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957 Breakwater Dr, Annapolis
$350,000
2 Beds ⋅ 3 Baths
Experience effortless coastal living at 957 Breakwater Dr. This impeccably maintained townhouse in Mariners Landing balances comfort and convenience. The bright main level flows into a dedicated dining area, perfect for hosting. The fully equipped kitchen boasts generous cabinetry for easy meal prep. A sliding glass door opens to an unfenced backyard, a pristine blank canvas ready for your custom patio or garden design. A powder room and deep storage closet complete the first floor. Upstairs, discover a rare layout featuring TWO primary suites. Both generous bedrooms act as private retreats with plush carpeting, ceiling fans, and en-suite full bathrooms. Upper-level laundry streamlines your routine. Enjoy the community pool, clubhouse, and HOA-provided lawn care. Perfectly positioned near downtown Annapolis, the USNA, and marinas.

957 Breakwater Dr, Annapolis

Listing courtesy of Compass. Contact:

2900 Shipmaster Way Unit 108, Annapolis
$355,000
2 Beds ⋅ 2 Baths
Welcome to 2900 Shipmaster Way, a lovely waterfront condominium in the desirable Clipper Cay section of Heritage Harbour! This inviting first-floor, 2-bedroom, 2-full-bath home offers comfortable one-level living with beautiful river views and a private patio, perfect for relaxing and enjoying the peaceful waterfront setting. The beautifully updated kitchen features crisp white cabinetry, granite countertops, a stylish tile backsplash, stainless steel appliances, and ceramic tile flooring. The bright, comfortable layout offers inviting living spaces, while the convenience of first-floor access and one assigned parking space adds to the home's appeal. Located just a short distance from the community Lodge, residents of this active 55+ community enjoy outstanding amenities, including indoor and outdoor swimming pools, a fitness center, tennis and pickleball courts, walking paths, and numerous clubs and social activities. Conveniently located near historic Downtown Annapolis, shopping, dining, and major commuter routes, this charming waterfront condo offers a wonderful combination of comfort, convenience, and low-maintenance living!

2900 Shipmaster Way Unit 108, Annapolis

Listing courtesy of RE/MAX Allegiance. Contact:

no property photo
$234,900
2 Beds ⋅ 2 Baths
Welcome to a home with room for your vision and a lifestyle to enjoy! Located in Fairwinds of Annapolis, this inviting two-bedroom, two-bath condominium offers approximately 956 square feet of comfortable, single-level living, ready for your personal touches. The spacious living and dining areas flow together beautifully, providing a welcoming setting for gathering with friends or enjoying a quiet evening at home. The generous primary suite offers ample closet space, a dressing area, and room for a cozy sitting nook—your own personal retreat. The eat-in kitchen features a new stove (2025), along with a refrigerator, dishwasher, and disposal. An updated HVAC system (2024) adds comfort, while an in-unit stacked washer and dryer brings everyday convenience. Step onto your private balcony to savor your morning coffee or unwind at the end of the day. Enjoy community amenities that include an outdoor swimming pool, tennis courts, a playground, and landscaped common grounds. The association fee covers gas for heating and cooking, water, sewer, lawn maintenance, and snow removal, making it easier to spend time doing what you love. Parking is available in the community lot. Nearby shopping, supermarkets, restaurants, and Quiet Waters Park put everyday essentials and recreation within easy reach. Explore historic downtown Annapolis and the U.S. Naval Academy, with convenient access to major commuter routes, Fort Meade, and the Eastern Shore. With some TLC and creative updates, this condo can become a place that feels distinctly yours. Whether you’re looking to be a first time homeowner, simplify your space or explore an investment opportunity, bring your ideas and discover the possibilities. Sold AS IS.

