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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
163
# of Listings
3
Avg # of Bedrooms
$492
Avg. $ / Sq.Ft.
$944,815
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

163 Properties Found. Page 11 of 11.

Beautifully updated first floor condo! Featuring new LVP flooring, carpet, paint and appliances. Truley a must see.
#MDAA2135668

ANNAPOLIS

2013 WARNERS TERRACE S 138

2 Beds

2 Baths

1,062 Sq.Ft.

$339,995

MLS#: MDAA2135668

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer, renovated bathroom with new tub, tile, vanity and toilet. Exterior improvements feature a French Drain, concrete driveway, a ground-level deck and partial new fence. For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.
#MDAA2127724

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$339,990

MLS#: MDAA2127724

Serenity Meets Convenience at The Reserve in Heritage Harbour: 1st-Floor Living in Prime Annapolis 55+ Community Discover the perfect blend of peace and accessibility in this immaculately maintained first-floor condo. Tucked away amidst mature trees and set well back from the main road, this secure building offers a quiet retreat just minutes from Downtown Annapolis. Step inside to find fresh paint throughout and a free-flowing floor plan with hardwood floors in the main living area (living room, dining room and kitchen). The seamless living and dining areas open directly onto a private brick patio—perfect for celebrating the seasons or enjoying easy walk-out access to the sidewalks and parking. SO convenient for walking our furry friends! The eat-in kitchen is a chef’s delight, featuring 42” cabinetry, Corian countertops, 4-burner gas stove with a grill insert and a charming bistro breakfast area. Retreat to the generous primary suite where you'll be greeted by sun and new carpet. This space boasts a unique sunroom sitting area, a spacious walk-in closet, and a bonus storage closet. Large primary suite bathroom offers ceramic flooring, a vessel sink, granite countertop and a new walk-in shower. A separate laundry/utility room adds to the ease of daily living. Here you'll find a new washer and dryer and loads of additional storage space. This unit is part of a premier 55+ community that truly has it all. Beyond the secure entry and clubroom, residents enjoy resort-style amenities including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a golf course, and even a kayak launch. With a full calendar of social events and a location moments from Routes 50, 97, and 665, this is low-maintenance living at its finest.
#MDAA2135514

ANNAPOLIS

940 ASTERN WAY 102A

1 Beds

1 Baths

1,073 Sq.Ft.

$329,999

MLS#: MDAA2135514

0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The existing well and septic are assumed to be nonfunctional. All site engineering, utility applications, and permitting will be the responsibility of the buyer. Convenient location near Route 50, downtown Annapolis, and area shopping. Excellent opportunity for a custom home project or long-term hold in a highly accessible central corridor.
#MDAA2129812

ANNAPOLIS

668 N BESTGATE ROAD

None Beds

None Baths

0.65 acres

$325,000

MLS#: MDAA2129812

Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a stylish farmhouse sink, spacious granite countertops, stainless steel appliances, and contemporary cabinetry—ideal for everyday cooking or hosting. Brand-new windows (2021) allow natural light to pour in, enhancing the warm and welcoming atmosphere. The primary bedroom includes its own private en-suite bathroom and offers direct access to a walkout patio overlooking the community pool—perfect for morning coffee or winding down in the evening. Each bedroom offers generous closet space, and the home provides comfortable, updated bathroom finishes throughout. An added bonus is the HVAC system with approximately 10 years of remaining warranty, offering long-term peace of mind. Enjoy a community designed for easy living with access to a swimming pool, and pet-friendly amenities, including pet waste stations located conveniently nearby. Situated just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, marinas, shopping, parks, and major commuter routes, this home places you at the center of everything Annapolis has to offer. Whether you're a first-time buyer, downsizing, or searching for a serene home near the water, this condo offers the perfect balance of comfort, modern upgrades, and coastal charm. Your Next Chapter Starts Here—Tour This Home Today.
#MDAA2129788

ANNAPOLIS

10 SANDSTONE COURT L

3 Beds

2 Baths

1,333 Sq.Ft.

$315,000

MLS#: MDAA2129788

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!
#MDAA2128842

ANNAPOLIS

7101 BAY FRONT DRIVE 301

1 Beds

1 Baths

1,000 Sq.Ft.

$300,000

MLS#: MDAA2128842

Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from the second full bath. Go up the spiral staircase to a huge family room area. The bathrooms were renovated in 2024 and the washer and dryer were replaced in 2024 as well. There are two (dual) HVAC systems, one for the lower level (replaced in 2022) and one for the loft (replaced 2019). The community has a great outdoor pool for summertime, and across Hilltop Dr is plenty of recreational opportunity at The Pip Moyer Rec Center and Truxton Park. Great price for a great location!
#MDAA2126114

ANNAPOLIS

300 HILLTOP LANE 300I

2 Beds

2 Baths

1,321 Sq.Ft.

