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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
211
# of Listings
3
Avg # of Bedrooms
$517
Avg. $ / Sq.Ft.
$1,092,234
Med. List Price

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211 Properties Found. Page 10 of 15.

New on site 1 day ago
Welcome to 566 Fox Paw Trail, an exceptional end-unit townhome in the highly sought-after Woods Landing community of Annapolis, offering over 2,300 square feet of beautifully maintained living space surrounded by nature. Perfectly positioned with mature trees along the side, this home enjoys a private, tranquil setting that feels like a retreat. From the side of the property, you can access a scenic walking path that leads directly to the water, creating a unique opportunity to enjoy the Chesapeake Bay lifestyle right from your doorstep. Outdoor living is a true highlight, featuring an expansive wrap-around deck that overlooks a fully fenced backyard—ideal for entertaining, relaxing, or simply taking in the peaceful wooded surroundings. Inside, the home showcases a spacious and versatile split-level design with four bedrooms and 3.5 baths. The upper level features hardwood flooring, vaulted ceilings, and abundant natural light, creating an open and airy feel throughout the main living spaces. The beautifully updated kitchen is the centerpiece of the home, complete with dolomite countertops, a large island with seating, soft-close cabinetry, pull-out pantry shelving, and stylish finishes that blend both function and design. The adjoining dining area is perfect for gatherings, featuring a wood-burning fireplace and direct access to the deck for seamless indoor-outdoor entertaining. The main level primary suite is generously sized and thoughtfully designed with a vaulted ceiling, sitting area or office space, multiple closets including a walk-in, and a private bath with dual vanities. The lower level offers additional flexibility with three spacious bedrooms, two full baths, a large open living area, and a separate bonus room with direct access to the backyard—ideal for guests, a home office, or multi-generational living. Additional features include a dedicated boat trailer parking space, allowing you to fully enjoy the nearby water access and outdoor lifestyle this community is known for. Woods Landing offers an exceptional array of amenities, including a waterfront boardwalk trail, playground, dog park, tennis and pickleball courts, and more. Conveniently located just minutes from Route 50, Sandy Point State Park, and downtown Annapolis, this home offers the perfect balance of accessibility and peaceful, nature-filled living.
#MDAA2140268

ANNAPOLIS

566 FOX PAW TRL TRAIL

4 Beds

3 Baths

2,676 Sq.Ft.

$549,900

MLS#: MDAA2140268

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.
#MDAA2137136

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$530,000

MLS#: MDAA2137136

MOTIVATED SELLER!!!! This is a fabulous unit, and Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities is just waiting for YOU! A MOTIVATED SELLER and located in one of the best buildings, at least that's the seller's opinion with a great view of the marina...and not looking at a ton of other units! Inside, you’ll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for entertaining or just relaxing at home. The kitchen has been upgraded with a new countertop, sink and faucet, and new dishwasher, new refrigerator, plus stainless-steel appliances including a self-cleaning oven and built-in microwave. There are even a new washer and dryer tucked away for convenience. Both bathrooms have been refreshed with stylish upgrades, giving the whole place a clean, contemporary feel. The primary suite is a peaceful retreat with its own en-suite bath and plenty of closet space. The second bedroom and bath are perfect for guests, a home office, or whatever suits your lifestyle. Step out onto your private balcony to enjoy views of the marina and Chesapeake Bay—ideal for morning coffee or evening wine. And when you're ready to get out and about, the community has it all: a private beach, two pools, tennis courts, jogging paths, and 24/7 gated security. Need an EV charge for your car. It's here. Take a stroll along walking path along the marina and enjoy a meal at the on-site restaurant. There’s even water access for boating enthusiasts! With off-street parking and services like lawn care and exterior maintenance included, this home makes it easy to enjoy the good life without the hassle. Whether you're looking for a weekend getaway or a full-time residence, this Chesapeake Harbour gem feels like a vacation every day.
#MDAA2123516

ANNAPOLIS

7002 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,319 Sq.Ft.

