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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

320

# of Listings

3

Avg # of Bedrooms

$464

Avg. $ / Sq.Ft.

$1,069,545

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

320 Properties Found. Page 9 of 22.

New on site 1 day ago

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a one-of-a-kind, almost 1-acre homesite, in the sought-after Annapolis area. *Builder is offering Pre-Construction Pricing and paying $5,000 Towards Closing Costs with use of builders approved lender and title company. Our exciting Taft model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor and upper hallways, granite or quartz countertops in the kitchen, upgraded cabinets with soft close doors, drawers and crown molding, ceramic-clad baths and laundry room floor, stainless appliances including refrigerator, a washer and dryer package, stone accents on the exterior, a portico porch, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails and black iron balusters, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,580 square feet of above grade living space to enjoy and plenty of room for expansion by adding optional finished spaces in the basement including a rec room, bedroom, den / media room and a full bathroom at an additional cost. Come home and enjoy the Chesapeake lifestyle in the heart of Annapolis? This property is located just minutes to Oyster Creek, Fishing Creek and historic Annapolis with plenty of access to shopping and dining choices. You will enjoy a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction on a large lot in this sought after area. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features available. Prices, terms, conditions, and availability are subject to change without prior written notice. Other Models Are Available.

ANNAPOLIS

3123 ARUNDEL ON THE BAY ROAD - TAFT MODEL

4 Beds

2 Baths

3,480 Sq.Ft.

$799,990

MLS#: MDAA2129594

Ameri-Star Homes, one of the area’s premier homebuilders, is excited to be offering our spectacular craftsman style "Georgetown" Rancher Model on this beautiful almost half-acre lot in the well-established neighborhood of Rolling Knolls, IN Annapolis, MD. *CURRENT INCENTIVES: PRE-CONSTRUCTION PRICING AND $5,000 PAID TOWARDS CLOSING COSTS. This exciting rancher plan offers 1,757 square feet of above grade finished living space, 3 bedrooms, 2 bathrooms with a 2-car garage. This to-be-built rancher style home features a maintenance-free exterior with architectural-grade roof shingles, a sodded yard with a generous landscaping package. A home that you certainly will be proud to drive up to. The interior of the Georgetown model boasts one level living at its best with an open and inviting floor plan featuring 9-foot ceilings with a large family room, separate dining room and a spectacular kitchen with a corner built-in pantry, stainless-steel appliances, upgraded cabinets with soft close doors and drawers, granite or quartz countertops and a washer and dryer package. This home includes 3 bedrooms and 2 full baths on the main level. There is plenty of room for expansion available in the basement area where you could option for a huge, finished rec room, 2 more bedrooms and another fully finished bathroom. The Primary Bedroom includes a vast walk-in closet, a luxury bath with ceramic tiled floor and shower walls, along with double vanity. This home is just waiting for you to make it yours! An easy commute to Baltimore, Washington DC, and historic Annapolis. This is a rare opportunity for new construction in the Rollings Knolls area. Make all your options and color selections at our design center. Let our skilled production team build your dream home. The pictures included with this listing show optional features and may be representative of likeness. Ask for details. Prices, terms, conditions, and availability is subject to change without prior written notice. Other Home Plans Are Available.

ANNAPOLIS

2175 GLENCREST CIRCLE - GEORGETOWN MODEL

3 Beds

2 Baths

1,757 Sq.Ft.

$799,990

MLS#: MDAA2124628

Welcome to this exquisite home nestled conveniently close to downtown Annapolis and Eastport. This former four bedroom model home with 2 car garage is most likely the largest house in Ambridge on a corner lot. The home has been freshly painted and carpeted and is situated on a nice corner lot in this premier community with downtown Annapolis in one direction and Quiet Waters Park in the other. Features include over 3,500 square feet on all three levels and 2,400 + finished square feet on first and second level. (The two car garage is not included in the 3,500 square feet.) Floor plans are attached. Sunny open floor plan featuring large kitchen with white cabinetry, granite and pantry, plus stainless steel refrigerator (8/2023, $2,400). Family room has wood burning fireplace and custom built-in cabinetry. Dining room also has custom built-in cabinetry with bump out window and newer chandelier. Hardwood throughout first level. Two level foyer. Large upper level features an open sitting area with skylight leading to four bedrooms including primary bedroom and bath. Fully unfinished lower level offers 1,100 square feet and awaits your finishing touches. Will sell some furniture upon request. Newer HVAC system (2021), irrigation system, and security system. From this location, you are close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small town charm and big world sophistication. Located just 5 miles to Route 50 and I-97 which provides direct access to Baltimore, BWI, Fort Meade/NSA and Washington, D.C. Don't let this opportunity slip away.
Owner Agent. There is no sign on the property. MDAA2123566 is the for lease listing for this property.

