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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
268
# of Listings
3
Avg # of Bedrooms
$429
Avg. $ / Sq.Ft.
$928,196
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

268 Properties Found. Page 7 of 18.

Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an inviting open floor plan that seamlessly connects the living spaces, ideal for both entertaining and everyday living. Fully Remodeled 2025. Including but not limited to a Brand new roof,Kitchen, Flooring, Appliances,Siding,Windows, bathrooms, and much much more! The well-appointed kitchen flows effortlessly into the dining area, creating a perfect setting for gatherings with loved ones. The layout is thoughtfully designed, featuring an entry-level bedroom that offers convenience and flexibility, while the formal dining room adds a touch of sophistication for special occasions. Retreat to the luxurious primary bath. Additional bathroom features include a stall shower and a tub-shower combination, ensuring comfort and convenience for all. The fully finished basement presents endless possibilities, whether it be a home gym, entertainment area, or additional living space. With ample storage and a dedicated laundry area, this home is designed for modern living. Outside, the expansive lot is a nature lover's dream, with mature trees providing shade and privacy. The peaceful surroundings create a serene escape, perfect for enjoying morning coffee or evening sunsets. The oversized attached garage and private paved driveway offer ample parking and easy access. This property is not just a home; it's a lifestyle. Experience the tranquility of wooded views and the luxury of spacious living in a community that values privacy and nature. Embrace the opportunity to make this exceptional residence your own, where every detail has been crafted for comfort and elegance.
#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$799,000

MLS#: MDAA2131464

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.
#MDAA2128698

ANNAPOLIS

320 CHESTER AVENUE

2 Beds

2 Baths

1,176 Sq.Ft.

$779,000

MLS#: MDAA2128698

Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community! This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that overlooks the fully fenced backyard, perfect for entertaining, relaxing, or enjoying peaceful evenings outdoors. The home also features an unfinished basement, providing plenty of room for storage or future customization to suit your needs. Nestled in the sought-after Timber Creek neighborhood, this property offers the perfect blend of community charm and convenience, with easy access to downtown Annapolis, local parks, shopping, and commuter routes.
#MDAA2130058

ANNAPOLIS

110 MARQUISE LANE

3 Beds

2 Baths

2,942 Sq.Ft.

$769,000

MLS#: MDAA2130058

Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary suites, a guest powder room, and a versatile office/den ideal for remote work or quiet relaxation. The open-concept living and dining area features soaring 10-foot ceilings, gleaming hardwood floors throughout (no carpet!) and custom lighting that create a sophisticated, yet warm atmosphere. The gourmet kitchen is a chef’s dream, equipped with granite countertops, high-end KitchenAid black stainless steel appliances, and rich cabinetry. Additional highlights include a large laundry room, large closets for optimal organization, a newer HVAC system, and a private balcony overlooking the vibrant boulevard — the perfect spot to enjoy a glass of wine and live music during the center’s summer concerts. Located on the highly sought-after retail side of the building, you’ll enjoy a true urban vibe with direct access to the best of Annapolis Town Center — Whole Foods, Target, top-rated restaurants, cafes, and boutique shops, all just steps from your door. GrandView amenities include: two assigned garage parking spaces, concierge service, state-of-the-art fitness center, rooftop pool with panoramic views and secure entry and elegant common spaces. Just minutes to Historic Downtown Annapolis, the Annapolis Mall, Anne Arundel Medical Center, and with easy access to Route 50 and I-97 for commuting to D.C. or Baltimore. Experience elevated living at GrandView — this is a MUST-SEE unit!
#MDAA2127738

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$755,000

MLS#: MDAA2127738

Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.
#MDAA2018250

ANNAPOLIS

1440 WHITEHALL ROAD

None Beds

None Baths

0.92 acres

$739,900

MLS#: MDAA2018250

1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.
#MDAA2018258

ANNAPOLIS

1444 WHITEHALL ROAD

None Beds

None Baths

1.49 acres

$739,900

MLS#: MDAA2018258

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay. Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$735,000

