One of the most popular communities provided by {{page_data.agentName}}

Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
392
# of Listings
3
Avg # of Bedrooms
$454
Avg. $ / Sq.Ft.
$1,137,462
Med. List Price

Browse Annapolis Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

392 Properties Found. Page 17 of 27.

An incredible find; Welcome home to 577 Francis Nicholson Way, a rarely available end unit townhome residence in the highly desirable Tidewater Community! With fresh carpet on the main & upper floors along with new roof (1 year old), newer HVAC (under 2 years old), and newer hot water heater, move in complete peace of mind! Past the hardwood laden foyer, the kitchen flows with hardwoods, granite countertops, stainless steel appliances, and a breakfast nook perfect for morning coffee. The hardwoods continue through the dining room which flows to a fresh-carpet laden family room complete with gas fireplace and sliding door to the deck & backyard. Upstairs the primary bedroom shines with natural light on the vaulted ceiling, and it's ample size compliments the walk-in closet. An en-suite primary bathroom is ready for your personalized touches. The second bedroom, also with new carpet, is past the hallway second-full bathroom. A fully finished basement has a sizable living room and graciously spaced third bedroom equipped with full bathroom. To round out this incredible offering is Tidewater Colony's incredible community amenities complete with pool, tennis courts, club house, community center, and so much more!
#MDAA2118986

ANNAPOLIS

577 FRANCIS NICHOLSON WAY

3 Beds

3 Baths

2,024 Sq.Ft.

$504,000

MLS#: MDAA2118986

Welcome to your private retreat in the heart of the Broadneck Peninsula! Nestled on a rare, level 1-acre lot surrounded by mature trees, this charming rancher offers the perfect blend of space, privacy, and potential. 🌳 Inside, you'll find 5 bedrooms and 2 full baths, including a thoughtfully designed separate apartment with its own entrances—ideal for multigenerational living or generating rental income to offset your mortgage. 💰 The main home features gleaming hardwood floors, a spacious front porch, and a massive unfinished basement (approx. 1,250 sq ft) with endless possibilities. Recent updates include a 6-year-old roof and gutters, plus gutter guards added just 2 years ago for peace of mind. 🏡 Enjoy the freedom of your own land—plenty of room to park a boat or camper, garden, or simply relax in your backyard oasis. Located just minutes from Sandy Point State Park, Annapolis, and the soon-to-be-completed Broadneck Peninsula Trail, with easy access to Route 50, D.C., Baltimore, and the Eastern Shore. This is a rare opportunity to own a solid home with income potential on a full acre in a highly desirable area. Don’t miss it!
#MDAA2100308

ANNAPOLIS

1410 STEPNEY ROAD

5 Beds

2 Baths

2,054 Sq.Ft.

$500,000

MLS#: MDAA2100308

Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private, over-sized garage. The dramatic open floor plan is ideal with kitchen island overlooking the huge living room with gorgeous hardwood floors and plantation shutters. The living room leads to a large, private balcony. The primary bedroom is massive with a large bay window and an over-sized walk-in closet. The attached bathroom has a walk-in shower and separate soaking tub. The second bedroom has a bay window, two double closets and is served by a hall bath. A large laundry room and multiple closets complete this side of the condo. Nothing to do but move in and enjoy the incredible amenities - stunning community center has several beautifully furnished party areas to entertain your guests and meet with neighbors. There is a kitchen, bar, billiards room, library, fitness center and inviting outdoor pool with many tables and chairs to enjoy the beautiful weather and wooded surroundings. The location is ideal - tucked away, but very close to shopping, public library, hiking and bike trail, and easy access to downtown Annapolis! Smoking Restricted Community
#MDAA2114444

ANNAPOLIS

1509 FERAL DAE LANE 204

2 Beds

2 Baths

1,442 Sq.Ft.

$500,000

MLS#: MDAA2114444

This charming 1 bed + loft, 2 bath condo in West Annapolis has all the features you’re looking for! Hardwood floors, vaulted ceilings, gas fireplace, modern kitchen with granite and stainless-steel appliances, large walk-in closets for ample storage, washer/dryer and private balcony for morning coffee. Spacious loft offers extra living space, home office or guest bedroom. Covered parking and elevator access for convenience. Steps away from shopping, dining and USNA Stadium. Close to USNA, Rt. 50, Downtown Annapolis, Jonas Green Park, and the Severn River make this an unbeatable location. Fully furnished and move in ready or perfect for vacation rental. Don’t miss out-see it today!
#MDAA2112450

ANNAPOLIS

608 MELVIN AVENUE 202

1 Beds

2 Baths

1,222 Sq.Ft.

