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$230,000
2 Beds ⋅ 1 Baths
Very Nice move in ready condo with a nice deck and nice view in the back. Ask about 100 percent loans Hurry while this great home lasts. Buyers loan fell through hurry and make this home yours.

2572 Riva Rd Unit #19B, Annapolis

Listing courtesy of Samson Properties. Contact: 3049305621
$1,350,000
3 Beds ⋅ 3 Baths
Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully appointed 3 bedroom, 2.5 bath Chalet features an open, light-filled floor plan with soaring ceilings, rich hardwood flooring, a cozy fireplace, and expansive windows that bring the outdoors in. The gourmet kitchen flows seamlessly into the living and dining spaces, creating an inviting atmosphere for entertaining or relaxing while enjoying picturesque waterfront vistas. The fully equipped kitchen boasts modern stainless steel appliances and ample space for entertaining. Wake up each morning in the serene primary suite overlooking the water, which features a large walk-in closet and a whirlpool soaking tub. Then, step outside to experience your own private waterfront oasis. The expansive deck is ideal for hosting family and friends, enjoying morning coffee, or taking in spectacular sunsets over Mill Creek. This property includes docking for two boats and deep-water access, perfect for boating, crabbing, and fishing. Conveniently located just five minutes from the U.S. Naval Academy, West Annapolis, and historic downtown Annapolis, this home provides easy access to shopping, dining, and entertainment. Washington, D.C and Baltimore are each only 30 minutes away. Local highlights include Cantler's Riverside Restaurant, a renowned spot for seafood and steamed crabs right on the water, as well as the charming shops and cafes along Main Street and in nearby West Annapolis. Outdoor lovers will appreciate the close proximity to Sandy Point State Park, as well as nearby golf courses and trails for year-round recreation. Whether you’re searching for a primary residence or legacy waterfront property to enjoy for generations, this extraordinary home offers a rare opportunity to own one of Annapolis’ most desirable waterfront settings. Schedule your private tour today and discover the Chesapeake lifestyle you’ve been dreaming of.

2203 Mulberry Hill Rd, Annapolis

Listing courtesy of Keller Williams Preferred Properties. Contact:

$590,000
3 Beds ⋅ 4 Baths
Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility , 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity with an Assumable 4.25% VA loan located in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute - previously a boutique shop - with a convenient Kitchenette/Wet Bar area and Half Bath. Upstairs on the Main Living Level, discover an upscale, open-concept layout flooded with natural light and fabulous Designer Touches, Crown Molding, Plantation Shutters, Gorgeous Wood Floors and a Half Bath. The Beautiful Gourmet Kitchen features a large Island, Bright White Cabinets, Stainless Appliances and Quartz Counters in addition to the Spacious Dining area, and Inviting Living Room, Cozy Gas Fireplace and Deck create the perfect hub for Entertaining! Retreat to the Upper Level offering a Serene Primary Suite with Amazing Attached Bath and Walk-in Closet in addition to the 2 Spacious bedrooms, accompanied by another full bath and a den/flex space. This unit has been Meticulously maintained including a new AC unit (Oct 2025) and a freshly painted 2 Car Attached Garage featuring high-temp epoxy flooring and extra storage and plenty of parking. Located just minutes from historic downtown Annapolis, major commuter routes, dining, and the waterfront. Live, work, and play without compromise! Schedule Your Showing Today!

709 Skippers Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$694,999
4 Beds ⋅ 3 Baths
Stunning 2400 sq ft 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:

$310,000
3 Beds ⋅ 2 Baths
*** Price Reduction*** Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from downtown Annapolis, shopping, dining, parks, and major commuter routes.Step outside to enjoy the private fenced patio, complete with a privacy fence, creating the perfect space for relaxing, entertaining, gardening, or enjoying your morning coffee. Whether you're a first time homebuyer, looking to downsize, or searching for your next investment opportunity, this home offers comfort, convenience, and value in a desirable location. Don't miss your chance to make this Annapolis gem your own!

