Annapolis Condo & Townhome Living
Bill Hyland | Annapolis Realtor®
Expert guidance. Clear market insight.
With over 16 years of real estate experience, associate broker Bill Hyland is known for thoughtful service and honest, straightforward advice, specializing in condos and townhomes that reflect the character and charm of Annapolis and its surrounding waterfront communities.
Have a few questions? Have a lot of questions?
Call or text Bill at:
410-570-9111
What to know about the Annapolis Condo & Townhome market:
A few details to consider as you explore your options
Properly priced Annapolis condos move quickly, especially waterfront and under $800k.
Here’s how to stay ahead:
Near the top of each Community page you’ll see this button:
Click or tap the button to:
• Create a quick free account
• Save searches for your favorite communities
• Turn on instant, daily, weekly, email alerts
For individual property listings click on the heart icon mid-page:
You’ll get notified when:
• A new listing hits your criteria
• A price drops
• A property goes under contract
No spam — you don’t like it, I don’t like it. Just the listings that match what you actually want.
And if you’d rather skip the tech?
Text me what you’re looking for. I’ll set it up for you. 410-570-9111
Pricing depends on location, water access, building condition, and amenities.
• Non-waterfront condos generally start in the mid-$400s to low-$800s
• Waterfront and luxury communities usually begin in the high-$500s and can climb into the multi-millions. Here’s a very nice condo on Spa Creek for $3.19M.
Location makes a big difference in price and for different reasons. Compare the GrandView community with extraordinary shopping and dining, elevator access, to the Chesapeake Harbour community with waterfront townhomes and condos, a gorgeous marina just a two minute sail from the Chesapeake Bay. Similar price range in both.
Parking, marina access, condo fees, insurance structure, and building age all affect long-term cost and resale value.
It’s important to look at similar buildings and real lifestyle value — not citywide averages.
Condo fees in Annapolis vary depending on the building’s age, amenities, and whether it’s waterfront. Fees range from $400/month to $1,200+/month and usually cover exterior maintenance, landscaping, insurance for common areas, trash service, and sometimes water or sewer. Plus they will cover contributions to maintain a proper required reserve fund.
In waterfront communities, fees may also support marina maintenance, bulkheads, docks, and shared recreational amenities such as pools or clubhouses.
It’s important to look beyond the monthly number and understand what’s included, and what is not. A lower fee doesn’t always mean lower long-term cost.
What matters most: Is the association financially healthy and properly managed?
Waterfront and water access properties typically command a premium due to views, direct water access, and marina amenities. They may also carry higher condo fees and insurance considerations.
Non-waterfront communities often offer strong value, proximity to downtown, and lower monthly expenses while still being near the water.
The decision often comes down to how much daily access to the water factors into your lifestyle.
Boat slips are handled differently depending on the community. In some buildings, slips are deeded and sold separately. In others, they may be assigned, leased, or managed through the association.
Availability, size restrictions, and waitlists can vary significantly.
If water access is a priority, it’s important to understand how slips are structured before focusing on a specific building.
While both zip codes are considered Annapolis, they offer varying living environments.
21401 includes Historic Downtown Annapolis, Spa Creek, more inland communities, and closer proximity to shopping and commuter routes.
21403 includes many waterfront and peninsula communities such as Eastport and areas along the Severn River, Spa Creek and Back Creek.
Each offers a distinct balance of access, water orientation, and neighborhood feel. They are both great places to live.
Active & Coming Soon Listings
$1.525m
$683
Coming Soon
23 CHESAPEAKE LNDG
Annapolis, MD 21403
3
Beds,
4
Baths,
1
Garage,
Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!
Residential
MLS# MDAA2155110
Long & Foster Real Estate, Inc.
$825,000
$894
For Sale
1 PRESIDENT POINT DRIVE
Annapolis, MD 21403
1
Beds,
2
Baths,
Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivating views across Spa Creek toward Historic Annapolis. With no steps required, the spacious condominium offers an easy, lock-and-leave lifestyle just moments from the clubhouse, waterfront pool, docks, and scenic walking paths.
The inviting living room is framed by expansive water views and features a thoughtfully designed alcove with built-in shelving that discreetly conceals a Murphy bed, providing flexible accommodations for visiting family and friends. Step outside to the stone waterfront patio, an idyllic setting for entertaining, unwinding, and taking in spectacular sunrises over the water. A second patio off the dining room offers a more intimate retreat surrounded by nature.
Inside, hardwood floors flow throughout, complemented by stylish architectural details including a beadboard-accented dining room ceiling. The serene bedroom captures beautiful water views and features a custom built-in closet area and elegantly appointed ensuite bath. A perfectly positioned pocket door allows the bath to serve both the bedroom and guests, providing the convenience of a powder room while maintaining privacy.
The Point on Spa Creek offers an impressive collection of amenities designed around the Annapolis waterfront lifestyle. Residents enjoy direct access to Spa Creek with deep-water boat slips and two convenient water-taxi locations providing easy access to Downtown Annapolis. The waterfront pool and expansive deck with hot tub create a resort-like setting, while the clubhouse is available for private gatherings and events.
