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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

265

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,290,957

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

108 Properties Found. Page 7 of 8.

New on site 2 days ago

Tucked beneath a canopy of mature trees in the coveted Epping Forest community of Annapolis, this classic cottage offers timeless charm in a truly storybook setting. Surrounded by lush, natural landscaping, the home feels like a peaceful retreat while still being part of one of the area’s most amenity-rich waterfront communities.
Inside, warm wood floors flow throughout, complemented by a cozy wood-burning fireplace that creates the perfect gathering space on cooler evenings. The home spans three finished levels, offering flexible living spaces ideal for everyday living, weekend escapes, or hosting guests.
A detached garage adds convenience and additional storage, while the home’s setting provides both privacy and a connection to nature.
Just a short walk away, enjoy Epping Forest’s exceptional amenities, including sandy beaches, a marina, clubhouse, playgrounds, and scenic waterfront views along the Severn River.
Whether you’re seeking a full-time residence or a charming Annapolis getaway, this cottage captures the essence of relaxed, coastal living in one of the area’s most beloved communities.

ANNAPOLIS

362 SEVERN ROAD

3 Beds

2 Baths

1,536 Sq.Ft.

$565,000

MLS#: MDAA2144096

TWO ADJACENT GARAGE SPACES (#380 & #381) convey with the unit, a true rarity in downtown Annapolis. This 2BR/2BA Park Place residence opens to a 17x19 living room with electric fireplace, hardwood floors, full gas kitchen, and in-unit laundry. A Juliet balcony brings light and air into the room. PROTECTED OUTLOOK over Annapolis National Cemetery, a federally preserved Civil War landscape that cannot be developed. Your view will not change. FULL-SERVICE BUILDING with concierge, 24-hour security, fitness center, outdoor pool, library, party room, enclosed pet park, and on-site management. Pets welcome. WALK to City Dock (8 min), the Naval Academy (10), Main Street, the State House, excellent dining and entertainment. Route 50 makes DC, Baltimore, and BWI an easy drive. Ideal for the down-sizer who wants the city without the upkeep, the Naval Academy family that needs a base across all four years, or the DC professional looking for a 35-minute weekend escape. Public OPEN HOUSE, Sunday, May 10, 1PM to 3PM. Contact your real estate professional for a private showing.

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$564,000

MLS#: MDAA2108870

New on site 4 days ago

You will love this large, move-in ready townhome. Super clean! Side windows on this end-of-group beauty give this unit an even better bright and open feel. Three finished levels with beautiful wide hardwoods. Gourmet eat-in kitchen with granite countertops, two tiered island with sink, newer dishwasher, refrigerator and microwave. Primary bedroom suite with large walk-in closet with storage system. Primary bathroom with shower and separate soaking tub. Two car garage! Convenient bedroom level laundry room with newer washer and dryer. Custom plantation shutters throughout. Large composite deck off of kitchen. Wide crown moldings. Architectural details. Recessed lighting. Versatile neutral colors. New garage door opener. Walkable to shopping, restaurants and Annapolis amenities. Convenient to transportation hubs.

ANNAPOLIS

608 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,024 Sq.Ft.

$550,000

MLS#: MDAA2140740

New on site 2 days ago

Completely updated and impressively spacious, this beautifully maintained villa offers over 1,900 square feet of bright, comfortable living. Designed for convenient one-level living, the main floor features a generous primary suite with a private bath, a powder room for guests, and a laundry area ideally located just off the kitchen and garage.
The upper level adds even more flexibility, offering a second bedroom, full bath, and a versatile bonus space perfect for a den, sitting area, or home gym.
Thoughtfully renovated and tastefully appointed throughout, this home exudes warmth and pride of ownership, delivering a true move-in ready experience with a perfect balance of comfort, style, and low-maintenance living.
Situated in the highly desirable Heritage Harbour community, residents enjoy exceptional amenities including a beautiful lodge, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, scenic walking paths, waterfront access with boat slips and kayak storage, on-site dining, a woodworking shop, library, and an active calendar of clubs and social events. This vibrant 55+ community offers a resort-style lifestyle that is truly second to none.

ANNAPOLIS

2607 COMPASS DRIVE

2 Beds

2 Baths

1,906 Sq.Ft.

$550,000

MLS#: MDAA2143288

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors (no carpet), soaring 10-foot ceilings, elegant granite countertops throughout and NEW appliances. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Two assigned parking space for convenience. Building Amenities: Rooftop pool with panoramic vistas. State-of-the-art fitness center. Elegant club rooms for gatherings and relaxation. Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Town Center, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 513

2 Beds

2 Baths

1,485 Sq.Ft.

