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Situated on one of the best lots in Homewood, seconds from downtown Annapolis, this charming home must be seen to appreciate it. With 5 bedrooms, 3 full bathrooms, and over 3,700 finished sq feet 211 McKendree is much bigger than it appears! The upper level features a primary suite, equipped with large en-suite bathroom, walk in closet and convenient laundry. In the basement you will be amazed at the space with tons of storage, 5th bedroom with full bathroom, kitchenette, and large recreation room. Not to be outdone by the cozy interior, the fully fenced in yard has a playground, fire-pit, stone patio and storage shed. The added convenience of a screened in porch is perfect for enjoying fall evenings, summer storms, or just experiencing outdoor living. Schedule your tour today to see what life could be like in sought after Homewood!

5 Beds ⋅ 3 Baths

Situated on one of the best lots in Homewood, seconds from downtown Annapolis, this charming home must be seen to appreciate it. With 5 bedrooms, 3 full bathrooms, and over 3,700 finished sq feet 211 McKendree is much bigger than it appears! The upper level features a primary suite, equipped with large en-suite bathroom, walk in closet and convenient laundry. In the basement you will be amazed at the space with tons of storage, 5th bedroom with full bathroom, kitchenette, and large recreation room. Not to be outdone by the cozy interior, the fully fenced in yard has a playground, fire-pit, stone patio and storage shed. The added convenience of a screened in porch is perfect for enjoying fall evenings, summer storms, or just experiencing outdoor living. Schedule your tour today to see what life could be like in sought after Homewood!

211 Mckendree Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Coldwell Banker Realty.

$1,100,000

Enjoy luxury one-level living in the heart of downtown Annapolis in this unique, penthouse condo with a one-of-a-kind, beautifully landscaped, expansive terrace. The condo includes two bedrooms plus an office or 3rd bedroom, 2.5 bathrooms and an open floor plan. Leave the cars in your secure two garage parking spaces, and walk to dinner, the waterfront, the Naval Academy, concerts, Maryland Hall for the Arts, and City Dock. This condo offers a seamless, turnkey lifestyle anchored by an open, light-filled floor plan enhanced by floor-to-ceiling windows and premium finishes throughout. The private terrace is an inviting outdoor retreat ideal for dining, entertaining, or simply relaxing under the retractable awnings on sunny afternoons. The gourmet kitchen is designed for both everyday living and effortless entertaining and features high-end appliances, gas cooking, a large island with ample work space, and dedicated wine storage. A sun-filled office that doubles as a 3rd bedroom, provides the perfect work-from-home space, while the spacious primary suite and second bedroom—thoughtfully positioned on the opposite side of the residence for added privacy—provide exceptional comfort for owners and guests alike. Welcome to 141 West Street where one level luxury living, a private penthouse terrace, two garage parking spaces, and a walk-everywhere location come together to offer benefits that are difficult to duplicate anywhere else in downtown Annapolis.

2 Beds ⋅ 3 Baths

Enjoy luxury one-level living in the heart of downtown Annapolis in this unique, penthouse condo with a one-of-a-kind, beautifully landscaped, expansive terrace. The condo includes two bedrooms plus an office or 3rd bedroom, 2.5 bathrooms and an open floor plan. Leave the cars in your secure two garage parking spaces, and walk to dinner, the waterfront, the Naval Academy, concerts, Maryland Hall for the Arts, and City Dock. This condo offers a seamless, turnkey lifestyle anchored by an open, light-filled floor plan enhanced by floor-to-ceiling windows and premium finishes throughout. The private terrace is an inviting outdoor retreat ideal for dining, entertaining, or simply relaxing under the retractable awnings on sunny afternoons. The gourmet kitchen is designed for both everyday living and effortless entertaining and features high-end appliances, gas cooking, a large island with ample work space, and dedicated wine storage. A sun-filled office that doubles as a 3rd bedroom, provides the perfect work-from-home space, while the spacious primary suite and second bedroom—thoughtfully positioned on the opposite side of the residence for added privacy—provide exceptional comfort for owners and guests alike. Welcome to 141 West Street where one level luxury living, a private penthouse terrace, two garage parking spaces, and a walk-everywhere location come together to offer benefits that are difficult to duplicate anywhere else in downtown Annapolis.

