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165 King George St, Annapolis
$1,200,000
Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

165 King George St, Annapolis
$1,200,000
4 Beds ⋅ 3 Baths
Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

16 Brice Rd, Annapolis
$800,000
3 Beds ⋅ 2 Baths
This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for up to $9M on the water.. This property in not located in the "city" of Anapolis so no city property tax. There is a private community access to the waters of the Severn River that has a pier and boat slips.... If one wants to join the Boat Club, one can join--agent is verifying fees and will update this info. There is also a public county park, Jonas Green Park, just outside of Pendennis Mount (next to the Naval Academy Bridge off Rt. 450) that offers a sandy beach for cartop boat launching, 288-foot fishing pier, picnic tables and restrooms for public use, but no swimming--(per their website). One can access downtown Annapolis, the Naval Academy within minutes. Easy access to Rtes 2, 50 and I-97. Easy driving to DC, Baltimore, or the Eastern Shore.

16 Brice Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1991-1993 West St, Annapolis
$2,099,000
For sale , this is a huge opportunity 2 ASSETS FOR SALE , 1991-1993 West Street: 3000 sf retail building Lot Size.Discover an exceptional investment opportunity with this portfolio of two retail assets located at 1991 and 1993 West Street, Annapolis, MD. - Property Overview: - 1991 West St: - Lot Size: 8,000 sq. ft. - Zoning: BCE (Business Corridor Enhancement district) - Features a retail building with high visibility and heavy traffic, ideal for attracting customers. - The current tenant is willing to continue leasing or vacate if necessary, providing flexibility for potential buyers. - 1993 West St: - Lot Size: 4,800 sq. ft. - This property is currently condemned, with value primarily in the land itself, offering a unique redevelopment opportunity. Location Highlights: - Situated in a bustling area with high foot traffic and direct proximity to Annapolis’ historic downtown, this location promises excellent visibility and accessibility for any retail business. Important Note: - Please do not visit the property without a scheduled appointment to ensure a smooth viewing experience. Take advantage of this rare chance to invest in prime real estate in a thriving area. Contact us for more details or to schedule a viewing!

1991-1993 West St, Annapolis

Listing courtesy of Metro Homes DMV LLC. Contact:

161 Foxhead Manor Rd, Annapolis
$1,400,000
This rarely offered Chesapeake Bay waterfront site is 3.87 acres , and is one of 5 that were available, with two being waterfront. The original site dates to the early part of the last century when there was no Bay Bridge to visit the Eastern Shore, so vacationers bathed on the bay. These lots were the site of the original Log Inn, where people came to vacation. The original stone chimneys still remain. This is an interesting site with many possibilities. Do not walk the property without an agent. It is heavily treed without any clearing or paths. You are responsible for any mishaps. The lot is currently being surveyed , the 200 feet is not correct, but I had to complete the field. The lot is under contract with an extension while the sellers handle a legal issue

161 Foxhead Manor Rd, Annapolis

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

141 West St Unit 103, Annapolis
$469,000
Prime Retail/Office Space in the Heart of Annapolis Welcome to 141 West Street, Suite 103 – a versatile retail/office space perfectly positioned in the vibrant core of Annapolis. This ground-level suite offers an open layout that’s ready to be outfitted to match your vision. Whether you’re looking to expand your business, launch a new venture, or establish a professional office, this space gives you the flexibility to make it your own. Situated in a highly visible and walkable area, you’ll benefit from steady foot traffic, nearby shops, dining, and cultural attractions. The suite also comes with the added convenience of one dedicated parking space, a rare find in downtown Annapolis. Seize the opportunity to plant your business in one of the city’s most sought-after locations! Prime retail/office condo in the heart of downtown Annapolis. Ground-level suite ready to be customized for your business. High visibility, walkable location near shops and dining. Includes 1 dedicated parking space. Perfect for professional office, boutique retail, or creative workspace. Contact City of Annapolis Permitting office to verify your intended use. The Condo fee is estimated $591 monthly.

