HOMEWOOD/ANNAPOLIS in-town living at its finest—this charming and thoughtfully updated 1930s Foursquare colonial style home, with 1,620 total sq ft, offers a rare blend o...

Just in time for Commissioning Week — walk to Navy-Marine Corps Memorial Stadium from this beautifully renovated Annapolis home that perfectly blends historic charm with ...

Classic 1936 Foursquare reimagined with a thoughtfully designed addition by award-winning Studio 3 Architecture in sought-after Homewood. The architecture blends modern e...

This classic craftsman sits on a quiet corner of the desirable Homewood neighborhood, known for its tree-lined streets and easy access to downtown Annapolis. The stone a...

Welcome to this charming Cape Cod on a desirable corner lot the highly sought-after Homewood neighborhood of Annapolis, where classic character meets modern comfort and c...

Under Contract- Open house is Cancelled for Sunday 3/29. THIS COASTAL RANCH...

Located on one of the most desirable streets in Homewood, this classic four-square home offers timeless character and an exceptional Annapolis lifestyle. Just a short wal...

BEST AND FINAL DUE MONDAY 3/16/2026 AT NOON! SUNDAY 3/15 from 12-2pm! This classic Craftsman sits on a quiet, spacious street in Homewood, directly facing the open fields...

Welcome to 202 Glen Ave, ideally situated in Annapolis’ sought-after Homewood neighborhood just minutes from Historic Downtown and West Annapolis. This beautifully maint...

Listed for comp purposes

Beautifully updated Homewood residence with thoughtful improvements throughout. The backyard has been completely reimagined with new landscaping and plantings, creating a...

Charming Cape Cod in sought-after Homewood, offering newly refinished hardwood floors throughout, a thoughtful layout, and inviting indoor and outdoor living spaces. The ...

Rare multi-family opportunity in the highly desirable Homewood community of Annapolis! This offering includes both 913 and 915 Ridgewood, being sold together for the list...

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Classic Cape Cod in Homewood with standout curb appeal, offering a timeless look straight out of a favorite home-inspo Instagram moment. A welcoming front porch sets the ...

Discover this enchanting 2 BR, 3 level Gingerbread Cottage in the heart of popular Homewood! A rare Sears 1929 kit home, it has been lovingly restored to showcase its his...

Outstanding location and “Cape Cod” charm await at 309 N. Woodlawn Avenue in the highly sought out community of Homewood. If walkability to all downtown Annapolis is what...

Move-in ready new construction from acclaimed local builder, Sturbridge Homes. This spectacular home offers over 5,000 square feet of finished space in the heart of Annap...

Historic and Charming 2200+ft, 4 level 3 bedroom/3 full bath home. Hardwood floors, freshly painted. Kitchen with quartz countertops, stainless steel appliances, recessed...

CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL NANTUCKET CAPE COD IN THE HEART OF HOMEWOOD! THIS ADORABLE HOME TRANSFERS YOU BACK TO THE ISLAND OF MARTHA'S VINEYARD OR NANT...

Meander off the beaten path, also known as Poplar Trail, and you will find yourself at a sweet little house with a purple door in Homewood. This is 23 Linden Avenue, also...

OFFERS DUE TUESDAY, 5/13 at 5pm. Welcome to 1411 West Street! Situated on a uniquely large & level, .49 acre homesite, this home blends preserved historic charm with en...

Don't miss your chance to purchase this charming 3 bedroom, 1.5 bath home in the highly coveted neighborhood of Homewood. This home has been lovingly lived in and provide...

Nestled in the heart of Homewood, on one of the prettiest streets in the neighborhood, this light-filled charming 5 bedroom, 4 bathroom home in Annapolis is just a short ...

Enchanting Annapolis Cape Cod! Old world charm is found throughout this 3 bedroom, 1.5 bath home. Large living room with wood burning fireplace and built-ins. Hardwood fl...

Fantastic location and vintage charm await at 18 Woodlawn Avenue in the coveted neighborhood of Homewood. If walkability to all of downtown Annapolis is what you seek, t...

Nestled on one of Annapolis’ most beautiful Avenues, this meticulously maintained charming four-bedroom, 2.5-bath home is a rare find. Set on a private, fenced .46-acre l...

Tucked away in the sought-after neighborhood of Homewood, this charming cottage blends character and charm within a functional living space, just steps from the US Naval ...

It is all about the charm and location of this beautiful 3 Bedroom 2 Bath Cottage in the heart of Annapolis. Located in sought after Homewood on a beautiful quiet residen...

Meticulously maintained. Stunning. Charming. This spacious four bedroom, 2.5 bath home in the Homewood community of Annapolis is one you do not want to miss. Located wi...

In the heart of Annapolis, this enchanting cottage presents a captivating blend of charm and practicality, boasting a fenced backyard and meticulous updates inside and ou...

Welcome to a picture-perfect, expanded Cape Cod in Homewood! Situated just around the corner from Downtown Annapolis and the Navy Stadium, this home offers approximately ...

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!!! Back on the market, buyers got cold feet. !!! Home appraisal came back at $735k, bring your clients back through! Welcome Home...Nestled within the heart of Historic...

Introducing 211 South Cherry Grove - a beautiful 5 bed/2.5 bath Cape Cod home in the heart of the charming Homewood community in Annapolis, Maryland! This spacious and in...