204 Victor Pkwy Unit H, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

1355 Tydings Rd, Annapolis
$410,000
3 Beds ⋅ 3 Baths
Bring your vision to Podickery Point. Tucked away off the beaten path near the mouth of the Magothy River, 1355 Tydings Road offers a private Annapolis on the Broadneck Pennisula setting with park land across the street, Sandy Point Park down the street, and water access available through membership in the Safe Harbour Podickery Point Swim and Marina. Spend summer days on the water and catch the Gibson Island fireworks on the Fourth. This single-level home needs renovation and TLC, and offers real potential in return: three bedrooms, two full baths, a half bath, and laundry, all on the main level with hardword floors. An unfinished basement adds storage and room to grow. Outside, a concrete patio is ready for seating and entertaining, while a detached garage and driveway provide parking and extra storage. Oil heat, heat pump A/C, electric water heater, and private well and septic. Sold AS IS. Bring your contractor and your imagination. Life on the Magothy starts here.

1355 Tydings Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

911 Blue Ridge Dr, Annapolis
$525,000
4 Beds ⋅ 2 Baths
Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer just a short walk to Broadneck High School. At .53 acres, this private, tree-lined lot is far larger than most in the neighborhood, offering space and privacy that are hard to find. The heart of the home is the kitchen, featuring refreshed oak cabinetry, brand-new quartz countertops, new hardware, and like-new stainless steel refrigerator, range, and dishwasher (2025). Just beyond, the light-filled living room offers a cozy fireplace and newer carpet (2024), while three upstairs bedrooms and two full baths include a spacious primary suite. The hall bath offers a clean, modern look with new flooring. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room. Major systems are already handled, with a new roof (2024), new water heater (2025), whole-home water filtration/Reverse Osmosis system (2025), well tank (2024), well pump (2025), and well certification (2026), giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard, with plenty of room to entertain, garden, or let kids and pets roam, and a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you’ll enjoy access to the community’s sought-after amenities, including beaches, boat ramps, a pier, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. With its oversized lot, generous living space, extensive recent updates, and convenient Cape St. Claire location, 911 Blue Ridge Drive offers the space and flexibility buyers are looking for, both inside and out. Move-in ready and close to schools, community amenities, Annapolis, and major commuter routes, this is a home that is ready to be enjoyed for years to come.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

1660 Secretariat Dr, Annapolis
$399,900
4 Beds ⋅ 2 Baths
Welcome to Revell Downs! This charming 4 bed, 1.5 bath duplex home has so much to offer! The upper level features 3 bedrooms, full bath, living room/ dining room with skylights that bring in so much natural light, and an updated kitchen with granite countertops, maple cabinets, and marble tile floor. The lower level offers a huge family room with a fireplace, a door leading to the backyard, a half bath, a 4th bedroom, and a large storage/ laundry room with the potential of making another room. The spacious backyard is fully fenced in with a privacy fence, 3 sheds (one with electricity), a patio and deck. 2 car driveway in the front next to a beautifully landscaped front yard. The community has tree lined sidewalks for those lovely evening walks; tot-lot is just a couple blocks down. Located in the desirable Broadneck High School District. Sandy Point State Park and the Chesapeake Bay Bridge is less than 5 minutes away, perfect for spending the day at the beach, or boating/ fishing... Revell Downs is a small community located right off of Route 50 and only minutes to downtown Annapolis, Cape Saint Claire, shopping centers, restaurants and more. Last exit before the Bay Bridge where you can find everything the Eastern Shore has to offer. Fantastic neighborhood location, walking distance from Bay Head Park and just around the corner from Sandy Point Beach. Schedule your showing today!

1660 Secretariat Dr, Annapolis

Listing courtesy of The KW Collective. Contact:

