Annapolis Homes with Pool

Some homes simply have a soul—and this is one of them. For more than 100 years, this impeccably maintained Annapolis treasure has been the backdrop for holidays, celebrations, and everyday moments that become cherished memories. Lovingly cared for through the generations, it now awaits its next chapter. Perfectly positioned on an oversized corner lot overlooking the Poplar Trail, this enchanting property offers an increasingly rare combination of historic character, generous outdoor space, and an unbeatable walkable location. Stroll to Downtown Annapolis, West Annapolis, Navy-Marine Corps Memorial Stadium, restaurants, shops, parks, and waterfront attractions while enjoying the tranquility of this picturesque neighborhood. From the moment you arrive, you'll appreciate the home's original slate roof, timeless architecture, and meticulous care throughout the years. Inside, authentic details tell the story of its rich history—from gleaming hardwood floors and original crystal doorknobs to the charming laundry chute and elegant built-in dining room cabinetry. The spacious main level offers exceptional flexibility with a welcoming living room anchored by a cozy fireplace, an expansive dining room perfect for hosting family gatherings, a full bath, and a thoughtfully expanded kitchen featuring granite countertops, oak cabinetry, and a pantry. Hardwood floors are believed to be preserved beneath much of the main-level carpeting, offering even more timeless appeal. Two enclosed side porches add valuable year-round living space and endless possibilities, including the potential for a main-level bedroom, home office, or inviting sunroom. Upstairs, you'll find three generously sized bedrooms, a full bath, and access to a fully floored attic offering exciting possibilities for future finished living space. Downstairs, the expansive lower level offers abundant storage, workshop space, and plenty of room for hobbies, projects, or future creative use. Step outside and discover a backyard designed for making lifelong memories. Whether you're cooling off in the in-ground pool, relaxing beside the peaceful fish pond, gardening, entertaining family and friends, or simply enjoying the privacy of the expansive yard, this outdoor oasis offers something for everyone. A detached one-car garage, private parking pad, storage shed, and mature landscaping complete the property. Additional highlights include Thompson Creek replacement windows, timeless architectural details throughout, and an unbeatable location that perfectly balances convenience with neighborhood charm. Homes like this rarely come to market. Rich with character, impeccably maintained, and filled with endless possibilities, this is more than just a home—it's an opportunity to become part of its story and create a lifetime of memories for generations to come.

916 Poplar Ave, Annapolis

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

$899,900

Welcome to 810 Moran Drive, a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and location. Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill. Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

810 Moran Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$349,000

2002 Peggy Stewart Way Unit #205, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$598,000

Coming Soon

756 Fairview Ave Unit #756 D, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$265,000

**Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for relaxing or entertaining. The convenient main-level half bath adds everyday functionality, while the kitchen offers easy access to the laundry area, making household tasks effortless. Upstairs, you'll find two comfortable bedrooms and a full bathroom, providing a private retreat at the end of the day. Outside, enjoy the added bonus of a rear storage area, offering plenty of space for seasonal items, tools, or outdoor equipment. With thoughtful custom upgrades, modern touches, and a practical layout, this move-in-ready home is the perfect combination of comfort, style, and convenience.

38 Heritage Ct, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

$399,000

Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs and upper level bedrooms. Two brand new and updated full baths upstairs. Brand new and updated powder room on the main level. **Please note that the virtually staged photos are not exact dimensions** Steps from community amenities, including two swimming pools with toddler pools and two tennis courts. The neighborhood also provides easy access to Route 50 and Route 97, making commuting a breeze. Outdoor enthusiasts will love being within walking distance of Truxton Park, while nearby attractions such as the Naval Academy, Quiet Waters Park, BWI Airport, Washington, DC, and Fort Meade add to the home's convenience and appeal. Don’t miss this opportunity!

6 Belvedere Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$280,000

Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green space—an ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of the landscaped green space behind the building. An en-suite bath with a tub/shower combination provides both comfort and privacy. The second bedroom is generously sized with wall-to-wall carpeting and a spacious closet, making it ideal for guests, a home office, or additional living space. A second full bathroom with a tub/shower combination is conveniently located nearby. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, this home offers the perfect combination of space, functionality, and location. Situated just minutes from Historic Downtown Annapolis, you'll enjoy easy access to charming boutiques, waterfront dining, marinas, entertainment, and the U.S. Naval Academy. Major commuter routes, shopping centers, parks, and everyday conveniences are all within close reach, making travel to Baltimore, Washington, D.C., and surrounding areas a breeze. Don't miss the opportunity to own this inviting home in a wonderful community—50-G Sandstone Court is ready to welcome you home.

