Annapolis Homes under $500,000

Annapolis Homes under $500,000

Welcome to Annapolis, Maryland, a captivating city where history meets modern charm! Nestled along the picturesque Chesapeake Bay, Annapolis is not only the state capital but also a vibrant hub of culture, arts, and outdoor activities. Known for its rich maritime heritage, the city boasts a stunning waterfront, historic buildings, and a lively downtown area filled with shops, restaurants, and galleries.

Annapolis is particularly famous for its sailing culture, making it a paradise for water enthusiasts. With numerous parks and scenic vistas, residents can enjoy year-round outdoor adventures, from sailing and kayaking to biking and hiking. The city's historic district, with its cobblestone streets and colonial architecture, invites exploration and offers a glimpse into the past.

For homebuyers seeking affordability without sacrificing quality of life, Annapolis presents an exciting opportunity. There are charming homes available for under $500,000, providing a perfect entry point into this desirable market. Whether you’re looking for a cozy bungalow, a quaint townhouse, or a spacious family home, Annapolis offers a variety of options that cater to diverse tastes and lifestyles.

Living in Annapolis means being part of a close-knit community that values tradition and embraces new beginnings. With excellent schools, vibrant local events, and easy access to both Baltimore and Washington D.C., it’s no wonder that so many are drawn to this enchanting city. Discover your dream home in Annapolis today, and immerse yourself in the unique blend of history, community, and coastal living that awaits you!

Newest Annapolis Homes under $500,000

801 Midship Ct, Annapolis
$500,000
2 Beds ⋅ 2 Baths
Welcome to 801 Midship Court, a refreshed end unit townhouse offering 1,514 square feet of comfortable single level living in the established 55 plus community of Heritage Harbour. With two bedrooms, two full bathrooms, a flexible den, and a one car garage, the home provides an easy and practical layout. Fresh paint, new carpet, and hardwood flooring throughout the main living areas create a clean and inviting interior. The end unit setting brings additional natural light into the home, giving the living and dining spaces a bright, open feel. The primary suite includes a private bathroom, while the second bedroom is conveniently located near the hallway bathroom. Toward the rear of the home, the den provides valuable flexibility as a home office, reading room, media space, or comfortable area for guests. From here, doors open directly to the rear deck, creating a natural connection between the indoor and outdoor living spaces. A front patio offers another welcoming place to sit outside, while the rear deck provides space for relaxing or dining outdoors. The updated HVAC system and attached one car garage add comfort and convenience. Heritage Harbour offers an active community lifestyle with indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, a community Lodge, and a wide variety of clubs and activities. Shopping, dining, healthcare, and Historic Downtown Annapolis are nearby, with convenient access to Routes 50 and 97. With fresh finishes, flexible living space, two outdoor areas, and the added natural light of an end unit, 801 Midship Court is ready to welcome its next owner.

801 Midship Ct, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

940 Astern Way Unit 304, Annapolis
$484,900
2 Beds ⋅ 2 Baths
BACK ON THE MARKET — YOUR SECOND CHANCE IS HERE! If you were disappointed when you missed this home the first time around, you’re in luck! The current owners’ plans have changed due to a relocation, and this beautiful home is once again available. This is a rare opportunity to own a completely renovated, fully furnished home where everything is included. Just bring your personal belongings and start enjoying it! From the moment you enter, you’ll appreciate the attention to detail and the incredible transformation. This third-floor residence offers elevator access and has been renovated with a fresh, stylish look throughout. The open and inviting layout features beautiful luxury vinyl plank flooring, updated lighting, fresh paint, renovated bathrooms, and a gorgeous kitchen with white cabinetry, quartz countertops, and stainless-steel appliances. The kitchen opens to the dining area and creates a wonderful gathering space for family and friends. The comfortable living room leads into the sunroom, a perfect spot to enjoy your morning coffee, read a book, or simply take in the peaceful wooded views. Those beautiful views continue from the bedrooms, adding to the home's sense of privacy and tranquility. The primary bedroom is a true retreat with updated flooring and a beautifully renovated bath featuring dual vanities, quartz countertops, stylish lighting, ceramic tile, and a large walk-in shower. Two walk-in closets provide plenty of storage, with one thoughtfully designed as a convenient home office. The second bedroom is spacious and inviting, while the nearby full bath has also been completely updated with a new vanity, quartz countertop, modern fixtures, lighting, and tile flooring. Think of this as your opportunity to own the model home without having to furnish or decorate it yourself. The current owners have created a home that is polished, comfortable, and ready to enjoy — and they are leaving it all behind for the next owner. Enjoy an incredible community lifestyle with indoor and outdoor pools, recreation facilities, fitness center, tennis courts, walking and jogging paths, and access for kayaking and canoeing. Golf is available for an additional fee, and community transportation makes getting around even easier. Missed it the first time? Consider yourself lucky — it’s back! Beautifully renovated, fully furnished, exceptionally maintained, and ready for its next owner to move in, enjoy, and cherish. Everything is included!

