolis
$499,999
2 Beds ⋅ 2 Baths ⋅ MDAA2137376 MLS
This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

1915 Towne Centre Blvd Unit 502, Annapolis
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