ANNAPOLIS

919 BERWICK DRIVE

4 Beds

2 Baths

3,346 Sq.Ft.

$799,900

MLS#: MDAA2123438

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$799,000

MLS#: MDAA2112456

PRICE ADJUSTMENT!!!! A life on the water that inspires! This cheerful contemporary home in sought-after Bay Highlands perfectly blends upscale living with relaxed coastal charm. With tall ceilings, abundant natural light, and beautifully landscaped grounds, it offers approximately 3,000 square feet of thoughtfully designed space that feels both open and inviting. Built in 1988 and freshly updated with new HVAC, fresh paint, and modern finishes, this home features three spacious bedrooms and two and a half baths. The kitchen is a true standout—equipped with stainless steel appliances, upgraded countertops, and plenty of space for casual dining. Skylights and expansive double-pane windows fill the home with natural light and capture serene views of Oyster Creek. The main level offers effortless flow between the kitchen, living, family, and sunroom spaces—all designed for easy entertaining or quiet evenings overlooking the water from the spacious rear deck. Upstairs, the primary suite is a retreat of its own, featuring a walk-in closet, sleek spa bath with walk-in shower, and a private balcony that opens to peaceful creek views. Two additional bedrooms provide flexibility for guests, a home office, or a creative studio. The finished daylight lower level extends your living space with a cozy TV room, workshop area, and walkout access—ideal for hobbies or recreation. Step outside to discover your own backyard oasis: lush landscaping, hardscaping designed for easy entertaining, and wide-open views of Oyster Creek thanks to the lot backing to community open space. With parking for three to four cars, a community dock for kayaking and paddleboarding, and proximity to Quiet Waters Park, Eastport, and downtown Annapolis, this property offers a lifestyle of connection, recreation, and tranquility all in one. Bay Highlands is truly one of Annapolis’ hidden treasures—an established waterfront community where neighbors gather, kids play freely, and every sunrise feels special. Imagine the magic of moving in just in time to create new memories and holiday traditions in this peaceful, picturesque setting. 1193 Bay Highlands Drive—more than a home, it’s a place to celebrate life on the Chesapeake and make every day feel like a getaway.

ANNAPOLIS

1193 BAY HIGHLANDS DRIVE

3 Beds

2 Baths

3,100 Sq.Ft.

$797,000

MLS#: MDAA2125180

New on site today

#MDAA2128904

ANNAPOLIS

8 SOMERSET COURT

4 Beds

3 Baths

4,115 Sq.Ft.

$780,000

MLS#: MDAA2128904

Welcome Home to Annapolis
Experience the coastal charm and vibrant lifestyle of Maryland’s Chesapeake Bay—where boating, sailing, and sunsets on the water are part of everyday life. Nestled within a highly sought-after school district, this light-filled beach-style chalet perfectly blends modern updates with the warmth of a true retreat.
Step through the inviting entryway into a bright, open floor plan. The main-level flex room offers endless possibilities—ideal for a home office, fitness studio, or game lounge. The beautifully remodeled kitchen showcases stunning Calacatta quartz countertops, a navy-and-white cabinetry duo, and stainless-steel appliances. Designed for both family gatherings and weekend entertaining, the kitchen flows seamlessly into the dining area and out onto a spacious deck overlooking more than half an acre of private, tree-lined yard—perfect for cookouts, bonfires, and starlit evenings by the outdoor fireplace.
When it’s time to unwind, retreat to four oversized bedrooms offering plenty of room to relax and recharge. From its thoughtful design to its serene setting, this Annapolis home captures everything you’ve been searching for in your next chapter. Schedule your private tour today and come see why life is better by the Bay.