141 West St Unit 103, Annapolis

Listing courtesy of KC Realty Group. Contact:

769 Robinhood Rd, Annapolis
$1,250,000
3 Beds ⋅ 2 Baths
769 Robinhood Road is one of the most desirable Waterfront properties in Sherwood Forest. Uniquely situated on a point you will enjoy river breezes from your living room and front porch while experiencing stunning views of the Severn River Bridges into Annapolis and down the Idle toward the Sherwood Forest Marina. On a clear day you can see the Eastern Shore! Watch as sail boats, wind surfers and yachts cruise by your front porch. Another unique benefit of 769 is that, unlike many of the Sherwood properties, it has ample parking for 5+ cars. This 1 level, 3 bedroom, 2 bathroom home, has been in the same family since 1940. Included in the listing documents are a home inspection report, already developed building plans, and information about a brand new septic in the works. Home is being sold AS IS. Take advantage of the varied Club amenities while you savor one of the best views in all of Sherwood Forest. **Sherwood Forest is a gated Community of 341 homes, situated on the Severn River. It's peninsula shape and sweeping elevations create gorgeous vistas of the surrounding creeks, river and the Severn River Bridge. **Walk along the 2 mile waterfront road and take in bridges framing the mouth of the Chesapeake Bay. **Bike or hike the 5 miles of outer Forest trails. Most residents prefer their Golf Carts for easily navigating the scenic hills. **Established in 1915, the Community is anchored by a grand nostalgic Clubhouse which overlooks the Community Pool - and houses a Dance Hall, Duckpin Bowling Alley, a Stage for Community Productions, a Grand Stone Fireplace, Library, and a Nature Lab for educating the children about Chesapeake life. Members enjoy many events at the Clubhouse including Community Dances, Anniversary Celebrations, and Cultural Arts Presentations. The Clubhouse is available to members to rent for Weddings or Private Events. ** The Sherwood Forest Market serves ready-made meals and stocks staples for your cottage kitchen. ** Sherwood is known for the Children's Summer camp where your children learn numerous activities including Sailing, Swimming and Archery. **Other outstanding amenities are a 9-Hole Golf Course, Tennis Courts, Pickleball Courts, Basketball Court, Badminton, Softball field and a Lacrosse/Soccer field. ** For the Chesapeake lovers, Sherwood has a Marina, a , Small Piers and a Main Pier where river swim meets are held. **Make memories with events like the 3rd of July Fireworks, 4th of July Parade and and Annual "not be be missed" Corn Roast. There are tennis, golf and pickleball tournaments for adults and children alike. *With a purchase of a home, Sherwood Forest requires a one-time $20,000 club membership fee.

769 Robinhood Rd, Annapolis

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

208 Sellew Rd, Annapolis
$1,375,000
3 Beds ⋅ 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd.

208 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

no property photo
$635,000
2 Beds ⋅ 2 Baths
Stunning 2 Bedroom/2 Bath Unit perfectly located on Towne Centre Blvd with plenty of windows and a Balcony affording lovely views of Towne Center activities including the Friday night Summer Concert Series as well as a perfect panoramic view of the Bay Bridge and the Chesapeake Bay. This unit features Ceramic Tile floors, Custom built-in cabinets with an electric fireplace and tons of upgrades such as window treatments, kitchen cabinetry, granite countertops, kitchen appliances w/designer backsplash, 10ft ceilings, spacious balcony and much more. You'll be very glad garage parking spaces #44 & #167 are also included with this unit. Amenities abound at Grandview - a gorgeous rooftop pool, state of the art fitness center, club rooms & concierge service. Great restaurants are just a short walk away as well Target, Life Time Fitness, Home Depot and tons of local shops. Nearby is the Naval Academy, Downtown Annapolis, the Annapolis mall, tons of Shopping opportunities and commuting is an easy task with Rte 50 & Rte 97 close at hand. The lifestyle at Grandview in Annapolis is an opportunity you shouldn't miss so don't delay making an appointment to see this gem!

1915 Towne Centre Blvd Unit 807, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

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