982 Mount Holly Dr, Annapolis
$675,000
4 Beds ⋅ 4 Baths
Nestled in the charming Cape St. Claire community, this delightful Colonial home offers a perfect blend of comfort and modern living. With 4 spacious bedrooms and 3.5 bathrooms, provides ample space for relaxation and entertaining. Step inside to discover a warm and inviting interior featuring beautiful hardwood flooring on main level. The heart of the home is the well-appointed kitchen, complete with stainless steel appliances, an eat-in area, and plenty of table space for casual dining. The formal dining room with wood burning fireplace, sets the stage for more elegant gatherings or space could easily be converted to another gathering space. Enjoy the luxury of a private bath ensuite in primary bedroom and take advantage of the walk-in closet for all your storage needs. Natural light floods the home through two bay and double-hung windows, enhancing the inviting atmosphere. Recessed lighting and wainscotting add a touch of sophistication. Lower level with family room and full bath offers an egress window access, The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and thoughtful bump-outs that add character. The corner lot, spanning 0.26 acres, offers a level yard perfect for outdoor activities and gardening. An expansive deck off the kitchen with custom roll out awning is perfect for grilling, dining or simply relaxing. Enjoy serene views of the fenced rear yard and take advantage of the community's water access to the beautiful Magothy River, ideal for kayaking, swimming and fishing enthusiasts. Cape St. Claire is not just a neighborhood; it's a vibrant community with a wealth of amenities. Residents can enjoy access to a ball fields, basketball courts, and picnic areas. Kayak, paddle board or take a quick swim in the water accessed areas. The local beach and playgrounds provide endless opportunities for outdoor fun. Community pool available with membership at additional cost, With well-maintained common areas and a strong sense of community, this area is perfect for those seeking an active lifestyle. Public services are readily available, making daily life convenient and enjoyable. Local shopping nearby include grocery, coffee shop, hardware, restaurants as well as other shops & businesses, This home is more than just a property; it's a place where memories are made. Experience the warmth and charm of Cape St. Claire living, where comfort meets convenience.

982 Mount Holly Dr, Annapolis

Listing courtesy of Synergy Realty. Contact:

1085 Carriage Hill Ct, Annapolis
$700,000
3 Beds ⋅ 3 Baths
An incredible, rare opportunity in a peaceful and sought-after Annapolis community! Tucked away on a quiet cul-de-sac and set on a lush 0.76-acre lot, 1085 Carriage Hill Court is a charming English Cotswold cottage reproduction offering endless potential for investors, renovators, or buyers looking to build sweat equity. Sold entirely AS-IS, this home is ready for a complete refresh or total transformation. The existing layout boasts strong architectural bones, including a family room with vaulted ceilings and a stacked stone fireplace, a primary suite with a sitting area/loft, and a bonus room over the garage. Outside, the sprawling, peaceful lot backs to trees, offering a private refuge ready for your personal touch. Residents enjoy fantastic neighborhood amenities including basketball courts, tennis and pickleball courts, a playground, and open green space. All of this is ideally located just minutes from historic downtown Annapolis, local dining, shopping, and major commuter routes (I-97 & Route 50). Bring your vision, and capitalize on a premier Annapolis location!

1085 Carriage Hill Ct, Annapolis

Listing courtesy of Compass. Contact:

203 Victor Pkwy Unit L, Annapolis
$255,000
2 Beds ⋅ 2 Baths
Nestled within the serene enclave of Fairwinds of Annapolis, this exquisite penthouse unit offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With 949 square feet of thoughtfully designed living space, this two-bedroom, two-bathroom residence is a sanctuary of tranquility and sophistication. As you step inside, you are greeted by an inviting atmosphere that exudes warmth and elegance. The classic Colonial architectural style, complemented by rich brick construction, creates a timeless appeal that resonates throughout the home. Natural light floods the open living areas, enhancing the spaciousness and inviting you to unwind in style. The heart of this home is its well-appointed kitchen, designed for both functionality and aesthetics. Each bedroom offers a peaceful retreat, with ample closet space and easy access to beautifully designed bathrooms that provide a spa-like experience. Step outside to discover the community's exceptional amenities, including a sparkling indoor pool, perfect for year-round relaxation and recreation. Enjoy leisurely afternoons at the picnic area or engage in friendly competition on the pickleball courts. For those who appreciate an active lifestyle, the jogging and walking paths weave through the community, inviting you to explore the picturesque surroundings. The Fairwinds Condo community is not just a place to live; it's a lifestyle. With an association that takes care of all ground fees, common area maintenance, gas, water, trash, and snow removal, you can spend more time enjoying the finer things in life. The convenience of in-unit washer and dryer hookups adds to the ease of living, making everyday tasks a breeze. Parking is hassle-free with dedicated spaces available, ensuring that your arrival home is always smooth and welcoming. This penthouse unit is more than just a residence; it's an opportunity to embrace a lifestyle of luxury, comfort, and community. Experience the charm of Fairwinds of Annapolis, where every detail has been curated for your enjoyment. This is not just a home; it's a place where memories are made, and life is lived to the fullest. Don't miss your chance to claim this exceptional property as your own.

