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$485,000
4 Beds ⋅ 2 Baths ⋅ MDAA2147818 MLS
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
$999,000
5 Beds ⋅ 4 Baths ⋅ MDAA2147546 MLS
PRICE IMPROVEMENT! Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest. Enjoy winter waterviews of Saltworks Creek and soak in the wonders of nature from the cozy porch, one of two bedroom balconies, expansive main level back deck (2023) or large paver patio.  An abundance of square footage, offering 3 levels of living space including a large recreation room off of the updated kitchen, separate dining room, 5 bedrooms, 3 ½ baths, and finished walk out basement. The grand primary ensuite is the wow factor, with stand-alone fireplace, vaulted ceiling and updated bathroom with separate dressing room (2026). The remaining 4 bedrooms (one with a fireplace) do not disappoint continuing the connection to the outdoors offering natural light and expansive woodland views.   Lovingly maintained, this home offers peace of mind with the roof installed in 2021, HVAC in 2026, owned water treatment/conditioning system in 2024, updated radon mitigation system in 2025, and new wall to wall carpet in the living room and stairs in 2026.  The 2 freestanding wood stoves and 2 wood burning insert fireplaces are sold as is.  No HOA and an ideal, rarely offered location, minutes from downtown, Route 50, I 97, and everything Annapolis has to offer. Welcome home!

120 Kingswood Rd, Annapolis
$275,000
2 Beds ⋅ 2 Baths ⋅ MDAA2147614 MLS ⋅ North Green Condos BLDG.
Welcome to the sought-after North Green Condominiums in Annapolis! This spacious top-floor, two-level penthouse loft condo offers an open and versatile floor plan designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, and ceramic tile flooring. Both full bathrooms were beautifully remodeled in 2024 and showcase stylish, modern finishes. The expansive loft provides endless possibilities as a home office, family room, exercise area, guest retreat, or hobby space. Step outside to your private balcony, the perfect place to enjoy your morning coffee or unwind after a long day. Recent updates include a main-level HVAC system replaced in 2022 and an upper-level HVAC system replaced in 2019. Residents enjoy outstanding community amenities, including a pool and entertainment area. Ideally located close to everything Annapolis has to offer, including downtown Annapolis, Truxtun Park, waterfront attractions, shopping, dining, and major commuter routes. This move-in-ready penthouse combines space, style, convenience, and an unbeatable location.

300 Hilltop Ln Unit #I, Annapolis
$825,000
2 Beds ⋅ 2 Baths ⋅ MDAA2147534 MLS
Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and AC), ideal for a workshop, home office, or studio. This move-in-ready home is steps away from marinas, street-end waterfront parks, shopping, dining, and downtown Annapolis.

418 Chesapeake Ave, Annapolis
$849,990
4 Beds ⋅ 3 Baths ⋅ MDAA2147542 MLS
Our Adams model with a 2' extenstion will be built at this beautiful location near Duvall Creek. Home is priced at the base house only - act fast to choose the options and additions to make this home your own. Photos are of the model with optional In-Law Suite. Contact Listing Agent to schedule appointment.

3268 Kitty Duvall Dr, Annapolis
$750,000
2 Beds ⋅ 3 Baths ⋅ MDAA2147408 MLS
Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, where elegance, tranquility, and breathtaking views converge. Boasting a rare, unobstructed southern exposure, this exceptional residence captures panoramic vistas stretching more than 20 miles into Southern Maryland. Whether enjoyed from the comfort of the living spaces or from the private balcony, the ever-changing landscape provides a spectacular backdrop from sunrise to sunset. Meticulously maintained and thoughtfully enhanced, this two-bedroom, two-bathroom ensuite residence with a den showcases an impressive collection of recent upgrades, including a new hot water heater (2025), custom draperies in the primary suite (2025), and a complete KitchenAid appliance package—refrigerator, oven, dishwasher, and microwave (2026). Rich Swedish walnut hardwood flooring was installed throughout the living room, dining room, and den (2026), complemented by fresh paint in the dining room and den, new wall-to-wall carpeting in the primary bedroom, and coordinating luxury area rugs that beautifully unify the living and dining spaces (all completed in 2026). Beyond these recent improvements, this residence stands apart from every other Everest model in the building. Custom draperies throughout, California Closets in every closet, and bespoke built-in cabinetry in the den reflect a level of craftsmanship and attention to detail rarely found. Every enhancement was selected with intention and care, creating a home that is both sophisticated and deeply inviting. Residence 1014 offers a rare opportunity to experience elevated condominium living at its finest—where privacy, luxury, and spectacular views come together in perfect harmony. Beyond your front door, the very best of Annapolis Town Center is just steps away. Whole Foods for groceries, Target for everyday essentials, CVS for prescriptions, and Bin 201 Wine & Spirits for a carefully selected bottle are all within a leisurely stroll from GrandView’s secure entrance. Whether enjoying a relaxed breakfast, a business lunch, happy hour with friends, or a celebratory dinner, an exceptional variety of restaurants and gathering places await without ever needing to start the car. Life at GrandView is not only beautiful—it is effortlessly convenient. Ideally located just minutes from historic downtown Annapolis and centrally positioned between Washington, D.C., Baltimore, and the beaches of Maryland’s Eastern Shore, this is luxury living with unmatched accessibility.

