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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
384
# of Listings
3
Avg # of Bedrooms
$475
Avg. $ / Sq.Ft.
$1,077,176
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

384 Properties Found. Page 20 of 26.

Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek countertops. The cozy living spaces are perfect for relaxing or entertaining guests. The large fenced backyard for outdoor gatherings, or creating your dream garden. Prime location situated in a peaceful neighborhood, yet close to shopping, dining, and everything Annapolis has to offer. This home is ready for you to move in and start creating memories Schedule your showing today and make 122 Roselawn Road your new address!.. Seller is willing to give up to 3.5% sellers concessions
#MDAA2098698

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$375,000

MLS#: MDAA2098698

New on site 1 day ago
Welcome to what might be the most serene condo in Heritage Harbour, Annapolis’ premier 55+ community! This beautifully maintained 2-bedroom, 2-bathroom home offers peaceful views of quiet green space—a rare and calming backdrop. Inside, you’ll find brand new carpet and fresh paint throughout, making the space feel bright, clean, and move-in ready. Step out onto your private deck and enjoy the sights and sounds of nature—birds, deer, and total tranquility await. Whether you’re enjoying your morning coffee or winding down for the afternoon, this condo offers a peaceful retreat in a vibrant, amenity-rich community. Don’t miss your chance to own one of the most tranquil condos in Heritage Harbour!
#MDAA2114848

ANNAPOLIS

803 COXSWAIN WAY 107

2 Beds

2 Baths

1,190 Sq.Ft.

$375,000

MLS#: MDAA2114848

Welcome to your serene retreat in this highly sought-after 55+ community, where resort-style living meets the comforts of home. This beautifully maintained 2-bedroom, 2-bath condominium offers a spacious and light-filled layout designed with functionality in mind. The bright kitchen with ample counter-top space offers a breakfast bar, cooktop, wall oven, and built in microwave. The spacious primary bedroom is a true retreat, featuring two generously sized walk-in closets that provide ample storage space for all your wardrobe and personal items, a built-in vanity, and an attached full bathroom with a walk in shower. The second bedroom, complete with its own full bathroom and bathtub, provides comfortable accommodations for guests or additional family members. Additional conveniences include a dedicated storage cage, providing plenty of room for seasonal items and other storage. Heritage Harbour offers an abundance of amenities, including both indoor and outdoor pools, a clubhouse, a recreational center with exercise room, a community center with various social activities throughout the month, tennis/pickleball courts, picnic area, library, walking path, golf course (with membership available), and water privileges with community pier/dock. Please note there is a one-time recreational fee paid by buyer at settlement to establish an account in the amount of approximately $2,000. Conveniently located near shopping, dining, and recreational options, this condo offers a perfect balance of active living and tranquil retreat. Don’t miss your opportunity to experience this amenity rich lifestyle in Heritage Harbour!
#MDAA2102398

ANNAPOLIS

940 ASTERN WAY 409

2 Beds

2 Baths

1,272 Sq.Ft.

$375,000

MLS#: MDAA2102398

**$10,000 Price Reduction** Welcome Home! This contemporary townhome offers an abundance of natural light, beautiful views and an unbeatable location. Come see this beautiful townhome in a quiet family friendly community. This home features an open layout consisting of 3 Bedrooms, 2.5 Baths and a finished basement. The spacious living room leads into a large eat-in kitchen with beautiful views. The basement is fully finished with another large kitchen and a bonus room which would be perfect as an office, additional bedroom or game room. The basement also has a full bathroom and can be accessed from the rear, making it a viable option to rent out as a studio apartment. The property needs a little TLC granting you the perfect opportunity to add your personal touch and style. Two designated parking spaces eliminate the worry of finding a parking spot. The large backyard is ideal for grilling, dining and entertaining. Nearby parks include Broadneck Park, Cape Saint Claire Recreation Area and Sandy Point State Park (a 7-minute drive!). Don't miss the opportunity to make this home yours!
#MDAA2110872

ANNAPOLIS

1008 COMMANDERS WAY N

3 Beds

2 Baths

1,760 Sq.Ft.

