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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

266

# of Listings

3

Avg # of Bedrooms

$529

Avg. $ / Sq.Ft.

$1,357,478

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

108 Properties Found. Page 7 of 8.

Welcome to Village Greens — Where Annapolis Living Reaches Its Full Potential. Tucked along a tree-lined streetscape that delivers that quintessential Annapolis vibe, this stunning 3 BR, 2.5 BA luxury townhome checks every box. Step inside to an open concept main level where rich hardwood floors flow beneath soaring ceilings, plantation shutters grace every window, and modern updated lighting plus freshly painted spaces adds a polished, contemporary feel throughout. Upstairs, vaulted ceilings continue to impress. The primary suite is a true retreat — custom walk-in closet, soaring ceilings, walk-in shower, soaking tub, and a double bowl owner's vanity. Gorgeous LVP flooring runs throughout the upper level, combining beauty with durability. A true basement with windows sets this home apart — bright and full of possibilities, with a plumbing rough-in already in place for a future bath. Outside, gated rear access leads to private resident parking pads and garages, keeping the neighborhood's gorgeous streetscape beautifully uninterrupted. Minutes to Route 50 puts Baltimore, D.C., and the Eastern Shore within easy reach — yet you're squarely in the heart of Annapolis, minutes from world-class waterfront dining, the iconic City Dock, Quiet Waters Park, and everything that makes this city so beloved. Fresh crabs, sailing, brick streets, and the Naval Academy — this is the Annapolis lifestyle, beautifully lived. Schedule your tour today!

ANNAPOLIS

607 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,008 Sq.Ft.

$550,000

MLS#: MDAA2145726

#MDAA2144128

ANNAPOLIS

1189 HIGHVIEW DRIVE

4 Beds

2 Baths

2,500 Sq.Ft.

$550,000

MLS#: MDAA2144128

#MDAA2134520

ANNAPOLIS

102 VANGUARD LANE

4 Beds

3 Baths

2,000 Sq.Ft.

$549,999

MLS#: MDAA2134520

$ 25,000.00 PRICE REDUCTION --WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage.A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit.Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading.Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops.This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$549,995

MLS#: MDAA2149778

3 Level Colonial Brimming with Classic Charm and Timeless Character. This Home Features a Welcoming Covered Front Porch, Perfect for Relaxing and Enjoying the Neighborhood Setting. Inside, you’ll Find Spacious Bedrooms and Hardwood Floors that Add Warmth and Potential Throughout.
This Property is Ready for a Full Renovation, Offering an Incredible Opportunity for Investors, Builders or Buyers Looking to Restore and Customize a Classic Colonial to its Former Glory. With Vision and Updates, this Home can be Transformed into a Stunning Showcase Property. Ideally Located in Annapolis, this Home Offers Convenient Access to Downtown Annapolis, United States Naval Academy, and the Scenic Chesapeake Bay. Enjoy Nearby Shopping, Dining, Parks, and Waterfront Activities, along with Easy Commuter Routes to Baltimore and DC. A Fantastic Location Combining Historic Charm, Coastal Lifestyle, and Everyday Convenience. Sold As-Is

ANNAPOLIS

40 MUNROE COURT

3 Beds

1 Baths

1,280 Sq.Ft.

$549,900

MLS#: MDAA2148248

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

Location Location location!!
Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$540,000

MLS#: MDAA2130284

Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed for today’s lifestyle. The updated kitchen shines with white cabinetry, Corian countertops, stainless steel appliances, pantry storage, and a convenient breakfast bar with seating, all opening to a sunny morning room and family room ideal for everyday living and entertaining. A main-level office or flex space, along with a powder room, adds versatility and function. Upstairs, the spacious primary suite features a private bath, while two additional bedrooms share a well-appointed hall bath. Enjoy outdoor living with a welcoming front porch, private backyard, deck, and off-street driveway parking — all in a location that puts shopping, dining, Historic Annapolis, commuter routes, and waterfront attractions just moments away.

ANNAPOLIS

1529 RITCHIE LANE

3 Beds

2 Baths

1,524 Sq.Ft.

$539,000

MLS#: MDAA2146440

New on site 3 days ago

Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level deck. The lower level features a walkout basement and two additional bedrooms and bath- great for privacy!
Living in Annapolis Roads means embracing a vibrant resort lifestyle offering sandy beaches with sweeping views of the Chesapeake Bay , a waterfront pavillion, playground and firepit, community dock and boat ramp, walking trails in Ogleton Woods and Fusco althetic park and numerous community events - all within walking distance to your home! There is no HOA- it is a special tax district with taxes included in the property tax. Minutes from downtown Annapolis, shopping and restaurants and major commuting routes, this home is awaiting it's transformation!

ANNAPOLIS

1110 JENNIPER LANE

3 Beds

2 Baths

1,683 Sq.Ft.