Additional amenities include tennis and pickleball courts, EV charging stations, a kayak and canoe launch with convenient storage racks, and ample parking. Community social gatherings and a monthly newsletter foster a welcoming atmosphere, while pet-friendly policies ensure four-legged family members feel at home as well. A dedicated property maintenance supervisor adds another level of convenience, making life at The Point remarkably seamless.
Waterfront views, boating access, and an exceptional array of amenities, all within easy reach of Eastport and downtown Annapolis. Welcome Home!
Residential
MLS# MDAA2150706
TTR Sotheby's International Realty
$595,000
$470
For Sale
2123 BEACH VILLAGE COURT
Annapolis, MD 21403
2
Beds,
2
Baths,
Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces.
The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1, 267 square feet of finished interior space.
Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community.
Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home!
Residential
MLS# MDAA2154658
Compass
$799,000
$866
For Sale
5 PRESIDENT POINT DRIVE
Annapolis, MD 21403
1
Beds,
1
Baths,
Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes assigned storage and dedicated bicycle space on the ground floor. Whether you’re looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away.
Residential
MLS# MDAA2154422
Berkshire Hathaway HomeServices PenFed Realty
$575,000
$449
For Sale
7048 HARBOUR VILLAGE COURT
Annapolis, MD 21403
2
Beds,
2
Baths,
This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely remodeled and feels very different from other condos***Yes, Chesapeake Harbour has the two pools, one right on the bay. It has 'miles' of walkable private community beachfront. It has tennis and pickleball and beachside kayak, paddle board and canoe storage, and a launch area. It has a fully manned 24 hour security entry gate & on-site security personal, walking paths, a private marina and highly rated, marina side, restaurant and bar*** LOOK AT THE PHOTOS***WATCH THE VIDEO***It's all quite glorious . And the unit itself will sell itself. You open either of your 2 new sliding glass doors, and walk right outside (with or without your dog) out to your huge private patio. There is the marina. Walk down to the water. Walk to either pool. Walk down along the beach past the many community piers and out by the pond. Take your dog out on your kayak (with his life vest on). Sit down to views of the Bay Bridge at dusk*** Main Floor- End Unit! All those windows, that cherry flooring and that privacy, check it out!
Residential
MLS# MDAA2154424
Coldwell Banker Realty
$899,000
$468
For Sale
66 FRANKLIN STREET S
Annapolis, MD 21401
2
Beds,
3
Baths,
Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight, offering granite countertops, stainless steel appliances, abundant cabinetry and a large island perfect for cooking and gathering! Boasting 3 full Bathrooms and 2/3 Bedrooms this layout adapts to your lifestyle! The Primary BR being a flexible ensuite that opens to a sitting area and the 2nd BR makes a great guest room ensuite with the 3rd BR being a den, office or private retreat. Classic style is found here with custom closets, built‑ins, and French doors all adding thoughtful touches throughout. Enjoy the convenience of a full‑size washer and dryer, private parking space and storage unit. The Community amenities are resort like, including a fitness center, library, meeting rooms, concierge, security and a serene courtyard with a tranquil fountain. Step outside and walk to everything, like the City Dock, St. John’s College, the Naval Academy, Boutique Shops, many Restaurants, Bars and the Waterfront to watch the boats sail by! This is truly a lock‑and‑leave home in one of Annapolis’ most desirable locations. Make your appointment to tour today!
Residential
MLS# MDAA2154134
RE/MAX Executive
$625,000
$390
For Sale
1915 TOWNE CENTRE BOULEVARD
Annapolis, MD 21401
2
Beds,
2
Baths,
2
Garage,
Discover a luxurious lifestyle in this exquisite 2-bedroom, 2-bathroom residence nestled in the prestigious Grandview at Annapolis Towne Centre. This contemporary corner "Davenport" unit boasts an open floor plan with 10' ceilings, enhanced by elegant crown moldings and recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen features upgraded countertops and high-end appliances, including a built-in microwave, wall oven, and sleek Miele Induction cooktop, perfect for culinary enthusiasts. There is also a den that makes a great home office or flex space. Step onto the private balcony to enjoy serene views or unwind in the community's rooftop pool or elegant bar. The building offers exceptional amenities, including a fitness center, concierge service, and a stylish bar/lounge. Enjoy the convenience of in-unit laundry and assigned parking with electric vehicle charging stations available. With its prime location (easy access to shopping, dining, downtown Annapolis, Naval Academy, marinas etc.) and luxurious features, this home is a perfect blend of comfort and sophistication, inviting you to embrace an exclusive lifestyle. Experience the best of modern living in this exceptional property.