203 Victor Pkwy Unit L, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1178 Glenwood Dl, Annapolis
$530,000
3 Beds ⋅ 2 Baths
YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact:

329 Charred Oak Ct, Annapolis
$370,000
3 Beds ⋅ 2 Baths
Welcome to this freshly painted 3-bedroom, 1.5-bath townhouse in Annapolis’s sought-after Whispering Woods community, located in the Blue Ribbon Broadneck school district. The updated kitchen features generous cabinetry, and new GE Café appliances, including an induction stove and dishwasher. LVT flooring flows throughout, and new carpet on the stairs, a new water heater, and new gutters add comfort and peace of mind. A screened-in sunroom and adjoining deck create inviting spaces to relax or entertain while enjoying views of the fenced backyard. The outdoor space also includes a concrete patio and storage shed. Residents can enjoy two separate children’s play areas within the community. Everyday conveniences and local destinations are close by. Broadneck Park and its dog park are about five minutes away, as is Bay Hills Shopping Center, with dining and grocery options. Annapolis Town Center and Annapolis Mall are about 10 minutes away, while Downtown Annapolis, the Naval Academy, and the stadium are roughly 15 minutes away. Marinas and yacht clubs are nearby, and the Bay Bridge is about 10 minutes away. Enjoy comfortable indoor-outdoor living with shopping, dining, recreation, and the Chesapeake Bay all within easy reach. *** Some photos are virtually staged.***

329 Charred Oak Ct, Annapolis

Listing courtesy of Redfin Corp. Contact:

316 Chester Ave, Annapolis
$450,000
2 Beds ⋅ 2 Baths
SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and online through the Ashland Auction Group bidding platform. List price is the suggested opening bid. A 10% buyer’s premium will be added to the high bid. On-site bidders must bring a $10,000 cashier’s check. Online bidders must register and complete the required credit card authorization. Pre-auction offers may be accepted. Built in 1920, this detached Eastport home offers 2 bedrooms and 2 full bathrooms. Inside, the home features a living room, dining room, hardwood floors, and an interior staircase. The outdoor space includes a patio and rear yard on approximately 0.07 acres. Butler’s Marina is nearby on Chester Avenue, and the Annapolis Maritime Museum’s waterfront campus is on Second Street. Eastport’s restaurants and marinas are nearby, with downtown Annapolis and City Dock across the Spa Creek Bridge. The property needs updates and is sold as-is.

316 Chester Ave, Annapolis

Listing courtesy of Ashland Auction Group LLC. Contact:

1136 Tyler Ave, Annapolis
$315,000
2 Beds ⋅ 2 Baths
Own your own land in the Eastport area with no condo fee, no HOA, and no pet restrictions. This single-level, two-bedroom, two-full-bath home has a new roof, central air, and a private patio and backyard just outside the sliding glass doors of the primary bedroom. The kitchen is bright from two sides plus a skylight, with a pass-through and eat-in counter for coffee or casual meals. Wood floors, ceiling fans, and a main-floor laundry make daily life easy, and an off-street parking pad and a shed for bikes, tools, and seasonal gear add storage and convenience. At 800 square feet, it’s a manageable, low-upkeep step from a condo or rental into homeownership, about 10 minutes from downtown Annapolis. Photos have been virtually staged.