940 Astern Way Unit 304, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

3458 Newport Ave, Annapolis
$489,909
3 Beds ⋅ 2 Baths
Welcome to this beautifully renovated 3-bedroom, 2-full-bath single-family home in the desirable Arundel on the Bay community. This move-in-ready home features a spacious kitchen with quartz countertops, stainless steel appliances, upgraded cabinetry, and coffered ceilings complemented by abundant recessed lighting. The property sits on a 7,300-square-foot lot with a nice-sized yard and a Trex deck, perfect for outdoor entertaining and relaxing. The home is conveniently located just steps from a large community playground, making it especially convenient for families. Enjoy the benefits of this water-privileged community, including access to the beach and boat slips. The HOA is voluntary, providing flexibility while still offering access to community amenities.

3458 Newport Ave, Annapolis

Listing courtesy of RE/MAX Galaxy. Contact:

2711 Summerview Way Unit 203, Annapolis
$385,000
2 Beds ⋅ 2 Baths
Beautiful 2-Bed, 2-Bath Condo with Water Access in Annapolis! Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo in the sought-after Riva Trace! Step inside to discover a bright and airy open floor plan with fresh neutral paint, luxury vinyl plank flooring, and modern fixtures throughout. The spacious living room features a cozy fireplace and direct access to light-filled sunroom, perfect for morning coffee or evening relaxation. The renovated kitchen is a chef’s dream with white shaker cabinets, quartz countertops, stainless steel appliances, and a breakfast bar overlooking the dining area—ideal for entertaining. The primary suite boasts a large walk-in closet, a beautifully updated ensuite bath with a dual vanity, and access to the balcony. A second generously sized bedroom and a stylishly renovated full bath complete the home. Enjoy low-maintenance living with fantastic community amenities, including water access, tennis courts, a playground, and walking trails. Conveniently located just minutes from downtown Annapolis, the Naval Academy, shopping, dining, and major commuter routes, this condo is a rare find!

2711 Summerview Way Unit 203, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact:

1045 Cedar Ridge Ct, Annapolis
$399,900
3 Beds ⋅ 3 Baths
COMPLETELY RENOVATED & MOVE-IN READY IN CEDAR RIDGE! After 30 years of thoughtful ownership and meticulous care, this beautifully updated 3-bedroom, 2½-bath townhouse is ready for its next chapter. The pride of ownership is evident throughout, with updates made over the years and the home continually improved and maintained. The improvements begin with replacement windows installed in 2000 and continue to today with a beautifully updated kitchen featuring newer cabinetry, countertops, and appliances. All three bathrooms have been updated, and the HVAC system and hot water heater have both been replaced within the past four years. One of the home's standout features is the incredible amount of storage. The current owner made exceptional use of The Container Store's organizing systems throughout the home, maximizing virtually every inch of available space. Even the full-size stacked washer and dryer provide additional room and functionality. One bedroom is currently being used as a home office and features a Murphy bed that easily accommodates overnight guests. Step through the kitchen's sliding glass door and you'll discover a completely private, fenced rear yard with a beautiful patio—perfect for grilling, entertaining, or simply enjoying your own outdoor space. The kitchen's location directly off the patio makes indoor/outdoor entertaining easy. And then there's Cedar Ridge! Enjoy the convenience of an HOA that takes care of the exterior maintenance, including the roof and siding, helping provide greater predictability for homeowners. The community also offers a swimming pool and Tot Lot. Best of all, you're within walking distance of Eastport and downtown Annapolis, with its wonderful restaurants, shops, waterfront, and everything that makes the Annapolis lifestyle so special. This is a home that has been lovingly cared for, thoughtfully updated, and designed for comfortable living. Truly move-in ready—just unpack and enjoy! Schedule your private showing today. This one won't last long!