$499,999

MLS#: MDAA2112450

Welcome Home to 901 Chesterfield Road!! This Beautifully updated Single family home located in Annapolis has the space you need to create a life you desire. Boasting an array of sleek finishes throughout this 5 Bedroom, 3 Bathroom home has so much to offer!! The main level offers an open concept layout featuring spacious living room, dining area, 3 entry level bedrooms, 2 full bathrooms, and sunroom. The kitchen boasts S/S appliances, white shaker cabinets, Quartz counters and MORE! All bathrooms have been updated with new ceramic tile, and all new bathroom fixtures! The basement has been fully finished to include 2 additional bedrooms, 3rd full bathroom, and utility room. Off street private parking and SO MUCH MORE!! Book your private showing today before its gone!!
#MDAA2119452

ANNAPOLIS

901 CHESTERFIELD ROAD

5 Beds

3 Baths

1,724 Sq.Ft.

$499,900

MLS#: MDAA2119452

PRICE IMPROVEMENT on this COMPLETELY renovated home comes with a REDUCED FLOATING INTEREST RATE with List & Lock™. The seller paid program reduces the interest rate for you to qualify for the lower rate and enjoy a lower monthly payment Terms apply, call your Realtor or me for details and more information. BEAUTIFULLY renovated 1940s bungalow in a prime Annapolis location! This charming home boasts freshly refinished hardwood floors throughout the main level, creating an inviting and spacious feel. The oversized living and dining area features built-ins, while the brand-new kitchen shines with sleek white cabinetry, stainless steel appliances, and quartz countertops. The king-sized primary suite includes extra space for a cozy sitting area and a brand-new private en-suite bath. Two additional bedrooms share a second fully renovated bathroom conveniently located off the back hallway. Fresh paint, trim, and beautifully refinished floors add to the home's move-in-ready appeal. Downstairs, the versatile wide open basement has been refreshed in 2024—ideal for recreation, a game room, or extra storage. Additional upgrades include a newly insulated attic and a 2024 roof; windows and HVAC in 2012 and more. A long list of improvements is available! Step outside to find freshly landscaped front gardens ready for your personal touch this spring. The spacious fenced (2016) backyard features a stone patio (2015), perfect for cookouts, with ample room for activities like volleyball. A private driveway offers parking for 3+ cars, plus a wide gate allows for additional parking inside the fence. Ask for the complete list of many updates! This must-see home combines modern updates with timeless charm—schedule your showing today!
#MDAA2100446

ANNAPOLIS

2046 FOREST DRIVE

3 Beds

2 Baths

1,068 Sq.Ft.

$499,500

MLS#: MDAA2100446

Coming soon. Popular Hunt Meadow townhome model ONE-LEVEL living-2 BDRM/2 BA - with basement! Wood floors throughout- tile in kitchen, vaulted ceilings, gas fireplace. Remodeled main Bathroom. Recent new roof and deck. Reasonable HOA fees of $250/mo. covers pool/tennis/jog-bike trails, prof off-site mgmt.; lawn maintenance; trash; snow shoveling to your front door! Pictures and docs to be uploaded soon.
#MDAA2119470

ANNAPOLIS

7 ASHFORD COURT

2 Beds

2 Baths

1,740 Sq.Ft.

$499,000

MLS#: MDAA2119470

Lovely 5 Bedroom and 2 Full Bath home plus Finished Basement in the desirable neighborhood of Stevens Park, part of Eastport. Main Floor has Two bedrooms, Full Bath, Livingroom and Kitchen with Breakfast Nook. Upper Level has Two Bedrooms and Full Bath. Basement has One Bedroom, Large Family Room with Stepped Rear Walkout, and Laundry-Utility-Storage Room. New Roof and Gutters with Leaf Covers installed in 2020. Outside, the property offers a fully fenced level backyard with a huge patio for entertaining and family life. Enjoy summer barbeques, quiet mornings, or watching the stars by the fire pit on clear nights. Home is located within walking distance to the Pip Moyer Recreation Center, Truxtun Tennis and Pickleball Courts, the Kenneth R. Dunn Municipal Pool, and more. Three-minute drive gets you to Quiet Waters Park with 4.5 miles of walking/bicycle trails, Pavilions for rent, fenced dog parks, dog beach, outdoor summer concerts, and winter ice skating. Historic Downtown Annapolis, shopping, restaurants, and entertainment are all minutes away.
#MDAA2096724

ANNAPOLIS

86 SUMMERFIELD DRIVE

5 Beds

2 Baths

1,755 Sq.Ft.