1915 Towne Centre Blvd Unit #1014, Annapolis
$389,900
2 Beds ⋅ 3 Baths ⋅ MDAA2147438 MLS
Price improvement! Unbeatable Annapolis location! This beautiful townhouse features dual primary suites with cathedral ceilings and large walk-in closets. Enjoy a large eat-in kitchen with a cozy gas fireplace, center island, and a private deck. Recent updates include NEW flooring in the kitchen/baths, NEW lighting throughout, and a NEW fridge and microwave. Laundry located upstairs for convenience. Ideally located close to Downtown Annapolis, AAMC, shopping, and major commuter routes!

11 Harbour Heights Dr Unit #11, Annapolis
$470,000
4 Beds ⋅ 2 Baths ⋅ MDAA2147320 MLS
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
$315,000
2 Beds ⋅ 2 Baths ⋅ MDAA2142656 MLS ⋅ Tidewater Colony Of Anna BLDG.
Welcome to Tidewater Colony, one of Annapolis' most sought-after condo communities! This wonderful 2-bedroom, 1.5-bath condo offers an exceptional opportunity to own an affordable home in a prime Annapolis location (just outside city limits, so NO CITY TAXES), minutes from the U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, Anne Arundel Medical Center, downtown Annapolis, major commuter routes, shopping, dining, and more! Step inside to discover an inviting open-concept floor plan enhanced by vaulted ceilings, a spacious family room featuring custom built-in bookcases and a cozy gas fireplace, creating the perfect setting for relaxing evenings at home. The adjoining dining area provides seamless access to a private deck (with composite decking), ideal for enjoying your morning coffee or unwinding with an evening cocktail. The generously sized primary bedroom offers vaulted ceilings, a walk-in closet and direct access to the full bath, while a second bedroom, convenient half bath, and in-unit laundry provide comfort and functionality. Move in with confidence knowing that the major systems have already been updated, including a brand-new HVAC system (2026) and newer stainless steel kitchen appliances. Enjoy a low-maintenance lifestyle with outstanding community amenities, including a swimming pool, tennis court, walking trails, fitness center, clubhouse and Water and Sewer are included in your condo fees! Whether you're a first-time homebuyer, downsizing, or looking for an ideal Annapolis retreat, this home offers the perfect combination of value, convenience, and lifestyle. Don't miss your chance to make this exceptional condo your own. Schedule your private showing today and experience all that Tidewater Colony and Annapolis have to offer!