Residential
MLS# MDAA2152150
Coldwell Banker Realty
$649,900
$539
For Sale
5 PARK PLACE
Annapolis, MD 21401
2
Beds,
2
Baths,
2
Garage,
Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1, 206 square feet of thoughtfully designed living space, where sophisticated finishes and an unparalleled location combine to create an exceptional place to call home. To attend open houses and/or showings, there is a public pay parking garage under the building to make it a very short walk.
The heart of the home is a stunning, fully renovated gourmet kitchen that has been meticulously updated from top to bottom. Featuring elegant quartz countertops, custom cabinetry, premium stainless steel appliances, and newer designer ceramic tile flooring, it is equally suited for everyday living and entertaining. Rich hardwood flooring extends throughout the remainder of the residence, creating a warm, timeless aesthetic that complements virtually any style.
The spacious primary suite provides a private retreat, while the second bedroom and full bath offer outstanding flexibility for guests, a home office, or additional living space. Two deeded parking spaces in the secure garage provide the convenience and peace of mind that are increasingly rare in downtown Annapolis.
Beyond your front door, you'll enjoy an extraordinary collection of resort-inspired amenities designed to enhance everyday living. Residents have access to a spectacular outdoor swimming pool, beautifully landscaped community patio and gathering areas, a fitness center, dog park, library, elegant clubhouse with a catering kitchen and billiards room, private meeting space, television lounge for entertaining, and the added comfort of a 24-hour concierge.
The lifestyle extends well beyond the building itself. The community is home to three outstanding restaurants, boutique shopping, professional services, a convenient dry cleaner, and the Westin Hotel—perfect for hosting family and friends when extra accommodations are needed.
With an impressive Walk Score of 83, you're just moments from the waterfront, Navy Football games, City Dock, the United States Naval Academy, award-winning restaurants, art galleries, shopping, entertainment, and countless year-round events that make Annapolis one of Maryland's most treasured destinations.
This is the rare opportunity to enjoy all of the charm, culture, dining, and waterfront lifestyle that downtown Annapolis is known for—while leaving behind the maintenance, upkeep, and responsibilities of traditional homeownership. Simply lock the door, travel when you please, and come home to luxury, convenience, and an exceptional lifestyle every single day.
Professional interior photos coming 8/10.
Residential
MLS# MDAA2153318
Coldwell Banker Realty
$564,900
$535
For Sale
5 PARK PLACE
Annapolis, MD 21401
2
Beds,
2
Baths,
2
Garage,
Discover this charming 2-bedroom, 2-bathroom unit in the desirable Park Place community, built in 2007. This mid-rise Luxury Condominium building, located in Annapolis, features a spacious 1, 056 sq. ft. layout, perfect for modern living. Enjoy the convenience of stainless steel appliances, including a built-in microwave, gas oven/range, and dishwasher. The community offers exceptional amenities, including a refreshing outdoor pool, gym, party room and a dog park, outdoor patio with grills, catering to an active lifestyle. With 24-hour security and reserved parking in an underground garage, peace of mind is paramount. Located near vibrant local shops and dining options, Park Place is ideal for those seeking a blend of comfort and convenience. The association fee covers essential services, trash removal and snow removal, gas, water, sewer, ensuring a hassle-free living experience. Embrace the lifestyle this community offers, where every day feels like a retreat.
Residential
MLS# MDAA2153720
Long & Foster Real Estate, Inc.
$685,000
$411
For Sale
2102 CHESAPEAKE HARBOUR DRIVE E
Annapolis, MD 21403
3
Beds,
3
Baths,
Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo boasts high ceilings and a seamless floor plan made for entertaining. The upper level loft doubles as a flexible 3rd bedroom or home office, offering an airy, open concept layout that overlooks the main living area to maximize light and space.
Don't miss this coastal gem!
Residential
MLS# MDAA2153010
Compass
$524,995
$405
For Sale
755 FAIRVIEW AVENUE
Annapolis, MD 21403
3
Beds,
2
Baths,
HUGE PRICE REDUCTION $25, 000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.
Residential
MLS# MDAA2152980
RE/MAX Leading Edge
$849,000
$404
For Sale
7038 CLINTON COURT
Annapolis, MD 21403
3
Beds,
3
Baths,
2
Garage,
Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.
Residential
MLS# MDAA2152688
Long & Foster Real Estate, Inc.
Luxury is about more than just the price tag. It’s about finding a home that suits your lifestyle and meets your needs. Let Bill Hyland help you make your next move in Annapolis with confidence and ease.
Explore our Annapolis condo listings and connect with a professional dedicated to making your real estate goals a reality.
Searching for a stunning waterfront condo, a modern townhome in a bustling neighborhood, or planning to sell your Annapolis property? Bill’s market knowledge and personalized approach ensures top-tier guidance throughout the entire process.
Bill Hyland
Associate Broker
410-570-9111
bill@annapoliscondos.com
Anne Arundel Properties, Inc.
175 Admiral Cochrane Blvd, Suite 111
Annapolis, MD 21401
Broker: 800-477-5191
Copyright © 2026 Annapolis Condos LLC
Proudly powered by WordPress