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Browse All Annapolis MD Between $400K - $500K Properties for Sale

$439,800
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 $100K 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:

$414,900
3 Beds 4 Baths
Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence.

311 Sloping Woods Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$485,000
3 Beds 3 Baths
Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for. The remodeled kitchen (2010) serves as the heart of the home, and the bright sunroom addition (2006) provides the perfect space to relax year-round. A brand-new slider installed in 2025 opens to the sunroom, while below, a stamped concrete patio is surrounded by beautifully landscaped gardens and lovely fencing, creating a private outdoor retreat. The finished basement offers additional living space and features a cozy wood stove, perfect for warming up on cool winter evenings. You'll also appreciate the abundant storage throughout the home. Recent updates include: New slider to sunroom (2025) New oven (2025) Water heater (2018) Remodeled kitchen (2010) Remodeled bathrooms The community amenities are equally impressive, with a pool, community center, sidewalks, and wonderful walking areas, all complemented by minimal HOA fees. Ideally situated just minutes from restaurants, grocery stores, banks, pharmacies, and downtown Eastport. Quiet Waters Park is even closer, offering easy access to trails, recreation, and waterfront beauty. There is simply too much to list. Come see this wonderful home for yourself and discover all it has to offer!

213 Georgetown, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$475,000
2 Beds 2 Baths
ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and two full bathrooms adjoining the brightly lit sunroom providing ample space for relaxation and entertaining. Step inside to discover a gourmet kitchen that is a chef's dream, complete with cherry cabinetry, granite countertops, natural gas cooktop, a built-in microwave and wall oven, all designed to inspire culinary creativity. The open layout flows effortlessly into a cozy dining area and a bright breakfast nook, perfect for enjoying morning coffee or hosting intimate gatherings. The living space is adorned with plush carpeting and ceramic tile, creating a warm and inviting atmosphere throughout. The primary suite is a true retreat, featuring 2 walk-in closets and a luxurious bathroom equipped with 2 separate vanities and both a stall shower and a tub shower, ensuring a spa-like experience at home. Additional interior highlights include 9' ceilings and all window treatments that enhance privacy while allowing natural light to fill the space. Step outside to enjoy the meticulously landscaped grounds, complete with extensive hardscaping, irrigated landscaping and additional outdoor parking for guests. This 55+ adult community boasts an array of amenities designed for an active lifestyle, including a fitness center, tennis/pickleball courts and an executive par 3 nine hole golf course complete with club house and dining facility. For those who enjoy socializing, the waterfront clubhouse known as The Lodge offers indoor and outdoor pools plus a wide range of clubs, social activities, and creative spaces fostering a true sense of community. Condo and HOA fees include access to all community amenities, making for easy, low maintenance living. Water enthusiasts will appreciate the private access to the South River, complete with a community dock and multiple slips for boating adventures. Whether you prefer a leisurely day by the water, pool or an invigorating game of pickleball, golf or tennis, this community caters to all interests. With convenient transportation options and a dedicated parking space in the garage, this property ensures ease of access to historic downtown Annapolis with it's intown dining, shopping, cultural events and activities. Experience the perfect blend of luxury, comfort, and community in this exceptional residence, where every detail has been thoughtfully curated to enhance your lifestyle. Embrace the opportunity to make this exceptional property your own.

940 Astern Way Unit #112, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$445,000
3 Beds 4 Baths
Discover Your Dream Home in Coveted Mariner’s Point! Perfectly positioned in the highly sought-after Mariner’s Point community of Eastport-Annapolis, this charming end-of-row townhome offers the ultimate blend of convenience, comfort, and coastal living. Just moments from the Chesapeake Bay, it provides a peaceful retreat while keeping you effortlessly close to the rich history, dining, shopping, and culture of Annapolis. As a bright and airy end-unit, the home shares only one wall, allowing abundant natural light to pour in throughout the day. Spanning three finished levels with over 1,800 sq. ft. of living space, it features 3 generously sized bedrooms and 3.5 bathrooms. The inviting floor plan seamlessly connects the living and dining areas to a well-appointed kitchen, complete with gorgeous wood-look laminate floors, a cozy space for casual dining, and updated stainless steel appliances. Home Highlights: New Kitchen Appliances: Enjoy peace of mind with a brand-new stainless steel refrigerator (being installed next week!) and a recently upgraded dishwasher (new as of April). Versatile Lower Level: The walk-out basement offers fantastic flexibility. It features a spacious recreation area that can easily serve as a third bedroom or guest suite, complete with a utility/laundry room and a convenient full bathroom. Private Outdoor Oasis: Step outside to a beautifully maintained, flat, and fully fenced rear yard—the perfect setting for summer barbecues, gardening, entertaining friends, or enjoying a quiet evening outdoors. Unmatched Community & Location: Experience true Annapolis living in an amenity-rich community surrounded by a serene, wooded setting. Mariner’s Point residents enjoy access to a private outdoor pool, a clubhouse, and beautifully maintained common areas. Water enthusiasts will love that Back Creek is situated just behind the neighborhood, offering nearby boat storage and easy water access. The location is truly unbeatable. You are just a short stroll away from the Bay Ridge Shopping Center, CVS, Starbucks, and the expansive waterfront trails and outdoor activities at Quiet Waters Park. With easy access to major transportation routes and historic Downtown Annapolis just minutes away, this move-in-ready gem is priced to sell. Pack your bags and move right in—schedule your private tour today!

