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1349 Yorktown Rd, Annapolis
$1,499,000
16 Beds ⋅ 6 Baths
This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas, providing flexibility for resident comfort, programming, or private quarters. A full kitchen serves the home, complemented by two additional kitchenettes for added convenience and efficiency. Designed with accessibility and safety as top priorities, the entire home is ADA compliant and equipped with two separate ramp entrances for easy access. Safety features include illuminated exit signage, a fire sprinkler system throughout, and pre-wiring for security cameras to ensure peace of mind. This turnkey, code-compliant property is ideal for operators seeking a move-in-ready assisted living home built to meet today’s safety, accessibility, and comfort standards. Conveniently located minutes from Sandy Point State Park. Additionally the home is close by Luminis Anne Arundel Hospital.

1349 Yorktown Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

2820 Pennypond Ln N, Annapolis
$625,000
3 Beds ⋅ 4 Baths
Welcome to 2820 Pennypond Lane, an end-of-row townhome ideally positioned within the sought-after community of Riva Trace. Backing to a peaceful wooded setting, this special home offers a wonderful sense of privacy and tranquility while providing all the conveniences of a vibrant Annapolis community. With three levels of thoughtfully designed living space, this home has been freshly painted throughout and features brand-new flooring on all three levels, creating a fresh, inviting feel from the moment you step inside.The main level welcomes you with an open, light-filled layout enhanced by vaulted ceilings, recessed lighting, and a spacious living and dining area. A wood-burning fireplace creates a cozy focal point, perfect for relaxing on cooler evenings. The kitchen features updated cabinetry, stainless steel appliances, and skylights that bring in an abundance of natural light. Both the kitchen and living room offer direct access to the expansive rear deck, an ideal setting for morning coffee, outdoor dining, or entertaining while enjoying the peaceful wooded backdrop. Designed with convenience in mind, the main level also features a spacious primary suite with vaulted ceilings, large windows, a walk-in closet, and an ensuite bath complete with double vanity and walk-in shower. A convenient powder room completes this level. Upstairs, two additional generously sized bedrooms share a full bath, providing comfortable accommodations for family, guests, or a home office. The lower level offers even more versatile living space, complete with a wet bar and half bath, making it a wonderful spot for entertaining, relaxing, or creating a separate recreation area. Additionally, an unfinished area provides excellent storage and room for hobbies or workspace. An attached garage with an EV charger adds another layer of convenience to this thoughtfully appointed home. Riva Trace offers a lifestyle that blends outdoor recreation with everyday convenience. Residents enjoy access to a private pier perfect for kayaking and paddle boarding, along with tennis and basketball courts and scenic walking trails. Conveniently located just minutes from Annapolis Towne Centre, local restaurants, shopping, and major commuter routes including I-97 and Route 50, this location makes it easy to enjoy everything the area has to offer.

2820 Pennypond Ln N, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

46 Lafayette Ave, Annapolis
$965,000
4 Beds ⋅ 2 Baths
OPEN SUN 11-1pm! Welcome to 46 Lafayette Avenue, nestled in the heart of Murray Hill, one of Annapolis' most desirable and walkable neighborhoods! Perfectly situated in this charming historic community, this exceptional home is within walking distance to Lafayette Waterfront park, and a little more than a block from the vibrant shops and restaurants on West Street and all the excitement of Downtown Annapolis. Rich in character and thoughtfully updated, this beautiful home seamlessly blends historic charm with modern conveniences. Original pine floors welcome you inside, leading to a stunning gourmet Kitchen featuring a gorgeous marble center island, stainless appliances, and classic subway tile backsplash. The Kitchen flows effortlessly into the inviting dining and living spaces,, creating the perfect setting for everyday living and entertaining. Attention to detail is evident with custom plantation shutters, upgraded lighting, convenient main level laundry, and a charming covered front porch, ideal for relaxing and enhjoy the neighborhood atmosphere. Offering 3 finished levels this home features four BR's, a cozy sitting area, and a dedicated home office, providing wonderful flexibility for today's lifestyle. Step outside to your private backyard patio and garden, an inviting retreat perfect for gatherings. There is a full unfinished basement providing convenience and dry storage. Significant improvements since 2018 include updates to the roof, HVAC and exterior adding to this home's appeal. This is your opportunity to own in Murray Hill and enjoy the charm, character and walkable lifestyle of Annapolis.