50 Sandstone Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com

$630,000

Nestled on a desirable corner lot with peaceful green space and wooded views, this spacious 2-bedroom, 2-bath home offers comfortable one-level living in sought-after Heritage Harbour. The open living and dining rooms feature vaulted ceilings and provide an inviting layout for everyday living and entertaining. The generously sized kitchen offers abundant cabinet and counter space along with room for a breakfast table. Relax year-round in the bright all-seasons room complete with its own Mitsubishi mini-split system. The oversized primary suite features a large walk-in closet and private bath, while the spacious second bedroom also includes a walk-in closet. Additional highlights include an oversized two-car garage and an irrigation system. Heritage Harbour is the premier retirement community in the Annapolis area. Minutes from downtown Annapolis, Annapolis Mall, and Annapolis Towne Centre, you'll enjoy convenient access to shopping, dining, healthcare, and entertainment while tucked away from the hustle and bustle. The community offers a clubhouse with indoor and outdoor pools, fitness center, library, woodworking shop, billiards, community pier with South River access, and more. Residents also enjoy a private 9-hole executive golf course with Wilder Fresh Kitchen, tennis and pickleball courts, an RV/boat storage lot, and countless clubs and activities. Schedule your showing and experience everything Heritage Harbour has to offer.

804 Coxswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$509,900

Welcome to 282 Cedar Lane, a beautifully updated rancher nestled in one of Annapolis' most sought-after waterfront communities. This move-in ready home blends timeless charm with thoughtful updates, beginning with a stunning magazine-worthy kitchen featuring nautical navy cabinetry, warm butcher block countertops, and stainless steel appliances—a space that's both stylish and functional. Beautiful oak hardwood floors flow throughout the main level, where you'll find three comfortable bedrooms and a full hall bath. The finished lower level provides additional living space perfect for a family room, home office, gym, or playroom and includes a half bath, the laundry room and additional unfinished storage space. Major updates provide peace of mind, including a new roof (2017) and hot water heater (2019). Life in Hillsmere Shores is about so much more than the home itself. This beloved waterfront community offers a private marina with direct access to the South River, a community pool, sandy beach, waterfront pavilions, and multiple playgrounds. Residents also enjoy walking access to Quiet Waters Park, Hillsmere Elementary School, the Eastport-Annapolis Library, PAL Park, and Bay Ridge Plaza shopping and dining. Just 3 miles from Historic Downtown Annapolis, Hillsmere Shores combines the charm of an established neighborhood with the convenience of nearby restaurants, boutiques, marinas, and waterfront attractions.

282 Cedar Ln, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$819,900

Exceptional Heritage Harbour living on a quiet wooded cul-de-sac. This beautifully updated 3-bedroom, 3-bath home has been meticulously maintained and thoughtfully improved. The heart of the home is the renovated kitchen, featuring granite countertops, stainless steel appliances, a gas cooktop, abundant cabinetry, and an oversized dining area. Vaulted ceilings and hardwood floors enhance the spacious living room, which opens to a stunning sunroom/deck surrounded by peaceful wooded views. Renovated bathrooms, quality finishes, and hardwood and tile flooring throughout reflect the pride of ownership found in every room. In the basement, another full bathroom, finished living space, workshop and extra storage room. Heritage Harbour is the premier retirement community in the Annapolis Area. Minutes from downtown Annapolis, the Annapolis Mall, Parole Towne Center, you are within a short distance from everything you need while tucked just outside of the hustle and bustle. At the world class community clubhouse you will find an indoor and outdoor pool, fitness center, library, woodworking shop, billiards, access to the South River at the community pier and more. At the 9 hole private executive golf course, you can enjoy a delicious meal at Wilder Fresh Kitchen, exclusive to Heritage Harbour Residents. Tennis/pickleball courts, RV/boat storage lot, the list is endless. Schedule your showing and tour of the community today, this one won't last long!

816 Boatswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$549,995

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.

755 Fairview Ave Unit #755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$899,999

Nestled at the end of a quiet court in sought-after Admiral Heights, 1 King Ct offers 3,125 square feet of comfortable, updated living across four bedrooms and two and a half baths. This home is ready for its next chapter—thoughtfully improved and move-in ready. The showpiece is the 2022-renovated kitchen, where warm wood flooring meets crisp quartz countertops and a custom marble backsplash. GE Café appliances—including a gas range with matching hood, refrigerator, and dishwasher, plus a GE microwave—elevate everyday cooking, while fresh cabinetry, a center island, and LED recessed lighting bring both function and style. Throughout the home, hardwood floors sanded and refinished in 2022 pair with new carpet for an inviting flow. Custom California Closets keep every room organized, and a whole-house humidifier adds year-round comfort. Peace of mind comes standard: a brand-new HVAC system (2026), a 2023 water heater, and fresh fencing installed in 2024 and 2025. Sellers replaced roof in 2024! Living here means embracing a water-privileged community. Residents enjoy Dewey Dock at Heineman Park for fishing, swimming, and launching kayaks on Weems Creek; the Williams Drive Park & Boat Club with private slips and gear storage; Halsey Park's open green space for gatherings; and the Admiral Heights Swim Club with a summer swim team. Downtown Annapolis is minutes away, offering fine dining, boutique shopping, the City Dock, and the Naval Academy—while Route 50 provides easy access to Baltimore and Washington, D.C. At 1 King Ct, refined updates meet an unbeatable Annapolis lifestyle

1 King Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$715,000

Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green valley that ends at the lagoon that leads directly to Spa Creek. In December, celebrate the famous EYC annual Parade of Lights in style by your wood-burning fireplace and in Spring/Summer enjoy the easy breeze with family and friends . The private community marina just steps away from your home, is the perfect place to dock your boat and store your kayak . It offers seamless access to Spa Creek, the Chesapeake Bay and beyond. Your luxury lifestyle also includes the choice to relax poolside, play tennis/pickleball on the courts, walk to town or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis waterfront dream has come true!