$499,000

MLS#: MDAA2096724

Modern Luxury Meets Active Living at The Element! Welcome to this newly built active-adult (one resident must be 55+ years old) community designed for resort-style living just minutes from historic Annapolis. This ultra-spacious 2-bedroom, 2-full-bath residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a luxury owner's suite featuring an oversized walk-in closet, a spa-like bath retreat, and a private balcony overlooking the serene forest retention area—your personal oasis for relaxation. The designer kitchen showcases a custom backsplash, upgraded appliances, and enhanced lighting, seamlessly flowing into the open-concept living and dining area. Enjoy reserved parking and a variety of resort-style amenities—from pickleball courts and a dog park to a golf simulator and social lounges. Whether you're staying active on the walking trails or enjoying an al-fresco meal with neighbors, The Element provides an unparalleled lifestyle in Greater Annapolis. Live close to everything you need, with effortless access to the Annapolis area's waterfront dining, shopping, and cultural attractions.
#MDAA2104438

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 108

2 Beds

2 Baths

1,076 Sq.Ft.

$497,000

MLS#: MDAA2104438

Charming Condo for sale in Heritage Harbour's 55+ Community. Step into a lifestyle of ease and sophistication in this beautiful condo, nestled within the vibrant 55+ community of Heritage Harbour in Annapolis. Perfect for active adults, this sought after neighborhood offers a host of amenities tailored to enhance your daily living. Enjoy access to a state-of-the-art clubhouse, indoor and outdoor swimming pools, tennis courts, a fitness center, scenic walking trails, and even a golf course and dock for your boat and kayaks. Socialize with friends through the community, grab a meal at the private community restaurant Wilder Fresh Kitchen, or simply unwind in the serene surroundings.
#MDAA2119226

ANNAPOLIS

940 ASTERN WAY 112

2 Beds

2 Baths

1,588 Sq.Ft.

$495,000

MLS#: MDAA2119226

Enjoy the Best of Both Worlds – Waterfront Community Living with Condo Convenience! Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a deeded boat slip. This beautifully updated 2-bedroom, 2-bathroom condo offers exceptional comfort and style in a prime waterfront community. Step inside to find a gourmet kitchen featuring elegant countertops, solid wood cabinetry, an expanded window above the sink for added light, and pristine light-toned parquet flooring that has just been cleaned and polished. Additional highlights include recessed lighting, crown molding, brand-new carpet in both bedrooms, renovated bathrooms, updated electrical, and an in-unit washer and dryer. There’s also ample extra storage space. Relax or entertain on the expansive outdoor deck, where you and your guests can take in elevated views of the community along with partial water views. This unit includes a deeded 42’ boat slip with a 13’ beam (Slip B12), offering direct access to Back Creek. Severn House offers fantastic amenities, including rentable canoe, kayak, and paddle board racks, EV charging stations, a waterside park, and outdoor grilling areas. The waterfront pavilion by the community pool also features tables for outdoor dining and entertaining. Located just minutes from Eastport and Downtown Annapolis, residents can easily enjoy vibrant shops, renowned restaurants, and cultural attractions. Please note: pets are not allowed in this community. Gas and water are included in the rental, and there is additional storage available on the lower level. Don’t miss this rare opportunity to enjoy waterfront living in a stylish, move-in-ready home!
#MDAA2114832

ANNAPOLIS

769 FAIRVIEW AVENUE E 769 E

2 Beds

2 Baths

1,000 Sq.Ft.

$492,500

MLS#: MDAA2114832

Beautifully updated 4 Bedroom, 2.5 Bath End Unit in sought-after Broadneck community, conveniently located to Downtown Annapolis & Rt 50! Updated features include new HVAC (gas heat and central air – 2023), Primary bedroom with private bath with separate shower and soaking tub. Large kitchen with granite countertops, table space and slider out to wood balcony. Huge dining/living room with bay window. The lower level offers bedroom/workout/play room, laundry room and a family room with gas fireplace. New fully fenced-in backyard for entertaining and pets! Slider leads to patio.
#MDAA2116420

ANNAPOLIS

1500 CHESTER TOWN CIRCLE

4 Beds

2 Baths

2,069 Sq.Ft.

