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
274
# of Listings
3
Avg # of Bedrooms
$510
Avg. $ / Sq.Ft.
$1,357,507
Med. List Price

Browse Annapolis Real Estate Listings

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274 Properties Found. Page 14 of 19.

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.
#MDAA2145684

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$574,999

MLS#: MDAA2145684

Improved price! Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and an unmatched lifestyle. Now priced better, this spacious end-unit villa boasts over 2,500 square feet of living space and is filled with natural light thanks to its desirable end-unit location. Freshly painted throughout with brand new flooring and carpet, this home is truly move-in ready and features soaring ceilings that enhance the open, airy feel. The main level is designed for easy, one-level living and includes a generous primary bedroom with en-suite bath, along with a convenient half bath for guests. The bright and spacious kitchen offers plenty of room for a table or center island, making it a perfect gathering space. The family room features a cozy fireplace and opens directly to a private, fenced-in patio—ideal for relaxing or entertaining outdoors. A welcoming front porch provides yet another great space to unwind and enjoy the neighborhood. Upstairs, you’ll find a large second bedroom with ample closet space, a full bath, and a versatile loft area that works perfectly as a home office, guest retreat, or second family room. Additional highlights include a one-car garage with extra storage and low-maintenance living at its finest. Enjoy all the incredible amenities Heritage Harbour has to offer, including a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, community events, and more—all just minutes from downtown Annapolis. This is the one you’ve been waiting for—don’t miss it!
#MDAA2139088

ANNAPOLIS

906 PERRY LANDING COURT

2 Beds

2 Baths

2,569 Sq.Ft.

$574,900

MLS#: MDAA2139088

HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in over 90 activities, clubs and committees. The center of community activities is the Lodge, which features a welcoming atrium, an auditorium, indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner and meeting rooms. Behind the Lodge, residents enjoy a picnic area, horseshoes, bocce ball and kayaking on our waterfront on the South River. We also offer multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. Residents enjoy the convenience of regular bus trips to shopping centers and special bus trips to cultural destinations, as well as volunteer drivers for medical appointments. Our pet-friendly community of active residents always welcomes newcomers!
#MDAA2143166

ANNAPOLIS

2550 GOLFERS RIDGE ROAD

2 Beds

2 Baths

1,661 Sq.Ft.

$570,000

MLS#: MDAA2143166

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.
#MDAA2143430

ANNAPOLIS

5 PARK PLACE 732

1 Beds

1 Baths

926 Sq.Ft.

$567,900

MLS#: MDAA2143430

Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire. Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table. Recent updates include replaced and stained cedar siding on one wall and trim throughout. Entry porch has been refreshed as well as decking replaced on deck off sunroom. A new roof, new washer and dryer, new and upgraded alarm system top off the new luxury vinyl plank on the main level.
#MDAA2144128

ANNAPOLIS

1189 HIGHVIEW DRIVE

4 Beds

2 Baths

2,500 Sq.Ft.

$565,000

MLS#: MDAA2144128

New on site 4 days ago
Stunning Oyster Harbor – Coastal Charm Meets Comfort This gorgeous property blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina, boat ramp, and storage racks for kayaks and paddle boards, creating the ultimate waterfront lifestyle just minutes from downtown Annapolis. The home itself is designed for both entertaining and everyday enjoyment. An enormous screened-in porch and a spacious, fully fenced backyard provide plenty of room to garden, relax in a hammock, or host gatherings. After a day at the beach, the outdoor shower is the perfect convenience. Inside, the property features three bedrooms, two full bathrooms, and hardwood floors throughout the main level. Don’t miss the opportunity to live in this beautiful home and vibrant waterfront community—where comfort, charm, and lifestyle come together seamlessly.
#MDAA2145374

ANNAPOLIS

1252 CREEK DRIVE

3 Beds

2 Baths

1,555 Sq.Ft.

$565,000

MLS#: MDAA2145374

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.
#MDAA2108870

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$564,000

MLS#: MDAA2108870

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.
#MDAA2130284

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$560,000

MLS#: MDAA2130284

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.
#MDAA2140740

ANNAPOLIS

608 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,024 Sq.Ft.

$550,000

MLS#: MDAA2140740

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.
#MDAA2143288

ANNAPOLIS

2607 COMPASS DRIVE

2 Beds

2 Baths

1,906 Sq.Ft.

$550,000

MLS#: MDAA2143288

Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that includes an amazing indoor/outdoor fireplace! This beautifully updated home showcases brand-new paint and new carpet throughout, creating a pristine, move-in-ready experience. Thoughtfully refreshed and designed for both everyday luxury and memorable gatherings, this home offers an exceptional lifestyle just minutes from Annapolis dining, shopping, and waterfront attractions. A rare opportunity to enjoy comfort, style, and location—all in one exceptional property.
#MDAA2134520

ANNAPOLIS

102 VANGUARD LANE

4 Beds

3 Baths

2,000 Sq.Ft.

$550,000

MLS#: MDAA2134520

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!
#MDAA2145726

ANNAPOLIS

607 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,008 Sq.Ft.

$550,000

MLS#: MDAA2145726

New on site 4 days ago
Welcome to 1402 Catlyn Place in the desirable Heritage community! This spacious 4-bedroom, 2.5-bath, 3-level split offers a fantastic location close to shopping, parks, libraries, community amenities, and major commuting routes. The home features a large eat-in kitchen with abundant cabinetry, separate pantry, display shelving, and a built-in desk area. The dining room is enhanced by a dramatic floor-to-ceiling mirror that adds light and an open feel to the space. The cozy family room showcases a brick accent wall, full-length raised hearth, and wood-burning fireplace — perfect for relaxing evenings at home. Additional highlights include a large storage/laundry room with outside access, a one-car garage, raised flower beds, and a walkway leading to the fenced rear yard. Enjoy beautiful year-round wooded views from the slider and oversized picture window. The private backyard is filled with mature trees, perennial gardens, flowering shrubs, and abundant wildlife, creating a peaceful natural setting. Residents also enjoy access to the community pool. Being sold “As-Is” and priced to sell quickly — this is a wonderful opportunity to make this home your own! Check out the visual tour link.
#MDAA2145674

ANNAPOLIS

1402 CATLYN PLACE

4 Beds

2 Baths

2,200 Sq.Ft.

$549,900

MLS#: MDAA2145674

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.
#MDAA2139908

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 513

2 Beds

2 Baths

1,485 Sq.Ft.

$549,000

MLS#: MDAA2139908

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!
#MDAA2117220

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 402

2 Beds

2 Baths

1,485 Sq.Ft.

$539,000

MLS#: MDAA2117220

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