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
264
# of Listings
3
Avg # of Bedrooms
$418
Avg. $ / Sq.Ft.
$854,290
Med. List Price

Browse Annapolis Real Estate Listings

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264 Properties Found. Page 13 of 18.

Discover easy, low maintenance living in this updated two bedroom, two bath condo nestled among the treetops of sought after Heritage Harbour, one of Annapolis’s premier 55+ communities. The home features fresh paint and new flooring throughout the main living areas, plus a remodeled kitchen with modern countertops, sleek cabinetry, and newer appliances. Major system updates include a replaced HVAC, water heater, washer, and dryer, so you can move right in and enjoy peace of mind. Relax on your private balcony surrounded by nature, or take advantage of convenient building amenities including an elevator, game room, and indoor/outdoor pools. Heritage Harbour residents enjoy resort-style amenities: a community lodge with a fitness room, billiards room, library, and gathering spaces; golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shops and restaurants. Minutes from Downtown Annapolis and the Chesapeake Bay, this location offers comfort, convenience, and community all in one.
#MDAA2122918

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$369,900

MLS#: MDAA2122918

Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-filled condominium in the desirable Riva Trace community offers the a peaceful, private space and easy access to the vibrant culture of "America's Sailing Capital". Conveniently Located In Annapolis off of Bestgate Road & close to the Annapolis Mall + only a few minutes to downtown Annapolis' historic charm, the U.S. Naval Academy, and a quick commute to major cities like Baltimore and Washington D.C. The open floor plan features a spacious living room with a cozy wood-burning fireplace, a separate dining area, and a bright sunroom, creating an ideal space for entertaining or quiet relaxation. 2-bedroom, 2-bath Home includes an eat-in kitchen with lots of counter space, a luxurious master suite with a walk-in closet and a spa-like bath featuring a soaking tub and separate shower, and convenient in-unit laundry. Community Perks include a jogging/walk path, picnic areas, a baseball field, basketball, tennis & pickleboard courts & community pier. Enjoy a low-maintenance lifestyle with the HOA covering common area maintenance, exterior building upkeep, water, and sewer, plus security features like smoke detectors and an indoor sprinkler system. Step outside your door and immerse yourself in a city known for its rich history, lively arts scene, and world-class boating. Spend weekends exploring the cobblestone streets of Historic Downtown, dining on famous Maryland blue crabs at local seafood spots, or strolling along Ego Alley watching the parade of boats. This home provides a serene escape while keeping all the excitement of Annapolis within easy reach. Discover your Annapolis dream home! Schedule your private showing today—this exceptional property won't last long. The Annapolis Lifestyle Awaits!
#MDAA2128786

ANNAPOLIS

2704 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$365,000

MLS#: MDAA2128786

Welcome to this charming four-bedroom, one-and-a-half-bathroom home nestled in the sought-after Revell Downs community. This delightful 1,432 square foot residence spans two thoughtfully finished levels, offering functionality for today's lifestyle. The heart of the home features a spacious eat-in kitchen, a dedicated laundry and mudroom, while four well-appointed bedrooms provide ample space. The large, fully fenced backyard serves as your private oasis with direct access to open space. Location enthusiasts will appreciate the home's proximity to exceptional amenities. Sandy Point State Park and the Bay Bridge are just minutes away, offering endless recreational opportunities. Downtown Annapolis, with its historic charm, local marinas, shopping, and dining, is a short drive from your front door. The property is zoned for the highly regarded Broadneck School District. Adding to the area's appeal, the new Broadneck Peninsula Trail is near completion, creating a paved multi-use path that connects the existing Baltimore and Annapolis Trail directly to Sandy Point State Park. This exciting addition forms part of the national American Discovery Trail, providing seamless outdoor recreation from trail to bay. Whether you're a first-time buyer, investor, or someone seeking the quintessential Annapolis lifestyle, this home presents an excellent opportunity.
#MDAA2132476

ANNAPOLIS

419 MASTER DERBY COURT

4 Beds

1 Baths

1,432 Sq.Ft.

$360,000

MLS#: MDAA2132476

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.

$346,000

MLS#: MDAA2127724

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

Welcome Home to Easy Coastal Living in Annapolis! 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.

$320,000

MLS#: MDAA2129788

Welcome to this fully renovated, single level condo on the 2nd floor of the building. This is the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.
#MDAA2131674

ANNAPOLIS

10 SANDSTONE COURT G

2 Beds

2 Baths

1,103 Sq.Ft.

$315,000

MLS#: MDAA2131674

Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a clubhouse ideal for gatherings, and meticulously maintained grounds that create the feel of a private retreat. Located on the ground level, this condo is fully ADA-compliant and includes an oversized assigned parking spot—an everyday convenience rarely found in condo living. Inside, every detail has been thoughtfully transformed: • Warm LVP flooring flows throughout the living areas • A renovated kitchen featuring new cabinets, upgraded appliances, stone countertops, and a stunning stone backsplash—perfect for hosting or unwinding • Both bathrooms have been fully updated with modern finishes • Natural light enhances the open layout, making the entire home feel welcoming from the moment you step inside This home has been revitalized with care, beauty, and functionality—set in a community where residents don’t just live, they thrive. If you’ve been searching for the perfect blend of Chesapeake charm and modern living, this one is ready for you. Imagine starting your mornings just minutes from Historic Downtown Annapolis, where sailboats glide across the harbor, coffee shops open onto cobblestone sidewalks, and the energy of the Naval Academy mingles with festivals, art fairs, and waterfront dining. From the shops along Main Street to summer nights at Bayfront celebrations, this becomes the backdrop to your everyday life. All of this is nestled within a community known for unbeatable access to D.C., Baltimore, and Fort Meade—making your daily commute as effortless as your weekend adventures.
#MDAA2131656

ANNAPOLIS

30 HEARTHSTONE COURT A A

2 Beds

2 Baths

1,217 Sq.Ft.