$525,000

MLS#: MDAA2123516

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.
#MDAA2137376

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$525,000

MLS#: MDAA2137376

New on site today
Coming soon! Hardwood throughout, updates to the kitchens and bathrooms, fully finished basement with full bathroom, screened-in porch, large backyard. 2.5 miles to Historic Downtown Annapolis, just over a mile to Eastport restaurants. Ask about 2.375% assumable FHA loan!
#MDAA2138066

ANNAPOLIS

99 SUMMERFIELD DRIVE

4 Beds

3 Baths

1,980 Sq.Ft.

$524,900

MLS#: MDAA2138066

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2135394

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 408

1 Beds

2 Baths

1,076 Sq.Ft.

$524,655

MLS#: MDAA2135394

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.
#MDAA2135972

ANNAPOLIS

312 SEVERN AVENUE W405

1 Beds

1 Baths

660 Sq.Ft.

$515,000

MLS#: MDAA2135972

New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch/sunroom, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new hvac and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own—it won’t last long!
#MDAA2130140

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

2 Baths

1,232 Sq.Ft.

$514,999

MLS#: MDAA2130140

Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and attractive, brick or stone front homes. Pull into your one car garage with automatic door opener & immediate access to the kitchen for easy unloading of groceries or leave the car in your dedicated driveway. There is also overflow parking just across the street. Step into a bright entry foyer and kick off your shoes. Light the fire in your Woodburning Fireplace with Mantle the large living room with gleaming hardwood floors and grab a hot or cold drink to relax with. Large eat-in kitchen with natural oak cabinets, ceramic tile floor & ceramic tile backsplash. Kitchen pantry with pull out drawers. The washer and dryer are tucked away on the main level near the kitchen, so if you have a few minutes while dinner is cooking you can fold a load of laundry. This home offers a sliders to the deck from the sunken Den off the Living Room which could be used for whatever your interests are: crafts, reading, music, or a spot for your family to call their own when visiting. There is a large, primary bedroom with it's own en suite private bathroom offering a convenient, walk-in shower and spacious vanity with a double sink as well as access to the covered & screened porch The architecturally shingle roof is only a few years old. Neutral carpet has been installed in the bedrooms hallway & den. There's also a huge (700 sq ft+)deck "L" shaped deck & covered & screened porch off the main level. Perfect for entertaining! The lower level boasts an enormous 25' x 16' Family Room with newer carpet as well as an office & Walk-in closet/storage room. The combination of the office + walk-in closet could constitute a 3rd Bedroom in the lower level. Sliders off the basement, so on temperate nights you can walk out the lower level Family Room to your private, rear yard and lower patio to enjoy the outdoors. There is a Carrier Weather Maker 9200 92% efficient gas furnace in the utility & newer water heater. Heritage Harbour has fabulous amenities that include access to boating on the South River, Indoor and Outdoor swimming, workouts in the fitness center, a private, Executive Golf Course, putting green and Pro Shop, tennis & pickleball courts, walking paths, classes, organized groups, activities and travel. You will never be bored here! Get your buyer's agent to arrange a private tour of the Community!
#MDAA2139960

ANNAPOLIS

2646 QUIET WATER COVE

3 Beds

2 Baths

2,354 Sq.Ft.

$509,900

MLS#: MDAA2139960

OPEN HOUSE SUNDAY 3/8 11-1. Tucked away at the end of a quiet cul-de-sac, this two-level home offers privacy and tranquility, surrounded by mature trees and lush landscaping. Inside, the updated main level features durable and stylish LVP flooring, and it's truly move-in ready. The kitchen, remodeled in 2015, includes Corian countertops, a tile backsplash, updated cabinets, a stainless steel sink, and a garbage disposal, creating a functional and inviting space. With no age restrictions and an optional HOA( $97.60 monthly) offering access to a clubhouse, golf course, and more, this home provides flexibility and a lifestyle to fit a variety of needs. Don’t miss this well-maintained gem!
#MDAA2135788

ANNAPOLIS

2568 GLEN COVE

3 Beds

2 Baths

1,512 Sq.Ft.

