Refine Search
Sort by
$614,000
1 Beds 2 Baths
Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, Blue Angels when in town, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar, two bay-view swimming pools and a private sandy beach, Scenic walking and biking trails, Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas, EV charging stations, ample parking, and 24-hour gated security. Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility. Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences. Seller will hold a private note.

7036 Harbour Village Ct Unit #T1, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$685,000
2 Beds 2 Baths
How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus-Plantation shutters throughout this charming home! The perfect location to enjoy your new Annapolis Life! This one will not last!

34 Pinkney St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$650,000
3 Beds 3 Baths
This exceptional Annapolis home truly has it all. Beautifully maintained, move-in ready home on a private lane. Updated with features that include a new roof, skylight, gutters, heat pump, hot water heater, carpet, sliding glass door, basement outdoor steps, fresh paint and more. The spacious kitchen’s vaulted ceiling has a skylight with a remote-controlled shade, beautiful quartz countertops, tile backsplash, breakfast bar, stainless steel appliances and opens to the family room with a wood-burning fireplace. The expansive screened porch is perfect for morning coffee, relaxing and entertaining. Elegant wood style flooring enhances the main living areas including a separate dining room and a large living room. Bathrooms have been tastefully updated. The unfinished basement with DryLok painted walls offers excellent potential for future living space. Well insulated, water softener system owned, very spacious garage with a large driveway. Water privileges at end of Lake Ogleton. Just a few minutes’ walk to Peninsula Park to enjoy Pickleball, Tennis, Trails, Picnic areas, Playground, Baseball, Basketball and a multi-purpose field. Ideally located just minutes from Historic Downtown Annapolis, dining, shopping, marinas, medical, the U.S. Naval Academy, schools and major commuter routes to Washington DC, Baltimore, Fort Meade and the Eastern Shore. SCHEDULE your showing today!

1132 Bay Ridge Rd, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact: 4432214120

$699,000
3 Beds 4 Baths
EXCITING PRICE IMPROVEMENT! Welcome to 34 Enclave Court, a beautifully appointed and spacious townhome in one of Annapolis's most desirable and convenient locations. Built in 2019 by K. Hovnanian, this meticulously maintained residence offers over 2,700 square feet of refined living space across three thoughtfully designed levels-all within walking distance of Downtown Annapolis, the Naval Academy, and major commuter routes. Perfectly positioned on a premium lot backing to trees, the home provides exceptional privacy and a peaceful, natural setting. The main level showcases a bright, open-concept layout featuring upgraded luxury vinyl plank flooring, 9-foot ceilings, and a stunning gourmet kitchen. Highlights include Dallas White granite countertops, stainless steel appliances, and an impressive 12-foot center island with ample seating-ideal for both entertaining and everyday living. The adjoining dining area provides a dedicated space for gatherings, while a convenient half bath adds everyday functionality. Elegant plantation shutters, designer blinds, and upgraded brushed nickel fixtures are seamlessly integrated throughout the home, creating a cohesive and timeless aesthetic. Step outside to the large spacious private deck, perfect for hosting guests or unwinding while overlooking the serene wooded backdrop. Upstairs, the luxurious primary suite offers a generous walk-in closet and a spa-inspired bath complete with comfort-height vanities and a frameless glass shower. Two additional well-sized bedrooms, a third full bath, and a convenient upper-level laundry room complete this floor. The entry level provides a versatile recreation room with walk-out access to a private paver patio-ideal for a home office, gym, or additional living space. This level also features a full designer bath and direct interior access to the two-car front-load garage. Located in the low-maintenance Enclave at Spa community, residents enjoy HOA-covered lawn care, trash service, and snow removal. With its modern finishes, smart home features, private outdoor living spaces, and close proximity to restaurants, shopping, and Spa Creek, 34 Enclave Court presents an exceptional opportunity for anyone seeking the very best of Annapolis living.

34 Enclave Ct, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$650,000
1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. The 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the property. Residents of Annapolis Roads enjoy community amenities such as a private beach, pavilion with fire pit, boat launch, pier, and walking trails. The location offers easy access to the Chesapeake Bay and is just minutes from downtown Annapolis, Eastport, and the U.S. Naval Academy. Commuters will appreciate the proximity to Route 50 and I-97, providing direct routes to Baltimore, BWI Airport, Fort Meade/NSA, and Washington, D.C. . The lot is connected to public sewer, simplifying the building process. Potential buyers can bring their architect to design a peaceful waterfront retreat that takes full advantage of the natural surroundings and community features .

1009 Dulaney Ln, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$699,999
2 Beds 2 Baths
Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.