2015 Gov Thomas Bladen Way Unit #303, Annapolis
$924,900
4 Beds ⋅ 3 Baths ⋅ MDAA2145978 MLS
Rarely does a home offer the perfect combination of over half an acre of privacy, neighborhood beach access, a heated and cooled 3-car garage, and the highly sought-after Broadneck school district—all just minutes from downtown Annapolis and the Chesapeake Bay. Arrive home by passing scenic, conservation-protected farmland before entering the desirable Pleasant Plains community. From the moment you step through the welcoming foyer, you'll appreciate the abundance of natural light and thoughtfully updated living spaces. The recently renovated kitchen flows seamlessly into the dining area, creating the ideal setting for everyday living and effortless entertaining. Just beyond the main living area, a spacious family room offers plenty of room to gather with friends and family, watch the big game, or simply unwind. Double sliding doors open to an expansive deck overlooking a fully fenced, 0.5+ acre backyard that blends open lawn with mature trees—perfect for summer barbecues, outdoor games, a swing set, pets, or peaceful evenings surrounded by nature. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, and the convenience of a second-floor laundry room. The impressive primary suite features vaulted ceilings, a large walk-in closet, and a beautifully appointed en-suite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. The lower level provides exceptional storage with two fully encapsulated crawl spaces equipped with a dehumidification system installed in 2020, ensuring clean, dry, and easily accessible storage year-round. Car enthusiasts, hobbyists, or anyone needing extra workspace will appreciate the heated and cooled, epoxy-finished three-car garage with abundant storage. Outside, the setting is just as special. A picturesque sod farm directly across the street creates a peaceful, open landscape, while the quiet neighborhood roads are ideal for walking, biking, and enjoying the outdoors. Just a short stroll away, residents enjoy neighborhood beach access where you can launch a kayak, watch sailboats drift by, or take in breathtaking Chesapeake Bay sunsets. This is a rare opportunity to enjoy privacy, modern updates, water access, and an unbeatable Annapolis location—all in one exceptional property. Recent Improvements Include: New roof (2020) Kitchen appliances (2020) Two encapsulated crawl spaces with dehumidification system (2020) Sidewalk and driveway leveling (2021) Ductless mini-split HVAC system (2022) Fresh interior paint (2026) Refinished hardwood floors (2026)

1469 Pleasant Lake Rd, Annapolis
$1,119,000
3 Beds ⋅ 3 Baths ⋅ MDAA2146926 MLS
Waterfront Sunset Preview Party- Friday August 7th from 5-7:30! Experience one of Annapolis' most extraordinary Chesapeake Bay waterfront homes. This is true waterfront living—not a distant glimpse of a creek or narrow shoreline, but an ever-changing front-row seat overlooking the Chesapeake Bay, the mouth of the Severn River, the Bay Bridge, and the shipping channel. From spectacular sunrises to moonlit evenings, enjoy an ever-changing panorama of sailboats, Wednesday night races, cruising yachts, commercial ships, abundant wildlife, and the beauty of every season from the comfort of your own home. Designed to evoke the feeling of living aboard your own yacht, walls of glass immerse the main living spaces in breathtaking water views from virtually every room. This exceptional three-bedroom, three-bath residence features soaring ceilings, an open floor plan, rich cherry wood floors, a wood-burning fireplace, smart lighting, electric blinds, and new GE Café smart appliances (2024). The home has also been thoughtfully redesigned to provide extraordinary storage rarely found in waterfront condominiums, with expanded closets and additional storage areas that make everyday living as practical as it is beautiful. Uniquely positioned within Chesapeake Harbour, this residence enjoys one of the community's most private waterfront settings. Unlike many waterfront condominiums where decks overlook one another or are visible from common areas, this spacious waterfront deck is tucked into a remarkably private location, allowing you to enjoy the panoramic Bay views with an exceptional sense of peace and seclusion. Chesapeake Harbour is one of Annapolis' premier gated waterfront communities, offering a true resort lifestyle just minutes from historic downtown Annapolis, Eastport, Quiet Waters Park, Thomas Point Park, and numerous waterfront restaurants, while remaining within approximately an hour of Washington, Baltimore, and three major airports. Community amenities include two waterfront swimming pools (one heated), tennis and pickleball courts, a private beach with kayak storage and launch area, scenic walking and biking trails, picnic and barbecue areas, and an on-site marina (slips available separately), The Beacon waterfront restaurant and tiki bar, electric vehicle charging, and ample guest parking. What truly sets this home apart is an experience that cannot be remodeled or recreated. Kitchens, bathrooms, and finishes can always be updated, but an irreplaceable waterfront setting like this endures forever. Every day brings a different view, a different sky, and a different parade of boats across the Chesapeake Bay—yet the sense of tranquility never changes. Now offered unfurnished at $1,119,000, with furnishings available separately. Join us for our Waterfront Sunset Preview on Friday, August 7, from 5:00–7:30 PM, and experience firsthand why this remarkable home offers one of the most captivating waterfront lifestyles in Annapolis.