8 Georgetown Ct Unit #1-8, Annapolis

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800
$799,000
4 Beds ⋅ 3 Baths
Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$1,295,000
4 Beds ⋅ 4 Baths
Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the slips and 11 feet at the end of the pier, this exceptional property is a boater's dream, providing effortless access to deep water and the Chesapeake Bay beyond. The gentle approach from the backyard to the pier is an added luxury rarely found on waterfront properties. Cherished by the same family for nearly four decades and enjoyed by three generations, this special home is ready for its next chapter. Whether you choose to renovate, expand, or build the waterfront retreat you've always envisioned, the possibilities are endless. The generous footprint and public sewer connection create an outstanding opportunity to design and customize your dream waterfront residence. The main level offers expansive living spaces perfectly suited for gatherings of any size, including a spacious kitchen, oversized dining room, and an impressive family room designed for entertaining while capturing beautiful water views. A highly desirable feature, the main floor includes three bedrooms, two of which are positioned waterfront and one offering a private ensuite bath. Upstairs, the oversized primary suite serves as a peaceful retreat, showcasing stunning panoramic views of Whitehall Creek and a private ensuite bathroom. The walkout lower level adds even more living space with a large recreation/family room centered around a striking stone fireplace, along with an additional full bathroom, bringing the home's total to four full baths. Properties offering this combination of deep water, protected harbor, spectacular views, public sewer, and unlimited potential are exceptionally rare. Create the waterfront legacy property you've always dreamed of in one of Annapolis' most coveted waterfront settings!!

1668 Homewood Landing Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$699,000
4 Beds ⋅ 5 Baths
Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the cook from the party. It was designed for people who love to entertain—an oversized island where everyone naturally gathers, abundant workspace, gas cooking, and an open flow that keeps every conversation going. Whether it's wine and appetizers for six or Thanksgiving for twenty, this is the room where people linger long after dinner is over. When the weather is perfect—and in Annapolis that's often—the party simply moves outside. Open the doors and the stunning double-sided fireplace connects the elegant dining room with the private deck, creating one seamless indoor-outdoor living space that's equally suited for quiet evenings with a glass of wine or unforgettable gatherings under the stars. Unlike many townhomes, you'll never wonder where everyone is going to park. The spacious two-car garage, driveway parking for two additional vehicles, generous guest parking nearby, and electric vehicle charging station make everyday life remarkably easy. Need space? You have four finished levels that adapt as your life changes. The top-floor retreat with its own full bath can become a guest suite, executive office, fitness studio, media room, or the private escape everyone wishes they had. And then there's the lifestyle. Walk or bike into Eastport. Meet friends downtown without worrying about parking. Spend the afternoon on your boat instead of behind a lawn mower. Travel for weeks knowing your home will be exactly as you left it. This is the kind of low-maintenance, lock-and-leave lifestyle that's becoming harder and harder to find in Annapolis. You don't have to sacrifice space to simplify your life. Here, you get both. If you've been searching for a home that feels sophisticated without feeling complicated, that offers luxury without demanding constant maintenance, and that lets you enjoy everything Annapolis has to offer instead of spending your weekends taking care of a house, you've just found it.

103 Norma Aly, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$975,000
3 Beds ⋅ 2 Baths
NOW WITH IMPROVED VIEW! Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive Living room with fireplace is the perfect setting to relax and take in the views. The 2 sided fireplace also provides ambiance for the adjacent cozy nook that is ideal for a desk or reading chair. The gourmet kitchen with peninsula is sure to please any chef and the gorgeous water views makes everyday feel like a vacation. Enjoy the covered deck overlooking the waterfront; perfect for entertaining or relaxing while taking in the tranquil surroundings. The primary bedroom features a spacious closet, ensuite bath and covered balcony. With an additional light-filled bedroom, hall bath and loft space, there is plenty of room for family and guests. This vibrant community offers a wealth of amenities and residents enjoy direct access to Spa Creek, including deep-water boat slips and two water-taxi locations for easy trips to Downtown Annapolis. The waterfront pool and deck, complete with a hot tub, are ideal for relaxation, while the clubhouse can be rented for private events. Other community features include tennis and pickleball courts, EV auto chargers, and a kayak/canoe launch with a convenient rack. Social gatherings and a monthly newsletter keep residents connected, while pet-friendly policies ensure all family members are welcome. A dedicated property maintenance supervisor and ample parking make life here seamless and enjoyable. Welcome Home!