141 West St Unit 401, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$930,000

This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a wooded area, the property offers exceptional privacy and a peaceful outdoor setting. The upper level includes a spacious primary suite with a private deck and ensuite bath with soaking tub, along with two additional bedrooms, a full hall bath, and convenient upper-level laundry. The fully finished lower level is perfect for hosting guests offering a large recreation room, additional bedroom, full bath, second laundry, and direct walk-out access to the backyard. The main level features multiple living spaces, a flexible front sitting room, and a beautifully appointed chef’s kitchen complete with a Wolf range, flattop cooking surface, wine fridge, peninsula seating, and generous dining space. Step outside to enjoy the fully fenced backyard featuring a large deck, lower patio, and multiple outdoor seating areas ideal for relaxing or entertaining. Additional highlights include large sized shed, driveway parking for up to 3 vehicles, and ample street parking. Don't miss this opportunity to own a spacious, thoughtfully designed home in a sought-after Annapolis location. Qualified military and civilian buyers may be eligible to assume the seller’s existing low-interest VA loan, offering significant financing advantages.

4 Beds ⋅ 4 Baths

This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a wooded area, the property offers exceptional privacy and a peaceful outdoor setting. The upper level includes a spacious primary suite with a private deck and ensuite bath with soaking tub, along with two additional bedrooms, a full hall bath, and convenient upper-level laundry. The fully finished lower level is perfect for hosting guests offering a large recreation room, additional bedroom, full bath, second laundry, and direct walk-out access to the backyard. The main level features multiple living spaces, a flexible front sitting room, and a beautifully appointed chef’s kitchen complete with a Wolf range, flattop cooking surface, wine fridge, peninsula seating, and generous dining space. Step outside to enjoy the fully fenced backyard featuring a large deck, lower patio, and multiple outdoor seating areas ideal for relaxing or entertaining. Additional highlights include large sized shed, driveway parking for up to 3 vehicles, and ample street parking. Don't miss this opportunity to own a spacious, thoughtfully designed home in a sought-after Annapolis location. Qualified military and civilian buyers may be eligible to assume the seller’s existing low-interest VA loan, offering significant financing advantages.

102 Brewer Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: KW Metro Center.

$550,000

Unbeatable USNA Proximity! Perfectly Located to enjoy all of what downtown Annapolis has to offer! This delightful one-level condo at 31 College Ave places you in the premier location, literally neighbors with the Naval Academy and St. John’s. Enjoy a functional, open floor plan with a decorative fireplace, gas cooking, and a luxurious custom bath in the primary suite. Includes basement storage unit and common storage space. With Maryland Avenue’s dining and the City Dock just blocks away, this is the perfect home base for Navy fans and downtown enthusiasts alike. Enjoy the spirit of the Yard and the beauty of the City Dock every single day.

1 Beds ⋅ 1 Baths

Unbeatable USNA Proximity! Perfectly Located to enjoy all of what downtown Annapolis has to offer! This delightful one-level condo at 31 College Ave places you in the premier location, literally neighbors with the Naval Academy and St. John’s. Enjoy a functional, open floor plan with a decorative fireplace, gas cooking, and a luxurious custom bath in the primary suite. Includes basement storage unit and common storage space. With Maryland Avenue’s dining and the City Dock just blocks away, this is the perfect home base for Navy fans and downtown enthusiasts alike. Enjoy the spirit of the Yard and the beauty of the City Dock every single day.