1136 Tyler Ave, Annapolis

Listing courtesy of Engel & Volkers Washington, DC. Contact:

10 Amberstone Ct Unit G, Annapolis
$305,000
2 Beds ⋅ 2 Baths
Discover this charming 2-bedroom, 2-bathroom unit located in the desirable Annapolis Overlook community. Built in 1995, this well-maintained garden-style apartment offers a spacious 1,202 square feet of living space, perfect for those seeking comfort and convenience in a suburban setting. Step inside to find a thoughtfully designed interior featuring a combination dining and living area that creates an inviting atmosphere for both relaxation and entertaining. The gourmet kitchen is equipped with modern appliances, including a refrigerator, electric oven/range, microwave, dishwasher, and a washer and dryer for added convenience. The breakfast area is perfect for casual dining, while the family room off the kitchen provides a cozy space for gatherings. The primary suite includes an en-suite bathroom with a tub shower, ensuring privacy and comfort. An additional bedroom and full bathroom provide ample space for guests or a home office. Enjoy the ease of carpet, and ceramic tile flooring throughout, enhancing both style and functionality. This unit also features a deck, ideal for outdoor relaxation or entertaining. The community amenities include well-maintained common grounds and an inviting outdoor swimming pool, perfect for enjoying warm summer days. Parking is hassle-free with an assigned space in the parking lot, ensuring you always have a convenient spot. The association fee covers common area maintenance, exterior building maintenance, insurance, management, and trash removal, providing peace of mind and ease of living. Located in a suburban area, this property offers a tranquil lifestyle while still being close to local amenities, shopping, and dining options. Whether you're looking for a starter home, a downsizing option, or an investment opportunity, this unit in Annapolis Overlook is a fantastic choice. Don't miss the chance to make this lovely apartment your new home!

10 Amberstone Ct Unit G, Annapolis

Listing courtesy of Compass. Contact:

76 Old Mill Bottom Rd N Unit 201, Annapolis
$699,000
2 Beds ⋅ 2 Baths
Step into a life of refined upscale living in this stunning, corner residence, where sophisticated design meets the tranquil beauty of a wooded backdrop. One of the few units at the Element with a Designer Kitchen. Perfectly positioned with a rear balcony to offer both privacy and panoramic views of the surrounding greenery, this home provides a serene sanctuary. Every detail has been curated for an upscale lifestyle, from the sprawling, light-filled layout to the ease of included garage parking. Situated within a premier community for those 55 and better, this is more than just a home—it’s an invitation to an elevated way of living. Enjoy the very best of the Chesapeake region with an enviable location just moments from the vibrant energy of downtown Annapolis. Whether you’re indulging in waterfront dining, exploring Main Street boutiques, or heading toward the Bay Bridge or DC for a weekend getaway, everything you desire is within reach. Your next chapter deserves a setting this spectacular. Welcome home to unrivaled luxury and timeless style.

76 Old Mill Bottom Rd N Unit 201, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

7036 Harbour Village Ct Unit T1, Annapolis
$594,000
1 Beds ⋅ 2 Baths
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

Listing courtesy of LPT Realty, LLC. Contact:

2516 Painter Ct, Annapolis
$420,000
2 Beds ⋅ 2 Baths
Welcome to 2516 Painer Court! This 2 bedroom, 2 bath home offers an affordable opportunity to become a part of a thriving, 55+ community in an amazing location with tons of amenities! This garage townhome sparkles! The small, manageable front garden borders a charming, extended front porch where you can fit a table and chairs or a couple of comfortable loungers to relax in. Step into the large, open living/dining area with high ceilings, fresh paint and low maintenance, durable LVP flooring. If you enjoy cooking or baking the large, bright kitchen gives you generous cabinet space and attractive, granite countertops. The island dividing the kitchen and dining room will be well appreciated when hosting family and friends for meals, game nights and holidays. The dining room can accommodate a 6 - 8 person table which you may find becomes your favorite spot in the house for morning coffee, checking emails, paying bills or putting puzzles together! Both bathrooms have been updated and are clean & neutral. The primary bedroom suite can comfortably accommodate a king-sized bed and multiple, large dressers & has 2 double closets in addition. An en-suite bathroom with a glass & tile, walk-in shower makes clean up a safe, easy task. The second bedroom can be used as a guest room, office or den and has a huge closet with attractive, cherry wood, custom built-ins for seasonal clothing, holiday decorations or hobby equipment. Enjoy the mature trees and landscaping throughout the community when taking long walks or popping over to visit a friend. Sidewalks & streetlights enhance your early morning or evening strolls. The community Lodge offers an array of amenities, including indoor and outdoor pools, a fitness center, a woodworking shop, a library and multiple gathering areas, game rooms and a large auditorium which is well used throughout the year for dinners, concerts, dances and plays. Out back you'll find a picnic area with grills, horseshoes and bocce ball. There is private access to the South River for canoeing and kayaking and boat slips along the community pier available to rent. Multiple, lighted tennis and pickleball courts and a 9 hole golf course will have you active every day. Residents benefit from well-maintained common areas and a convenient bus service to nearby shopping plus regular group trips to area attractions. Embrace a lifestyle of leisure and connection in this delightful, senior community! This is what you've always wanted life to be!

