Refine Search
Map
Sort by
$669,900
2 Beds ⋅ 2 Baths
Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

847 Rudder Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105
$1,279,000
5 Beds ⋅ 3 Baths
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is. Coming Soon status may change to Active status prior to date noted in MLS.

1112 Little Magothy Vw, Annapolis

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

$350,000
3 Beds ⋅ 1 Baths
Completely renovated and perfectly located, this move-in-ready Annapolis ranch is proof that great things come in the perfect size. Thoughtfully redesigned for today's lifestyle, this beautifully updated one-level home offers the modern finishes buyers love without the maintenance of a larger property. Step inside to discover bright, inviting living spaces filled with natural light and quality finishes throughout. The stunning renovated kitchen serves as the centerpiece of the home, featuring stylish cabinetry, upgraded countertops, modern fixtures, and a layout designed for everyday living and effortless entertaining. Every room has been refreshed to create a home that feels both timeless and welcoming. The convenience of single-level living makes this home ideal for first-time buyers, downsizers, professionals, or anyone looking for low-maintenance living without sacrificing style or comfort. Outside, the yard offers space to entertain, garden, relax, or simply enjoy the outdoors. Located just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, Quiet Waters Park, Chesapeake Bay waterfront, Annapolis Town Center, shopping, dining, marinas, entertainment, and major commuter routes including Routes 50 and 97, you'll enjoy everything that makes Annapolis one of Maryland's most sought-after destinations. Spend weekends exploring waterfront restaurants, local boutiques, festivals, boating, and scenic parks while still enjoying an easy commute to Washington, DC and Baltimore. Whether you're searching for your first home, your forever home, or a turnkey investment property, 1803 Lincoln Drive offers the perfect combination of location, modern updates, and exceptional value. Homes like this don't stay available for long. Schedule your private showing today.

1803 Lincoln Dr, Annapolis

Listing courtesy of Goldmine Realty. Contact: (240) 343-3441
$1,295,000
3 Beds ⋅ 3 Baths
Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplaces—one shared by the living room and the other featured in the primary suite—offer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floors, instant hot water, and integrated Bluetooth speakers/exhaust fan. The fully finished lower level offers remarkable flexibility with luxury vinyl plank flooring, a custom wet bar with a full-size refrigerator/freezer with ice maker, a full bath, and a private exterior entrance—ideal for entertaining, hosting guests, multigenerational living, or a home-based business. Outdoor living is equally impressive. The fully fenced backyard is surrounded by mature landscaping, creating a private setting that rivals a boutique resort. Enjoy the heated in-ground pool, newly replastered in 2024, relax in the 15-foot swim spa, or entertain with ease at the custom-built tiki bar and outdoor kitchen. Thoughtfully designed, the tiki bar features a built-in grill, refrigerator, stainless steel storage, accent lighting, television, and bar seating. A stamped concrete pool deck and expansive composite deck with cable railings provide multiple spaces for gathering, dining, and unwinding. Adding even greater versatility is the detached pool house, complete with electricity and air conditioning. Whether used as a home office, fitness studio, creative workspace, or private retreat, this space offers endless possibilities. Additional highlights include a brand-new stamped concrete driveway with parking for up to five vehicles. Combining sophisticated interior finishes with extraordinary outdoor amenities, this turnkey property delivers a lifestyle rarely found in such a convenient Annapolis location.

1501 Ritchie St, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900
$715,000
3 Beds ⋅ 3 Baths
** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!** Main Level laminated wood flooring throughout the living room- dinning room and Kitchen. The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood above a new 4-burner stove. The Interior home has been freshly painted and re-carpeted, giving it a modern feel. On the main level The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light and plenty of room. The 3rd quest room is located on the second level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room...The "Florida "Sunroom equally has new flooring with plenty of sliding glass doors, offering natural light, with a separate heating & air conditioning system, looking out to plenty of greenery- perfect for relaxation. This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.

708 Sydney Ter, Annapolis

Listing courtesy of Taylor Properties. Contact:

$694,999
4 Beds ⋅ 3 Baths
Stunning remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025.

117 Pinecrest Dr, Annapolis

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

$699,000
3 Beds ⋅ 3 Baths
Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a beamed ceiling and cozy woodstove. Multiple fireplaces throughout boast dramatic floor-to-ceiling brick fronts and hearths, adding warmth and character to every gathering. The 2024-renovated kitchen is a true centerpiece, featuring stainless steel appliances, quartz countertops, a tile backsplash, high cabinetry, recessed lighting, and a center island with seating. A sunny Florida room and a great room with built-in bar extend the home's effortless flow. Retreat to the primary bedroom, complete with refinished hardwood floors, a walk-in closet, sitting area, and en-suite bath. Downstairs, an expansive finished lower level features a den and bonus room —each with its own wood-burning fireplace and a game room. Recent upgrades include new windows in 2023, a fence in 2024, a French drainage system, an EV charger, Ubiquiti WiFi, and fully rebuilt chimneys. A two-car garage and spacious paver driveway complete the package. The location shines: close to Navy Stadium, downtown Annapolis, City Dock, the State House, and the Arts District. Boutiques and fine dining moments from your door. In close proximity to Washington, DC and Baltimore. This is Annapolis living at its best!

