Zip codes 21401 homes for sale starting at Fifty Thousand Dollars

$905,000 - Annapolis, MD

1901 Eamons Way Annapolis, MD - Welcome to this stunning 3 bedroom, 3.5 bath stone-front home situated on a large 9,289 sq .ft. corner lot in the sought-after Monticello community-just a short walk to shops and dining. The main level features an open living/dining area, gourmet kitchen with stainless appliances and granite counters, a spacious family room with gas fireplace that opens to a large screened-in porch, perfect for morning coffee or entertaining, a deck and private backyard. The upper level offers a large luxurious primary suite including a sitting area and ensuite bath with a soaking tub and large shower; two additional bedrooms; a full bath; and a versatile loft (ideal office or 4th bedroom). The fully finished lower level includes a large multi-use space, a wet bar, full bath, and ample storage. Enjoy the amenities of a community pool and dog park, and the convenience of nearby access to major commuting routes and downtown Annapolis.

$875,000 - Annapolis, MD

1411 West St Annapolis, MD - Located just across from the Annapolis Library and minutes from the heart of downtown, this 1940s home blends preserved historic charm with prime land potential. Set on a large, flat lot, it offers original refinished pine floors, arched entryways, solid wood doors, and built-in features that speak to a level of craftsmanship rarely found today. The main level includes two bedrooms and a full bath, a sun-filled living room with built-ins and a wood-burning fireplace, and a separate sunroom ideal for quiet mornings or flexible living space. Upstairs, three additional bedrooms and another full bath provide space for family, guests, or a home office setup. A walk-up attic-recently insulated-offers the option to finish for added living space or use as-is for ample storage. The unfinished basement presents even more flexibility. Outside, a large, detached two-car garage sits at the rear of the lot, offering convenience and potential for future workshop or studio space. The home has been freshly painted throughout and updated with modern lighting fixtures. Electrical systems have been fully updated, including GFCI protection and grounded outlets-bringing peace of mind without sacrificing the home's character. This property caters to a range of possibilities. Ideal for those drawn to historic architecture and character-filled spaces, it's also a strong contender as a land offering in an enviable location. Whether you're envisioning a personal renovation, restoring and expanding on its original bones, or considering the lot for future development, the location-walkable to downtown and steps from the library-makes this a rare opportunity.

$850,000 - Annapolis, MD

206 Shiley St Annapolis, MD - Open House Sunday 1-3PM, Be sure to walk down the street to the Tucker St . boat ramp after you tour the home. Tucker Street note: City plans on updating ramp and installing an “L-Shaped” floating dock. (Buyer to verify specifics.) Charming West Annapolis Home with Detached Studio in a Garden Setting. Walk to the water, Tucker St. boat ramp, & shops! Located on a quiet, tree-lined street in the heart of West Annapolis, this warm and welcoming cottage offers classic charm, flexible living spaces, lush gardens, and thoughtfully designed outdoor dining and seating areas. With two bedrooms and one-and-a-half baths in the main home (est. total square footage is 1900), plus a detached annex with its own kitchenette, shower, and bath, this property is ideal for those seeking a peaceful, walkable neighborhood in Annapolis. Inside, you’ll find a cozy layout filled with natural light. A bright "sleeping sunporch", cheerful living and dining areas, and an updated kitchen make the main level both inviting and practical. Upstairs are two comfortable bedrooms and a beautifully renovated full bathroom. The unfinished basement offers additional space ready for your vision—whether storage, workshop, or future expansion. A rare bonus is a detached garage (est 886 sq ft.), with a private annex, offering a flexible space perfect for guests, a home office, a creative studio, or a potential rental. Tucked behind mature landscaping for privacy, it adds value and versatility without interrupting the main home’s tranquility. This home and the detached annex offer proven short- and long-term rental income potential, with their charm and location making it attractive for visiting tenants or seasonal stays, including commissioning week. Please note the 2nd full bath is in the detached office. Due to current rentals, the property has enjoyed a more exclusive viewing schedule, which has contributed to a unique days on market figure—an opportunity for buyers seeking a distinctive offering. Outdoor Features The outdoor spaces are a true highlight of this property, offering a perfect blend of beauty, function, and privacy: *Partially fenced backyard *Wildflower garden with native plantings that attract pollinators and bloom throughout the seasons*Paver patios *Gravel walkways *Multiple outdoor seating and dining areas designed for both quiet moments and casual gatherings *Rain garden and three rain barrels provide sustainable water management *Vinyl storage shed on a concrete slab for tools, bikes, or garden gear