3 Mooring Point Ct, Annapolis

Listing courtesy of Greater Annapolis Realty. Contact: (410) 320-6428

$480,000
2 Beds 2 Baths
Welcome to Four Seasons at St. Margarets, Annapolis' premier 55+ active adult community! This beautifully maintained, elevator-accessible third-floor condominium offers over 1,500 square feet of comfortable, low-maintenance living. The open floor plan features a kitchen with new appliances and adjacent dining and living room spaces, perfect for entertaining and everyday living. A relaxing covered outdoor terrace is an extension of the unit with morning and afternoon sun. The generous primary suite includes a private bath and walk-in closet. Off the living room, the hallway leads to the second bedroom, full bath, laundry room, and extra closets with plenty of storage. Bonus loft space can be used as an office, den and overflow for guests. Garage provides easy access to the building, extra storage space and separate closet, and close proximity to elevator. Residents enjoy exceptional resort-style amenities including a clubhouse, fitness center, outdoor pool, billiards and card room, gathering spaces, walking paths, and beautifully landscaped common areas. Clubhouse and pool are across the street from the building/unit. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy, St. John's College, shopping, restaurants, medical facilities, and major commuter routes, this condo offers the perfect combination of comfort, convenience, and an active lifestyle. NEW UPGRATES in 2026: stainless steel appliances - refrigerator, oven range, microwave and dishwasher, as well as paint throughout unit and new carpeting in the 2 bedrooms.

1516 Enyart Way Unit #304, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$424,900
3 Beds 2 Baths
Welcome to Your Chesapeake Bay Lifestyle in Revell Downs! MOVE-IN READY * OWNED SOLAR PANELS * FULLY FURNISHED OPTION * BLUE RIBBON SCHOOLS * LARGE FENCED YARD * Welcome to this beautifully maintained 3 bedroom, 1.5 bathroom home nestled in the highly sought-after Revell Downs community and served by the acclaimed Blue Ribbon Broadneck School District. Offering the perfect combination of comfort, convenience, and incredible Chesapeake Bay lifestyle, this home is truly a rare opportunity! Step inside and discover a move-in-ready home with tasteful updates throughout, designed for comfortable everyday living while providing an inviting space for entertaining family and friends. The home is situated in a quiet, welcoming neighborhood while remaining just minutes from everything that makes the Annapolis area so desirable. One of the home's standout features is its seller-owned solar panel system, which will convey to the buyer and comes with a warranty through 2042. Enjoy the long-term benefit of dramatically reduced utility expenses while owning a valuable energy-efficient feature! See the July utility invoice in the Documents section to appreciate the extremely low utility costs firsthand! Step outside to a large, fully fenced rear yard featuring a huge newer concrete patio, creating an ideal setting for summer gatherings, barbecues, outdoor dining or simply relaxing with friends and family. Even better, the backyard offers direct access to a tot lot, providing an added convenience for families with young children. Location is everything - and this home delivers! You'll be just minutes from waterfront parks, marinas, shopping, dining, Sandy Point, and historic downtown Annapolis. Enjoy boating, beaches, waterfront sunsets, outdoor recreation, and the charm of one of Maryland's most sought after areas. For commuters, the location also provides convenient access to Baltimore and Washington, DC, making it possible to enjoy a peaceful suburban lifestyle without sacrificing accessibility to major employment centers. The current owner is also willing to sell the existing furnishings to the prospective buyer for a nominal price, providing an incredible opportunity for someone looking for an convenient, nearly turnkey move. DON'T wait - homes offering this combination of location, owned solar, outdoor space, schools, and convenience don't come along often. Schedule your showing today before this one is gone!

1622 Secretariat Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$484,900
2 Beds 2 Baths
Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour lifestyle. The beautifully redesigned kitchen features custom cabinetry, quartz countertops, updated flooring, modern lighting, designer tile backsplash, and a full suite of new stainless steel appliances. Both bathrooms have been completely renovated with stylish finishes, new vanities, upgraded fixtures, ceramic tile, and comfort-height toilets. Throughout the home, you'll find new carpeting, fresh paint, updated lighting, new door hardware, upgraded electrical switches and outlets, and numerous other improvements. The exterior has also been refreshed with updated lighting, new door hardware and weatherstripping, a tiled front entry, and a rebuilt and sealed rear deck—perfect for relaxing or entertaining. The bright, open floor plan is filled with natural light and offers comfortable everyday living with inviting spaces for gathering with family and friends. Every renovation was completed with an emphasis on quality, comfort, and low-maintenance living. Beyond your front door, Heritage Harbour offers one of the area's premier active adult lifestyles. Residents enjoy a 9-hole executive golf course, indoor and outdoor pools, tennis and pickleball courts, a fitness center, walking and biking trails, a community lodge overlooking the South River, a restaurant, kayak launch, boat slips, woodworking shop, library, billiards room, and more than 90 clubs, organizations, and social activities. This is a rare opportunity to own a beautifully renovated villa in one of Annapolis' most desirable 55+ communities. Schedule your private showing today and discover everything Heritage Harbour has to offer.

