Between $400K - $500K Annapolis Real Estate

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527 Leftwich Ln Unit #77, Annapolis

Listing courtesy of Northrop Realty. Contact: 4104651770

$404,000

Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‑bedroom, 2‑full‑bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. The main level features a bright, renovated (2023) kitchen with granite countertops, stainless steel appliances, and abundant natural light. A dedicated dining area flows seamlessly into the kitchen, with expansive sliders opening to a private deck overlooking a large backyard and lush wooded views—an ideal setting for play, gardening, entertaining, or simply relaxing in your own outdoor retreat. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary with double closets, and a tastefully renovated full hall bath (2023) conveniently located for all bedrooms. The partially finished lower level offers outstanding flexibility with a full bathroom, making it perfect for a guest suite, 4th bedroom, recreation room, or home office. The unfinished portion includes the laundry area, utilities, and direct walk‑out access to the backyard, providing convenience and excellent potential for future expansion. Opportunities include adding a lower‑level patio or a three‑season room beneath the existing deck. Additional features include hardwood‑look laminate flooring throughout, new HVAC (2023), and a hot water heater (2000). Whispering Woods offers a low HOA of just $347/year, playgrounds, walking paths, and easy access to the newly completed Broadneck Peninsula Trail. From your front door, you can bike or walk to grocery stores, restaurants, the library, Broadneck Park, and even Sandy Point State Park. Located on a quiet, less‑dense street within the community, this home provides exceptional convenience to Route 50, Route 2, and Route 97, with an easy commute to Baltimore, Washington, the Bay Bridge, the Naval Academy, and historic Annapolis. Situated in the award‑winning Broadneck school district, this is a wonderful opportunity to own a well‑loved home in one of Broadneck’s most desirable neighborhoods.

413 Blossom Tree Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$435,000

A rare find in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, and a modern kitchen with new electric range and generous living space throughout. Many major improvements have been completed for you within the past five years, providing added peace of mind. These include a new roof, LVP flooring throughout the main level, a basement waterproofing system, sump pump, and hot water heater, along with a new balcony and lower deck spaces. You’ll find exceptional storage space across all three levels, including a partially floored attic and fenced deck space in back for kayaks, toys and more. The finished basement is added living space, and has a flexible use space, ideal for a workshop or hobbies. Enjoy the wooded back view and lower level access, and in the summertime relax at the community pool. All of this is just minutes from West street, local parks, trails, and the best of downtown Annapolis, making it an outstanding opportunity to enjoy city living. Welcome home!

73 Gentry Ct, Annapolis

Listing courtesy of Homecoin.com. Contact: 8884002513

Welcome to effortless luxury living in this 55+ elevator condominium community. This beautifully upgraded 2-bedroom + den residence with private balcony offers a “better than new” experience with thoughtful enhancements throughout. The bright, modern kitchen is filled with natural light and features crisp white cabinetry, a stylish tiled backsplash, stainless steel appliances, and quartz countertops—perfect for both everyday living and entertaining. Enjoy enhanced and recessed lighting throughout, along with elegant light-toned LVP flooring—completely carpet-free. The spacious primary suite includes a custom-designed, oversized walk-in closet and a luxurious ensuite bath with double vanity and upgraded tilework. Additional custom touches elevate the home’s design, including updated bathrooms and finishes. Step outside to your private balcony, ideal for morning coffee or relaxing evenings. The Element offers an exceptional lifestyle with amenities designed for active adult living, including: Beautifully landscaped grounds with walking paths Elegant lobby with golf simulator and billiards Pickleball courts, dog park, and outdoor grilling areas Fitness equipment and social spaces Conveniently located just minutes from downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Schedule your private tour today and experience resort-style living at its finest!