MLS#: MDAA2131544

Eastport Hidden Gem ! Walk to downtown annapolis .. Priced to sell . Welcome to this spacious 3-level home in the sought-after Ambridge community—one of the largest homes and lots in the neighborhood! This beautifully maintained 4-bedroom, 2.5-bath residence offers exceptional living space inside and out. Step inside to a gorgeous kitchen, a formal dining room, and a cozy fireplace perfect for gatherings. The fully finished basement includes a convenient kitchenette, ideal for guests or entertaining. A 1-car garage provides ample parking and storage. Outside, enjoy the massive hardscaped patio—a true backyard retreat. Perfectly located just minutes from Downtown Annapolis, major commuter routes Rt 50 & Rt 97, and the United States Naval Academy, this home combines comfort, space, and an unbeatable location. Don’t miss it!
#MDAA2129486

ANNAPOLIS

934 LANGDON COURT

4 Beds

2 Baths

3,648 Sq.Ft.

$725,000

MLS#: MDAA2129486

**Pristine Beauty...Move-in-Ready 4-Level, End of Row Townhome in the Community of Parkeside Preserve in Annapolis, MD *****The True Definition of Luxury Living with all the Bells & Whistles! This Incredible Home Features 4 Finished Levels with 4 Bedrooms, 3 Full & 1 Half Bathrooms, 2 Car Garage, which features High Grade Epoxy Flooring, Custom bi-level Stone Accent Walls; Ample Storage, and a convenient TESLA Charger! *****Enter on the Main Level either from the Front Door or Garage and Enjoy Entertaining in Your Spacious Family Room with Lots of Natural Light and the Convenience of a Full Bathroom and additional Storage area! *****The 2nd Level features a Spacious Open Floor Plan - Also Great for Entertaining! The Gourmet Kitchen provides Unparalleled Convenience Combined with Casual Comfort and Elegance. Plenty of Counter space with a Kitchen Island and Breakfast Bar; Sep Coffee/Bar Nook, Huge Walk-in Pantry and Half Bath! *****Stainless Steel Appliances; Refrigerator with Water Filtration system; Soft Close Cabinetry. *****Ascend to the Owner's Suite for Ultimate Convenience of your daily routine. Deluxe Bathroom, Sep Water Closet, and a Huge Walk-in Closet; *****Two (2) additional well-appointed Bedrooms and a Shared Hall Bathroom offering Comfort and Privacy. Both rooms feature 9' Ceilings. *****Sep Laundry area and Hallway Linen Closet. *****Venture to the 4th level (use as a 4th Bedroom, Home Office/Flex Area, Serene Retreat) and Enjoy Evenings Under the Stars! Watch the Blue Angels Fly Over as well as July 4th Fireworks! *****Back to the Main Level for a little down time and Enjoy Sitting under your Covered Front Porch and Soak in the Peaceful Surroundings! *****Added Perks: In addition to a TESLA Charger, there's a 'Flo by Moen' device which monitors the Water pressure, Temperature, Flow rate in real-time, and offers Leak Detection and alerts. *****BEST OF ALL ... Enjoy the Benefits of a ‘Flash Heater System’ that provides UNLIMITED Hot Water for the Shower! *****Energy Star Certified Appliances; and Custom Window Blinds; and a Ring System *****Call Me for Details about available GRANT/down Payment Funds; ZERO down payment with NO Mortgage Insurance Loan! *****Click the MOVIE Icon Next to the Photos to Navigate through each Level of this Gorgeous Home!
#MDAA2118974

ANNAPOLIS

113 TREBLIS WAY

4 Beds

3 Baths

2,348 Sq.Ft.

$724,999

MLS#: MDAA2118974

Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer. Step inside to an inviting, open layout designed for both relaxing and entertaining. The renovated kitchen features Calacatta quartz countertops, a navy-and-white cabinetry design, and stainless steel appliances, flowing seamlessly into the dining space and out onto a spacious rear deck overlooking a tree-lined, private yard—ideal for cookouts, gatherings, and evenings by the firepit. A versatile main-level flex room offers space for a home office, gym, or game room. Upstairs, you’ll find four oversized bedrooms including a serene owner’s suite with walk-in closet and updated bath. Laundry is conveniently located on the bedroom level. The finished lower level adds even more usable space with a rec room, full bath, and walkout access—perfect for guests, hobbies, or extended living. Enjoy abundant parking, room for your boat or outdoor gear, and the freedom that comes with no community restrictions. You're moments from the 340-acre Quiet Waters Park, multiple marinas, local beaches, water access points, and the vibrant dining, shopping, and waterfront scene of Eastport and Historic Annapolis. Whether you're looking for a primary residence, a weekend escape, or a flexible, fully furnished option ready for immediate enjoyment, 920 Old Annapolis Neck Road offers a rare opportunity to live the Chesapeake Bay lifestyle without sacrificing privacy, space, or convenience. Schedule your tour today and experience why this peninsula is one of Annapolis’ most desirable places to call home.
#MDAA2126128