6 President Point Dr Unit #B3, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$365,000
3 Beds ⋅ 2 Baths
Welcome home to this well-maintained 3-bedroom interior townhome featuring reserved parking and stylish upgrades. The spacious main level offers a kitchen equipped with stainless steel appliances and beautiful granite countertops, combining functionality with modern appeal, a convenient half bath, dining room and a living room with crown molding, sliding glass door leading to a private fenced backyard—perfect for relaxing or entertaining. Upstairs, you'll find three bedrooms and a full bath with dual access from both the primary bedroom and the hallway, providing convenience and privacy. Additional storage is available with pull-down attic stairs for easy access. This inviting home offers a great blend of comfort, style, and practicality in a desirable townhome setting.

1366 Hazel Nut Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$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:

$925,000
4 Beds ⋅ 4 Baths
Price Adjustment!! ......Welcome to this exceptional 4 bedroom, 3.5 bath residence, beautifully renovated in 2017 in the highly sought after, water privileged community of Cape St. John. Located just 1 block from the water, you can enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the water, gathering with neighbors, or taking in breathtaking sunsets along the shoreline, life here is defined by effortless waterfront living. This outstanding home offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Perfectly positioned on the corner of Cape St. John Road and Valley View Road, this well appointed home is designed for both refined entertaining and effortless everyday living. The professionally landscaped, fully fenced backyard creates a private outdoor retreat, highlighted by an elegant stone patio ideal for al fresco dining, evening cocktails, or relaxing around the fire pit under the stars. Inside, the open-concept living space is anchored by a dramatic six-foot fireplace, creating a sophisticated yet inviting atmosphere. The gourmet kitchen serves as the heart of the home, featuring a spacious quartz-topped island, soft-close cabinetry, and premium stainless steel appliances....perfect for casual gatherings and memorable celebrations alike. The main-level primary suite offers a luxurious private sanctuary, complete with a generous walk-in closet and spa-inspired ensuite bath. Upstairs three additional bedrooms and two-and-a-half baths provide ample space for family, guests, or dedicated office and flex spaces. The heated and air conditioned garage adds exceptional versatility, ideal for a fitness studio, workshop, hobby space, or climate controlled storage. Combining upscale finishes, thoughtfully designed living spaces, and access to one of Annapolis’ most desirable waterfront communities, this remarkable home offers a rare opportunity. to embrace the luxury lifestyle of Cape St. John! Located just minutes from Annapolis Town Center, restaurants, shopping and easy access to major highways Cape St John is the perfect location!

2978 Valley View Rd, Annapolis

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

$439,990
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:

$519,900
3 Beds ⋅ 3 Baths
Wake up each day surrounded by the sights and sounds of nature in this beautifully situated Woods Landing townhouse. Enjoy peaceful wooded surroundings, seasonal water views, and a truly special setting that backs to wetlands, providing beautiful natural scenery and added privacy. Just a short walk to water access, this home also offers a charming walking path directly in front rather than a parking lot, creating a quieter, more inviting atmosphere both inside and out. The eat-in kitchen, appointed with stainless steel appliances, opens to a spacious dining room designed for effortless entertaining. A sunken living room serves as the heart of the home, featuring a wood-burning fireplace, custom built-ins, and two sliding glass doors that lead to an expansive deck overlooking the serene natural landscape. Upstairs, three bedrooms and two full baths are complemented by newly refinished hardwood floors throughout. The primary suite offers a vaulted ceiling, private balcony nestled among the trees, walk-in closet with custom built-ins, and a beautifully updated ensuite bath with a double vanity. The versatile lower level includes a partially finished family room with a charming pellet stove and access to a covered deck for year-round enjoyment. An unfinished area provides abundant storage, workshop space, or the opportunity to create additional finished living space to suit your needs such as a 4th bedroom or home office. Recent improvements include fresh paint, refinished wood floors & HVAC replaced within the last year. Ability to set the temperature of the primary suite to your comfort level with its own mini split (in addition to the normal heat/air). Right around the corner, Bay Head Park offers fields, playground and open space to enjoy. You can even take the path and bike to Sandy Point Beach! Woods Landing offers wooded walking/jogging trails, waterfront overlooks, canoe/kayak access, a dog park, sports courts, playground, and the feeling of living inside a nature preserve — all just minutes from Annapolis, Rt 50 & the Chesapeake Bay Bridge. Local grocery stores, restaurants, and hardware shops — everyday convenience wrapped in a nature‑rich setting. This is more than a home; it’s a retreat.

436 Cranes Roost Ct, Annapolis

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250
$825,000
3 Beds ⋅ 3 Baths
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

76 Old Mill Bottom Rd N Unit #205, Annapolis

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

$499,900
2 Beds ⋅ 2 Baths
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

78 Old Mill Bottom Rd N Unit #307, Annapolis

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

$769,900
4 Beds ⋅ 3 Baths
Fall is here and it is time to make your move and be settled in before the holiday season is here! This is your chance to get into Hillsmere Shores, one of Annapolis’ most sought‑after waterfront communities. The exterior is deceiving — step inside to discover an unexpectedly open, bright, and airy interior that buyers don’t see every day. Sellers are highly motivated. If you’ve been waiting for the right Hillsmere home, this is it. The Hillsmere Shores community, offers 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. Customizable space based on what works for you and your lifestyle. 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. Close to the library, shopping, restaurants and only minutes to Eastport and downtown Historic Annapolis

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$575,000
3 Beds ⋅ 3 Baths
Welcome to 1016 Timber Creek Drive, a well maintained home nestled in the sought-after Timber Creek community of Annapolis. Featuring 3 bedrooms, 3 full baths, and three levels of living space, this home offers the perfect blend of comfort, functionality, and style. The main level showcases hardwood floors, a gas fireplace with marble surround, and an updated kitchen remodeled by Realistic Builders . Off the kitchen, a spacious side deck provides the perfect spot for grilling or enjoying your morning coffee, while the private, partially fenced backyard with brick patio creates an inviting outdoor gathering space ideal for summer barbecues. Upstairs, the spacious primary suite is complemented by two additional bedrooms and a second full bath. The lower level offers a large family room, full bath, laundry area, and flexible space perfect for guests, a home office, or recreation room. Extensively updated over the years, improvements include the kitchen remodel (2012), installation of a gas line, gas furnace, central air conditioning, and gas fireplace (2012), replacement windows (2016), partial roof replacement (2020), tankless hot water heater (2021), new dishwasher and dryer (2023), new washer and dryer (2024), and fresh interior paint (2026). Conveniently located just minutes from Quiet Waters Park, Eastport, and historic downtown Annapolis, as well as shopping, dining, and commuter routes, this move-in-ready home offers easy access to everything Annapolis has to offer.

1016 Timber Creek 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:

$995,000
2 Beds ⋅ 3 Baths
Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to each floor. The main level is sun-drenched with banks of windows outfitted with plantation shutters, 9-foot ceilings, crown molding, custom built-ins, and a gourmet granite and stainless kitchen and half bath. The lower-level hosts two primary suites with walk-in showers and an abundance of storage space. Premium amenities elevate your comfort, an assigned garage parking space, a private fitness center, library, and concierge service. Step outside and find yourself just one block from Church Circle, Spa Creek, fine dining, boutique shopping, and the water taxi.