211 N Pindell Ave, Annapolis

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

$454,000
3 Beds ⋅ 1 Baths
A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero downpayment financing through FHA Solar + Loan! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer of warmth and timeless style serviced by a central, streamlined full bath. Kitchen includes custom cabinets, inviting living room features large picture window & hardwood floors. Expansive unfinished basement ideal for a future recreation room, premium home gym, personal workshop, or private guest suite +potential is there for adding an additional full bath. HUGE Level, park-like fenced-in yard offering endless space for upscale outdoor living, mature gardens and entertaining. Enjoy unparalleled private neighborhood amenities just steps from your door along the South River and Duvall Creek. A private, sandy community beach with beautiful expansive water views. A crystal-clear community swimming pool. Multiple deep-water community piers and an extensive marina network. Dual neighborhood boat ramps and a dedicated low-profile launch for kayaks and paddleboards. Scenic waterfront picnic pavilions and community playground areas. Experience a serene coastal neighborhood, exceptional lot size, and close proximity to Quiet Waters Park and historic downtown Annapolis. Welcome home!

410 Walnut Dr, Annapolis

Listing courtesy of Taylor Properties. Contact:

$799,000
4 Beds ⋅ 3 Baths
Price improvement! Location, location, location. Don't miss out on this one, make it your next home. Located in desirable Hillsmere Shores! Looks can be deceiving, must see inside to appreciate the open, airy and light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Bring your vision and ideas to make this space your own. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings. This home is truly a must‑see. Looks can be deceiving — it is far more spacious than it appears from the outside, offering room to spread out and enjoy every part of the property and its incredible location.

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$345,000
2 Beds ⋅ 2 Baths
Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The skylights and vaulted ceiling completely change the feel of the home with added natural light and space. You will continue to be impressed with the size of the 2 bedrooms, including the primary suite with an oversized closet and renovated shower and shower area. The backyard is spacious and cleared with a full privacy fence. You will simply not find a better place, in a better location, at this amazing price!! Don't hesitate, this one will be popular!!

1132 Tyler Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$315,000
1 Beds ⋅ 2 Baths
Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the elevator and conveniently situated on the same floor as the Bistro, making dining and socializing easily accessible. Relax and enjoy peaceful wooded views from the spacious all-season enclosed patio, offering a private and serene setting year-round. Residents enjoy access to a wide range of amenities, dining venues, wellness programs, social activities, walking paths, and future care services—all within a scenic Annapolis setting. Call the listing agent for details on the cooperative ownership structure, buyer qualifications, monthly fees, and to schedule a private tour. Discover why so many residents choose Baywoods to enjoy the Chesapeake Bay lifestyle while maintaining independence and peace of mind.

7101 Bay Front Dr Unit #202, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$482,500
4 Beds ⋅ 2 Baths
Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping.

105 Rosecrest Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$464,999
3 Beds ⋅ 2 Baths
Open House Sunday 12.30pm - 2 pm. New Price!!! Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new HVAC and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own.

3365 Arundel On The Bay Rd, Annapolis

Listing courtesy of Fairfax Realty Select. Contact: 7035932381
$650,000
3 Beds ⋅ 3 Baths
SELLER OFFERING $10,000 CLOSING HELP! 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
$399,999
3 Beds ⋅ 1 Baths
Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine. Whether you're looking to create your dream home or your next investment project, the possibilities here are endless. Conveniently located near local amenities, shopping, dining, and major commuter routes. Don’t miss this chance to unlock the value and make it your own!

3 Cypress Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$3,195,000
3 Beds
Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone court, surrounded by mature trees and mature landscaping. Inside, an open, sun-filled floor plan unfolds toward the water, creating a seamless connection between indoor living and the natural beauty of the setting. The grand living room is the heart of the home, anchored by a dramatic wood-paneled cathedral ceiling and a floor-to-ceiling stone fireplace. A full wall of windows opens to an expansive ipe deck with hot tub that spans the width of the house—perfect for large-scale entertaining or quiet morning coffee overlooking the water. The dining room features custom acoustical paneling, while the adjoining family area with cathedral ceiling includes a gas fireplace and casual breakfast are—all capturing panoramic water views. The chef’s kitchen is both refined and functional, featuring marbled Silestone counters, Miele appliances (including double wall ovens, warming drawer, refrigerator/freezer, microwave, dishwasher, and induction cooktop), and a large walk-in pantry. A dedicated office with built-ins and an adjoining den/bedroom create valuable flexibility for working or hosting. An architecturally striking skylit octagon, leads to the remaining bedrooms. The serene primary suite, framed by water views, offers a gas fireplace, tray ceiling, and an oversized walk-in closet. The spa-inspired bath includes a large double vanity, soaking tub positioned to capture the view, a generous walk-in shower, and a private sauna. Two additional bedrooms complete this wing—one with an ensuite bath—along with a third full bath, a separate laundry room, and powder room. Throughout the home, luxurious hardwood floors and large-format provide a clean, consistent aesthetic. A well-appointed mudroom and large two-car garage complete the residence.  Designed with sustainability and comfort in mind, the home features a state-of-the-art geothermal heating and cooling system, a new roof, and an upgraded water heater & treatment —providing exceptional energy efficiency. Outdoors, the property transitions from elevated privacy access via a funicular that transports you to the to deep water pier with two boat lifts and approximately 8’ MLW. Situated high above Luce Creek—just off the Severn River—the home enjoys both long, sweeping views and the practical advantages of protected deep water. Whether boating to downtown Annapolis, heading out for an afternoon sail, or commuting toward Baltimore, BWI, the Eastern Shore, or Washington, DC, this location delivers exceptional convenience without sacrificing the tranquility of a private waterfront retreat.

1800 River Watch Ln, Annapolis

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com
$275,000
1 Beds ⋅ 1 Baths
Wonderful Price Reduction - Motivated Seller!! Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking, maintenance/replacement of all appliances and HVAC. You've earned this!

7101 Bay Front Dr Unit #301, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686