6 Spa Creek Lndg Unit #B2, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$1,600,000

**Professional photography will be added prior to going active** Welcome to 1674 Homewood Landing Road, a rare opportunity to own a spectacular waterfront property nestled along the coveted shores of White Hall Creek. Offering 3 bedrooms, 2.5 bathrooms, and approximately 2,380 square feet, this home sits on an incredible deep-water lot with direct access to the Chesapeake Bay—making it a true boater's paradise. Whether you're an avid sailor, fisherman, or simply love life on the water, you'll appreciate the protected deep-water location and effortless access to the bay, waterfront restaurants, and endless cruising destinations. The existing home offers the opportunity for a complete renovation, while the premium waterfront setting provides the perfect canvas to design and build the custom home you've always envisioned. Surrounded by luxury waterfront properties, this is a chance to create an extraordinary estate tailored to your lifestyle. Imagine waking up to panoramic water views, spending your afternoons boating on the Chesapeake, and ending each day with breathtaking sunsets over Whitehall Creek. Opportunities like this are increasingly rare, bring your vision and transform this exceptional property into the waterfront retreat of your dreams.

1674 Homewood Landing Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$699,900

Welcome to this beautifully renovated 4-bedroom, 3 full and 1 half bath home in the highly sought-after waterfront community of Cape St. Claire. Thoughtfully updated from top to bottom, this home combines timeless style with modern conveniences, offering exceptional move-in-ready living. A charming front porch welcomes you inside, where you'll find an open, inviting floor plan centered around a stunning kitchen that was completely remodeled in 2021. Designed for both everyday living and entertaining, the kitchen features quartz countertops, GE Profile stainless steel appliances, a convenient drawer microwave, and an open layout that flows seamlessly into the main living spaces. The spacious owner's suite is a true retreat, highlighted by a completely remodeled spa-inspired bathroom completed in 2026 with a beautifully updated shower and double vanities. All bathrooms have been tastefully renovated during the current ownership, providing a fresh, modern feel throughout the home. An additional fourth bedroom or home office, added in 2021, offers flexibility for today's lifestyle. The finished lower level provides an expansive recreation room with endless possibilities for entertaining, a home theater, fitness area, or playroom. A convenient laundry and mudroom with direct exterior access adds everyday functionality. Premium Pella windows and sliding doors installed in 2020 enhance the lower level with abundant natural light and energy efficiency. Step outside to enjoy the large rear deck overlooking the fully fenced private backyard, complete with a privacy fence installed in 2019—perfect for gatherings, pets, or simply relaxing outdoors. Additional major improvements include a new HVAC air handler system (2019), roof replacement (2017), water heater (2021), whole-house UV water filtration system, whole-house well pump replacement, new carpet (2026), fresh interior paint (2026), resurfaced front porch (2026), new garage door spring (2026) and a 240-volt EV charger in the attached two-car garage. The home is also accented with authentic Herman Miller Nelson hanging light fixtures in the stairwell and dining room, adding a touch of iconic mid-century modern design. Located in Cape St. Claire, residents enjoy access to two community beaches, pool, marinas, parks, playgrounds, walking trails, 3 piers with boat slips and neighborhood events, all just minutes from downtown Annapolis, Route 50, and the Chesapeake Bay. This is a rare opportunity to own an extensively updated home in one of Anne Arundel County's most desirable waterfront communities.

1153 Hampton Rd, Annapolis

Listing courtesy of Corner House Realty. Contact: (443) 499-3839

$2,999,900

5 Beds ⋅ 5 Baths

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$435,000

A rare find in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, and a modern kitchen with new electric range and generous living space throughout. Many major improvements have been completed for you within the past five years, providing added peace of mind. These include a new roof, LVP flooring throughout the main level, a basement waterproofing system, sump pump, and hot water heater, along with a new balcony and lower deck spaces. You’ll find exceptional storage space across all three levels, including a partially floored attic and fenced deck space in back for kayaks, toys and more. The finished basement is added living space, and has a flexible use space, ideal for a workshop or hobbies. Enjoy the wooded back view and lower level access, and in the summertime relax at the community pool. All of this is just minutes from West street, local parks, trails, and the best of downtown Annapolis, making it an outstanding opportunity to enjoy city living. Welcome home!