$374,995

MLS#: MDAA2110872

Don't miss this rare opportunity to own a beautifully updated 3-bedroom, 2-bathroom condo in The Landing at Spa Creek! This spacious ground-level unit offers over 1,400 sq ft of well-designed living space. The kitchen features granite countertops, a stylish backsplash, a peninsula island with pendant lighting, and seating—perfect for both casual meals and entertaining. The open-concept living area boasts new flooring and a striking stone veneer accent wall with a built-in, vent-free electric fireplace, creating a cozy yet modern ambiance. The oversized primary bedroom includes ample closet space and a stunning en-suite bath with a custom glass shower enclosure. Two additional bedrooms provide flexible space for guests, family, or a home office. For added comfort, a brand-new HVAC unit has just been installed. Step outside to your private rear patio—ideal for relaxing with a sense of quiet seclusion. Enjoy resort-style amenities including a clubhouse with pool and fitness center, and direct access to Truxton Park’s pickleball, tennis, and basketball courts. The location is unbeatable: just minutes to downtown Annapolis and Eastport. With a water taxi stop only a 5-minute walk away—there is no need to worry about driving or parking.
#MDAA2112472

ANNAPOLIS

1004 PRIMROSE ROAD 102

3 Beds

2 Baths

1,471 Sq.Ft.

$370,000

MLS#: MDAA2112472

Welcome to 1364 Almond Drive in the heart of the sought-after Walnut Ridge community! This three-bedroom, one-and-a-half-bathroom townhome blends comfort, convenience, and charm in a peaceful Annapolis setting. Step inside to a bright, spacious kitchen adorned with ample counter space, a custom backsplash, and newer stainless steel appliances, including a refrigerator. The upgrades include a new roof with new gutters and gutter guards, recessed lighting, a new water heater, and low-flow toilets. The washer and dryer from 2020 simplify the laundry process. Included is a Hotpoint 6.9-cu ft chest freezer. The property comes with a Buyer Home Warranty. The inviting family room flows seamlessly into the private backyard, featuring an oversized deck and a beautifully landscaped garden with flagstone accents—a perfect space for hosting gatherings or enjoying a quiet evening outdoors. Best of all, your private backyard backs to a serene wooded common area, offering privacy and a tranquil view. Upstairs, you'll find the primary bedroom, two additional bedrooms, and a full bathroom—ideal for a growing family, a home office, or guest accommodations. The pull-down attic ladder provides access to abundant storage space, helping keep your home organized. Located just steps from the Cape St. Claire shopping center, you'll enjoy convenient access to dining, shops, and essential services. Outdoor enthusiasts will love being minutes from Broadneck Park, the B&A Trail, and Sandy Point State Park, with a direct path to the Broadneck Library and Bay Dale Shopping Center. Plus, you're only a short drive from downtown Annapolis, Route 50, and the Bay Bridge. With fresh paint and updates throughout, this Walnut Ridge gem is move-in ready. Don’t miss your chance to own this exceptional home in a fantastic community. Welcome Home!
#MDAA2116458

ANNAPOLIS

1364 ALMOND DRIVE

3 Beds

1 Baths

1,360 Sq.Ft.

$365,000

MLS#: MDAA2116458

Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed at that time. This condo is in excellent condition. Enjoy the community amenities, including a playground and picnic area. Centrally located in Annapolis, this condo is close to the hospital, mall, major commuter routes, and just 5 minutes from Historic Annapolis. Renters lease ends on July 31st so settlement cannot take place until August 1st. Don't miss out on this one!
#MDAA2112390

ANNAPOLIS

655 BURTONS COVE WAY 11

3 Beds

2 Baths

1,128 Sq.Ft.