46 Lafayette Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

203 Autumn Chase Dr, Annapolis
$799,000
4 Beds ⋅ 3 Baths
Ideally situated in the desirable, water-privileged community of Riva Trace, 203 Autumn Chase Drive offers an inviting blend of thoughtful updates, comfortable living, and an exceptional Annapolis location. Set on a desirable corner lot with a level yard, this four-bedroom, two-and-a-half-bath home has been extensively refreshed with all-new interior paint, flooring and carpeting, updated light fixtures throughout, newly added recessed lighting, new kitchen appliances, and new shutters. Additional improvements include a new washer and dryer, new hot water heater, a refreshed fireplace, and an impressive three-panel sliding glass door opening to the backyard, creating a seamless connection between indoor and outdoor living. The result is a fresh, modern feel with a welcoming atmosphere and move-in-ready appeal. The upper level features four bedrooms, including a spacious primary suite, along with the convenience of an upstairs laundry room. The main level offers comfortable gathering spaces and a powder room, while the finished lower level provides additional flexibility for recreation, entertaining, or working from home, with a rough-in for a future bath. A two-car garage adds convenience and additional storage. The basement photo has been virtually staged. Residents of Riva Trace enjoy an array of community amenities, including waterfront access along Gingerville Creek with a community pier and floating dock, tennis and pickleball courts, basketball, playground, picnic areas, walking trails, outdoor fitness stations, and kayak and canoe storage. Just minutes from historic downtown Annapolis, waterfront dining, boutique shopping, and everyday conveniences, the location offers easy access to major commuter routes, including Route 50 and I-97, providing convenient connections to Washington, D.C., Baltimore, and BWI Thurgood Marshall Airport. Offering the perfect balance of neighborhood charm, waterfront recreation, and regional accessibility, 203 Autumn Chase Drive is an exceptional opportunity to experience the best of the Annapolis lifestyle. Welcome Home!

203 Autumn Chase Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

1184 Green Holly Dr, Annapolis
$799,900
4 Beds ⋅ 4 Baths
Nestled in the charming community of Cape St. Claire, this stunning transitional-style home offers a perfect blend of comfort and modern living. Built in 2008, this detached residence boasts 3,252 square feet of thoughtfully designed space, featuring four spacious bedrooms and two and a half bathrooms. The kitchen is a delightful space with a breakfast area, perfect for casual meals, while the combination dining/living area is perfect for entertaining. Enjoy the luxury of a soaking tub and a walk-in shower in the master bath, along with ample storage provided by walk-in closets throughout the home. Beautiful wood floors add warmth and elegance, enhancing the overall ambiance. The fully finished basement offers additional living space, perfect for a home theater, playroom, or office, catering to your lifestyle needs. An upper-floor laundry room adds convenience to your daily routine, making chores a breeze. Outside, the property features a lovely deck and extensive patio, ideal for barbecues or quiet evenings under the stars. The exterior is adorned with tasteful lighting, enhancing the home's curb appeal. With an oversized side-entry garage and a driveway that accommodates 2+ vehicles, parking is never a concern. Cape St. Claire is not just a neighborhood; it's a community that embraces a vibrant lifestyle. Residents enjoy access to a private beach, where swimming, canoeing, and kayaking are just steps away. The nearby bay offers opportunities for boating, making it a haven for water enthusiasts. The neighborhood fosters a sense of belonging, with friendly neighbors and a welcoming atmosphere. Public services are readily available, ensuring convenience and peace of mind for all residents. This home is not just a place to live; it's a sanctuary where memories are made, and a community where you can truly thrive. Experience the best of Cape St. Claire living in this beautiful residence, where comfort meets convenience in a picturesque setting.