$795,000 - Annapolis, MD

1915 Towne Centre Blvd #606 Annapolis, MD - 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!

$695,000 - Annapolis, MD

13 Wainwright Dr Annapolis, MD - Nice home in sought-after, water oriented community of Admiral Heights! Features include a wood burning fireplace, hardwood floors, open kitchen with breakfast bar, living room, dining room with sliding glass doors to the deck overlooking the fenced backyard, with lots of room to play. Lower level family room, guest bath, laundry room, garage & access to tall concrete floor crawl space for storage, and utilities. On the upper level there are hardwood floors, 3 bedrooms and a full bath. Community is near the Navy Stadium, downtown Annapolis, the public library & more! Easy access to all routes of travel, Rt.50, Rt. 97

$665,000 - Annapolis, MD

704 Sydney Ter Annapolis, MD - Welcome to 704 Sydney Terrace, a beautifully maintained home tucked away on a quiet cul-de-sac in the vibrant, amenity-rich community of Heritage Harbour in Annapolis. Step inside to discover a bright and airy open floor plan where the living and dining rooms are enhanced by soaring vaulted ceilings, and dramatic, dimmer controlled, recessed lighting, creating an inviting and spacious atmosphere. The kitchen features crisp white cabinetry and stainless steel appliances, flowing seamlessly into the cozy family room with wide plank hardwood floors, skylights, and vaulted ceilings. From here, step into the showstopping sunroom wrapped in rich cedar wood paneling and flooded with natural light from multiple skylights, and fully climate controlled with a modern split system. Direct access to the patio and side yard for easy indoor-outdoor living. The primary suite is a peaceful retreat, complete with a spacious walk-in closet and a recently installed private en-suite bath. A second generously sized bedroom with large closets, stylish hall bath, convenient laundry/mudroom, and attached garage round out this inviting home. As a resident of Heritage Harbour, you'll enjoy access to an impressive array of amenities including a marina with boat slips, a community pier, and kayak/canoe storage. Take advantage of two resort-style pools one with a relaxing hot tub or stay active in the state-of-the-art fitness center. Hobbyists will love the fully equipped woodshop, while social butterflies can enjoy clubs and activities ranging from golf, tennis, and pickleball to community events and gatherings. Additional features include a cafe, a Par 3 golf course, newly renovated tennis courts, and a billiards room at the waterfront lodge.

$575,000 - Annapolis, MD

2642 Foremast Aly Annapolis, MD - Stylish, sunny and surrounded by green space, this three-bedroom, two full and two half bath townhome in Annapolis offers comfort, convenience and exceptional privacy. Located in Admiral's View, a 64-home boutique community built by Winchester Homes. This residence backs to mature trees and faces a wide, open grassy area, so you're not staring into a row of windows or a parking lot. Unlike many townhomes, all three levels here are above grade, for plenty of natural light. Enter through either the front door or the two-bay rear-loading garage into a light-filled family room featuring gas fireplace and half bath, perfect for a second living space, home office and more. The open-concept main level features hardwood floors, a generous living and dining area, another half bath, and a thoughtfully designed kitchen, recently (2020) upgraded with granite countertops, extended seated island and subway tile backsplash. Kitchen reconfigured to maximize storage and flow, with new upper cabinets and built-in microwave. Appliances have been consistently maintained and replaced, including a new refrigerator, washer and dryer (all under warranty through 2028), as well as a new gas water heater in 2024. Just off the kitchen, the deck offers a peaceful retreat and al fresco gathering space overlooking trees; deck has been resurfaced with composite planks for less upkeep and lasting durability. Upstairs primary suite features a walk-in closet, tray ceiling, hardwood floors and recently updated bath with floor-to-ceiling tiled shower, niche storage, custom glass door, and sleek double vanity. Two more bedrooms and another full bath complete this upper level. Throughout the home, you'll find recessed lighting, custom blinds and well-maintained finishes; windows and front door were newly replaced in 2025. Admiral's View features sidewalks, a central gazebo and a walking path. It's an easy hop to downtown Annapolis, Route 50, and plenty of local shopping and dining options. Whether you're commuting or working from home, you'll love the look and lifestyle you find here.