2127 Beach Village Ct Unit #202, Annapolis
$750,000
3 Beds ⋅ 4 Baths ⋅ MDAA2146714 MLS
Enjoy the water access lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, seasonal filtered views of the water, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful screened porch / family room, to the covered deck, ivy covered brick walled patio, and sun room, there are many special areas to relax or entertain. The property backs up to the Lake Ogleton tidal wetlands, with all the associated wildlife! The large number of windows and double doors provide natural light and amazing flow flow throughout. The sunroom is a standout feature, showcasing hand-hewn beams, custom cabinetry, and a wall of New England-style windows that fill the space with natural light, and, of course, fresh air. Entertaining is a delight with the smooth flow between rooms. Custom lighting throughout the home highlights the crown moulding, built-in shelving, cabinetry, and workspaces. The spacious primary suite features an ensuite bath with a jetted tub, walk-in closet, and an additional shoe closet. A second jetted tub is located in the upper-level hall bath. Extensive landscaping surrounds the property, creating multiple inviting outdoor spaces. The rear yard slopes to the wetland, and is a blank slate, ready for a gardener. Major systems and appliances recently updated include the furnace (3 years), dishwasher, two air conditioning units( approximately 9 years), washer and dryer. Updated windows. Residents enjoy access to Annapolis Roads' exceptional amenities, including a boat ramp, private beach, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak/SUP storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Drop your boat in and visit the Annapolis Historic District by water; something very few neighborhoods offer. A unique opportunity to enjoy the waterfront lifestyle, charm, character, and community spirit that make Annapolis Roads such a special place to call home.

2644 Queen Anne Cir, Annapolis
$419,900
2 Beds ⋅ 2 Baths ⋅ MDAA2143744 MLS
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
$1,100,000
4 Beds ⋅ 5 Baths ⋅ MDAA2145756 MLS
Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

216 Bowen Ct, Annapolis
$335,000
3 Beds ⋅ 3 Baths ⋅ MDAA2145606 MLS
IGNORE DAYS ON MARKET BUYER FAILED TO PERFORM**FHA APPROVED!** This is **NOT a condominium**—it's a townhome with the convenience of condo-style exterior maintenance. The HOA takes care of **the roof, siding, gutters, shutters, pressure washing, and other exterior maintenance**, giving you more time to enjoy homeownership and less time worrying about upkeep. Can we say, BONUS?! Welcome to 10A Ironstone Court, one of the best values in Annapolis. Offering 3 bedrooms, 2.5 bathrooms, and a spacious, functional layout, this home presents an incredible opportunity to own in a highly desirable location while adding your own personal touches. The standout feature is the entire top-level primary suite, a private retreat complete with a cozy fireplace, soaking tub, separate shower, walk-in closet, and the convenience of bedroom-level laundry. The home has been priced with future updates in mind, giving the next owner the opportunity to refresh the paint and flooring to match their own style while building instant equity. With solid bones, generous living space, and an attractive price point, this is the perfect opportunity for buyers who recognize value. Enjoy community amenities including a **pool and clubhouse**, all while being just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, shopping, parks, and major commuter routes to Washington, DC and Baltimore. Finding a 3-bedroom townhome in Annapolis at this price point is becoming increasingly rare, especially one that is **FHA approved** and offers the peace of mind of comprehensive exterior maintenance through the HOA. Whether you're a first-time buyer, downsizing, or investing in your future, this home offers exceptional value and endless potential. Schedule your private showing today!

10 Ironstone Ct, Annapolis
$1,699,900
6 Beds ⋅ 5 Baths ⋅ MDAA2146930 MLS
**Price Improvement!** Now offered at **$1,699,900**. Take another look at 87 Shipwright Street. In addition to the significant price reduction, several important improvements have recently been completed. The roof has been inspected and minor repairs have been made. The kitchen floor has been repaired, eliminating the previous sag, and the crawlspace has been professionally remediated, creating a clean, dry space. This spacious home offers a flexible floor plan, generous living space, and convenient access to downtown Annapolis, the waterfront, shopping, dining, and commuter routes. With recent improvements already completed and a new price, this is an excellent opportunity to own this exceptional Annapolis home.

87 Shipwright St, Annapolis
$980,000
3 Beds ⋅ 2 Baths ⋅ MDAA2146010 MLS
Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY. SOLD STRICTLY AS IS.