78 Old Mill Bottom Rd N Unit #209, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

Welcome to 1099 Linden Tree Drive, an incredible opportunity to own a four-bedroom, two-full-bath colonial in the desirable waterfront community of Cape St. Claire! Offering approximately 1,880 finished square feet, this home provides a functional layout with plenty of room for everyday living, working from home and entertaining. Several important updates have already been completed, including a newer roof, well pump, hot water heater, windows, heat pump, gutters, gutter guards and attic insulation. These improvements provide added value while still allowing the next owner the opportunity to personalize the home and make it their own. Outside, enjoy a spacious deck overlooking the fully fenced backyard—perfect for pets, play, gardening or summer gatherings. Cape St. Claire residents enjoy access to multiple community beaches, parks and marinas, while nearby parks offer trails, athletic fields, playgrounds, picnic areas and additional outdoor recreation. Conveniently located near shopping, schools, Route 50, the Chesapeake Bay Bridge, Downtown Annapolis and Maryland’s Eastern Shore, this home offers a wonderful combination of community amenities, outdoor recreation and commuter convenience. Bring your vision and make this Cape St. Claire home your own!

4 Beds ⋅ 2 Baths

1099 Linden Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 4439757555

$500,000

3 Beds ⋅ 4 Baths

Tucked into the sought-after Windgate community, this end-unit townhome has it all—just minutes from downtown Annapolis, premier shopping and dining, and major commuter routes, just steps from the community playground and walking trails. With over 2,000 finished square feet across three thoughtfully designed levels, this home has been extensively updated with custom details that set it apart. The main level welcomes you with rich Brazilian cherry hardwood flooring, fresh designer neutral paint, and an abundance of natural light offering a bright, open layout designed for both everyday living and entertaining. The kitchen features newly installed tile flooring, newer appliances, and seamless flow to the surrounding living spaces. Throughout the home, custom built-ins offer both function and character, while sleek glass railings add a modern architectural touch. Upstairs, three generous bedrooms and two bathrooms provide comfortable accommodations, including a private primary suite complete with private ensuite bathroom, walk in closet, vaulted ceilings and bonus storage. The fully finished walk-out lower level expands your living space with luxury vinyl plank flooring, a stunning stone fireplace, built in shelving, an additional full bath, and private exterior access—ideal for guests, a home office, or recreation. Outside, extensive hardscaping creates inviting outdoor spaces with minimal maintenance, extending your living area beyond the home's walls. The end unit offers additional greenspace for entertaining or play, and the4 deck overlooks the community playground. New roof in 2022, Hot Water Heater 2025, HVAC 2017 Schedule your private tour today!

2023 Compton Ct, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Welcome to 916 Yachtsman Way, a beautifully maintained townhome in the sought-after Mariners Point community. From its desirable cul-de-sac location to its charming exterior, this home delivers outstanding curb appeal from the moment you arrive. Step inside to a two-story living and dining area filled with natural light, creating an open and inviting layout. The spacious kitchen features abundant cabinetry, granite countertops, and a functional layout ideal for everyday living. On the main level, you'll also find a spacious bedroom, a tastefully updated full bathroom, and a utility room with laundry and additional storage space. The upper level offers a spacious primary bedroom overlooking the main living area, along with a versatile loft that’s perfect for a home office, reading nook, or living space. Recent improvements include freshly painted exterior siding, front windows (2020), kitchen appliances (2023), a new HVAC system (2025), and an expanded patio (2026), creating the perfect space for relaxing or entertaining. A storage shed provides additional room for your outdoor essentials. Community amenities include an outdoor pool, clubhouse, and nearby green space. Only a few minutes from downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. Mortgage savings may be available for buyers of this listing. Open House this Saturday, 11:00 AM–1:00 PM.

916 Yachtsman Way, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$500,000

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of the marina and open water. Welcome inside to an open-concept layout featuring gorgeous wood-look porcelain tile, custom electric shades, crown molding, and a cozy fireplace. The kitchen shines with an antiqued glass tile backsplash, pantry, and newer SS appliances. Relax in the primary suite boasting an en-suite bath with a granite double vanity, custom walk-in closet, and direct patio access. Step out onto the oversized patio—larger than most in the community—perfect for soaking in the views. Major updates include a brand-new HVAC & air purifier (2025), fresh paint (2022), and upgraded closets. Enjoy community amenities: private beach, 2 pools, tennis courts, kayak launch, walking trails, on-site dining, and an 81-slip marina. Minutes to Historic Annapolis with easy commutes to Baltimore & D.C.! Ask about the assumable VA loan!