$575,000 - Annapolis, MD

1915 Towne Centre Blvd #502 Annapolis, MD - 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.

$569,900 - Annapolis, MD

1915 Towne Centre Blvd #1013 Annapolis, MD - The epitome of luxury living resides in Annapolis at Grand View! Reduced for QUICK SALE and best value in the building with a 10th floor location. Experience the pinnacle of sophistication in this exquisite high-rise condominium. Step into a world of elegance as you enter through the secured entrance, providing you with peace of mind and a sense of exclusivity. With on site friendly staff, you can rest assured, your packages will be delivered and handled and you will be greeted with kindness. The moment you step foot into this stunning residence, you'll be captivated by the sleek and stylish wood floors that adorn the living spaces, adding a touch of warmth and refinement. The high ceilings create an atmosphere of grandeur, while the expansive windows allow an abundance of natural light to flood the rooms, creating an inviting and cheerful ambiance. Prepare to be mesmerized by the breathtaking views that surround you from every angle, providing a constant reminder of the beauty that Annapolis has to offer. Indulge in the luxurious amenities that this building has to offer. Take a dip in the rooftop pool, providing you with a tranquil oasis to unwind and soak up the sun. Elevate your social gatherings in the exclusive lounge area, perfect for entertaining guests or simply relaxing in style. Maintain your fitness routine in the state-of-the-art fitness center, ensuring that your well-being is always prioritized. For your convenience, secured storage is included on the basement level, allowing you to stow your belongings with ease and peace of mind. Never worry about finding parking again, as covered parking is provided, with 2 assigned spaces, one near the entry, ensuring your vehicle is protected. To top it all off, a private balcony awaits you, offering a serene outdoor space to enjoy your morning coffee as the sun comes up or a glass of spirits as the sun sets. Don't miss out on this incredible opportunity to elevate your lifestyle to new heights. Experience the luxury, comfort, and conveniences that await you in this high-rise condominium, steps to top restaurants, ease of shopping, and entertainment. Make this exceptional residence your new home and immerse yourself in a world of opulence.

$569,000 - Annapolis, MD

2706 Judson Pl Annapolis, MD - Welcome to 2706 Judson Place, an immaculate completely remodeled rancher nestled in the desirable Riva Woods community. This beautifully designed home boasts an open floor plan with gorgeous hardwood floors throughout the main level. The casual dining area flows seamlessly into the stunning eat-in kitchen, complete with sleek stainless steel appliances, quartz countertops, center island, breakfast bar, soft-close cabinetry, and stylish pendant lighting. Adjacent to the kitchen is a cozy living area with direct access to the outdoors. The primary bedroom features a renovated en-suite bath, while two additional bedrooms, and a full bath complete the main level. The lower level is finished with luxury vinyl plank flooring and offers a spacious family room with access to the patio and backyard, a fourth bedroom, full bath, and a generous laundry and storage area. The location is unbeatable, with convenient access to grocery stores like Whole Foods and Trader Joe's, Annapolis Town Center Mall, Downtown Annapolis, and major commuter routes including US-50 and I-97.

Zip codes 21401 listings for sale

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