$505,000

MLS#: MDAA2135788

This home has so much to offer. The lot is larger than you think with a fenced back yard. The home itself features hardwood floors, a modern kitchen with custom cabinets, granite countertops, upgraded appliances. It boasts 3 bedrooms upstairs with hardwoods and a renovated bath (2020) with ceramic tile. Master bedroom includes full master bath with oversized shower. Lower level is great for needed storage with spacious laundry area. Exterior features recent power washing and updated landscaping in the front and ample off street parking.
#MDAA2139948

ANNAPOLIS

207 1ST STREET

4 Beds

2 Baths

1,435 Sq.Ft.

$499,900

MLS#: MDAA2139948

Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. Residence at Park Place is near all that Annapolis has to offer. An easy walk to restaurants, city dock, Naval Academy, Main Street, year-round waterfront events, and shopping! Your commute just got easier with direct access to Routes 50/97, Baltimore & BWI airport, Fort Meade, and the Eastern Shore! Come see your new home! (furniture negotiable)
#MDAA2140048

ANNAPOLIS

5 PARK PLACE 725

1 Beds

1 Baths

792 Sq.Ft.

$499,000

MLS#: MDAA2140048

Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio-ideal for entertaining-and a custom 16 x 12 storage shed for tools and gear. Nature & water lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience-your Annapolis lifestyle awaits!
#MDAA2130832

ANNAPOLIS

1005 HYDE PARK DRIVE

2 Beds

1 Baths

1,190 Sq.Ft.

$499,000

MLS#: MDAA2130832

New on site 2 days ago
Freshly painted and move-in ready, this spacious end-unit townhome in Courts at Belle Pointe offers over 2,000 square feet of thoughtfully designed living across three levels. The main level features a bright and sunny living space with formal dining area seamlessly connected to your updated eat-in kitchen with stainless steel appliances and a custom tile backsplash. Step outside to the rear deck - perfect for outdoor dining and entertaining. Upstairs, you’ll find your large primary king suite with en-suite bathroom and large closet. Two additional comfortable bedrooms and shared full bathroom completes this level. The fully finished lower level provides exceptional flexibility, offering 4th bedroom, laundry room with updated washer/dryer, and a generous living area complete with a cozy gas fireplace and direct walk-out access to a paver patio and oversized, newly fenced rear yard - ideal for relaxing or hosting. Located just minutes from downtown Annapolis on the Broadneck peninsula, this home offers easy access to parks, beaches, water activities, and major commuter routes.
#MDAA2140190

ANNAPOLIS

1513 CHESTER TOWN CIRCLE

4 Beds

2 Baths

2,096 Sq.Ft.

$495,000

MLS#: MDAA2140190

Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical room, and storage closet. The loft-style upper level showcases exposed beams, soaring ceilings, abundant natural light, and a spacious bedroom with two closets and a full bath. Recent updates include fresh paint, new carpet and bathroom flooring (2024), refrigerator (2022), HVAC (2018), and dishwasher (2017). A rare bonus: boat slip entitlement in the private marina. Community amenities include gated parking, waterfront pool and deck, private marina, kayak and bike storage, secure entry with elevator, on-site management, and laundry on each upper floor. Located in the heart of Eastport, just steps to restaurants, shops, and downtown Annapolis by foot, bike, or water taxi. This is your opportunity to own in one of Eastport’s most sought-after waterfront communities - schedule a showing today. (The Tecumseh Condominium has a 15-day first right of refusal.)
#MDAA2137140

ANNAPOLIS

312 SEVERN AVENUE W 401

1 Beds

1 Baths

660 Sq.Ft.

$485,000

MLS#: MDAA2137140

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