1045 Cedar Ridge Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

71 Harbour Hts Unit 71, Annapolis
$399,000
3 Beds ⋅ 3 Baths
Welcome to 71 Harbour Heights Drive, a well-appointed 3-bedroom, 2.5-bath home offering comfortable living in an incredibly convenient Annapolis location. The eat-in kitchen features granite countertops, a newer farmhouse-style sink, and refrigerator, stove, and microwave, with easy access to a private balcony—perfect for enjoying your morning coffee or a little fresh air. On cooler days, you can warm the kitchen with your gas fireplace. Upstairs, the spacious primary suite features a vaulted ceiling with ceiling fan, walk-in closet, and en suite bath with a double vanity. Two additional bedrooms, a full bath, and a conveniently located washer and dryer complete the bedroom level. Fantastic storage is available throughout the home, including a large coat closet at the entry and another large, deep closet on the main living level. In addition, a ground-level storage area provides plenty of room for bikes, paddle boards, trash cans, outdoor gear, and more—an especially useful bonus for an Annapolis lifestyle. Located just off Bestgate Road, this home is just minutes from Downtown Annapolis. The home also offers easy access to Trader Joe’s, Safeway, Annapolis Mall, shopping, dining, coffee shops, professional services, and major commuter routes. Sidewalks throughout the area add to the neighborhood’s walkability, putting everyday conveniences close at hand. A great opportunity to enjoy low-maintenance living with easy access to everything Annapolis has to offer.

71 Harbour Hts Unit 71, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

30 Hearthstone Ct Unit G, Annapolis
$299,000
2 Beds ⋅ 2 Baths
Welcome home to this beautiful 2-bedroom, 2-bath home—the largest model in Annapolis Overlook! This bright spacious residence features an open concept layout, high ceilings, crown molding, abundant natural light, and a cozy two-sided wood-burning fireplace. The show stopping remodeled kitchen is designed for cooking and entertaining, featuring a stunning 6 foot quartz island, open shelving, ample cabinetry and storage, and generous workspace. It flows seamlessly into the oversized dining and living areas, creating the perfect gathering space. The primary suite offers high ceilings, plush carpeting, a walk-in closet with a professional organizer, and an en suite bath with a soaking tub. The second bedroom is filled with natural light and includes its own full en suite bath. Enjoy peaceful wooded views from your private balcony, plus an in-home washer and dryer and ample storage throughout. Community amenities include a pool, fitness center, two assigned parking spaces, exterior maintenance, lawn care, trash, and snow removal. Conveniently located just minutes from Downtown Annapolis, Quiet Waters Park, shopping, and major commuter routes. This is a must see property! Schedule your tour today!

30 Hearthstone Ct Unit G, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

982 Riversedge Cir, Annapolis
$429,900
2 Beds ⋅ 2 Baths
Welcome to easy living in Annapolis’ desirable Heritage Harbour 55+ community. This charming two-bedroom, two-bath villa is ideally situated just a short walk from the community lodge and its many amenities. The home offers several distinctive features, including skylights, a 10-by-10-foot home-office addition, an enclosed sunroom, and a deck overlooking a wooded area that provides exceptional privacy. The interior walls, doors, and trim have been freshly painted, creating a bright, move-in-ready atmosphere. Additional features include a welcoming entrance, pull-down stairs providing attic access, a storage shed and storage chest, an upgraded heat pump, and extra-large gutters and downspouts. The roof is approximately four years old. Heritage Harbour offers an active, resort-style lifestyle with two swimming pools, a golf course, tennis courts, a fitness center, library, billiards room, walking trails, and a vibrant community lodge offering numerous clubs, activities, and social events. Residents also enjoy the convenience of an on-site restaurant. Conveniently located near shopping, dining, Anne Arundel Medical Center, and historic downtown Annapolis, 982 Rivers Edge combines comfort, privacy, convenience, and an exceptional active-adult lifestyle. Welcome home!