$290,000

MLS#: MDAA2126114

Welcome to 10-B Sandstone Ct in the heart of Annapolis! Experience the perfect blend of luxury and convenience in this meticulously renovated ground-level condo located in the highly desirable Annapolis Overlook community. Every inch of this home has been reimagined, featuring sophisticated custom trim work and high-end finishes throughout. The chef-inspired kitchen is a true showpiece, boasting brand-new stainless steel appliances, sleek quartz countertops, and modern cabinetry. Relax in the spa-like bathroom, complete with custom designer shower tile and contemporary fixtures. Step outside to your upgraded private patio, perfect for morning coffee or evening entertaining. Living here means more than just a beautiful home; it’s a resort lifestyle. Enjoy fantastic community amenities, like the sparkling inground pool. With no stairs to navigate and a location that puts the best of Annapolis—from shopping to historic downtown—at your doorstep, this turnkey residence offers a rare opportunity for effortless, stylish living. Schedule your showing today!
#MDAA2133878

ANNAPOLIS

10-B SANDSTONE COURT

2 Beds

1 Baths

943 Sq.Ft.

$279,900

MLS#: MDAA2133878

2022 renovated condo with private patio overlooking park/green/open space. Thoughtfully designed 1300+sqft modernized open floorplan with flexible space. The open concept living room offers a variety of furniture placement options, with recessed lighting and a private patio for some outdoor living that overlooks the park like setting. Stainless-steel appliances. Tiled and Updated Bathrooms! Closets, Closets and more Closets! The community features pool, playground, tennis courts and plenty of parking. Great community close to Giant Grocery, CVS Pharmacy, Starbucks, Dunkin-Donuts, Quiet Waters Park and local restaurants. Less than 7 miles to historic Annapolis.
#MDAA2134704

ANNAPOLIS

7 SILVERWOOD CIRCLE 3

2 Beds

2 Baths

1,314 Sq.Ft.

$275,000

MLS#: MDAA2134704

Experience the perfect blend of modern comfort and coastal convenience in this beautifully updated first-floor condo. Situated in the sought-after 21403 zip code, this home offers more than just a place to live. It offers a lifestyle tailored for those who value both style and peace of mind. This condo has been thoughtfully maintained with high-efficiency upgrades that you’ll feel in your wallet and your comfort levels: a new HVAC, hot water heater, and new bathroom. The kitchen serves as the heart of the home, boasting 42-inch maple cabinetry, sleek granite countertops, and stainless steel appliances. Whether you’re hosting a pre-game brunch before heading to the Naval Academy or enjoying a quiet evening, the seamless flow between the eat-in kitchen, dining area, and living room makes every moment easy. This is a prime Annapolis location: minutes from downtown Annapolis, a quick stroll away from Truxtun Park with its amenities, and access to major arteries for an easy commute to DC or Baltimore, with the peace of a quiet, tree-lined neighborhood to return home to. This is a first floor unit - no stairs to navigate—perfect for easy grocery hauls and quick pet walks. The master suite features a large walk-in closet and private in-unit laundry for ultimate convenience. Outside, you'll find a charming patio area perfect for your morning coffee or a container garden. This is a rare opportunity to own a move-in-ready, energy-efficient home in one of Maryland’s most iconic cities. Whether you’re a first-time buyer, a savvy investor, or looking for the perfect Annapolis pied-à-terre, 1233 Gemini Dr #C is ready for its next chapter. Schedule your tour today and start living the Annapolis lifestyle!
#MDAA2133726

ANNAPOLIS

1233 GEMINI DRIVE C

1 Beds

1 Baths

864 Sq.Ft.

$235,000

MLS#: MDAA2133726

Great opportunity to build and live in the well established area of Oyster Harbor! Located on the quiet Cross Rd. location, this lot provides a great opportunity to live in a great location. See the attached documents for additional information and feel free to call and discuss at anytime.
#MDAA2130700

ANNAPOLIS

1217 CROSS

None Beds

None Baths

0.26 acres

$159,000

MLS#: MDAA2130700

Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.
#MDAA455886

ANNAPOLIS

1012 CARRS ROAD

None Beds

None Baths

0.16 acres

$98,000

MLS#: MDAA455886

Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life. The property is currently not connected to public water or sewer but are slated for future development making this a great piece of property to buy and hold or start your planning with the utility option for a future date.
#MDAA2111916

ANNAPOLIS

1221 CREEK DRIVE

None Beds

None Baths

0.26 acres

$55,000

MLS#: MDAA2111916

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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
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
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
Preparing Home for photoshoot
Selling Your Home for More $$

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