73 Gentry Ct, Annapolis

Listing courtesy of Homecoin.com. Contact: 8884002513

$2,250,000

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

500 Sara Dr, Annapolis

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

$725,000

Location! Location! Location! This beautiful recently updated colonial will delight the pickest buyer. Walking distance to the community beach, tot-lot playground and community center, make this location super special. Enjoy modern upgrades such as the kitchen, all bathrooms and much more. Spacious eat-in updated kitchen with granite countertops, granite island, new SS fridge and stove in 2026 is perfect for any meal. Open to the family room that features a vaulted ceiling and slider walkout to the level, huge rear yard. Other major updates this year are the HVAC and House generator. The formal living room with a wood burning marble surround fireplace, recessed lighting & crown molding delight. Open to the formal dining room offering crown, chair and picture frame surround for impressive elegance. Rich hardwood flooring throughout the main level shine. The main level mud room greets you from the oversized one car garage. The upper private bedroom level features three large bedrooms and updated bathrooms. The primary bedroom offers a private updated full bath, sitting area, and large walk-in closet. The lower level is fully finished and is ideal for the in-law or teen suite arrangement. A spacious bedroom with two closets, ceiling fan and updated full bath nearby makes it ideal. Lots of storage in closets and a clean clear crawl space helps for ample storage space. An extra large recreation/game room complete this level of the home. My favorite part of this home is the level tree-lined back yard with stone firepit, patio with built-in seating. Oversized shed with extra large patio will help with any projects. A three sided fenced yard could easliy be closed off if desired. Summer family fun, cookouts or crab feasts will be perfect in this private, peaceful, spcious back yard. After the cookout walk to the community beach nearby for more summer fun! A must see!

1275 Swan Dr, Annapolis

Listing courtesy of RE/MAX Advantage Realty. Contact:

$325,000

Welcome to easy living in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condominium with a spacious den is located in the highly desirable Clipper Cay building in the 55+ community of Heritage Harbour. Filled with natural light and showing beautifully, this home offers a flexible floor plan that's perfect for everyday living, entertaining, or creating a comfortable home office or guest space. Ideally situated within walking distance of the community Lodge, you'll enjoy convenient access to Heritage Harbour's outstanding resort-style amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a 9-hole executive golf course, walking and biking trails, a library, woodworking shop, kayak launch, waterfront lodge, on-site restaurant, and an endless variety of clubs, activities, and social events. Whether you're looking to downsize or enjoy an active 55+ lifestyle, this move-in ready condo is priced to sell quickly and offers exceptional value in one of the area's premier active adult communities. Don't miss this opportunity to make Heritage Harbour your new home!

2900 Shipmaster Way Unit #309, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$565,000

**Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss. Welcome home!

5 Park Pl Unit #107, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$625,000

Professional photos coming soon! Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath condo offers a spacious, light-filled floor plan with a rare combination of features. The updated kitchen is designed for both everyday living and entertaining, showcasing granite countertops, a center island, stainless steel appliances, and a built-in wine fridge. The loft, complete with custom built-in shelves, provides the perfect space for a home office, family room, or guest retreat. The half bath in the loft area is a great plus. Enjoy outdoor living on the expansive wraparound deck, ideal for morning coffee, outdoor dining, or simply relaxing. Located in one of Annapolis' premier gated waterfront communities, Chesapeake Harbour offers exceptional amenities, including a private beach, two swimming pools, tennis & pickleball courts, walking trails, a marina, and the popular Beacon Waterfront Galley & Bar, all just minutes from Historic Downtown Annapolis. Outdoor enthusiasts will appreciate the opportunity to join the Canton Kayak Club, offering convenient access to kayaks and launch sites throughout the region, including a resident-access launch within Chesapeake Harbour.

7048 Harbour Village Ct Unit #202, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,495,000

3 Beds ⋅ 4 Baths

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

2144 Chesapeake Harbour Dr, Annapolis

Listing courtesy of One Percent Lists Mid-Atlantic. Contact: 4439871402

$395,000

Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features waterfront promenade, walking trails, outdoor pool, kayak launch and storage, community pavilion, picnic areas and the water taxi stops in the community for a relaxing boat ride to downtown Annapolis. This beautiful Eastport community is just 1 mile from downtown Annapolis and only 5 miles from Rt. 50 and 97 to easily access BWI, Baltimore and Washington, DC. This is a pet-free community. Move in ready and perfect for a weekend get-away or a year-round residence!

765 Fairview Ave Unit #765 D, Annapolis

Listing courtesy of Hartman Realty, LLC.. Contact: (410) 266-3232

$356,000

Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenience, and an exceptional community setting. This home is in good condition and features a private patio and privacy fence Located adjacent to the community pool, residents can enjoy easy access to seasonal recreation and outdoor relaxation just steps from their front door. Conveniently situated near shopping, dining, commuter routes, and everyday amenities, this property presents an excellent opportunity for buyers seeking both value and lifestyle.