1184 Green Holly Dr, Annapolis

Listing courtesy of Samson Properties. 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:

322 Charred Oak Ct, Annapolis
$375,000
3 Beds ⋅ 2 Baths
Welcome to Whispering Woods! This inviting three-bedroom, one-and-a-half-bath end-unit townhome offers approximately 1,496 square feet of living space, a wood-burning fireplace, and one of the community's most distinctive features — the largest yard among the townhomes in the neighborhood. The fenced outdoor space provides plenty of room to relax, entertain, garden, or simply enjoy a little extra breathing room. Inside, you'll find a comfortable layout with a welcoming living area anchored by a wood-burning fireplace. The kitchen was updated in 2016, and additional improvements include a renovated bath, new deluxe washer and dryer, and a replacement dishwasher (2025), upstairs flooring (2024), and HVAC system (2022). The fireplace and chimney were also professionally re-parged and fitted with a new liner in 2021. The sliding glass door, front entry door, and storm door were replaced in 2019. Whispering Woods offers an established Arnold location with convenient access to downtown Annapolis, Route 50, and I-97, making commutes toward Baltimore, Washington, D.C., and NSA accessible. Located in the Broadneck school district, with Windsor Farm Elementary, Severn River Middle, and Broadneck High School serving the area, this home combines practical updates, a desirable end-unit setting, and a convenient location.

322 Charred Oak Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

156 Conduit St, Annapolis
$839,000
3 Beds ⋅ 2 Baths
Historic Annapolis Charm- Just two blocks from the water and right in the heart of Historic Annapolis, this beautifully maintained 1850 Colonial combines classic architectural character with thoughtful modern updates. Enjoy an exceptional downtown location just moments from Main Street, shops, restaurants, waterfront dining, and everything that makes Annapolis so special. Inside, hardwood floors, crown molding, built-in shelving, and two gas fireplaces reflect the home's historic character. The sellers have made wonderful improvements, including an updated kitchen with navy cabinetry, stainless steel appliances, and a casual eat-in area, as well as an updated full bathroom. Newly installed hardwood flooring on the upper levels complement the home's original floors, creating a seamless transition between old and new. Just off the kitchen, a private brick courtyard offers a lovely outdoor space for dining, entertaining, or relaxing. Upstairs, three bedrooms feature hardwood floors and floor-to-ceiling built-in closets, while the primary bedroom includes a lovely fireplace. Another wonderful feature for downtown living is the rear alley access, providing convenient access for bikes, paddleboards, and other outdoor gear. The home also backs directly to the new parking garage off Duke of Gloucester Street, making parking especially convenient. With its historic details, beautiful updates, private outdoor space, and walkable location just steps from the waterfront, this classic Annapolis home offers a wonderful opportunity to enjoy life in the heart of the city.

156 Conduit St, Annapolis

Listing courtesy of Coldwell Banker Realty. 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:

1928 Pendennis Dr, Annapolis
$985,000
5 Beds ⋅ 4 Baths
CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL COLONIAL IN THE SOUGHT AFTER COMMUNITY OF PENDENNIS MOUNT JUST OVER THE NAVAL ACADEMY BRIDGE. THIS HOUSE IS SITUATED IN THE BEST LOCATION WITHIN THE NEIGHBORHOOD AND ON ONE OF THE BEST LOTS. LARGE LEVEL FRONT AND BACKYARDS(HARD TO FIND IN PENDENNIS). THIS HOME OFFERS 4/5 BEDROOMS & 3.5 BATHS. FULLY FINISHED LOWER LEVEL WITH ADDITIONAL BEDROOM & BATH FOR GUESTS(OR MIDS)! COMFY LIVING ROOM WITH BIG PICTURE WINDOW LOOKING AT YOUR IDYLLIC FRONT YARD. GREAT ENTERTAINING FLOW FROM THE GOURMET KITCHEN INTO THE OVERSIZED FAMILY ROOM WITH PLENTY OF EXTRA SEATING. WALK OUT ONTO THE DECK OVERLOOKING THE BEAUTIFULLY LANDSCAPED LARGE LEVEL BACKYARD STRUNG WITH OYSTER LIGHTS LEADING TO AN AWESOME FIREPIT THAT IS WONDERFUL FOR ENTERTAINING. NEWER HVAC, UPDATED ELECTRICAL AND EXTRA DEEP GARAGE. WATER ACESS TO THE SEVERN RIGHT NEAR THE SEVERN RIVER IN TOP LAUNCH A KAYAK OR PADDLE BOARD. BROADNECK SCHOOLS AND 5 MINUTES TO DOWNTOWN ANNAPOLIS!