7024 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level deck. The lower level features a walkout basement and two additional bedrooms and bath- great for privacy! Living in Annapolis Roads means embracing a vibrant resort lifestyle offering sandy beaches with sweeping views of the Chesapeake Bay , a waterfront pavillion, playground and firepit, community dock and boat ramp, walking trails in Ogleton Woods and Fusco althetic park and numerous community events - all within walking distance to your home! There is no HOA- it is a special tax district with taxes included in the property tax. Minutes from downtown Annapolis, shopping and restaurants and major commuting routes, this home is awaiting it's transformation!

1110 Jenniper Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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!

6 Beds ⋅ 2 Baths

1247 River Bay Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100

$475,000

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 BBQ grill, 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:

$499,000

JUST HIT THE MARKET! Don't miss this rare opportunity to own a beautifully maintained one-level, brick villa in the highly sought-after 55+ community of Heritage Harbour! Offering the perfect blend of comfort, convenience, and low-maintenance living, this 2-bedroom, 2-bath home features an attached one-car garage and a peaceful setting surrounded by mature trees. Inside, you'll appreciate the ease of single-level living and the confidence of knowing the home's major systems have already been updated, allowing you to move in and simply enjoy your new lifestyle. Step outside and discover why Heritage Harbour is one of Annapolis' most desirable active adult communities. Residents enjoy an incredible array of amenities including a championship golf course, fitness center, clubhouse, indoor and outdoor pools, tennis and pickleball courts, walking trails, boating opportunities with water access, and a vibrant calendar filled with clubs, classes, social events, concerts, and activities designed to keep you as active and engaged as you choose. Whether you're looking to relax in a tranquil setting, spend your days on the golf course or the water, or connect with friends and neighbors through an unmatched social lifestyle, this home offers it all. Opportunities like this don't come along often—schedule your showing today before this just-listed gem is gone!

2608 Quiet Water Cv Unit #26, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$439,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious living room showcases soaring ceilings, abundant natural light from expansive windows and skylights, and a cozy wood-burning fireplace. The adjoining dining area flows seamlessly into the spacious kitchen, complete with stainless steel appliances and direct access to a private patio overlooking a peaceful, wooded setting. The desirable main-level primary suite offers a private bath and its own walkout to the patio, creating a relaxing retreat. Upstairs, you'll find two generously sized bedrooms, a versatile loft area perfect for a home office or reading nook, with plenty of natural light. Enjoy an active lifestyle with outstanding community amenities, including scenic walking paths leading to an observation deck with views of the Little Magothy River, tennis and pickleball courts, boat and trailer storage, dog park, and playground. This home offers the perfect blend of comfort, convenience, and outdoor recreation. Major improvements, including a new roof, new HVAC system, new flooring and new skylights adding lasting value and peace of mind.

448 Cranes Roost Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999

$464,000

3 Beds ⋅ 1 Baths

A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 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 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:

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!

78 Old Mill Bottom Rd N Unit #307, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

$460,000

Experience Annapolis living at its finest in this stylish townhome nestled in a quiet cul-de-sac of Mariners Point. Recently refreshed with neutral paint and an elegant updated kitchen boasting Silestone counters, premium stainless appliances, and a generous island, this 3-bedroom, 2.5-bath residence offers both form and function. The main-level bedroom provides wonderful versatility as a private office or guest space, while the upper-level primary suite delivers a true retreat with its en-suite bath. Residents enjoy access to the community pool and clubhouse, plus effortless access to downtown Annapolis’ vibrant dining, shopping, and maritime scene. Sophisticated, comfortable, and truly move-in ready. Also Assumable VA loan @ 1.9%

932 Yachtsman Way, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102724800

MAJOR PRICE REDUCTION! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space, expansive kitchen, and walk-out deck perfect for entertaining. Upstairs offers two generously sized bedrooms, including a spacious primary suite. The beautifully finished lower level provides flexible living space with the potential for a third bedroom, home office, or guest suite. Ideally located near waterfront dining, shopping, marinas, and scenic trails, this home combines modern updates, exceptional value, and one of Annapolis’ most convenient locations. Whether you’re looking for a primary residence, weekend retreat, or investment opportunity, this is Annapolis living at an increasingly hard-to-find price point. Don’t miss your chance to make it yours!