1041 Cedar Ridge Ct, Annapolis

Listing courtesy of Maryland Realty Connection. Contact: admin@mdreoconnection.com

$899,900

4 Beds ⋅ 2 Baths

Welcome to 1169 Latrobe Drive in the sought after Cape St. Claire community on Annapolis’ Broadneck Peninsula. This is more than a home. It’s an opportunity that’s becoming harder and harder to find. Filled with natural light, this four bedroom, two bathroom home sits on an expansive lot with endless possibilities. Start your mornings in the bright glass enclosed sunroom overlooking the backyard, spend summer afternoons by your private pool, and enjoy beautifully maintained landscaping with multiple outbuildings that provide incredible flexibility for hobbies, storage, or future projects. Whether you’re entertaining friends, relaxing with loved ones, or simply enjoying the privacy of your own outdoor retreat, this property offers the space to do it all. The oversized lot is the true centerpiece. Renovate the existing home, expand to fit your lifestyle, explore investment opportunities, or build the custom home you’ve always envisioned. The property has already been subdivided!! Life in Cape St. Claire is about more than just your home. Enjoy community beaches, fishing piers, a marina, waterfront parks, playgrounds, and the Chesapeake Bay lifestyle that makes this one of Annapolis’ most beloved communities. Launch your kayak, spend evenings watching sunsets over the water, meet neighbors at community events, and enjoy the convenience of being just minutes from downtown Annapolis, shopping, restaurants, commuter routes, and top Broadneck area amenities. With an expansive lot, incredible outdoor living, a highly desirable location, and outstanding long term potential, this is a rare opportunity to enjoy today while investing in tomorrow.

1169 Latrobe Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810

$610,000

Nestled in the charming Cape St. Claire community, this exquisite split foyer home offers a perfect blend of comfort and luxury. With 2,168 square feet of thoughtfully designed living space, this residence features four spacious bedrooms including a massive owners suite and three full bathrooms, ensuring ample room for relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, highlighted by an open floorplan that seamlessly connects the kitchen and dining areas. The kitchen, complete with electric appliances and generous table space, is perfect for culinary enthusiasts. Enjoy cozy evenings by the fireplace, where natural light pours in. The fully finished basement offers endless possibilities, whether you envision a home gym, office, or additional living space. Outside, sits on the perfect corner lot, providing a unique outdoor experience. Just a short stroll away, indulge in the community's exceptional amenities, including access to the beautiful Chesapeake Bay and Magothy River. Imagine sipping your morning coffee on the porch while taking in serene water views, or spending weekends at the nearby beach and boat dock. This property is not just a home; it's a lifestyle, offering a perfect blend of tranquility and recreation. Experience the best of waterfront living in this exclusive community, where every day feels like a vacation.

994 Hillendale Dr, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$975,000

Welcome to Ketch Court, tucked away in the highly sought-after waterfront community of Annapolis Cove. With four bedrooms, two-and-a-half bathrooms, a finished basement with brand-new flooring, and a huge backyard, this home offers the space and flexibility to fit just about any stage of life. Hardwood floors create a warm, welcoming feel throughout the main level, while the family room fireplace makes the perfect gathering spot on chilly evenings. Whether you're hosting family for the holidays, watching the big game with friends, or simply enjoying a quiet night at home, this is a house that's meant to be lived in. The finished basement adds even more living space and can easily become a media room, playroom, home gym, office, or guest retreat. Upstairs, you'll find four spacious bedrooms, giving everyone a place to unwind at the end of the day. Step outside and you'll discover one of the home's best features, a backyard that's hard to find in Annapolis. There's plenty of room for cookouts, yard games, pets, gardening, or simply relaxing on the deck with your morning coffee before the day begins. It's the kind of outdoor space you'll use every chance you get. One of the biggest reasons people love Annapolis Cove is the neighborhood itself. Neighbors gather for happy hours at the marina, movie nights, and the community's annual Fourth of July parade. Kids ride bikes together, friends stop to chat on evening walks, and there's a true sense of community that's becoming harder and harder to find. Residents also enjoy access to the private marina, playground, green spaces, and the opportunity to join the waterfront Bay Ridge Pool. Just minutes from Historic Downtown Annapolis, Quiet Waters Park, shopping, restaurants, and commuter routes, you'll enjoy the best of Annapolis while coming home to one of its most welcoming neighborhoods. This is more than a beautiful house, it's a place to put down roots, make memories, and enjoy a lifestyle that keeps people in Annapolis Cove for years. Welcome home!