ANNAPOLIS

920 OLD ANNAPOLIS NECK ROAD

4 Beds

2 Baths

2,552 Sq.Ft.

$719,995

MLS#: MDAA2126128

Water View! New construction in Arundel on the Bay. Come see this amazing new home with Hardi Siding beautiful quartz countertops and brass fixtures and handles. The master suite boasts a large walk-in closet and a large, custom bathroom with his-and-hers vanities. All the final touches are almost done – hurry and put your own personal touches on it! The home will be getting final inspections in the next week and will be ready to move in before the holidays.
#MDAA2124030

ANNAPOLIS

3449 ROCKWAY AVENUE

3 Beds

2 Baths

1,700 Sq.Ft.

$700,000

MLS#: MDAA2124030

This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors, new carpet, crown molding and recessed lighting. The updated kitchen showcases new cabinets and new stainless-steel appliances. The living room features a cozy wood-burning fireplace, adding warmth and character to the heart of the home. A bright and spacious great room, with sunroom area, provides a versatile space perfect for entertaining or relaxing. The main level offers flexible living options with two bedrooms featuring new carpet and an updated full hall bath. Upstairs, the primary suite is a true retreat, featuring cathedral ceilings and an upgraded en-suite bathroom with soaking tub and separate shower. Two additional bedrooms and another updated full hall bath complete the upper level. The lower level includes convenient garage access, rec room with new carpet, laundry closet with a new washer and dryer and a tiled storage room. Nestled in a charming, well-established community known for its welcoming atmosphere and excellent amenities, this move-in ready colonial offers the perfect setting for enjoying the Annapolis lifestyle.
#MDAA2120586

ANNAPOLIS

1014 ST CHARLES DRIVE

5 Beds

3 Baths

3,680 Sq.Ft.

$699,900

MLS#: MDAA2120586

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$699,000

MLS#: MDAA2122622

Black Friday comes early in downtown Annapolis! Now offered at $699,000, this stunning 2-bedroom, 2-bath condo in Acton’s Landing delivers incredible value in one of the city’s most sought-after communities. With soaring 9-foot ceilings, floor-to-ceiling windows, and beautifully updated finishes, every detail shines. Enjoy secure garage parking, a private storage unit, and resort-style amenities just moments from a beautiful waterfront park. This convenient location offers easy walkability to downtown Annapolis, the Naval Academy Stadium, and the upscale shops and restaurants along West Street. Exceptional opportunity—luxury, location, and lifestyle all in one.
#MDAA2128914

ANNAPOLIS

66 FRANKLIN STREET 101

2 Beds

2 Baths

1,296 Sq.Ft.

$699,000

MLS#: MDAA2128914

OPEN HOUSE Sunday 2-4PM Please join us to see this beautiful and updated townhome located in a fabulous community within 10 minutes of Downtown Annapolis! Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths, and 2 half baths, this home is designed for both comfort and style. Enjoy warm hardwood floors, upgraded tile in every bath, and a large sundeck complete with a sleek 36” indoor-outdoor twilight gas fireplace, ideal for entertaining year-round. Step outside and enjoy nearby parks, or take a quick bike ride into Eastport and downtown Annapolis to explore boutique shops, waterfront views, and award-winning restaurants. The home offers ample parking with a spacious garage that comfortably fits two cars, plus room for two more in the driveway. There are six designated visitor spots nearby, along with overflow parking available on Milkshake Lane.
#MDAA2118218

ANNAPOLIS

103 NORMA ALLEY

4 Beds

3 Baths

2,475 Sq.Ft.

$695,000

MLS#: MDAA2118218

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