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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
263
# of Listings
3
Avg # of Bedrooms
$418
Avg. $ / Sq.Ft.
$859,302
Med. List Price

Browse Annapolis Real Estate Listings

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263 Properties Found. Page 7 of 18.

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

New on site 4 days ago
Welcome to 994 Epping Forest Road, a beautifully updated and move-in ready home set on just over one acre in a desirable Annapolis location. This property offers four bedrooms, two and a half bathrooms, more than 2,200 square feet of finished living space, and an expansive unfinished basement that provides exceptional potential for future use. Inside, the home features brand-new LVP flooring, new carpeting, and fresh paint throughout. The updated kitchen includes quartz countertops and upgraded cabinetry, and the main living area is centered around a wood-burning fireplace. A flexible front room can serve as a private office, additional living space, or a main-level bedroom if needed. Upstairs are four bedrooms and two full bathrooms. Recent improvements such as a updated roof, newer HVAC, and refreshed finishes add confidence and convenience for the next owner. The unfinished basement, just under 1,200 square feet, is a wide-open space ideal for creating a recreation room, gym, workshop, guest suite, or additional living area. A two-car garage, ample driveway parking, and an onsite shed provide excellent storage options. Situated on over an acre, the property offers privacy, usable space, and a peaceful setting while still being minutes from downtown Annapolis, shops, dining, and commuter routes. A well-updated home with flexible spaces and strong future potential in a prime Annapolis location.
#MDAA2132632

ANNAPOLIS

994 EPPING FOREST ROAD

4 Beds

2 Baths

2,240 Sq.Ft.

$750,000

MLS#: MDAA2132632

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

Discover an exquisite blend of luxury and comfort in this stunning split foyer home, nestled in the prestigious Annapolis Roads community. This meticulously maintained residence, a major renovation in 2025, boasts an impressive 4 bedrooms and 3 full baths, offering ample space for relaxation and entertainment. Step inside to find an open floor plan that seamlessly connects the gourmet kitchen, back splash and under cabinet lighting and featuring upgraded countertops and a spacious island, to the inviting living and dining areas. Elegant wood floors and recessed lighting enhance the ambiance, while a cozy wood-burning fireplace adds warmth to the heart of the home. The entry-level bedroom provides convenience, and the fully finished basement with garage access offers endless possibilities. Outside, enjoy the serenity of a corner lot surrounded by lush trees and woods, creating a private oasis. The screened patio invites you to unwind while overlooking the beautifully landscaped yard. With access to Lake Ogleton just blocks away, indulge in a lifestyle of water activities, including kayaking and electric boating from your own private dock. This property is not just a home; it's a lifestyle. With energy-efficient windows and a comprehensive water treatment system, every detail has been thoughtfully considered. Experience the perfect blend of luxury living and nature's tranquility in this exceptional residence. Don't miss your chance to call this remarkable property your own! Minutes to Shopping, Restaurants and USNA.
#MDAA2132286

ANNAPOLIS

1031 OLD BAY RIDGE ROAD

4 Beds

3 Baths

2,296 Sq.Ft.

$739,000

MLS#: MDAA2132286

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

**OPEN HOUSE .... EVERY DAY - CALL FOR TIMES! **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! **OPEN HOUSE .... EVERY DAY - CALL FOR TIMES!
#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

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

3,312 Sq.Ft.

$699,900

MLS#: MDAA2120586

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

BACK TO ACTIVE. NEW PRICE! Welcome to 410 Fox Hollow Lane in the highly desirable Hunt Meadow community of Annapolis. This spacious three-story home has over 3500 sq ft of living space with bright and versatile living areas, including a welcoming living room, formal dining space, and gourmet chef's kitchen with potential for customization . Relax in the large Gathering room with warming fireplace. The upper level features a two-room Primary en-suite plus sizable bedrooms providing flexibility for families or professionals. The finished lower level showcases a relaxing entertaining area/game room and 4th bedroom, full bath and ample storage capacity. Home layout can accommodate 5 bedrooms. There is an option to set up your home office in the lower, main or upper level. Perfect opportunity to add your personal touches with endless possibilities to make your own statement. This almost half acre property includes a huge private backyard retreat with large patio, perfect for outdoor enjoyment. Mature trees and landscaping create a serene setting. Residents of Hunt Meadow enjoy community amenities such as swimming pools, tennis/racket ball courts, and walking trails to Quiet Waters waterfront park. Ideally located just minutes from downtown Annapolis, shopping, dining, and major commuter routes (301, 97, 50) to DC, Baltimore, Ft Meade and The National Harbor. Also close to the Bay Bridge for your visits to Kent Island and the Eastern Shore. This home is a must see combining suburban tranquility with urban convenience. Don’t delay in exploring this rarely available Hunt Meadow gem and get ready to move in before the holidays.
#MDAA2128706

ANNAPOLIS

410 FOX HOLLOW LANE

4 Beds

3 Baths

3,240 Sq.Ft.