$539,000

MLS#: MDAA2150288

Seller Says SELL!!! 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

Exceptional Properties. Exceptional Clients. Welcome to 1915 Towne Centre Blvd, Unit #707 — a stunning two-bedroom, two-bath luxury condominium offering breathtaking views of Annapolis Towne Centre and the Chesapeake Bay Bridge. Located on the 7th floor, this beautifully appointed residence combines upscale finishes, modern convenience, and an unbeatable lifestyle in the heart of one of Annapolis’ most vibrant communities. Step inside this gorgeous open-concept floor plan featuring soaring 10-foot ceilings, elegant hardwood floors, and an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining with granite countertops, stainless steel appliances, and high-end finishes throughout. The spacious living area opens to a large private balcony where you can enjoy spectacular views of Towne Centre and the surrounding Annapolis skyline. This exceptional unit offers loads of upgrades. The thoughtfully designed layout provides comfortable living with two generously sized bedrooms and two full bathrooms, creating the perfect blend of privacy and functionality. Enjoy the convenience of two garage parking spaces, a private storage unit, and exclusive access to resort-style amenities. Residents can take advantage of the rooftop terrace, rooftop pool, outdoor kitchen, and lounge area featuring panoramic views — the perfect setting for entertaining or relaxing. Additional amenities include a state-of-the-art fitness center with modern equipment, elegant club rooms, concierge services, and more. Live steps away from everything Annapolis Towne Centre has to offer, including Whole Foods, Target, boutique shopping, fine dining, coffee shops, and seasonal entertainment. With easy access to major highways, commuting to Washington, DC or Baltimore is effortless. This remarkable condo offers the perfect combination of luxury, convenience, and urban living — a serene retreat with all the excitement of Annapolis right outside your door. Don’t miss the opportunity to experience the best of Towne Centre living!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 707

2 Beds

2 Baths

1,246 Sq.Ft.

$525,000

MLS#: MDAA2149876

HUGE PRICE REDUCTION. Motivated Seller offers GREAT VALUE PRICING !!! Beautiful 1 BR /1.5 Bath condo, penthouse level w/many extras in the most luxurious, secure building in downtown Annapolis. Great sunset views, natural light, large custom BUILT-IN walk-in closet, plus 2 additional closets. sliding glass doors with luxury electric blinds system, wood floors throughout, gourmet kitchen w/Sub Zero refrigerator, Washer/Dryer inside the guest bathroom, Asko dishwasher, stainless appliances & granite counters. Updated, beautifully remodeled shower.

Many building amenities: Pool, Hot Tub, Fitness Center, large Party Room, 24/7 live Concierge/Security Person in lobby. One deeded Underground Garage Parking Space with remote door opener.
Washer/Dryer inside the guest bathroom.

Note; Light fixture above dining table excluded.
Extra Garage Storage unit may be available separately.
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 732

1 Beds

1 Baths

926 Sq.Ft.

$524,900

MLS#: MDAA2143430

Motivated seller! New price reflects home and pool "as is."
This spacious split-level home offers an exceptional combination of comfort and functionality.

The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive 400-square-foot composite deck, perfect for entertaining or relaxing outdoors. The primary suite includes a private ensuite bathroom, while two additional bedrooms and a full hall bath complete the upper level.

The walk-out lower level offers incredible flexibility with a spacious family room, a separate living room featuring a wood-burning fireplace, two additional bedrooms, and a convenient half bath—ideal for guests, a home office, or multi-generational living.

Outside, you'll find driveways on both sides of the house, with parking for up to four vehicles. There are two storage sheds for all your tools and equipment, and a portable generator that conveys with the property and is capable of powering approximately three-quarters of the home.

Pool, pool equipment and home convey "as is."

Mortgage savings may be available for buyers of this listing.

ANNAPOLIS

1115 SKYWAY DRIVE

5 Beds

2 Baths

1,480 Sq.Ft.

$520,000

MLS#: MDAA2146744

Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern comfort at Tecumseh on Spa Creek. This bright and inviting one-bedroom loft condo features an open-concept design with soaring vaulted ceilings, a striking brick fireplace, and a thoughtfully crafted loft layout that maximizes both space and style.

Located on the fourth floor with convenient elevator access, the unit has been recently updated with a newer stove and dishwasher, quartz countertops, a new sink, and fresh carpet in the living room—offering a truly move-in-ready opportunity.

Step out onto your private balcony, the perfect spot to unwind at the end of the day or enjoy al fresco dining while taking in the Eastport ambiance.

Residents enjoy access to a waterfront pool and shared laundry facilities, all just moments from the shops, restaurants, and waterfront attractions of Eastport and Downtown Annapolis.

ANNAPOLIS

312 SEVERN AVENUE W405

1 Beds

1 Baths

660 Sq.Ft.

$515,000

MLS#: MDAA2135972

#MDAA2135394

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 408

1 Beds

2 Baths

1,076 Sq.Ft.

$514,160

MLS#: MDAA2135394

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