1286 Ketch Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$455,000

Welcome to 916 Yachtsman Way, a beautifully maintained townhome in the sought-after Mariners Point community. From its desirable cul-de-sac location to its charming exterior, this home delivers outstanding curb appeal from the moment you arrive. Step inside to a two-story living and dining area filled with natural light, creating an open and inviting layout. The spacious kitchen features abundant cabinetry, granite countertops, and a functional layout ideal for everyday living. On the main level, you'll also find a spacious bedroom, a tastefully updated full bathroom, and a utility room with laundry and additional storage space. The upper level offers a spacious primary bedroom overlooking the main living area, along with a versatile loft that’s perfect for a home office, reading nook, or living space. Recent improvements include freshly painted exterior siding, front windows (2020), kitchen appliances (2023), a new HVAC system (2025), and an expanded patio (2026), creating the perfect space for relaxing or entertaining. A storage shed provides additional room for your outdoor essentials. Community amenities include an outdoor pool, clubhouse, and nearby green space. Only a few minutes from downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. Mortgage savings may be available for buyers of this listing. Open House this Saturday, 11:00 AM–1:00 PM.

916 Yachtsman Way, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$354,900

Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most convenient locations. Featuring 2 bedrooms, 2 full bathrooms. This home blends modern finishes with an open, comfortable layout. The renovated kitchen showcases contemporary cabinetry, granite countertops, stainless steel appliances, and lots of space, flowing seamlessly into the spacious living and dining areas—perfect for both everyday living and entertaining. Large windows fill the home with natural light. The spacious primary suite offers generous closet space and a large en-suite bath, while the second bedroom and full bath provide flexibility for guests, family, or a home office. Enjoy the convenience of first-floor living along with a private outdoor patio where you can unwind and enjoy the tranquil surroundings. Residents of Admirals Reach enjoy exceptional community amenities, including a clubhouse, fitness center, guest parking, and beautifully maintained grounds. The monthly condominium fee covers water, sewer, trash and snow removal, lawn care, and exterior maintenance, allowing for truly low-maintenance living. Ideally located just minutes from Annapolis Town Center, Downtown Annapolis, the U.S. Naval Academy, Quiet Waters Park, and Routes 50 and 97, this fully renovated home offers the perfect combination of style, convenience, and carefree living.

607 Admiral Dr Unit #101, Annapolis

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

$3,595,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

48A E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$874,900

Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores community one block from the marina, private beach, waterfront playground/parks, community pool, and boat ramp. Thoughtfully redesigned with high-end finishes throughout, this turnkey home offers the perfect blend of style, flexibility, and everyday comfort. The bright, open main level is designed for gathering, featuring a beautifully updated white kitchen with quartz countertops, stainless appliances, custom backsplash, generous workspace, and seamless flow into a dining and seating area accented by shiplap details and French doors opening to an expansive entertaining deck overlooking the oversized, fully fenced backyard. The spacious primary suite includes a sitting area, custom California Closets walk-in, and a bathroom with 4' vanity, an extra large Smart Mirror/Medicine Cabinet and marble shower. The walkout lower level offers exceptional flexibility with a large room currently enjoyed as a family room but could easily serve as a fourth bedroom, complete with fireplace, closet, full egress, and direct access to a private covered deck with hot tub. Two additional bedrooms, both with California Closet systems, a beautifully renovated full bath with double vanity, extended tub and an updated laundry room complete this level. A bonus feature of this house is the separate, flex space adjacent to the garage with its own beautifully renovated powder room, mini-split HVAC, large deck, with endless possibilities as a home office, fitness studio, media room, teen hangout, creative workspace, or guest overflow. Outside, the oversized fenced-in back yard provides rare privacy and room to play, entertain, or garden, complemented by multiple outdoor living areas and a detached shed/workshop with power and air conditioning. The large two car garage features Flow Wall storage system, epoxy floor coating, and an EV charging plug as well as direct access to the rear yard. Extensive renovations throughout include the kitchen, baths, roof, siding, windows, HVAC, flooring, lighting, garage, landscaping, and countless custom details, creating a truly move-in-ready home. Enjoy one of Annapolis' most beloved waterfront communities with a voluntary HOA, private beach on the South River, marina, community pool, playgrounds, and year-round neighborhood events—all just minutes from Downtown Annapolis.

117 Sunset Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$740,000

Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on the South River, where residents enjoy breathtaking Chesapeake Bay views and watch sailboats and commercial ships pass by. Inside, you'll find a flexible floor plan with multiple living spaces, including a welcoming living room featuring a pellet fireplace insert, a spacious family room, and an additional finished lower-level room ideal as a playroom, home office, gym, or guest space. Hardwood flooring extends throughout two levels, with luxury vinyl plank flooring on the remaining two. The kitchen has been updated with new quartz countertops and has stainless steel appliances, while both bathrooms feature beautifully renovated showers. A convenient mudroom/laundry room provides direct access to the attached one-car garage. From the kitchen you will step down onto a paver patio for outside entertaining. Enjoy all that Hillsmere Shores has to offer, including a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events, all just minutes from downtown Annapolis.