2516 Painter Ct, Annapolis

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

1134 Lake Heron Dr Unit 3A, Annapolis
$395,000
2 Beds ⋅ 2 Baths
BREATHTAKING PENTHOUSE LIVING | VAULTED CEILINGS | TWO PRIVATE BALCONIES Discover distinctive penthouse living in this light-filled residence, where soaring vaulted ceilings, skylights, and a dramatic wood-burning fireplace framed by floor-to-ceiling stonework create an inviting blend of architectural character and warmth. The open-concept living spaces feature engineered hardwood flooring throughout, recessed lighting, and abundant natural light. Two private balconies provide peaceful outdoor retreats, including one off the primary suite overlooking the surrounding woods. The open kitchen combines style and functionality with Century cabinetry, quartz countertops, stainless-steel appliances, and a convenient breakfast bar. A hallway pantry closet offers additional storage, while the seamless flow between the kitchen and living areas makes everyday living and entertaining effortless. A versatile loft adds valuable flexible living space, featuring carpeting, two skylights, a window, and a walk-in closet. Perfect for a guest retreat, home office, reading lounge, or additional sleeping area, this adaptable space enhances the residence’s appeal. The primary bedroom offers a tranquil retreat with a ceiling fan, recessed lighting, three closets, and distinctive wood paneling accenting the bed wall. The en-suite bath features a spacious double vanity with quartz countertops and Century cabinetry, along with a walk-in shower complete with a built-in bench and recessed niche. The second bedroom features plush carpeting and large windows, while the second full bath offers a tub, quartz countertops, Century cabinetry, a medicine cabinet, Moen faucets, and a stylish barn door. An in-unit Maytag front-loading washer and dryer add everyday convenience. Residents enjoy an appealing collection of community amenities, including an outdoor swimming pool, fitness center, grilling areas, and canoe and kayak access to Chase Pond. Ample parking and a peaceful, low-traffic setting further enhance the lifestyle, with convenient access to marinas, supermarkets, schools, and everyday essentials. Located just 3.8 miles from Downtown Annapolis, approximately 33.6 miles from Washington, D.C., and 34.1 miles from Baltimore, this distinctive penthouse combines architectural charm, natural light, private outdoor living, and community amenities in a convenient location. Embrace a move-in-ready, lock-and-leave lifestyle with the space, comfort, and character to make this penthouse your own.

1134 Lake Heron Dr Unit 3A, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1304 Dreams Landing Way, Annapolis
$590,999
2 Beds ⋅ 2 Baths
Enjoy easy waterfront living in this cozy end-of-row townhouse in a charming neighborhood along the Severn River, just outside downtown Annapolis! This 2 bedroom, 2 bath home offers beautiful water views from most rooms, updated bathrooms, and newer appliances. A unique feature is the converted original main-level half bath into a full bath, making this home a little different from the others! Take in the community’s waterfront pool, party room, pier, and boat slips. No outside maintenance means more time to relax and enjoy the surroundings. There’s also the convenience of laundry on the upper level, with an industrial size laundry facility available for residents. A great opportunity to enjoy the Annapolis waterfront lifestyle without all the upkeep!