2 Beds ⋅ 3 Baths

149 Quiet Waters Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$489,900

4 Beds ⋅ 2 Baths

Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping.

105 Rosecrest Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$470,000

4 Beds ⋅ 2 Baths

Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full bathrooms, including a primary suite with its own private bath. The finished lower level provides even more living space with a large family room featuring a cozy fireplace and sliding glass doors that lead directly to the backyard, plus a fourth bedroom that offers flexibility for guests, a home office, or multi-generational living. Outdoor living is just as appealing with a screened porch, deck, and a beautiful lot spanning more than half an acre. Situated at the end of a quiet cul-de-sac, the property offers privacy, room to play, garden, entertain, or simply enjoy the peaceful surroundings. Location is where this property truly shines. Enjoy being just minutes from schools, parks, shopping, dining, and everyday conveniences. Annapolis Harbor, waterfront restaurants, historic downtown Annapolis, and endless boating opportunities are all within approximately 15 minutes, allowing you to embrace the Chesapeake Bay lifestyle while enjoying the space and value this property provides. Whether you're looking for a home to personalize or an investment opportunity, 1354 Moyer Road offers incredible potential in a location that's hard to beat.

1354 Moyer Rd, Annapolis

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

$419,900

Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2 full baths, vaulted ceilings, and a bright open layout filled with natural light. Bamboo flooring runs throughout the home with no carpet, and the spacious family room features a wood-burning stacked stone fireplace and soaring ceilings for a warm yet airy feel. The updated kitchen and baths make this home truly move-in ready, while the primary suite offers the convenience of main-level living with vaulted ceilings and a private bath. Outside, enjoy beautifully maintained landscaping, a custom built stone fire-pit perfect, a freshly painted deck, charming shed, and a private fenced backyard designed for relaxing and entertaining. • Roof 2021 • HVAC/Heat pump 2023 • Hot Water Heater 2022 • New Gutters 2022 • Mariners Point residents enjoy a community pool and clubhouse, all just minutes from Quiet Waters Park, Thomas Point Park, Eastport, downtown Annapolis, and the waterfront amenities along Bay Ridge and Forest Drive including nearby beaches, marinas, dining, and shopping. Easy commuter access and off-street parking complete the package. A rare opportunity to find a move-in ready Annapolis home with single-level living at this price point.

953 Windwhisper Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$430,000

Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amenities, including a private beach, boat ramp, community pool, playground, and more. This 3-bedroom, 1.5-bath residence features a full, partially finished basement, a spacious screened porch perfect for relaxing or entertaining, ample off-street parking, and a beautifully landscaped, fenced yard with mature trees and plantings. Enjoy the best of coastal living in one of the area's most desirable communities.

406 Holly Dr, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$479,999

New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new HVAC and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own.

3365 Arundel On The Bay Rd, Annapolis

Listing courtesy of Fairfax Realty Select. Contact: 7035932381

$469,000

4 Beds ⋅ 3 Baths

Spacious and thoughtfully updated, this 4-bedroom, 2.5-bath single-family home offers comfort, functionality, and modern improvements throughout. Over the past two years, the property has seen numerous upgrades, including a new rear privacy fence, concrete walkway, expansive Trex deck with dual staircases, luxury vinyl plank flooring in the primary bedroom, and an updated walk-in shower on the main level. The large eat-in kitchen serves as the heart of the home and features a wood-burning fireplace, creating the perfect space for gathering and entertaining. The private lower-level primary suite provides a peaceful retreat with added separation from the main living areas. Outside, enjoy the backyard setup and generous off-street parking, offering both convenience and flexibility. With a blend of recent updates, ample living space, and inviting indoor and outdoor features, this home is move-in ready and designed for everyday living and entertaining alike.