31 College Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$405,000

“The House and a Half” is a truly distinctive and beloved downtown Annapolis residence, admired by passersby and perfectly positioned in the heart of the historic district. A sun-filled foyer with a charming wood-burning fireplace sets a warm, welcoming tone and flows seamlessly into the living and dining rooms. The kitchen continues the home’s timeless appeal, featuring gray cabinetry, stainless steel appliances, and direct access to a private courtyard—ideal for entertaining or peaceful outdoor moments. Rounding out the main level is the tastefully updated powder room with porcelain tile floors, perfect for guests. The second level offers a generously sized primary bedroom and a beautifully renovated full bath with a walk-in shower. A second bedroom and a convenient laundry area complete this floor. The third level provides a versatile third bedroom, perfect for a home office, guest space, or additional storage. Just steps from the shops, dining, and entertainment of West Street, this exceptional location delivers the best of downtown Annapolis living—where historic charm meets everyday convenience. Don't miss it!

3 Beds ⋅ 2 Baths

“The House and a Half” is a truly distinctive and beloved downtown Annapolis residence, admired by passersby and perfectly positioned in the heart of the historic district. A sun-filled foyer with a charming wood-burning fireplace sets a warm, welcoming tone and flows seamlessly into the living and dining rooms. The kitchen continues the home’s timeless appeal, featuring gray cabinetry, stainless steel appliances, and direct access to a private courtyard—ideal for entertaining or peaceful outdoor moments. Rounding out the main level is the tastefully updated powder room with porcelain tile floors, perfect for guests. The second level offers a generously sized primary bedroom and a beautifully renovated full bath with a walk-in shower. A second bedroom and a convenient laundry area complete this floor. The third level provides a versatile third bedroom, perfect for a home office, guest space, or additional storage. Just steps from the shops, dining, and entertainment of West Street, this exceptional location delivers the best of downtown Annapolis living—where historic charm meets everyday convenience. Don't miss it!

185 Clay St, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Coldwell Banker Realty.

$379,000

Amazing opportunity to renovate a home close to downtown Annapolis! This 3 bedroom, 1.5 bath home is a great opportunity for a handy buyer or investor looking to renovate and/or expand the space. Currently, there are three bedrooms and 1.5 bathrooms on the upstairs level. A spacious kitchen, living and dining room lend themselves to an open floor plan. Three bedrooms, one full bath and one half bath on upper level. Lower level has finished rec room space, and unfinished space for an additional bedroom and rough in for bath. Minutes to downtown Annapolis, Route 50, shopping and more! Property sold As-Is.

3 Beds ⋅ 2 Baths

Amazing opportunity to renovate a home close to downtown Annapolis! This 3 bedroom, 1.5 bath home is a great opportunity for a handy buyer or investor looking to renovate and/or expand the space. Currently, there are three bedrooms and 1.5 bathrooms on the upstairs level. A spacious kitchen, living and dining room lend themselves to an open floor plan. Three bedrooms, one full bath and one half bath on upper level. Lower level has finished rec room space, and unfinished space for an additional bedroom and rough in for bath. Minutes to downtown Annapolis, Route 50, shopping and more! Property sold As-Is.

1013 Hanson St, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Pearson Smith Realty, LLC.

$235,000

NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations. Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a new hot water heater, new baseboard heaters, and a new window AC unit. The home has also been freshly painted throughout and includes updated plumbing. The HOA is only $26 per month. Ideally located in the heart of Annapolis, just minutes from the Capitol building, the Naval Academy, waterfront, shopping, and restaurants. Move-in ready, a must see!

3 Beds ⋅ 2 Baths

NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations. Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a new hot water heater, new baseboard heaters, and a new window AC unit. The home has also been freshly painted throughout and includes updated plumbing. The HOA is only $26 per month. Ideally located in the heart of Annapolis, just minutes from the Capitol building, the Naval Academy, waterfront, shopping, and restaurants. Move-in ready, a must see!

57 Town Pines Ct, Annapolis

Listing courtesy of Jason Mitchell Group. Contact:

Selling Office: Compass.

$140,000

Unique opportunity to own a buildable lot in the heart of Annapolis! Located at 908 Spa Road, this prime parcel puts you within walking distance of Downtown Annapolis, shops, dining, and the City Dock. An ideal location for commuters, with quick access to major routes leading to Washington, D.C. and Baltimore. Buyers are responsible for confirming what can be built and obtaining all necessary permits and approvals. No structure, approved plans, or permits convey—land only.

908 Spa Rd, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Non Subscribing Office.

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