1304 Dreams Landing Way, Annapolis

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

711 Melrose St, Annapolis
$459,900
2 Beds ⋅ 1 Baths
Opportunity awaits at 711 Melrose Street, directly across from Navy-Marine Corps Memorial Stadium in one of Annapolis’s most sought-after locations. This original home is ready for a full renovation, making it an ideal project for investors, builders, or buyers looking to create something truly their own. The current layout offers 2 bedrooms, 1 full bath, and a partially finished basement with room to expand living space. Outside, enjoy a generous backyard with a storage shed, plus a newly installed driveway with parking for 2+ cars, a rare convenience in this area. Just minutes from the U.S. Naval Academy, downtown Annapolis, and the waterfront, this location offers lasting value in the heart of Anne Arundel County. Bring your vision and make the most of this exceptional setting. Property is being sold strictly as-is.

711 Melrose St, Annapolis

Listing courtesy of Next Step Realty. Contact:

1965 Marconi Cir, Annapolis
$449,000
2 Beds ⋅ 2 Baths
**Nestled within the serene enclave of Heritage Harbour, this beautiful 2 Bedroom, 2 full bath Villa-style townhouse offers an unparalleled lifestyle tailored for those seeking comfort and luxury in a vibrant senior community. **Come inside to discover a thoughtfully designed open floor plan that seamlessly connects the living and dining areas, creating an ideal space for entertaining or enjoying quiet evenings at home. **One of the entry-level bedrooms has a private bath/shower while the 2nd bedroom can be used for guest/office/den or flex space. Both rooms have ample size closets! The 2nd bedroom exits to the backyard, which is perfect for entertaining/gardening. **The upgraded kitchen boasts stainless steel appliances, including a built-in microwave and dishwasher, complemented by updated countertops and a spacious pantry. **The eat-in kitchen is perfect for casual dining. **The interior features a harmonious mix of ceramic tile, carpeting, and laminate plank flooring, ensuring both style and comfort throughout. **Natural light floods the space, enhanced by tasteful window treatments that add a layer of privacy and warmth. **Attic has ample storage with pulldown stair access. **Newer ROOF & Heating/AC! Outside, the property is adorned with beautifully landscaped grounds, featuring a charming front yard and a rear patio that invites you to enjoy the fresh air/relaxation in privacy! **The community amenities are truly exceptional, including access to both indoor and outdoor heated pools, tennis courts, and a state-of-the-art fitness center. **For those who appreciate the outdoors, the community offers bike trails, nature paths, and even golf club membership opportunities. Water enthusiasts will delight in the proximity to the South River, where you can indulge in activities such as kayaking, boating, and swimming. The community dock, with multiple slips available on a first-come, first-served basis, enhances your waterfront lifestyle, allowing for easy access to your favorite watercraft. With an attached garage and additional driveway parking, convenience is at your fingertips. **The association fee covers a range of services, including lawn care, snow removal, and maintenance of common areas, allowing you to focus on enjoying life to the fullest. **This home is not just a residence; it's a gateway to a vibrant community filled with opportunities for social engagement and relaxation. **Experience the luxury of living in Heritage Harbour, where every day feels like a retreat. **Notice the Virtual Tour!