$360,000

MLS#: MDAA2112390

New on site 4 days ago
Top floor corner unit with loft in the coveted and convenient Windgate community. Nicely appointed with granite countertops, white cabinetry, stainless steel appliances., large closets. Windgate is conveniently located off of route 50 in Annapolis. Just minutes to all your shopping needs in Parole and downtown Annapolis, Naval Academy, Anne Arundel Medical Center and other necessities. Great spot for commuting into Washington DC or Baltimore.
#MDAA2116838

ANNAPOLIS

2000 PHILLIPS TERRACE 12

2 Beds

2 Baths

1,446 Sq.Ft.

$360,000

MLS#: MDAA2116838

Charming 3-bedroom townhome features an updated kitchen with Craftsman-style cabinetry, granite countertops, and stainless steel appliances—perfect for cooking and entertaining. The updated full bath offers a fresh, modern feel, while the spacious master bedroom boasts a walk-in closet & two other bedrooms with ample closet space. Kitchen, roof & main bath updated pre-covid! Enjoy outdoor living in the private rear yard. Conveniently located just 10 minutes from historic downtown Annapolis and only 5 minutes to shopping, dining, and Route 50 for easy commuting. A wonderful opportunity to own in a sought-after location!
#MDAA2115578

ANNAPOLIS

1650 WOODTREE CT E

3 Beds

1 Baths

1,280 Sq.Ft.

$359,900

MLS#: MDAA2115578

New on site 1 day ago
COSMOPOLITAN CONTEMPORARY PENTHOUSE CONDO in highly desirable MARINERS COVE just off the SEVERN RIVER & WEEMS CREEK! A perfect offering of serene water privileged surrounds and resident amenities mere minutes from bustling downtown City Dock Harbor quay and Main Street eateries, boutiques, and bistros! Lull beneath Chesapeake skies at the Cove’s waterside community pool, dock, and scenic river/creekside overlooks. Invest in this highly sought-after top floor unit offering 2 Master BR Suites, each with private Bath. Relax and breathe in the open concept living space flowing from Living Room to glassed Sunporch to Dining area to chef’s Kitchen showcasing artisan granite/mosaic tile accents reflecting in sleek stainless appliances. The condo boasts turnkey decorator neutral paint/carpet palettes, hardwood floors, recessed lighting, & ceiling fan breezes. Assigned paved parking space. Prime location convenient to the USNA, Westfield & Towne Centre Malls, AA Medical Center, marinas, and commuter RTs 2/97/50. SIMPLY IRRESISTIBLE.
#MDAA2117106

ANNAPOLIS

300 FORBES STREET K

2 Beds

2 Baths

844 Sq.Ft.

$349,900

MLS#: MDAA2117106

Stunning Top Floor w/ Vaulted ceilings condo in sought after Tidewater Colony! Entire condo has been remodeled May 2025 - New Kitchen cabinets, quartz, backsplash and stainless appliances, new LVT flooring throughout, Freshly painted top to bottom, new vanities and lighting in bathrooms, Gas FP w/ built-in entertainment, upgraded lighting, private balcony w/ 2 entrances. 2017 - AC unit (Trane) and Aquatherm Air handler. Community amenities include Pool, Fitness, Clubhouse, Tennis, Jog/Walk Path, Tot lots. Super location - Naval Academy, AAMC, Downtown Annapolis, 50 & 97 - DC/Balt!
#MDAA2112480

ANNAPOLIS

2008 PEGGY STEWART WAY 304

2 Beds

2 Baths

1,082 Sq.Ft.