$300,000

MLS#: MDAA2131656

None
#MDAA2130320

ANNAPOLIS

10 GREYSTONE COURT I

2 Beds

2 Baths

1,229 Sq.Ft.

$299,999

MLS#: MDAA2130320

You won't find a home like this for this price anywhere in Annapolis! There is a nice water view of College Creek! Recorded plat and deed indicate the lot goes to the shores of College Creek. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Fully fenced back yard is much larger than other townhomes and is perfect for the gardener. The home was fully renovated in 2002: Open first floor plan, 200 amp electric, plumbing replaced, kitchen, baths, laundry on 2nd floor (bedroom level). Renovation provided excellent closet space, nice sized kitchen, living room. A bonus is the walk-up floored attic that can be finished or used for storage. Access to Rideout St in back beyond rear fence gate (see subdivision drawing).
#MDAA2128414

ANNAPOLIS

192 CLAY STREET

2 Beds

1 Baths

1,244 Sq.Ft.

$299,900

MLS#: MDAA2128414

Welcome to Spa Cove Living! Discover affordable elegance in this beautifully updated 2-bedroom, 2-bath condo in the sought-after Landings at Spa Creek Community. Low Utility Bills - Heat/Cooking & Water Included in low Condo Fee. This move-in ready home offers the perfect blend of comfort, convenience, and Annapolis lifestyle. Wow Price at $298,500 Low Utility Bill - Low Condo Fee Includes Heat/Cooking, Water, Trash & Club House Amenities with short walk to Spa Creek Water Taxi Step inside to find a sunlit open floor plan, freshly painted interiors, and new carpet throughout. The chef’s kitchen features sleek quartz countertops, modern wood cabinetry, and stainless-steel appliances—ideal for entertaining or quiet nights in. The spacious living and dining areas open seamlessly to a private balcony with serene wooded and courtyard views. The primary suite is a true retreat with an updated full bath and dual vanities, while the large second bedroom boasts two closets and easy access to the hall bath and laundry. Additional highlights include reserved parking, private storage unit, and Gas Heat, Trash and Water included in the Condo Fee. At Spa Cove, you’ll enjoy resort-style amenities: Sparkling pool with Sunning Deck Clubhouse with Fireplace, Kitchen, and Library Nearby New Pickleball/Tennis Courts Walking Paths, Canoe/Kayak Storage, Boat Ramp & Pier Water Taxi Access to Downtown Annapolis Directly Across the Street, Truxtun Park offers 80+ Acres of Recreation—Hiking Trails, Ball Fields, Playgrounds, a Skate Park, and the brand-new 80,000 sq. ft. Recreation Center with Indoor Gym, Climbing Wall, and Fitness Facilities. All this Just Minutes from Downtown Annapolis, the City Dock, U.S. Naval Academy, Shopping, Dining, and Commuter Routes (Rt. 50 & I-97). Why rent when you can own in Annapolis for $298,500K! Don’t Miss this Opportunity—Schedule Your Private Showing Today and Experience the Best of Spa Creek Living!
#MDAA2125874

ANNAPOLIS

1004 PRIMROSE ROAD 203

2 Beds

2 Baths

1,020 Sq.Ft.

$298,500

MLS#: MDAA2125874

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 home! This beautiful 2-bedroom, 2-bath condo in Annapolis! This spacious unit offers a bright, open layout with a large living and dining area and convenient in-unit laundry. The eat-in kitchen features granite countertops and stainless-steel appliances, making it perfect for everyday meals or entertaining. The primary bedroom includes an en-suite bathroom and walk-in closet, while the second bedroom offers great flexibility to host your guests, a home office, or additional storage. Enjoy your morning coffee or unwind in the evening on the enclosed sunroom with a peaceful view—a rare upgrade that expands your living space and creates a cozy retreat year-round. Community fees include water/sewer, plus access to tennis courts, a pool, and two gas grills for outdoor entertaining. Nearby Pip Moyer Recreation and Fitness Center and Truxtun Park offer endless outdoor activities with hiking trails, ball fields, playgrounds, a skate park, and a state-of-the-art recreation center featuring an indoor gym, climbing wall, and fitness facilities All of this is just minutes from Downtown Annapolis, the City Dock, the U.S. Naval Academy, shopping, dining, and major commuter routes (Rt. 50 & I-97). Don’t miss your chance to experience the perfect blend of comfort, community, and Chesapeake charm—schedule your private tour today!
#MDAA2130450

ANNAPOLIS

304 HILLTOP LANE G

2 Beds

2 Baths

1,072 Sq.Ft.

$285,000

MLS#: MDAA2130450

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.

$265,000

MLS#: MDAA2128842

Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.
#MDAA2116560

ANNAPOLIS

1167 GREEN HOLLY DRIVE

None Beds

None Baths

0.21 acres

$160,000

MLS#: MDAA2116560

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