982 Riversedge Cir, Annapolis

Listing courtesy of TCB Realtor, LLC.. Contact:

no property photo
$500,000
2 Beds ⋅ 2 Baths
Welcome to refined, effortless living at 2522 N Haven Cove, nestled within the sought-after 55+ community of Heritage Harbour in Annapolis. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious and inviting floor plan designed for both everyday comfort and gracious entertaining. The heart of the home is the updated eat-in kitchen, creating a welcoming space for morning coffee, casual meals, and gathering with friends. An attached one-car garage adds everyday convenience, while the thoughtfully designed layout provides the flexibility to create a home office, den, or private retreat. Here, the lifestyle extends well beyond your front door. Heritage Harbour offers an exceptional array of amenities designed for active, social, and carefree living—from golf, tennis, and pickleball to canoeing and kayaking. The Lodge serves as a vibrant gathering place, featuring indoor and outdoor pools, fitness facilities, a library, card room, and more. Ideally located in beautiful Annapolis with convenient access to Baltimore, Washington, DC, and BWI Airport, 2522 N Haven Cove offers an appealing blend of comfort, recreation, convenience, and community. Come discover a home where every day can feel a little more like a getaway.

2522 N Haven Cove Cv N, Annapolis

Listing courtesy of Taylor Properties. Contact:

755 Fairview Ave Unit 755 D, Annapolis
$499,995
3 Beds ⋅ 2 Baths
HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .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. Oh! don't forget the water taxi that will pick you up in front of the pool and take you anywhere in Spa Creek and Ego Alley to enjoy an evening out without working about parking. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit 755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

40 Ironstone Ct Unit B, Annapolis
$335,000
3 Beds ⋅ 3 Baths
Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table space, making it a cozy spot for casual meals. The home features three spacious bedrooms, including a primary suite that encompasses the entire third floor, with a luxurious walk-in closet and an en-suite bathroom. Additional highlights include a laundry room, a second-floor bathroom, updated lighting, ceiling fans for added comfort, and plush carpeting that enhances the inviting atmosphere throughout. The stainless steel refrigerator and gas range, washer, dryer, carpet, and heat pump have all been updated within the past 5 years. The home has a brand-new storm door and bay window at the front of the house). Homeowners and investors will appreciate the low-maintenance lifestyle this property offers, with an association fee that includes lawn maintenance and snow removal. The community amenities include outdoor common grounds, a refreshing pool, and a fitness center. Parking is hassle-free with two parking permits included -one parking place is assigned and located directly in front of the townhome. An additional car can be parked (with permit), in the "Permit Required" spaces. The community's prime location (close proximity to Quiet Waters Park, Downtown Annapolis, the US Naval Academy, and shopping) ensures easy access to local amenities and attractions. Whether you're looking to buy or invest, this Annapolis Overlook property is a fantastic opportunity. With its blend of modern features, community amenities, and strategic location, it stands ready to deliver both comfort and value for years to come. Don't miss your chance to purchase this delightful home!

40 Ironstone Ct Unit B, Annapolis

Listing courtesy of RE/MAX One. Contact:

78 Old Mill Bottom Rd N Unit 209, Annapolis
$424,800
2 Beds ⋅ 2 Baths
Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $113K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless steel appliances, and sleek quartz countertops—perfect for entertaining. Throughout the home, you’ll find enhanced and recessed lighting, complemented by elegant light-toned luxury vinyl plank flooring for a completely carpet-free, sophisticated finish. The spacious primary suite is a true retreat, featuring a custom-designed oversized walk-in closet and a luxurious ensuite bath with a double vanity and upgraded tilework. Additional enhancements throughout the home include beautifully updated bathrooms and high-end finishes that elevate both comfort and style. The Element offers an exceptional, resort-style lifestyle with amenities thoughtfully designed for active adult living, including: • Landscaping with walking paths • sophisticated lobby featuring a golf simulator and billiards • Pickleball courts, dog park, and outdoor grilling areas • Fitness equipment and inviting social spaces Minutes from downtown Annapolis, Naval Academy with quick access to waterfront dining, boutique shopping, and the Bay Bridge. Schedule your viewing today and discover luxury living in Annapolis!

78 Old Mill Bottom Rd N Unit 209, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

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