ANNAPOLIS

920 OLD ANNAPOLIS NECK ROAD

4 Beds

2 Baths

2,552 Sq.Ft.

$760,000

MLS#: MDAA2126128

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!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$755,000

MLS#: MDAA2127738

Welcome home to completely renovated 529 Tayman Drive, an impeccably renovated residence blending modern luxury with prime Hillsmere convenience. Situated on a large/spacious, fenced-in corner lot, this 3-bedroom 2.5-bathroom with a finished basement offers a lifestyle of comfort and ease.
Step inside and be captivated by the two-story vaulted living room, a sun-drenched space designed for both relaxation and grand entertaining. The gourmet kitchen is a chef’s dream, featuring sleek quartz countertops and all-new appliances. The primary bedroom is a true retreat, offering a spa-like en-suite bathroom for ultimate relaxation. The finished basement provides ample flexible space for a media room, home gym, or play area. With no detail overlooked, this home is entirely move-in ready. Upgrades include a new roof, new siding, a new composite deck and porch, a new HVAC system, a new water heater, and a new French drain waterproofing system. The backyard has a pour concrete pad with electrical service for a large shed or hot tub! As if the home itself weren't enough, the location is unbeatable—just one block from the Key School and a short walk from the community beach. Discover the best of Hillsmere living.

ANNAPOLIS

529 TAYMAN DRIVE

3 Beds

2 Baths

3,400 Sq.Ft.

$750,000

MLS#: MDAA2127754

New on site 2 days ago

Discover the perfect blend of style and convenience in this stunning 2-bedroom, 2-bath condo in the coveted Acton’s Landing community of Murray Hill. Soaring 9-foot ceilings and floor-to-ceiling windows fill the space with natural light, showcasing beautifully updated finishes throughout. Enjoy secure garage parking, an additional storage unit, and amenities that set Acton’s Landing apart. Just moments from downtown Annapolis, this is luxury condo living at its finest. Pictures coming soon!

ANNAPOLIS

66 FRANKLIN STREET 101

2 Beds

2 Baths

1,296 Sq.Ft.

$750,000

MLS#: MDAA2128914

Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a weekend getaway or everyday living. The separate den offers a perfect work-from-home setup or cozy retreat.
The primary suite is a true haven, complete with a spa-inspired bath featuring a soaking tub, walk-in shower, and ample closet space. Enjoy easy access to the building’s parking garage just steps from your door. Community amenities include a fitness center, gym, party room, library, and more. Located just a short stroll from the water taxi and the vibrant shops, dining, and charm of historic downtown Annapolis—this is city living at its best. Don’t miss your chance to own in one of Annapolis’ most desirable communities!

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$750,000

MLS#: MDAA2120238

Please join us this Saturday 11AM to 1PM for an OPEN HOUSE! A thoughtfully designed residence offering a blend of historic character and modern comfort in the heart of Downtown Annapolis. Nestled amongst the city's best dining, shopping, and waterfront attractions, this home provides convenience and style, along with designated PARKING. This stylish residence blends sleek modern updates and design along with nautical-inspired details throughout! Inside the home features high ceilings, beautiful custom built-ins with integrated spotlighting, warm hardwood floors, an abundance of bright natural light, and exposed brick accent walls that set an authentic city vibe! The home includes Two bedrooms, two full and one half bathrooms. Fabulous balcony located off the primary bedroom suite to enjoy morning coffee or a relaxing evening/ ! With designated parking, thoughtful updates, and in-town walkability, this home embodies Annapolis charm with a modern costal twist. You will love living here!

ANNAPOLIS

222 WEST STREET A

2 Beds

2 Baths

1,434 Sq.Ft.

$749,000

MLS#: MDAA2128240

#MDAA2127224

ANNAPOLIS

701 SONNE DRIVE

4 Beds

3 Baths

2,704 Sq.Ft.

$740,000

MLS#: MDAA2127224

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.

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.

ANNAPOLIS

1444 WHITEHALL ROAD

None Beds

None Baths

1.49 acres

$739,900

MLS#: MDAA2018258

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