$549,000

MLS#: MDAA2139908

#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$545,000

MLS#: MDAA2114500

Impressive price reduction makes this unit the best value in Chesapeake Harbour! Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby woods. The primary suite offers its own sliding doors to the deck, a walk-in closet with extra storage, and an en-suite bath. A second bedroom includes a full wall of closets and west-facing windows that capture the afternoon light. Additional highlights include a modern kitchen with glass doors opening to a front deck, stainless steel appliances, hardwood floors, and a wood-burning fireplace. Recent seller improvements include a new HVAC system (2025) and a stacked washer and dryer (2023).

Chesapeake Harbour, a popular gated community just outside historic Annapolis, offers turn-key living and exceptional amenities including outdoor swimming pools, tennis courts, walking trails, and private beaches. The community is also home to the Beacon Waterfront Restaurant and the Chesapeake Harbour Marina, managed by Trident Marine Group. The marina offers wet slips, transient slips, lifts, and concierge services.

Come enjoy the Annapolis waterfront lifestyle, peaceful Chesapeake Bay views, and turn-key living in this resort-like setting.

ANNAPOLIS

2010 QUAY VILLAGE COURT 201

2 Beds

2 Baths

1,489 Sq.Ft.

$540,000

MLS#: MDAA2137422

Tucked among the trees in the sought-after Woods Landing community, this inviting contemporary 3 bedroom, 3 full, 1 half bath townhouse blends comfort with a warm, rustic feel. Inside, wood floors set the tone for a home that feels both grounded and welcoming. The kitchen is outfitted with stainless steel appliances, granite countertops, and a sunny bay window—perfect for morning coffee. A separate dining room offers space for gatherings, while the cozy family room features a striking stone fireplace and built-in shelving, and opens to a private deck that looks out over peaceful woods. Upstairs, the primary suite feels like a retreat with its vaulted ceiling, walk-in closet, private balcony, and spacious bath. Two additional generously sized bedrooms share a full bath. The finished lower level adds even more living space with a full bath and walk-out access to a private deck, ideal for quiet evenings outdoors. Residents of the Woods Landing community enjoy exceptional amenities including scenic walking trails, an observation tower with views of the Little Magothy River, a dog park, playground, tennis and pickleball courts, and convenient boat storage. Enjoy nature at your doorstep.

ANNAPOLIS

560 HERONS NEST

3 Beds

3 Baths

2,497 Sq.Ft.

$539,900

MLS#: MDAA2141506

Welcome to unit 402 at The Grandview at Annapolis Towne Centre! This spacious 2BR/2BA condo offers 1,485 sq ft of upscale living with 10’ ceilings, hardwood and tile flooring, granite countertops, a gourmet kitchen, walk-in closets, and an in-unit laundry room. Enjoy a private balcony, 2 assigned garage parking spaces, and a new HVAC system (2023). The secure building features top-tier amenities including a rooftop pool, fitness center, massage room, club rooms, and concierge services. Ideally located just steps from Whole Foods, restaurants, shopping and entertainment. Convenient access to major routes including US-50, I-97, and public transit options makes commuting to DC, Baltimore, and Fort Meade a breeze. Luxury, location, and lifestyle all in one… come check it out today!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 402

2 Beds

2 Baths

1,485 Sq.Ft.

$539,000

MLS#: MDAA2117220

Welcome to penthouse living at Element at Mill Creek, one of Annapolis’ most stylish and thoughtfully designed 55+ communities. This 2 bed + Den, 2 bath top-floor residence with in-home laundry offers the privacy and quiet you’ll appreciate, paired with the elevated finishes and upgrades that truly make it better than new construction. From the moment you enter, you’ll notice the difference. Since purchasing, the owner has enhanced the home with carefully selected upgrades—refined lighting, custom touches, and elevated finishes that go beyond the builder’s base offerings. The result is a move-in-ready home with personality, warmth, and polish already in place. No waiting on construction timelines, no post-settlement projects—just effortless living from day one. This penthouse unit enjoys abundant natural light and peaceful views, along with the convenience of an assigned parking space in a secure garage—providing comfort and ease year-round. Life at Element at Mill Creek is designed for connection, wellness, and enjoyment. Residents enjoy a beautifully appointed clubhouse featuring indoor and outdoor dining spaces, a state-of-the-art fitness center, gathering rooms, and even a golf simulator for year-round play. Outdoors, you’ll find pickleball courts, scenic walking trails, and a dedicated dog park—perfect for staying active and social while enjoying the thoughtfully landscaped grounds. The community’s modern coastal architecture and easy layout create a fresh, welcoming neighborhood atmosphere that feels both intimate and sophisticated. Located just minutes from downtown Annapolis, you’ll have easy access to everything that makes the area so special—waterfront dining, boutique shopping, art galleries, live music, and year-round festivals. Spend afternoons strolling along City Dock, catching a sailboat race on the Chesapeake Bay, or enjoying dinner at one of the many acclaimed local restaurants. The charm, history, and vibrant lifestyle of Annapolis are right at your doorstep. And unlike many new construction purchases—where buyers are often responsible for the majority of closing costs—this resale offers a more traditional and balanced approach, with costs typically shared between buyer and seller. Title insurance discount also available. Stylish, upgraded, and ideally located, this penthouse at Element at Mill Creek offers the perfect blend of low-maintenance luxury, active living, and the best of Annapolis just moments away.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$530,000