54 Decatur Ave, Annapolis
$825,000
3 Beds ⋅ 3 Baths ⋅ MDAA2146800 MLS
Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the sunroom, powder room, laundry room, and part of the garage in more recent years. The 600 square foot light filled sunroom is the focal point of the house now, with wonderful built in bookshelves and entertainment center. The original family room has a wood burning fireplace, and makes a cozy den or office. Stainless appliances and table space in the kitchen with French doors leading to the stone patio out back. The living room and dining room have ample space for gatherings. In the bedroom wing of the house find the primary bedroom with an attached full bath and two more ample bedrooms share the hall full bath. Recent updates include; July 2026 both the second zone HVAC & the water heater were replacedi, 2020 - Fast Care Floor System installed in garage & driveway resurfaced, in 2023 a new roof, in 2025 new HVAC first zone, new well pump, updated electric to code, new stainless steel liner in fireplace , & new oil tank, and in 2026 - new faucets in kitchen and master bath ****** Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore

1047 Little Magothy Vw, Annapolis
$10,850,000
4 Beds ⋅ 7 Baths ⋅ MDAA2145202 MLS
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

3344 Harness Creek Rd, Annapolis
$365,000
2 Beds ⋅ 2 Baths ⋅ MDAA2146586 MLS
Welcome to 15 Copley Ct, ideally situated in one of Annapolis’s most convenient locations! Here you’ll enjoy easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall, keeping shopping, dining, and waterfront charm just minutes away. The HOA amenities make this neighborhood special, with TWO community pools and a pickleball court to keep you active and social close to home. Inside, brand-new carpet runs throughout the upper level and basement, and the major mechanicals are in great shape, including an HVAC system that’s only 2 years old. Don’t miss this chance to experience the best of Annapolis living with unbeatable convenience and community perks!

15 Copley Ct, Annapolis
$389,000
2 Beds ⋅ 2 Baths ⋅ MDAA2144518 MLS ⋅ Rivergate BLDG.
Sought after Rivergate loft condominium offering the perfect blend of modern updates and urban convenience. This stunning X-large two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring extending through the kitchen, dining, and living areas. The spacious loft overlooks the main living space and provides ideal flexibility for a private office, media room, or additional lounge area. Both expansive bedroom suites feature walk-in closets and adjoining full baths, including a beautifully remodeled primary bath retreat. Step outside to the oversized balcony—perfect for outdoor entertaining or quiet evenings. A/C 2020 and newer Thompson Creek Windows. Ideally situated minutes from Downtown Annapolis, the U.S. Naval Academy, major commuter routes including 50 and 97, dining, shopping, and waterfront destinations.

2003 Warners Ter N Unit #324, Annapolis
$539,000
3 Beds ⋅ 3 Baths ⋅ MDAA2146440 MLS
Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed for today’s lifestyle. The updated kitchen shines with white cabinetry, Corian countertops, stainless steel appliances, pantry storage, and a convenient breakfast bar with seating, all opening to a sunny morning room and family room ideal for everyday living and entertaining. A main-level office or flex space, along with a powder room, adds versatility and function. Upstairs, the spacious primary suite features a private bath, while two additional bedrooms share a well-appointed hall bath. Enjoy outdoor living with a welcoming front porch, private backyard, deck, and off-street driveway parking — all in a location that puts shopping, dining, Historic Annapolis, commuter routes, and waterfront attractions just moments away.

1529 Ritchie Ln, Annapolis
$619,000
2 Beds ⋅ 3 Baths ⋅ MDAA2145178 MLS
Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with interior access and additional parking out front, a rare and coveted amenity in the neighborhood. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

2002 Dakota Pl Unit #2A, Annapolis
$464,999
3 Beds ⋅ 2 Baths ⋅ MDAA2146484 MLS
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
$700,000
1 Beds ⋅ 1 Baths ⋅ MDAA2146176 MLS
OPEN Sunday, 12-3. === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay == two community sports courts - one by Chase Pond. Onsite Gourmet Cafe - the 'Beacon' overlooking a privately owned 200 slip Marina and just an oyster shell path stroll to the private 1600-foot sandy bayfront beach with a small craft storage area... The front entrance is secured 24/7/365 and the security team walks the premises daily... HOA and CONDO fees are very affordable compared to other areas. Direct entrance walkway already in place from car park for handicap adaptable--- can further level entrance steps to kitchen... Life's a Beach !!