1928 Pendennis Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. 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:

1351 Yorktown Rd, Annapolis
$299,900
Great opportunity to build your custom home at 1351 Yorktown Rd in Annapolis, Anne Arundel County. This vacant lot has been cleared and graded to within approximately one foot of final grade, with public sewer installed to the property line and a private well on site. Engineering has been completed, with approved grading plans, an issued grading permit, and a recorded plat available. Existing engineering documents and building plans will be included with the sale. Conveniently located near Annapolis shopping, dining, and major commuter routes. An excellent opportunity for builders, investors, or buyers looking to build a home in Annapolis. Buyer to verify all permits, utilities, and building requirements with Anne Arundel County.

1351 Yorktown Rd, Annapolis

Listing courtesy of Cummings & Co. Realtors. 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:

313 Tucker St, Annapolis
$1,595,000
4 Beds ⋅ 4 Baths
West Annapolis waterview home with elevated, views across Weems Creek and its own deeded Deep-Water Slip (approx. 17' x 33'), one of 4 on the pier, with great access to the Severn River and the Bay. The water faces northwest, so the sunsets are right out the windows. So many windows and outside seating areas to show off the water, and 13 of those windows are new from Thompson Creek. The MBR has a vaulted ceiling and a waterview balcony. There's also a guest suite or extra family room on the lower level with a living room, bathroom and separate entrance. 2-car garage. New air conditioning in 2023. Walk to coffee, dinner and shops in West Annapolis, catch a Navy game at the stadium just down the road, or stroll into downtown Annapolis. DC and Baltimore are an easy commute. Ever-changing water views and your own slip in one of the hottest neighborhoods in town!

313 Tucker St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

339 Elderwood Ct, Annapolis
$345,000
3 Beds ⋅ 2 Baths
BEAUTIFULLY UPDATED & MOVE-IN READY IN ARNOLD! Welcome to 339 Elderwood Court! This recently refreshed home features an impressive list of updates, including a new roof, new siding, new flooring, fresh paint, and beautifully updated bathrooms! Enjoy a bright, inviting interior and a spacious, fully fenced backyard, perfect for entertaining, pets, or relaxing outdoors. Ideally situated in Arnold’s desirable Broadneck Peninsula, with convenient access to shopping, dining, parks, waterfront activities, and everyday amenities. Located within the sought-after Broadneck school district! Commuters will appreciate easy access to Route 50, Downtown Annapolis, and the Bay Bridge. Beautiful updates, a fantastic location, and move-in-ready convenience, don’t miss this opportunity!

339 Elderwood Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

929 Sherwood Forest Rd, Annapolis
$1,225,000
5 Beds ⋅ 4 Baths
Some homes offer a change of scenery. Others offer an entirely different perspective. Tucked away on 2.75 wooded acres bordering the Sherwood Forest Nature Preserve, 929 Sherwood Forest Road is a refreshing departure from the expected. Mature trees, natural beauty, and an exceptional sense of privacy create a setting that feels worlds away, yet remains just minutes from the heart of Annapolis. It's a rare balance of seclusion, convenience, and character. Inside, the home is every bit as compelling as its surroundings. Soaring vaulted ceilings, expansive windows, and a thoughtfully connected floor plan create an immediate sense of openness, with natural light and wooded views taking center stage. At the heart of the home, a beautifully designed kitchen makes a statement with a quartz waterfall island, a quartz backsplash, and a custom, handcrafted Italian induction range and oven. Envisioned for everyday living and effortless entertaining, the kitchen flows seamlessly into the main gathering spaces, including an inviting family room anchored by a wood-burning fireplace. Multiple decks extend the living experience outdoors. The upper level continues the home's inviting atmosphere, with the primary suite and additional bedrooms offering comfortable accommodations and flexibility for family or other evolving needs. The primary suite brings an entirely different level of comfort to everyday living. A beautifully renovated en-suite bath with dual vanities and an oversized shower creates a spa-like experience, while a spacious walk-in closet adds thoughtful functionality. The true standout is a private balcony overlooking the wooded landscape, where the natural surroundings become an extension of your own personal retreat. With more than 4,300 square feet of finished living space, there's room to entertain, create, unwind, and everything in between. The finished walkout lower level offers additional space for recreation and guests, while a detached custom studio presents an inspiring opportunity for a private office, creative retreat, or something entirely your own. An attached two-car garage adds everyday convenience without compromising the home's distinctive character. Beyond its architectural appeal, the property has benefited from substantial improvements, including a new roof (2020), a new front porch (2022), a new HVAC system (2025), and all-new electrical throughout. The septic system was also professionally pumped in 2025, further reflecting the care and attention invested in the home. 929 Sherwood Forest Road is more than a beautiful place to call home. It's an opportunity to experience Annapolis living from an entirely different perspective.