$349,000

MLS#: MDAA2112480

Price Improvement on this First floor 2 Bedroom, 2 Bath Benton Model with sunroom in The Reserve at Heritage Harbour, an over 55+ community! Kitchen with granite countertop offers breakfast bar, cooktop, wall oven & built in microwave, Primary bedroom with walk in closet and private ensuite bath that has shower stall & 2 sink areas and second bedroom with private bath has tub/shower. Open floor plan allows for flexible furniture placement for living and dining area, freshly painted & newly installed Luxury vinyl in main areas, BR offer carpet, In Heritage Harbour, the abundance of amenities await you! Indoor and Outdoor pools, clubhouse, recreational center with exercise room, community center with various activities, Tennis/pickleball, picnic area, lake, library, jog/walk path, Golf course membership available, water privileges with community pier/dock, bus/transportation service - Please note there is a one-time recreational fee paid by buyer at settlement to establish account in amount of approximately $2,000.
#MDAA2089128

ANNAPOLIS

940 ASTERN WAY 109

2 Beds

2 Baths

1,272 Sq.Ft.

$345,000

MLS#: MDAA2089128

Modern 3-Bedroom Condo in Overlook Annapolis – Freshly Remodeled! Discover this beautifully updated 3-bedroom, 2-bath condo in the sought-after Overlook Annapolis community. This spacious unit features an open floor plan with brand-new upgrades, including: New kitchen cabinets with high-quality quartz countertops; New stainless-steel appliances; Updated lighting and flooring throughout; New interior painting, giving a fresh, modern feel; The primary bedroom boasts its own private full bathroom, while the two additional bedrooms provide ample space and privacy. The second full bathroom is conveniently located nearby. Both the primary bedroom and bedroom 3 have direct access to the rear patio, perfect for relaxing outdoors. Additional Features: In-unit washer & dryer; Backs to serene wooded area; Designated parking spot + plenty of additional guest parking; Community Perks: Residents enjoy top-notch amenities, including: Parks and green spaces; Fitness center; Recreation center with outdoor pool; Basketball & tennis courts. Prime Location – Easy Access to Everything! Convenient access to I-97 & I-50; Minutes from shopping at Clock Tower Place & The Fresh Market; Close to Quiet Waters Park, Sparrow Beach, Port Annapolis Marina, and Annapolis City Dock; Just minutes from Historic Downtown Annapolis & Eastport. Don’t miss out on this fantastic condo.
#MDAA2107838

ANNAPOLIS

60 SANDSTONE COURT G G

3 Beds

2 Baths

1,119 Sq.Ft.

$319,900

MLS#: MDAA2107838

Want to live in the City of Annapolis and walk to work? Here's your chance! Hang your hat in this cozy place. Own this home without the added expense of HOA/Condo fees. It is ideally located within walking distance to the Navy Stadium for all your tailgating and football fun, Maryland Hall for the Arts, and the city's vibrant restaurants and pubs. Enjoy easy access to the Annapolis Free Downtown Shuttle, with a pickup just a short stroll away. Once a neighborhood grocery store, this unique home has been thoughtfully converted into a two-level residence, offering two bedrooms, one full bath, a full kitchen, and laundry. The main-level bedroom and bath provide excellent accessibility, while the upper-level bedroom is accessible via a spiral staircase. Roof, central air and heat were recently updated, and while there’s room for personal touches, the home needs some TLC to be ready to welcome you to the heart of Annapolis living!
#MDAA2112532

ANNAPOLIS

67 SPA ROAD

1 Beds

1 Baths

1,053 Sq.Ft.

$315,000

MLS#: MDAA2112532

Welcome to this beautifully appointed and well maintained 3-bedroom, 2-bath home, offering the perfect blend of comfort and convenience! Featuring a spacious and open layout, this home boasts a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The kitchen also offers a wine cooler. The living area is perfect for relaxing or entertaining, while the generously sized bedrooms provide a cozy retreat. The unit has laminate floors, newer carpet, updated lighting and an updated bathroom.
#MDAA2110670

ANNAPOLIS

10 SANDSTONE COURT H

3 Beds

2 Baths

1,198 Sq.Ft.

$313,900

MLS#: MDAA2110670

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Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
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Selling Your Home for More $$

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