2020 Quay Village Ct Unit #T1, Annapolis
$614,000
1 Beds ⋅ 2 Baths ⋅ MDAA2146146 MLS
Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, Blue Angels when in town, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar, two bay-view swimming pools and a private sandy beach, Scenic walking and biking trails, Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas, EV charging stations, ample parking, and 24-hour gated security. Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility. Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences. Seller will hold a private note.

7036 Harbour Village Ct Unit #T1, Annapolis
$6,500,000
7 Beds ⋅ 9 Baths ⋅ MDAA2145908 MLS
A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the distance, while Annapolis’ beloved summer sailboat races become part of your everyday scenery. A setting of this magnitude—offering serenity, privacy, and commanding water views—is simply irreplaceable. Encompassing more than 9,000 square feet, this grand residence was thoughtfully designed to maximize its extraordinary setting, with jaw-dropping water views greeting you the moment you step through the front door and drawing your eye through the soaring two-story family room straight to the Chesapeake beyond. The architectural footprint and flow are exceptional, creating the perfect canvas for a visionary buyer to elevate this estate into a world-class showpiece. The main level is anchored by an expansive waterfront primary retreat, a sanctuary unto itself featuring dual walk-in closets, a spa-inspired bath with a jetted soaking tub, oversized skylit shower, separate vanities, a bidet, and a private spiral staircase leading directly to the lower-level fitness and hot tub retreat. Two additional generously sized en suite bedrooms with walk-in closets are also conveniently located on the main level, along with a richly appointed study/library, elegant formal dining room, spacious kitchen with island and breakfast area, plus an additional family gathering space designed for effortless everyday living and entertaining. Upstairs, two exceptional en suite bedrooms each offer walk-in closets, fireplaces, private waterfront balconies, and spectacular elevated views that feel suspended above the Bay. The walkout lower level is equally impressive, designed for entertaining and multigenerational flexibility, featuring expansive recreation spaces opening directly to the waterfront patio, plus a fully self-contained in-law or au pair apartment complete with its own kitchen, family room, full bath, separate entrance, and—of course—those same extraordinary views. What sets this offering even further apart is the remarkable future potential already in motion. With public sewer and an extraordinary 7.5-acre footprint, the possibilities are nearly limitless. Seller-approved county plans—transferable to the next owner—dramatically accelerate the vision, including plans for shoreline improvements, tree clearing to further expand views, bank reshaping, revetment enhancements, a new tram and stair access to the pier, a widened driveway with a new entrance feature, a detached guest house with its own private entrance from Lyons Dr, a pickleball court, a gazebo, and additional grounds enhancements. This is more than a home—it is one of Annapolis’ most extraordinary legacy properties, offering a once-in-a-generation opportunity to create an unparalleled waterfront masterpiece.

2562 Carrollton Rd, Annapolis
$3,849,000
6 Beds ⋅ 5 Baths ⋅ MDAA2142212 MLS
A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest.

16 Maryland Ave, Annapolis
$685,000
2 Beds ⋅ 2 Baths ⋅ MDAA2145798 MLS
This is the perfect pied-à-terre and an excellent investment property with its extremely successful long-term rental history! Lots of recent updates, including New HVAC -2025 and new metal roof- 2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus: Plantation shutters throughout this charming home! Wondering about parking? Pinkney Street residents can pull directly in front of their homes to load or unload their cars. Residential street parking (for a nominal annual fee) allows 24/7 parking and new regulations have eased and increased parking for Downtown Residents. Ask about garage parking options! 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer!

34 Pinkney St, Annapolis
$790,000
2 Beds ⋅ 2 Baths ⋅ MDAA2144296 MLS
Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of convenience, and coastal living. Freshly painted throughout, this meticulously maintained two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and a new A/C heat pump—making it move in ready. A generous deep lot offers excellent potential for future rear additions and expanded living space providing the opportunity to truly make this home your own. Whether you're looking for a full-time residence or the perfect weekend getaway, this Eastport gem has it all. Ideally located near the waterfront, you’ll enjoy easy walking access to marinas, top-rated restaurants, pubs, swim clubs, sailing clubs, and boutique shopping. Don't miss this turnkey offering in a prime location.

422 First St, Annapolis