929 Sherwood Forest Rd, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact:

711 Melrose St, Annapolis
$469,900
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. **Step 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 as a private bath/shower while the other bedroom can be used for whichever you desire (an office/den/flex space). It features 2 nice size closets and walkouts to the rear yard, 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 scenic bike trails, walking 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.

1965 Marconi Cir, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

502 Mathias Hammond Way Unit 201, Annapolis
$299,900
2 Beds ⋅ 2 Baths
Rarely available in Tidewater Colony, this light-filled condo offers the exceptional combination of an attached garage and a private elevator! Hardwood flooring adds warmth and character, while two bedrooms and one full and one half bath provide comfortable living spaces. Recent updates include a new HVAC system in February 2026, a new sliding door and four replacement windows in 2025, and appliances and water heater replaced in 2022. Enjoy an impressive array of community amenities, including a recreation facility, outdoor swimming pool, tennis courts, and scenic jogging and walking paths. Don't miss this unique opportunity to enjoy the convenience, amenities, and distinctive features this special Tidewater Colony home has to offer!

502 Mathias Hammond Way Unit 201, Annapolis

Listing courtesy of Redfin Corp. 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:

605-B Admiral Dr Unit 307, Annapolis
$389,000
2 Beds ⋅ 2 Baths
Welcome to the pinnacle of penthouse living at 605-B Admiral Drive, Unit 307. Nestled within the highly sought-after, amenity-rich community of Admiral Reach, this top-floor residence pairs sophisticated design with the effortless convenience of the Annapolis lifestyle. From the moment you step inside, soaring vaulted ceilings and an abundance of natural light create a dramatic, airy sanctuary. The open-concept main living area flows seamlessly to a private, recently refreshed balcony—your own elevated retreat for morning coffee or sunset relaxation. At the heart of the home is a striking, versatile loft. Overlooking the great room below, this expansive bonus space offers the perfect footprint for a high-end home office, a cozy media lounge, or an elegant guest suite. Culinary enthusiasts will fall in love with the beautifully tailored kitchen. Outfitted with updated finishes, quartz counters and exceptional storage offering a walk-in pantry and a suite of nearly new stainless appliances, it is as functional as it is stylish. The thoughtful floor plan features two spacious bedrooms, including a serene primary retreat, and two updated full bathrooms that evoke a spa-like ambiance. A dedicated, separate laundry space and pantry adds a level of convenience rarely found in condo living. Beyond the aesthetics, this penthouse offers unparalleled, turn-key peace of mind. Every major mechanical and appliance detail has been updated for the next owner with a New HVAC system in 2025 and hot water heater in 2022. Updates include a New garbage disposal in 2026, New refrigerator and microwave in 2025, New dishwasher in 2024, and New range in 2020 and a New washer and dryer i n 2019 and handsome flooring throughout in 2018. Living in Admiral Reach means enjoying premier neighborhood amenities while being just moments away from the vibrant energy of historic Downtown Annapolis, luxury shopping, and renowned waterfront dining. This is more than a home; it is an elevated lifestyle waiting for you.

605-B Admiral Dr Unit 307, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

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