$695,000

MLS#: MDAA2128706

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

Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick townhome combines timeless elegance with modern comfort in a tranquil setting. Designed with both style and function in mind, the home welcomes you with an open-concept layout and expansive windows that bathe each room in natural light with gleaming floors throughout. Many new upgrades include brand new HVAC and washer dryer. The water heater is less than 3 yrs. old and the original roof has been replaced. Enjoy years not worrying about expensive deferred maintenance! At the heart of the home is a large, open kitchen with plenty of space for cooking, dining, and gathering — ideal for both everyday living and entertaining. The spacious living room, anchored by a cozy gas fireplace, offers the perfect blend of warmth and sophistication. Gorgeous custom architectural details and high-end finishes reflect craftsmanship at every turn. Upstairs, the expansive master bedroom provides a private retreat, complete with generous proportions and a serene atmosphere. Step outside onto the private deck, where the beauty of professionally landscaped grounds creates the perfect backdrop for entertaining or relaxing with a glass of wine. Enjoy the outdoors in your private hot tub. Residents of The Vineyards enjoy the peace of a secure, professionally managed community along with the beauty of meticulously maintained surroundings. Here, you’ll find not only luxury and comfort, but also a true sense of community. And when you’re ready to explore, the vibrant waterfront, boutique shopping, fine dining, and historic charm of downtown Annapolis are just minutes away. Conveniently located near major interstates and the park-and-ride, offering an easy and efficient commute. This home is more than a place to live—it’s a lifestyle of elegance, warmth, and connection.
#MDAA2127778

ANNAPOLIS

204 BURGUNDY LANE

3 Beds

3 Baths

3,000 Sq.Ft.

$689,900

MLS#: MDAA2127778

NEW CONSTRUCTION- MOVE IN READY! $10,000.00 Seller Help with use of Sellers Perferred Closing Partners. Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel appliances, an attached garage, En Suite bath, custom wood cabinets, and an optional rooftop terrace perfect for entertaining. The unbeatable location is within walking distance of the finest shopping and restaurants Annapolis has to offer. Enjoy easy access to major commuting routes to D.C, Baltimore, the Bay Bridge and more! The Homes at River Birch are one of the recent crown jewels of Annapolis Development providing excellent modern craftsmanship and the finest conveniences at your fingertips.
#MDAA2128192

ANNAPOLIS

2075 OLD ADMIRAL COURT

4 Beds

4 Baths

3,000 Sq.Ft.

$679,900

MLS#: MDAA2128192

Welcome to luxury living at The Residences at Park Place! Experience the best of Annapolis living in this stunning and spacious 2-bedroom, 2-bath luxury condo — the LARGEST condo currently on the market at 1,343 sq. ft.! This beautifully maintained condo offers comfort and convenience in one of the city’s most desirable resort-style buildings. The two deeded parking spaces in the secure garage make everyday living incredibly convenient and adds value to the home. Step inside to find an inviting open-concept layout featuring beautiful hardwood flooring, fresh paint, and abundant natural light throughout. The kitchen has granite countertops, stainless steel appliances, and ample cabinet space — perfect for cooking and entertaining. The spacious living area offers a gas fireplace with a classic white mantle and large windows overlooking peaceful surroundings. The primary suite provides a relaxing retreat with a generous walk-in closet and a spa-inspired bathroom featuring a tub, walk-in shower, and a doube vanity. The second bedroom includes its own private full bath with a stand up shower and can easily double as a comfortable home office. Two deeded parking spaces are included in the secure, gated garage with convenient elevator access. At Park Place, enjoy resort-style amenities including: 24-hour front desk concierge Outdoor pool and hot tub Fitness center and yoga room Club room with full kitchen and pool table Meeting rooms and event spaces Landscaped courtyard, patio areas, and community garden plots On-site Bark Place Dog Park for furry friends. Ideal for walkers — just a short stroll to nearby restaurants and shopping or you can hop on the Annapolis Circulator Trolley that stops right out front, offering easy access to the Annapolis waterfront, award-winning restaurants, boutique shopping, and historic landmarks. You’ll also be just minutes from the U.S. Naval Academy, Maryland State Capitol, Navy-Marine Corps Memorial Stadium, and Maryland Hall for the Creative Arts. Perfect as a full-time residence, weekend retreat, or investment property, this condo combines modern luxury with timeless Annapolis charm — all within a reasonable commute to Baltimore and Washington, D.C. Live the Annapolis lifestyle at The Residences at Park Place — where comfort, convenience, and community come together beautifully. Call today for a private showing.
#MDAA2121090

ANNAPOLIS

5 PARK PLACE 217

2 Beds

2 Baths

1,343 Sq.Ft.

$679,900

MLS#: MDAA2121090

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