2729 Yeomans Lantern Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$450,000
3 Beds 3 Baths
**Own this Annapolis home with a dramatically lower mortgage payment for your first two years. Call to find out more!** This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel. The living room features a floor-to-ceiling sliding glass door that brings in lots of sunlight and opens to the front patio. The kitchen includes white 42-inch cabinets, granite countertops, stainless steel appliances, a subway tile backsplash, a large island with seating, and a pantry. A powder room and access to the garage are also located on the main level. Upstairs, the primary bedroom includes large windows, a board-and-batten accent wall, a walk-in closet, and a private bathroom with a double vanity, soaking tub, and tiled shower. Two additional bedrooms each have balcony access and share a full hall bathroom. The laundry room is also conveniently located upstairs. As an end unit, the home receives natural light throughout all three levels. A rear-loading one-car garage provides secure parking and additional storage. Admirals Square offers landscaped common areas, a central green space, a fountain, and a fire pit gathering area. The community is located minutes from Historic Downtown Annapolis, the U.S. Naval Academy, Annapolis Town Center, Westfield Annapolis Mall, parks, marinas, restaurants, shopping, and waterfront attractions. Easy access to Route 50 and Route 2 makes commuting to Baltimore, Washington, D.C., and surrounding areas convenient.

527 Leftwich Ln, Annapolis

Listing courtesy of Northrop Realty. Contact: 4104651770

$499,900
6 Beds 2 Baths
Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The main level features a bright living room that flows into the dining area, kitchen, and a generously sized family/sunroom, creating an ideal space for both everyday living and entertaining. Two full bathrooms, abundant storage, and a functional layout offer comfort and convenience throughout. The lower level includes three additional bedrooms, a laundry room, storage room, and a large workshop with rear exterior access, perfect for hobbies, a home business, fitness space, or extra storage. Enjoy the unmatched amenities of Cape St. Claire, including community beaches, a fishing and crabbing pier, boat ramp, marina, playgrounds, and more. Conveniently located near shopping, dining, and everyday necessities, and just minutes from Downtown Annapolis. Commuters will appreciate the easy access to Route 50, I-97, Washington, D.C., Baltimore, and Fort Meade. A rare opportunity to enjoy Bay views, outstanding community amenities, and a fantastic location while creating the home of your dreams!

1247 River Bay Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100

$475,000
1 Beds 1 Baths
Motivated Seller!! Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, ideally situated in the vibrant Park Place community. Built in 2007, this unit features an entry-level bedroom and elevators in the building for easy access. Faces West for sunset views. Enjoy modern living with a fully equipped kitchen boasting a built-in microwave, gas oven/range, dishwasher, and refrigerator, making meal prep a delight. Upgraded Bosch HVAC,The bathroom walk-in shower has been renovated for comfort. Hardwood floors, new carpet in bedroom. Living area is currently blue, bedroom neutral. Photos at end depict if painted off-white for perspective. Step outside to a community oasis, with a refreshing pool and back patio, perfect for summer gatherings. Park Place has a Social Committee that organizes speaker series and social events. Safety is paramount with 24-hour security, lobby desk service, and monitored exterior cameras. Located in a thriving neighborhood, you'll appreciate the proximity to restaurants, in-town parks, shopping, and in-town events just blocks away, enhancing your lifestyle. Embrace the community spirit with local events and activities that foster connections. This condo is not just a home; it's a gateway to a fulfilling lifestyle. Luxury living in Historic Annapolis. Don't miss your chance to make it yours!

5 Park Pl Unit #431, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$439,990
3 Beds 1 Baths
A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero downpayment financing through FHA Solar + Loan! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer of warmth and timeless style serviced by a central, streamlined full bath. Kitchen includes custom cabinets, inviting living room features large picture window & hardwood floors. Expansive unfinished basement ideal for a future recreation room, premium home gym, personal workshop, or private guest suite +potential is there for adding an additional full bath. HUGE Level, park-like fenced-in yard offering endless space for upscale outdoor living, mature gardens and entertaining. Enjoy unparalleled private neighborhood amenities just steps from your door along the South River and Duvall Creek. A private, sandy community beach with beautiful expansive water views. A crystal-clear community swimming pool. Multiple deep-water community piers and an extensive marina network. Dual neighborhood boat ramps and a dedicated low-profile launch for kayaks and paddleboards. Scenic waterfront picnic pavilions and community playground areas. Experience a serene coastal neighborhood, exceptional lot size, and close proximity to Quiet Waters Park and historic downtown Annapolis. Welcome home!

410 Walnut Dr, Annapolis

Listing courtesy of Taylor Properties. Contact:

$499,999
2 Beds 2 Baths
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.

1915 Towne Centre Blvd Unit #502, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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Between $400K - $500K Annapolis Real Estate

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