66 Franklin St Unit #418, Annapolis

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

$1,275,000
3 Beds ⋅ 5 Baths
Private Tours are now available by appointment! Delivery expected to begin December 2026. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

109 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$649,900
3 Beds ⋅ 3 Baths
New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity.

108 Maple Dr, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200
$1,750,000
4 Beds ⋅ 5 Baths
Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

3403 Hidden River View Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$999,900
4 Beds ⋅ 3 Baths
Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home.

700 N Holly Dr, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$849,000
4 Beds ⋅ 3 Baths
Welcome to 1848 Carriage Drive! A charming home in the highly sought-after Lindamoor neighborhood! Situated on a quiet street, enjoy an easy three minute walk to the community beach for play or serene happy hours. With only a small voluntary fee ( apx. 125/yearly), enjoy kayak storage and water access to the Severn River.  In addition to water accessibility, the home features convenient main level living with undeniable charm. From the pull-through driveway, step inside to a warm and inviting living room with lots of natural light that flows seamlessly into the dining area and kitchen. Functioning like a rancher, with three generous sized, sun-filled bedrooms and two full bathrooms, everything you need is on the main level. The kitchen opens onto a deck overlooking a spacious backyard — perfect for gardening, entertaining, pets, or play. The fully finished lower-level is bright and sunny with full-sized windows, a large walk out sliding door, and access to the two-car garage. With plenty of storage and flexible layout options, to include a large family room, 3rd full bathroom, and spacious 4th bedroom, the lower level offers endless possibilities. Located just minutes from historic downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and cultural events, plus convenient routes to Washington, D.C., and Baltimore. Don’t miss the chance to make this rare combination of pricing and location your own!

1848 Carriage Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$6,995,000
4 Beds ⋅ 6 Baths
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$539,900
3 Beds ⋅ 1 Baths
3 Level Colonial Brimming with Classic Charm and Timeless Character. This Home Features a Welcoming Covered Front Porch, Perfect for Relaxing and Enjoying the Neighborhood Setting. Inside, you’ll Find Spacious Bedrooms and Hardwood Floors that Add Warmth and Potential Throughout. This Property is Ready for a Full Renovation, Offering an Incredible Opportunity for Investors, Builders or Buyers Looking to Restore and Customize a Classic Colonial to its Former Glory. With Vision and Updates, this Home can be Transformed into a Stunning Showcase Property. Ideally Located in Annapolis, this Home Offers Convenient Access to Downtown Annapolis, United States Naval Academy, and the Scenic Chesapeake Bay. Enjoy Nearby Shopping, Dining, Parks, and Waterfront Activities, along with Easy Commuter Routes to Baltimore and DC. A Fantastic Location Combining Historic Charm, Coastal Lifestyle, and Everyday Convenience. Sold As-Is

40 Munroe Ct, Annapolis

Listing courtesy of ANR Realty, LLC. Contact: 8773284400
$385,000
2 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 2-bedroom, 2-bathroom second-floor condo offering stylish updates and comfortable living! Step inside to find gleaming engineered hardwood flooring, and a stunning stone accent fireplace. The kitchen features quartz countertops, white cabinetry, a stone backsplash, stainless steel appliances (2024-2025), and an island with additional storage. The spacious primary suite boasts three closets and a private en-suite bath with dual sinks. Enjoy the convenience of a new washer and dryer (2024), as well as a private balcony with additional storage space. Additional updates include siding replaced in 2020. Residents can take advantage of community amenities including a swimming pool and fitness center. Meticulously maintained and move-in ready, this charming condo is ready to welcome its next owner!

1140 Lake Heron Unit #2A, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$1,950,000
4 Beds ⋅ 3 Baths
Please see virtual house showcase listing from Zillow and read house bio in documents. Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including Elevator, brand new private pier, brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,685,000
5 Beds ⋅ 5 Baths
Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

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