$489,900

MLS#: MDAA2116420

**Come on by and see this beauty in person! ** This beautifully updated and extra-wide interior townhome lives more like a single-family home, offering warmth, character, over 2500 finished square feet, and a spacious layout that stands out in the heart of the Broadneck Peninsula. You'll be amazed at the spaciousness - much larger than a normal townhome. The wood siding and classic front door add charm, while original hardwood floors, a powder room, modern lighting, and a two-sided wood-burning fireplace create a cozy, welcoming atmosphere. The kitchen opens to the dining area and features newer stainless steel appliances, with a walk-out deck overlooking peaceful woods—perfect for entertaining or quiet mornings. Upstairs, the generously sized bedrooms include a primary suite with newer carpet, and the finished basement offers additional living space, recessed lighting, and a walkout to the backyard, plus a large workshop and storage area. Over the years, this home has seen thoughtful updates: a new HVAC system and washing machine in 2025, popcorn ceiling removal, fireplace refresh (2024), hardwood floor replacement on stairs, fresh paint throughout, 3 new toilets, new stove, dishwasher and microwave (2023), new smoke detectors, carpet, and lighting. Previous upgrades also include a roof replacement (2018), New windows and new slider door replacement, and a fully finished basement. Gutter guards, regular pest control, updated fixtures - floor registers, wall outlet replacements, door knobs, new kitchen faucet, installation of gutter guards, gutter cleaning bi-annually, quarterly pest control and ongoing maintenance ensure the home is as solid as it is stylish. Located in the Broadneck school district, the neighborhood offers scenic trails, a playground, dog park, tennis and basketball courts, and access to a river—great for kayaking or canoeing. HOA fees cover trash pickup, snow removal, and lawn maintenance, all for just $135/month. Just minutes from Sandy Point State Park, Bay Head Park, and local shops and dining, this is a home that offers space, comfort, and a truly connected community.
#MDAA2117112

ANNAPOLIS

418 CRANES ROOST COURT

3 Beds

2 Baths

2,545 Sq.Ft.

$479,900

MLS#: MDAA2117112

Welcome to your next chapter in Heritage Harbour—Anne Arundel County’s premier 55+ active adult community. This beautifully maintained, professionally staged home is filled with natural light and designed for comfort and convenience. Step inside and discover a spacious open layout with soaring ceilings, a one-car garage, and a thoughtfully placed laundry/mudroom between the kitchen and garage. The primary suite features a generous walk-in closet and a private bath, creating the perfect retreat. Enjoy morning coffee on the inviting front porch or host guests in the bright, welcoming living spaces. Beyond the home, Heritage Harbour offers a resort-style lifestyle with amenities that include an indoor and outdoor pool, tennis courts, a golf course, walking trails, and a well-equipped woodshop. The community lodge is a hub of activity, hosting concerts, movies, clubs, and social events. You’ll also love the on-site restaurant—perfect for gathering with neighbors or entertaining guests. Don't miss this opportunity to experience all that Heritage Harbour has to offer. Call today to schedule your private tour and see why so many have chosen to call this vibrant community home.
#MDAA2119390

ANNAPOLIS

718 BALLAST WAY

1 Beds

2 Baths

1,469 Sq.Ft.

$479,900

MLS#: MDAA2119390

Lovely one BR condo with eastern view towards courtyard and pool. Luxurious downtown Annapolis living style. Just blocks to restaurants, entertainment and Annapolis City Dock, the heart of the city. Condo fee includes several amenities and most utilities. Outdoor pool, Hot tub, Two outdoor gourmet kitchens for grilling, Lending Library, Party room, Fitness center, 24 hour live concierge/security person in lobby everyday. Outdoor Garden Patch area to grow vegetables, Dog park, Billiard Table area, TV/Media lounge. Secure underground parking space included, Free shuttle service to downtown City Dock. Luxury living in an ideal city location.
#MDAA2110342

ANNAPOLIS

5 PARK PLACE 325

1 Beds

1 Baths

838 Sq.Ft.

$479,000

MLS#: MDAA2110342

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