110 Lake View Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$2,650,000

6 Beds ⋅ 6 Baths

Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributaries, this extraordinary waterfront residence at 529 Lee Circle offers an exceptional blend of sophisticated coastal design and effortless indoor-outdoor living. Privately nestled among mature trees, the home enjoys a peaceful setting with panoramic water views, a private pier, a boat house and a floating dock, creating the ultimate Annapolis waterfront retreat. The impressive rear elevation is designed to embrace the waterfront lifestyle, featuring expansive walls of glass that flood the interiors with natural light while framing picturesque water views from nearly every level. Multiple outdoor living spaces—including a spacious waterside deck, an upper-level balcony, and an expansive lawn leading to the 114 feet shoreline—provide the perfect backdrop for entertaining or relaxing while enjoying spectacular sunsets. The boat house with lift, private pier, and protected water dockage offer immediate access to boating, paddleboarding, kayaking, and all the Chesapeake Bay has to offer. Whether departing for a day on the water or enjoying quiet evenings along the shoreline, this property delivers an unmatched waterfront experience. Architecturally, the home combines classic coastal elegance with contemporary comfort. Soft gray siding, crisp white trim, multiple gables, and oversized windows create a timeless façade that complements its natural surroundings. The residence offers approximately 6,000 square feet of living space with two owners suite (one on the main level), generous entertaining areas, multiple fireplaces, and luxurious accommodations designed for both everyday living and grand-scale gatherings. The home was originally built in 1965. In 2016 it went through a complete, down-to-the-studs renovation and expansion to the creation of stunning luxurious waterfront home. Custom-Built by Architect Teresa Todd and Timberlake Homes into a 6-bedroom and 5.5-bathroom residence. Located within the sought-after Hillsmere Shores community, residents enjoy a coveted Annapolis lifestyle with access to a private beach, marina, community pool, playgrounds, and convenient proximity to Historic Downtown Annapolis, waterfront dining, yacht clubs, and the U.S. Naval Academy. This is more than a waterfront home—it is a private Chesapeake Bay sanctuary where luxury, recreation, and timeless coastal beauty come together in one exceptional offering.

529 Lee Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$267,500

Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid foundation for your personal updates and design vision. The primary suite features ample closet space and a private en-suite bath, with a comfortable second bedroom that's ideal for guests, a home office, or additional living space. This condo is ready for a little TLC, making it an excellent opportunity for buyers seeking luxury living with the chance to add their own style and value. Enjoy the convenience of second-level living, along with the comfort, security, and amenities of a well-maintained community. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity, this condo combines location, space, and potential in one exceptional package. Bring your imagination and transform this hidden gem into the home you've always envisioned!

1 Silverwood Cir Unit #8, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$289,000

Professional Photos to come! COMING SOON! Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis courts. If you love the outdoors, the spectacular Quiet Waters Park is just minutes away. Ideally located just minutes from downtown Annapolis, premier dining, and shopping, this home offers the perfect blend of convenience and tranquility. Step inside to a spacious living room that opens to a private balcony—perfect for your morning coffee or relaxing evenings. The functional layout features a separate dining area and a nicely updated kitchen with an adjoining breakfast space/den, offering both comfort and versatility. Both the primary suite and the second bedroom are generously sized, providing a welcoming retreat at the end of a busy day. Don't miss this perfect combination of comfort, location, and effortless low-maintenance living!

20 Silverwood Cir Unit #5, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$500,000

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of the marina and open water. Welcome inside to an open-concept layout featuring gorgeous wood-look porcelain tile, custom electric shades, crown molding, and a cozy fireplace. The kitchen shines with an antiqued glass tile backsplash, pantry, and newer SS appliances. Relax in the primary suite boasting an en-suite bath with a granite double vanity, custom walk-in closet, and direct patio access. Step out onto the oversized patio—larger than most in the community—perfect for soaking in the views. Major updates include a brand-new HVAC & air purifier (2025), fresh paint (2022), and upgraded closets. Enjoy community amenities: private beach, 2 pools, tennis courts, kayak launch, walking trails, on-site dining, and an 81-slip marina. Minutes to Historic Annapolis with easy commutes to Baltimore & D.C.! Ask about the assumable VA loan!

7024 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,500,000

5 Beds ⋅ 4 Baths

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$879,400

5 Beds ⋅ 4 Baths

***PROFESSIONAL REMARKS COMING SOON*** ON-MARKET 7/10***OFFERS PRESENTED AS RECEIVED***OPEN HOUSE SUN 7/12 12PM-2PM***

1920 Eamons Way, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810

$379,000

Coming soon! Stunning 3-bedroom, 2-bath condo at The Landing at Spa Creek! This home has been completely updated featuring exposed beams, wood floors, two fireplaces, a spacious island kitchen with modern fixtures, private balcony, and the convenience of an in-unit washer and dryer.