209 Garden Gate Ln, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$464,900

Welcome to this charming 3-bedroom, 2-bath rancher located on a private, tree-lined corner lot in the highly desirable Cape St. Claire community. Lovingly maintained and thoughtfully updated, this home is ready for its next owner. The kitchen features stainless steel appliances, granite countertops, and a cozy breakfast area. A spacious living room offers flexible use as a combined living and dining space. The primary bedroom includes a private bath with a walk-in shower, while the large second bedroom provides plenty of comfort and versatility. Hardwood floors add warmth and character throughout much of the home. The sunroom serves as part family room and part third bedroom, creating additional flexible living space filled with natural light. An unfinished basement offers endless possibilities for storage, a workshop, home gym, or future finished space. Outside, enjoy a beautifully landscaped yard surrounded by mature trees, colorful flowers, and a high aluminum perimeter fence. A generous parking area adds convenience. Major updates over the past 12 years include: New roof Replacement windows Two split-system heating and air conditioning units Aluminum perimeter fencing Kitchen appliances and countertops And more Residents of Cape St. Claire enjoy outstanding community amenities including beach access, bike paths, parks, and more. The area is also known for its highly regarded schools and welcoming neighborhood atmosphere. Come experience this wonderful home, beautiful yard, and vibrant community for yourself!

919 Blue Ridge Dr, Annapolis

Listing courtesy of RE/MAX Realty Group. Contact:

$415,000

Villa home all one level heritage harbor at it's best. Two full bedrooms, two full baths. Updated. This pristine home was listed and under contract simultaneously. Updates include: flooring, kitchen, bathrooms, and paint. Centrally located, one block away from clubhouse and amenities.

927 Riversedge Cir, Annapolis

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

$475,000

45 Randall Street is the kind of opportunity that almost never comes available in Downtown Annapolis—a charming boutique storefront positioned directly in the heartbeat of one of Maryland’s most visited waterfront destinations. Perfectly situated between the U.S. Naval Academy and the Annapolis waterfront, this high-visibility commercial property captures constant pedestrian traffic from tourists, locals, midshipmen, and boaters alike. The building’s prominent street presence and classic downtown character create the ideal setting for a boutique retail concept, coffee bar, specialty shop, studio, or investment hold in an irreplaceable location. Surrounded by established national and local retailers, restaurants, and year-round activity, this property offers the rare chance to own a piece of Randall Street in the center of Annapolis’ thriving historic district. Seller financing may be available.

45 Randall St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$414,999

4 Beds ⋅ 4 Baths

. Price Reduction for a lucky buyer... Back on the market because the buyer could not perform....House appraised at $420000....Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis. The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level and the entry from the garage is conveniently located on this level also.... There is space in the back for a nice cookout gathering also...The home has laminate flooring and is very well maintained. This just came back on the market providing a great opportunity for a lucky buyer!!

126 Brightwater Drive, Annapolis, Md 21401, Annapolis

Listing courtesy of Samson Properties. Contact: 3018500255

$477,900

Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle. Resort-Style Living | Premier 55+ Community in Annapolis. Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled kitchen with new cabinetry, countertops, and flooring—perfect for both everyday living and entertaining. The large primary suite includes a walk-in closet and a private en-suite bath, while the second bedroom offers direct access to a fenced rear deck with grass area —ideal for relaxing or enjoying the outdoors. New carpeting adds comfort to both bedrooms. Additional highlights include a one-car attached garage and low-maintenance living in a vibrant, amenity-rich community. Enjoy all that Heritage Harbour has to offer—golf, indoor/outdoor pools, tennis, clubhouse activities, and lots more—just minutes from downtown Annapolis! Close to Restaurants, Shopping and more