1965 Marconi Cir, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

78 Old Mill Bottom Rd N Unit 211, Annapolis
$679,000
2 Beds ⋅ 2 Baths
MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout. The well-designed floor plan features two spacious bedrooms, two full bathrooms, and a private study—offering the perfect balance of comfort, style, and functionality. The gourmet kitchen is a true centerpiece, featuring high-end appliances, premium cabinetry, and sophisticated finishes, ideal for both everyday living and entertaining. The residence has been professionally decorated and freshly painted, with brand-new designer lighting installed throughout, creating a cohesive and elevated aesthetic. Custom closet organizers add both style and practicality. What truly sets this home apart—and makes it one of the most valuable opportunities in the community—is the rare combination of THREE premium features that are nearly impossible to find together: a private storage unit, a reserved garage parking space, and an additional dedicated parking space with a pre-installed EV charger. These highly sought-after upgrades are extremely limited and represent an estimated value of $47,000+, offering both convenience and long-term investment appeal. Residents enjoy access to an impressive collection of resort-style amenities within this highly sought-after community, including pickleball courts, scenic walking trails, a golf simulator, a dedicated dog park, and expansive indoor and outdoor gathering spaces with grilling areas—perfect for entertaining, relaxing, and connecting with neighbors. Move-in ready and impeccably maintained, this luxury residence presents a rare opportunity to own a former model home with unmatched parking and storage advantages, while enjoying modern design, exceptional amenities, and a vibrant lifestyle in one of the area’s most desirable communities.

78 Old Mill Bottom Rd N Unit 211, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

976 Mount Holly Dr, Annapolis
$550,000
4 Beds ⋅ 3 Baths
Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

976 Mount Holly Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1501 Broadneck Pl Unit 303, Annapolis
$385,000
2 Beds ⋅ 2 Baths
Enjoy effortless one-level living in the highly desirable Four Seasons at St. Margaret’s, a vibrant 55+ active adult community in Annapolis! Located in a secure building with convenient elevator access, this beautifully maintained 2-bedroom, 2-bath condominium offers the perfect combination of comfort, convenience, and an exceptional community lifestyle. The inviting open floor plan features LVP flooring, ideal for everyday living and entertaining. The gourmet kitchen offers crisp white cabinetry, Corian countertops, and new stainless appliances, including (10/2026) dishwasher, stove, and microwave. The spacious, freshly painted primary suite provides a relaxing retreat with a generous walk-in closet and an en-suite bath featuring double vanities, a separate soaking tub, and a walk-in shower. Additional highlights include a newer HVAC system (2021) and hot water heater (2023). Enjoy exceptional community amenities, including a beautifully appointed clubhouse featuring a fitness center, library, billiards room, game room, and spacious lounge and entertaining area with a kitchen. Step outside to the inviting deck with a gas grill overlooking the community pool, perfect for relaxing and socializing. Conveniently located close to everything Annapolis has to offer, including historic downtown Annapolis, the U.S. Naval Academy, shopping, dining, and entertainment, with easy access to Routes 50 and 97 for commuting to Baltimore, Washington, D.C., and beyond.

1501 Broadneck Pl Unit 303, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

2638 Greenbriar Ln, Annapolis
$550,000
4 Beds ⋅ 2 Baths
DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

2638 Greenbriar Ln, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

721 Fairway Dr, Annapolis
$250,000
3 Beds ⋅ 3 Baths
Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thursday, November 12, 11:00 AM–1:00 PM; Sunday, November 22, 10:00 AM–12:00 PM EST. Register at Prime Auction Solutions. Review complete auction terms, documents, buyer's premium, deposit requirements, and property documents before bidding. The final price to be set at auction. Excellent investor and investment opportunity. Register and bid your price at Prime Auction Solutions. Contact the agent for more specific information. Watch video.

721 Fairway Dr, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

209 Victor Pkwy Unit 209B, Annapolis
$239,900
2 Beds ⋅ 2 Baths
Discover the charm of this inviting 2-bedroom, 2-bathroom condo in the desirable Fairwinds of Annapolis community. This well-maintained unit features a cozy galley kitchen equipped with stainless steel appliances, including a built-in microwave and gas range, perfect for culinary enthusiasts. Enjoy the convenience of an entry-level bedroom, making this space both functional and welcoming. Step outside to enjoy community amenities such as a refreshing outdoor pool, tennis courts, and a dog park, ideal for leisure and recreation. The association fee covers essential services like gas, water, and lawn maintenance, ensuring a hassle-free lifestyle. Located near excellent schools and lush parks, this neighborhood fosters a sense of community and connection. With easy access to public services and local shops, you'll find everything you need just moments away.

209 Victor Pkwy Unit 209B, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

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