78 Old Mill Bottom Rd N Unit #311, Annapolis

Listing courtesy of RE/MAX Galaxy. Contact: 8888843396

$625,000
4 Beds 2 Baths
Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring stylish cabinetry, contemporary finishes, and all-new appliances. Both bathrooms have been fully redesigned with clean, classic aesthetics, while extensive additional updates provide confidence and peace of mind for years to come. Every renovation was completed with intention, using quality materials and enduring design choices rather than quick cosmetic fixes. The result is a home that feels cohesive, fresh, and truly turnkey—allowing its next owners to move in and immediately enjoy everything it has to offer. Beyond the front door, discover the unmatched lifestyle of sought-after Hillsmere Shores. Just minutes from downtown Annapolis, this water-privileged community offers a voluntary HOA through the Hillsmere Shores Improvement Association, providing optional access to outstanding amenities including a private marina with boat slips, multiple boat ramps and kayak launches, a sandy community beach with pavilions and waterfront gathering spaces, and more. Residents also enjoy convenient access to Quiet Waters Park, shopping, dining, and everyday essentials, creating the perfect balance of natural beauty and modern convenience. With extensive updates already completed, exceptional community amenities, and sellers ready to make a deal, this beautifully renovated home represents one of the best opportunities to enjoy the Hillsmere Shores lifestyle from day one.

420 Edgemere Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$669,000
5 Beds 2 Baths
Nestled in a serene setting, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort, perfect for those seeking a luxurious lifestyle. Potenial five bedroom, Built in 2001, this detached home spans an impressive 2,399 square feet, providing ample space for both relaxation and entertainment. As you step inside, you are greeted by a warm and inviting atmosphere that flows seamlessly throughout the home. The thoughtfully designed layout features five spacious bedrooms, ensuring that everyone has their own private retreat. The two full bathrooms are tastefully appointed, showcasing high-end finishes that elevate everyday living into a spa-like experience. The heart of the home is undoubtedly the expansive living area, where natural light pours in through large windows, creating a bright and airy ambiance. This space is perfect for hosting gatherings or enjoying quiet evenings with loved ones. The open-concept design allows for effortless transitions between the living room, dining area, and kitchen, making it ideal for entertaining. The kitchen is a chef's dream, equipped with modern appliances and ample counter space, making meal preparation a delight. Whether you're hosting a dinner party or enjoying a casual breakfast, this culinary haven is sure to inspire your inner gourmet. Step outside to discover a private outdoor oasis, perfect for savoring morning coffee or unwinding after a long day. The meticulously maintained grounds offer a tranquil escape, while the driveway provides convenient parking for you and your guests. This home is not just a residence; it's a lifestyle. Enjoy the peace of mind that comes with living in a well-established neighborhood, where community and comfort are paramount. With no association fees or restrictive amenities, you have the freedom to personalize your space and create the home of your dreams. Experience the perfect balance of luxury and warmth in this stunning Colonial home. Whether you're looking to entertain, relax, or simply enjoy the finer things in life, this property is a true sanctuary that invites you to create lasting memories. Don't miss the opportunity to make this exceptional residence your own.

1200 Bay Ave, Annapolis

Listing courtesy of Powerhouse Realty, LLC.. Contact: 4109958386

$650,000
5 Beds 4 Baths
Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to the main living and dining areas. All three full bathrooms have been tastefully updated within the past four years, including a spa-inspired primary suite showcasing a soaking tub, rainfall shower, heated towel rack, dual LED vanities, and a cozy electric fireplace heater. Major system upgrades provide peace of mind, including a new electrical panel (2022), Bosch dual-fuel HVAC system (2023), new luxury vinyl plank flooring (2023), all windows replaced, and water heater (2020). Smart home enhancements include a security system, sensors, and hardwired detectors. The finished lower level is designed for both function and entertaining, featuring a dry bar with full refrigerator and cleverly concealed storage. A dedicated home office with Restoration Hardware furnishings adds both style and productivity, while Elfa closet systems throughout maximize organization. Outdoor living is equally impressive with over $30,000 in hardscaping, including an engineered retaining wall, paver patio with gazebo, main-level deck, and a private wooded backdrop. Additional highlights include an upgraded garage with built-in cabinetry, utility sink, and EV wiring. Condo classification offers the benefit of reduced exterior maintenance and sometimes lower insurance costs. Located in the non-age restricted section of Heritage Harbour, residents still have the option to enjoy access to the community’s extensive amenities. Amenities include golf course membership, indoor and outdoor pools, tennis courts, fitness center, clubhouse, boat ramp, water access, and a wide range of social and recreational offerings with a voluntary membership to Heritage Harbour. This home delivers the perfect combination of space, upgrades, and lifestyle.

2576 Hidden Cove Rd Unit #154, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$630,000
3 Beds 3 Baths
Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom again in April, though you are surrounded by expansive lawns and lush landscaping year-round. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!

2108 Chesapeake Harbour Dr Unit #201, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$675,000
2 Beds 2 Baths
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

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$632,400
2 Beds 2 Baths
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

76 Old Mill Bottom Rd N Unit #310, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

$602,602
2 Beds 2 Baths
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

78 Old Mill Bottom Rd N Unit #112, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

$624,900
2 Beds 2 Baths
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.

2106 Chesapeake Harbour Dr Unit #202, Annapolis

Listing courtesy of Keller Williams Realty. Contact: 3028467839