2627 Compass Dr, Annapolis

Listing courtesy of Rosendale Realty. Contact: 4107580333

$489,999

Welcome to this charming Cape Cod just minutes from downtown Annapolis and Eastport, where classic 1950s character meets thoughtful modern updates. Hardwood floors and original architectural details set the tone on the main level, with abundant natural light filling the living room and highlighting a cozy wood-burning fireplace. The updated eat-in kitchen features granite countertops, a peninsula for casual dining, and easy flow for everyday living and entertaining. Two spacious bedrooms and a full bath complete the main level, while upstairs the entire level is dedicated to a private primary retreat with a walk-in closet and a beautifully appointed ensuite bath featuring a soaking tub, walk-in shower, and dual vanity. The expansive, fully fenced backyard offers exceptional outdoor space with a deck and extensive hardscaping already in place, plus plenty of room to garden, entertain, or even design a future pool. The unfinished lower level provides great ceiling height, walk-out access to the yard, and excellent storage with potential to finish. With quick access to Forest Drive and Route 50, and just moments from Truxton Park, Pip Moyer Recreation Center, Spa Creek trails, tennis courts, and the public boat ramp, this location delivers some of the very best of Annapolis living.

76 Summerfield Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$439,900

FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT. THANK YOU FOR SHOWING

1531 Hickory Wood Dr, Annapolis

Listing courtesy of Real Estate Depot. Contact:

$477,900

Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock restaurants, entertainment and shopping. Luxury Living in the heart of Annapolis.

5 Park Pl Unit #425, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

"NOW OFFERED AT $499,900 — A rare opportunity to own over 2,000 square feet on the Broadneck Peninsula for under $500,000." NOW OFFERED AT $499,900 — One of the best values on the Broadneck Peninsula! This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' most desirable waterfront-oriented communities. Featuring 3 bedrooms, 2 full baths, and a finished lower level with a potential 4th bedroom, home office, gym, or flex space, this property delivers the square footage buyers need at a price rarely seen in Broadneck. Freshly painted and move-in ready, the home features vaulted ceilings, an open-concept main living area, a large entertaining deck, and a cleared backyard ready for your personal touch. Major inspection concerns have already been professionally addressed, including pest treatment with transferable warranty, foundation repairs, masonry work, and sump pump servicing, allowing buyers to focus on making the home their own. Enjoy the Broadneck lifestyle with convenient access to the Little Magothy River, Sandy Point State Park, marinas, shopping, dining, and highly sought-after Broadneck schools. Commuters will appreciate easy access to Downtown Annapolis, Baltimore, Washington, D.C., and the Bay Bridge. Whether you're a first-time buyer looking to enter the Broadneck market, an investor seeking upside potential, or someone ready to customize a home to your taste, this is an exceptional opportunity to build equity in a premier Annapolis location. Seller is motivated and welcomes offers.

1407 Brenwoode Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$499,000

Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in abundant natural light, making the space feel bright and inviting. Residence at Park Place is near all that Annapolis has to offer. An easy walk to restaurants, city dock, Naval Academy, Main Street, year-round waterfront events, and shopping! Your commute just got easier with direct access to Routes 50/97, Baltimore & BWI airport, Fort Meade, and the Eastern Shore! Come see your new home! (furniture negotiable)

5 Park Pl Unit #725, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$499,999

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

$485,000

Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical room, and storage closet. The loft-style upper level showcases exposed beams, soaring ceilings, abundant natural light, and a spacious bedroom with two closets and a full bath. Recent updates include fresh paint, new carpet and bathroom flooring (2024), refrigerator (2022), HVAC (2018), and dishwasher (2017). A rare bonus: boat slip entitlement in the private marina. Community amenities include gated parking, waterfront pool and deck, private marina, kayak and bike storage, secure entry with elevator, on-site management, and laundry on each upper floor. Located in the heart of Eastport, just steps to restaurants, shops, and downtown Annapolis by foot, bike, or water taxi. This is your opportunity to own in one of Eastport’s most sought-after waterfront communities - schedule a showing today. (The Tecumseh Condominium has a 15-day first right of refusal.)

312 Severn Ave Unit #W 401, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$489,000

2 Beds ⋅ 1 Baths

Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio-ideal for entertaining-and a custom 16 x 12 storage shed for tools and gear. Nature & water lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience-your Annapolis lifestyle awaits!

1005 Hyde Park Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$500,000