MLS#: MDAA2137136

The Seasons change the views. Come to the open house this Saturday or Sunday from 1 - 3. A great opportunity just before spring market. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, tennis courts, a beach and walking trails.

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

N/A

$525,000

MLS#: MDAA2127108

Charming 3-Bedroom Home on Quiet Cul-de-Sac Near Downtown Annapolis

Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home, perfectly situated on a peaceful cul-de-sac just minutes from downtown Annapolis. Offering a blend of comfort, convenience, and charm, this home is ideal for both relaxing and entertaining.

Step inside to find a bright and inviting interior with a tidy, well-kept layout. The main level features a spacious living area, a functional kitchen with ample cabinet space, and a cozy dining area perfect for everyday meals or hosting guests. A convenient half-bath completes the main floor.

Upstairs, you’ll find three comfortable bedrooms, including a primary suite with its own private full bath. An additional full bathroom serves the remaining bedrooms, providing plenty of space for family or guests.

Outside, enjoy a neat, low-maintenance yard and the privacy of cul-de-sac living—ideal for quiet evenings or weekend gatherings. The location offers easy access to downtown Annapolis, where you can explore local shops, dining, waterfront views, and historic charm.

ANNAPOLIS

111 JANWALL STREET

3 Beds

2 Baths

1,754 Sq.Ft.

$525,000

MLS#: MDAA2141088

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$525,000

MLS#: MDAA2137376

NEW PRICE: $525,000 - - Broadneck Peninsula value with space, location, and room to make it your own!!

Spacious 3-bedroom home featuring a potential 4th bedroom/bonus room in the finished basement. Freshly painted and awaiting your modern updates, this property is ideal for those looking to customize their dream home in a premier Annapolis location. Backyard is cleared, awaiting your vision.

Highlights include an open main level with vaulted ceilings, a large entertaining deck, and unbeatable proximity to the Little Magothy River, Sandy Point, and Graul’s Market. A fantastic opportunity to invest in a lifestyle location and add your own personal flair. Convenient to Downtown Annapolis, DC, Baltimore, and the Bay Bridge.

ANNAPOLIS

1407 BRENWOODE ROAD

3 Beds

3 Baths

2,390 Sq.Ft.

$525,000

MLS#: MDAA2140330

New on site 2 days ago

Move right into this beautifully updated split foyer, perfectly situated on a spacious corner lot in the sought-after Cape St. Claire community. A good portion was thoughtfully renovated in 2018, the upper level offers a bright, open-concept layout ideal for modern living. The kitchen and living area were redesigned to create a seamless flow, featuring a center island, farmhouse sink, 42" cabinetry, hardwood floors, and high-end finishes throughout.

Natural light fills the main level, which includes three comfortable bedrooms and a full hall bath, along with a convenient ensuite half bath in the primary bedroom—with potential to expand into a full bath. Fresh paint and new carpet throughout give the home a crisp, move-in ready feel.

Step outside from the dining area onto the large covered deck—perfect for relaxing or entertaining in any season.

The walk-out lower level offers flexible living space, including a spacious family room with fireplace, a half bath, and a large utility room. There is also ample space to easily convert part of the lower level back into a fourth bedroom, offering great potential for guests, a home office, or multi-generational living.

Major updates provide peace of mind, including a new roof (2024), re-done half-moon driveway (2020), updated plumbing (2020), and replacement windows (2018).

Located in the vibrant Cape St. Claire community, residents enjoy water access, beaches, piers, parks, and a true neighborhood feel—bringing together comfort, convenience, and Chesapeake Bay living.

ANNAPOLIS

1196 GREEN HOLLY DRIVE

3 Beds

1 Baths

1,560 Sq.Ft.

$525,000

MLS#: MDAA2143920

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