1006 Primrose Rd Unit #303, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$275,000

Move-in ready ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a convenient Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home combines comfort and easy maintenance. The sun-filled eat-in kitchen has been upgraded with stainless steel appliances, granite countertops, a stylish tile backsplash, and abundant cabinet space. A separate dining room provides additional space for everyday living and entertaining. The spacious living room opens to the private patio through sliding glass doors, creating an inviting indoor-outdoor living area. The primary suite features a walk-in closet and an en-suite full bath. A generously sized second bedroom offers flexibility for guests, a home office, or a fitness room. A second full hall bath and a full-size washer and dryer add everyday convenience. Residents enjoy ample parking, a community pool, and a picnic and grilling area. Ideally situated across from Truxtun Park, you'll have easy access to walking trails, a public marina, boat docks, pickleball and tennis courts, and picnic areas. Just minutes from Downtown Annapolis, City Dock, and Church Circle, this home offers convenient access to shopping, dining, entertainment, and waterfront attractions.

1227 Gemini Dr Unit #1227-C, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900

$385,000

Penthouse unit with loft, new flooring, new appliances, new granite countertop in kitchen, new paint through out and new toilets. Ready for you to move in. Condo is convenient to downtown Annapolis, shopping, Anne Arundel Medical Center, the U.S. Naval Academy, and major commuter routes to D.C. and Baltimore. Community offers a pool, exercise room, tennis courts and basketball court.

619 Admiral Dr Unit #401, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$1,499,950

Perched atop the prestigious GrandView at Annapolis Town Center, this exceptional penthouse offers an unparalleled blend of luxury, sophistication, and convenience. Bathed in natural sunlight through its coveted southern exposure, this stunning residence showcases breathtaking panoramic views, soaring 11-foot ceilings, and exquisite Brazilian cherry hardwood floors throughout. Designed for both elegant entertaining and comfortable everyday living, the spacious floor plan features two luxurious bedroom suites, each with its own en-suite bath, an additional powder room, and a generously sized private office/den complete with custom built-in desks and cabinetry. The beautifully remodeled gourmet kitchen is a chef's dream, highlighted by an oversized center island, serving bar, premium GE Monogram appliances, and a Sub-Zero wine cooler. Rich custom cabinetry, designer finishes, and thoughtful details create a timeless and refined living experience. Additional upgrades include a newer HVAC system (2021), tankless gas water heater, newer washer and dryer, custom closet organizers, elegant window treatments, and extensive built-in cabinetry throughout the home. Step outside to the expansive private balcony—an ideal setting for morning coffee, evening cocktails, or simply enjoying the spectacular southern vistas. This extraordinary residence also includes three premium garage parking spaces and a private storage cage. Residents of GrandView enjoy an exceptional lifestyle with resort-style amenities including a rooftop pool and lounge, state-of-the-art fitness center, elegant club rooms, concierge service, and beautifully appointed common areas. Perfectly situated in the heart of Annapolis Town Center, you'll enjoy the ultimate walkable lifestyle with Whole Foods, Target, fine dining, boutique shopping, cafés, and entertainment just steps from your door, while historic downtown Annapolis is only minutes away.

1915 Towne Centre Blvd Unit #1115, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$290,000

Beautifully Renovated 3BR/2BA Condo in Sought-After Annapolis Overlook. Welcome home to this bright and beautifully updated 3-bedroom, 2-bathroom condominium. The spacious, open-concept living area features a cozy fireplace and flows seamlessly into the dining room. In the kitchen, you will find stainless steel appliances, abundant counter and cabinet storage, and a convenient breakfast bar. The primary suite boasts a private full bathroom and direct deck access overlooking scenic green space. Designed with a split floor plan, the second bedroom sits on the opposite side of the home for optimal guest privacy, adjacent to the second full bath. The flexible third bedroom serves perfectly as a den or dedicated home office.Annapolis Overlook is a pet-friendly community offering premier amenities, including an outdoor pool and fitness room. Conveniently located with easy access to Rt. 50 and I-97, you are just minutes from Quiet Waters Park, Annapolis City Dock, Truxton Park Recreation Center, local shopping, dining, and the Chesapeake Bay.

20-F Amberstone Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600

$2,250,000

5 Beds ⋅ 7 Baths

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

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

$285,000

Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the building's main entrance. It's perfect for bringing in groceries, moving furniture, or taking your pet outside with ease—a convenience the current owner says they'll truly miss. As an end unit, you'll enjoy added privacy along with all the outstanding amenities Heritage Harbour has to offer, including indoor and outdoor pools, a fitness center, golf course, tennis and pickleball courts, clubhouse, waterfront lodge, marina, walking trails, restaurant, and an abundance of clubs and activities. Enjoy easy, low-maintenance living in one of Annapolis' premier 55+ communities!

2900 Shipmaster Way Unit #119, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$255,000

Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet for a stacked Washer and Dryer. Seller will give an allowance of $1,500 at settlement to the Buyers toward the purchase of a stacked Washer and Dryer* There is an Assigned Parking Space #122 which is right in front of the townhouse* Community Outdoor Pool* Showings start July 3*

122 Merryman Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$745,000